Best Holiday rentals and Airbnb offers in Anna Maria Island, FL
10 205 reviews
Anna Maria Island, FL
27/07 – 29/07
SG$470/nightTotal: SG$940 (2 )
Sunshine Oasis With Heated Saltwater Pool
3 5
apartment , Bradenton
This three-bedroom apartment is located just 9.6km from Anna Maria Island, a popular destination for its beautiful beaches and charming atmosphere, and within easy reach of Bradenton's other attractions. The apartment offers a fully equipped kitchen, a private backyard with a saltwater pool, and a two-stall garage with a security camera, making it ideal for families or groups of up to six people.
9.9 149 reviews
Anna Maria Island, FL
28/06 – 29/06
SG$374/nightfor 1 night
King Bed + Anna Maria Island Beaches + Beach Gear!
1 2
apartment , Bradenton
This Bradenton apartment, near Palma Sola Causeway, offers easy access to Palma Sola Bay and Anna Maria Island's beaches, within a 5-minute drive (8 km). The one-bedroom, one-bathroom flat sleeps four, boasting a king-size bed, pull-out sofa, fully equipped kitchen, and outdoor picnic area with grill overlooking the canal, plus beach equipment for guest use.
9.0 4 reviews
Anna Maria Island, FL
10/07 – 12/07
SG$424/nightTotal: SG$848 (2 )
The Beach House Escape
2 7
apartment , Bradenton
This Bradenton holiday home, situated in Belair Bayou, is a 16km drive from Anna Maria Island’s beaches and close to numerous restaurants and shops. The 463 square metre property boasts two bedrooms, two bathrooms, and can comfortably accommodate four guests, featuring a screened-in porch, gazebo, and in-unit washer/dryer.
9.9 197 reviews
Anna Maria Island, FL
10/07 – 12/07
SG$360/nightTotal: SG$720 (2 )
Downtown Bradenton & Close To Beaches, Quiet Area
1 7
apartment , Bradenton
This three-bedroom home is situated in a quiet residential neighbourhood just one and a half kilometres from the Riverwalk, shops, restaurants, and the Bishop Museum, and only six and a half kilometres from the beaches. The property has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The apartment comfortably sleeps eight guests and features a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher. You can enjoy the garden, relax on the front porch, or gather around the fire pit in the evening, and the property also benefits from air conditioning, internet access, and parking for three vehicles.
9.9 108 reviews
Anna Maria Island, FL
24/09 – 27/09
SG$571/nightTotal: SG$1713 (3 )
Pond-side 4br Oasis W/ Private Pool + Pickleball!
4 8
apartment , Bradenton
This spacious four-bedroom home is located in Bradenton, just a short distance from the lively downtown area and the River Walk, offering easy access to local attractions and cultural experiences. The property has received excellent ratings for its location, cleanliness, and overall user experience. The 204 square metre property comfortably accommodates up to 10 guests and comes equipped with a range of amenities including a private pool, a fully equipped kitchen, and a garden, perfect for families and groups looking for a relaxing and enjoyable stay.
9.8 80 reviews
Anna Maria Island, FL
27/06 – 28/06
SG$1142/nightfor 1 night
5 Min Ami•freeheatdpool•hot Tub•firepit•fullkitchn
1 8
apartment , Cortez
Bradenton House, near Cortez, Florida, is a five-minute drive (8km) from Anna Maria Island's beaches. This four-bedroom house sleeps ten, boasts a private heated pool and hot tub, a fully equipped kitchen with stainless-steel appliances, and provides all linens and beach gear; self check-in is available.
9.8 246 reviews
Anna Maria Island, FL
28/06 – 29/06
SG$532/nightfor 1 night
Ohana Gulfside - 250 Feet From The Beach - Suite A
2 2
apartment , Bradenton Beach
This Bradenton Beach flat is situated 76 metres from the Gulf of Mexico beaches and a short walk from Bridge Street's shops and restaurants, with IMG Academy a 12-kilometre drive away. The newly refurbished two-bedroom, one-bathroom apartment sleeps six, boasting a modern kitchen with granite worktops and stainless steel appliances, a 43" LED TV with Chromecast, and high-speed internet, plus shared laundry facilities.
9.6 196 reviews
Anna Maria Island, FL
24/09 – 27/09
SG$548/nightTotal: SG$1644 (3 )
The Shell House Near Beach Screened In Private Pool
3 8
apartment , Cortez
This Cortez property is minutes from Anna Maria Island's beaches and a short drive from Cortez Fishing Village, offering easy access to local amenities. The 158-square-metre house boasts three bedrooms, two bathrooms, sleeps eight guests, features a private pool with a 55" Smart TV, and includes a fully equipped kitchen, two living rooms, and modern amenities.
9.3 61 reviews
Anna Maria Island, FL
27/06 – 28/06
SG$1444/nightfor 1 night
Beautiful Condo On Pine Ave, 2 Blocks To Beach
3 8
cottage , Anna Maria
This charming property is located on Anna Maria Island, just 1.5 kilometres from the Anna Maria Island Museum and Historical Park and Bean Point Beach. It is highly rated by previous guests, with excellent reviews for cleanliness, location and overall experience. This three-bedroom house offers 121 square metres of living space and can comfortably accommodate up to eight guests. Enjoy the private pool, terrace, garden, and access to a nearby water park, all within a short walk of the beach and local attractions.
10 1 review
Anna Maria Island, FL
27/06 – 28/06
SG$936/nightfor 1 night
139 M² House ∙ 4 Bedrooms ∙ 9 Guests
4 8
house , Bradenton
This detached residence in Bradenton is located in a residential area, a short drive from the renowned beaches and golf courses. This 139 square metre dwelling accommodates up to nine guests across four bedrooms and three bathrooms, featuring a heated above-ground swimming pool, an outdoor firepit, and complimentary Wi-Fi.
9.0 26 reviews
Anna Maria Island, FL
06/11 – 08/11
SG$241/nightTotal: SG$482 (2 )
Serene Escape King Master, Minutes To Am Island, Img & More
2 2
apartment , Bradenton
This two-bedroom flat in Bradenton offers serene park-like grounds with lake views, situated a 5-minute walk from local supermarkets, shops, and eateries, and a short drive to Florida's Gulf Coast beaches such as Coquina Beach and Anna Maria Island. This 93 square metre accommodation, suitable for up to six guests, features air conditioning, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, and on-site amenities including two heated swimming pools, a hot tub, and tennis courts, with ample unassigned parking available.
9.7 15 reviews
Anna Maria Island, FL
27/06 – 28/06
SG$1163/nightfor 1 night
Canalfront! Pool, Dock, Near Anna Maria Island
3 8
apartment , Cortez
Salty Seagull, a three-bedroom luxury property in Cortez, Florida's Hunter's Point community, is situated approximately 1.6 kilometres from the beach and close to IMG Academy. This eco-friendly smart home boasts a private pool, dock (accommodating boats up to 24ft), Tesla charger, and outdoor dining area, sleeping up to nine guests and offering a modern coastal interior with high-end appliances.
Best family friendly Anna Maria Island, FL holiday rentals
Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals
9.5 68 reviews
Anna Maria Island, FL
07/10 – 14/10
SG$293/nightTotal: SG$2051 (7 )
3/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img
3 4
apartment , Bradenton
This Bradenton property is conveniently located just 1.3 kilometres from Blake Medical Center, within 5 kilometres of the arcade and LECOM Park, offering easy access to local attractions. Guests consistently praise the excellent user ratings, location, and cleanliness, ensuring a comfortable and enjoyable stay. This spacious 3-bedroom, 2-bathroom home offers ample space for up to 6 guests, with a total floor area of 148 square metres. Enjoy a private pool, a spa tub, barbecue grills, and a fully equipped kitchen, perfect for relaxing and creating lasting memories.
9.6 33 reviews
Anna Maria Island, FL
26/06 – 30/06
SG$564/nightTotal: SG$2256 (4 )
3 Mi To Dtwn Bradenton: Home W/ Yard!
3 2
house , Bradenton
This Bradenton house is situated just 5 kilometres from the city centre, offering easy access to restaurants, shops, and local attractions while maintaining a peaceful atmosphere. The property has received excellent ratings for location, cleanliness, and user experience. This 3-bedroom property spans 212 square metres and comfortably accommodates up to 6 guests. The house is equipped with modern amenities, including air conditioning, free Wi-Fi, a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven.
10 52 reviews
Anna Maria Island, FL
02/07 – 06/07
SG$349/nightTotal: SG$1396 (4 )
Tropical Oasis W/hot Tub+7mi To Beach, Near Img!
1 5
apartment , Bradenton
This three-bedroom Bradenton guesthouse, ideally located for exploring Anna Maria Island (approximately 24km away) and Sarasota Bradenton International Airport (approximately 24-32km away), offers easy access to local amenities. Sleeping eight guests, the self-contained property features a fully equipped kitchen, two bathrooms, Wi-Fi, two parking spaces, a private garden, and a 70-inch smart TV.
9.4 30 reviews
Anna Maria Island, FL
05/01 – 12/01
SG$291/nightTotal: SG$2037 (7 )
Chapter 2: Renovated Pool Home, Tiki Hut And Close To Beach!
3 2
apartment , Holmes Beach
This family-friendly holiday home is located in Holmes Beach, Florida, just 1.6 kilometres from Bradenton Beach, Palmetto Avenue Beach, and Island Players. The three-bedroom property, which spans 141 square metres, features a private pool, a tennis court, and a fully equipped kitchen, ideal for families looking for a relaxing and enjoyable vacation.
Best Anna Maria Island, FL holiday rentals with a pool
Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best rentals with a pool
9.6 91 reviews
Anna Maria Island, FL
02/08 – 09/08
SG$239/nightTotal: SG$1673 (7 )
Ed-pool, Tennis, Pickle Ball, Near Beaches And Img, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 2
apartment , Bradenton
This Bradenton waterfront apartment, a five-minute drive from IMG Academy and fifteen minutes from Anna Maria Island and Longboat Key beaches, offers easy access to local attractions. The 110 square metre property features two bedrooms, four bathrooms, and accommodates four guests, boasting a private terrace, swimming pool, jacuzzi, and tennis court access within a resort complex.
10 176 reviews
Anna Maria Island, FL
06/11 – 08/11
SG$446/nightTotal: SG$892 (2 )
Home With Private Heated Pool
2 2
apartment , South Bradenton
This single-family home in South Bradenton is conveniently located just 10.6 km from Anna Maria Island Beach and 3.2 km from IMG Academy, offering easy access to the area's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests. The accommodation is spacious, spanning 87 square metres and comfortably accommodating up to 5 guests. This property offers a range of amenities, including a private pool, a fenced yard, a modern kitchen, and a smart TV, ensuring a comfortable and enjoyable stay.
9.4 1138 reviews
Anna Maria Island, FL
06/11 – 08/11
SG$341/nightTotal: SG$682 (2 )
Tortuga Inn Beach Resort
1 2
resort , Bradenton Beach
Tortuga Inn Beach Resort sits directly on the beautiful Bradenton Beach, just steps away from Anna Maria Sound, offering a tranquil escape with easy access to the area's attractions. This resort enjoys excellent ratings for its location, cleanliness, and overall experience. The resort features comfortable rooms and suites, perfect for a relaxing beach holiday. Guests can enjoy a range of amenities including two swimming pools, a hot tub, a garden, and a terrace, as well as room service and parking.
10 1 review
Anna Maria Island, FL
26/06 – 30/06
SG$343/nightTotal: SG$1372 (4 )
Dockside Bay Escape
1 2
house , Bradenton
Dockside Bay Escape, a detached house on Perico Island, offers a tranquil island setting, a 7-minute walk to Palma Sola Causeway Park and is 21 kilometres from the John and Mable Ringling Museum of Art. This air-conditioned property, accommodating up to 9 guests, features a private balcony, an outdoor swimming pool, and a fully equipped kitchen with a dishwasher and microwave oven, spread across 124 square metres.
Frequently asked questions about holiday rentals in Anna Maria Island, FL
What are the must-see sights on Anna Maria Island, Florida?
For must-see sights on Anna Maria Island, you definitely want to check out the Anna Maria Island Historical Museum to learn about the island's history. The picturesque Anna Maria City Pier is a great spot for fishing and enjoying the views. Bean Point is famous for its stunning sunsets and views of the coastline. And don't forget the beautiful beaches themselves – they're the main attraction!
What are the best Airbnb and vacation rentals in Anna Maria Island, FL?
Are there any unique natural phenomena on Anna Maria Island, Florida?
Anna Maria Island boasts incredible natural beauty. The beaches are renowned for their pristine, white sand and calm, clear waters. You'll see abundant wildlife, from shorebirds to dolphins. The island's position in the Gulf of Mexico means you can witness beautiful sunsets almost every night. The mangrove forests provide a unique ecosystem to explore, too.
What are the most popular Airbnbs in Anna Maria Island, FL?
What essentials should you bring to Anna Maria Island, Florida?
Pack light clothing, swimwear, sunscreen (essential!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, as you'll be doing a lot of exploring. Don't forget your beach towel and a reusable water bottle to stay hydrated in the Florida sun. A camera is also a must to capture the stunning scenery.
What are the best vacation rentals with a pool in Anna Maria Island, FL?
What is the average daily budget you should plan for (accommodation, food, transportation, activities) on Anna Maria Island, Florida?
A daily budget will vary greatly depending on your travel style. For a mid-range trip, you could expect to spend around £150-£300 per day for a couple, covering accommodation, meals, some activities, and local transport. Budget travellers could manage on less, while luxury travellers will spend considerably more.
What are the best rentals for families and kids in Anna Maria Island, FL?
Where can you find the best restaurants serving local dishes on Anna Maria Island, Florida, and what are the must-try specialties?
The Beach Bistro is a popular choice for upscale dining, known for its fresh seafood. Rod & Reel Pier offers casual dining with stunning waterfront views and classic seafood options. The Sandbar Restaurant is another popular spot for its laid-back atmosphere and delicious seafood. Fresh seafood is a must-try on the island, along with key lime pie – a Florida classic.
What are the best rentals or Airbnbs with a jacuzzi in Anna Maria Island, FL?
What are some less-famous attractions on Anna Maria Island, Florida that are worth a visit?
The Leffis Key Preserve offers a beautiful nature trail for birdwatching and exploring the local ecosystem. Exploring the smaller, quieter beaches away from the main tourist areas can provide a more tranquil experience. Take a stroll along the bayfront and admire the charming architecture of the older homes.
What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?
Chatting with staff at local businesses, like the smaller shops or restaurants, is a great way to get a feel for the island's atmosphere. Visiting the Anna Maria Island Historical Museum can provide insight into the community's history. Attending any local events or farmers' markets (when available) will give you a chance to interact with residents.
What unique natural landscapes and terrain features can travellers explore on Anna Maria Island, Florida?
The island's main feature is its beautiful beaches, with soft white sand and calm waters. The mangrove forests offer a unique ecosystem to explore, with opportunities for kayaking or paddleboarding. The coastline provides diverse habitats, from sandy beaches to tidal flats.
How many days are ideal for a visit to Anna Maria Island, Florida, and what are some itinerary suggestions?
Three to four days is a good amount of time to explore Anna Maria Island at a relaxed pace. One could spend a day exploring the beaches, another visiting the Anna Maria City Pier and the Historical Museum, and a third exploring the nature preserves and enjoying watersports. A fourth day could be spent simply relaxing and enjoying the island's atmosphere.
Nearby regions
Best Anna Maria Island, FL holiday rentals with a balcony
8.7 93 reviews
Anna Maria Island, FL
07/10 – 14/10
SG$233/nightTotal: SG$1631 (7 )
Pool Access, Walk To Manatee Beach: Coastal Condo
2 4
house , Holmes Beach
This two-bedroom apartment is conveniently situated in Holmes Beach, just over 800 metres from the main stretch of Anna Maria Island and a short walk from Bradenton Beach. The property has received very good ratings for cleanliness and user experience, and an excellent rating for location. The 93 square metre apartment can comfortably accommodate up to six guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, a private balcony, and access to a swimming pool. Guests can enjoy the convenience of a short walk to the beach, restaurants, and shops, as well as the nearby attractions of the Anna Maria City Pier (6.4 kilometres) and the Greens of Manatee Golf Club (17.7 kilometres).
Anna Maria Island, FL
27/06 – 28/06
SG$4293/nightfor 1 night
Villa La Concha~west Of Gulf Steps To The Beach!
6 6
apartment , Anna Maria
This Anna Maria residence offers a prime location, just a 1-minute walk from Anna Maria Beach and a short distance from the shops and eateries on Pine Avenue. This 348 square metre, 6-bedroom, 5-bathroom holiday home accommodates up to 12 guests, featuring a private heated pool, a games room with Ping Pong and Foosball, and multiple outdoor living spaces including a covered patio with a BBQ grill.
9.7 89 reviews
Anna Maria Island, FL
24/09 – 27/09
SG$514/nightTotal: SG$1542 (3 )
Crescent Palms North End Ami, 2 King Suites,walk To Bay Beach Stunning Pool
3 8
apartment , Anna Maria
This Anna Maria Island holiday home is located just 1.5 kilometres from Bayfront Park and Anna Maria Beach, and a little over 1 kilometre from Bay Boulevard Beach and the Anna Maria Island Museum and Historical Park. The property enjoys excellent user, location and cleanliness ratings. The accommodation features three bedrooms and two bathrooms and can comfortably sleep up to eight guests. Enjoy a relaxing stay with amenities such as a private swimming pool, a jacuzzi, a terrace, a garden, and a fully equipped kitchen.
10 49 reviews
Anna Maria Island, FL
17/07 – 24/07
SG$637/nightTotal: SG$4459 (7 )
The Sunset Retreat At One Particular Harbour 384-202 · Sound Views · 3br
3 7
apartment , Bradenton
This Bradenton beachfront apartment, near Bradenton Beach, is situated within 3.2km of Anna Maria Sound and popular attractions such as West Coast Surf Shop and AMI Paddleboard Adventures. The 155 square metre property boasts three bedrooms, a sofa bed sleeping seven, a fully equipped kitchen, three bathrooms, a private pool, and access to on-site amenities including a water park and barbecue grills.
Best Anna Maria Island, FL holiday rentals with parking
8.3 33 reviews
Anna Maria Island, FL
18/07 – 25/07
SG$266/nightTotal: SG$1862 (7 )
Shorewalk 103
2 2
apartment , Bradenton
Shorewalk 103 is situated in Bradenton, approximately 10 kilometres from the John and Mable Ringling Museum of Art and 10 kilometres from Sarasota Bradenton International Airport. The apartment has received very good user ratings, an excellent location rating, and a very good cleanliness rating. The Shorewalk 103 apartment is a 109 square metre property with two bedrooms and a capacity of four guests. It offers a range of amenities including a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, and parking.
10 2 reviews
Anna Maria Island, FL
03/08 – 07/08
SG$243/nightTotal: SG$972 (4 )
Delightful 2 Br Home In West Bradenton - Sans Souci
2 3
house , Bradenton
This West Bradenton house, 12.6 km from Sarasota Bradenton International Airport and 12.6 km from the Sarasota International Convention Center, offers convenient access to local attractions. The 123-square-metre property boasts two bedrooms, two bathrooms, sleeps four guests, and includes a private terrace, spa access, fitness centre, and free Wi-Fi.
9.2 11 reviews
Anna Maria Island, FL
26/06 – 30/06
SG$308/nightTotal: SG$1232 (4 )
Don't Be Koi
2 2
house , Bradenton
Don't Be Koi is a holiday home in Bradenton, Florida, just 45km from both Tropicana Field in St. Petersburg and The Dali Museum in St. Petersburg, and 14km from The John and Mable Ringling Museum of Art in Sarasota. The property has received excellent ratings for its location, cleanliness, and overall user experience. This two-bedroom property covers 105 square metres and includes a fully equipped kitchen, a living room, a bathroom with a bath and a hair dryer, a patio, and a garden. Guests can enjoy free Wi-Fi, air conditioning, a swimming pool, and parking, as well as nearby activities like cycling and exploring the beautiful beaches and coastal areas.
9.4 18 reviews
Anna Maria Island, FL
28/06 – 29/06
SG$596/nightfor 1 night
Charming Longboat Key Bungalow Minutes From Beaches, Restaurants, Parks
1 2
apartment , Longboat Key
This Longboat Key apartment, less than 1.6km from Longboat Key's beaches and Cannons Marina, and 4.3km from Jewfish Key, offers convenient access to water activities and local attractions. The 48-square-metre one-bedroom flat sleeps two, includes a fully equipped kitchen with laundry facilities, a patio, and modern amenities such as a Smart TV, and is situated in a smoke-free building with barbecue grills.
