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

Eh-near Beaches And Img, Pool, Tennis, Pickleball - Anna Maria Island, FL
10 17 reviews
Anna Maria Island, FL
07/17 – 07/24
$195/nighttotal: $1365 (7 )

Eh-near Beaches And Img, Pool, Tennis, Pickleball

2 2
apartment , Bradenton
This Bradenton condo, located in the Shorewalk complex, offers easy access to Anna Maria Island and Longboat Key beaches (15-minute drive) and IMG Academy (5-minute drive).
The 1170-square-foot apartment features two bedrooms, two bathrooms, and sleeps four, boasting resort amenities including heated pools, Jacuzzis, and tennis/pickleball courts.
Designer House Near Anna Maria Island-best Of Bradenton!!! - Anna Maria Island, FL
9.6 13 reviews
Anna Maria Island, FL
07/17 – 07/24
$321/nighttotal: $2247 (7 )

Designer House Near Anna Maria Island-best Of Bradenton!!!

3 7
apartment , West Bradenton
This family-friendly vacation rental is located in West Bradenton, just 3 miles from De Soto National Memorial, Robinson Preserve, and Palma Sola Botanical Park. It has received excellent ratings from previous guests.
This 3-bedroom, 2-bathroom house can comfortably accommodate up to 8 guests. Amenities include a fully equipped kitchen, a spa tub, a fireplace, a balcony, a garden, a tennis court, and a riverfront location.
Style Of The Isle -Perfect Getaway On Ami - Anna Maria Island, FL
9.9 19 reviews
Anna Maria Island, FL
06/27 – 07/04
$261/nighttotal: $1827 (7 )

Style Of The Isle -Perfect Getaway On Ami

1 2
apartment , Holmes Beach
This Holmes Beach apartment is located just a short walk from the beach, offering easy access to the sand and sun, as well as the Manatee Public Beach with its playground and lifeguards. The two-bedroom, two-bathroom apartment comfortably accommodates four guests and features a private, heated pool, a fully equipped kitchen with a dishwasher and a washer and dryer, and a screened balcony.
One Particular Harbour 392-102~ Beaches 5 Minutes - Anna Maria Island, FL
9.6 17 reviews
Anna Maria Island, FL
07/17 – 07/24
$446/nighttotal: $3122 (7 )

One Particular Harbour 392-102~ Beaches 5 Minutes

3 7
apartment , Bradenton
This Bradenton apartment is located just a short drive across the Manatee Bridge to Anna Maria Island, a popular destination known for its beautiful beaches and relaxed atmosphere. It has been rated excellent by previous guests.
This 3-bedroom, 3-bathroom unit can comfortably accommodate up to 7 guests. You'll enjoy access to a heated pool, a children's play area, and a BBQ area, as well as beach chairs, an umbrella, and other beach toys for your enjoyment.

Best Anna Maria Island, FL lodging with a balcony

New Listing- Bayfront View Of Amazing Sunsets Over Anna Maria Island - Anna Maria Island, FL
10 12 reviews
Anna Maria Island, FL
07/11 – 07/25
$485/nighttotal: $6790 (14 )

New Listing- Bayfront View Of Amazing Sunsets Over Anna Maria Island

3 7
apartment , Bradenton
This three-bedroom, three-bathroom Bradenton condo is located just one mile from the white sand beaches of Anna Maria Island.
The waterfront apartment offers breathtaking sunset views, direct access to the Gulf of Mexico, and a range of resort-style amenities including a heated pool, splash zone, playground, picnic area, and a waterfront beach club with a resort-style pool, hot tub, poolside bar, yoga lawn, and a 4,200 sq. ft. fitness center.
Beautiful Condo On Pine Ave, 2 Blocks To Beach - Anna Maria Island, FL
9.3 61 reviews
Anna Maria Island, FL
06/27 – 06/28
$1188/nightfor 1 night

Beautiful Condo On Pine Ave, 2 Blocks To Beach

3 6
cottage , Anna Maria
This Anna Maria Island vacation home is just a short walk from the Anna Maria Island Museum, Bean Point Beach, and Bradenton Beach, offering easy access to the island's attractions and activities. The property has received excellent ratings for location, cleanliness, and overall experience.
This 3-bedroom home comfortably accommodates up to 8 guests and features a private pool, a spacious balcony, and a fully equipped kitchen. Enjoy the convenience of a private water park, air conditioning, and a beautiful garden.
Luxury 2br/2ba Condo Minutes From Ami, Beaches & Img - Anna Maria Island, FL
10 10 reviews
Anna Maria Island, FL
11/06 – 11/08
$279/nighttotal: $558 (2 )

Luxury 2br/2ba Condo Minutes From Ami, Beaches & Img

2 2
apartment , Bradenton
This Bradenton apartment offers convenient access to local attractions, situated a mere 3-minute drive (approximately 15,840 feet) from Smugglers Cove Adventure Golf and a 5-minute drive (approximately 26,400 feet) from DeSoto Square mall.
This 1170 square foot vacation rental accommodates up to 5 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, a swimming pool, Jacuzzi, and a terrace/balcony.
2br Cedars East #814bay Views & Tennis By Rva - Anna Maria Island, FL
8.6 23 reviews
Anna Maria Island, FL
07/11 – 07/25
$373/nighttotal: $5222 (14 )

2br Cedars East #814bay Views & Tennis By Rva

2 7
apartment , Longboat Key
This Longboat Key vacation home is located just a mile from the beach and Cannons Marina, offering easy access to the sand, surf, and local attractions. The property has received very good user ratings, indicating a comfortable and enjoyable stay.
This 2-bedroom home spans 1440 square feet, providing ample space for a family or group of friends. The kitchen is equipped with a fridge, microwave, oven, and dishwasher, while the outdoor area includes a swimming pool, garden, and parking.

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

Island Living - Walk To The Beach - Anna Maria Island, FL
9.6 188 reviews
Anna Maria Island, FL
06/28 – 06/29
$343/nightfor 1 night

Island Living - Walk To The Beach

2 2
apartment , Bradenton Beach
This Bradenton Beach apartment is located on Anna Maria Island, just a short walk from the beautiful beaches. It has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, one-bathroom unit comfortably sleeps four guests. It comes equipped with a kitchen featuring a fridge, microwave, and dishwasher, as well as air conditioning, a swimming pool, and parking.
Brand New Pool Paradise | Put-put! Games! Fire Pit - Anna Maria Island, FL
10 3 reviews
Anna Maria Island, FL
07/02 – 07/05
$1376/nighttotal: $4128 (3 )

Brand New Pool Paradise | Put-put! Games! Fire Pit

5 6
apartment , West Bradenton
This pet-friendly apartment in Palma Sola, West Bradenton, is located under 6 miles from Anna Maria Island beaches and 5 miles from Downtown Bradenton.
This 2,390 sq. ft. home features 5 bedrooms, 3 bathrooms, and a 12-guest capacity, with amenities including a private heated pool and spa, a game room with billiards and arcade games, and an outdoor fire pit with a putt-putt course.
Luxury 2br Oceanfront Condo + Rooftop Patio - Anna Maria Island, FL
10 72 reviews
Anna Maria Island, FL
08/03 – 08/07
$402/nighttotal: $1608 (4 )

Luxury 2br Oceanfront Condo + Rooftop Patio

2 3
apartment , Holmes Beach
This Holmes Beach beachfront condo offers direct beach access and is conveniently located next to an AMI trolley stop, providing easy exploration of Anna Maria Island.
The 2-bedroom, 2-bathroom unit sleeps up to six guests and features a fully equipped kitchen, in-unit laundry, private patio with ocean views, two parking spots, and pet-friendly accommodations (fees apply).
3/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img - Anna Maria Island, FL
9.5 102 reviews
Anna Maria Island, FL
08/30 – 09/03
$280/nighttotal: $1120 (4 )

3/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img

3 5
apartment , Bradenton
This Bradenton vacation home is conveniently located just 0.8 miles from Blake Medical Center and within 3 miles of arcadeland and LECOM Park. Guests consistently rate this property excellent for location, cleanliness, and overall experience.
The 3-bedroom, 2-bathroom home comfortably accommodates up to 6 guests in its 1670 square feet of space. Enjoy amenities such as a private pool, fenced yard, barbecue grills, a fully equipped kitchen, and free Wi-Fi.

Best Anna Maria Island, FL lodging with laundry available

Heated Pool! ~New!~steps To The Beach! Lime Fish - Anna Maria Island, FL
10 1 review
Anna Maria Island, FL
07/02 – 07/05
$1088/nighttotal: $3264 (3 )

Heated Pool! ~New!~steps To The Beach! Lime Fish

2 6
apartment , Holmes Beach
This dog-friendly beach villa is a two-minute walk from Holmes Beach, offering direct access to the pristine sands and proximity to local dining and shopping on Anna Maria Island.
This 1190 sq ft vacation rental within Islands West Resort accommodates up to six guests with two king beds and a queen sleeper sofa, featuring a shared heated salt pool, BBQ grills, two parking spots, and essential beach gear.
Luxury 1br Home · Heated Pool & Spa · Near Beach - Anna Maria Island, FL
10 7 reviews
Anna Maria Island, FL
06/27 – 07/04
$309/nighttotal: $2163 (7 )

Luxury 1br Home · Heated Pool & Spa · Near Beach

1 2
apartment , Holmes Beach
This Holmes Beach vacation rental is ideally located near the beach, providing easy access to Holmes Beach's attractions.
The one-bedroom, one-bathroom unit sleeps two guests and features a heated butterfly-shaped pool with a hot tub, outdoor shower, covered patio, and full kitchen with dishwasher.
Bradenton Bliss | Heated Pool | Hot Tub | Games - Anna Maria Island, FL
7.0 2 reviews
Anna Maria Island, FL
07/03 – 07/05
$1143/nighttotal: $2286 (2 )

Bradenton Bliss | Heated Pool | Hot Tub | Games

4 10
apartment , Bradenton
This 4-bedroom house in Bradenton, FL, is located 1.5 miles from the Bradenton Riverwalk, 1.7 miles from the Bishop Museum of Science and Nature, and 1.8 miles from the Village of the Arts.
This spacious 2170 sq ft vacation rental accommodates up to 11 guests and features a resort-style backyard with a heated private pool, hot tub, outdoor bar, BBQ grill, and various games, along with a fully stocked chef's kitchen and indoor fireplace.
Tropical Heated Pool Home Short Drive To The Beach - Anna Maria Island, FL
9.9 28 reviews
Anna Maria Island, FL
07/11 – 07/25
$293/nighttotal: $4102 (14 )

Tropical Heated Pool Home Short Drive To The Beach

3 7
apartment , West Bradenton
This three-bedroom West Bradenton rental, located in the Harbor Hills community, is under 6 miles from Anna Maria Island beaches and near Robinson Preserve and De Soto National Memorial Park.
The 3-bedroom, 2-bathroom home sleeps seven, boasts a private heated pool, fully equipped kitchen, high-speed Wi-Fi (500 Mbps), in-unit laundry, and ample parking including boat space.
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