Compare Vacation Rentals & Airbnb in Longboat Key, FL

Lobster Louie's Inn - Cozy 2/1 Mins From Beaches. Fenced Yard. Pet Friendly. is situated in Whitfield Estates, Sarasota, a short drive from Lido Key, Siesta Key, and Anna Maria Island beaches.
This pet-friendly guesthouse offers two bedrooms, one bathroom, and sleeps eight, featuring a fully equipped kitchen, high-speed Wi-Fi, and a large fenced backyard; nearby attractions include Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens.

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.

This one-bedroom apartment is situated just 160 metres from Longboat Key Beaches, offering a peaceful retreat on this tranquil island. It is also within a 10km radius of Lido Beach and St. Armands Circle, making it a convenient base for exploring the area. The apartment has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
The 60 square metre apartment comfortably sleeps four guests and features a fully equipped kitchen, a private balcony, and a spa. Guests can enjoy a range of amenities, including internet access, air conditioning, a Jacuzzi, and parking.

This beachfront flat is located on Longboat Key, just a short walk from the Silver Sands Beach Resort and its amenities. It has received excellent ratings for its location, cleanliness, and overall user experience.
The one-bedroom apartment comfortably accommodates up to four guests, and offers a king-size bed in the bedroom and a queen-size sofa bed in the living room. Guests can enjoy access to a heated pool, beach amenities, a fitness centre, and a tennis resort with 10 courts, all within easy reach.

This spacious house is located on the 7th fairway of the prestigious IMG Academy, just 5 kilometres from Anna Maria Island beaches. It is situated in a quiet neighbourhood in Bradenton, close to parks, restaurants and shops. The property has excellent ratings for location, cleanliness and user experience.
The house has a split bedroom floor plan and can accommodate up to 10 guests. It includes a heated pool, a game area with foosball, ping pong and Xbox, a large yard and a comfortable lanai for relaxation.

This Longboat Key apartment, located in the Longboat Harbour community, offers easy access to St. Armands Circle and Sarasota's cultural attractions, a short drive away (approximately 10km to St. Armands Circle).
The 86-square-metre (926 sq ft) second-floor property boasts two bedrooms, two bathrooms, sleeps four, and includes a kitchen with dishwasher, a swimming pool, private beach access across Gulf of Mexico Drive, and access to community tennis and pickleball courts.

This Bradenton holiday home is conveniently located within 4.8 kilometres of Blake Medical Center and IMG Academy, and 4.3 kilometres from Smugglers Cove Adventure Golf.
The 121-square-metre property boasts three bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, Jacuzzi, terrace, garden, and on-site spa tub; barbecue grills are available for outdoor use.

This smoke-free apartment is located in Bradenton Beach, just a few steps from the beach and within 1.6 kilometres of Anna Maria Sound and Bradenton Beach Marina. The apartment has received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The apartment is a 2-bedroom, 1-bathroom property with a floor area of 60 square metres and can comfortably accommodate up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking, along with access to a water park, barbecue grills, and a nearby spa.

This holiday home, Silver Sands #255, is located in Longboat Key, a mere stroll from the beach and 24 kilometres from the John and Mable Ringling Museum of Art.
This property offers accommodation for up to seven guests, featuring a private swimming pool, a terrace with sea views, and direct access to Longboat Key Beach, with complimentary WiFi and private parking available.

Beach Castle Resort #5 By Rva is situated on Longboat Key, just 1.6 kilometres from Longboat Key Beaches and Cannons Marina, and 4.8 kilometres from Jewfish Key, in a peaceful and tranquil setting. The resort has received very good user ratings, with excellent scores for location and cleanliness.
The apartment offers two bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a fully equipped kitchen, a terrace, a garden, a swimming pool, a jacuzzi, a tennis court, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

This 3-bedroom, 2-bathroom condominium on Longboat Key offers direct beach access, situated approximately 90 steps from the shore and within easy reach of local shops and restaurants.
Designed for family relaxation, this ground-floor apartment accommodates up to six guests and provides essential amenities including air conditioning, kitchen facilities, internet, swimming pool access, and parking.

This waterfront apartment building is situated on Longboat Key, just 1.6 kilometres from Longboat Key Beaches and Cannons Marina, and 4.8 kilometres from Jewfish Key. It has received excellent ratings for location, cleanliness and overall user experience.
The apartment is on the ground floor and has one bedroom, one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen, a sofa bed, a TV with a DVD player, a spa tub, a terrace, access to a swimming pool, a jacuzzi, a tennis court, laundry facilities, barbecue grills, and parking.