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Anna Maria Island, FL accommodations
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9849 Lodgings in Anna Maria Island, FL

Best Anna Maria Island, FL lodging with a pool

Among the 9849 accommodations in Anna Maria Island, FL, here are the 4 best ones with a pool

Lovely Beach View Condo On Anna Maria Island - Anna Maria Island, FL
10 60 reviews

Lovely Beach View Condo On Anna Maria Island

apartment, Holmes Beach
This beachfront Holmes Beach condo, a five-minute walk from Bradenton Beach and close to AMI Paddleboard Adventures and West Coast Surf Shop, offers stunning ocean views and easy access to Anna Maria Sound and Manatee Public Beach.
This one-bedroom, one-bathroom unit sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, a patio, free WiFi, and access to a swimming pool and parking.
2nd Floor Retreat  Silver Sands #251 By Rva - Anna Maria Island, FL
8.7 129 reviews

2nd Floor Retreat Silver Sands #251 By Rva

apartment, Longboat Key
Silver Sands #251 Resort By Rva is located on Longboat Key, just a short walk from Longboat Key Beaches and Cannons Marina, and within a 3-mile radius of Coquina Beach and Bradenton Beach. Guests consistently rate the accommodation very good for its location, cleanliness, and overall experience. This smoke-free condo features a fully equipped kitchen, a TV with a DVD player, a washing machine, and a sofa bed for additional sleeping arrangements. Amenities include a garden, barbecue grills, a swimming pool, a tennis court, and a terrace or balcony for outdoor relaxation and dining.
Lovely Two Bedroom Condo - Anna Maria Island, FL
10 27 reviews

Lovely Two Bedroom Condo

apartment, Holmes Beach
This Holmes Beach condo rental is a short walk from the beach, offering easy access to the Gulf of Mexico and Holmes Beach's shops and restaurants.
The two-bedroom, two-bathroom unit sleeps four and includes a kitchen, air conditioning, swimming pool access, and excellent guest ratings.
Oasis Villa Retreat Near Beaches & Img Academy, Mins To Downtown - Anna Maria Island, FL
9.4 21 reviews

Oasis Villa Retreat Near Beaches & Img Academy, Mins To Downtown

house, Bradenton
Oasis Villa Retreat is a vacation home in Bradenton, Florida, located 7.9 miles from the renowned John and Mable Ringling Museum of Art, with excellent user and location ratings. The two-bedroom, four-guest villa offers ground-floor convenience and ample space, along with a fully equipped kitchen, refreshing outdoor swimming pool, and on-site parking. Guests can also enjoy complimentary Wi-Fi, air conditioning, and proximity to attractions like Tropicana Field and The Dali' Museum.

Best family friendly Anna Maria Island, FL lodging

Among the 9849 accommodations in Anna Maria Island, FL, here are the 4 best for families

Playa Esmeralda Cottage! Add Golf Cart!! - Anna Maria Island, FL
10 2 reviews

Playa Esmeralda Cottage! Add Golf Cart!!

house, Bradenton Beach
This Playa Esmeralda Cottage is located in Bradenton Beach, a 2-minute walk from Cortez Beach and 13 miles from Sarasota International Convention Center and The John and Mable Ringling Museum of Art.
This family-friendly house offers 2 bedrooms, 2 bathrooms, complimentary private parking, free WiFi, air conditioning, and a fully equipped kitchen with a dishwasher and oven, with outdoor seating available.
Tropical Paridise With Heated Pool Minutes To Img - Anna Maria Island, FL
9.9 407 reviews

Tropical Paridise With Heated Pool Minutes To Img

apartment, South Bradenton
This Bradenton vacation home is located within 3 miles of Smugglers Cove Adventure Golf, IMG Academy, Blake Medical Center, and LECOM Park. It has excellent user, location, and cleanliness ratings.
The house has 4 bedrooms, 2 bathrooms, a floor area of 1700 square feet, and a guest capacity of 8. It features a private fenced yard, an outdoor pool, a garden, barbecue grills, free WiFi, a kitchen with a refrigerator and oven, and a private pool.
Relax Just Steps To The Soft White Sandy Beach, Heated Pool - Anna Maria Island, FL
9.0 1 review

Relax Just Steps To The Soft White Sandy Beach, Heated Pool

house, Holmes Beach
This Holmes Beach vacation rental is steps from the beach, a 16-minute walk from Anna Maria Island, and 11 miles from the Greens of Manatee Golf Club.
This 730-square-foot house features two bedrooms, one bathroom, a heated pool, and can comfortably accommodate up to 11 guests, boasting a fully equipped kitchen and air conditioning.
West Bradenton Cottage
*No Cleaning Fees Or Chores - Anna Maria Island, FL
10 52 reviews

West Bradenton Cottage *No Cleaning Fees Or Chores

cabin, Bradenton
This West Bradenton cottage, located two miles from the Riverwalk and eight miles from Anna Maria Island, offers easy access to downtown Bradenton, beaches, and Sarasota Bradenton International Airport.
This 432-square-foot tiny home sleeps two adults and one child, featuring a kitchen, one bedroom, one bathroom, a washer/dryer, a fire pit, an electric grill, and proximity to Publix and The Shake Pit.

Frequently Asked Questions about accommodations in Anna Maria Island, FL

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

    Anna Maria Island boasts beautiful beaches, of course! Bean Point is a must-see for its stunning views and iconic photo opportunities. The Anna Maria Island Historical Society Museum offers a glimpse into the island's past. For a relaxing day, head to the Anna Maria City Pier, a great spot for fishing and people-watching. And don't miss the picturesque Bridge Street, with its unique shops and restaurants.
  • What are the best accommodations in Anna Maria Island, FL?

  • Are there any seasonal events or cultural festivals on Anna Maria Island, Florida?

    Anna Maria Island has a few smaller, local events throughout the year. While there aren't large, internationally known festivals, check local event listings closer to your travel dates for smaller community celebrations and events. The island's charm lies in its laid-back atmosphere.
  • What are the best accommodations with a pool in Anna Maria Island, FL?

    Standard 2 Bedroom B, Anna Maria Island Beach Palms 2b and Silver Surf Gulf Beach Resort are the best accommodations with a pool in Anna Maria Island, FL.

  • What are the most characteristic landscapes and terrains found on Anna Maria Island, Florida?

    Anna Maria Island is known for its pristine beaches, with soft, white sand. The island is relatively flat, with low-lying dunes and lush, tropical vegetation. You'll find calm, shallow waters ideal for swimming and paddling, especially on the Gulf of Mexico side. The mangrove forests are another characteristic landscape, providing a unique ecosystem.
  • What are the best accommodations with a jacuzzi in Anna Maria Island, FL?

  • What are the best outdoor activities on Anna Maria Island, Florida?

    Swimming, sunbathing, and shelling are popular beach activities. Kayaking and paddleboarding through the mangroves are fantastic ways to explore the natural beauty. Fishing is excellent from the Anna Maria City Pier or by boat. Biking is a great way to get around the island, using the dedicated pathways. You can also enjoy leisurely walks along the beach or nature trails.
  • What are the best accommodations for families and kids in Anna Maria Island, FL?

  • What is the best time of year to visit Anna Maria Island, Florida, with kids?

    Spring (March-May) and fall (September-November) offer pleasant temperatures, fewer crowds than the peak summer months, and lower prices. The water is still warm enough for swimming, and the weather is generally sunny and dry.
  • What are the best pet friendly accommodations in Anna Maria Island, FL?

    The best pet friendly accommodations in Anna Maria Island, FL are Do You Love The Beach?, Compass Hotel By Margaritaville Anna Maria Sound and Bay Breeze Cottages #3.

  • Are there local customs to be aware of on Anna Maria Island, Florida?

    Anna Maria Island has a relaxed, beach town atmosphere. Respect the natural environment – don't disturb wildlife or litter. Be mindful of parking regulations, especially during peak season. Remember that it's a slower pace of life than many other places; embrace the laid-back vibe.
  • What are the best accommodations with parking in Anna Maria Island, FL?

  • What are the best ways to interact with locals and learn about their culture on Anna Maria Island, Florida?

    Strike up conversations with shopkeepers on Bridge Street or at local restaurants. Attend a community event if one is happening during your visit. Many residents are happy to share their knowledge of the island's history and charm. A casual chat with someone at a local eatery can often lead to interesting conversations and insights.
  • What are some lesser-known attractions or hidden gems on Anna Maria Island, Florida?

    The Leffis Key Preserve offers beautiful nature trails and secluded beaches. Exploring the back bays by kayak or paddleboard reveals hidden mangrove tunnels and peaceful waterways. The Ginny's location on the north end of the island provides a quieter beach experience compared to the more central areas.
  • What are some must-try local dishes on Anna Maria Island, Florida?

    Fresh seafood is a must! Many restaurants feature locally caught grouper, snapper, and shrimp. Key lime pie is a classic Florida dessert. Several restaurants offer delicious variations of this iconic treat. Look for places that highlight local ingredients in their dishes.

Nearby regions

Best Anna Maria Island, FL accommodation with a balcony

Pool Access, Walk To Manatee Beach: Coastal Condo - Anna Maria Island, FL
8.6 99 reviews

Pool Access, Walk To Manatee Beach: Coastal Condo

house, Holmes Beach
This Holmes Beach condo is conveniently located just a short walk from Bradenton Beach and less than a mile from Anna Maria Island's main attractions. It has received very good user ratings for cleanliness and overall experience, along with an excellent location rating.
The two-bedroom apartment offers 1000 square feet of space, comfortably accommodating up to 6 guests. Enjoy the private pool, direct Gulf access, fully equipped kitchen, and a host of other amenities for a relaxing and enjoyable stay.
Seabreeze B · Pet-friendly · Heated Pool - Anna Maria Island, FL
9.4 34 reviews

Seabreeze B · Pet-friendly · Heated Pool

apartment, Holmes Beach
This Holmes Beach apartment is conveniently located near AMI Paddleboard Adventures and West Coast Surf Shop, within walking distance of both Bradenton Beach and Manatee Public Beach. The 750-square-foot apartment features two bedrooms, a sofa bed, a private balcony, and a fully equipped kitchen, making it ideal for families or groups of up to six people.
Spacious Shorewalk 2b-2b Condo Near Ami, Beaches & Img - Anna Maria Island, FL
9.6 4 reviews

Spacious Shorewalk 2b-2b Condo Near Ami, Beaches & Img

apartment, Bradenton
This Bradenton condo rental, located in the Shorewalk community off Cortez Road, is six miles from Anna Maria Island and offers easy access to beaches and attractions like St. Armands Circle.
The 1,190-square-foot unit features two bedrooms, four bathrooms, and accommodates six guests, boasting a fully equipped kitchen, screened patio with lake views, and access to resort-style amenities including two pools, a hot tub, and tennis courts.
Escape To Paradisethe Beach Club Ami #1 By Rva - Anna Maria Island, FL
9.5 1561 reviews

Escape To Paradisethe Beach Club Ami #1 By Rva

apartment, Bradenton Beach
Beach Club At Anna Maria Island #12 Resort By Rva is located on Bradenton Beach, just a short walk from both Bradenton Beach and Cortez Beach, and a five-minute walk from Anna Maria Sound. The smoke-free apartment building has earned excellent ratings for location, cleanliness, and user experience.
This vacation rental features a full kitchen, a TV with a DVD player, a washing machine, and a coffee/tea maker. Guests can enjoy the on-site spa tub, swimming pool, fitness center, tennis court, and garden, as well as the direct access to the beach.

Best Anna Maria Island, FL accommodation with a kitchen

Book 95/night:close To Beaches+sits On Canal View - Anna Maria Island, FL
9.2 18 reviews

Book 95/night:close To Beaches+sits On Canal View

apartment, Bradenton
This Bradenton condo offers canal frontage along the Manatee Causeway, placing you minutes from local beaches.
This one-bedroom, one-bathroom unit accommodates up to four guests with a king bed and queen sofa bed, featuring modern appliances, a walk-in shower, on-site laundry, and essential beach amenities.
One Block To Beach - Ohana Hale Beachside B 1 Br - Anna Maria Island, FL
9.8 326 reviews

One Block To Beach - Ohana Hale Beachside B 1 Br

apartment, Bradenton Beach
This Anna Maria Island rental is located 150 feet from Bradenton Beach on Gulf Drive, a short walk from Historic Bridge Street's shops and restaurants, and 7.5 miles from IMG Academy.
The one-bedroom, one-bathroom condo sleeps four and features a fully equipped kitchen with granite countertops, a private rooftop deck with Gulf of Mexico views, beach access with provided chairs and umbrella, and outdoor grilling facilities.
Beachfront · Heated Pool & Spa · Balcony Views - Anna Maria Island, FL
10 1 review

Beachfront · Heated Pool & Spa · Balcony Views

apartment, Bradenton Beach
Seagrape Cottage, an apartment on Anna Maria Island, is located a short walk from Cortez Beach and within walking distance of Bridge Street's shops and restaurants.
This accommodation features four bedrooms, four bathrooms, and a capacity for nine guests, along with a private heated pool, spa, fenced backyard, wrap-around porch, and a patio for dining.
Grinning Gecko 4bdr3bath New Pool House, Heated Salt Pool, Indoor-outdoor Kitchen And Fireplaces, Putting Green, Bocce Court-within 6 Miles Of Ami - Anna Maria Island, FL
10 4 reviews

Grinning Gecko 4bdr3bath New Pool House, Heated Salt Pool, Indoor-outdoor Kitchen And Fireplaces, Putting Green, Bocce Court-within 6 Miles Of Ami

house, Bradenton
Grinning Gecko, a recently renovated vacation home in Bradenton, Florida, is 6.8 miles from Sarasota Bradenton International Airport and 8.9 miles from the John and Mable Ringling Museum of Art.
This 1700-square-foot property boasts three bedrooms, two bathrooms, two living rooms, a private infinity pool with a built-in bar, and can accommodate up to 21 guests, offering numerous outdoor amenities including a patio, terrace, outdoor fireplace, picnic area, and mini-golf.
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