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Anna Maria Island, FL vacation rentals
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Best Vacation rentals and Airbnb offers 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

Near Anna Maria & Img  Private Hot Tub  Sleeps 8 - Anna Maria Island, FL
10 186 reviews

Near Anna Maria & Img Private Hot Tub Sleeps 8

apartment, Bradenton
This Bradenton vacation rental is conveniently located within three miles of Blake Medical Center and IMG Academy, and 2.7 miles from Smugglers Cove Adventure Golf.
This three-bedroom, three-bathroom house boasts 1,300 square feet of living space, sleeps eight guests, and features a fully equipped kitchen, Jacuzzi, spa, and outdoor barbecue grills.
Tropical Sunset 1 By Seabreeze Vacation - Anna Maria Island, FL
9.7 87 reviews

Tropical Sunset 1 By Seabreeze Vacation

apartment, Holmes Beach
This Holmes Beach condo is centrally located, steps from the Gulf of Mexico beach.
This two-bedroom, two-bathroom apartment sleeps six, boasting a fully equipped kitchen, screened balcony, in-unit laundry, access to a heated pool, grilling area, and rooftop terrace with sunset views, plus a ground-floor beach locker and cart.
Suncoast Getaway-10 Min To Beach- Pool-putt Putt-games-beach Kit-family Friendly - Anna Maria Island, FL
9.5 2 reviews

Suncoast Getaway-10 Min To Beach- Pool-putt Putt-games-beach Kit-family Friendly

house, West Bradenton
This recently renovated house in West Bradenton is located 1.7 miles from Palma Sola Causeway Park and 9.3 miles from Anna Maria City Pier.
This family-friendly residence offers 1880 square feet of living space with 3 bedrooms and 2 bathrooms, accommodating up to 15 guests with amenities including a saltwater swimming pool, games room, fitness center, and free WiFi.
35 Steps To The Sea At Runaway Bay - Anna Maria Island, FL
9.5 2 reviews

35 Steps To The Sea At Runaway Bay

house, Bradenton Beach
This Bradenton Beach vacation rental is a seven-minute walk from Bradenton Beach, one mile from Cortez Beach, and 14 miles from The John and Mable Ringling Museum of Art.
The 740-square-foot one-bedroom condo sleeps seven, features a private terrace, a fully equipped kitchen with a dishwasher, a swimming pool, and a fitness center, and is close to Anna Maria City Pier and Holmes Beach.

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

Palms Villa: Cozy & Minutes From Anna Maria Island - Anna Maria Island, FL
9.5 143 reviews

Palms Villa: Cozy & Minutes From Anna Maria Island

apartment, Bradenton
This Bradenton apartment is located in Shorewalk Vacation Villas, close to fishing lakes, walking bridges, and fountains, and minutes away from Anna Maria Island and its beautiful beaches. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, two-bathroom rental offers 910 square feet of space and can accommodate up to four guests. The apartment features a fully equipped kitchen, a private balcony, and access to a range of amenities including two heated pools, hot tubs, tennis courts, and a garden.
Ami Sand Dollar: Dog Friendly, Private Pool, 2 Blocks To Beach By Anna Maria Life Vacation Rentals - Anna Maria Island, FL
9.9 77 reviews

Ami Sand Dollar: Dog Friendly, Private Pool, 2 Blocks To Beach By Anna Maria Life Vacation Rentals

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.
8 Mi To Beaches: Bradenton Home W/ Poolside Oasis! - Anna Maria Island, FL
10 37 reviews

8 Mi To Beaches: Bradenton Home W/ Poolside Oasis!

house, Bradenton
This Bradenton vacation home is located just a short drive from the John and Mable Ringling Museum of Art and a few miles from the Greens of Manatee Golf Club, offering easy access to both cultural attractions and outdoor activities. Guests consistently rate this property as excellent, praising its comfortable and convenient features. This 2-bedroom rental, spanning 1330 square feet, comfortably accommodates up to 6 guests. Enjoy a private pool, a fully equipped kitchen with a dishwasher and oven, a washing machine, a cable flat-screen TV, free Wi-Fi, and a relaxing atmosphere.
Coconut Dreams! Heated Pool, 4 Min To Ami Beach - Anna Maria Island, FL
10 280 reviews

Coconut Dreams! Heated Pool, 4 Min To Ami Beach

apartment, Cortez
This house is conveniently located in Bradenton, Florida, just a short drive from Anna Maria Sound, Bradenton Beach Marina, and Fish Hole Adventure Golf. The property boasts excellent user, location, and cleanliness ratings.
The home spans 1980 square feet and comfortably accommodates up to 12 guests with 3 bedrooms and 2 bathrooms. Enjoy amenities like a private pool, a spacious garden, and a fully equipped kitchen, perfect for relaxing and entertaining.

Frequently Asked Questions about vacation 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! The Bean Point is a must-see for its stunning sunsets and views. The Anna Maria City Pier is a great place to fish or just relax and watch the Gulf. Historic Bridge Street in Bradenton Beach offers unique shops and restaurants. And don't forget to explore the nature preserves like the Anna Maria Island Nature Preserve and the Leffis Key Preserve.
  • What are the best Airbnb and vacation rentals in Anna Maria Island, FL?

    Standard 2 Bedroom B, Spectacular Beach & Dolphin Views Huge Private Balcony 2br/2ba Upstairs Villa and Anna Maria Island Beach Palms 2b are the most popular Airbnb and vacation rentals in Anna Maria Island, FL among travelers.

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

    The island's location on the Gulf Coast means you'll see amazing sunsets. The beaches are known for shelling, with a variety of shells washing ashore. You might even spot dolphins playing in the waters near the shore. Birdwatching is also popular, with various species frequenting the island's natural areas.
  • What are the most popular Airbnbs in Anna Maria Island, FL?

  • What essentials should you bring along for a trip to Anna Maria Island, Florida?

    Pack light clothing, swimwear, sunscreen, sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially for evenings. A beach umbrella and beach chairs will make your beach days more enjoyable. And of course, a camera to capture those amazing sunsets!
  • What are the best vacation rentals with a pool in Anna Maria Island, FL?

    Standard 2 Bedroom B, Anna Maria Island Beach Palms 2b and Do You Love The Beach? are the best vacation rentals with a pool in Anna Maria Island, FL.

  • What famous events or festivals are happening on Anna Maria Island, Florida?

    Anna Maria Island doesn't have large-scale, internationally known festivals. However, throughout the year, smaller local events take place, including the annual Christmas boat parade and various art walks. Check local event listings closer to your travel dates for the most up-to-date information.
  • What are the best rentals for families and kids 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 can vary greatly depending on your travel style. For a comfortable trip, expect to spend around $150-$300 per person per day. This includes mid-range accommodation, meals, some activities, and local transportation. Budget-conscious travelers could likely manage on less, while luxury travelers will spend significantly more.
  • What are the best rentals or Airbnbs with a jacuzzi 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 fine-dining establishment known for its fresh seafood. Rod & Reel Pier offers casual dining with waterfront views. Many restaurants feature fresh seafood, which is a local specialty. Key lime pie is a must-try dessert, reflecting Florida's citrus heritage.
  • What are some less-famous attractions on Anna Maria Island, Florida that are worth the visit?

    The Anna Maria Island Historical Society Museum offers a glimpse into the island's past. Exploring the quieter beaches away from the main tourist areas provides a more peaceful experience. Take a leisurely bike ride along the island's scenic paths. Consider kayaking or paddleboarding through the mangroves.
  • What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?

    Visiting local shops and art galleries allows you to interact with business owners. Attending smaller community events offers opportunities to meet residents. Simply striking up conversations with people you meet on the beach or in restaurants can provide insights into island life. The laid-back atmosphere makes it easy to connect with people.
  • What unique natural landscapes and terrain features can travelers explore on Anna Maria Island, Florida?

    Anna Maria Island features beautiful beaches with soft, white sand. The mangrove forests provide unique ecosystems to explore via kayak or paddleboard. The island's relatively flat terrain makes it easy to explore on foot or by bike.
  • How many days are ideal for visiting Anna Maria Island, Florida, and what are some itinerary suggestions?

    Three to five days is a good amount of time to explore Anna Maria Island at a relaxed pace. Spend a day relaxing on the beach, another exploring Bridge Street, and perhaps a day kayaking or visiting the nature preserves. Consider a sunset cruise for a memorable experience.

Nearby regions

Best Anna Maria Island, FL vacation rentals with a balcony

Runaway Bay 212 Home - Anna Maria Island, FL
10 14 reviews

Runaway Bay 212 Home

apartment, Bradenton Beach
This Bradenton Beach condo boasts a direct waterfront location, a 5-minute walk from Anna Maria Sound and Bradenton Beach, and within 1 mile of the Aluna Wellness Center & Spa and Bradenton Beach Marina.
The smoke-free apartment rental features a microwave, dishwasher, washer, and free WiFi, plus access to a swimming pool, fitness center, and tennis court; free parking is also provided.
Magic Jungle Farm - Working Exotic Fruit Farm Stay With Butterfly Gardens, Wooded Trails & Beaches - Anna Maria Island, FL
10 2 reviews

Magic Jungle Farm - Working Exotic Fruit Farm Stay With Butterfly Gardens, Wooded Trails & Beaches

house, Bradenton
This two-bedroom, two-bathroom house in Bradenton is located 1.7 miles from Palma Sola Causeway Park and 8.1 miles from Sarasota Bradenton International Airport.
This 1600 square foot holiday home accommodates up to nine guests and features a fully equipped kitchen, complimentary WiFi, air conditioning, and garden views from the terrace or balcony.
Pet-friendly Bradenton Home 1.5 Mi To Cortez Beach - Anna Maria Island, FL
10 61 reviews

Pet-friendly Bradenton Home 1.5 Mi To Cortez Beach

house, Cortez
This pet-friendly vacation rental is located in Bradenton, Florida, just a short drive from the beach, the John and Mable Ringling Museum of Art, and the Greens of Manatee Golf Club. Guests have consistently rated this property excellent for its cleanliness, location, and overall experience.
This comfortable two-bedroom home spans 1000 square feet and comfortably accommodates up to four guests. Enjoy amenities such as a fully equipped kitchen, air conditioning, private parking, a terrace, a garden, and a spa, perfect for a relaxing getaway.
Anna Maria Beach Condo 1/1 - Anna Maria Island, FL
9.8 268 reviews

Anna Maria Beach Condo 1/1

apartment, Bradenton Beach
This smoke-free condo is located on Bradenton Beach, just steps from Anna Maria Sound and Bradenton Beach, with Aluna Wellness Center & Spa and Bradenton Beach Marina within a 10-minute walk. The apartment has received excellent reviews from previous guests, ensuring a comfortable and enjoyable stay.
The one-bedroom, one-bathroom unit comes equipped with a kitchen featuring a microwave, dishwasher, and coffee maker, as well as a washing machine, TV, and hair dryer. The apartment also offers access to a swimming pool, parking, and internet, making it a convenient and relaxing option for a Bradenton Beach getaway.

Best Anna Maria Island, FL vacation rentals with parking

California Ranch House - Anna Maria Island, FL
9.8 85 reviews

California Ranch House

apartment, Bradenton
This Bradenton vacation home is located within a 5km radius of De Soto National Memorial, Blake Medical Center, and Robinson Preserve, with Palma Sola Botanical Park just 4.4km away, providing easy access to history, nature, and healthcare facilities while offering a quiet and relaxing escape from the city's hustle. The house has earned excellent ratings for location, cleanliness, and user experience.
The 2-bedroom, 2-bathroom home comfortably accommodates 4 guests. Amenities include a refrigerator, microwave, dishwasher, washing machine, TV, coffee maker, and internet access, ensuring a comfortable and convenient stay.
Beach Town 1 Bedroom Apt. - Anna Maria Island, FL
9.2 64 reviews

Beach Town 1 Bedroom Apt.

apartment, Holmes Beach
This one-bedroom apartment in Holmes Beach is just a 2.5-block walk from the world-renowned beaches, offering a peaceful setting with a small lake in the back.
The apartment features a recently renovated bathroom, a shared backyard with a front and back porch, and is ideal for small families or couples seeking a relaxing getaway.
Anna Maria Island Beach Palms 2b - Anna Maria Island, FL
9.5 1776 reviews

Anna Maria Island Beach Palms 2b

apartment, Bradenton Beach
This beachfront rental is located in Bradenton Beach, just a short distance from Bradenton Beach, Cortez Beach, and Coquina Beach, offering easy access to the area's best attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The rental features a private heated pool, a garden with a balcony, and a fully equipped kitchen. Enjoy a range of amenities, including a playground for kids, free Wi-Fi and parking, and access to cycling trails.
Tropical Paridise With Heated Pool Minutes To Img - Anna Maria Island, FL
9.9 407 reviews

Tropical Paridise With Heated Pool Minutes To Img

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.
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