Charming Cottages in Madeira Beach, FL for Your Perfect Getaway

Sol Mate Beach Cottage
House
St Pete Beach, FL, USA

Sol Mate Beach Cottage is located in St. Pete Beach, just 10 miles from Tropicana Field and 11 miles from Chihuly Collection. The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests. Featuring a patio and sea views, the spacious vacation home includes 2 bedrooms, 2 living rooms, satellite TV, an equipped kitchen, and 2 bathrooms with a walk-in shower and a bath. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Guests can also warm up near the outdoor fireplace after a day of cycling. Popular points of interest near the vacation home include Madeira Beach, John's Pass, and John's Pass Village and Boardwalk. St. Pete-Clearwater International Airport is 14 miles from the property.

Guest Reviews:

- "Beautiful Home had a great time" - "Perfect walking distance to beach and Johns Pass we all loved it." - "We did enjoy our stay" - "I would stay here again. My sister was on the beach many times a day!" - "Cosy cottage over 3 floors set in a perfect location!"

Private Cottage with Private Patio. Heated Pool. Cross Street to Beach. Walk to Food & Activities.
Cottage
Madeira Beach, Florida, USA

HURRICANE HELENE UPDATE: Despite the recent impact of Hurricane Helene, we're pleased to share that cleanup efforts are progressing smoothly, and we anticipate being fully ready to welcome guests again by late October. We sincerely appreciate the kind words and support we've received, and we can't wait to host you soon!
The Cottages at Madeira Beach are a hidden gem across from the Gulf of Mexico, just steps from the white sandy beach. This charming complex features seven single-home-style cottages in a well-maintained courtyard, each with a private patio, parking spot, fully equipped kitchen, full bathroom, open living space, and free WiFi. The property offers a heated pool with spa jets, a BBQ area, and poolside seating perfect for gatherings or relaxation. With two sets of washers and dryers and a shared shed with beach chairs and toys, this serene retreat offers everything you need for a perfect getaway.

***** Cottage #3 - Affectionately Known as "Starfish" *****

-- Comfortable One Bedroom Cottage with Private Patio & Picnic Area

-- Kitchen Setup for all Meals with Stove/Oven and Full Size Fridge

-- Dining Area for Four

-- Queen Size Bed

-- Queen Sleep Sofa

-- Full Bathroom with Standup Shower
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

Amenities:

Balcony/Terrace • Ocean View • Internet • Tv • Parking • Other • Wellness Facilities • Sports/Activities • Air Conditioner • Kitchen • Bedding/Linens • Oceanfront

5 - Island Paradise Cottages - Sea Grape
House
St Pete Beach, FL, USA

5 - Island Paradise Cottages - Sea Grape is located in St. Pete Beach, just a 9-minute walk from John's Pass and 0.6 miles from John's Pass Village and Boardwalk. The property is around 10 miles from Tropicana Field, 11 miles from Chihuly Collection, and 11 miles from The Dali' Museum. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. The Pier is 11 miles from the vacation home, while Pier 60 is 14 miles away. St. Pete-Clearwater International Airport is 14 miles from the property.

Amenities:

Child Friendly • Internet • View

Private Cottage Located in the Heart of Madeira Beach. Pool, Beach, Restaurants, Activities.
Cottage
Madeira Beach, Florida, USA

HURRICANE HELENE UPDATE: Despite the recent impact of Hurricane Helene, we're pleased to share that cleanup efforts are progressing smoothly, and we anticipate being fully ready to welcome guests again by late October. We sincerely appreciate the kind words and support we've received, and we can't wait to host you soon!
The Cottages at Madeira Beach are a hidden gem across from the Gulf of Mexico, just steps from the white sandy beach. This charming complex features seven single-home-style cottages in a well-maintained courtyard, each with a private patio, parking spot, fully equipped kitchen, full bathroom, open living space, and free WiFi. The property offers a heated pool with spa jets, a BBQ area, and poolside seating perfect for gatherings or relaxation. With two sets of washers and dryers and a shared shed with beach chairs and toys, this serene retreat offers everything you need for a perfect getaway.

***** Cottage #1 - Affectionately Known as "Sea Turtle" *****

-- Comfortable One Bedroom Cottage

-- Kitchen Setup for all Meals with Stove/Oven and Full Size Fridge

-- Dining Area for Four

-- Queen Size Bed

-- Queen Sleep Sofa

-- Full Bathroom with Standup Shower
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

Amenities:

Balcony/Terrace • Other • Parking • Air Conditioner • Kitchen • Sports/Activities • Bedding/Linens • Ocean View • Internet • Oceanfront • Wellness Facilities • Tv

8 - Island Paradise Cottages - Tropic Sun
House
St Pete Beach, FL, USA

8 - Island Paradise Cottages - Tropic Sun offers accommodations in St. Pete Beach, 11 miles from Chihuly Collection and 11 miles from The Dali' Museum. The property is around a 9-minute walk from John's Pass, 0.6 miles from John's Pass Village and Boardwalk, and 10 miles from Tropicana Field. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. The Pier is 11 miles from the vacation home, while Pier 60 is 14 miles away. St. Pete-Clearwater International Airport is 14 miles from the property.

Amenities:

Internet • View • Child Friendly

Studio Cottage Next to Johns Pass Village. Easy Beach Access. Heated Pool. Quiet and Private.
Cottage
Madeira Beach, Florida, USA

HURRICANE HELENE UPDATE: Despite the recent impact of Hurricane Helene, we're pleased to share that cleanup efforts are progressing smoothly, and we anticipate being fully ready to welcome guests again by late October. We sincerely appreciate the kind words and support we've received, and we can't wait to host you soon!
The Cottages at Madeira Beach are a hidden gem across from the Gulf of Mexico, just steps from the white sandy beach. This charming complex features seven single-home-style cottages in a well-maintained courtyard, each with a private patio, parking spot, fully equipped kitchen, full bathroom, open living space, and free WiFi. The property offers a heated pool with spa jets, a BBQ area, and poolside seating perfect for gatherings or relaxation. With two sets of washers and dryers and a shared shed with beach chairs and toys, this serene retreat offers everything you need for a perfect getaway.

***** Cottage #6 - Affectionately Known as "Manatee" *****

-- Comfortable Studio Style Room Area

-- Kitchen Setup for all Meals with Stove/Oven and Full Size Fridge

-- Dining Area for Four

-- Queen Size Bed

-- Queen Sleep Sofa

-- Full Bathroom with Standing Shower
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

Amenities:

Oceanfront • Balcony/Terrace • Ocean View • Other • Bedding/Linens • Kitchen • Wellness Facilities • Parking • Sports/Activities • Internet • Tv • Air Conditioner

1 - Island Paradise Cottages - Sweet Jasmine
House
St Pete Beach, FL, USA

1 - Island Paradise Cottages - Sweet Jasmine is located in St. Pete Beach, just a 9-minute walk from John's Pass and 0.6 miles from John's Pass Village and Boardwalk. The property is around 10 miles from Tropicana Field, 11 miles from Chihuly Collection, and 11 miles from The Dali' Museum. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. The Pier is 11 miles from the vacation home, while Pier 60 is 14 miles away. St. Pete-Clearwater International Airport is 14 miles from the property.

Amenities:

View • Internet • Child Friendly

Unwind in Studio Cottage, Steps From the Beach, Heated Pool and a Short Walk to Johns Pass Village.
Cottage
Madeira Beach, Florida, USA

HURRICANE HELENE UPDATE: Despite the recent impact of Hurricane Helene, we're pleased to share that cleanup efforts are progressing smoothly, and we anticipate being fully ready to welcome guests again by late October. We sincerely appreciate the kind words and support we've received, and we can't wait to host you soon!
The Cottages at Madeira Beach are a hidden gem across from the Gulf of Mexico, just steps from the white sandy beach. This charming complex features seven single-home-style cottages in a well-maintained courtyard, each with a private patio, parking spot, fully equipped kitchen, full bathroom, open living space, and free WiFi. The property offers a heated pool with spa jets, a BBQ area, and poolside seating perfect for gatherings or relaxation. With two sets of washers and dryers and a shared shed with beach chairs and toys, this serene retreat offers everything you need for a perfect getaway.

***** Cottage #4 - Affectionately Known as "Octopus" *****

-- Comfortable Studio Style Room Area

-- Kitchen Setup for all Meals with Stove/Oven and Full Size Fridge

-- Dining Area for Four

-- Queen Size Bed

-- Queen Sleep Sofa

-- Full Bathroom with Walk-In Shower
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

Amenities:

Oceanfront • Parking • Kitchen • Other • Balcony/Terrace • Air Conditioner • Wellness Facilities • Tv • Sports/Activities • Ocean View • Internet • Bedding/Linens

2 - Island Paradise Cottages - Sea Breeze
House
St Pete Beach, FL, USA

2 - Island Paradise Cottages - Sea Breeze offers accommodations in St. Pete Beach, 11 miles from Chihuly Collection and 11 miles from The Dali' Museum. The property is around a 9-minute walk from John's Pass, 0.6 miles from John's Pass Village and Boardwalk, and 10 miles from Tropicana Field. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. The Pier is 11 miles from the vacation home, while Pier 60 is 14 miles from the property. St. Pete-Clearwater International Airport is 14 miles away.

Amenities:

View • Internet • Child Friendly

Cozy Studio Type Cottage. Steps from Beach. Heated Pool. Short Walk to Johns Pass.
Cottage
Madeira Beach, Florida, USA

HURRICANE HELENE UPDATE: Despite the recent impact of Hurricane Helene, we're pleased to share that cleanup efforts are progressing smoothly, and we anticipate being fully ready to welcome guests again by late October. We sincerely appreciate the kind words and support we've received, and we can't wait to host you soon!
The Cottages at Madeira Beach are a hidden gem across from the Gulf of Mexico, just steps from the white sandy beach. This charming complex features seven single-home-style cottages in a well-maintained courtyard, each with a private patio, parking spot, fully equipped kitchen, full bathroom, open living space, and free WiFi. The property offers a heated pool with spa jets, a BBQ area, and poolside seating perfect for gatherings or relaxation. With two sets of washers and dryers and a shared shed with beach chairs and toys, this serene retreat offers everything you need for a perfect getaway.

***** Cottage #2 - Affectionately Known as "Seahorse" *****

-- Comfortable Studio Style Room Area

-- Kitchen Setup for all Meals with Stove/Oven and Full Size Fridge

-- Dining Area for Four

-- Queen Size Bed

-- Queen Sleep Sofa

-- Full Bathroom with Tub/Shower Combo
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

Amenities:

Ocean View • Air Conditioner • Tv • Parking • Balcony/Terrace • Sports/Activities • Wellness Facilities • Bedding/Linens • Kitchen • Other • Internet • Oceanfront

7 - Island Paradise Cottages - Sandy Shores
House
St Pete Beach, FL, USA

7 - Island Paradise Cottages - Sandy Shores offers accommodations in St. Pete Beach, a 9-minute walk from John's Pass and 0.6 miles from John's Pass Village and Boardwalk. The property is around 9.4 miles from Tropicana Field, 11 miles from Chihuly Collection, and 11 miles from The Pier. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. The Dali' Museum is 11 miles from the vacation home, while Pier 60 is 13 miles away. St. Pete-Clearwater International Airport is 14 miles from the property.

Amenities:

View • Internet • Child Friendly

The Cottages of Madeira Beach, Located Across from the Sand. Heated Pool, and Walk to Johns Pass.
Cottage
Madeira Beach, Florida, USA

HURRICANE HELENE UPDATE: Despite the recent impact of Hurricane Helene, we're pleased to share that cleanup efforts are progressing smoothly, and we anticipate being fully ready to welcome guests again by late October. We sincerely appreciate the kind words and support we've received, and we can't wait to host you soon!
The Cottages at Madeira Beach are a hidden gem across from the Gulf of Mexico, just steps from the white sandy beach. This charming complex features seven single-home-style cottages in a well-maintained courtyard, each with a private patio, parking spot, fully equipped kitchen, full bathroom, open living space, and free WiFi. The property offers a heated pool with spa jets, a BBQ area, and poolside seating perfect for gatherings or relaxation. With two sets of washers and dryers and a shared shed with beach chairs and toys, this serene retreat offers everything you need for a perfect getaway.

***** Cottage #5 - Affectionately Known as "Sea Crab" *****

-- Comfortable One-Bedroom Cottage

-- Living Room and Separate Seating Area for Space to Spread Out

-- Kitchen Setup for all Meals with Stove/Oven and Full Size Fridge

-- Dining Area

-- Queen Size Bed

-- Queen Sleep Sofa

-- Full Bathroom with Standing Shower
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

Amenities:

Ocean View • Internet • Kitchen • Sports/Activities • Oceanfront • Parking • Air Conditioner • Bedding/Linens • Wellness Facilities • Other • Balcony/Terrace • Tv

6 - Island Paradise Cottages - Gulf Mist
House
St Pete Beach, FL, USA

6 - Island Paradise Cottages - Gulf Mist is located in St. Pete Beach, just a 9-minute walk from John's Pass and 0.6 miles from John's Pass Village and Boardwalk. The property is around 10 miles from Tropicana Field, 11 miles from Chihuly Collection, and 11 miles from The Dali' Museum. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. The Pier is 11 miles from the vacation home, while Pier 60 is 14 miles from the property. St. Pete-Clearwater International Airport is 14 miles away.

Amenities:

View • Internet • Child Friendly

Space to Relax. Heated Pool, Courtyard, Across from Beaches and Close to Johns Pass Village.
Cottage
Madeira Beach, Florida, USA

HURRICANE HELENE UPDATE: Despite the recent impact of Hurricane Helene, we're pleased to share that cleanup efforts are progressing smoothly, and we anticipate being fully ready to welcome guests again by late October. We sincerely appreciate the kind words and support we've received, and we can't wait to host you soon!
The Cottages at Madeira Beach are a hidden gem across from the Gulf of Mexico, just steps from the white sandy beach. This charming complex features seven single-home-style cottages in a well-maintained courtyard, each with a private patio, parking spot, fully equipped kitchen, full bathroom, open living space, and free WiFi. The property offers a heated pool with spa jets, a BBQ area, and poolside seating perfect for gatherings or relaxation. With two sets of washers and dryers and a shared shed with beach chairs and toys, this serene retreat offers everything you need for a perfect getaway.

This is the largest of the cottages, with three separate bedrooms, plenty of space, and a private courtyard area for evening relaxing.

***** Cottage #7 - Affectionately Known as "Dolphin" *****

-- Comfortable Three Bedroom/One Bath Cottage

-- Kitchen Setup for all Meals with Stove/Oven and Full Size Fridge

-- Dining Area for Four

-- Primary Bedroom with King Size Bed

-- Second Primary Bedroom with Queen Size Bed

-- Third Bedroom with Twin Size Bed

-- Full Bathroom with Walk-In Shower
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

Amenities:

Tv • Oceanfront • Sports/Activities • Ocean View • Pool • Bedding/Linens • Parking • Kitchen • Air Conditioner • Internet • Balcony/Terrace • Wellness Facilities

4 - Island Paradise Cottages - Skyview Villa
House
St Pete Beach, FL, USA

4 - Island Paradise Cottages - Skyview Villa offers accommodations in St. Pete Beach, 10 miles from Tropicana Field and 11 miles from Chihuly Collection. The property is around 11 miles from The Dali' Museum, 11 miles from The Pier, and 14 miles from Pier 60. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. Popular points of interest near the vacation home include Treasure Island, John's Pass, and John's Pass Village and Boardwalk. St. Pete-Clearwater International Airport is 14 miles from the property.

Amenities:

Internet • Child Friendly • View

Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass
Cottage
Madeira Beach, Florida, USA

Cottage by the Pass offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John's Pass Village and Boardwalk. Inside you'll find a spacious studio apartment that features a full kitchen, comfortable living area, queen sized bed in sleeping area and large bathroom with walk-in closet. The Cottage is equipped with WiFi and Google YoutubeTV. Outside the double french doors our guests enjoy the large private balcony that offers a peek-a-boo view of the Gulf. The balcony is approx. 400 sq ft, partially covered to allow for a great dining spot.
If you are booking through VRBO - it will be transferred over to Vicinity Vacation Rentals for concierge service, to make final payment and to receive Final Instructions. You will be receiving emails from: vicinityvacationrentals@resorplanet.com
Pets (small dogs) considered $100 Fee. Sorry no cats. If you would like to bring your small dog, please inquire first before you book.
Your final payment will automatically be charged with the card on file used to pay your deposit, 14 days before your arrival.

Guest Reviews:

- "This places never disappoints !!! The location is privileged, easy beach access and the house has everything you need... very pleased with the stay." - "Super cute and clean unit, with a full kitchen that has everything you need to prepare meals, including a gas grill outdoors. We especially enjoyed sitting on the huge back deck in the morning. Walking distance to EVERYTHING, including the beach. We rarely used our car while we were here! Air conditioner works great and the bed is super comfy! We'll be back!"

3 - Island Paradise Cottages - Villa Paradiso
House
St Pete Beach, FL, USA

3 - Island Paradise Cottages - Villa Paradiso is located in St. Pete Beach, just 11 miles from The Pier and 14 miles from Pier 60. The property is around 10 miles from Tropicana Field, 11 miles from Chihuly Collection, and 11 miles from The Dali' Museum. Free Wifi is available throughout the property and Madeira Beach is a 3-minute walk away. This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a satellite TV. Popular points of interest near the vacation home include Treasure Island, John's Pass, and John's Pass Village and Boardwalk. St. Pete-Clearwater International Airport is 14 miles from the property.

Amenities:

View • Internet • Child Friendly

Cozy Cottage that is close to the beach and pet friendly! Work at the Beach! OB
Cottage
Madeira Beach, Florida, USA

You will love Ocean Breeze Cottage! The 1938 cottage has an "old style Key West charm"! is located in a quiet neighborhood and is close to everything you need. The beautiful white Gulf Coast sandy beach is right across the street and the world famous John's Pass Village is only short walk where you will find an abundant amount of shops and restaurants, along water activities. The cottage is perfect for an individual, one couple, two couples or a small family.

The cottage is filled with amenities to make your vacation an enjoyable stay and includes Spectrum WiFi internet, washer and dryer, outdoor shower, AC and heat , and parking for two cars.

The courtyard is set in a tropical landscaped setting and is lined with Augusta bricks from the historic Ybor town. There is a Weber grill to cook a nice meal and plenty of seating to just relax. There are plenty of beach equipment available to use for those beach days.

There is an additional one bedroom / one bath beach cottage (Bay Breeze) that is perfect for a couple that is located on the back of the property with its own separate gated entrance and parking. This cottage is also available to rent for those who want to vacation with another couple and would like to have them next door (depending on availability). To book the cottage on Vrbo, please search for the ID number 9218830.

The cottage is perfect for short and longer term vacation rental.

Smoking is NOT allowed INSIDE the cottage.
Must be a minimum of 25 years of age and must be a guest to book the cottage to rent the cottage.

The entire cottage is fenced in and a small pet is welcome to play in the courtyard! Please select “pet” at the time of booking. A pet fee will apply at booking. The Bicentennial Beach Park is close by and the neighborhood is great for for walking the dog.

Guest Reviews:

- "It was a very nice little cottage and a quiet neighborhood. Walking distance To the beach and I mean, super close. The cottage, could Use a little updating but everything is there and it is nicely Labeled so you are able to find everything. John was awesome. We had an issue with my husband's dialysis machine. And he was very understanding and allowed us to check out a little late. We will be going back again. Oh, and no bugs! I did not have to worry about insect repellent at all. I honestly wish we could have stayed longer or bought the property LOL that's how much i loved it!"

Madeira Beach Cottage
Cottage
MADEIRA BEACH, Florida, USA

You will love this 'Old Florida' tropical beach cottage w/ all the amenities of today. Enjoy the privacy & charm of your own beach cottage that has just been redecorated w/ new furniture. Clean & bright tropical colors. Fully equipped kitchen. Everything provided. Even beach towels & chairs. Great location. No streets to cross. Just go out the door & straight to the white sandy beach. Walking distance to famous Johns Pass Village, shopping & wonderful restaurants, jet ski rental, parasailing, gambling cruises, shelling, dolphin watching. Enjoy the fun or just relax at the beach.

Guest Reviews:

- "Perfect location! House was very clean and nice." - "outstanding" - "This cottage was walking distance to the beach and johns pass. Super convenient. Would rent again" - "The location and property was perfect for our family. Everything we needed was practically within walking distance. The property and area was perfect for our family (teen and adults). Everyone we encountered were so friendly and inviting. I would definitely book again if we returned."

A 2 BR, 2 BA Downstairs Unit right across the street from John's Pass Village!
Cottage
Madeira Beach, Florida, USA

Cottage by the Pass, downstairs unit, offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John's Pass Village and Boardwalk. Inside you will find a spacious kitchen with travertine counter tops, and energy efficient under the counter washer and dryer. Wood floors in the living area and bed rooms. Bathrooms have a complete new look with marble showers. Outside the french doors in the back is a patio with a gas grill. In front there is a large patio with a white picket fence with lush tropical landscape.
If you are booking through VRBO - it will be transferred over to Vicinity Vacation Rentals for concierge service, to make final payment and to receive Final Instructions. You will be receiving emails from: vicinityvacationrentals@resortplanet.com
Pets (dogs) considered $100 Fee. Sorry no cats. If you would like to bring your small dog, please inquire first before you book.
Your final payment will automatically be charged with the card on file used to pay your deposit, 14 days before your arrival.

Guest Reviews:

- "This is the 3rd year we’ve rented the cute purple cottage. It’s the perfect location, just a short walk to the beach and John’s Pass right across the street. It’s very clean and well taken care of. The owners are amazing! We will be booking again for next summer!" - "This property is the perfect location. It’s near the beach & local attractions. You can’t beat it!!" - "Clean, working air conditioning and open floor plan and location was perfect with easy access to the beach, friendly people all over the area and overall very nice for a family stay. Our entire family enjoyed the trip!"

The Flamingo Cottage. Walk To Beach, Shops, Dining & Water Sports
Cottage
Madeira Beach, Florida, USA

These 4 quaint authentic (built in 1940's)Key West style tiny cottages are cozy and very clean with 'Old Florida' charm, were completely renovated in 2014. The saltwater pool, heated jacuzzi, outdoor bar/grills are shared between the 4 cottages.Total of 4 grills on the property. The back yard is a very large fenced area (5000 sq. ft.) You won't have ANY screaming kids around this pool...just peace and quiet. Each cottage has a very small fenced back yard and screened porch. The tiny cottage sleeps 2 adults comfortably. Quiet, dog friendly neighborhood. Plenty of parking on the compound. Bikes and beach gear (2 chairs, 2 bikes, beach buggy) provided for each cottage. You can walk to the beach, dining, shopping and water activities. ONLY 2 PEOPLE PER COTTAGE ONLY.
The world-famous John's Pass Village and Boardwalk is a stroll away gives you an oasis from the ordinary. This cozy fishing village has tempting restaurants and unusual shopping. You will find quaint shops that offer antiques, arts, crafts, clothing and jewelry.
Starting 2023, January is a minimum of 2 weeks or longer rental. February & March are 1 month or longer.
YOU CAN BRING A SMALL DOGGY (25 LBS MAX) THE PET FEE IS $150 PER DOG AND CERTAIN BREEDS ARE NOT ALLOWED.
A 6 seater electric beach cart available to rent. It is street legal.
FREE beach parking and FREE John's Pass Village parking.
$700 for a week.

Florida Department of Revenue-Cert. # 62-8016364231-4
Pinellas County Tourist Development Tax #11231
Florida Dept. of Business & Professional Regulation-License #DWE6215820
City of Madeira Beach-Business Tax #2634
2635

Guest Reviews:

- "This was the second year we stayed with Judy at the cottages. They are well managed by Judy and Drake. They are quick to resolve any issues and maintain the property very well. We love the cottages because of all of all of the amenities and the closeness to John’s Pass. The pool is a lovely little oasis where you can relax. Great place and highly recommend!" - "The cottage was perfect for peace and quiet and so close to the beach and John’s Pass. Perfect for couples or best friend trips. Met amazing people at the other cottages that we became friends with! Thank you!!"

Cozy Cottage that js close to the beach and pet friendly! Work at the beach! BB
Cottage
Madeira Beach, Florida, USA

You will love Bay Breeze Cottage! The 1938 cottage has an"old style Key West charm" where it is quiet but is close to everything you need. The beautiful white Gulf Coast sandy beaches are right across the street and it is only a short walk to the world famous John's Pass Village where you will find an abundant amount of shops and restaurants, water activities, and access to a boat ramp. The cozy cottage is perfect for a single person or a couple who enjoys a cottage style vacation setting. It is located in a very safe neighborhood and is great for walking the dog.

The cottage is filled with amenities to make your vacation an enjoyable stay and includes high speed WiFi internet, washer and dryer, AC/heat. Beach equipment is available to use for those beach days. There is parking for one car and it is located right in front of the cottage and behind a gated fence door for safety.

There is an additional two bedroom / one bath beach cottage (Ocean Breeze) that is perfect for a family or additional couples (4 people) that is located at the front of the property. That cottage is also available to rent for those who is looking to vacation with another family and would like to have them close by (depending on availability). To book that cottage on VRBO, please search for the ID number 9171051.

Convenient public transportation is available on the beach trolley that runs up and down the beaches. The trolley stop is located close to the cottage.

The cottage is perfect for short and longer term stays.

Smoking is NOT allowed INSIDE the cottage.
Must be a minimum of 25 years of age to book and a guest of the cottage.

The entire cottage is fenced in and a small pet is welcome! Please select “pet” at the time of booking as a pet fee will apply. The Bicentennial Park is within a mile and the neighborhood is great for walking the dog.

Guest Reviews:

- "Really wonderful pet friendly cottage with plenty of space. Cottage has all the modern day conveniences and necessities. My dog loved the yard and evening walks in the neighborhood. Nothing beat the bay front pet friendly lots located at the end of every block. Cottage is also located a short walk from the beach entry which was great for my wife and I. Beach was awesome, not too many people and wonderful water. Bedroom was a great size as was the bathroom with the exception of the shower being a bit tight. Also located very close to shops and restaurants."

Come enjoy the serenity of Gulf Gardens at Madeira Beach, new renovated unit.
Cottage
Madeira Beach, Florida, USA

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades.

Enjoy a quiet, clean tropical old Florida feel that's hard to find anywhere in this sought after beach community.

This studio unit is bright, clean and equipped with everything you need from a full kitchen to dine in on those longer stays. You’ll enjoy the large sitting porch for your morning coffee while taking in the fresh sea breeze. And after you can take the beach chairs, towels, umbrella and even a small cooler over to enjoy the waves. After a full day at the beach, maybe a fresh water swim. This property features lush landscaping and one of the largest, cleanest pools you'll find. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands of Madeira Beach are calling.

Guest Reviews:

- "Nice comfy easy to get to beach and everything else" - "Great location and perfect place for couples" - "The property is very well kept it had all the amenities you could possibly need,it’s a 3 minute walk to the beach .John’s Pass was a 5 minute car ride, plenty of eateries and shops to checkout We will be coming back!" - "We enjoyed our time here. Dave wa super helpful with all of my questions. Many restaurants within walking distance or a short Lyft ride. Great location to walk to the beach which is very clean and has an onsite bathroom. The cabin was very clean. It is not big but that's all you need for a beach vacay. The bathroom was very small but manageable. Clean towels and other linens available. It was very nice to be able to use the beach chairs, cooler, and umbrella. Highly recommend this for a Florida beach vacation!"

1 BR Madeira Beach Cottage
Cottage
Madeira Beach, Florida, USA

ESCAPE TO THE WHITE POWDERED SANDS OF THE GULF!

Come discover the charming, quiet, and tropical atmosphere, reminiscent of the real, unspoiled Florida, at Gulf Gardens. This rental property has public beach access directly across the street. This beach cottage provides everything for a romantic, relaxing escape. After a day at the beach, come lounge by the lovely pool surrounded by exotic plants and plush landscaping.

Our 1 Bedroom beach cottage contains all the personal comforts to make your stay memorable. Besides the spotless kitchen and bath, this up-to-date unit includes cable TV with DVD/VCR, designer bedding and a king size bed to relax day or nght.

One of the nicest features of this unit is the unmistakable attention to cleanliness and details that only a discriminating owner can provide. One stay and you will agree!

Located in the heart of the Clearwater/Saint Pete beaches, our cottage offers easy access to great restaurants, supermarkets, shopping, golf courses, and nightlife. Historic John's Pass Village is a mere one-mile stroll down Gulf Boulevard. Tampa International Airport, Busch Gardens, and Ybor City are only 30 minutes away, and of course, all Orlando area attractions (Walt Disney World, Sea World, and Universal Studios) are only 90 minutes away!

Keywords: Gulf Gardens, 1 Bedroom Beach Cottage, Close to John's Pass, Madeira Beach, Ground Floor, Pool

Guest Reviews:

- "We were looking for a very affordable, yet comfortable place to stay during our quick trip to Florida and that is just what we got! The house was cozy and comfortable for our 3-night stay. Our kids loved the pool and watching the geckos; the beach was a very short walk away. The owner was extremely responsive and very friendly. Overall, we were very pleased!" - "We had a great stay in this quaint cottage. Very clean and close to most anything you want to do! The advertisement was exactly what we expected! Hope to return!"

Beach Cottage - 30 seconds to the sand !
Cottage
Madeira Beach, Florida, USA

One bedroom beach cottage renovated in 2025, 30 second walk to the beach! This unit has 2 wall-mounted tv's, one in the living room and 1 in the bedroom for netflix, Amazon Prime etc. This unit is located on the outer corner of the complex for maximum privacy and private outdoor space but yet 10 second walk to the heated pool ! Full size stove and refrigerator. Community has outdoor bbq grill and onsite parking ! Great outdoor space to lounge or work remote. 2 minutes to Johns Pass with plenty of restaurants and fun for the kids. Great restaurants within walking distance !

Guest Reviews:

- "This property was convenient to anything you may need. Wonderful restaraunts, a grocery store, tattoo shop 😉😉 and the beautiful beach right accross the street." - "The property and area were great. The property was clean and nice and also has a pool. The owner is very quick to respond if you need anything. It was about a 60 second walk across the street to the white sand beach. There is a small store next door with all the small necessities. It was only 1 mile to johns pass about 20 minutes walking, with tones of shops and charters available. We loved the property and the area and will definitely be back."

Gulf Gardens Resort The Manatee.
Cottage
Madeira Beach, Florida, USA

Quiet, clean 1 bedroom unit with the best view of the water in all of Gulf Gardens. Enjoy peek a boo views of the Gulf of Mexico from the bedroom, living room and private balcony. Balcony also overlooks the beautiful newly surfaced pool area. Private high speed 300mbps internet. Full kitchen with stove, oven, microwave, refrigerator and all the cookware you need for dining in. The beach access is directly across the street. Very convenient location close to downtown Madeira Beach and Johns Pass. Come discover the charm of Gulf Gardens.

Guest Reviews:

- "This was the 2nd place that we stayed at in one of Dave’s places. It was fully stocked, clean and nicely decorated. Dave was wonderful to work with, and was the perfect host. We loved that the parking was close and that we were just off the pool. Caddies restaurant and bar is just across the street and just a five minute walk, if not closer. We loved the pool in the evenings after a long day site seeing as well! I would definitely stay there again!"

We are an old-style Floridia living establishment.
Cottage
Madeira Beach, Florida, USA

Fully equipped one bedroom rental on Madeira Beach across Gulf Boulevard from the beach access. Large open Courtyard area to relax in. Within walking distance to John's Pass or a quick trolley ride to Clearwater Beach close walk to the famous Dockside Dave's and the newly-opened Rick's Reef convenient outside grilling area for your enjoyment as well as several fish aquariums for your viewing pleasure

Guest Reviews:

- "Quaint and clean:) Close to beach and restaurants." - "The property was clean and as pictured. Everything you need and a few basics, salt, pepper sugar, paper towels and tp. If you are planning on cooking there is a grocery store just north. There are a few restaurants within walking distance. Menus and other local ideas are in the binder. The beach is right across the Main road. This place is great for small groups. And Mac was a great greeter. I will definitely consider this place again"

Cottage by the Beach
Cottage
St. Petersburg, Florida, USA

Unincorporated with no street lighting providing heavenly Star Gazing at night. Located minutes from Madeira Beach and only one mile from Seminole City Center, all you need is a skip away! Conveniences such as grocery stores and entertainment, shopping and the ocean, all within 5 minutes drive.

Guest Reviews:

- "I loved it it’s pretty spaces house I loved it and I will definitely recommend to someone else" - "Great value, great for families -- 3 bedrooms, spacious living/dining area. Our grandson really enjoyed exploring the lush double lot yard. About a 10 minute drive to great beaches. We had a little trouble with the entry code upon arrival, but Blake immediately responded to my text with a phone call and helped troubleshoot the issue." - "This property was perfect for my family with 3 teenagers. There was plenty of space to spread out in the living area. The beds were very comfortable and everything was very clean. Entry and check-in was very easy and smooth. The house is less than 10mins to nice beaches and 3mins from a really nice Walmart. The neighborhood was nice and felt safe. We would definitely stay here again and recommend to others."

2 Mi to Beach: Hideaway w/Shared Pool in St Pete!
Cottage
St. Petersburg, Florida, USA

Great for Cookouts | Fireside Relaxation | Fully Equipped Kitchen | Updated Interior

Explore beaches, boardwalks, and city fun from your own outdoor oasis when you stay at this St. Petersburg vacation rental. This 1-bed, 1-bathroom cottage offers a cozy space to unwind with all the necessities for a Sunshine State getaway. Shop, swim, and sun on the beaches of Sand Key, head downtown to experience the nightlife, or get cooking in the shared outdoor kitchen and enjoy the peaceful surroundings.

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom: 1 queen bed

SHARED AMENITIES
- Outdoor saltwater pool
- Screened lanai, furnished patio
- Fire pit
- Outdoor kitchen w/ ice maker, wet bar & Smart TV
- Gas grill, dining area w/ umbrella
- Yard, outdoor shower

INDOOR LIVING
- Smart TV
- 2-person dining table
- LED mirror

KITCHEN
- Stove/oven, refrigerator, microwave, toaster, slow cooker
- Dishware/flatware, cooking basics
- Keurig coffee maker w/ K-Cups, ice maker
- Trash bags & paper towels

GENERAL
- Free WiFi
- Mini-split heating & A/C
- Linens/towels, hangers
- Hair dryer
- Keyless entry

FAQ
- Homeowner on-site (main house)
- Pool not fenced

ACCESSIBILITY
- Single-story cottage, 1 step to enter
- 1 step for shower

PARKING
- Driveway (1 vehicle)

-- THE LOCATION --

- 2-9 miles to beaches: Archibald Beach Park, Treasure Island Beach, Tiki Gardens - Indian Shores Beach, Indian Rocks Beach, Redington Shores Beach
- 4 miles to John's Pass Village & Boardwalk
- 5 miles to Seaside Seabird Sanctuary
- 10 miles to downtown St. Petersburg: Tropicana Field, Al Lang Stadium, The Dalí Museum, St. Pete Pier
- 12 miles to Clearwater Marine Aquarium, museums, restaurants, bars, shops
- 11 miles to St. Pete–Clearwater International Airport & 22 miles to Tampa International Airport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This single-story cottage requires 1 step to enter and 1 step to access the shower
- The homeowner lives on-site, in the main home, and shares the outdoor amenities; they may be present during your stay
- The pool area is not fenced. Please supervise children at all times while outdoors

Amenities:

Other • Internet • Balcony/Terrace • Kitchen • Fireplace/Heating • Tv • View • Security/Safety • Wellness Facilities • Bedding/Linens • Ocean View • Oceanfront

The Surf Cottage. Walk To Beach, Shops, Dining & Water Sports
Cottage
Madeira Beach, Florida, USA

These 4 quaint, authentic 'Old Florida' Key West style cottages (built in the 1940's)are cozy, very clean, and were completely renovated in 2014. A saltwater pool and heated spa, and grills are shared between the 4 cottages. Fenced pool area is 5000 sq ft.You won't have ANY screaming kids around this compound...just peace and quiet. Private fenced back yard. Romantic screened porch. You have a shed with 2 bikes and beach gear. This tiny cottage sleeps 2 adults comfortably. Very quiet, dog friendly neighborhood. You can walk to the beach, dining, shopping and water activities. NO MORE THAN 2 PEOPLE PER COTTAGE.
Starting 2023, January is a minimum of 2 weeks or longer rental. February & March are 1 month or longer.
YOU CAN BRING A SMALL DOGGY (25 LBS MAX) THE PET FEE IS $150 PER DOG AND CERTAIN BREEDS ARE NOT ALLOWED.
The world-famous John's Pass Village and Boardwalk is a stroll away gives you an oasis from the ordinary. This cozy fishing village has tempting restaurants and unusual shopping. You will find quaint shops that offer antiques, arts, crafts, clothing and jewelry.

A 6 seater electric beach cart available to rent. It is street legal.
FREE beach parking and FREE John's Pass Village parking.
$700 for a week.

Certification and/or License:
Florida Department of Revenue-Cert. # 62-8016364231-4
Pinellas County Tourist Development Tax #11231
Florida Dept. of Business & Professional Regulation-License #DWE6215820
City of Madeira Beach-Business Tax #2634
2635

Guest Reviews:

- "Our 2nd time here. We love it! No kiddos, pool and jacuzzi are very nice. Have every thing you need pretty much. Beach wagon, chairs, umbrellas, bikes, etc. Only thing we could complain about was it was too dang HOT! But not the owners fault. LOL. Think next time we'll come in September or May." - "We had an amazing stay at Judy’s cottage. Everything was great from start to finish and want to return in the future. The cottage was very clean, communications from the owner are helpful and the pool area very nice. The extras (beach gear, bikes) were a nice touch. Thank you."

The Mermaid Cottage. Walk To Beach, Shops, Dining & Water Sports
Cottage
Madeira Beach, Florida, USA

These 4 quaint, authentic(built in 1940's) Key West style cottages are cozy and very clean with 'Old Florida' charm, were completely renovated in 2014. The saltwater pool, and heated jacuzzi, outdoor bar/grills in the fenced back yard (5000 sq. ft.) are shared between the 4 cottages. You will not have ANY screaming kids around this compound...just peace and quiet for ultimate relaxation.The tiny cottage sleeps 2 adults comfortably. Each cottage has a small private fenced back yard. Romantic screened porch. Plenty of parking on the compound. 2 bikes, 2 chairs, beach buggy provided for each cottage. Very quiet, dog friendly neighborhood. You can walk to the beach, dining, shopping and water activities. ONLY 2 PEOPLE PER COTTAGE.
YOU CAN BRING A SMALL DOGGY (25 LBS MAX) THE PET FEE IS $150 PER PET AND CERTAIN BREEDS ARE NOT ALLOWED.
Starting 2023, January is a 2 week minimum rental. February & March are 1 month or longer.
The world-famous John's Pass Village and Boardwalk is a stroll away gives you an oasis from the ordinary. This cozy fishing village has tempting restaurants and unusual shopping. You will find quaint shops that offer antiques, arts, crafts, clothing and jewelry.

A 6 seater electric beach cart available to rent. It is street legal.
FREE beach parking and FREE John's Pass Village parking.
$700 for a week.

Certification and/or License:
Florida Department of Revenue-Cert. # 62-8016364231-4
Pinellas County Tourist Development Tax #11231
Florida Dept. of Business & Professional Regulation-License #DWE6215820
City of Madeira Beach-Business Tax #2634
2635

Guest Reviews:

- "Very relaxing and comfortable cottage. Close to everything, yet private in a beautiful neighborhood." - "Well equipped. Beautiful pool." - "After our place was canceled in Venice Beach I was going to just cancel my trip. Im so glad I found this little hidden gem. It was the perfect place for me and my husband. The cottage has everything you need. Johns pass is perfect to walk to or take the bikes that come with the cottage. Judy is a wonderful host. I would definitely recommend staying in these cottages. They are in a very quiet neighborhood. The neighbors are very nice."

The Sunshine Cottage. Walk To Beach, Shops, Dining & Water Sports
Cottage
Madeira Beach, Florida, USA

These 4 quaint, authentic (built in 1940's)Key West 'Old Florida' cottages are cozy and very clean, and have been completely renovated. The saltwater pool, heated jacuzzi, 2 outdoor bar/grills in the fenced back yard compound (5000 sq. ft.) are shared between the 4 cottages. You won't have ANY screaming kids around this compound....just peace and quiet for ultimate relaxation. This tiny cottage sleeps 2 adults comfortably. Very small fenced back yard with each cottage..perfect for Fido. Romantic screened porch. Very quiet, dog friendly neighborhood. Plenty of parking on the compound. Each cottage has 2 bikes, 2 beach chairs, umbrella, beach buggy. It is a very short walk to the beach, dining, shopping and water activities. ONLY 2 PEOPLE PER COTTAGE.
Starting 2023, January is a 2 week or longer rental. February & March are 1 month or longer.
YOU CAN BRING A SMALL DOGGY (25 LBS MAX) THE PET FEE IS $150 PER PET AND CERTAIN BREEDS ARE NOT ALLOWED.

A 6 seater electric beach cart available to rent. It is street legal.
FREE beach parking and FREE John's Pass Village parking.
$700 for a week.

The world-famous John's Pass Village and Boardwalk is a short 5-10 walk away and gives you an oasis from the ordinary. This cozy fishing village has tempting restaurants and unusual shopping. You will find quaint shops that offer antiques, arts, crafts, clothing and jewelry.

Certification and/or License:
Florida Department of Revenue-Cert. # 62-8016364231-4
Pinellas County Tourist Development Tax #11231
Florida Dept. of Business & Professional Regulation-License #DWE6215820
City of Madeira Beach-Business Tax #2634
2635

Guest Reviews:

- "Our second time staying here. We love it. ❤️" - "Lovely cottage and well maintained property. Pet friendly and warm environment. Owners were great and no detail left unturned to complete your stay." - "This was a great spot close to the beach and John’s Pass but yet so quiet and relaxing. Our cottage was very clean, bed was comfortable and the pool area so serene and inviting. Our first day there was a cool 62 degrees but the protection of the trees around the pool area made it very comfortable to enjoy being outside. It was also wonderful to have all the beach supplies and bikes for our use. Judy was very easy to communicate with and made sure everything was perfect for us. We will definitely stay again!"

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Cottage
Madeira Beach, Florida, USA

Welcome to Island Paradise Cottages — your own private retreat in the heart of Madeira Beach. This exclusive rental includes all eight unique cottages and villas, offering the perfect setup for large groups, family reunions, retreats, or multiple families vacationing together. Nestled in a quiet residential neighborhood just a short walk from the white sands of the Gulf of Mexico and the vibrant shops and restaurants of John’s Pass Village, the property combines privacy, comfort, and convenience in one unforgettable setting.

Each cottage is individually styled and fully equipped, providing guests with the comforts of home while still enjoying the charm of a boutique beach getaway. Whether you're gathering around the tiki hut, lounging by the pool, or cruising the neighborhood on complimentary bikes, you’ll find something here for everyone.

* Eight private cottages accommodating up to 30 guests

* Beautiful heated pool with lush tropical landscaping

* Gas firepit and thatched tiki hut gathering space

* Propane BBQ grills and multiple outdoor dining areas

* Fully equipped kitchens in every cottage

* Free use of kayaks, paddleboards, beach gear, bikes, and lawn games

* High-speed Wi-Fi, cable TV, and free assigned parking

* Beach towels, bath towels, and linens provided

* On-site coin-operated laundry for guest use

* 24-hour guest services hotline

* Just a 5-minute walk to the beach, and walking distance to John’s Pass Village, shops, restaurants, and beach trolley access

When you stay at Island Paradise Cottages, you’re not just booking a place to sleep — you're creating an entire beachside experience. Whether you’re gathering your extended family, reconnecting with friends, or planning a special group retreat, this all-in-one property makes it easy to enjoy together time with plenty of space to relax. Come and experience why guests return year after year to this hidden gem on Florida’s Gulf Coast.
-- Gas Firepit in the Courtyard for Evening Relaxation.

We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay? We've got you covered - no charge!

Amenities:

Pool • Sports/Activities • Oceanfront • Tv • Fireplace/Heating • Ocean View • View • Security/Safety • Bedding/Linens • Balcony/Terrace • Kitchen • Wellness Facilities

Family Friendly Beach Cottage in Madeira Beach, FL
Cottage
Treasure Island

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

The space
Our cozy beach cottage is 660 square feet with a dedicated parking spot directly in front of the unit. It is the only stand-alone condo located on the Surf Song Resort property. It is close to the BBQ area, 25 steps to the pool and about 75 steps to the beach! We have 4 children and made it very family friendly. There is room in the master bedroom at the foot of the king size bed to set up the pack-n-play (provided) and/or a crib! The dining table seats 8 adults. There are several tables outside near the BBQ area as well. There is a sleeper-sofa and a work desk in the open dinning/family room area. The flat screen HDTV is on a swinging wall mount so it is view-able from anywhere in the kitchen/dinning/family room you wish. We have flat screens and Blue-Ray DVD players in both bedrooms as well. The kitchen is fully stocked and ready for action with full sized appliances.

Guest access
You will have complete and private use of the entire beach cottage during your stay. You will have access to the heated pool, an assigned parking space and guest parking for visitors or overnight guests, shuffleboard courts, sunset patio, 4 Weber BBQ gas grills, laundry facilities and a world class beach.

Other things to note
There are 3 laundry rooms with pay washing machines and dryers located in the resort. We keep a big bag of beach toys, two beach chairs and two beach umbrellas in the unit for your use. There is free WiFi throughout the resort. We have a Tesla Charger upon request.

Madeira Beach Cottages on the Map

Compare the Best Cottages in Madeira Beach – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Sol Mate Beach Cottage St Pete Beach, FL, USA 310 4.0 8.8 6 Click here
Private Cottage with Private Patio. Heated Pool. Cross Street to Beach. Walk to Food & Activities. Madeira Beach, Florida, USA 150 2.0 1 Click here
5 - Island Paradise Cottages - Sea Grape St Pete Beach, FL, USA 348 9.0 1 Click here
Private Cottage Located in the Heart of Madeira Beach. Pool, Beach, Restaurants, Activities. Madeira Beach, Florida, USA 159 2.0 1 Click here
8 - Island Paradise Cottages - Tropic Sun St Pete Beach, FL, USA 293 1 Click here
Studio Cottage Next to Johns Pass Village. Easy Beach Access. Heated Pool. Quiet and Private. Madeira Beach, Florida, USA 164 2.0 1 Click here
1 - Island Paradise Cottages - Sweet Jasmine St Pete Beach, FL, USA 293 1 Click here
Unwind in Studio Cottage, Steps From the Beach, Heated Pool and a Short Walk to Johns Pass Village. Madeira Beach, Florida, USA 169 2.0 1 Click here
2 - Island Paradise Cottages - Sea Breeze St Pete Beach, FL, USA 293 1 Click here
Cozy Studio Type Cottage. Steps from Beach. Heated Pool. Short Walk to Johns Pass. Madeira Beach, Florida, USA 176 2.0 1 Click here
7 - Island Paradise Cottages - Sandy Shores St Pete Beach, FL, USA 293 1 Click here
The Cottages of Madeira Beach, Located Across from the Sand. Heated Pool, and Walk to Johns Pass. Madeira Beach, Florida, USA 177 2.0 1 Click here
6 - Island Paradise Cottages - Gulf Mist St Pete Beach, FL, USA 293 1 Click here
Space to Relax. Heated Pool, Courtyard, Across from Beaches and Close to Johns Pass Village. Madeira Beach, Florida, USA 309 2.0 1 Click here
4 - Island Paradise Cottages - Skyview Villa St Pete Beach, FL, USA 348 1 Click here
Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass Madeira Beach, Florida, USA 189 9.4 149 Click here
3 - Island Paradise Cottages - Villa Paradiso St Pete Beach, FL, USA 348 1 Click here
Cozy Cottage that is close to the beach and pet friendly! Work at the Beach! OB Madeira Beach, Florida, USA 247 10.0 136 Click here
Madeira Beach Cottage MADEIRA BEACH, Florida, USA 305 9.6 134 Click here
A 2 BR, 2 BA Downstairs Unit right across the street from John's Pass Village! Madeira Beach, Florida, USA 213 9.6 131 Click here
The Flamingo Cottage. Walk To Beach, Shops, Dining & Water Sports Madeira Beach, Florida, USA 232 10.0 110 Click here
Cozy Cottage that js close to the beach and pet friendly! Work at the beach! BB Madeira Beach, Florida, USA 209 10.0 75 Click here
Come enjoy the serenity of Gulf Gardens at Madeira Beach, new renovated unit. Madeira Beach, Florida, USA 156 9.8 58 Click here
1 BR Madeira Beach Cottage Madeira Beach, Florida, USA 181 10.0 44 Click here
Beach Cottage - 30 seconds to the sand ! Madeira Beach, Florida, USA 158 9.8 37 Click here
Gulf Gardens Resort The Manatee. Madeira Beach, Florida, USA 167 9.8 35 Click here
We are an old-style Floridia living establishment. Madeira Beach, Florida, USA 129 9.6 13 Click here
Cottage by the Beach St. Petersburg, Florida, USA 190 9.0 8 Click here
2 Mi to Beach: Hideaway w/Shared Pool in St Pete! St. Petersburg, Florida, USA 137 1 Click here
The Surf Cottage. Walk To Beach, Shops, Dining & Water Sports Madeira Beach, Florida, USA 224 1 Click here
The Mermaid Cottage. Walk To Beach, Shops, Dining & Water Sports Madeira Beach, Florida, USA 224 1 Click here
The Sunshine Cottage. Walk To Beach, Shops, Dining & Water Sports Madeira Beach, Florida, USA 256 1 Click here
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30 Madeira Beach, Florida, USA 1511 1 Click here
Family Friendly Beach Cottage in Madeira Beach, FL Treasure Island 95 9.7 1 Click here

Note: The prices for each Cottages in Madeira Beach do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Cottages in Madeira Beach that include a pool or hot tub include:

  • Space to Relax. Heated Pool, Courtyard, Across from Beaches and Close to Johns Pass Village..- Review Count: 0, Rating: 0.0
  • The Flamingo Cottage. Walk To Beach, Shops, Dining & Water Sports .- Review Count: 110, Rating: 10.0
  • Come enjoy the serenity of Gulf Gardens at Madeira Beach, new renovated unit..- Review Count: 58, Rating: 9.8

These cottages in Madeira Beach offer spa or wellness amenities:

  • Sol Mate Beach Cottage.- Review Count: 6, Rating: 8.8

Family-friendly cottages in Madeira Beach include:

  • Sol Mate Beach Cottage.- Review Count: 6, Rating: 8.8
  • Private Cottage with Private Patio. Heated Pool. Cross Street to Beach. Walk to Food & Activities..- Review Count: 0, Rating: 0.0
  • 5 - Island Paradise Cottages - Sea Grape.- Review Count: 1, Rating: 9.0

Pet-friendly cottages in Madeira Beach include:

  • Sol Mate Beach Cottage.- Review Count: 6, Rating: 8.8
  • Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass.- Review Count: 149, Rating: 9.4
  • Cozy Cottage that is close to the beach and pet friendly! Work at the Beach! OB.- Review Count: 136, Rating: 10.0

Cottages in Madeira Beach offering on-site parking include:

  • Private Cottage with Private Patio. Heated Pool. Cross Street to Beach. Walk to Food & Activities..- Review Count: 0, Rating: 0.0
  • Private Cottage Located in the Heart of Madeira Beach. Pool, Beach, Restaurants, Activities..- Review Count: 0, Rating: 0.0
  • Studio Cottage Next to Johns Pass Village. Easy Beach Access. Heated Pool. Quiet and Private..- Review Count: 0, Rating: 0.0

Some of the best Cottages in Madeira Beach are:

  • Sol Mate Beach Cottage.- Review Count: 6, Rating: 8.8
  • Private Cottage with Private Patio. Heated Pool. Cross Street to Beach. Walk to Food & Activities..- Review Count: 0, Rating: 0.0
  • Private Cottage Located in the Heart of Madeira Beach. Pool, Beach, Restaurants, Activities..- Review Count: 0, Rating: 0.0

Some of the popular Cottages in Madeira Beach are:

  • Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass.- Review Count: 149, Rating: 9.4
  • Cozy Cottage that is close to the beach and pet friendly! Work at the Beach! OB.- Review Count: 136, Rating: 10.0
  • Madeira Beach Cottage.- Review Count: 134, Rating: 9.6