Holiday Rentals in Anna Maria, FL

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Anna Maria, FL holiday rentals
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1981 Holiday rentals and Airbnb in Anna Maria, FL

Best family friendly Anna Maria, FL holiday rentals

Among the 1981 accommodations in Anna Maria, FL, here are the 4 best family friendly rentals

2b/2b Just A Short Walk To The Beach! - Anna Maria, FL
8.0 7 reviews
Anna Maria, FL
27/06 – 04/07
213 €/nighttotal: 1491 € (7 )

2b/2b Just A Short Walk To The Beach!

2 2
apartment , Bradenton Beach
This Bradenton Beach apartment, near Anna Maria Sound, is a short walk from Bradenton Beach itself and less than 2km from Fish Hole Adventure Golf and Cortez Beach.
The 100 square metre property offers two bedrooms, two bathrooms, a dishwasher, free Wi-Fi, a balcony, in-unit laundry, and accommodates up to six guests, with access to a swimming pool, sauna, and tennis court within the family-friendly building.
Barefoot Bungalow, Heated Pool & Spa, Game Room Foosball - Anna Maria, FL
9.6 142 reviews
Anna Maria, FL
05/07 – 11/07
730 €/nighttotal: 4380 € (6 )

Barefoot Bungalow, Heated Pool & Spa, Game Room Foosball

5 11
apartment , Bradenton
This family-friendly holiday home is located in a peaceful residential neighbourhood in Bradenton, just 13 kilometres from the white sand beaches of Anna Maria Island, 6 kilometres from the Bradenton Area Convention Center, and 4.5 kilometres from Blake Medical Center. The property has excellent user, location and cleanliness ratings, making it a popular choice for families and groups.
This spacious four-bedroom property spans 186 square metres and comfortably accommodates up to 12 guests. The home features a large recreation room, a private saltwater pool and spa, a fully equipped kitchen with a gas grill, and a range of family-friendly amenities including a playhouse, beach toys, and a stroller.
Cd Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img - Anna Maria, FL
10 2 reviews
Anna Maria, FL
03/07 – 06/07
205 €/nighttotal: 615 € (3 )

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

2 3
apartment , Bradenton
This Bradenton apartment, near IMG Academy (a 5-minute drive away), offers easy access to Anna Maria Island and Longboat Key beaches (approximately 24km).
The 106 square metre, two-bedroom, two-bathroom property sleeps four, boasting a terrace, garden, and access to resort amenities including heated pools, tennis/pickleball courts, and a clubhouse with BBQ grills.
7th Fairway Img Academys Golf & Sports Complex - Anna Maria, FL
9.6 7 reviews
Anna Maria, FL
05/07 – 11/07
720 €/nighttotal: 4320 € (6 )

7th Fairway Img Academys Golf & Sports Complex

5 11
apartment , Bayshore Gardens
This five-bedroom, three-bathroom house in Bayshore Gardens, Florida, is conveniently located less than 1.6km from State College of Florida and under 3.2km from IMG Academy.
Sleeping up to 12 guests, this self-catering property boasts a fully equipped kitchen, jacuzzi, game room, outdoor barbecue grills, and a garden; pets are welcome.

Best Anna Maria, FL holiday rentals with a pool

Among the 1981 accommodations in Anna Maria, FL, here are the 4 best rentals with a pool

Ocean Breeze Oasis With Boat Dock And Slip On Canal! - Anna Maria, FL
9.4 107 reviews
Anna Maria, FL
24/07 – 29/07
280 €/nighttotal: 1400 € (5 )

Ocean Breeze Oasis With Boat Dock And Slip On Canal!

3 9
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.
Modern Beach House With Excellent Location - Anna Maria, FL
9.8 65 reviews
Anna Maria, FL
27/06 – 04/07
937 €/nighttotal: 6559 € (7 )

Modern Beach House With Excellent Location

4 5
apartment , Anna Maria
This Anna Maria Island holiday home offers direct beach access and is within a 0.5km walk of local restaurants and bars.
The four-bedroom, four-bathroom property sleeps eight guests and boasts a private pool, hot tub, and extensive outdoor living space, plus a fully equipped kitchen including a wine cooler, all within easy reach of Coquina Beach and Fort De Soto Park (driving distances apply).
Palma Sola Bay Oasis Beach House - Anna Maria, FL
10 54 reviews
Anna Maria, FL
24/07 – 29/07
330 €/nighttotal: 1650 € (5 )

Palma Sola Bay Oasis Beach House

3 9
apartment , Bradenton
This Bradenton holiday home is situated less than 3km from Blake Medical Center, under 10km from IMG Academy, and under 10km from De Soto National Memorial, offering convenient access to local attractions and medical facilities.
This 186 square metre property boasts three bedrooms, two bathrooms, sleeps up to ten guests, and includes a private pool, air conditioning, internet access, and parking.
Coco's Beach House Residential Home W/ Pool - Anna Maria, FL
9.6 104 reviews
Anna Maria, FL
24/07 – 29/07
385 €/nighttotal: 1925 € (5 )

Coco's Beach House Residential Home W/ Pool

3 9
apartment , Bayshore Gardens
This Coco's Beach house is situated near Bayshore Gardens, Florida, a short 8km drive from Sarasota–Bradenton International Airport (SRQ), 10km from both Sarasota and Bradenton city centres, and a 24km drive from local beaches.
Sleeping up to 10 guests in 3 bedrooms with 6 beds, this self-catering property boasts a private heated swimming pool, ample parking for 6 cars plus RVs/boats, a large garden, and family-friendly amenities including a Roku TV and well-equipped kitchen.

Frequently asked questions about holiday rentals in Anna Maria, FL

  • What are some interesting places to visit in or near Anna Maria, FL?

    Anna Maria Island is packed with things to see and do. The historic Anna Maria City Pier is a must-visit, offering stunning views of the Gulf of Mexico. For a bit of nature, check out the Bean Point Preserve, a haven for birdwatching and enjoying the beach. If you're looking for a bit of history, the Anna Maria Island Museum is a great place to learn about the island's past.
  • What are the best Airbnb and holiday rentals in Anna Maria, FL?

  • Which walking or cycling routes are the best in Anna Maria, FL?

    For a scenic stroll, try the Pine Avenue Walkway, which runs along the waterfront. If you're feeling adventurous, you can cycle the entire length of Anna Maria Island on the dedicated bike path, taking in the beautiful beaches and charming neighbourhoods. Don't forget to stop at the Anna Maria City Pier for a break and to enjoy the views.
  • What are the most popular Airbnbs in Anna Maria, FL?

  • What sports or outdoor activites can visitors enjoy in and around Anna Maria, FL?

    Anna Maria Island is a paradise for watersports enthusiasts. You can try your hand at kayaking, paddleboarding, or even kitesurfing in the calm waters of the Gulf of Mexico. Fishing is also very popular, with plenty of charter boats available for deep-sea adventures. For a more relaxed experience, why not rent a beach cruiser and explore the island at your own pace?
  • What are the best holiday rentals with a pool in Anna Maria, FL?

  • What other towns or cities can be easily accessed from Anna Maria, FL?

    Anna Maria Island is perfectly located for exploring the surrounding area. You can easily drive to Bradenton, which is home to the South Florida Museum and the Bishop Museum of Science and Nature. Sarasota, known for its vibrant arts scene and beautiful beaches, is also within easy reach. For a day trip, consider visiting the St. Armand's Circle in Sarasota, a popular shopping and dining destination.
  • What are the best rentals for families and kids in Anna Maria, FL?

  • What amenities are commonly available in vacation rentals in Anna Maria, FL?

    Vacation rentals in Anna Maria Island are typically well-equipped with modern amenities to make your stay comfortable. Most rentals offer private pools, hot tubs, fully equipped kitchens, laundry facilities, and high-speed internet. Many also have balconies or patios with stunning views of the Gulf of Mexico.
  • What are the best rentals or Airbnbs with a jacuzzi in Anna Maria, FL?

  • What time of year is best to rent a vacation rental Anna Maria, FL?

    The best time to visit Anna Maria Island is during the shoulder seasons, from April to May and September to October. The weather is still warm and sunny, but the crowds are smaller and prices are more affordable. If you're looking for a more lively experience, you can visit during the peak season, from December to April, but be prepared for higher prices and larger crowds.

Destinations nearby

Best Anna Maria, FL holiday rentals with a balcony

Amazing View, Updated Beachfront Condo - Anna Maria, FL
9.5 276 reviews
Anna Maria, FL
29/06 – 30/06
690 €/nightfor 1 night

Amazing View, Updated Beachfront Condo

1 2
apartment , Bradenton Beach
This apartment is located in Bradenton Beach, just a 5-minute walk from the beach, Anna Maria Sound, and Aluna Wellness Centre & Spa, offering a peaceful and convenient location close to local amenities. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience.
This comfortable apartment offers 46 square metres of space and can accommodate up to 3 guests. Guests can enjoy access to a swimming pool, parking, and a kitchen equipped with a fridge, freezer, microwave oven, and coffee/tea maker.
An Island Getaway At Palm Tree Villas - Anna Maria, FL
9.3 323 reviews
Anna Maria, FL
24/07 – 29/07
1161 €/nighttotal: 5805 € (5 )

An Island Getaway At Palm Tree Villas

3 9
house , Holmes Beach
This property is located in Holmes Beach, Florida, just 3.2 kilometres from Captain Mike's Fishing Charters, 6.4 kilometres from Bradenton Beach Marina, and a 7-minute drive from Anna Maria City Pier. The villa boasts a very good user rating, an excellent location rating and an excellent cleanliness rating.
The accommodation offers a private patio, a barbecue, a fully equipped kitchen and free parking. Guests can enjoy a refreshing dip in the private pool and stay connected with free Wi-Fi access.
4330 Shorewalk Lakeview Condo Close To Img And Beach - Anna Maria, FL
8.2 28 reviews
Anna Maria, FL
03/07 – 06/07
201 €/nighttotal: 603 € (3 )

4330 Shorewalk Lakeview Condo Close To Img And Beach

2 3
apartment , Bradenton
This two-bedroom apartment in Bradenton is ideally situated just 5.6 kilometres from IMG Academy and a short drive from the beach, offering easy access to both sporting events and coastal relaxation. The property has received very good ratings for cleanliness, location, and overall user experience, ensuring a comfortable and enjoyable stay.
The 111 square metre apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a private terrace, and a garden. Guests can enjoy a refreshing swim in the pool, unwind in the hot tub, or simply relax and take in the stunning lake views from the balcony.
Waterfront Relaxing Condo-heated Pool & Spa- Near Fort Desoto - Anna Maria, FL
9.6 172 reviews
Anna Maria, FL
03/07 – 06/07
238 €/nighttotal: 714 € (3 )

Waterfront Relaxing Condo-heated Pool & Spa- Near Fort Desoto

2 3
apartment , Tierra Verde
This one-bedroom apartment is situated in Tierra Verde, just 3 kilometres from Fort De Soto Park and within 10 kilometres of Dog Beach and Dolphin Landings Charter Boat Center. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for travellers seeking a comfortable and well-maintained stay.
The apartment offers a spacious living area with a sofa bed and a dining area, comfortably accommodating up to 5 guests. It features a fully equipped kitchen, a balcony with stunning waterfront views, and access to a range of on-site amenities including a swimming pool, jacuzzi, fitness centre, tennis court, and parking.

Best Anna Maria, FL holiday rentals with parking

Bk Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img - Anna Maria, FL
9.8 56 reviews
Anna Maria, FL
03/07 – 06/07
205 €/nighttotal: 615 € (3 )

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

2 3
apartment , Bradenton
This two-bedroom apartment is located in Bradenton, just 1.4 kilometres from Arcadeland and 2.7 kilometres from IMG Academy, providing easy access to popular attractions. It has received excellent user, location and cleanliness ratings, making it a great choice for travellers.
The 116 square metre apartment comfortably accommodates up to four guests. It offers a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and a terrace with a garden, ensuring a relaxing and enjoyable stay.
Cortez - Canal-front, Pets, In Cortez With Direct Water Access - Anna Maria, FL
Anna Maria, FL
24/07 – 29/07
496 €/nighttotal: 2480 € (5 )

Cortez - Canal-front, Pets, In Cortez With Direct Water Access

4 9
apartment , Cortez
This waterfront residence in the historic fishing village of Cortez offers direct canal access to the Intracoastal Waterway, placing it within walking or cycling distance of local seafood restaurants and a short drive from Anna Maria Island's beaches.
Boasting 173 square meters of floor area, this detached dwelling accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a newly renovated kitchen, a private dock, a screened lanai, and ample parking for boats or trailers.
Ss Salamander North · Pool & Fire Pit · Beach - Anna Maria, FL
9.6 116 reviews
Anna Maria, FL
27/06 – 04/07
391 €/nighttotal: 2737 € (7 )

Ss Salamander North · Pool & Fire Pit · Beach

2 5
apartment , Holmes Beach
This property is situated just a 5-minute walk from both Bradenton Beach and Holmes Beach, offering easy access to the beautiful Gulf Coast beaches. It has received excellent ratings for location, cleanliness, and user experience.
The home features three bathrooms and a fully equipped kitchen, making it perfect for families or groups. Enjoy a private pool, a water park, a garden, a spa, a fitness center, and a terrace, all within this comfortable property.
Charming 2br / 1ba Cottage < 2 Min Walk From Beach On Anna Maria Island Florida - Anna Maria, FL
9.8 117 reviews
Anna Maria, FL
10/09 – 13/09
346 €/nighttotal: 1038 € (3 )

Charming 2br / 1ba Cottage < 2 Min Walk From Beach On Anna Maria Island Florida

2 4
apartment , Anna Maria
This charming cottage is located on Anna Maria Island, just 1.6km from both Bradenton Beach and Anna Maria Beach, offering easy access to the beautiful coastline. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cottage has two bedrooms and one bathroom, providing comfortable accommodation for a small family or group of friends. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, garden, and barbecue grills, perfect for relaxing and entertaining.
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