Best Villa Rentals in Siesta Key

Budget-Friendly Villa Rentals in Siesta Key

Indulge in the comforts of home with our curated guide to the best villa rentals in Siesta Key. Each property has been selected for its unique charm and quality, catering to discerning travelers.

Villa Rentals in Siesta Key
Siesta Heron Suites & Villas
House
8254 Midnight Pass Road, Siesta Key, FL, 34242, USA

Siesta Heron Suites & Villas offers accommodations in Siesta Key, 12 miles from The John and Mable Ringling Museum of Art and 8.8 miles from Sarasota Opera. With lake views, this accommodation offers a swimming pool. The vacation home features rooms with air conditioning, free private parking, and free Wifi. The vacation home provides guests with a patio, a seating area, cable TV, a fully equipped kitchen with an oven and a microwave, and a private bathroom with shower and a hair dryer. A toaster, a fridge, and stovetop are also offered, as well as a coffee machine. Marina Jack Restaurant And Marina is 8.9 miles from Siesta Heron Suites & Villas, while Sarasota County Visitor Information Center And History Museum is 10 miles from the property. Sarasota Bradenton International Airport is 12 miles away.

Guest Reviews:

- "Was amazing" - "Everything is fine" - "All that we need" - "❤️❤️❤️" - "Would stay again but longer" - "The location everything was near the best place to stay" - "It has an electric station for electric cars which was very useful" - "Nice, and close to Turtle Beach"

Villa Rentals in Siesta Key
Island House Beach Resort V18 by RedAwning
Villa
6150 Midnight Pass Rd V18, Siesta Key, FL, 34242, USA

Located in Siesta Key, this welcoming villa brings it all within your reach. Siesta Key Beach is an easy 7-minute walk away and Crescent Beach is also a quick 15-minute walk away.

You can make the most of the outdoors with the communal pool, BBQ grill and outdoor pool at this villa. For a change of scenery, come inside and enjoy the free WiFi and DVD player.

This 2-bedroom, 2-bathroom rental features a dining area and air conditioning. Prepare a home-cooked meal in the kitchen, complete with an oven, a refrigerator, and a dishwasher, as well as a coffee maker, a microwave, and a toaster.

Amenities:

Pool • Other • Barbecue/Outdoor Cooking • Child Friendly • Security/Safety • Kitchen • Bedding/Linens • Internet • Air Conditioner • Entertainment

Villa Rentals in Siesta Key
Bianco Sands By Beachside Management
Villa
1126 Point of Rocks Road, Siesta Key, FL, FL 34242, USA

Bianco Sands By Beachside Management offers accommodations in Siesta Key, a 4-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art. Both free Wifi and parking on-site are accessible at the villa free of charge. The villa has private entrance. Each unit has air conditioning, a private bathroom, and a well-equipped kitchen including an oven, microwave, toaster, and a fridge. Rooms include a plunge pool. At the villa complex, units include a desk and a TV. Sarasota Opera is 7.5 miles from Bianco Sands By Beachside Management, while Marina Jack Restaurant And Marina is 7.6 miles from the property. Sarasota Bradenton International Airport is 11 miles away.

Guest Reviews:

- "Overall 8.5/10" - "Bianco Sands was everything we needed to enjoy a family beach vacation." - "Enjoyed the peaceful, great weekend here. My stay was great!" - "It was a wonderful, quiet, secluded place. Great location,. I'd stay again, but only if the Price I" - "Great getaway close to the beach" - "Modern and close to the beach." - "Slice a paradise!" - "I loved it. We come every year and this was a first time at Bianca sands. Will definitely stay again."

Villa Rentals in Siesta Key
Island House Beach Resort V1
Villa
Siesta Key, Florida, USA

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)

This beautifully appointed 2-bedroom, 2-bathroom villa offers comfort, style, and privacy just steps from the beach. The primary ensuite features a king-size bed, while the guest bedroom includes two twin beds, making it ideal for families or friends traveling together.

Enjoy the spacious living and dining areas, a fully equipped kitchen with granite countertops and modern appliances, and a private screened lanai perfect for relaxing after a day in the sun.

For your convenience, the villa includes three large flat-screen TVs, central heating and air conditioning, and all the amenities you need for a comfortable stay.

Experience the privacy and ease of your own standalone villa, while being part of the beautiful Island House Beach Resort community. Just a short walk through the resort brings you to the powdery white sands and turquoise waters of the Gulf of Mexico—perfect for relaxing in the sun, sand, and surf.

Island House Beach Resort boasts a range of attractive features including:

*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsets
*2 beach cabanas and beach chairs for your convenience
*A large, heated swimming pool
*A recreation room with ping pong, air hockey and other games

Hop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.
Feeling adventurous? Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.

Pack your bags and let Island House Beach Resort make your stay unforgettable!

We look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Guest Reviews:

- "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place to stay!!" - "The villa was close to the beach with chairs available. We enjoyed the pool and rec room." - "This is the 3rd time, we have stayed @Island Beach House Villas and will definately return. My sis from Cali and her daughter try to have a Florida get away each year since my dtr lives in in Sarasota. Villa 1 definately our favorite along with Island Beach House. The staff there are wonderful. Thanks Scott and team."

Villa Rentals in Siesta Key
Beautiful property on Siesta Key
Villa
1234 Derby Lane, Siesta Key, FL, FL 34242, USA

Providing an outdoor swimming pool, Beautiful property on Siesta Key features accommodations in Siesta Key. This villa provides air-conditioned accommodations with a patio. There's free private parking, and the property offers a paid airport shuttle service. Offering a terrace and pool views, the villa includes 2 bedrooms, a living room, cable flat-screen TV, an equipped kitchen, and 1 bathroom with a walk-in shower and a bath. Towels and bed linen are featured in the villa. The property has an outdoor dining area. Guests can make the most of the warm weather with the property's barbecue facilities. You can play tennis at the villa. A private beach area is available on-site and fishing can be enjoyed close to Beautiful property on Siesta Key. Crescent Beach is a 6-minute walk from the accommodation, while The John and Mable Ringling Museum of Art is 11 miles away. Sarasota Bradenton International Airport is 11 miles from the property.

Guest Reviews:

- "We hope to return for a longer visit in the future." - "I had a very pleasant stay. Everything I needed was provided. The only other suggestion I would make is to leave the por" - "Perfect get away for my daughter and I and plenty of room to bring family next visit!" - "Great area and location quiet and peaceful" - "Great place to stay" - "Wonderful! We felt very much at home in a very quiet, cozy, safe and comfortable setting. The added luxury of a poo"

Villa Rentals in Siesta Key
Island House Beach Resort V29
Villa
Siesta Key, Florida, USA

Island House Beach Resort- Siesta Key Florida, Crescent Beach - This lovely villa is located on the widest part of Crescent Beach. This 2 bedroom, 2 bathroom villa features privacy for your stay with a large living/dining area, a fully equipped kitchen, all appliances, central ac/heat, screened lanai and covered parking. This villa is a short walk through the resort to the beautiful azure and turquoise waters of the Gulf to sit and enjoy the sun, sand and surf. The beautifully maintained complex has 2 beach cabanas, beach chairs, a large, heated swimming pool, game room and scenic beach front courtyard featuring shuffleboard, corn hole, seating areas and gas grills where the sunsets are fantastic!

Ride the Siesta Key Trolley to the Village to enjoy restaurants and shopping or take a quick walk south to more shopping and restaurants. Feeling adventurous? Myakka Park is close, rent a bicycle to explore the wonderful key, kayak/paddleboard in the mangroves and explore the newly opened Midnight Pass on the south side of Siesta!

We look forward to welcoming you to Siesta Key

Guest Reviews:

- "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Always wonderful and I love coming here 14 years it's the best" - "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed in Villa 29 for a week in April. This Villa has been beautifully renovated and decorated. It was exceptionally clean and well-maintained."

Villa Rentals in Siesta Key
Sun and Sea By Beachside Management
Villa
1135 Sun N Sea Drive Unit 1 & 2, Siesta Key, FL, FL 34242, USA

Sun and Sea By Beachside Management offers accommodations in Siesta Key, a 2-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art. Both free Wifi and parking on-site are available at the villa free of charge. The villa has private entrance. Each unit has air conditioning, a private bathroom, and a well-equipped kitchen including a dishwasher, oven, microwave, and a toaster. At the villa complex, the units are equipped with a desk and a TV. Sarasota Opera is 7.3 miles from Sun and Sea By Beachside Management, while Marina Jack Restaurant And Marina is 7.4 miles away. Sarasota Bradenton International Airport is 11 miles from the property.

Guest Reviews:

- "Loved the unit and location." - "It was a perfect spot" - "Very nice and comfortable" - "Great" - "Overall nice and clean good location but beds and furniture were the most uncomfortable"

Villa Rentals in Siesta Key
In the Heart of Siesta Key Village and Steps to the #1 Beach
Villa
Siesta Key, Florida, USA

Plan your vacation of a lifetime on nationally rated and recognized Siesta Key Beach! The perfect place to find peace and contentment and regain that sense of emotional well being! Located on the beautiful Gulf Coast of Florida, in Sarasota County, you will experience a white sand beach, crystal blue waters, vibrant Siesta Key Village, and the variety of what Gulf Coast Florida has to offer from historical and cultural experiences, beaches, water activities, fishing, major and minor league sports, nationally acclaimed arts and entertainment, and all varieties of dining and shopping.Nationally Rated Siesta Beach is just steps from your front door! Our Villa is located in the residential area of Siesta Key Village. The Village offers many restaurants, shopping, and nighttime entertainment.
Mid modern century design and architecture, our Villa is ground level with one reserved parking space directly in front. There is a back gate door, which provides an entrance directly into the heart of Siesta Key Village.
Our Villa has vaulted ceilings and a split layout plan. There is a master bedroom with a queen bed and a second bedroom with two twin beds. There is a queen-sized inflatable bed for extra guests. Bedrooms have ceiling fans and are separated by a living area for more privacy. Bedrooms also feature dressers, closets and hangers for your unpacking needs. We have one lovely bathroom with a walk-in shower. Our Villa features tiled floors throughout as well as Air Conditioning.
Our charming Villa has been renovated with a new kitchen, including stainless steel appliances, granite countertops, updated electrical, and pendant lighting. The fully equipped kitchen includes: coffee maker; tea kettle; toaster; microwave; kitchen dishes, cooking dishes, mugs, cups, glasses, and basic pantry items.
Keep all the comforts of home with high speed broadband Internet access and flat screen TVs in every room. 50" HDTV with DVR and Streaming WiFi Blu-Ray DVD player in the living room. Also included: new washing machine and dryer; linens, bath towels, and beach towels; ironing board and iron; hair dryer; beach chairs, umbrella, cooler, beach toys, beach cart (to put everything in), and outdoor shower.

Enjoy the brick paver patio with table and six chairs for outdoor dining and / or relaxing and charcoal grill. Patio Umbrella with solar-powered, LED lighting for evening ambience!

Our Villa has a very strict No Smoking / No Vaping policy.

Additional House Rules:
1. Minimum Age of Primary Renter: 25
2. Pet Fee: $200 per rental. May not exceed 50 lbs. Must be spayed or neutered. Must be up-to-date on rabies vaccinations and all other vaccinations. Heartworm preventive is highly recommended.
3 Cancellation Policy: In an effort to satisfy the vacation needs of both actual and potential guests, we refund Deposits in full if cancelled 60 days or more prior to the check-in date.
4. ABSOLUTELY NO VAPING OR SMOKING, of any kind, is allowed inside the Villa, violation will result in a $400 charge.
5. Under no circumstances should anything be hung from any light fixtures, ceiling fans, etc. Doing so will result in a $100 charge, in addition to replacement fixture costs, if necessary.
6. There is no glitter or confetti allowed in the Villa at anytime. There will be $75 charge if any is left at the property.

Check out our website: www.kayonthekey.com

Guest Reviews:

- "The unit is in the middle of everything, steps to the Siesta Key Village (SKOB, Daiquiri Deck, shops, groceries, etc) and 2 min from the quiet part of the beach entrance. This beach has the best (powder like and stays cool) sand. We also enjoyed the outdoor area for a morning coffee and late night drink." - "My husband and our two teens stayed here in July. It was a perfect location to easily walk to the beach and also enjoy the village with shopping and restaurants. The owner was so helpful. We had a wonderful time and made some great memories! Thank you!"

Villa Rentals in Siesta Key
Casa Mar By Beachside Management
Villa
6006 Midnight Pass Road, Sarasota, FL, FL 34242, USA

Casa Mar By Beachside Management enjoys a location in Sarasota, a 8-minute walk from Crescent Beach and 12 miles from John and Mable Ringling Museum of Art. Both free Wifi and parking on-site are accessible at the villa free of charge. The villa has private entrance. Each unit has air conditioning, a private bathroom, and a well-equipped kitchen including a dishwasher, oven, microwave, and a toaster. Every room comes with a plunge pool. At the villa complex, every unit comes with a desk and a TV. The John and Mable Ringling Museum of Art is 12 miles from Casa Mar By Beachside Management, while Sarasota International Convention Center is 13 miles from the property. Sarasota Bradenton International Airport is 11 miles away.

Guest Reviews:

- "We like it.." - "Great property at a great price point" - "Amazing vacation and would love to stay at this location again!" - "Great location. We liked the easy ranch style living. Easy walk to the beach. Good pools." - "Great location and beautiful site!" - "Wonderful." - "It was generally wonderful. Despite the occasional stormy weather it was a great place to be." - "The host management co. Robert (Bobby) was professional and gave us information about the island."

Villa Rentals in Siesta Key
Completely Remodeled- 150 Yards to Beach and Restaurants!
Villa
Sarasota, Florida, USA

Located just 150 yards from Crescent beach, this side of our duplex offers a 2 bedroom and 1 bath villa, and is in the heart of the South Village, within steps of numerous restaurants, bars, shops, grocery store, drug store, and things to do!

Here you can enjoy a heated salt water neighborhood pool, private beach access, and your own personal beach gear to use!

The villa is one half of a duplex, and highlights a private fenced-in patio, private parking, and a fully equipped kitchen.

Guest Reviews:

- "We loved our stay at this cute two bedroom bungalow. Beach is very close. House was clean and well updated throughout it. Beach chairs, wagon, cooler all were accessible. Would stay again." - "Loved staying here! Perfect for our small family, close to everything. Super helpful owner and very clean." - "This property was perfect for our family for our recent trip to Siesta Key. John was great to work with and very responsive! Would stay here again if we find ourselves in the area. The close proximity to the beach and being able to walk to numerous restaurants and shops was a huge plus!"

Villa Rentals in Siesta Key
Crescent Beach Villas By Beachside Management
Villa
1126 Crescent Street, Siesta Key, FL, FL 34242, USA

Crescent Beach Villas By Beachside Management enjoys a location in Siesta Key, a 3-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art. Both free Wifi and parking on-site are available at the villa free of charge. The villa has private entrance. Each unit has air conditioning, a private bathroom, and a well-equipped kitchen including an oven, microwave, toaster, and a fridge. All rooms come with a plunge pool. At the villa complex, all units come with a desk and a TV. Sarasota Opera is 7.6 miles from Crescent Beach Villas By Beachside Management, while Marina Jack Restaurant And Marina is 7.7 miles away. Sarasota Bradenton International Airport is 11 miles from the property.

Guest Reviews:

- "It was great ! I will definitely be back ! 😊" - "An absolutely wonderful experience." - "It was very good" - "Very relaxing place to bring your family." - "It was a quiet, clean, oasis with basic amenities." - "Great location, price, and cleanliness"

Villa Rentals in Siesta Key
Newly Remodeled-150 Yards to Beach and Restaurants!
Villa
Sarasota, Florida, USA

Located just 150 yards from Crescent beach, one side of this duplex offers a 2 bedroom and 1 bath villa, and is in the heart of the South Village, within steps of numerous restaurants, bars, shops, grocery store, drug store, and things to do!

Here you can enjoy a heated salt water neighborhood pool, private beach access, and your own personal beach gear to use!

The villa highlights a private fenced-in patio, private parking, and a fully equipped kitchen.

Guest Reviews:

- "Loved the location. Walked everywhere!" - "Excellent place to stay. Well equipped, close to beach, use of pool, across road from restaurants and shops. Definitely recommend staying here" - "Property was very clean and spacious. We had plenty of room for 3 adults and an infant. Space for two small SUVs and outdoor seating to enjoy morning coffee. Property is right on the main drag, so there is noise from street traffic. The front bedroom can get a little warm, but if that bothers you, call dibs on the back bedroom. The beach gear was a huge plus and you cannot beat the proximity to the beach! We would totally stay here again!"

Villa Rentals in Siesta Key
Villa Vista Mare - 675
House
675 Beach Rd, Siesta Key, FL, 34242, USA

Villa Vista Mare - 675 is located in Siesta Key, just a few steps from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art. This beachfront property offers access to free Wifi and free private parking. The accommodation offers a 24-hour front desk and an elevator for guests. Offering a balcony and sea views, the spacious vacation home includes 3 bedrooms, a living room, satellite TV, an equipped kitchen, and 3 bathrooms with a bath and a shower. Towels and bed linen are featured in the vacation home. The accommodation is non-smoking. Sarasota Opera is 6.9 miles from the vacation home, while Marina Jack Restaurant And Marina is 6.9 miles away. Sarasota Bradenton International Airport is 11 miles from the property.

Guest Reviews:

- "Wonderful location!" - "Wonderful family vacation. We will be back" - "I will stay here again we enjoyed it so much"

Villa Rentals in Siesta Key
Crystal Sands Villa 15 - Private Beach
Villa
Sarasota, Florida, USA

This 2 bedroom 2 bath villa provides Gracious living with touches of luxury in this completely equipped apartment with private garage.

Siesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our unique features with the convenience of being steps from our own private beach or relax in one of our two heated swimming pools.

Our Accommodations are just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more or a short walk to nearby restaurants, convenience stores, and water sports rentals!

If you are looking for a family vacation or a romantic getaway Crystal Sands is the perfect place for you. Come stay with us at the most exclusive resort on Siesta Key that offers the most beautiful beach and sunset views on the island!

Guest Reviews:

- "We really enjoyed our week at the Villa! Well stocked! It was so nice to have ample towels and not have to constantly be doing laundry! The kids were so entertained with all the beach toys and we were happy with the beach umbrellas, etc! Villa was very clean and well kept. Will consider this Villa for a future rental. Thank you!" - "Great place...clean, and nice. Would stay again." - "This property is the best Villa in Crystal Sands. When other reviewers note it's clean-- it is! And it can't be stated enough. Very high priority for my family since it can make or break your comfort about sleeping soundly and needing to be able to relax in the space when you're not on the beach or sight-seeing or whatever your plan is for the stay. I think this rivals any luxury hotel accommodations, but definitely a five-star experience. In the 4 years I've been going to Siesta Key, this is the nicest Villa I've rented. I also compare it to both my in-laws who also book at the same time so we can all vacation together, and this rivaled all of the other villas they've rented. Thank you so much to the management for maintaining the property; but also to the manager for being responsive and reachable as well as for the decor-- well designed and decorated space (so cohesive) and love, LOVE the high end appliances! So glad to have a Keurig available for my morning coffee. 100% like and recommend this place! I have a ten year old and a twelve year old. They thought the beds were very comfortable and even got over not being able to bring their pillows-- the ones available were just fine. Great and convenient access to the office if you need to use a computer (I intentionally left my laptop, but then needed to access one despite my efforts to leave the office at home)."

Villa Rentals in Siesta Key
Villa Castile - 5204
House
5204 Avenida De Cortez, Siesta Key, FL, 34242, USA

Villa Castile - 5204 is located in Siesta Key, just a 8-minute walk from Siesta Key Beach and 10 miles from John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The accommodation features a 24-hour front desk. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. The John and Mable Ringling Museum of Art is 10 miles from Villa Castile - 5204, while Sarasota International Convention Center is 11 miles from the property. Sarasota Bradenton International Airport is 10 miles away.

Amenities:

Security/Safety • Pool • Internet • Sports/Activities • Pet Friendly • Parking • Laundry • Guest Services • Child Friendly

Villa Rentals in Siesta Key
Newly renovated. Gulf-side condo. Your own private beach directly on Siesta Key.
Villa
Siesta Key, Florida, USA

Here's your family's perfect opportunity to enjoy Siesta Key, the country's best beach, within the coastal, rustic elegance of one of the best beach-side villas on Siesta Key--Beachaven #6.

About the Condo:
Imagine, after your family experiences the refreshing azure waters of the Gulf and sugary sand beaches of Beachaven's private beach and pool, you can catch your breath and relax among the newly remodeled comfort of your own stylish beach house. Completely renovated in 2016 in a charming coastal-industrial style, Beachaven #6 stylishly sleeps a family/group of four, and features all new appliances and furnishings, a washer & dryer at the unit, two large flatscreen TVs, high-speed WiFi, high-top dining for four, breakfast bar with seating for four, a spacious stand-up shower, two twin beds, leather pull-out sofa, and covered parking for one car.

About Beachaven:
Beachaven is a rare gem here on Siesta Key. Whereas most condominiums on Siesta Key are traditional high-rise structures with hundreds of units and complicated grounds, Beachaven is a small, quaint and very charming beach-side community that makes guests feel relaxed, secure, and carefree. The complex is laid out in a simple linear fashion, with a straight shot, short walk to the beach; and because the complex is small, our beach is always un-crowded and feels like your private piece of paradise.

Beachaven Fun Fact #1:
Beachaven boasts one of only a handful of pools on Siesta Key that is actually nestled in the sand, only a few hundred feet from the ocean waters. This means your family can easily step from the pool to the beach and from the beach to the beach with zero hassles and zero cares.

Beachaven Fun Fact #2:
Beachaven boasts a clubhouse, also on the beach with full-service kitchen, seating, and bathrooms, so your family can enjoy lunch, or a sunset celebration, overlooking the pool and sands of Siesta Key.

Beachaven Fun Fact #3
Because Beachaven is a very small complex with less than a hundred units, the beach is always very quiet and very private. As you stand at the pool and look left and right you will see hundreds of beach-goers, however on your private beach you will see very few. This exclusivity is especially valuable during the daily sunset celebrations when your family enjoys the twilight hours and the feeling like the sun is performing a private show just for you.

Beachaven Fun Fact #4
You already know that Beachaven is on Siesta Key, voted the best beach in America, but did you also know that Beachaven is perfectly--and centrally--located in the heart of Siesta Key, just one south of the North Village and one mile north of the South Village? Plus within less than a hundred steps from Beachaven Unit 6, you can hop on any number of free trolleys and shuttles to both Villages.

Beachaven Fun Fact #5
Once again, because Beachaven is a single-story, linear designed complex, with a beautifully manicured landscaped mall in between, your family can enjoy the grounds safely and securely all within easy site of your villa.

Beachaven Fun Fact #6
Beachaven also has a soothing and serene reflection pool, which is located at the East end of the complex and within steps from Villa #6.

Beachaven Fun Fact #7
Beachaven is so simple and relaxing that guests aren't the only wildlife who like to relax on the grounds; you will also find a number of feathered friends on property, including vibrant wild parrots, egrets, cranes, and, of course, a host of colorful seagulls.

Guest Reviews:

- "Beachaven unit # 6 is a newly decorated and furnished condo that was well appointed. I would stay there again." - "Great property. Beautiful location. Wonderful beach . Nice people staying here, very friendly . Owners very nice and accommodating. Easy check in . Great management . Convenient to restaurants, and shopping . Easy Transpotation around with the free Trolley . Very cute Villa ! Everything we needed." - "Everything was exactly as advertised and the owner and manager are extremely easy and pleasant to deal with. I would recommend this property to anyone looking to vacation in Siesta Key."

Villa Rentals in Siesta Key
Villa Margarita - 314L
House
314 Canal Road, Siesta Key, FL, 34242, USA

Villa Margarita - 314L is located in Siesta Key, just a 7-minute walk from Siesta Key Beach and 10 miles from John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The accommodation offers a 24-hour front desk. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. Towels and bed linen are offered in the vacation home. The accommodation is non-smoking. The John and Mable Ringling Museum of Art is 10 miles from the vacation home, while Sarasota International Convention Center is 11 miles from the property. Sarasota Bradenton International Airport is 10 miles away.

Amenities:

Security/Safety • Pool • Laundry • Pet Friendly • Internet • Sports/Activities • Child Friendly • Parking • Guest Services

Villa Rentals in Siesta Key
2025 completely remodeled private villa, 7 min walk to beach, entertainment
Villa
Siesta Key, Florida, USA

Amazing private villa location, steps away from all the action. Newly remodeled 2025, ready to rent. Seven minute walk to beach, restaurants, grocery store, and boat rentals. This place will feel like your home away from home. Large, fully stocked kitchen and 65-inch TV in living room. Enter this single family, one story, 1200 SF house from your private carport. Two bedroom/2 bathroom home sleeps 7. Master bed has a king bed and full bath with a walk-in closet. Second bedroom has a queen bed and bunk beds (twin over double). Second bathroom has a large walk-in shower with handicap bar. In-unit laundry with beach chairs, towels, cooler, wagon and umbrella. You will have your own gas grill with large patio set to enjoy outdoor eating in the beautiful Florida sun. Grass area available for kids to run around. Community pool with a clubhouse and shuffleboard. Free trolley service available.

Guest Reviews:

- "The location is fantastic. Really enjoyed our stay. Perfect for family. We had more than enough room for our family of 5 with 3 teens. Easily walk to the best beach in America is even easier with beach gear provided. Enjoyed the cart and chairs. Property as advertised and already want to go back! Host is super friendly and communication was great." - "I cannot say enough good things. The Villa is in a great location, big home and very spacious, lots of accommodations, etc. Parking space with guest parking spots is a HUGE bonus. Lovely pool and close to e everything! Can’t beat the price! The queen mattress is very hard and the only clock in the home is the one on the stove, but those are my only two negatives! Which are fixable. I appreciated the owners communication. I’m sure we will be back!"

Villa Rentals in Siesta Key
Monarch Villa - 5542 W
House
5542 Calle Del Invierno, Siesta Key, FL, 34242, USA

Monarch Villa - 5542 W offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 0.7 miles from Crescent Beach. This property offers access to a balcony, free private parking, and free Wifi. The accommodation features a 24-hour front desk. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 3 bathrooms. Towels and bed linen are available in the vacation home. The accommodation is non-smoking. The John and Mable Ringling Museum of Art is 10 miles from the vacation home, while Sarasota Opera is 6.7 miles from the property. Sarasota Bradenton International Airport is 11 miles away.

Amenities:

Child Friendly • Laundry • Pool • Internet • Sports/Activities • Security/Safety • Parking • Guest Services

Villa Rentals in Siesta Key
Luxury 2 bed & 2 bath Villa. Next to Siesta Key Village and beach access 5.
Villa
Siesta Key, Florida, USA

Enjoy a fantastic and relaxing experience at this Siesta Key Luxury Villa; located in a prime location. The Siesta Key Village restaurant, bar and shopping area, and Beach access #5, is a few minute walk from the Villa. No need for a car as a prime location to access key activities.

Villa is beautifully fully furnished, 2 full bedrooms and bathrooms (sleeps 4), washer, dryer, pool in backyard, 2 balconies overlooking Beach Dr and other the backyard pool. One level Villa (2nd floor), elevator, 2-car garage on ground level. Villa equipped with 4 beach chairs, umbrella, buggy, towels.

Rental options are monthly, multi-month or annual basis. Please contact me for stays < 1 month. A beautiful Villa in a prime location of Siesta Key. Sorry, no pets.

Guest Reviews:

- "We knew SK from having stayed there in the past, so we knew very well where Dave's condo was located and everything was great! The proximity to the beach and SK village on foot, the very pleasant condo which perfectly suited our needs, and above all a private swimming pool available 24 hours a day. Thanks again to Dave for being a great host during our stay. We will come back!" - "Everything was amazing! The villa was beautiful, the grounds were clean and well kept the location was amazing!! 2 minutes to beach 2 minutes to the village"

Siesta Key Family Friendly Villa Rentals

Siesta Key Villa Rentals with Parking

Siesta Key Villa Rentals with Entertainment

Siesta Key Pet Friendly Villa Rentals

Siesta Key Villa Rentals with Private Pool

Siesta Key Villa Rentals with Private Beach

Siesta Key Villa-Rentals on the Map

Compare the Best Villa-Rentals in Siesta Key – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Siesta Heron Suites & Villas 8254 Midnight Pass Road, Siesta Key, FL, 34242, USA 467 4.0 8.5 213 Click here
Island House Beach Resort V18 by RedAwning 6150 Midnight Pass Rd V18, Siesta Key, FL, 34242, USA 261 3.0 1 Click here
Bianco Sands By Beachside Management 1126 Point of Rocks Road, Siesta Key, FL, FL 34242, USA 348 4.0 8.6 110 Click here
Island House Beach Resort V1 Siesta Key, Florida, USA 467 2.0 10.0 19 Click here
Beautiful property on Siesta Key 1234 Derby Lane, Siesta Key, FL, FL 34242, USA 250 4.0 8.4 51 Click here
Island House Beach Resort V29 Siesta Key, Florida, USA 463 2.0 10.0 6 Click here
Sun and Sea By Beachside Management 1135 Sun N Sea Drive Unit 1 & 2, Siesta Key, FL, FL 34242, USA 444 4.0 9.2 24 Click here
In the Heart of Siesta Key Village and Steps to the #1 Beach Siesta Key, Florida, USA 419 10.0 102 Click here
Casa Mar By Beachside Management 6006 Midnight Pass Road, Sarasota, FL, FL 34242, USA 317 4.0 9.2 23 Click here
Completely Remodeled- 150 Yards to Beach and Restaurants! Sarasota, Florida, USA 289 10.0 37 Click here
Crescent Beach Villas By Beachside Management 1126 Crescent Street, Siesta Key, FL, FL 34242, USA 545 4.0 9.4 23 Click here
Newly Remodeled-150 Yards to Beach and Restaurants! Sarasota, Florida, USA 310 10.0 35 Click here
Villa Vista Mare - 675 675 Beach Rd, Siesta Key, FL, 34242, USA 1849 4.0 9.8 7 Click here
Crystal Sands Villa 15 - Private Beach Sarasota, Florida, USA 436 10.0 17 Click here
Villa Castile - 5204 5204 Avenida De Cortez, Siesta Key, FL, 34242, USA 529 4.0 10.0 3 Click here
Newly renovated. Gulf-side condo. Your own private beach directly on Siesta Key. Siesta Key, Florida, USA 209 10.0 13 Click here
Villa Margarita - 314L 314 Canal Road, Siesta Key, FL, 34242, USA 357 4.0 9.5 2 Click here
2025 completely remodeled private villa, 7 min walk to beach, entertainment Siesta Key, Florida, USA 346 10.0 13 Click here
Monarch Villa - 5542 W 5542 Calle Del Invierno, Siesta Key, FL, 34242, USA 1781 4.0 10.0 2 Click here
Luxury 2 bed & 2 bath Villa. Next to Siesta Key Village and beach access 5. Siesta Key, Florida, USA 606 10.0 13 Click here

Note: The prices for each Villa-Rentals in Siesta Key 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

Villa rentals in Siesta Key that come with a private pool include:

  • Siesta Heron Suites & Villas.- Review Count: 213, Rating: 8.5
  • Island House Beach Resort V18 by RedAwning.- Review Count: 0, Rating: 0.0
  • Island House Beach Resort V1.- Review Count: 19, Rating: 10.0

Villa rentals in Siesta Key offering shuttle or transport services include:

  • Beautiful property on Siesta Key.- Review Count: 51, Rating: 8.4

Family-friendly villa rentals in Siesta Key include:

  • Siesta Heron Suites & Villas.- Review Count: 213, Rating: 8.5
  • Island House Beach Resort V18 by RedAwning.- Review Count: 0, Rating: 0.0
  • Bianco Sands By Beachside Management.- Review Count: 110, Rating: 8.6

Pet-friendly villa rentals in Siesta Key include:

  • In the Heart of Siesta Key Village and Steps to the #1 Beach.- Review Count: 102, Rating: 10.0
  • Villa Castile - 5204.- Review Count: 3, Rating: 10.0
  • Villa Margarita - 314L.- Review Count: 2, Rating: 9.5

Villa rentals in Siesta Key that offer breakfast or chef service include:

  • Beautiful property on Siesta Key.- Review Count: 51, Rating: 8.4
  • Oceanview Penthouse, in VIllage, 30-steps to Best Beach, Tiki-Bar, Free Bikes and Paddle-boards!.- Review Count: 2, Rating: 10.0
  • Island House Beach Resort V29 home.- Review Count: 1, Rating: 10.0

Villa rentals in Siesta Key with private or secure parking include:

  • Siesta Heron Suites & Villas.- Review Count: 213, Rating: 8.5
  • Bianco Sands By Beachside Management.- Review Count: 110, Rating: 8.6
  • Island House Beach Resort V1.- Review Count: 19, Rating: 10.0

Some of the best Villa Rentals in Siesta Key are:

  • Siesta Heron Suites & Villas.- Review Count: 213, Rating: 8.5
  • Bianco Sands By Beachside Management.- Review Count: 110, Rating: 8.6
  • Beautiful property on Siesta Key.- Review Count: 51, Rating: 8.4

Some of the popular Villa Rentals in Siesta Key are:

  • Siesta Key Beachside Villas.- Review Count: 407, Rating: 8.7
  • Siesta Heron Suites & Villas.- Review Count: 213, Rating: 8.5
  • Bianco Sands By Beachside Management.- Review Count: 110, Rating: 8.6