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

Tranquil Luxury Condo Near Anna Maria Island Beach, 2 Heated Pools, Hot Tubs,img - Anna Maria Island, FL
9.8 70 reviews
Anna Maria Island, FL
18/07 – 25/07
$296/nighttotal: $2072 (7 )

Tranquil Luxury Condo Near Anna Maria Island Beach, 2 Heated Pools, Hot Tubs,img

2 2
apartment , Bradenton
This Bradenton apartment is conveniently located within 5 kilometres of IMG Academy, Smugglers Cove Adventure Golf, and the IMG Bollettieri Tennis Academy.
The two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, a swimming pool, hot tub, tennis court, and barbecue grills; housekeeping is available on request.
Sandy Toes And Sun Kissed Nose! - Anna Maria Island, FL
10 107 reviews
Anna Maria Island, FL
06/11 – 08/11
$510/nighttotal: $1020 (2 )

Sandy Toes And Sun Kissed Nose!

1 2
apartment , Longboat Key
This ground-floor studio apartment boasts a prime Longboat Key location directly on the Gulf of Mexico, offering immediate beach access and proximity to the heated swimming pool.
The self-catering apartment sleeps four guests and features a fully equipped kitchen, private lanai, and access to on-site amenities including BBQ facilities and laundry, plus a Pack 'N Play cot for infants.
Steps To Beach - Seagrass Flats 1 By Seabreeze Vacation - Anna Maria Island, FL
10 112 reviews
Anna Maria Island, FL
18/07 – 25/07
$549/nighttotal: $3843 (7 )

Steps To Beach - Seagrass Flats 1 By Seabreeze Vacation

2 2
apartment , Bradenton Beach
This beachfront apartment in Bradenton Beach, Florida, is located just a short walk from Bradenton Beach and Anna Maria Sound, and within 1.6km of the Aluna Wellness Centre & Spa and Bradenton Beach Marina.
The two-bedroom, two-bathroom condo sleeps six guests and features a fully equipped kitchen, in-unit laundry, a sofa bed, and access to a swimming pool, spa, and fitness centre; barbecue grills are available for outdoor use.
*Casa Bella* Waterfront View! 2br, W/2 Pools, Mins To Img/beach/anna Maria Isl - Anna Maria Island, FL
9.8 63 reviews
Anna Maria Island, FL
30/08 – 03/09
$342/nighttotal: $1368 (4 )

*Casa Bella* Waterfront View! 2br, W/2 Pools, Mins To Img/beach/anna Maria Isl

2 5
apartment , Bradenton
This lakefront apartment is located in the Shorewalk resort in Bradenton, just minutes from the beaches of Anna Maria Island, Siesta Key, and Longboat Key. It has been rated excellent by previous guests and is a great option for families or groups of up to six people.
The apartment offers 111 square metres of living space, with two bedrooms and two bathrooms. It comes equipped with a range of amenities, including a swimming pool, a jacuzzi, a tennis court, and a fully-equipped kitchen, as well as free Wi-Fi and cable TV.

Best Anna Maria Island, FL lodging with a balcony

New! Perfect Location! Heated Pool~steps To Beach! - Anna Maria Island, FL
Anna Maria Island, FL
27/06 – 28/06
$2086/nightfor 1 night

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

1 6
apartment , Holmes Beach
This Holmes Beach flat is a two-minute walk from Manatee Beach and offers convenient access to local restaurants, shops, and grocery stores, with the Anna Maria Island trolley stop nearby for island exploration.
This dog-friendly (subject to approval and fee) apartment spans 111 square metres, accommodates up to six guests, and features a shared heated salt pool, a private BBQ grill with outdoor seating, and an in-unit washer and dryer, plus it includes four beach chairs, a beach cart, and an umbrella.
56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Anna Maria Island, FL
Anna Maria Island, FL
03/08 – 07/08
$382/nighttotal: $1528 (4 )

56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

1 3
apartment , Longboat Key
This bayside flat on exclusive Longboat Key, Florida, is situated between Sarasota Bay and the Gulf of Mexico, offering private beach access with complimentary chairs and umbrellas.
The updated one-bedroom, one-bathroom condo sleeps up to four guests and features a private lanai with tropical garden views, a heated pool, hot tub, shared boat docks, grills, Smart TVs, high-speed Wi-Fi, and complimentary on-site laundry and beach equipment.
Steps To Ocean & Bay: Bradenton Beach Townhome! - Anna Maria Island, FL
9.6 58 reviews
Anna Maria Island, FL
27/07 – 29/07
$682/nighttotal: $1364 (2 )

Steps To Ocean & Bay: Bradenton Beach Townhome!

2 5
apartment , Bradenton Beach
This beachfront property in Bradenton Beach, Florida offers direct access to Anna Maria Sound and is less than 1.6 kilometres from both the Bradenton Beach Marina and the Aluna Wellness Center & Spa.
The 139 square metre holiday home features two bedrooms, two bathrooms, and can accommodate up to six guests, boasting a fully equipped kitchen with a stovetop, in-house laundry facilities, and a relaxing balcony; parking is also available.
Shorewalk Palms Heaven 2br Villa  2 Pools & Heated Hot Tubs Near Img / Beaches - Anna Maria Island, FL
9.9 123 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.

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

Fm-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View - Anna Maria Island, FL
9.5 35 reviews
Anna Maria Island, FL
08/07 – 15/07
$274/nighttotal: $1918 (7 )

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

2 2
apartment , Bradenton
This two-bedroom apartment is located in Bradenton, just over 1.5 kilometres from both Arcadeland and IMG Academy, making it ideal for families and sports enthusiasts. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is 116 square metres in size and can comfortably accommodate up to four guests. It features a fully equipped kitchen, two bathrooms, a washing machine, a patio, a TV, parking, internet access, and table tennis, ensuring a comfortable and enjoyable stay.
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.
Five Beach Retreat * Best Value @ Shorewalk Resort - Anna Maria Island, FL
10 25 reviews
Anna Maria Island, FL
27/06 – 28/06
$471/nightfor 1 night

Five Beach Retreat * Best Value @ Shorewalk Resort

1 6
apartment , Bradenton
This Shorewalk Resort apartment in Bradenton, Florida offers convenient access to Anna Maria Island's beaches and the IMG Academy, both within a few kilometres' radius.
Sleeping six guests comfortably, this two-bedroom, two-bathroom flat boasts a fully equipped kitchen, resort-style amenities including heated pools and tennis courts, and beach gear for guest use.
Getaway Retreat A+b · 4br · Firepit · Bay - Anna Maria Island, FL
9.2 91 reviews
Anna Maria Island, FL
30/08 – 03/09
$398/nighttotal: $1592 (4 )

Getaway Retreat A+b · 4br · Firepit · Bay

2 5
apartment , Bradenton Beach
This holiday home is ideally situated in Bradenton Beach, just a 3km walk from Anna Maria Sound and the beach, and within a 3km radius of Bradenton Beach Marina and Fish Hole Adventure Golf. It has been highly rated by previous guests for its location, cleanliness and overall experience.
The property is a spacious 153 square metre house with 4 bedrooms, a sofa bed and a fully equipped kitchen. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, barbecue grills and free parking.

Best Anna Maria Island, FL lodging with laundry available

Sun, Sand & Serenity  Beach Castle #17 - Anna Maria Island, FL
9.2 67 reviews
Anna Maria Island, FL
07/10 – 14/10
$384/nighttotal: $2688 (7 )

Sun, Sand & Serenity Beach Castle #17

1 4
apartment , Longboat Key
Beach Castle Resort #17 By Rva is a self-catering apartment located on Longboat Key, just 5km from Cannons Marina and 5km from Longboat Key Beaches. It has received excellent user ratings and is considered very good in terms of location, although the cleanliness rating is only OK.
The apartment is suitable for up to 4 guests and includes a bedroom, a bathroom, a fully equipped kitchen, a terrace, a garden and access to a swimming pool, a jacuzzi and a tennis court. Guests can also enjoy on-site parking, laundry facilities, and a DVD player.
5 Min Ami•freeheatdpool•hot Tub•firepit•fullkitchn - Anna Maria Island, FL
9.8 80 reviews
Anna Maria Island, FL
27/06 – 28/06
$1241/nightfor 1 night

5 Min Ami•freeheatdpool•hot Tub•firepit•fullkitchn

1 8
apartment , Cortez
Bradenton House, near Cortez, Florida, is a five-minute drive (8km) from Anna Maria Island's beaches.
This four-bedroom house sleeps ten, boasts a private heated pool and hot tub, a fully equipped kitchen with stainless-steel appliances, and provides all linens and beach gear; self check-in is available.
Cozy Haven Near Manatee Memorial And Great Beaches - Anna Maria Island, FL
8.0 1 review
Anna Maria Island, FL
27/06 – 28/06
$604/nightfor 1 night

Cozy Haven Near Manatee Memorial And Great Beaches

3 6
apartment , Bradenton
This three-bedroom, two-bathroom flat in Bradenton offers a peaceful stay, located 4.8 kilometres from Manatee Memorial Hospital and 4 kilometres from HCA Hospital, with convenient access to Gulf beaches and the Riverwalk.
This pet-friendly property accommodates up to seven guests and provides air conditioning and internet, with complimentary coffee, tea, and cocoa available for your enjoyment, and is situated near attractions such as Smugglers Cove Adventure Golf and The Bishop Museum of Science and Nature.
Ila's Beach House: Near Img-heated Salt Pool- Pets Ok-modern Organic Smart Home - Anna Maria Island, FL
9.8 57 reviews
Anna Maria Island, FL
17/07 – 24/07
$632/nighttotal: $4424 (7 )

Ila's Beach House: Near Img-heated Salt Pool- Pets Ok-modern Organic Smart Home

3 7
apartment , South Bradenton
This family-friendly holiday home is located in South Bradenton, just 5km from the beach and within easy reach of attractions like Smugglers Cove Adventure Golf and IMG Academy. It has received excellent user ratings, making it a popular choice for families and groups of friends.
The property offers 3 bedrooms and 3 bathrooms, comfortably accommodating up to 10 guests. It features a private pool, a spacious garden, a terrace and a fully equipped kitchen, perfect for relaxing and enjoying the Florida sunshine.
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