Compare Vacation Rentals & Airbnb in Anna Maria Island, FL

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Anna Maria Island, FL vacation rentals
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6231 Rentals and Airbnb in Anna Maria Island, FL

Best family friendly Anna Maria Island, FL vacation rentals

Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals

Sunshine Oasis 2 With Heated Saltwater Pool Just Minutes To Gulf Beaches - Anna Maria Island, FL
9.9 304 reviews
Anna Maria Island, FL
30/08 – 03/09
$447/nighttotal: $1788 (4 )

Sunshine Oasis 2 With Heated Saltwater Pool Just Minutes To Gulf Beaches

3 5
apartment , Bradenton
This three-bedroom house is located in Bradenton, within easy reach of Smugglers Cove Adventure Golf, Blake Medical Center, and other attractions. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The 147 square metre property comfortably accommodates up to six guests. It offers a private pool, spa tub, fenced yard, and a fully equipped kitchen, along with other amenities for a relaxing and enjoyable stay.
Tropical Luxury Escape Heated Pool Pets Ok Img Short Drive To Gulf Beaches - Anna Maria Island, FL
9.3 39 reviews
Anna Maria Island, FL
27/06 – 04/07
$489/nighttotal: $3423 (7 )

Tropical Luxury Escape Heated Pool Pets Ok Img Short Drive To Gulf Beaches

3 2
house , Bradenton
This house is situated in Bradenton, just 15 kilometres from the John and Mable Ringling Museum of Art and 12 kilometres from Sarasota Bradenton International Airport. The property has received excellent ratings for its location, cleanliness and overall user experience.
The house offers 152 square metres of space with three bedrooms. Guests can enjoy a private heated pool, a fully equipped kitchen, a spacious garden and a tennis court, as well as access to streaming services and a comfortable terrace.
Bradenton Oasis - Pool, Hot Tub, Mini Golf - Ami, Img - Anna Maria Island, FL
10 3 reviews
Anna Maria Island, FL
27/06 – 28/06
$3502/nightfor 1 night

Bradenton Oasis - Pool, Hot Tub, Mini Golf - Ami, Img

5 8
apartment , Bradenton
This detached house in Bradenton offers a 5-minute walk to Palma Sola Bay and a 22-minute drive to Tampa Bay.
This spacious 279 square meter residence accommodates up to 16 guests with 5 bedrooms, 3 bathrooms, a private swimming pool, hot tub, garden, and balcony, featuring a fully equipped kitchen and on-site parking.
Charming House With Beach Life Just Around The Corner In Delightful Bradenton... - Anna Maria Island, FL
9.4 3 reviews
Anna Maria Island, FL
11/07 – 25/07
$243/nighttotal: $3402 (14 )

Charming House With Beach Life Just Around The Corner In Delightful Bradenton...

3 7
apartment , Bradenton
This Bradenton property, situated off 30th Street near Manatee High School, is approximately 11 kilometres from Anna Maria Island and 6 kilometres from IMG Academy.
Sleeping up to 10 guests in three bedrooms with queen and twin beds, plus two additional full beds in the living area, this family-friendly house boasts amenities including air conditioning, Wi-Fi, a washing machine, 4K Smart TVs, and a garden; board games are also provided.

Best Anna Maria Island, FL vacation rentals with a pool

Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best rentals with a pool

Almost There - Anna Maria Island, FL
9.6 54 reviews
Anna Maria Island, FL
03/08 – 07/08
$550/nighttotal: $2200 (4 )

Almost There

2 3
house , Bradenton
This charming two-bedroom house is located just a short drive from the Palma Sola Causeway Park and the John and Mable Ringling Museum of Art, making it ideal for exploring the area's attractions. It has consistently received excellent ratings for its cleanliness, location and overall experience.
The 114 square metre property has a private pool and patio, perfect for relaxing after a day of sightseeing. Guests can enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, and a tranquil garden, ensuring a comfortable and enjoyable stay.
Resort-style Pool Steps From The Bay And Pine Ave! - Anna Maria Island, FL
9.3 545 reviews
Anna Maria Island, FL
27/07 – 29/07
$756/nighttotal: $1512 (2 )

Resort-style Pool Steps From The Bay And Pine Ave!

1 5
house , Anna Maria
This charming coastal property is located just a short walk from both Bay Boulevard Beach and Anna Maria Beach, offering easy access to the beautiful surroundings. It's also within a 5-minute walk of the Anna Maria City Pier and Bayfront Park, making it a perfect base for exploring the area. The property has consistently received excellent ratings for user experience, location and cleanliness.
The house features two bedrooms, providing ample space for a small family or group of friends. It includes a fully equipped kitchen, a relaxing patio, a comfortable sofa bed for additional guests, and access to a water park and barbecue grills.
Palms Villa: Cozy & Minutes From Anna Maria Island - Anna Maria Island, FL
9.5 133 reviews
Anna Maria Island, FL
27/06 – 04/07
$219/nighttotal: $1533 (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.
Tropical Tiki - Outdoor Oasis Tiki Hut, Pool By Anna Maria Life Vacation Rentals - Anna Maria Island, FL
Anna Maria Island, FL
28/06 – 03/07
$683/nighttotal: $3415 (5 )

Tropical Tiki - Outdoor Oasis Tiki Hut, Pool By Anna Maria Life Vacation Rentals

1 8
house , West Bradenton
This holiday home in West Bradenton is located 21 kilometres from the John and Mable Ringling Museum of Art and Sarasota International Convention Centre, and 18 kilometres from Sarasota Bradenton International Airport.
This 231 square metre villa accommodates up to 8 guests with 4 bedrooms, 3 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a spa, and a children's playground, offering an outdoor oasis with a tiki hut.

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! 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. The Island's nature preserves, like the Anna Maria Island Turtle Walk, are also popular spots for wildlife viewing.
  • What are the best Airbnb and vacation rentals in Anna Maria Island, FL?

    Standard 2 Bedroom A, 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?

    Yes, Anna Maria Island is known for its abundant wildlife. Sea turtle nesting season (May-October) is a special time to witness these amazing creatures. Dolphin sightings are common, and birdwatching is excellent, especially in the mangroves and coastal areas. The island's beaches are also home to various shells and sand dollars.
  • 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 (essential!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, as is a reusable water bottle 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?

    Standard 2 Bedroom A, 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 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 approximately $200-$400 per day for a couple, including accommodation, meals, some activities, and local transportation like taxis or ride-sharing services. Budget-conscious travelers could likely manage on less, while those seeking luxury accommodations and experiences would spend significantly 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 fine-dining establishment known for its upscale seafood. Rod & Reel Pier offers casual waterfront dining with fresh seafood. The Sandbar Restaurant is another popular spot for seafood and waterfront views. Many restaurants feature fresh, local seafood, which is a must-try specialty.
  • 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 the visit?

    Exploring the smaller, quieter beaches away from the main tourist areas is a great way to experience the island's natural beauty. Rent bikes and cycle the length of the island, stopping at various beaches along the way. Consider visiting the Anna Maria Island Historical Society Museum for a glimpse into the island's past.
  • What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?

    Visiting local shops and businesses allows you to interact with residents. Attend local events or farmers' markets, if any are scheduled during your visit. Simply chatting with people you meet at the beach or in restaurants can provide insights into local life. The island has a laid-back atmosphere, and many residents are happy to share information about their community.
  • What unique natural landscapes and terrain features can travelers explore on Anna Maria Island, Florida?

    Anna Maria Island is characterized by its beautiful beaches, mangrove forests, and coastal dunes. The island's relatively flat terrain makes it easy to explore on foot or by bike. Exploring the shoreline at low tide reveals various seashells and marine life.
  • How many days are ideal for visiting 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 the northern beaches. Day 3: Nature preserve visit and possibly a boat tour. Day 4: Relax on the beach, enjoy water activities, and savor a final sunset.
  • How is the weather on Anna Maria Island, Florida, in high season?

    High season (winter) on Anna Maria Island is generally sunny and warm, with average temperatures ranging from 15°C to 24°C. Expect some humidity, and occasional showers are possible.

Nearby regions

Best Anna Maria Island, FL vacation rentals with a balcony

Crows Nest Spinnakers Cottages - 202 - 56th 2 - Anna Maria Island, FL
9.9 292 reviews
Anna Maria Island, FL
07/10 – 14/10
$392/nighttotal: $2744 (7 )

Crows Nest Spinnakers Cottages - 202 - 56th 2

1 4
house , Holmes Beach
This holiday home is located in Holmes Beach, within a 10-minute walk of Bradenton Beach and Island Gallery West, and less than a mile from Holmes Beach Beaches and Manatee Public Beach, offering easy access to the area's attractions. This property has received excellent ratings for location, cleanliness, and overall user experience.
This six-guest property features a private pool, a garden, and a terrace. Enjoy modern amenities such as free Wi-Fi, a fully equipped kitchen, a washing machine, a refrigerator, a balcony, a Smart TV, and an outdoor grill, along with access to a water park.
Aqua Luxe Escape! Brand New Luxury Pool Home! - Anna Maria Island, FL
Anna Maria Island, FL
03/07 – 05/07
$4593/nighttotal: $9186 (2 )

Aqua Luxe Escape! Brand New Luxury Pool Home!

5 10
apartment , Bradenton
This luxury detached house is located just off Palma Sola Bay in Bradenton, Florida, offering proximity to Anna Maria Island and within 1.1 kilometres of Palma Sola Bay, ideal for water activities.
This spacious residence covers 232 square meters, featuring five bedrooms and six bathrooms to accommodate up to eleven guests, with a resort-style backyard boasting a heated swimming pool and spa, alongside an outdoor kitchen and covered lounge area.
Nirvana Sunset~across From Beach, Heated Pool/spa! - Anna Maria Island, FL
Anna Maria Island, FL
27/06 – 28/06
$2365/nightfor 1 night

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

4 8
apartment , Holmes Beach
This Holmes Beach property is situated in the Ilexhurst district, a short distance from Bradenton Beach and Coquina Beach.
This spacious 297 square meter residence accommodates up to 8 guests, boasting four bedrooms, three bathrooms, a private heated pool, a rooftop deck with Gulf views, and a chef's kitchen equipped with premium GE Monogram appliances.
Runaway Bay 146 - Bay Views, Beach Access, Pool And Gym - Anna Maria Island, FL
9.7 114 reviews
Anna Maria Island, FL
27/06 – 04/07
$541/nighttotal: $3787 (7 )

Runaway Bay 146 - Bay Views, Beach Access, Pool And Gym

2 2
apartment , Bradenton Beach
This Bradenton Beach apartment is ideally situated just a short walk from the beach and a few blocks from the free trolley stop, making it easy to explore the island. It has received excellent user ratings, so you can be sure of a comfortable and enjoyable stay. The property offers a spacious layout with a king-size bed in the master bedroom, two twin beds in the guest room, and a queen-size sleeper sofa in the living room, accommodating up to six guests. Guests can enjoy a range of amenities and activities, including a heated pool, private beach access, tennis court, fitness centre, and a screened patio with pond views.

Best Anna Maria Island, FL vacation rentals with parking

Peaceful Lakeview Condo  2 Pools  Minutes To Img & Beaches - Anna Maria Island, FL
9.8 70 reviews
Anna Maria Island, FL
28/06 – 29/06
$586/nightfor 1 night

Peaceful Lakeview Condo 2 Pools Minutes To Img & Beaches

3 2
apartment , Bradenton
This Bradenton apartment is situated just 1.8 kilometres from Arcadeland and 2.2 kilometres from IMG Academy, offering easy access to these popular attractions. It has received excellent user ratings, making it a popular choice for travellers. This two-bedroom apartment spans 109 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, tennis court, and parking, perfect for a relaxing and enjoyable stay.
Ks-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath - Anna Maria Island, FL
9.8 17 reviews
Anna Maria Island, FL
17/07 – 24/07
$274/nighttotal: $1918 (7 )

Ks-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath

2 2
apartment , Bradenton
This beachfront apartment, near Bradenton, Florida, is located approximately 2.7 kilometres from Smugglers Cove Adventure Golf and the IMG Academy.
The 109-square-metre property boasts two bedrooms, two bathrooms, a fully equipped kitchen, and a private balcony; it comfortably sleeps four guests and offers access to a swimming pool, Jacuzzi, and tennis court.
Waterfront Condo With Pool And Easy Access To Sugar Sand Beach - Anna Maria Island, FL
9.6 90 reviews
Anna Maria Island, FL
27/06 – 04/07
$367/nighttotal: $2569 (7 )

Waterfront Condo With Pool And Easy Access To Sugar Sand Beach

1 2
apartment , Holmes Beach
This Holmes Beach beachfront flat offers direct beach access, a 15-minute walk from Bradenton Beach and Island Gallery West, and under 2km from Holmes Beach and Manatee Public Beaches.
The 89 square metre property sleeps four, boasts a fully equipped kitchen, 1.5 bathrooms, in-unit laundry, a private terrace, and access to a swimming pool and tennis court.
Paradise Cove -- A Perfect Beach Getaway - Anna Maria Island, FL
9.9 411 reviews
Anna Maria Island, FL
24/09 – 27/09
$578/nighttotal: $1734 (3 )

Paradise Cove -- A Perfect Beach Getaway

3 8
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.
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