Anna Maria Island, FL Short term rentals

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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 5813 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals

Stylish And Modern Shorewalk Condo Close To Top Beaches, Heated Pools, Hot Tub, Img Academy, Dining - Anna Maria Island, FL
8.8 22 reviews

Stylish And Modern Shorewalk Condo Close To Top Beaches, Heated Pools, Hot Tub, Img Academy, Dining

apartment, Bradenton
This Shorewalk condo in Bradenton is conveniently located near top beaches and IMG Academy, within 10 kilometres of Sarasota Bradenton International Airport.
This spacious two-bedroom apartment boasts 109 square metres of living space, accommodating up to 11 guests, and features a private tennis court, heated pools, a hot tub, and a well-equipped kitchen.
Jerry's Gem! Beautiful Private Pool Home Near Anna Maria Island! - Anna Maria Island, FL
9.3 35 reviews

Jerry's Gem! Beautiful Private Pool Home Near Anna Maria Island!

apartment, West Bradenton
Jerry's Gem is located in Bradenton, just 13.7 kilometres from the Greens of Manatee Golf Club and 22.5 kilometres from the John and Mable Ringling Museum of Art. The property has received excellent ratings for user experience, location, and cleanliness.
This three-bedroom holiday home spans 167 square metres. It boasts a private pool, air conditioning, a fully equipped kitchen, free private parking, an outdoor patio, and is close to cycling routes.
No Busy Roads To Cross To Get To The Beach! 5 Min Walk To Beach! Sleeps 6 - Anna Maria Island, FL
9.8 57 reviews

No Busy Roads To Cross To Get To The Beach! 5 Min Walk To Beach! Sleeps 6

apartment, Holmes Beach
This Holmes Beach holiday home is situated mid-island, a short walk (approximately 0.8 km) from the beach and close to the trolley stop providing easy access to Pine Avenue and Coquina Beach, renowned as one of the world's top beaches.
The 121 square metre property boasts a spacious open-plan layout, sleeps six guests comfortably, and includes a private heated pool (November 15th–April 15th), a fully equipped kitchen, beach amenities, and a convenient in-unit washer/dryer.
Private Heated Pool, Turfed Putting Green Retreat - Anna Maria Island, FL
9.9 246 reviews

Private Heated Pool, Turfed Putting Green Retreat

apartment, West Bradenton
This 1940s bungalow, situated in West Bradenton, offers convenient access to both Bradenton's city centre and Anna Maria Island (distances unspecified).
This West Bradenton holiday home boasts 116 square metres of space, encompassing three bedrooms, two bathrooms, a fully equipped kitchen, and a private heated saltwater pool with a sun shelf; it comfortably sleeps six guests.

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

Shorewalk 4305/101 - Bradenton - Nice 2 Bedroom/ 2 Bath Down Stairs Condo, 5 Miles From Anna Maria Island And Near Img , Maximum Occupancy Of 4  People. - Anna Maria Island, FL
8.4 27 reviews

Shorewalk 4305/101 - Bradenton - Nice 2 Bedroom/ 2 Bath Down Stairs Condo, 5 Miles From Anna Maria Island And Near Img , Maximum Occupancy Of 4 People.

apartment, Bradenton
This two-bedroom apartment is located in Shorewalk, Bradenton, just 15 minutes' drive from the beaches of Anna Maria Island and Longboat Key and 5 minutes from the IMG campus. The property has received very good user ratings and excellent ratings for location and cleanliness.
The apartment comfortably accommodates up to four guests and features a king-size bed, two twin beds, and a sofa bed. It also benefits from a range of amenities including two heated swimming pools, two hot tubs, tennis courts, a clubhouse, and a screened patio with garden and lake views.
Pickleball, Game Room, Heated Pool, 4 Min To Beach - Anna Maria Island, FL
10 154 reviews

Pickleball, Game Room, Heated Pool, 4 Min To Beach

apartment, Cortez
This Bradenton holiday home is situated within 5km of Anna Maria Sound, Bradenton Beach Marina, Fish Hole Adventure Golf, the Historic Bridge Street Pier, and Arcadeland, offering easy access to various attractions.
This 184 square metre property sleeps up to 12 guests in three bedrooms plus a sofa bed, boasting a private pool, barbecue, fully equipped kitchen, and balcony, all within a smoke-free environment.
Coastal Cheer - Anna Maria Island, FL
9.5 38 reviews

Coastal Cheer

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.
Shorewalk Palms Heaven 2br Villa  2 Pools & Heated Hot Tubs Near Img / Beaches - Anna Maria Island, FL
9.9 127 reviews

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

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 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

Heated Pool | Close To Img + 7 Minutes To Beach! - Anna Maria Island, FL
9.7 43 reviews

Heated Pool | Close To Img + 7 Minutes To Beach!

apartment, West Bradenton
This West Bradenton holiday home, ideally located near shopping and restaurants, is within 8-13 kilometres of Anna Maria Island and Bradenton Beach.
Sleeping up to nine guests, this recently renovated property boasts four bedrooms, two bathrooms, a private pool and hot tub, two living areas with multiple TVs and a foosball table, plus a large fenced backyard with a grill and covered porch.
Stylish Lakefront Retreat Near Img & Anna Maria Island W/ Two Pools And Hot Tubs - Anna Maria Island, FL
10 131 reviews

Stylish Lakefront Retreat Near Img & Anna Maria Island W/ Two Pools And Hot Tubs

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.
Comfy Florida Condo Near Beach In Bradenton Florida - Anna Maria Island, FL
9.5 41 reviews

Comfy Florida Condo Near Beach In Bradenton Florida

apartment, Bradenton
This two-bedroom apartment is located just 0.9 kilometres from Arcadeland and 1.6 kilometres from IMG Academy, making it ideal for families and groups visiting South Bradenton. The property has received excellent ratings for its cleanliness, location and overall user experience.
The apartment is suitable for up to four guests and offers a comfortable layout with two bathrooms. Enjoy access to a range of amenities including a swimming pool, a fitness centre, a jacuzzi, and a garden, perfect for a relaxing and enjoyable stay.
Coastal Comfort  Beach Castle #26 By Rva - Anna Maria Island, FL
9.6 53 reviews

Coastal Comfort Beach Castle #26 By Rva

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.

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

Newly Renovated Beach Retreat - Anna Maria Island, FL
9.9 101 reviews

Newly Renovated Beach Retreat

apartment, Bradenton
This one-bedroom house is located in Pine Lakes, Bradenton, within 5km of Blake Medical Center, arcadeland, and LECOM Park, making it a convenient base for exploring the area. The property has received excellent ratings for location, cleanliness, and overall experience.
The house features a modern kitchenette, a washing machine, and a patio for enjoying the Florida sunshine. Guests can also take advantage of the barbecue grill, the Smart TV, and the coffee/tea maker for a comfortable stay.
Simply Adorable, Spacious And Cozy Beach Home - Anna Maria Island, FL
9.3 67 reviews

Simply Adorable, Spacious And Cozy Beach Home

apartment, Cortez
This charming house is located near the beach in Cortez, within easy reach of attractions like Arcadeland, Manatee Golf Course, and Blake Medical Center. It consistently receives excellent ratings for location, cleanliness, and user experience.
The property offers two bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, free Wi-Fi, and outdoor grilling facilities.
Resort-styleoasisheatedpoolsleeps13nearami&img - Anna Maria Island, FL
9.9 80 reviews

Resort-styleoasisheatedpoolsleeps13nearami&img

apartment, Bradenton
This Bradenton holiday home boasts a superb location near IMG Academy, G.T. Bray Park, and Anna Maria Island, offering easy access to Cortez Road and Manatee Avenue's shops and restaurants.
Sleeping up to 12 guests across four bedrooms and two bathrooms, this property features a private heated pool, outdoor fire pit and gazebo, a fully equipped kitchen with granite countertops and stainless steel appliances, plus complimentary beach gear and a dedicated workspace.
Stay On The North End Of Anna Maria Island! - Anna Maria Island, FL
9.7 39 reviews

Stay On The North End Of Anna Maria Island!

apartment, Anna Maria
Southern Breeze #2, a ground-floor duplex on Anna Maria Island, Florida, is located near the northern tip, less than 1.6km from Bean Point Beach and a 1.6km drive from Bayfront Park.
This two-bedroom, one-bathroom apartment sleeps six, boasting a king-size bed in each bedroom, a fully equipped kitchen with granite countertops, a shared pool, and BBQ facilities within a six-unit complex, offering access to local shops and restaurants on Pine Avenue.