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Anna Maria Island, FL villas
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3777 Villa rentals in Anna Maria Island, FL

Best Anna Maria Island, FL villas and beach houses with a pool

Among the 3777 accommodations in Anna Maria Island, FL, here are the 4 best villas and beach houses with a pool

Beach Potato - 3404 Gulf Dr 5 - Anna Maria Island, FL
9.5 52 reviews

Beach Potato - 3404 Gulf Dr 5

house, Holmes Beach
Beach Potato - 3404 Gulf Dr 5, a Holmes Beach vacation rental, is located less than a minute's walk from Holmes Beach, eight minutes from Bradenton Beach, and 0.6 miles from Anna Maria Island.
This 1350-square-foot house features two bathrooms, a private pool, spa, fitness center, and fully equipped kitchen; guests can enjoy sea views, cable TV, and proximity to Greens of Manatee Golf Club and the Ringling Museum of Art.
Updated Home Near Beach With Heated Pool, Lanai, W - Anna Maria Island, FL
9.8 10 reviews

Updated Home Near Beach With Heated Pool, Lanai, W

house, Bradenton
This updated house is located in a prime area of Bradenton, just a short walk to the beach.
This family-friendly home offers 3 bedrooms, 2 bathrooms, and sleeps 6 guests, featuring a heated swimming pool, lanai, and complimentary WiFi.
Silver Sands #232 - Anna Maria Island, FL
10 1 review

Silver Sands #232

house, Longboat Key
This Silver Sands #232 condo offers direct beachfront access on Longboat Key Beach, located 15 miles from the John and Mable Ringling Museum of Art and 17 miles from the Sarasota International Convention Center.
This rental accommodates up to 7 guests and features a fully equipped kitchen with a dishwasher and oven, air conditioning, a swimming pool, a private balcony, and on-site laundry facilities, with free private parking and WiFi available.
The Beach Club At Anna Maria #2 - Anna Maria Island, FL
9.8 4 reviews

The Beach Club At Anna Maria #2

house, Bradenton Beach
This beachfront vacation home in Bradenton Beach offers direct access to the shore and is located 12 miles from Sarasota Bradenton International Airport.
This 7-guest capacity residence features a swimming pool, hot tub, fitness center, tennis court, full kitchen, and patio with sea views, with complimentary WiFi and private parking available.

Best Anna Maria Island, FL houses with a kitchen

8 Beds - 4 Bedrooms - 2 Cars Indoors Garage - Anna Maria Island, FL
9.6 54 reviews

8 Beds - 4 Bedrooms - 2 Cars Indoors Garage

bungalow, West Bradenton
This West Bradenton house is ideally situated 3 miles from downtown Bradenton and the Riverwalk, and 5 miles from Anna Maria Island and Bradenton Beach.
The single-story home boasts 4 bedrooms, 3 bathrooms, sleeps 12 guests, features two master suites, a second living room with a ping pong/pool table, a two-car garage, and outdoor amenities including a fire pit and hammock.
Bermuda Bay Club 1467 By Seabreeze Vacation - Anna Maria Island, FL
10 53 reviews

Bermuda Bay Club 1467 By Seabreeze Vacation

house, Bradenton Beach
This 3-bedroom vacation home is located just steps from the sandy shores of Bradenton Beach, offering easy access to the pristine waters of the Gulf of Mexico. With excellent user, location, and cleanliness ratings, this home provides a comfortable and convenient stay for families and pet owners alike.
The home features a fully equipped kitchen, a private balcony with ocean views, a spa tub, and access to a swimming pool, Jacuzzi, fitness center, and barbecue grills. It also offers free WiFi and is conveniently located near popular tourist destinations such as Anna Maria Sound and Aluna Wellness Center & Spa.
The Beach Club At Anna Maria #13 - Anna Maria Island, FL
8.5 4 reviews

The Beach Club At Anna Maria #13

house, Bradenton Beach
This beachfront house in Bradenton Beach offers immediate access to the shore and is located 12 miles from Sarasota Bradenton International Airport and 14 miles from the Sarasota International Convention Center and John and Mable Ringling Museum of Art.
This non-smoking rental accommodates up to 7 guests with 1 bathroom, featuring a well-equipped kitchen with a dishwasher, microwave, and oven, plus a patio with sea views, a hot tub, fitness room, and complimentary Wi-Fi and parking.
Across From The Beach - Bella By The Sea By Seabreeze Vacation - Anna Maria Island, FL
9.0 6 reviews

Across From The Beach - Bella By The Sea By Seabreeze Vacation

house, Bradenton Beach
This recently renovated vacation home in Bradenton Beach is located directly across from the beach, 5.3 miles from Anna Maria City Pier, and 13 miles from the John and Mable Ringling Museum of Art.
This 790 square foot, 2-bedroom, 1-bathroom rental accommodates up to 7 guests and features a full kitchen, air conditioning, complimentary WiFi, and free private parking, with fishing opportunities nearby.

Frequently Asked Questions about villa rentals in Anna Maria Island, FL

  • What are the must-see attractions on Anna Maria Island, Florida?

    Anna Maria Island boasts beautiful beaches like Bean Point, known for its stunning sunsets and calm waters, perfect for swimming and shelling. The Anna Maria Island Historical Society Museum offers a glimpse into the island's past. For nature lovers, the Anna Maria Island Nature Preserve is a must-see, offering walking trails and opportunities for birdwatching. The charming shops and restaurants of Pine Avenue in Anna Maria are also a popular destination.
  • What are the best villa rentals in Anna Maria Island, FL?

    Among the villa rentals in Anna Maria Island, FL, Standard 2 Bedroom B, Do You Love The Beach? and Bay Breeze Cottages #3 are the most popular ones.

  • Is Anna Maria Island known for mountains, beaches, forests, or other types of landscapes?

    Anna Maria Island is primarily known for its beautiful beaches and laid-back coastal atmosphere. While there aren't mountains or extensive forests, the island features stretches of natural beach, mangrove estuaries, and tranquil residential areas. The landscape is predominantly flat and characterized by its coastal charm.
  • What are the best villa rentals with a pool in Anna Maria Island, FL?

    Standard 2 Bedroom B, Do You Love The Beach? and Bay Breeze Cottages #3 are the best villa rentals with a pool in Anna Maria Island, FL.

  • What are the most surprising and hidden attractions on Anna Maria Island?

    One surprising gem is the Leffis Key Preserve, a small, secluded area accessible by kayak or paddleboard, offering incredible views and wildlife sightings. Exploring the back streets and residential areas can also reveal charming hidden cottages and glimpses of old Florida architecture. The smaller beaches away from the main areas can offer a more secluded beach experience.
  • What are the best villa rentals with a jacuzzi in Anna Maria Island, FL?

    The best villa rentals with a jacuzzi in Anna Maria Island, FL are Standard 2 Bedroom B, “New” - Large 3 Bed 2 Bath W/ Private Pool and Playa Esmeralda Home Bradenton Beach Now Open.

  • What are some unique ways to learn about the culture of Anna Maria Island by engaging with its people?

    Chatting with locals at the various small, independently owned shops and restaurants on Pine Avenue or Bridge Street provides a genuine taste of island life. Attending a local event, like a farmers market (if available), allows for interaction with residents. The Anna Maria Island Historical Society Museum also offers insights through exhibits and potentially guided tours.
  • What are the best villa rentals for families and kids in Anna Maria Island, FL?

    The best villa rentals for families and kids in Anna Maria Island, FL are Do You Love The Beach?, Bradenton Beach Club 225 By Seabreeze Vacation and Beach Pool House Family Vacation Home.

  • How much time should you set aside to thoroughly explore Anna Maria Island?

    To truly experience Anna Maria Island, at least 3-4 days is recommended. This allows for ample time to relax on the beaches, explore the various neighborhoods, visit the attractions, and enjoy the island's laid-back pace. A longer stay would allow for more in-depth exploration and relaxation.
  • What are the best pet friendly villa rentals in Anna Maria Island, FL?

  • Is there anything you might not think to pack for a trip to Anna Maria Island?

    While it's a tropical location, evenings can get cool, especially during the winter months. A light jacket or sweater might be a good idea. Don't forget reef-safe sunscreen to protect the coral reefs and your skin. Also, consider packing insect repellent, especially for exploring natural areas.
  • What are the best villa rentals with parking in Anna Maria Island, FL?

    Standard 2 Bedroom B, Do You Love The Beach? and Bay Breeze Cottages #3 are the best villa rentals with parking in Anna Maria Island, FL.

  • What cultural experiences or workshops on Anna Maria Island offer something different?

    Specific workshops and cultural events vary seasonally. Check local listings for art classes, shelling workshops, or historical society events. The island's art galleries often host exhibits and events that showcase local artists. Keep an eye out for announcements from the Anna Maria Island Historical Society.
  • Are there any food festivals on Anna Maria Island where you can try local food?

    Anna Maria Island doesn't have large-scale, regularly scheduled food festivals like some larger cities. However, many restaurants offer fresh, locally sourced seafood and other dishes. Check local event listings for smaller, seasonal events that may feature local food vendors.
  • What seasonal natural events, such as migrations or blooming periods, occur on Anna Maria Island?

    During the winter months, many migratory birds can be seen in the area. Spring brings the blooming of various flowers and plants. The exact timing varies each year, but the Anna Maria Island Nature Preserve is a great place to observe these seasonal changes.
  • What exclusive experiences are available when visiting Anna Maria Island?

    Private boat tours or sunset cruises offer an exclusive way to experience the island's coastline. Kayaking or paddleboarding through the mangroves provides a unique perspective on the natural environment. Staying in a beachfront vacation rental offers a more secluded and luxurious experience compared to hotels.

Nearby regions

Best Anna Maria Island, FL houses with air conditioning

Bay Breeze Cottages #3 - Anna Maria Island, FL
9.7 775 reviews

Bay Breeze Cottages #3

bungalow, Anna Maria
This Anna Maria vacation rental is located a short 5-minute walk from Anna Maria Beach and Bayfront Park, with Bean Point Beach and Bradenton Beach within a 10-minute reach.
The house features a private pool, a fully equipped kitchen, a washing machine, a sofa bed, a balcony, a TV, and a barbecue grill, perfect for a comfortable and convenient stay.
An Island Getaway At Palm Tree Villas - Anna Maria Island, FL
9.3 330 reviews

An Island Getaway At Palm Tree Villas

house, Holmes Beach
This Holmes Beach house is located near popular tourist attractions and landmarks, including Captain Mike's Fishing Charters, Bradenton Beach Marina, Robinson Preserve, and Anna Maria City Pier, making it an excellent choice for travelers looking to explore the area. The house has received very good user ratings and excellent location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a terrace or balcony, a garden, and parking. It also offers amenities such as an outdoor pool, free Wi-Fi, a TV and patio in each unit, barbecue facilities, and laundry facilities.
Seas The Day From This Updated 2 Bed 2 Bath Steps To Beach - Anna Maria Island, FL
9.7 11 reviews

Seas The Day From This Updated 2 Bed 2 Bath Steps To Beach

house, Bradenton Beach
This Bradenton Beach condo, a short walk from Coquina Beach and Bradenton Beach, is also nine miles from the Greens of Manatee Golf Club and fourteen miles from the Van Wezel Performing Arts Hall.
This 500-square-foot rental boasts two bedrooms, two bathrooms, and sleeps seven, featuring a fully equipped kitchen, in-unit laundry, free Wi-Fi, and cable TV.
4411 Shorewalk 15 Min To Beach And 5 Mins To Img - Anna Maria Island, FL
8.9 1567 reviews

4411 Shorewalk 15 Min To Beach And 5 Mins To Img

house, Bradenton
This Bradenton house is located just 15 minutes from the beach and 5 minutes from IMG Academy, making it a great choice for families or groups looking for a convenient location. It has received very good user ratings and excellent ratings for location and cleanliness.
This 2-bedroom property offers a fully equipped kitchen, a balcony with garden views, and a private pool. It also includes a hot tub, a sauna, a spa, a restaurant, a bar, a fitness center, a tennis court, and free Wi-Fi.

Best Anna Maria Island, FL villas and beach houses with jacuzzi

Beach Castle Resort #22 - Anna Maria Island, FL
9.0 1 review

Beach Castle Resort #22

house, Longboat Key
Beach Castle Resort #22 is a condo located in Longboat Key, a 4-minute walk from Longboat Key Beach and 14 miles from the John and Mable Ringling Museum of Art.
This 910-square-foot condo accommodates up to 11 guests, offering 2 bedrooms, 2 bathrooms, air conditioning, a full kitchen with a dishwasher, a private patio, a swimming pool, a jacuzzi, a fitness center, and tennis courts.
Gulf Views & Pool Access: Bradenton Beach Condo! - Anna Maria Island, FL
9.8 81 reviews

Gulf Views & Pool Access: Bradenton Beach Condo!

house, Bradenton Beach
This Bradenton Beach apartment is located just steps from Cortez Beach and a 5-minute walk from Coquina Beach, offering easy access to the area's beautiful beaches. Guests consistently rate this rental excellent for location, cleanliness, and overall experience.
This 2-bedroom, 1000-square-foot vacation rental comfortably accommodates up to 6 guests. Enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, a private pool, a Jacuzzi, a garden, and a tennis court.
A Piece Of Paradise - Anna Maria Island, FL
10 2 reviews

A Piece Of Paradise

house, West Bradenton
This beachfront vacation home in West Bradenton, Florida, is conveniently located 10 miles from Sarasota Bradenton International Airport (SRQ), 12 miles from The Ringling Museum of Art, and approximately 30 miles from The Dali Museum and the Chihuly Collection.
This 1810-square-foot property boasts three bedrooms, two bathrooms, and accommodates up to 17 guests, featuring a private pool, balcony, free Wi-Fi, and free parking; enjoy easy beach access and a fully equipped kitchen.
Sunwashed Stone Villa With Heated Pool, Hot Tub & Mini Golf - Anna Maria Island, FL
9.7 51 reviews

Sunwashed Stone Villa With Heated Pool, Hot Tub & Mini Golf

house, Bradenton
This Bradenton bayside home is conveniently located 8.2 miles from the Greens of Manatee Golf Club and 9.4 miles from Anna Maria City Pier, offering easy access to Sarasota Bradenton International Airport (12 miles away).
This 1,350-square-foot vacation rental boasts two bedrooms, two bathrooms, a private pool, free parking, and can comfortably accommodate up to 15 guests, featuring a fully equipped kitchen and free Wi-Fi.