Anna Maria Island, FL Short term rentals

3934 available short term rental offers

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Anna Maria Island, FL short term rentals
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Best Short term and Weekly rentals in Anna Maria Island, FL

Best family friendly Anna Maria Island, FL Short term rentals

Among the 3934 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals

Pool-fire Pit-putt Putt-games-10 Min To Beach - Anna Maria Island, FL
10 16 reviews
Anna Maria Island, FL
07/10 – 07/12
$711/nighttotal: $1422 (2 )

Pool-fire Pit-putt Putt-games-10 Min To Beach

3 7
apartment , West Bradenton
This newly remodeled pool home in NW Bradenton is 5 miles from Anna Maria Island beaches and 6 miles from IMG Academy.
This family-friendly 3-bedroom, 2-bathroom vacation rental accommodates 8 guests and features a private heated pool, a fenced backyard, a putting green, Corn Hole, Connect4, a game table with pool, ping pong, and air hockey, a barbecue grill, outdoor dining, a fire pit, and a provided beach kit.
Modern Condo · Img Academy 5 Min · Anna Maria Island 15 Mins · Pools & Hot Tubs - Anna Maria Island, FL
9.8 255 reviews
Anna Maria Island, FL
08/07 – 08/09
$246/nighttotal: $492 (2 )

Modern Condo · Img Academy 5 Min · Anna Maria Island 15 Mins · Pools & Hot Tubs

2 2
apartment , Bradenton
This waterfront condo building is located just a short drive from both Arcadeland and IMG Academy, with Smugglers Cove Adventure Golf and IMG Bollettieri Tennis Academy also within easy reach. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom apartment offers 1250 square feet of space, comfortably accommodating up to four guests. Enjoy amenities like a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
"Hidden Gem"  - Peaceful Retreat With Lakefront Views! - Anna Maria Island, FL
9.8 96 reviews
Anna Maria Island, FL
10/07 – 10/14
$248/nighttotal: $1736 (7 )

"Hidden Gem" - Peaceful Retreat With Lakefront Views!

2 4
apartment , Bradenton
This Bradenton apartment is located near the coast, just a mile from Arcadeland and a mile and a half from IMG Academy, offering easy access to local attractions. Guests consistently rate this property excellent, highlighting its comfortable and convenient amenities.
The apartment provides 1170 square feet of space, accommodating up to four guests in two bedrooms and two bathrooms. Enjoy a private pool, a spa tub, and a fully equipped kitchen, along with free Wi-Fi and a DVD player for entertainment.
Beaches, Img, Downtown & Riverwalk - Dogs Welcome! - Anna Maria Island, FL
9.9 82 reviews
Anna Maria Island, FL
07/02 – 07/06
$190/nighttotal: $760 (4 )

Beaches, Img, Downtown & Riverwalk - Dogs Welcome!

1 5
apartment , Bradenton
This family-friendly rental is located in a quiet neighborhood, just 2 miles from downtown Bradenton and a short drive to beaches like Bradenton Beach and Anna Maria Island. It has earned excellent ratings for location, cleanliness, and user experience.
This 2-bedroom, 2-bathroom apartment comfortably accommodates 6 guests. Enjoy amenities like a fully equipped kitchen, a private fenced-in backyard with a patio, a laundry room, and ample parking.

Best Anna Maria Island, FL lodging with a balcony

Runaway Bay 146 - Bay Views, Beach Access, Pool And Gym - Anna Maria Island, FL
9.7 114 reviews
Anna Maria Island, FL
06/27 – 07/04
$387/nighttotal: $2709 (7 )

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

2 2
apartment , Bradenton Beach
This pet-friendly apartment is located just steps from the beach in Bradenton Beach, Florida, and has excellent user ratings. The apartment features a fully equipped kitchen, a spacious living area with a queen-size sleeper sofa, and a private patio with a view of a tranquil pond and fountain.
Guests have access to a heated pool, beach access, a tennis court, and a fitness center. The apartment is also located near major tourist destinations such as Busch Gardens, Disney World, Universal Studios, and Sea World.
Coconut Dreams! Heated Pool, 4 Min To Ami Beach - Anna Maria Island, FL
10 273 reviews
Anna Maria Island, FL
07/27 – 07/29
$671/nighttotal: $1342 (2 )

Coconut Dreams! Heated Pool, 4 Min To Ami Beach

3 5
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.
New! Perfect Location! Heated Pool~steps To Beach! - Anna Maria Island, FL
Anna Maria Island, FL
06/27 – 06/28
$1492/nightfor 1 night

New! Perfect Location! Heated Pool~steps To Beach!

1 6
apartment , Holmes Beach
This Holmes Beach condo is a two-minute walk from Manatee Beach, offering direct access to the Gulf Coast and proximity to the Anna Maria Island trolley stop.
This dog-friendly vacation rental features 1190 square feet of living space for up to 6 guests, a shared heated salt pool, a private propane BBQ grill, and includes beach essentials.
Highland Avenue Heaven - Anna Maria Island, FL
9.0 96 reviews
Anna Maria Island, FL
01/05 – 01/12
$213/nighttotal: $1491 (7 )

Highland Avenue Heaven

1 2
apartment , Bradenton Beach
Highland Avenue Heaven is located in Bradenton Beach, just steps from Cortez Beach and a short walk from Coquina Beach, offering easy access to the area's most popular beaches. Guests have consistently rated the hotel excellent for its location, cleanliness, and overall experience.
The one-bedroom apartment offers 590 square feet of space and can accommodate up to four guests. The property features a swimming pool, a terrace or balcony, a garden, parking, and free Wi-Fi, all while being pet-friendly.

Frequently Asked Questions about short term rentals in Anna Maria Island, FL

  • What attractions should you visit during a week-long stay on Anna Maria Island, Florida?

    A week on Anna Maria Island offers plenty to explore! Spend a day at the beautiful Anna Maria Island Beach, known for its calm, shallow waters. Visit the historic Anna Maria City Pier, a great spot for fishing and people-watching. Explore the natural beauty of the Anna Maria Island Nature Preserve. For a taste of local history, check out the Island History Museum. Don't miss a sunset stroll along Bean Point, offering breathtaking views. You could also easily dedicate a day to exploring nearby Bradenton Beach and Holmes Beach, enjoying their unique shops and restaurants.
  • What are the best short term rentals in Anna Maria Island, FL?

  • What attractions should you visit when you spend a month on Anna Maria Island, Florida?

    A month gives you time for a deeper dive! In addition to the attractions listed above, consider renting bikes and exploring the entire island's extensive paved pathways. Take a dolphin watching tour. Visit the nearby Robinson Preserve for more extensive nature trails and wildlife viewing. Spend an afternoon exploring Cortez Village, a historic fishing village with a vibrant arts scene and fresh seafood. Consider day trips to nearby destinations like St. Petersburg or Sarasota for a change of pace. You might even want to take a boat trip to Egmont Key State Park for a unique island experience.
  • What are the best short term rentals with a pool in Anna Maria Island, FL?

    Anna Maria Island Beach Palms 2b, Steps To The Beach Island Paradise and South Bay Inn are the best short term rentals with a pool in Anna Maria Island, FL.

  • Can visitors to Anna Maria Island, Florida witness any unique natural cycles, like cherry blossom season or autumn colors?

    Anna Maria Island doesn't experience the dramatic autumn colors of the northern states or the cherry blossoms of Japan. However, you can witness the nesting season for various shorebirds and sea turtles, primarily during the warmer months. The best time to see sea turtle nests is generally between May and October.
  • What are the best short term rentals with a jacuzzi in Anna Maria Island, FL?

  • What are the most meaningful ways to engage with locals and discover the culture on Anna Maria Island, Florida?

    The best way to connect with locals is to frequent the smaller, locally-owned restaurants and shops. Chat with the staff – many are long-time residents who can share insights. Attend local events – check community calendars for farmers' markets, art walks, or concerts. Consider visiting the Anna Maria Island Historical Society for a deeper understanding of the island's past. Simply striking up conversations with people while enjoying the beaches or exploring the town can lead to interesting interactions.
  • What are the best short term rentals for families and kids in Anna Maria Island, FL?

  • Are there any distinctive cultural activities or hands-on workshops on Anna Maria Island, Florida?

    Anna Maria Island has a thriving arts scene. You can find various art galleries showcasing local artists' work. While scheduled workshops may vary, checking local listings may reveal pottery classes, painting classes, or other creative pursuits. The island's relaxed atmosphere lends itself to a more informal style of cultural engagement; more often, opportunities arise organically through interactions with locals.
  • What are some secret spots or hidden treasures to visit on Anna Maria Island, Florida?

    While many spots are well-known, exploring the quieter stretches of beach away from the main areas offers a sense of seclusion. The northern end of the island, near Bean Point, often has fewer crowds. Exploring the back streets of Anna Maria City can reveal charming little shops and cafes tucked away from the main thoroughfares. The mangroves offer beautiful, quiet spots for kayaking or paddleboarding.
  • What should not be left out of your suitcase if you are going to Anna Maria Island, Florida?

    Pack light clothing, swimwear, sunscreen (essential!), sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially if you plan on exploring the natural areas. A reusable water bottle is a must, and if you're planning on watersports, bring appropriate gear.
  • What are the most popular festivals on Anna Maria Island, Florida?

    Anna Maria Island hosts various smaller, local events throughout the year. Information on specific dates and events is best found by checking local event listings closer to your travel dates. There isn't one single large, nationally-known festival specifically tied to the island.
  • Where should you try the best local food on Anna Maria Island, Florida?

    The Beach Bistro is a popular upscale choice, known for its elegant ambiance and creative dishes. Rod & Reel Pier offers casual dining with waterfront views and fresh seafood. The Sandbar Restaurant is another popular spot for its beachfront location and relaxed atmosphere. Exploring the smaller, locally-owned cafes and restaurants will also reveal many hidden culinary gems.

Nearby regions

Best Anna Maria Island, FL lodging with a kitchen

Cozy Haven Near Manatee Memorial And Great Beaches - Anna Maria Island, FL
9.6 21 reviews
Anna Maria Island, FL
06/27 – 06/28
$428/nightfor 1 night

Cozy Haven Near Manatee Memorial And Great Beaches

1 6
apartment , Bradenton
This 3-bedroom, 2-bathroom condo in Bradenton offers a peaceful and central location, just 3 miles from Manatee Memorial Hospital and 2.5 miles from HCA Hospital, with easy access to Gulf beaches and the Riverwalk. Enjoy complimentary coffee, tea, and cocoa in this accommodation designed for up to 7 guests, perfect for experiencing Gulf sunsets and local boating and fishing activities.
Perfect Beach Getaway Steps From The Beach - Anna Maria Island, FL
10 27 reviews
Anna Maria Island, FL
06/28 – 06/29
$500/nightfor 1 night

Perfect Beach Getaway Steps From The Beach

1 2
apartment , Bradenton Beach
This one-bedroom beach condo offers direct access to exclusive East Beach in Bradenton Beach, placing you just steps from the coastline.
This accommodation sleeps up to four guests and features air conditioning, a kitchen, internet, a swimming pool, and parking, providing a comfortable and convenient stay with easy access to beachside living.
Riverside Château | Pool, Game Room + Near Ami - Anna Maria Island, FL
10 53 reviews
Anna Maria Island, FL
07/11 – 07/25
$426/nighttotal: $5964 (14 )

Riverside Château | Pool, Game Room + Near Ami

4 7
apartment , West Bradenton
This four-bedroom West Bradenton home, located 2.7 miles from Downtown Bradenton, 4.6 miles from IMG Academy, and 7.4 miles from Anna Maria Island beaches, offers a secluded retreat near major attractions.
This vacation rental boasts a private heated saltwater pool, game room, fully equipped kitchen, and beach gear, comfortably accommodating up to 12 guests with amenities like pack 'n plays and a highchair.
Ck-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View - Anna Maria Island, FL
9.6 47 reviews
Anna Maria Island, FL
10/07 – 10/14
$194/nighttotal: $1358 (7 )

Ck-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View

2 4
apartment , Bradenton
This Bradenton apartment is located on a lake, just 3 miles from IMG Academy, Smugglers Cove Adventure Golf, and IMG Bollettieri Tennis Academy. It has excellent user, location, and cleanliness ratings, making it a great choice for travelers. This 2-bedroom, 2-bathroom condo offers 1250 square feet of space, comfortably accommodating up to 4 guests. Enjoy amenities like a swimming pool, jacuzzi, tennis court, and a private patio, perfect for relaxing after a day of exploring Bradenton.

Best Anna Maria Island, FL lodging with laundry available

Summer Dates Open! Pool, Hot Tub, Sleeps 12, Pets - Anna Maria Island, FL
10 11 reviews
Anna Maria Island, FL
06/27 – 06/28
$1103/nightfor 1 night

Summer Dates Open! Pool, Hot Tub, Sleeps 12, Pets

4 8
apartment , Bradenton
This Bradenton vacation rental is conveniently located near IMG Academy, 8 miles from Anna Maria Island and 15 miles from Siesta Key Beach, offering easy access to multiple beaches and attractions.
The spacious single-story home boasts four bedrooms, two and a half bathrooms, sleeps up to twelve guests, and includes a private heated pool, outdoor kitchen, and all the amenities needed for a comfortable family stay, such as a pack 'n play, stroller, and high chair.
"Paradise" By The Private (Heated) Pool Light! - Anna Maria Island, FL
9.5 141 reviews
Anna Maria Island, FL
07/18 – 07/25
$184/nighttotal: $1288 (7 )

"Paradise" By The Private (Heated) Pool Light!

1 2
apartment , Cortez
This Cortez vacation rental, located one mile from the Gulf Coast beaches, offers a secluded tropical escape.
The property features a private heated pool, large screened lanai, BBQ grill, outdoor shower, complete kitchenette, queen-sized bed, updated bathroom, Wi-Fi, Smart TV, washer, dryer, and accommodates two guests.
Gulf Coast Escape/pool, Hot Tub, Sleeps 12, Pets - Anna Maria Island, FL
9.8 79 reviews
Anna Maria Island, FL
06/27 – 06/28
$794/nightfor 1 night

Gulf Coast Escape/pool, Hot Tub, Sleeps 12, Pets

1 6
apartment , Bradenton
This Bradenton house rental is located in a tranquil neighborhood, a short drive from Robinson Preserve, Anna Maria Island (12 minutes), Manatee Public Beach (13 minutes), and Bradenton Beach (15 minutes).
This four-bedroom, two-bathroom vacation home sleeps ten guests and boasts a private heated pool and hot tub, a fully equipped kitchen, a kids' room with bunk beds, and abundant outdoor entertainment including a BBQ, firepit, and games like disc golf and cornhole.
Dog-ok-home Near Anna Maria Island, Lecom Park & De Soto Natl Memorial Park - Anna Maria Island, FL
9.6 18 reviews
Anna Maria Island, FL
07/17 – 07/24
$260/nighttotal: $1820 (7 )

Dog-ok-home Near Anna Maria Island, Lecom Park & De Soto Natl Memorial Park

3 7
apartment , Bradenton
This Bradenton vacation home is located near the sea, within a 3-mile radius of LECOM Park, Riverwalk, and The Bishop Museum of Science and Nature. It has been rated excellent by previous guests.
The home features 3 bedrooms and 2 bathrooms, offering 1600 square feet of space for up to 8 guests. Amenities include a fully equipped kitchen, a garden, a patio, and a barbecue grill, perfect for a relaxing getaway.
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