Find short term rentals in Anna Maria Island, FL at the best prices

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

Labella Casa: Games, Updated Beachy Chic Home Moments To The Gulf! - Anna Maria Island, FL
9.6 26 reviews
Anna Maria Island, FL
05/01 – 12/01
$334/nighttotal: $2338 (7 )

Labella Casa: Games, Updated Beachy Chic Home Moments To The Gulf!

3 2
apartment , Holmes Beach
This Holmes Beach holiday home is situated near the sea, a 2.4km stroll from Bradenton Beach and Island Gallery West, and within 3.2km of AMI Paddleboard Adventures and Holmes Beach's shores.
This 153 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a private pool, Jacuzzi, tennis court, and fully equipped kitchen; plus nearby family-friendly attractions like an arcade.
Shorewalk Palms Heaven 2br Villa  2 Pools & Heated Hot Tubs Near Img / Beaches - Anna Maria Island, FL
9.9 122 reviews
Anna Maria Island, FL
07/10 – 14/10
$211/nighttotal: $1477 (7 )

Shorewalk Palms Heaven 2br Villa 2 Pools & Heated Hot Tubs Near Img / Beaches

2 4
apartment , Bradenton
This waterfront apartment is conveniently located just 1.7 kilometres from the IMG Academy and a short drive from Arcadeland and Smugglers Cove Adventure Golf, offering easy access to local attractions. The apartment consistently receives excellent ratings for location, cleanliness and user experience.
The 119 square metre apartment comfortably accommodates four guests in its two bedrooms and two bathrooms. The property offers a range of amenities, including a swimming pool, jacuzzi, tennis court, and a private balcony, as well as a fully equipped kitchen and free Wi-Fi.
Stylish House Near Manatee River & Anamaria Island - Anna Maria Island, FL
9.8 71 reviews
Anna Maria Island, FL
11/07 – 25/07
$356/nighttotal: $4984 (14 )

Stylish House Near Manatee River & Anamaria Island

3 7
apartment , West Bradenton
This newly renovated three-bedroom, two-bathroom house is located in Northwest Bradenton, Florida, a short distance (within a few kilometres) of Anna Maria Island, Cortez Fishing Village, and Manatee Village Historical Park.
The single-storey property, sleeping up to eight guests, offers a fully equipped kitchen, spacious living areas, a private patio, and backyard with fire pit, plus amenities including Wi-Fi, Roku TV, beach equipment, and cruiser bikes.
1 Block From Beautiful Bradenton Beach, Restaurants, Shops, And Fishing Pier! - Anna Maria Island, FL
10 194 reviews
Anna Maria Island, FL
05/01 – 12/01
$331/nighttotal: $2317 (7 )

1 Block From Beautiful Bradenton Beach, Restaurants, Shops, And Fishing Pier!

2 2
apartment , Bradenton Beach
This beachfront apartment is located on Bradenton Beach, a short walk from Bridge Street Pier and within 1.6km of Bradenton Beach Marina and Cortez Beach.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen, in-unit laundry, a balcony with sea views, and a Smart TV; nearby activities include exploring the pier, enjoying the marina, or relaxing on the beach.

Best Anna Maria Island, FL lodging with a balcony

Gorgeous Upscale Longboat Key Condo Offers Bayfront Views!! - Anna Maria Island, FL
9.8 10 reviews
Anna Maria Island, FL
27/06 – 04/07
$518/nighttotal: $3626 (7 )

Gorgeous Upscale Longboat Key Condo Offers Bayfront Views!!

2 2
apartment , Longboat Key
This waterfront flat is located just 4.8 kilometres from Cannons Marina and Longboat Key Beaches, with Jewfish Key and Coquina Beach within a 4.8 kilometre radius. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious two-bedroom, two-bathroom flat offers 144 square metres of living space and comfortably accommodates four guests. The apartment features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, parking, and free Wi-Fi, making it ideal for families or groups seeking a relaxing and enjoyable holiday.
Heated Pool, Game Room, Mini Golf, 9 Min To Img - Anna Maria Island, FL
10 15 reviews
Anna Maria Island, FL
27/07 – 29/07
$764/nighttotal: $1528 (2 )

Heated Pool, Game Room, Mini Golf, 9 Min To Img

3 5
apartment , Bradenton
This Bradenton holiday home is situated near IMG Academy, a 21-kilometre drive from Anna Maria Island's beaches and Bradenton Motorsports Park.
The three-bedroom, two-bathroom property sleeps nine, boasting a private tropical garden with a heated pool, mini-golf, and covered patio, plus a games room with table tennis and table football, and abundant beach equipment.
One Particular Harbour 392-102~ Beaches 5 Minutes - Anna Maria Island, FL
9.6 17 reviews
Anna Maria Island, FL
11/07 – 25/07
$575/nighttotal: $8050 (14 )

One Particular Harbour 392-102~ Beaches 5 Minutes

3 7
apartment , Bradenton
This three-bedroom apartment is situated just 5 kilometres from Anna Maria Island, offering stunning water views across the Anna Maria Sound and Intracoastal Waterway. The property has received excellent user ratings and is a great choice for families and groups.
The apartment is spacious and can accommodate up to seven guests with a comfortable layout. Guests can enjoy a range of amenities including a private pool, a jacuzzi, a terrace, and a BBQ area.
144 M² Condo ∙ 2 Bedrooms ∙ 5 Guests - Anna Maria Island, FL
9.3 3 reviews
Anna Maria Island, FL
03/08 – 07/08
$601/nighttotal: $2404 (4 )

144 M² Condo ∙ 2 Bedrooms ∙ 5 Guests

2 3
apartment , Bradenton Beach
This Bradenton Beach condo offers private elevator access and is within walking distance of Bradenton Beach's Old Historic Bridge Street district, shops, and the beach.
The 143-square-metre (1540 sq ft) property boasts two bedrooms, two bathrooms, sleeps five, and includes a fully equipped kitchen, private balcony, in-unit laundry, and access to a heated pool, spa and fitness centre; beach chairs and an umbrella are provided.

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 pristine beaches of Bean Point, known for its stunning sunsets and calm waters. Visit the Anna Maria Island Historical Society Museum to learn about the island's rich past. Explore the charming shops and art galleries in Anna Maria City. Take a leisurely bike ride along the Pine Avenue, enjoying the beautiful scenery. For nature lovers, a visit to the Anna Maria Island Nature Reserve is a must, offering various trails and opportunities for birdwatching. Don't forget to enjoy the sunset from the Rod and Reel Pier.
  • 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?

    With a month, you can truly savor Anna Maria Island's offerings. In addition to the suggestions for a week-long stay, consider exploring more of the island's natural beauty. Take a kayak or paddleboard tour through the mangroves, discovering hidden coves and abundant wildlife. Spend some time fishing from the Cortez Fishing Bridge or take a guided fishing charter. Explore the beaches further south, like Coquina Beach, known for its shelling opportunities and playground. Consider a day trip to nearby Bradenton Beach or Holmes Beach for a change of scenery. Take a boat trip to Egmont Key State Park for a day of exploring a historic fort and beautiful beaches.
  • 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 vibrant autumn colors of the northern states or the cherry blossoms of Japan. Being a subtropical location, the island's natural cycles are more subtle. You'll see changes in the local flora throughout the year, with different flowering plants and the nesting cycles of various birds. However, the dramatic seasonal changes in foliage are not a feature of the island.
  • 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?

    To connect with the local culture, visit the local farmers' markets, often held on weekends, where you can chat with vendors and sample local produce. Dine at family-owned restaurants, such as The Sandbar Restaurant, and engage in conversation with the staff. Attend local events, such as the annual Anna Maria Island Turtle Walk, to interact with residents who are passionate about the island's preservation. Spending time at the Anna Maria City Pier is also a great way to observe the daily life of the locals.
  • 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?

    While Anna Maria Island doesn't have a large-scale arts and crafts scene, you can find smaller, independent workshops and classes. Check local listings for seasonal offerings, such as shell crafting workshops or painting classes. Many of the art galleries in Anna Maria City may offer workshops or demonstrations throughout the year.
  • What are some secret spots or hidden treasures to visit on Anna Maria Island, Florida?

    One relatively undiscovered gem is the secluded beach area accessible via a short walk through the mangroves near the northern end of the island. Exploring the back streets of Holmes Beach often reveals charming, quiet spots with beautiful views. The smaller, less-visited beaches south of Coquina Beach offer a more tranquil beach experience. Always respect private property and be mindful of the environment when exploring less-traveled areas.
  • What should not be left out of your suitcase if you are going to Anna Maria Island, Florida?

    Pack light clothing, swimwear, sunscreen, sunglasses, and a hat for the sunny Florida weather. Don't forget insect repellent, especially for evenings. Comfortable walking shoes are essential for exploring the island. Bring a reusable water bottle to stay hydrated, and consider packing a beach umbrella or beach tent for extra shade.
  • What are the most popular festivals on Anna Maria Island, Florida?

    Anna Maria Island hosts several 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 aren't large, internationally known festivals specific to Anna Maria Island.
  • Where should you try the best local food on Anna Maria Island, Florida?

    The Beach Bistro is a renowned upscale restaurant offering fresh seafood and innovative dishes. The Sandbar Restaurant is a popular choice for casual dining with waterfront views. For a more casual experience, try the Anna Maria Oyster Bar, known for its fresh oysters and seafood. Exploring the smaller, family-run restaurants throughout the island often reveals hidden culinary gems.

Nearby regions

Best Anna Maria Island, FL lodging with a kitchen

Playa Esmeralda Cottage - Anna Maria Island, FL
9.3 20 reviews
Anna Maria Island, FL
27/07 – 29/07
$592/nighttotal: $1184 (2 )

Playa Esmeralda Cottage

2 5
apartment , Bradenton Beach
This recently renovated flat offers a prime location in Bradenton Beach, just 320 metres from the sandy shores and within walking distance of dining options and the free island trolley.
This two-bedroom, two-bathroom accommodation comfortably sleeps up to eight guests, boasting a full kitchen, smart TVs in every room, and a coastal patio, with on-site parking for two vehicles.
Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach - Anna Maria Island, FL
9.2 19 reviews
Anna Maria Island, FL
26/06 – 30/06
$497/nighttotal: $1988 (4 )

Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach

1 2
cottage , Bradenton Beach
Tradewind Resort #32, a self-catering property in Bradenton Beach, Florida, is situated a short drive from Mote Marine Laboratory & Aquarium and Cortez Beach.
This one-bedroom holiday home sleeps four guests and boasts a fully equipped kitchen, private patio, and access to a swimming pool and hot tub at the resort, alongside being close to local amenities.
4br Coastal Haven | Private Pool Near Ami Beaches! - Anna Maria Island, FL
9.9 84 reviews
Anna Maria Island, FL
11/07 – 25/07
$591/nighttotal: $8274 (14 )

4br Coastal Haven | Private Pool Near Ami Beaches!

4 7
apartment , Bradenton
This spacious Bradenton holiday home, located in a quiet neighbourhood within a 8-16km radius of Anna Maria Island beaches, Palma Sola Bay fishing pier, and Robinson Preserve, offers easy access to various attractions.
The 180-square-metre property boasts four bedrooms, two bathrooms, and sleeps up to ten guests, featuring a private pool, high-end kitchen, and plentiful beach gear; up to three dogs are welcome (fees apply).
King Bed! Canal View! Mins To Ami Beaches! - Anna Maria Island, FL
9.8 53 reviews
Anna Maria Island, FL
17/07 – 20/07
$335/nighttotal: $1005 (3 )

King Bed! Canal View! Mins To Ami Beaches!

1 2
apartment , Bradenton
This Bradenton waterfront apartment, near Palma Sola Bay, offers easy walking access to Palma Sola Causeway Bay Beach and is under 8 km from Anna Maria Island's beaches.
The one-bedroom, one-bathroom flat sleeps four guests comfortably, boasting a king-size bed, pull-out sofa, fully equipped kitchen, smart TVs, free on-site parking, and beach essentials (towels, chairs, umbrella, cooler); boat ramp access is also available.

Best Anna Maria Island, FL lodging with laundry available

"The Salty Sugaree"-6 Miles To Beach, 1 Mile To Img, & Multiple Resort Pools! - Anna Maria Island, FL
10 15 reviews
Anna Maria Island, FL
02/07 – 06/07
$365/nighttotal: $1460 (4 )

"The Salty Sugaree"-6 Miles To Beach, 1 Mile To Img, & Multiple Resort Pools!

2 5
apartment , Bradenton
"The Salty Sugaree" condo resort in Bradenton, Florida, is situated approximately 3.2km from IMG Academy and 3.2km from Smugglers Cove Adventure Golf.
This two-bedroom, two-bathroom property sleeps six guests and boasts a balcony, fully equipped kitchen, swimming pool, hot tub, and tennis court, offering convenient self-catering and family-friendly amenities.
Pn-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View - Anna Maria Island, FL
9.7 169 reviews
Anna Maria Island, FL
02/08 – 09/08
$260/nighttotal: $1820 (7 )

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

2 2
apartment , Bradenton
This apartment is located in Bradenton, just 1.4 kilometres from Arcadeland and 2.6 kilometres from IMG Academy, offering easy access to popular attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 116 square metres, comfortably accommodating up to four guests in its two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
Coastal Comfort  Beach Castle #26 By Rva - Anna Maria Island, FL
9.4 50 reviews
Anna Maria Island, FL
17/07 – 20/07
$608/nighttotal: $1824 (3 )

Coastal Comfort Beach Castle #26 By Rva

1 2
apartment , Longboat Key
Beach Castle Resort #26 By Rva is located on the waterfront of Longboat Key, just under 2 kilometres from Longboat Key Beaches and Cannons Marina, and about 5 kilometres from Jewfish Key. This smoke-free apartment building has excellent ratings for location, cleanliness and user experience.
The apartment has one bedroom and one bathroom, accommodating up to four guests. It offers a full kitchen, a TV with a DVD player, a comfortable sofa bed, laundry facilities, a spa tub, a swimming pool, a tennis court and free parking.
The Sunset Retreat At One Particular Harbour 384-202 · Sound Views · 3br - Anna Maria Island, FL
10 49 reviews
Anna Maria Island, FL
11/07 – 25/07
$604/nighttotal: $8456 (14 )

The Sunset Retreat At One Particular Harbour 384-202 · Sound Views · 3br

3 7
apartment , Bradenton
This Bradenton beachfront apartment, near Bradenton Beach, is situated within 3.2km of Anna Maria Sound and popular attractions such as West Coast Surf Shop and AMI Paddleboard Adventures.
The 155 square metre property boasts three bedrooms, a sofa bed sleeping seven, a fully equipped kitchen, three bathrooms, a private pool, and access to on-site amenities including a water park and barbecue grills.
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