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

King Suite! Heated Pool! 5 Miles To Beach! - Anna Maria Island, FL
9.8 17 reviews
Anna Maria Island, FL
24/09 – 27/09
£255/nighttotal: £765 (3 )

King Suite! Heated Pool! 5 Miles To Beach!

4 8
apartment , West Bradenton
This Belair Bayou holiday home in West Bradenton is ideally situated within 5km of Blake Medical Center, De Soto National Memorial, Robinson Preserve, and Palma Sola Botanical Park.
This 140 square metre property boasts four bedrooms, two bathrooms, sleeps eight guests, and features a private pool, BBQ grills, free Wi-Fi, and proximity to an on-site water park.
Villa Blue Lagoon - Private Heated Pool & Less Than 10 Minutes To Anna Maria - Anna Maria Island, FL
10 66 reviews
Anna Maria Island, FL
27/06 – 04/07
£269/nighttotal: £1883 (7 )

Villa Blue Lagoon - Private Heated Pool & Less Than 10 Minutes To Anna Maria

3 2
apartment , Cortez
This newly renovated three-bedroom house is located in Heron's Watch, a quiet neighbourhood in Bradenton, Florida, just 16 kilometres from award-winning beaches. It has received excellent user ratings and is perfect for families and groups of up to six people.
The 177 square metre property offers a spacious and comfortable layout with modern amenities such as air conditioning, a swimming pool, a garden, and a fully equipped kitchen. Guests can enjoy a range of activities, including jet skiing, scuba diving, horse riding, hiking, and exploring the nearby attractions, all within a 16 kilometre radius.
Heated Pool~massive Spanish Home~water Views~sunset Deck~grill~wifi~near Beaches - Anna Maria Island, FL
9.4 78 reviews
Anna Maria Island, FL
28/06 – 29/06
£862/nightfor 1 night

Heated Pool~massive Spanish Home~water Views~sunset Deck~grill~wifi~near Beaches

6 2
apartment , Bradenton
This Bradenton holiday home, near the sea and 2.7km from Blake Medical Center, offers easy access to Bradenton Beach and Cortez Beach, both within 9.6km.
This six-bedroom, four-bathroom property boasts a 472 square metre floor area, a private pool, Jacuzzi, and spa, accommodating up to 14 guests and including access to an on-site water park, arcade, and free Wi-Fi.
Beautiful Blue Beach House Kids & Pets Ok July, Aug, Sept, Oct Discounts! - Anna Maria Island, FL
9.8 42 reviews
Anna Maria Island, FL
27/06 – 28/06
£410/nightfor 1 night

Beautiful Blue Beach House Kids & Pets Ok July, Aug, Sept, Oct Discounts!

4 8
apartment , Cortez
This charming house is situated in Bradenton, just a short walk from the beach, bay, and the bustling centre of Cortez, offering easy access to all the area's attractions. The property has consistently received excellent reviews from previous guests, highlighting its comfort and convenience.
The spacious four-bedroom house, covering 186 square metres, comfortably accommodates up to 12 guests. Enjoy the fully equipped kitchen, outdoor living area with a screened-in patio and BBQ, and the large living room with a 72-inch flat-screen TV, perfect for relaxing after a day exploring the local area.

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

Gulf View ~Heated Pool~renovated~coconuts 2 Bed! - Anna Maria Island, FL
Anna Maria Island, FL
27/06 – 28/06
£1233/nightfor 1 night

Gulf View ~Heated Pool~renovated~coconuts 2 Bed!

2 8
apartment , Holmes Beach
This second-level waterside flat in Holmes Beach offers direct Gulf views from its living area and private balcony, situated just steps from the beach and a short walk to Bradenton Beach and Bean Point Beach.
This 121 square metre holiday home features two bedrooms, two bathrooms, and accommodates up to eight guests with a fully stocked kitchen, in-unit laundry, and two dedicated parking spaces, all within proximity to a heated shared pool with BBQ grills.
"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
27/06 – 04/07
£182/nighttotal: £1274 (7 )

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

2 2
apartment , South 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.
New Luxury 3/3 Margaritaville Resort - Anna Maria Island, FL
9.9 217 reviews
Anna Maria Island, FL
30/08 – 03/09
£289/nighttotal: £1156 (4 )

New Luxury 3/3 Margaritaville Resort

3 5
apartment , Bradenton
This luxury apartment is situated on Anna Maria Sound, just a short walk from a lagoon and a two-mile walking path, offering stunning water views and a peaceful location. The property has received excellent ratings for its location, cleanliness and overall experience.
The three-bedroom, three-bathroom apartment spans 163 square metres and is equipped with a fully-fitted kitchen, a private balcony, and access to a range of resort-style amenities, including a swimming pool, jacuzzi, fitness centre, and a private beach club.
Vacation Day Is Always A Great Idea! 2 Classy Units, 2 Pools And Hot Tub - Anna Maria Island, FL
9.4 3 reviews
Anna Maria Island, FL
24/09 – 27/09
£377/nighttotal: £1131 (3 )

Vacation Day Is Always A Great Idea! 2 Classy Units, 2 Pools And Hot Tub

4 8
apartment , Bradenton
This property is located in a private, gated community in Bradenton, close to the beautiful white sand beaches, golf courses, museums, restaurants, and shopping malls. It has received excellent user ratings, making it a popular choice for travellers.
This spacious, well-equipped dwelling is ideal for families or groups, with two separate apartments, each offering 4 bedrooms and 4 bathrooms, for a total of 10 guests. It offers a range of amenities and activities, including two swimming pools, a hot tub, a tennis court, a basketball court, and a clubhouse with a pool table.

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

Nirvana Sunset~across From Beach, Heated Pool/spa! - Anna Maria Island, FL
9.7 14 reviews
Anna Maria Island, FL
27/06 – 28/06
£970/nightfor 1 night

Nirvana Sunset~across From Beach, Heated Pool/spa!

4 8
apartment , Holmes Beach
This four-bedroom, three-bathroom luxury holiday home in Holmes Beach, located at 2809 Ave E, offers direct access to the Gulf of Mexico, just a short walk from the beach.
This family-friendly property accommodates up to eight guests and boasts a private heated pool with an infinity spa, a rooftop deck with panoramic Gulf views, a chef's kitchen with premium appliances, and included beach amenities for a comfortable stay.
Anna Cabana 3 · Studio · 100 Yds To Gulf - Anna Maria Island, FL
9.6 188 reviews
Anna Maria Island, FL
27/06 – 04/07
£233/nighttotal: £1631 (7 )

Anna Cabana 3 · Studio · 100 Yds To Gulf

1 2
studio , Holmes Beach
This holiday home is located just a short stroll from the beach in Bradenton Beach, a peaceful area with easy access to shops and restaurants. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The spacious home offers a comfortable and well-equipped living space with a fully equipped kitchen, a relaxing patio, and a private swimming pool. Guests can enjoy a range of on-site amenities including a fitness centre, tennis court, and barbecue facilities, as well as the convenience of a dedicated parking space.
Near Img - Shorewalk Unit 202 By Seabreeze Vacation - Anna Maria Island, FL
10 67 reviews
Anna Maria Island, FL
17/07 – 24/07
£167/nighttotal: £1169 (7 )

Near Img - Shorewalk Unit 202 By Seabreeze Vacation

2 2
apartment , Bradenton
This two-bedroom apartment is situated by the sea in Bradenton, just over 1.6km from Arcadeland and about 3.2km from IMG Academy, making it ideal for families and sports enthusiasts. The apartment has received excellent reviews from previous guests.
The apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a private spa tub, a balcony with an outdoor grill, and a washing machine. Guests can also enjoy the on-site swimming pool, jacuzzi, tennis court, and spa.
New Listing On Ami! Walk To Fabulous Beach Front! - Anna Maria Island, FL
9.9 135 reviews
Anna Maria Island, FL
27/06 – 04/07
£174/nighttotal: £1218 (7 )

New Listing On Ami! Walk To Fabulous Beach Front!

1 2
apartment , Holmes Beach
This apartment is situated in a quiet part of Holmes Beach, just a short walk (less than 1km) from a less crowded section of the beach and a free Island trolley stop. The property has received excellent ratings for location, cleanliness and overall user experience.
The apartment is suitable for families or groups of up to four people, with two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a heated pool, beach chairs, umbrellas, and a washer and dryer.

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

Riverview Breeze - Heated Pool,1 Level, Sleeps 16, 15min Walk To Beach! - Anna Maria Island, FL
9.4 36 reviews
Anna Maria Island, FL
03/07 – 05/07
£807/nighttotal: £1614 (2 )

Riverview Breeze - Heated Pool,1 Level, Sleeps 16, 15min Walk To Beach!

4 10
apartment , West Bradenton
This riverfront house in Palma Sola, West Bradenton, is situated less than 7 kilometres from Holmes Beach, Cortez Beach, and Anna Maria Island, with public beaches a 15-minute walk or 3-minute drive away.
This 237 square meter residence offers four bedrooms and three bathrooms, accommodating up to 16 guests with a heated swimming pool, Weber grill, and ample parking for six cars, ideal for family holidays.
Pond-side 4br Oasis W/ Private Pool + Pickleball! - Anna Maria Island, FL
9.9 108 reviews
Anna Maria Island, FL
24/09 – 27/09
£332/nighttotal: £996 (3 )

Pond-side 4br Oasis W/ Private Pool + Pickleball!

4 8
apartment , Bradenton
This spacious four-bedroom home is located in Bradenton, just a short distance from the lively downtown area and the River Walk, offering easy access to local attractions and cultural experiences. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 204 square metre property comfortably accommodates up to 10 guests and comes equipped with a range of amenities including a private pool, a fully equipped kitchen, and a garden, perfect for families and groups looking for a relaxing and enjoyable stay.
Luxury North End Escape | 3 King Beds + Pool/spa - Anna Maria Island, FL
10 35 reviews
Anna Maria Island, FL
27/06 – 28/06
£1091/nightfor 1 night

Luxury North End Escape | 3 King Beds + Pool/spa

1 8
apartment , Anna Maria
This Anna Maria Island holiday home, located at the north end near Anna Maria City Pier, offers easy walking access to local restaurants, boutiques, and both the Gulf of Mexico and Bay beaches.
Sleeping six guests, this three-bedroom property boasts a private pool and hot tub, king-size beds in each bedroom, two bathrooms (one ensuite), a fully equipped kitchen including a dishwasher, and free internet access.
Coastal Cheer - Anna Maria Island, FL
9.5 40 reviews
Anna Maria Island, FL
03/08 – 07/08
£201/nighttotal: £804 (4 )

Coastal Cheer

1 3
apartment , Bradenton Beach
This recently renovated one-bedroom apartment is situated in Bradenton Beach, just a 1.1 kilometre walk from Cortez Beach and 1.1 kilometres from Coquina Beach.
The 55 square metre self-catering property features a private terrace, a fully equipped kitchen with a dishwasher and oven, and a private parking space, and can accommodate up to seven guests.
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