Vacation Rentals in Anna Maria Island, FL

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Anna Maria Island, FL vacation rentals
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9208 Vacation rentals and Airbnb in Anna Maria Island, FL

Best family friendly Anna Maria Island, FL vacation rentals

Among the 9208 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals

5 Stars! ⭐️ Hottub&pool-4br/2ba  5 Miles To Beach! - Anna Maria Island, FL
9.8 142 reviews

5 Stars! ⭐️ Hottub&pool-4br/2ba 5 Miles To Beach!

apartment, West Bradenton
This family-friendly vacation home is located in West Bradenton, just 2.7 kilometres from Blake Medical Center and within a 10 kilometre radius of attractions like Arcadeland and the Bishop Museum of Science and Nature. This property has received excellent reviews for its location, cleanliness, and overall experience.
This four-bedroom, two-bathroom property offers a comfortable and spacious environment for families. Enjoy amenities like a private pool, spa tub, game room, fully equipped kitchen, free Wi-Fi, and a washing machine, as well as easy access to the beach.
Bradenton Retreat Near Ami With Spa Shower, Pool & Hot Tub - Anna Maria Island, FL
9.3 3 reviews

Bradenton Retreat Near Ami With Spa Shower, Pool & Hot Tub

house, Bradenton
This spacious four-bedroom holiday home in Bradenton, Florida, is situated approximately 23 kilometres from the John and Mable Ringling Museum of Art and 13.5 kilometres from the Greens of Manatee Golf Club.
The 204-square-metre property boasts a private heated pool, hot tub, indoor arcade, and outdoor dining area, comfortably accommodating up to 18 guests and offering numerous amenities including tennis court and free Wi-Fi.
Lakefront Condo · Pools · Img · Anna Maria Beaches - Anna Maria Island, FL
9.8 204 reviews

Lakefront Condo · Pools · Img · Anna Maria Beaches

apartment, Bradenton
This waterfront apartment is located just 1.8 km from Arcadeland and 2.4 km from IMG Academy, offering easy access to popular attractions in Bradenton. The apartment has received excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The two-bedroom, two-bathroom apartment spans 116 square metres and comfortably accommodates up to four guests. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, tennis court, and free parking.
Tides Inn On The Bay Vacation Homes - Anna Maria Island, FL
9.7 154 reviews

Tides Inn On The Bay Vacation Homes

house, Bradenton Beach
Tides Inn on the Bay Vacation Homes is located in Bradenton Beach, just a few steps from Cortez Beach and a 6-minute walk from the town centre, offering a peaceful yet convenient location. This property enjoys excellent ratings for cleanliness, location and user experience.
The self-catering accommodation offers comfortable amenities including a fully equipped kitchen, air conditioning, a private bathroom and a terrace or balcony. Guests can also enjoy a swimming pool, a garden, parking and a barbecue, and take advantage of the nearby fishing spots, airport shuttle service and access to other Bradenton Beach attractions.

Best Anna Maria Island, FL vacation rentals with a pool

Among the 9208 accommodations in Anna Maria Island, FL, here are the 4 best rentals with a pool

The Beach Condo #107 Beachfront Full View - Anna Maria Island, FL
9.8 301 reviews

The Beach Condo #107 Beachfront Full View

apartment, Longboat Key
This apartment is located just 0.16 kilometres from the beach on Longboat Key, within a 10 kilometre radius of Lido Beach, St. Armands Circle, Cannons Marina, and Quick Point Nature Reserve. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a 31 square metre property with one bathroom and can accommodate up to four guests. It offers a range of amenities, including a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and parking.
Sleeps 10 Outdoor Oasis Heated Pool Grill - Anna Maria Island, FL
No reviews

Sleeps 10 Outdoor Oasis Heated Pool Grill

house, South Bradenton
This South Bradenton detached house is located 11.5 kilometres from the Sarasota International Convention Centre and the John and Mable Ringling Museum of Art, with Sarasota Bradenton International Airport 9 kilometres away.
This property offers accommodation for 10 guests across 3 bedrooms and 2 bathrooms, featuring a heated swimming pool, garden, and private parking, all within a 121 square metre floor area.
Sugar Shack *Hot Tub, Waterslide, Pool, Mini Golf - Anna Maria Island, FL
9.3 167 reviews

Sugar Shack *Hot Tub, Waterslide, Pool, Mini Golf

bungalow, Bradenton
This Bradenton property is conveniently located within 5 kilometres of Blake Medical Center, LECOM Park, and Riverwalk, offering easy access to the area's attractions. The property has consistently received excellent guest ratings for its location, cleanliness, and overall experience.
The house features three bedrooms, providing comfortable accommodation for families or groups of friends. Guests can enjoy a range of amenities, including a private garden, a swimming pool, a jacuzzi, and a fully equipped kitchen.
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 property in San Remo Shores, Bradenton, Florida, offers convenient access to Anna Maria Island's beaches (a short drive away) and is close to Palma Sola Bay.
This three-bedroom, two-bathroom house, boasting 139 square metres of floor space, sleeps up to eight guests and features a private heated pool, dock suitable for a 24-foot boat, and high-speed Wi-Fi; kayaking, biking and fishing are readily available nearby.

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 for its stunning views and iconic beach. The Anna Maria Island Historical Society Museum provides a glimpse into the island's past. For a relaxing stroll, the Anna Maria City Pier offers fantastic sunset views. And don't forget the picturesque Bridge Street, lined with shops and restaurants.
  • What are the best Airbnb and vacation rentals in Anna Maria Island, FL?

    Beach Front 2 Bedroom B, Gulf & Sunset Views 1br Apt - C Is A Centrally Located - Walk To All Location and Anna Maria Island Beach Palms 2b are the most popular Airbnb and vacation rentals in Anna Maria Island, FL among travelers.

  • Are there any unique natural phenomena on Anna Maria Island, Florida?

    The island's position in the Gulf of Mexico means you'll see incredible sunsets. The diverse birdlife is also noteworthy, with many species visible in the mangroves and along the beaches. The calm, shallow waters are perfect for spotting dolphins and manatees, particularly during the cooler months.
  • 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 are reusable water bottles to stay hydrated in the Florida sun. Don't forget your beach towel and a good book!
  • What are the best vacation rentals with a pool in Anna Maria Island, FL?

    Beach Front 2 Bedroom B, Anna Maria Island Beach Palms 2b and 2nd House From The Beach With No Roads To Cross 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 preferences. Accommodation can range from budget-friendly motels to luxury rentals. Food costs can be managed with picnics and grocery shopping, or by dining at upscale restaurants. Transportation is often easiest by car or bicycle, but taxis are available. Activities range from free beach time to paid tours and water sports. A reasonable estimate for a mid-range daily budget would be around £150-£300 per person, but this is just a guideline.
  • 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 known for its upscale dining experience. Rod & Reel Pier offers casual beachfront dining. For fresh seafood, try The Waterfront Restaurant. Many restaurants feature fresh, locally caught seafood; grouper, snapper, and shrimp are popular choices.
  • 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?

    Exploring the mangroves by kayak or paddleboard offers a unique perspective on the island's ecosystem. The smaller beaches away from the main tourist areas, such as the beach near the north end of the island, provide a more tranquil experience. A visit to the Anna Maria Island Nature Preserve offers a chance to see local wildlife.
  • What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?

    Visiting local businesses, such as small shops and art galleries, is a great way to interact with residents. Attending local events and farmers' markets provides opportunities to meet people. Simply striking up conversations with people you encounter while exploring the island can lead to interesting interactions.
  • What unique natural landscapes and terrain features can travellers explore on Anna Maria Island, Florida?

    Anna Maria Island features beautiful beaches, of course, but also mangrove forests, providing a unique ecosystem to explore. The island's relatively flat terrain makes it easy to cycle or walk around, allowing you to appreciate the coastal views and natural beauty.
  • 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 the island at a relaxed pace. A possible itinerary could include a day exploring the beaches, a day visiting the historical sites and shops, and a day dedicated to water activities or exploring the mangroves. You could also add a day trip to a nearby location like Bradenton Beach.

Nearby regions

Best Anna Maria Island, FL holiday rentals with a balcony

Spacious Shorewalk 2b-2b Condo Near Anna Maria Island, Beaches & Img Academy - Anna Maria Island, FL
9.2 7 reviews

Spacious Shorewalk 2b-2b Condo Near Anna Maria Island, Beaches & Img Academy

resort, Bradenton
This resort is situated in Bradenton, just 13 kilometres from The John and Mable Ringling Museum of Art and 10 kilometres from Sarasota Bradenton International Airport, offering easy access to both cultural attractions and transport links. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The spacious two-bedroom apartment offers 111 square metres of living space and can comfortably accommodate up to 10 guests. This family-friendly resort features a swimming pool, jacuzzi, garden, fitness centre, and free Wi-Fi, ensuring a relaxing and enjoyable stay for all.
Ab Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img - Anna Maria Island, FL
9.2 7 reviews

Ab Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img

apartment, Bradenton
This Bradenton lakeside apartment, five minutes from IMG Academy and fifteen minutes (approx. 24km) from Anna Maria Island and Longboat Key beaches, offers convenient access to local attractions.
The 109 square metre, two-bedroom, two-bathroom property sleeps four guests and boasts a private terrace, swimming pool, Jacuzzi, and tennis court, alongside a fully equipped kitchen and air conditioning.
Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, Maximum Occupancy Of 6 People. - Anna Maria Island, FL
9.8 55 reviews

Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, Maximum Occupancy Of 6 People.

apartment, Holmes Beach
This two-bedroom apartment is located in Bradenton Beach, just 1.6 kilometres from Anna Maria Sound and the beach, offering easy access to the area's attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The 98-square-metre apartment comfortably sleeps six guests and features a fully equipped kitchen, two bathrooms, a private balcony, and a swimming pool. Enjoy free Wi-Fi, a DVD player, air conditioning, and parking, making your stay relaxing and convenient.
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 perfectly located just a 5-minute walk from Anna Maria Sound and a short distance from Bradenton Beach Marina, offering easy access to the area's attractions. The accommodation has received excellent user and location ratings, and a very good cleanliness rating.
The two-bedroom apartment spans 111 square metres and features a fully equipped kitchen, two bathrooms, a washing machine, a balcony, and a TV. Guests can enjoy a range of amenities, including a swimming pool, a Jacuzzi, a terrace, a garden, a spa, a restaurant, and parking.

Best Anna Maria Island, FL holiday rentals with parking

Cozy, Relaxing Studio 17 Minutes From The Beach. - Anna Maria Island, FL
9.9 181 reviews

Cozy, Relaxing Studio 17 Minutes From The Beach.

cabin, Bradenton
This self-contained studio apartment is situated in a peaceful Bradenton neighbourhood, conveniently located within a 27km radius of Anna Maria Island's beaches and attractions, including IMG Academy (11 minutes' drive) and LECOM Park (5 minutes' drive).
The 1-bedroom, 1-bathroom unit sleeps 2 guests and features a fully equipped kitchenette with microwave, toaster, coffee maker and refrigerator, plus complimentary refreshments; ample parking with 24-hour security is provided.
Riverfront 2br  Near Anna Maria Island - Anna Maria Island, FL
9.7 110 reviews

Riverfront 2br Near Anna Maria Island

apartment, West Bradenton
This West Bradenton apartment, near the Manatee River and 8km from Anna Maria Island, offers stunning river views and easy access to Bradenton, Sarasota, and Tampa.
The self-contained flat sleeps four, features two bedrooms, one bathroom, a kitchen with fridge, freezer and microwave, plus internet access and a private entrance; a boat lift is available for rent nearby.
'Ocean Breeze Oasis' W/ Boat Dock & Slip On Canal! - Anna Maria Island, FL
9.4 110 reviews

'Ocean Breeze Oasis' W/ Boat Dock & Slip On Canal!

house, Bayshore Gardens
This Bayshore Gardens holiday home is situated in Bradenton, Florida, 3.1km from Sarasota Bradenton International Airport and a short drive from attractions such as the Van Wezel Performing Arts Hall and The John and Mable Ringling Museum of Art.
The 135-square-metre property boasts three bedrooms, a private boat dock, a swimming pool, Jacuzzi, fitness centre, free Wi-Fi, and bicycles for guest use, perfect for families or groups seeking a relaxing Florida getaway.
Shorewalk Condominium - Anna Maria Island, FL
9.5 2 reviews

Shorewalk Condominium

house, Bradenton
Shorewalk Condo, a one-bedroom apartment in Bradenton, Florida, is situated 11km from Sarasota Bradenton International Airport and 6km from the Greens of Manatee Golf Club, offering easy access to local attractions.
This self-catering property sleeps seven, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, a swimming pool, and free private parking; nearby activities include cycling and exploring museums such as The John and Mable Ringling Museum of Art and The Dali Museum.
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