Compare best accommodations in Anna Maria Island, FL from 100+ sites!

9849 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Anna Maria Island, FL accommodations
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

Walk To Beach: Home W/ Porch On Anna Maria Island! - Anna Maria Island, FL
9.3 39 reviews

Walk To Beach: Home W/ Porch On Anna Maria Island!

house, Holmes Beach
This Holmes Beach rental is a 9-minute walk from Holmes Beach's town center, a 12-minute walk from Bradenton Beach, and a 4-mile drive from Anna Maria City Pier.
This 930-square-foot condo features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, a terrace, and a private parking space, comfortably accommodating families or groups.
Private Heated Pool, Turfed Putting Green Retreat - Anna Maria Island, FL
9.9 246 reviews

Private Heated Pool, Turfed Putting Green Retreat

apartment, West Bradenton
This 1940s bungalow in West Bradenton offers a convenient location between downtown Bradenton and Anna Maria Island, providing easy access to both areas.
This 1250-square-foot vacation rental boasts three bedrooms, two bathrooms, a private heated saltwater pool, and a fully equipped kitchen, comfortably accommodating up to six guests.
139 M² House ∙ 3 Bedrooms ∙ 10 Guests - Anna Maria Island, FL
10 2 reviews

139 M² House ∙ 3 Bedrooms ∙ 10 Guests

house, Cortez
This waterfront home in San Remo Shores, Bradenton, Florida, offers easy access to Anna Maria Island and Palma Sola Bay.
The 1500-square-foot house features three bedrooms, two bathrooms, sleeps ten, and includes a private dock, heated pool, and fully equipped kitchen with new appliances; guests can enjoy fishing, grilling, and proximity to the beach.
Ami Sand Dollar - 6403 B Holmes - Anna Maria Island, FL
9.9 75 reviews

Ami Sand Dollar - 6403 B Holmes

house, Holmes Beach
This 1-bedroom, 1-bathroom vacation home is located in Holmes Beach, a short 15-minute walk from Bradenton Beach and Island Gallery West, and within a mile of Holmes Beach Beaches and Manatee Public Beach.
The 1,000 square foot home features a private pool, a fenced yard, a fully equipped kitchen, a washer and dryer, and access to an on-site water park, making it ideal for families and groups looking for a relaxing and fun vacation.

Best family friendly Anna Maria Island, FL lodging

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

5 Min Drive To Ami, Hot Tub, Free Heated Pool, Near Img, Fire Pit, Full Kitchen - Anna Maria Island, FL
No reviews

5 Min Drive To Ami, Hot Tub, Free Heated Pool, Near Img, Fire Pit, Full Kitchen

house, Cortez
This house in Bradenton is located 8.1 miles from Sarasota Bradenton International Airport and 10 miles from both the Sarasota International Convention Center and the John and Mable Ringling Museum of Art.
This 1600 sq ft accommodation offers 4 bedrooms, 2 bathrooms, a 19-guest capacity, an outdoor swimming pool, a jacuzzi, a garden, and a spa center, with cycling opportunities nearby.
Open For Spring Break! Dockside Oasis On The Canal - Anna Maria Island, FL
10 1 review

Open For Spring Break! Dockside Oasis On The Canal

house, Cortez
This canal-side vacation home in Bradenton, Florida, is situated 11 miles from the Sarasota International Convention Center and the John and Mable Ringling Museum of Art, offering dockside access for a waterside experience.
This pet-friendly house accommodates up to 19 guests with 2 bathrooms, featuring a full kitchen, air conditioning, a swimming pool, terrace, free Wi-Fi, and private parking, located 7 miles from the Greens of Manatee Golf Club.
Luxury 3/3 Margaritaville  Resort - Anna Maria Island, FL
9.9 219 reviews

Luxury 3/3 Margaritaville Resort

apartment, Bradenton
This luxurious 3-bedroom condo is located in a new development in Bradenton, just a short walk from a large lagoon with a two-mile walking path. The property has received excellent ratings for user experience, location, and cleanliness.
The 1750 square foot apartment has a gourmet kitchen, high-end mattresses, furniture, and electronics. It also offers access to a large heated pool, splash pad, tot-lot, outdoor kitchen, and a marina with wet slip and dry storage.
Resort Gem - Anna Maria Island, FL
9.8 94 reviews

Resort Gem

apartment, Bradenton
This Bradenton apartment is located in the city center, just a short walk from shops, restaurants, and beautiful beaches. Guests rave about this apartment, giving it an excellent rating.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy amenities like a swimming pool, jacuzzi, tennis court, and a garden, all while soaking in the stunning waterfront views.

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

Mycataleya Comfy Condo Near Beach (Bradenton) - Anna Maria Island, FL
9.5 41 reviews

Mycataleya Comfy Condo Near Beach (Bradenton)

apartment, Bradenton
This 2-bedroom, 2-bathroom apartment is located in the heart of South Bradenton, within walking distance of IMG Academy and Smugglers Cove Adventure Golf. The apartment is rated "excellent" for its location, cleanliness, and user ratings. It can accommodate up to 4 guests and features a fully equipped kitchen, a private balcony, and access to a fitness center and a spa tub.
Enjoy relaxing in the garden, swimming in the pool, grilling in the barbecue area, or simply enjoying the views from your private balcony. The apartment is also pet-friendly and offers parking, making it the perfect home away from home for your vacation in South Bradenton.
Dockside Bay Escape - Anna Maria Island, FL
8.5 2 reviews

Dockside Bay Escape

house, Bradenton
Dockside Bay Escape is a house located in Perico Island, Bradenton, just a 7-minute walk from Palma Sola Causeway Park and 13 miles from the John and Mable Ringling Museum of Art.
This air-conditioned accommodation spans 1330 square feet, features 2 bedrooms and 2 bathrooms, and accommodates up to 9 guests with amenities including a full kitchen, dishwasher, microwave, fridge, swimming pool, and private balcony.
Gulf And Bay Views! With Pool, Stroll To The Beach - Anna Maria Island, FL
9.2 28 reviews

Gulf And Bay Views! With Pool, Stroll To The Beach

apartment, Bradenton Beach
This Bradenton Beach apartment is just a short walk from the beautiful Anna Maria Sound and Bradenton Beach, offering easy access to the area's stunning beaches and waterfront activities. The apartment enjoys excellent user, location, and cleanliness ratings.
The 1190 square foot apartment features two bedrooms, two bathrooms, a fully equipped kitchen, a balcony, and a TV. It also offers access to a swimming pool, jacuzzi, spa, and restaurant, as well as a water park and a garden.
Resort Condo W/ Beach Access On Anna Maria Island! - Anna Maria Island, FL
9.3 33 reviews

Resort Condo W/ Beach Access On Anna Maria Island!

house, Bradenton Beach
This Bradenton Beach apartment is located a short walk from Cortez Beach and a 16-minute walk from Coquina Beach, providing easy access to the area's beautiful beaches.
The 1,080 square foot unit features two bedrooms, two bathrooms, and a balcony with stunning sea views, perfect for families or groups of friends looking for a comfortable and convenient Bradenton Beach vacation rental.

Best Anna Maria Island, FL accommodation with a kitchen

Your Tropical Paridise With Heated Saltwater Pool - Anna Maria Island, FL
9.9 404 reviews

Your Tropical Paridise With Heated Saltwater Pool

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.
Beautiful Condo With Pool, Steps To The Beach! - Anna Maria Island, FL
9.6 59 reviews

Beautiful Condo With Pool, Steps To The Beach!

apartment, Holmes Beach
This Holmes Beach vacation rental is just a 10-minute walk from Bradenton Beach and Anna Maria Sound, offering easy access to the area's beautiful beaches and activities. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
This 2-bedroom home provides comfortable accommodation for up to 6 guests with 750 square feet of living space. Enjoy a private water park, a fully equipped kitchen, barbecue grills, and a relaxing balcony, perfect for enjoying the Florida sunshine.
Book Summer Now:right Off Bridge St & By The Beach - Anna Maria Island, FL
9.6 37 reviews

Book Summer Now:right Off Bridge St & By The Beach

apartment, Bradenton Beach
This Bradenton Beach apartment is ideally situated steps from Bridge Street and the Anna Maria Island Pier, offering easy access to shops, restaurants, and the beach, and a two-minute walk from the bayfront.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, outdoor patio, beach amenities (chairs, umbrellas, coolers, wagon), in-house WiFi and Roku, and a convenient shed for beach gear storage.
Modern Home - 3k Sqft - 5br & 11 Beds - Brand New Hot Tub - 6 Miles To Ami Beaches - Anna Maria Island, FL
10 3 reviews

Modern Home - 3k Sqft - 5br & 11 Beds - Brand New Hot Tub - 6 Miles To Ami Beaches

house, West Bradenton
This spacious West Bradenton home, six miles from Anna Maria Island beaches and nine miles from Sarasota Bradenton International Airport, offers easy access to area attractions.
The 3,000-square-foot residence boasts five bedrooms, eleven beds, three bathrooms, a private hot tub and spa, and accommodates up to 23 guests.
©2026 cozycozy.com