Best Holiday rentals and Airbnb offers in Anna Maria Island, FL
8.6 38 reviews
Anna Maria Island, FL
10/07 – 12/07
£307/nighttotal: £614 (2 )
2nd-floor Duplex Near Beach With Heated Pool, Grill, Balcony, & W/d
2 7
apartment , Bradenton Beach
This Bradenton Beach apartment, a two-bedroom duplex, is situated two blocks from the beach and less than 1.6km from Bridge Street, home to attractions such as The Fish Hole miniature golf and the Bridge Street Clock Tower. The 70 square metre property boasts a coastal-themed open-plan layout, sleeping up to seven guests and featuring a fully equipped kitchen, two bathrooms, a private balcony, free parking for two cars, a shared heated outdoor pool (requiring 24-hour notice), and a gas grill with an outdoor shower.
9.6 41 reviews
Anna Maria Island, FL
16/07 – 23/07
£235/nighttotal: £1645 (7 )
One Particular Harbour 392-201 · Courtyard View · Pet-friendly
2 4
apartment , Bradenton
This Bradenton waterfront apartment, situated within 3.2km of Anna Maria Sound and under 4.8km from Manatee Public Beach and Bradenton Beach, offers stunning views. The 138 square metre property boasts two bedrooms, two bathrooms, sleeps five, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and access to an on-site water park and barbecue grills.
9.8 224 reviews
Anna Maria Island, FL
02/10 – 08/10
£120/nighttotal: £720 (6 )
Shorewalk Sunny Bella Rosa 2br Villa 2 Pools & Hot Tubs Near Img / Beaches
2 3
apartment , Bradenton
This two-bedroom apartment is located in South Bradenton, just 1.6 kilometres from the IMG Tennis Academy and a 15-20 minute drive from Anna Maria, Bradenton, and Longboat Key beaches. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment offers 119 square metres of living space, comfortably accommodating up to four guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
9.6 64 reviews
Anna Maria Island, FL
02/08 – 09/08
£124/nighttotal: £868 (7 )
*Casa Bella* Waterfront View! 2br, W/2 Pools, Mins To Img/beach/anna Maria Isl
2 2
apartment , Bradenton
This lakefront apartment is located in the Shorewalk resort in Bradenton, just minutes from the beaches of Anna Maria Island, Siesta Key, and Longboat Key. It has been rated excellent by previous guests and is a great option for families or groups of up to six people. The apartment offers 111 square metres of living space, with two bedrooms and two bathrooms. It comes equipped with a range of amenities, including a swimming pool, a jacuzzi, a tennis court, and a fully-equipped kitchen, as well as free Wi-Fi and cable TV.
8.8 3 reviews
Anna Maria Island, FL
20/06 – 27/06
£146/nighttotal: £1022 (7 )
Lakefront 2br Bradenton Rental Near Img & Beaches
2 2
house , South Bradenton
This lakefront duplex in South Bradenton is conveniently located just 3 minutes from IMG Academy, 10 minutes from Downtown Bradenton, and 15 minutes from Anna Maria Island beaches. This property offers 93 square meters of living space with 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests, featuring a fully stocked kitchen, dedicated workspace with fast Wi-Fi, and a washer/dryer, with pet-friendly options available.
9.9 30 reviews
Anna Maria Island, FL
10/07 – 12/07
£277/nighttotal: £554 (2 )
Near Bradenton Beach-ami-img Academy
1 7
apartment , Bradenton
This Bradenton holiday home, excellently located less than 11km from Anna Maria Island and 5km from IMG Academy, offers easy access to Robinson Preserve and GT Bray Park. Sleeping up to 10 guests, this three-bedroom, two-bathroom property boasts a converted garage game room with ping pong and darts, a private fenced backyard with mini golf and outdoor games, and a fully equipped kitchen; fast WiFi and a designated workspace are also provided.
9.4 25 reviews
Anna Maria Island, FL
15/08 – 22/08
£147/nighttotal: £1029 (7 )
Runaway Bay 210
1 1
apartment , Bradenton Beach
Runaway Bay 210 apartment is a two-minute walk from Bradenton Beach and under 1.6km from Cortez Beach, offering easy access to Holmes Beach (2.1km) and Anna Maria City Pier (8.5km). This 100 square metre self-catering flat features one bedroom, one bathroom, a fully equipped kitchen, and a terrace, plus access to a swimming pool, sauna, fitness centre, tennis court, and on-site restaurant.
9.7 64 reviews
Anna Maria Island, FL
05/01 – 12/01
£251/nighttotal: £1757 (7 )
Sea Breeze: Pool Home In Perfect Central Location
3 2
apartment , Holmes Beach
This holiday home is located in Holmes Beach, just 1.5km from both Bradenton Beach and Island Gallery West, and within 3.2km of Holmes Beach Beaches and Manatee Public Beach. The property has received excellent ratings for its cleanliness, location, and overall user experience. The house has 3 bedrooms, 2 bathrooms and spans 130 square metres, comfortably accommodating up to 6 guests. The property includes a private pool, a jacuzzi, barbecue grills, and a spacious garden, providing ample opportunity for relaxation and entertainment.
9.8 66 reviews
Anna Maria Island, FL
03/08 – 07/08
£135/nighttotal: £540 (4 )
Waterfront Beach Condo 5 Min To Ami + Boat Dock
1 3
house , Bradenton
This recently refurbished two-bedroom condo is located on Palma Sola Causeway, Bradenton, Florida, approximately 3.2 kilometres from Anna Maria Island's beaches and a short drive from Bradenton's city centre and various attractions including Perico Preserve and Robinson Preserve. The property, sleeping four guests, boasts a fully equipped kitchen, patio with BBQ, private boat dock on a canal leading to Palma Sola Bay, two complimentary beach bikes, and beach essentials provided; kayaking and paddleboarding are readily available nearby.
9.2 7 reviews
Anna Maria Island, FL
20/06 – 27/06
£184/nighttotal: £1288 (7 )
Bahama Blue Retreat
3 2
house , Bradenton
Bahama Blue Retreat, a spacious three-bedroom house in Bradenton, Florida, is located 1.8 km from Palma Sola Causeway Park and within a 16-20 km radius of attractions including Greens of Manatee Golf Club and Anna Maria City Pier. This 163 square metre holiday home sleeps up to 11 guests, boasting a fully equipped kitchen, private patio with garden views, and on-site children's playground; nearby Sarasota Bradenton International Airport is 16 km away.
9.6 73 reviews
Anna Maria Island, FL
15/08 – 22/08
£112/nighttotal: £784 (7 )
Pelican Paradise: Pools, Clubhouse, Near Golf!
2 1
apartment , Bradenton
This apartment is located in Bradenton, just 1.8km from Arcadeland amusement park and 2.4km from IMG Academy, making it ideal for exploring the area's attractions. The property has received excellent ratings for its location, cleanliness, and overall experience. The apartment is a two-bedroom, two-bathroom property with a floor area of 109 square metres, comfortably accommodating up to four guests. It features a fully equipped kitchen, a balcony, a washing machine, a swimming pool, a fitness centre, barbecue grills, and parking.
9.3 73 reviews
Anna Maria Island, FL
02/10 – 08/10
£166/nighttotal: £996 (6 )
Private Pool Home- Near Beaches-room For Boat Or Jet Ski Parking
3 3
apartment , Bradenton
This Bradenton property is conveniently situated just 5km from Blake Medical Center, De Soto National Memorial and Robinson Preserve, offering easy access to both the beach and local attractions. The house has received excellent user ratings and very good ratings for location and cleanliness. This 3-bedroom, 2-bathroom home is ideal for families or groups of up to 6 guests, offering 143 square metres of comfortable living space. The property includes a private pool, a fully equipped kitchen, laundry facilities, a garden and parking, ensuring a relaxing and enjoyable stay.
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
9.9 57 reviews
Anna Maria Island, FL
10/07 – 12/07
£365/nighttotal: £730 (2 )
Showstopper. Garden Oasis. Spacious & Fun.
1 7
apartment , Bayshore Gardens
This spacious, four-bedroom house in Bayshore Gardens, Florida, offers easy access to Anna Maria Island, Longboat Key, and Siesta Key, with IMG Academy just under 5 kilometres away. The 2600 sq ft (approximately 242 sq m) single-storey property sleeps up to 14 guests, boasting three bathrooms, a fully equipped kitchen, a tranquil garden with a pond, and amenities including beach equipment, a pool table, and free parking for four cars.
9.8 187 reviews
Anna Maria Island, FL
02/10 – 08/10
£141/nighttotal: £846 (6 )
Beautifully Furnished Condo
2 3
apartment , Bradenton
This waterfront apartment is located in Bradenton, just 3 kilometres from Arcadeland and IMG Academy, and 5 kilometres from Smugglers Cove Adventure Golf and IMG Soccer Academy. The property has consistently received excellent ratings for user experience, location, and cleanliness. This 2-bedroom, 2-bathroom apartment spans 116 square metres and comfortably accommodates up to 4 guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, tennis court, and free parking.
8.9 1670 reviews
Anna Maria Island, FL
20/06 – 27/06
£174/nighttotal: £1218 (7 )
4411 Shorewalk 15 Min To Beach And 5 Mins To Img
2 2
house , Bradenton
This two-bedroom house in Bradenton is ideally located just 15 minutes from the beach and 5 minutes from IMG Academy, making it perfect for families or groups looking for a relaxing and convenient stay. The house has consistently received excellent ratings for its location, cleanliness, and overall experience. The house is spacious and comfortable, providing a relaxing retreat after a day of exploring the area. Guests can enjoy a range of amenities, including a private pool, a hot tub, and a fully equipped kitchen.
9.8 216 reviews
Anna Maria Island, FL
05/01 – 12/01
£189/nighttotal: £1323 (7 )
2br Corner Condo W/ Lanai · Dual Pools & Hot Tubs · Img Academy · Gulf Beaches
2 2
apartment , Bradenton
This waterfront apartment is located just 1.8 kilometres from Arcadeland and 2.4 kilometres from IMG Academy, making it a convenient base for exploring Bradenton's attractions. 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. Amenities include a fully equipped kitchen, washing machine, free Wi-Fi, a private spa tub, barbecue grills, a swimming pool, a jacuzzi, a garden, a tennis court, and parking.
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
9.0 525 reviews
Anna Maria Island, FL
07/08 – 09/08
£258/nighttotal: £516 (2 )
Sea Club I
1 2
studio , Longboat Key
This studio apartment is located on Longboat Key, Florida, just a 2-minute walk from Bayfront Park Recreational Center and a short drive from attractions like Beer Can Island, Harborside Golf Course, and Mote Marine Aquarium. The studio has received very good ratings for cleanliness and user experience, and the location has been rated excellent. The studio offers a fully equipped kitchen, a private balcony or terrace, and access to a swimming pool and garden. Guests can enjoy free Wi-Fi, on-site parking, and direct access to a private beach.
10 1 review
Anna Maria Island, FL
20/06 – 27/06
£266/nighttotal: £1862 (7 )
Tradewinds Key West Style #9
1 2
house , Bradenton Beach
Tradewinds Key West Style #9 is a holiday cottage in Bradenton Beach, located a 3-minute walk from the beach and 21 kilometres from Sarasota International Convention Centre. This 51 square metre holiday cottage accommodates up to 7 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, a private balcony, an outdoor swimming pool, and outdoor seating areas.
9.7 67 reviews
Anna Maria Island, FL
15/08 – 22/08
£206/nighttotal: £1442 (7 )
Ami Starfish - 6403 A Holmes
2 1
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.
10 38 reviews
Anna Maria Island, FL
10/07 – 12/07
£432/nighttotal: £864 (2 )
Island Song
1 7
apartment , Bradenton
Island Song, a three-bedroom property in Bradenton, Florida, is situated 4.8 kilometres from IMG Academy and 10 kilometres from Anna Maria Island's beaches. This self-catering holiday home sleeps nine guests and boasts a heated saltwater pool, a games area with Pac-Man, cornhole, Connect 4 and foosball, plus a luxurious coastal-themed interior and a relaxing lanai.
Frequently asked questions about holiday rentals in Anna Maria Island, FL
What are the must-see sights on Anna Maria Island, Florida?
Anna Maria Island boasts beautiful beaches, of course! Bean Point is a must-see for its stunning sunsets and views. The historic Anna Maria City Pier offers great fishing and people-watching opportunities. For a taste of history, explore the Anna Maria Island Historical Society Museum. And don't miss the picturesque Bridge Street, filled with shops and restaurants.
What are the best Airbnb and holiday rentals in Anna Maria Island, FL?
Are there any unique natural phenomena on Anna Maria Island, Florida?
The island's position on the Gulf Coast means you'll experience beautiful sunsets and the gentle Gulf breezes. The beaches themselves are a unique natural phenomenon, with their soft, white sand and calm waters perfect for swimming, shelling, and sunbathing. Keep an eye out for the abundant birdlife – you might spot herons, egrets, or even pelicans.
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 for exploring the island. Don't forget your beach towel and a reusable water bottle to stay hydrated in the Florida sun. A camera is also a good idea to capture the beautiful scenery.
What are the best holiday 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 budget, expect to spend approximately £150-£300 per day for a couple, covering accommodation, meals, some activities, and local transport. This is just an estimate; you could spend more or less depending on your choices.
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 waterfront dining with classic seafood dishes. For a more casual atmosphere, try the many beachfront cafes and eateries along Pine Avenue. Fresh seafood, especially grouper and stone crab (in season), are must-try specialties.
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 Anna Maria Island Nature Preserve offers lovely walking trails and opportunities for birdwatching. Exploring the quieter beaches away from the main tourist areas, such as the southern end of the island, can be a rewarding experience. Consider renting bikes and cycling the length of the island – it's a great way to see the quieter residential areas.
What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?
Visiting local shops and markets provides a chance to chat with owners and learn about the area. Dining at smaller, family-run restaurants is another great way to experience local culture. Attending any local events or festivals (check local listings) offers opportunities to interact with residents.
What unique natural landscapes and terrain features can travellers explore on Anna Maria Island, Florida?
Anna Maria Island is known for its beautiful beaches, which are its main natural feature. The island's relatively flat terrain makes it easy to explore on foot or by bicycle. The mangrove forests and coastal wetlands offer diverse ecosystems, though accessing these areas might require some planning.
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. A possible itinerary could include: Day 1: Beach time and exploring Anna Maria City; Day 2: Visit Bean Point and explore Bradenton Beach; Day 3: Explore Holmes Beach and enjoy watersports; Day 4: Relax, shop, and enjoy a final sunset.
Nearby regions
Best Anna Maria Island, FL holiday rentals with a balcony
9.6 26 reviews
Anna Maria Island, FL
05/01 – 12/01
£178/nighttotal: £1246 (7 )
Labella Casa: Games, Updated Beachy Chic Home Moments To The Gulf!
3 2
apartment , Holmes Beach
This Holmes Beach holiday home is situated near the sea, a 2.4km stroll from Bradenton Beach and Island Gallery West, and within 3.2km of AMI Paddleboard Adventures and Holmes Beach's shores. This 153 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a private pool, Jacuzzi, tennis court, and fully equipped kitchen; plus nearby family-friendly attractions like an arcade.
9.5 2 reviews
Anna Maria Island, FL
20/06 – 27/06
£198/nighttotal: £1386 (7 )
Walk To Beach Home With Bbq And Fire Pit In Bradenton
2 2
house , Bradenton
This Bradenton holiday home, a short walk from Palma Sola Causeway Park and 16km from Bradenton Airport, offers easy access to Bradenton's beaches and is within a 19-24km radius of several major attractions including the Greens of Manatee Golf Club and Anna Maria City Pier. This two-bedroom, two-bathroom property boasts 145 square metres of living space, comfortably accommodating four guests and featuring a fully equipped kitchen, swimming pool, garden, parking, and free Wi-Fi.
Anna Maria Island, FL
20/06 – 27/06
£262/nighttotal: £1834 (7 )
Cedars East #622
1 2
house , Longboat Key
Cedars East #622 is a holiday home situated in Longboat Key, an eight-minute walk from Longboat Key Beach and 24 kilometres from the John and Mable Ringling Museum of Art. This two-bedroom property offers 134 square metres of living space, accommodates up to eleven guests, and features a fully equipped kitchen, air conditioning, a swimming pool, a fitness centre, tennis courts, and a children's playground.
9.5 308 reviews
Anna Maria Island, FL
02/10 – 08/10
£208/nighttotal: £1248 (6 )
Beach Front One Bedroom Condo Paradise. Ground Floor.
1 3
apartment , Longboat Key
This studio apartment is located on Longboat Key, just a 2-minute walk from the beach and 19 kilometres from the John and Mable Ringling Museum of Art. It has received excellent ratings for its location, cleanliness and overall experience. The apartment is on the ground floor, offering easy access and a private balcony. Guests have access to a range of amenities including a well-equipped kitchen, a swimming pool, a jacuzzi, a tennis court and free parking.
Best Anna Maria Island, FL holiday rentals with parking
9.7 312 reviews
Anna Maria Island, FL
05/01 – 12/01
£158/nighttotal: £1106 (7 )
Ideal Beach Hideaway Pool Condo Located Between The Island Marina And Beach
1 2
house , Bradenton Beach
This charming house is located in Bradenton Beach, just 9.3 kilometres from Anna Maria City Pier and 22.5 kilometres from The John and Mable Ringling Museum of Art, offering easy access to both the beach and local attractions. It has received excellent ratings for location, cleanliness, and user experience. The property features one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private patio, a swimming pool, and a washing machine, ensuring a comfortable and enjoyable stay.
8.0 2 reviews
Anna Maria Island, FL
10/07 – 12/07
£327/nighttotal: £654 (2 )
'Colorful Cottage' W/ Lanai: 7 Mi To Cortez Beach!
3 7
apartment , Bradenton
This three-bedroom holiday home is situated in Bradenton, Florida, just 11 kilometres from the beaches of Anna Maria Island and a short drive from the Bishop Museum of Science and Nature. This pet-friendly property boasts a private pool, screened-in porch, and multiple dining areas, with a total floor area of 227 square metres and a capacity of six guests.
9.5 232 reviews
Anna Maria Island, FL
16/08 – 17/08
£565/nightfor 1 night
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
3 5
apartment , Anna Maria
This charming cottage is located on the North End of Anna Maria Island, just a short walk from Pine Avenue, City Pier, and a variety of restaurants. Guests have consistently rated the cottage as excellent for its location, cleanliness, and overall experience. The cottage spans 107 square metres and comfortably accommodates up to six guests in its three bedrooms and two bathrooms. Enjoy a private dock with waterfront views, a spacious deck for outdoor dining, a fully equipped kitchen, and access to Netflix and WiFi.
9.9 410 reviews
Anna Maria Island, FL
16/08 – 17/08
£368/nightfor 1 night
Paradise Cove -- A Perfect Beach Getaway
3 5
apartment , Bradenton
This family-friendly holiday home is situated in Bradenton, within 3 miles of Smugglers Cove Adventure Golf, arcadeland, and The Bishop Museum of Science and Nature, offering easy access to entertainment and cultural experiences. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The property is a spacious 128 square metre accommodation with 2 bathrooms, 3 bedrooms, a sofa bed and a private pool. Guests can enjoy a range of amenities including a fully equipped kitchen, a barbecue grill, a garden, a terrace, and parking facilities.
