Places to stay in Anna Maria Island, FL

6749 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Anna Maria Island, FL place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

6749 Best places to stay in Anna Maria Island, FL

Best Anna Maria Island, FL lodgings with a pool

Among the 6749 accommodations in Anna Maria Island, FL, here are the 4 best ones with a pool

Sunrise Garden Resort - Anna Maria Island, FL
8.7 1736 reviews
Anna Maria Island, FL
03/08 – 07/08
SG$346/nighttotal: SG$1384 (4 )

Sunrise Garden Resort

1 3
studio , Anna Maria
This charming Anna Maria property is located just half a mile from the beautiful beaches of Anna Maria Island and 20 miles from the John and Mable Ringling Museum of Art. Guests have consistently rated the property highly for its cleanliness, location, and overall experience.
The house has one bathroom and a fully equipped kitchen, perfect for self-catering. Enjoy the Florida sunshine on the balcony with garden views, take a dip in the swimming pool, or relax in the garden. Pets are welcome, and free parking is available on-site.
Nautical Nest - Anna Maria Island, FL
Anna Maria Island, FL
03/08 – 07/08
SG$301/nighttotal: SG$1204 (4 )

Nautical Nest

1 3
house , Bradenton
Nautical Nest, a Bradenton holiday home, is situated 10km from Sarasota Bradenton International Airport and 13km from Sarasota's Ringling Museum of Art.
This one-bedroom property boasts two bathrooms, sleeps seven guests, and includes a private pool, jacuzzi, free parking, and a fully equipped kitchen; explore Bradenton's cycling routes nearby.
Luxury Villa Heated Pool, Putt-putt & Bocce - Anna Maria Island, FL
9.3 28 reviews
Anna Maria Island, FL
17/07 – 24/07
SG$567/nighttotal: SG$3969 (7 )

Luxury Villa Heated Pool, Putt-putt & Bocce

4 7
house , Bradenton
This recently renovated Bradenton holiday home is situated conveniently close to Sarasota Bradenton International Airport (12km) and the John and Mable Ringling Museum of Art (16km).
The 179 square metre property boasts four bedrooms, three bathrooms, sleeps fourteen guests, includes a heated saltwater pool, and a games arcade.
172 M² House ∙ 3 Bedrooms ∙ 8 Guests - Anna Maria Island, FL
10 18 reviews
Anna Maria Island, FL
11/07 – 25/07
SG$401/nighttotal: SG$5614 (14 )

172 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 7
house , Bradenton
This three-bedroom house is located in Northwest Bradenton, just a short drive (around 10km) from the beaches of Anna Maria Island, Bradenton Beach, and Holmes Beach. The property has received excellent user ratings and is perfect for families or groups of up to 8 people.
The house spans 171 square metres and offers a private saltwater pool with a screened-in area and a covered deck. Guests can enjoy a fully equipped kitchen, a spacious backyard with a bathroom, and a modern coastal design.

Best family friendly Anna Maria Island, FL lodging

Among the 6749 accommodations in Anna Maria Island, FL, here are the 4 best for families

Are You  Ready For A Luxury   5-floor Penthouse 60 Ft From Water, 207 Reviews - Anna Maria Island, FL
10 356 reviews
Anna Maria Island, FL
27/06 – 04/07
SG$531/nighttotal: SG$3717 (7 )

Are You Ready For A Luxury 5-floor Penthouse 60 Ft From Water, 207 Reviews

1 2
apartment , Longboat Key
This Longboat Key apartment is located just 0.5km from the beach and 4.3km from Cannons Marina, with Coquina Beach and Bradenton Beach also within a 10km radius. The apartment has excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers.
The apartment has one bedroom and one bathroom, with a floor area of 74 square metres and a capacity of six guests. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, as well as a well-equipped kitchen and comfortable living spaces.
Palms Villa: Cozy & Minutes From Anna Maria Island - Anna Maria Island, FL
9.5 133 reviews
Anna Maria Island, FL
27/06 – 04/07
SG$200/nighttotal: SG$1400 (7 )

Palms Villa: Cozy & Minutes From Anna Maria Island

2 2
apartment , Bradenton
This two-bedroom apartment is situated in Shorewalk Vacation Villas, just a few kilometres from the beautiful beaches of Anna Maria Island and close to Bradenton's vibrant downtown. It has received excellent ratings for location, cleanliness, and user experience.
The apartment covers 85 square metres and comfortably sleeps four guests. It includes a fully equipped kitchen, two bathrooms, and a range of amenities such as a swimming pool, jacuzzi, and tennis courts.
Nirvana Sunset~across From Beach, Heated Pool/spa! - Anna Maria Island, FL
9.7 14 reviews
Anna Maria Island, FL
27/06 – 28/06
SG$1671/nightfor 1 night

Nirvana Sunset~across From Beach, Heated Pool/spa!

4 6
apartment , Holmes Beach
This four-bedroom, three-bathroom luxury holiday home in Holmes Beach, located at 2809 Ave E, offers direct access to the Gulf of Mexico, just a short walk from the beach.
This family-friendly property accommodates up to eight guests and boasts a private heated pool with an infinity spa, a rooftop deck with panoramic Gulf views, a chef's kitchen with premium appliances, and included beach amenities for a comfortable stay.
New Private 3 Bedroom Pool Home Sleeps 10 Short Drive To Local Beaches Home - Anna Maria Island, FL
9.6 74 reviews
Anna Maria Island, FL
26/06 – 30/06
SG$826/nighttotal: SG$3304 (4 )

New Private 3 Bedroom Pool Home Sleeps 10 Short Drive To Local Beaches Home

3 2
house , Bradenton
This charming house is situated in Bradenton, just 2.7km from Palma Sola Causeway Park, 18km from the Ringling Museum of Art, and 48km from Tropicana Field. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The three-bedroom home spans 153 square metres and comfortably accommodates up to 10 guests. Enjoy a private pool, free parking, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it the perfect base for exploring Bradenton and its surrounding attractions.

Frequently asked questions about accommodations in Anna Maria Island, FL

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

    Anna Maria Island boasts beautiful beaches, of course! Bean Point is a must-see for its stunning sunsets and views. The Anna Maria Island Historical Society Museum offers a glimpse into the island's past. For a bit of nature, explore the Anna Maria Island Nature Preserve and see the diverse wildlife. The picturesque Anna Maria City Pier is also a popular spot for fishing and enjoying the ocean views.
  • What are the best accommodations in Anna Maria Island, FL?

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

    Anna Maria Island has a fairly low-key event schedule compared to some larger destinations. While there aren't huge, internationally recognised festivals, the island does host smaller, local events throughout the year. Check local listings closer to your travel dates for specifics on happenings like farmers' markets and art walks.
  • What 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, United States?

    The island is characterised by its beautiful, white-sand beaches, which stretch along its coastline. You'll also find tranquil, residential areas with lush, tropical vegetation. The coastline itself varies, from the calm, shallow waters perfect for swimming to areas with slightly more dramatic, natural features. There are also some mangrove estuaries and nature preserves offering a different kind of scenery.
  • What are the best accommodations with a jacuzzi in Anna Maria Island, FL?

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

    Swimming, sunbathing, and shelling are hugely popular on the island's beaches. Kayaking or paddleboarding through the calm waters of the mangroves is a great way to see wildlife. Cycling is a fantastic way to explore the island's scenic pathways. Fishing is also very popular, from the Anna Maria City Pier or by boat.
  • 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, United States, with kids?

    Spring (March-May) and autumn (September-November) offer pleasant temperatures, fewer crowds than peak season, and are generally ideal for families travelling with children. Summer (June-August) can be hot and humid, but the beaches are still fantastic.
  • What are the best pet friendly accommodations in Anna Maria Island, FL?

    The best pet friendly accommodations in Anna Maria Island, FL are Heated & Chilled Pool - -private Outdoor Living With Grill, Do You Love The Beach? and Bay Breeze Cottages #2.

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

    Anna Maria Island has a relaxed, laid-back atmosphere. Respect for the environment is important, so please dispose of your rubbish responsibly and be mindful of wildlife. Driving is generally slow and relaxed, so be prepared for a more leisurely pace than in larger cities.
  • 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, United States?

    Chatting with staff at local businesses, like the smaller restaurants and shops, is a great way to meet people. Visiting the Anna Maria Island Historical Society Museum can provide insights into the island's history and culture. Simply taking a stroll through the residential areas and observing the architecture can also offer a glimpse into island life.
  • What are some lesser-known attractions or hidden gems on Anna Maria Island, Florida, United States?

    The Leffis Key Preserve offers lovely nature trails and opportunities for birdwatching. Exploring the quieter stretches of beach away from the main tourist areas can reveal some secluded spots. The small, local art galleries dotted around the island often showcase unique, local artwork.
  • What are some must-try local dishes on Anna Maria Island, Florida, United States?

    Fresh seafood is a must-try on Anna Maria Island. Many restaurants offer delicious, locally-caught fish and shellfish. Key lime pie is also a classic Florida dessert that should not be missed. Look for restaurants that highlight local ingredients in their menus for the most authentic experience.

Nearby regions

Best Anna Maria Island, FL accommodations with a balcony

Silver Sands #246 - Anna Maria Island, FL
9.5 2 reviews
Anna Maria Island, FL
03/08 – 07/08
SG$459/nighttotal: SG$1836 (4 )

Silver Sands #246

1 3
house , Longboat Key
Silver Sands #246 is a beachfront villa in Longboat Key, just steps from Longboat Key Beach and approximately 24 kilometres from the John and Mable Ringling Museum of Art.
This villa accommodates up to seven guests and features direct beach access, a well-equipped kitchen with a dishwasher, microwave, and oven, complimentary WiFi, air conditioning, a swimming pool, a fitness centre, tennis courts, and private parking, with facilities for disabled guests also available.
Ami Starfish - 6403 A Holmes - Anna Maria Island, FL
9.7 67 reviews
Anna Maria Island, FL
07/10 – 14/10
SG$355/nighttotal: SG$2485 (7 )

Ami Starfish - 6403 A Holmes

2 4
house , Holmes Beach
This family-friendly holiday home is situated in Holmes Beach, just a 15-minute walk from Bradenton Beach and Island Gallery West, and within 2 kilometres of Holmes Beach Beaches and Manatee Public Beach. The property has excellent user, location, and cleanliness ratings.
The two-bedroom, two-bathroom property is 167 square metres and comfortably accommodates up to six guests. This holiday home offers a range of amenities including a private pool, a garden, a tennis court, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.
Min To Img - Heated Pool - Putt Putt - Sleeps 6 - Anna Maria Island, FL
Anna Maria Island, FL
02/07 – 06/07
SG$430/nighttotal: SG$1720 (4 )

Min To Img - Heated Pool - Putt Putt - Sleeps 6

2 5
apartment , South Bradenton
This two-bedroom, two-bathroom flat in South Bradenton is located 12.1 kilometres from Bradenton Beach and a short drive from Siesta Key Beach and Anna Maria Island, while IMG Academy is a mere 9.7 kilometres away.
This 95 square metre apartment, ideal for up to six guests, offers a fully equipped kitchen with high-end appliances, air conditioning, a swimming pool with a water slide, and on-site activities including putt-putt and corn hole, with beach essentials also provided for your convenience.
Yacht Time - Anna Maria Island, FL
Anna Maria Island, FL
28/06 – 29/06
SG$179/nightfor 1 night

Yacht Time

1 2
yacht , Bradenton
The Yacht Time cottage is situated in Bradenton, 8 kilometres from the city centre, offering a peaceful escape from the urban bustle.
This pet-friendly yacht sleeps two guests and features a microwave, air conditioning, a terrace, a garden, parking, and one bathroom; nearby amenities include a picnic and barbecue area.

Best Anna Maria Island, FL accommodations with a kitchen

Holmes Beach Condo With Pool And Balcony! 3 Minutes To Beach - Seabreeze D - Anna Maria Island, FL
9.5 56 reviews
Anna Maria Island, FL
02/08 – 09/08
SG$305/nighttotal: SG$2135 (7 )

Holmes Beach Condo With Pool And Balcony! 3 Minutes To Beach - Seabreeze D

2 2
apartment , Holmes Beach
This apartment is located in Holmes Beach, just a short walk from AMI Paddleboard Adventures and West Coast Surf Shop, and within a 5-minute walk of Bradenton Beach and Manatee Public Beach. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, two-bathroom apartment spans 93 square metres and comfortably accommodates up to four guests. The apartment offers a fully equipped kitchen, air conditioning, a swimming pool, and parking, as well as access to a water park within the building.
Anna Maria Escape | Pool, Pickleball & Family Home - Anna Maria Island, FL
9.8 93 reviews
Anna Maria Island, FL
11/07 – 25/07
SG$405/nighttotal: SG$5670 (14 )

Anna Maria Escape | Pool, Pickleball & Family Home

4 7
apartment , Bradenton
This family-friendly holiday home is located in Bradenton, just 5 kilometres from Blake Medical Center, arcadeland, and Smugglers Cove Adventure Golf. It enjoys an excellent user rating, location rating, and cleanliness rating.
The property has four bedrooms and two bathrooms, comfortably accommodating up to ten guests. It features a private pool, a garden, a fully equipped kitchen, air conditioning, and free Wi-Fi, making it ideal for a relaxing and enjoyable stay.
Shorewalk 2 Bedroom 2 Bathroom Near Img And Bradenton Beach - Anna Maria Island, FL
8.0 36 reviews
Anna Maria Island, FL
03/08 – 07/08
SG$252/nighttotal: SG$1008 (4 )

Shorewalk 2 Bedroom 2 Bathroom Near Img And Bradenton Beach

1 3
house , Bradenton
This Bradenton villa is conveniently located near IMG Academy and Bradenton Beach, approximately 13.7 km from The John and Mable Ringling Museum of Art and 10.9 km from Sarasota Bradenton International Airport.
The 105 square metre property boasts two bedrooms, one bathroom, and can comfortably accommodate up to 15 guests, featuring a private pool, jacuzzi, tennis court, and fully equipped kitchen.
Cozy Seashore! Only 15 Min From Ami Beaches, Relaxing Pond Views, Free Wifi - Anna Maria Island, FL
9.4 70 reviews
Anna Maria Island, FL
27/06 – 04/07
SG$324/nighttotal: SG$2268 (7 )

Cozy Seashore! Only 15 Min From Ami Beaches, Relaxing Pond Views, Free Wifi

2 2
apartment , Bradenton
This two-bedroom apartment is situated in the Shorewalk resort in Bradenton, just a short distance from IMG Academies, shops, restaurants, and the beaches of Anna Maria Island. The property is highly rated, with guests consistently praising its excellent facilities and comfortable accommodation.
The apartment has a floor area of 109 square metres and can comfortably accommodate four guests. It offers a range of amenities including a swimming pool, Jacuzzi, tennis courts, and a fully equipped kitchen, as well as access to a variety of activities such as jet skiing, scuba diving, hiking, and hunting in the surrounding area.
©2026 cozycozy.com