Best Villa Rentals in Anna Maria Island

Top Villa Rentals in Anna Maria Island

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

Villa Rentals in Anna Maria Island
An Island Getaway at Palm Tree Villas
Villa
207 66th Street, Holmes Beach, FL, FL 34217, USA

An Island Getaway at Palm Tree Villas in Holmes Beach provides accommodations with an outdoor swimming pool, a garden, and barbecue facilities. This property offers access to a terrace, free private parking, and free Wifi. Every room is equipped with a patio with garden views. All units at the villa complex come with air conditioning, a seating area, a flat-screen TV with cable channels, a safety deposit box, and a private bathroom with a hair dryer and free toiletries. Rooms come with a coffee machine, while some rooms also feature a fully equipped kitchen with a dishwasher, an oven, and a stovetop. At the villa complex, units come with bed linen and towels. The villa has a picnic area where you can spend the day outdoors. Anna Maria Island is a 2-minute walk from the villa, while The John and Mable Ringling Museum of Art is 18 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

Guest Reviews:

- "Overall, we loved the place. The back patio was great to be able to plug in our golf cart." - "Our stay was amazing" - "Excellent" - "Wonderful Get away" - "Loved our stay, price was a bit high but because of the area. We will stay there again."

Villa Rentals in Anna Maria Island
Bean Point Bungalow by AMI Locals
Villa
770 N Shore Dr, Anna Maria, FL, 34216

A spa tub, multilingual staff, and a convenience store are available at this smoke-free villa. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa boasts a private pool and offers free WiFi and a kitchen. For a bit of entertainment, a TV comes with cable channels, and guests can also appreciate conveniences like 2 bathrooms and a dining area.

Amenities:

Internet • Pool • Private Pool • Pet Friendly • Kitchen • Air Conditioner

Villa Rentals in Anna Maria Island
Blissful Bay at Bayside Bungalow
Villa
201 S Bay Blvd, Unit #4, US, Anna Maria, FL, 34216, USA

Blissful Bay at Bayside Bungalow is located in Anna Maria, just a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This villa features free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. The air-conditioned villa is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are available in the villa. For added privacy, the accommodation features a private entrance. Blissful Bay at Bayside Bungalow conveniently has an outdoor pool. Anna Maria City Pier is a few steps from the accommodation. Sarasota Bradenton International Airport is 18 miles from the property.

Guest Reviews:

- "Absolutely fantastic." - "Overall my stay was great. It is definitely worth staying a longer time."

Villa Rentals in Anna Maria Island
Ariel's by the Sea by AMI Locals
Villa
203 75th St East, Holmes Beach, FL, 34217

This smoke-free villa features laundry facilities, a library, and multilingual staff. Free WiFi in public areas and free self parking are also provided. Additionally, a convenience store, a garden, and barbecue grills are onsite. The villa boasts a private pool and offers free WiFi and a kitchen. For a bit of entertainment, a TV comes with cable channels, and guests can also appreciate conveniences like 2 bathrooms and a dining area.

Amenities:

Internet • Kitchen • Private Pool • Laundry • Pool • Air Conditioner

Villa Rentals in Anna Maria Island
Bay Breezes at Bayside Bungalow
Villa
201 S Bay Blvd, Unit #1, US, Anna Maria, FL, 34216, USA

Bay Breezes at Bayside Bungalow offers accommodations in Anna Maria, a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This villa provides free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. The air-conditioned villa 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 provided in the villa. For added privacy, the accommodation features a private entrance. Bay Breezes at Bayside Bungalow conveniently has an outdoor pool. Anna Maria City Pier is a few steps from the accommodation. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "Excellent owners" - "We enjoyed our stay and would recommend to friends." - "Very private unit, lovely location."

Villa Rentals in Anna Maria Island
North Beach Island Tree House 3 Bedroom Villa by Redawning
Villa
237 64th Street, Holmes Beach, FL, 34217, USA

Located near the bay, this 3-bedroom, 2-bathroom villa lets you experience it all in Holmes Beach. Fans of nature and the outdoors will love being within a 5-minute walk of Bradenton Beach and 3 minutes by car from Manatee Public Beach. Island Gallery West is an easy 12-minute walk away, so you can leave your car at the property, which offers covered onsite parking, or jump in your vehicle to make short work of the 6-minute drive to Anna Maria Beach.

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a TV, as well as a deck and an ironing board. Other amenities include towels.

Amenities:

Barbecue/Outdoor Cooking • Pool • Bedding/Linens • Ocean View • Balcony/Terrace • Security/Safety • Tv • Parking • View • Oceanfront • Other • Kitchen

Villa Rentals in Anna Maria Island
Barefoot by the Bay at Bayside Bungalow
Villa
201 S Bay Blvd, Unit #3, US, Anna Maria, FL, 34216, USA

Barefoot by the Bay at Bayside Bungalow offers accommodations in Anna Maria, a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This villa offers free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. The air-conditioned villa is composed of 1 separate bedroom, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are featured in the villa. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at Barefoot by the Bay at Bayside Bungalow. Anna Maria City Pier is a few steps from the accommodation. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "Great place to go with kids. Great small beach just across the street."

Villa Rentals in Anna Maria Island
Blue Crush by AMI Locals
Villa
111 Cedar Avenue, Anna Maria, FL, 34216

This smoke-free villa features an outdoor pool, multilingual staff, and a convenience store. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa has 4 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a microwave.

Amenities:

Internet • Private Pool • Air Conditioner • Pool • Balcony/Terrace • Kitchen • Wheelchair Accessible

Villa Rentals in Anna Maria Island
Villa #1 Sailfish
Villa
3605 Gulf Dr, Unit #1, US, Holmes Beach, FL, 34217, USA

Villa #1 Sailfish offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 16 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The villa offers an outdoor pool and a 24-hour front desk. This villa includes 2 bedrooms, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 2 bathrooms with a bath and a washing machine. Towels and bed linen are featured in the villa. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.7 miles from the villa, while Greens Of Manatee Golf Club is 11 miles away. Sarasota Bradenton International Airport is 14 miles from the property.

Guest Reviews:

- "We love the location of Sailfish #1" - "Excellent location and home to vacation. Nice place and very close to beach." - "Short walk to the beach"

Villa Rentals in Anna Maria Island
The Beach House 3 Bedroom Home by RedAwning
Villa
102 Tuna St, Anna Maria, FL, 34216, USA

Close to the sea, this smoke-free villa brings it all within reach. Your feet will make short work of the 7-minute walk to Bean Point Beach or the 14-minute walk to Anna Maria Beach.

Once you get back, you can enjoy your surroundings with the BBQ grill and outdoor pool. For a change of scenery, come inside and enjoy the WiFi.

For your convenience, there's a refrigerator and a coffee maker.

Amenities:

Kitchen • Barbecue/Outdoor Cooking • Oceanfront • Internet • View • Laundry • Ocean View • Child Friendly • Security/Safety • Pool • Bedding/Linens

Villa Rentals in Anna Maria Island
Blue Wave Villa East
Villa
Anna Maria, FL, USA

Blue Wave Villa East offers accommodations in Anna Maria, a 3-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. This villa provides air-conditioned accommodations with a patio. Outdoor seating is also available at the villa. Blue Wave Villa East features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with free toiletries. A TV with satellite channels and a DVD player are provided. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 1.6 miles from the accommodation, while Greens Of Manatee Golf Club is 13 miles away. Sarasota Bradenton International Airport is 17 miles from the property.

Guest Reviews:

- "We had a great time.loved the location."

Villa Rentals in Anna Maria Island
Malibu Beach by AMI Locals
Villa
302 55th St, Holmes Beach, FL, 34217

Along with multilingual staff, this smoke-free villa has a convenience store and barbecue grills. Free WiFi in public areas and free self parking are also provided. The villa has 8 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Balcony/Terrace • Pet Friendly • Air Conditioner • Private Pool • Pool • Kitchen • Internet

Villa Rentals in Anna Maria Island
AMI/Holmes Beach - 3/2 Home - Private Heated Pool and Yard - walk to beach
Villa
304 60th Street (unit B), Holmes Beach, FL, FL 34217, USA

Providing free bikes, AMI/Holmes Beach - 3/2 Home - Private Heated Pool and Yard - walk to beach features accommodations in Holmes Beach. This property offers access to a balcony, table tennis, free private parking, and free Wifi. John and Mable Ringling Museum of Art is 17 miles from the villa and The John and Mable Ringling Museum of Art is 17 miles away. Featuring a terrace and pool views, the villa includes 3 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 2 bathrooms with a bath and a shower. This villa also includes a patio that doubles up as an outdoor dining area. The villa offers bed linen, towels, and laundry service. Guests can swim in the outdoor swimming pool, go cycling, relax in the garden, and use the barbecue facilities. Anna Maria Island is a 4-minute walk from the villa, while Sarasota International Convention Center is 17 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

Guest Reviews:

- "Comfortable and convenient accommodation. Close to all amenities." - "Would highly recommend" - "Overall a great experience and stay at this property giving us great introduction to AMI" - "We loved our stay at Holmes’s Beach a place where wonderful memories were created"

Villa Rentals in Anna Maria Island
Endless Summer by AMI Locals
Villa
406 Spring Ave, Anna Maria, FL, 34216

Along with an outdoor pool, this smoke-free villa has multilingual staff and a convenience store. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa has 5 bedrooms and offers free WiFi and a balcony. Guests can enjoy a private pool, and other amenities include a kitchen with a refrigerator and a stovetop.

Amenities:

Pet Friendly • Private Pool • Kitchen • Air Conditioner • Pool • Internet • Balcony/Terrace

Villa Rentals in Anna Maria Island
Sunset Villa 2
Apartment

Sunset Villa 2 offers accommodations in Bradenton Beach, a 14-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art. Featuring a restaurant, the property also has pool with a view. Outdoor seating is also available at the apartment. Opening onto a balcony, the air-conditioned apartment consists of 2 bedrooms. Providing a terrace with sea views, this apartment also offers a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms. For added privacy, the accommodation features a private entrance. Guests at Sunset Villa 2 will be able to enjoy activities in and around Bradenton Beach, like cycling. Anna Maria City Pier is 6.3 miles from the accommodation, while Greens Of Manatee Golf Club is 9.3 miles away. Sarasota Bradenton International Airport is 12 miles from the property.

Amenities:

Air Conditioner • Sports/Activities • View • Child Friendly • Pool • Fireplace/Heating • Balcony/Terrace • Guest Services • Restaurant • Laundry • Security/Safety

Villa Rentals in Anna Maria Island
Islands West Resort Villas by AMI Locals
Villa
3605 Gulf Dr, Holmes Beach, FL, 34217

This smoke-free villa features an outdoor pool, laundry facilities, and multilingual staff. Free WiFi in public areas and free self parking are also provided. Other amenities include a convenience store and barbecue grills. All 4 villas feature kitchens with refrigerators, stovetops, microwaves, and dishwashers. For a bit of entertainment, TVs come with cable channels, and guests will also find free WiFi and hair dryers.

Amenities:

Pool • Air Conditioner • Pet Friendly • Internet • Laundry • Kitchen

Villa Rentals in Anna Maria Island
Pelican Villa
House
214 Magnolia Ave, Anna Maria, FL, 34216, USA

Pelican Villa offers accommodations in Anna Maria, a 3-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. This vacation home features air-conditioned accommodations with a balcony and free Wifi. Outdoor seating is also available at the vacation home. Pelican Villa features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. A TV is available. For added privacy, the accommodation features a private entrance. John and Mable Ringling Museum of Art is 19 miles from the accommodation, while The John and Mable Ringling Museum of Art is 19 miles from the property. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

Pool • Child Friendly • Pet Friendly • Internet • Sports/Activities • Fireplace/Heating • Security/Safety

Villa Rentals in Anna Maria Island
In The Midst of Palms by AMI Locals
Villa
6250 Holmes Blvd #55, Holmes Beach, FL, 34217

This smoke-free villa features a fitness center, multilingual staff, and a convenience store. Free WiFi in public areas and free self parking are also provided. Additionally, a garden, barbecue grills, and ATM/banking services are onsite. The villa boasts a private pool and offers free WiFi and a kitchen. Guests can appreciate conveniences like 2 bathrooms and a refrigerator, and other amenities include a microwave and a TV.

Amenities:

Private Pool • Internet • Tv • Air Conditioner • Kitchen • Pool

Villa Rentals in Anna Maria Island
Villa #4 Sand Dollar
Villa
3605 Gulf Dr, Unit #4, US, Holmes Beach, FL, 34217, USA

Villa #4 Sand Dollar offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 16 miles from Sarasota International Convention Center. This villa offers free private parking, a 24-hour front desk, and free Wifi. Outdoor seating is also available at the villa. This villa includes 1 bedroom, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 1 bathroom with a bath and a washing machine. Towels and bed linen are offered in the villa. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at Villa #4 Sand Dollar. John and Mable Ringling Museum of Art is 16 miles from the accommodation, while The John and Mable Ringling Museum of Art is 16 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Amenities:

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

Villa Rentals in Anna Maria Island
Island Gem B 2 Bedroom Villa by RedAwning
Villa
414 Magnolia Avenue #B, Anna Maria, FL, 34216, USA

Located in Anna Maria, this welcoming villa brings it all within your reach. You're conveniently located within a 5-minute walk of Anna Maria Island Museum and Historical Park and Bay Boulevard Beach.

This 2-bedroom, 1-bathroom rental features a BBQ grill, air conditioning, and a desk. The kitchen is equipped with a refrigerator, a coffee maker, and a toaster.

Amenities:

Pet Friendly • Laundry • Barbecue/Outdoor Cooking • Ocean View • Kitchen • Tv • View • Oceanfront • Bedding/Linens • Air Conditioner • Security/Safety • Other

Anna Maria Island Family Friendly Villa Rentals

Anna Maria Island Villa Rentals with Parking

Anna Maria Island Pet Friendly Villa Rentals

Anna Maria Island Villa Rentals with Private Pool

Anna Maria Island Villa Rentals with Entertainment

Anna Maria Island Villa Rentals with Spa

Anna Maria Island Villa-Rentals on the Map

Compare the Best Villa-Rentals in Anna Maria Island – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
An Island Getaway at Palm Tree Villas 207 66th Street, Holmes Beach, FL, FL 34217, USA 447 4.0 8.8 60 Click here
Bean Point Bungalow by AMI Locals 770 N Shore Dr, Anna Maria, FL, 34216 698 4.0 1.0 1 Click here
Blissful Bay at Bayside Bungalow 201 S Bay Blvd, Unit #4, US, Anna Maria, FL, 34216, USA 670 4.0 9.4 7 Click here
Ariel's by the Sea by AMI Locals 203 75th St East, Holmes Beach, FL, 34217 157 4.0 1 Click here
Bay Breezes at Bayside Bungalow 201 S Bay Blvd, Unit #1, US, Anna Maria, FL, 34216, USA 500 4.0 8.9 6 Click here
North Beach Island Tree House 3 Bedroom Villa by Redawning 237 64th Street, Holmes Beach, FL, 34217, USA 436 4.0 1 Click here
Barefoot by the Bay at Bayside Bungalow 201 S Bay Blvd, Unit #3, US, Anna Maria, FL, 34216, USA 447 4.0 8.0 5 Click here
Blue Crush by AMI Locals 111 Cedar Avenue, Anna Maria, FL, 34216 890 4.0 1 Click here
Villa #1 Sailfish 3605 Gulf Dr, Unit #1, US, Holmes Beach, FL, 34217, USA 306 4.0 9.7 3 Click here
The Beach House 3 Bedroom Home by RedAwning 102 Tuna St, Anna Maria, FL, 34216, USA 1110 4.0 1 Click here
Blue Wave Villa East Anna Maria, FL, USA 389 4.0 10.0 3 Click here
Malibu Beach by AMI Locals 302 55th St, Holmes Beach, FL, 34217 1295 4.0 1 Click here
AMI/Holmes Beach - 3/2 Home - Private Heated Pool and Yard - walk to beach 304 60th Street (unit B), Holmes Beach, FL, FL 34217, USA 616 4.0 9.3 3 Click here
Endless Summer by AMI Locals 406 Spring Ave, Anna Maria, FL, 34216 2611 4.0 1 Click here
Islands West Resort Villas by AMI Locals 3605 Gulf Dr, Holmes Beach, FL, 34217 184 3.0 4.0 4 Click here
Pelican Villa 214 Magnolia Ave, Anna Maria, FL, 34216, USA 650 4.0 10.0 2 Click here
In The Midst of Palms by AMI Locals 6250 Holmes Blvd #55, Holmes Beach, FL, 34217 148 3.0 1 Click here
Villa #4 Sand Dollar 3605 Gulf Dr, Unit #4, US, Holmes Beach, FL, 34217, USA 787 4.0 8.5 2 Click here
Island Gem B 2 Bedroom Villa by RedAwning 414 Magnolia Avenue #B, Anna Maria, FL, 34216, USA 222 3.0 1 Click here

Note: The prices for each Villa-Rentals in Anna Maria Island 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 Anna Maria Island that come with a private pool include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Bean Point Bungalow by AMI Locals.- Review Count: 1, Rating: 1.0
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4

These villa rentals in Anna Maria Island provide spa or wellness facilities:

  • Sun Kissed Villa by SkyRun Anna Maria.- Review Count: 0, Rating: 0.0

Family-friendly villa rentals in Anna Maria Island include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Bay Breezes at Bayside Bungalow.- Review Count: 6, Rating: 8.9

Pet-friendly villa rentals in Anna Maria Island include:

  • Bean Point Bungalow by AMI Locals.- Review Count: 1, Rating: 1.0
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Barefoot by the Bay at Bayside Bungalow.- Review Count: 5, Rating: 8.0

Villa rentals in Anna Maria Island that offer breakfast or chef service include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • North Beach Island Tree House 3 Bedroom Villa by Redawning.- Review Count: 0, Rating: 0.0

Villa rentals in Anna Maria Island with private or secure parking include:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Bay Breezes at Bayside Bungalow.- Review Count: 6, Rating: 8.9

Some of the best Villa Rentals in Anna Maria Island are:

  • An Island Getaway at Palm Tree Villas.- Review Count: 60, Rating: 8.8
  • Blissful Bay at Bayside Bungalow.- Review Count: 7, Rating: 9.4
  • Bay Breezes at Bayside Bungalow.- Review Count: 6, Rating: 8.9

Some of the popular Villa Rentals in Anna Maria Island are:

  • Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill.- Review Count: 139, Rating: 9.8
  • MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street.- Review Count: 119, Rating: 10.0
  • ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa.- Review Count: 114, Rating: 9.8