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

Luxury 7br|gulf & Bay Views +1 Min Walk To Beach - Anna Maria Island, FL
10 13 reviews
Anna Maria Island, FL
27/06 – 28/06
£3493/nightfor 1 night

Luxury 7br|gulf & Bay Views +1 Min Walk To Beach

7 8
apartment , Bradenton Beach
This beachfront property is situated in Bradenton Beach, Florida, offering direct access to Anna Maria Sound and is within a 24km radius of Bradenton Beach Marina and Bridge Street, providing easy access to shopping and dining.
This seven-bedroom, six-bathroom holiday home boasts 265 square metres of living space, accommodating up to 15 guests and featuring a private hot tub, swimming pool, and barbecue grills, alongside a fully equipped kitchen and in-unit laundry facilities.
Sale! New Listing! Minutes To Beaches And Preserves! Family Fun W/ Private Pool - Anna Maria Island, FL
9.4 13 reviews
Anna Maria Island, FL
02/07 – 06/07
£294/nighttotal: £1176 (4 )

Sale! New Listing! Minutes To Beaches And Preserves! Family Fun W/ Private Pool

3 5
apartment , West Bradenton
This three-bedroom, two-bathroom pool house is located in the Palma Sola district of North West Bradenton, offering pond views and convenient access to the sandy beaches of Anna Maria Island, nature preserves, and downtown areas.
This 124 square metre residence accommodates up to six guests and features a private, caged swimming pool, a recently remodelled kitchen with modern appliances, and is situated near a 682-acre nature area with a kayak launch.
Riverside Château | Pool, Game Room + Near Ami - Anna Maria Island, FL
10 53 reviews
Anna Maria Island, FL
11/07 – 25/07
£318/nighttotal: £4452 (14 )

Riverside Château | Pool, Game Room + Near Ami

4 7
apartment , West Bradenton
This four-bedroom West Bradenton house, situated in a secluded neighbourhood, is 4.3km from Bradenton city centre, 7.4km from IMG Academy, and 12km from Anna Maria Island.
Sleeping up to 12 guests, this self-catering property boasts a private heated saltwater pool (heating at extra cost), a games room with pool table and arcade games, a fully equipped kitchen, and beach gear; a Manatee River view is an added bonus.
Bradenton Beach/anna Maria Island, Img Academy, Longboat Key, Sarasota - Anna Maria Island, FL
9.8 110 reviews
Anna Maria Island, FL
18/07 – 25/07
£170/nighttotal: £1190 (7 )

Bradenton Beach/anna Maria Island, Img Academy, Longboat Key, Sarasota

2 2
apartment , Bradenton
This family-friendly apartment is located near the beach in Bradenton, within a 3.2-kilometre radius of both Arcadeland and IMG Academy. The property has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment spans 109 square metres and comfortably accommodates up to four guests. It comes with a fully equipped kitchen, two bedrooms, two bathrooms, a private patio, a swimming pool, a Jacuzzi, and a tennis court, providing ample space and entertainment options.

Best Anna Maria Island, FL short term rentals with a balcony

Kayaks, Bikes & Bay Access: Bradenton Escape! - Anna Maria Island, FL
Anna Maria Island, FL
11/07 – 25/07
£293/nighttotal: £4102 (14 )

Kayaks, Bikes & Bay Access: Bradenton Escape!

3 7
apartment , Longboat Key
This Longboat Key holiday home is situated within 9.6 kilometres of Manatee Golf Course, IMG Academy, and Anna Maria Sound, offering convenient access to Bradenton Beach Marina and Blake Medical Centre.
This 260 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a private swimming pool, Jacuzzi, tennis court, and barbecue facilities; enjoy proximity to Anna Maria Sound for water activities.
144 M² Condo ∙ 2 Bedrooms ∙ 5 Guests - Anna Maria Island, FL
9.3 3 reviews
Anna Maria Island, FL
03/08 – 07/08
£321/nighttotal: £1284 (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.
Bk Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img - Anna Maria Island, FL
9.8 56 reviews
Anna Maria Island, FL
27/06 – 04/07
£146/nighttotal: £1022 (7 )

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

2 2
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.
Ab Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img - Anna Maria Island, FL
9.2 7 reviews
Anna Maria Island, FL
03/08 – 07/08
£162/nighttotal: £648 (4 )

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

2 3
apartment , Bradenton
This Bradenton lakeside apartment, five minutes from IMG Academy and fifteen minutes (approx. 24km) from Anna Maria Island and Longboat Key beaches, offers convenient access to local attractions.
The 109 square metre, two-bedroom, two-bathroom property sleeps four guests and boasts a private terrace, swimming pool, Jacuzzi, and tennis court, alongside a fully equipped kitchen and air conditioning.

Frequently asked questions about short term rentals in Anna Maria Island, FL

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

    A week on Anna Maria Island offers plenty! Spend a day exploring the pristine beaches – Bean Point is a must-see for its stunning sunsets and views. Rent bikes and cycle the length of the island, stopping at the charming shops and cafes along Pine Avenue. Visit the Anna Maria Island Historical Society Museum to learn about the island's rich past. For nature lovers, a trip to the Anna Maria Island Nature Reserve is essential for birdwatching and exploring the mangroves. Consider a boat tour to see dolphins or go kayaking in the calm waters. Don't forget to enjoy some delicious seafood at the many restaurants along the coast.
  • What are the best short term rentals in Anna Maria Island, FL?

  • What attractions should one visit when spending a month on Anna Maria Island, Florida?

    A month gives you time to truly explore! Beyond the initial week's activities, consider taking a day trip to nearby Sarasota or St. Petersburg. Explore the many smaller beaches and coves along the island – perhaps try the quieter sections of Coquina Beach. Go fishing – charter a boat or try your luck from the pier. Take a sunset cruise for a different perspective of the coastline. Visit the galleries and art studios that dot the island. Explore the local farmers' markets for fresh produce and local crafts. For a different pace, spend some time simply relaxing on the beach, reading a book, and enjoying the Gulf's gentle waves.
  • What 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 colours?

    Anna Maria Island doesn't experience the vibrant autumn colours found further north, nor does it have cherry blossoms. However, you can witness the nesting of various seabirds, particularly during spring and summer. The changing tides and the diverse marine life provide their own natural spectacles throughout the year.
  • 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 visit the smaller, family-run businesses. Chat with the staff at local shops, restaurants, or art galleries. Attend a local event – check for community gatherings or performances. Consider taking a guided nature walk or kayak tour; the guides are often long-time residents who can share their knowledge of the island's history and ecology. Simply striking up conversations with people you meet on the beach or in cafes can also 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 vibrant arts scene. Several galleries offer workshops in painting, pottery, or other crafts. Check local listings for seasonal events, which may include live music performances, theatre productions, or craft fairs. The island's laid-back atmosphere lends itself to a more relaxed style of cultural engagement, often found in casual interactions with the community.
  • What are some secret spots or hidden treasures to visit on Anna Maria Island, Florida?

    While Anna Maria Island is relatively small, some lesser-known gems include exploring the quieter stretches of beach south of the Bridge Street area. Take a walk along the shoreline at low tide to discover hidden shells and marine life. Explore the mangrove tunnels by kayak for a unique perspective of the island's ecosystem. The small, local parks away from the main tourist areas offer peaceful escapes.
  • What should not be left out of your suitcase if you are going to Anna Maria Island, Florida?

    Pack light clothing suitable for warm weather, swimwear, sunscreen (essential!), sunglasses, a hat, and insect repellent. Comfortable walking shoes or sandals are a must, as is a reusable water bottle to stay hydrated. Don't forget your camera to capture the stunning sunsets and beach scenes!
  • 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 listings closer to your travel dates. While there aren't large, nationally recognised festivals specifically tied to the island itself, the surrounding areas often have events that are easily accessible.
  • Where should one try the best local food on Anna Maria Island, Florida?

    For fresh seafood, The Sandbar Restaurant is a popular choice. The Waterfront Restaurant offers stunning views alongside its menu. Beach Bistro is known for its upscale dining experience. Many smaller cafes and eateries along Pine Avenue and Bridge Street offer delicious, casual dining options, showcasing local ingredients and flavours.

Nearby regions

Best Anna Maria Island, FL short term rentals with a kitchen

The Shellshack, 4 Br/2ba, Near Ami Beaches - Anna Maria Island, FL
9.7 49 reviews
Anna Maria Island, FL
02/07 – 06/07
£171/nighttotal: £684 (4 )

The Shellshack, 4 Br/2ba, Near Ami Beaches

1 5
apartment , West Bradenton
The Shellshack, a four-bedroom holiday home in Northwest Bradenton, is located approximately 1.6km from DeSoto National Memorial and Robinson Preserve, and 9.6km from Anna Maria Island.
This spacious property sleeps nine, boasting a large living room, Florida room, screened porch, and a fully equipped kitchen with dishwasher, plus a garden, parking, and Wi-Fi; it also features a fenced area for small dogs and a handicap-accessible shower.
Top Floor Corner Unit 2 Bedroom Condo In Shorewalk Anna Marie Island 15 Min - Anna Maria Island, FL
9.8 59 reviews
Anna Maria Island, FL
17/07 – 24/07
£135/nighttotal: £945 (7 )

Top Floor Corner Unit 2 Bedroom Condo In Shorewalk Anna Marie Island 15 Min

2 2
apartment , Bradenton
This Bradenton golf condo is situated within 5 kilometres of IMG Academy, IMG Golf Academy, and Smugglers Cove Adventure Golf, with Manatee Golf Course and IMG Soccer Academy also nearby.
This two-bedroom, two-bathroom apartment offers 101 square metres of space, sleeping up to four guests and boasting a fully equipped kitchen, free Wi-Fi, a private terrace, and access to a swimming pool and tennis court.
Shorewalk 103 - Anna Maria Island, FL
8.3 33 reviews
Anna Maria Island, FL
07/08 – 09/08
£218/nighttotal: £436 (2 )

Shorewalk 103

2 2
apartment , Bradenton
Shorewalk 103 is situated in Bradenton, approximately 10 kilometres from the John and Mable Ringling Museum of Art and 10 kilometres from Sarasota Bradenton International Airport. The apartment has received very good user ratings, an excellent location rating, and a very good cleanliness rating.
The Shorewalk 103 apartment is a 109 square metre property with two bedrooms and a capacity of four guests. It offers a range of amenities including a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, and parking.
1bedroom1bathroom Livingroom Beach Get Away Pool Access Quiet - Anna Maria Island, FL
9.4 79 reviews
Anna Maria Island, FL
07/08 – 09/08
£135/nighttotal: £270 (2 )

1bedroom1bathroom Livingroom Beach Get Away Pool Access Quiet

1 2
apartment , Bradenton
This 2-bedroom house is located in Bradenton, within a 5km radius of De Soto National Memorial, Blake Medical Center, and Robinson Preserve, and 4.2km from Palma Sola Botanical Park, offering a peaceful escape from the hustle and bustle of city life. The accommodation has received excellent user ratings.
The house has one bathroom and can comfortably accommodate up to 3 guests. Amenities include a private pool, barbecue grills, a kitchen with a fridge and microwave, free Wi-Fi, and a terrace/balcony, perfect for enjoying the Florida sunshine.

Best Anna Maria Island, FL short term rentals with laundry available

Lakeview Bradenton Rental Near Beaches & Img - Anna Maria Island, FL
10 2 reviews
Anna Maria Island, FL
28/06 – 29/06
£227/nightfor 1 night

Lakeview Bradenton Rental Near Beaches & Img

2 2
apartment , South Bradenton
This South Bradenton flat provides peaceful lake views from an enclosed lanai and is situated 8 kilometres from Gulf Coast beaches, 4 kilometres from IMG Academy, and 48 kilometres from Sarasota.
This 93 square metre residence offers two bedrooms and two bathrooms for up to five guests, featuring a fully equipped kitchen, air conditioning, WiFi, smart TVs, and is pet-friendly for up to two well-trained animals, with extended stay options available.
Pura Vida House Near Beach & Img With Private Yard - Anna Maria Island, FL
9.9 52 reviews
Anna Maria Island, FL
27/06 – 28/06
£323/nightfor 1 night

Pura Vida House Near Beach & Img With Private Yard

1 6
apartment , Bradenton
This Bradenton island retreat, location unspecified within the city, offers a self-catering property ideal for families and pet owners.
The three-bedroom, two-bathroom holiday home boasts a fenced yard with a fire pit and BBQ, a fitness centre, and accommodates up to six guests, complete with Wi-Fi, Netflix, and ample parking for cars, boats, and RVs.
Upscale 2br Condo W/ Lanai · Two Pools & Hot Tubs · Img Academy · Gulf Beaches - Anna Maria Island, FL
10 129 reviews
Anna Maria Island, FL
07/08 – 09/08
£183/nighttotal: £366 (2 )

Upscale 2br Condo W/ Lanai · Two Pools & Hot Tubs · Img Academy · Gulf Beaches

2 2
apartment , Bradenton
This waterfront apartment is located near the IMG Academy, just over a mile from Arcadeland and a short drive from other popular attractions. The property benefits from excellent user ratings, making it a popular choice for travellers.
This two-bedroom, two-bathroom apartment sleeps up to four guests and spans 116 square metres. The property boasts a range of amenities, including a swimming pool, jacuzzi, tennis court and barbecue grills, perfect for relaxing and enjoying the Florida sunshine.
Gulf Coast Escape/pool, Hot Tub, Sleeps 12, Pets - Anna Maria Island, FL
9.8 79 reviews
Anna Maria Island, FL
27/06 – 28/06
£593/nightfor 1 night

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

1 6
apartment , Bradenton
This Bradenton property, situated in a peaceful cul-de-sac, is under 6.5 km from Robinson Preserve and within 24 km of Anna Maria Island and Bradenton Beach.
The four-bedroom, two-bathroom house sleeps ten guests, boasting a private heated pool and hot tub, a kids' room with bunk beds and a Pac-Man arcade, plus beach gear and a fully equipped kitchen with BBQ facilities.
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