Places to stay in Longboat Key, FL

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Longboat Key, FL place to stay
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2304 Best places to stay in Longboat Key, FL

Best Longboat Key, FL lodgings with a pool

Among the 2304 accommodations in Longboat Key, FL, here are the 4 best ones with a pool

Cozy Private Beach Condo - Longboat Key, FL
10 24 reviews

Cozy Private Beach Condo

apartment, Longboat Key
This Longboat Key condo, situated steps from the private beach and a short walk from a complex with pool and BBQ area, offers direct Gulf of Mexico views.
The two-bedroom, two-bathroom apartment, sleeping up to six guests, includes a fully equipped kitchen, a small office, and access to 600 feet of white sand beachfront.
Island Time! - Longboat Key, FL
10 379 reviews

Island Time!

apartment, Longboat Key
This beachfront flat is situated just 0.16 kilometres from Longboat Key Beaches and within 10 kilometres of Lido Beach and St. Armands Circle. The apartment has received excellent ratings for location, cleanliness and user experience.
The one-bedroom flat is 31 square metres in size and can accommodate up to 4 guests. It features a fully equipped kitchen, a private patio, a washing machine, free Wi-Fi, air conditioning, a swimming pool, a spa, a garden, and parking.
Waterfront, Spa/pool, Private Paradise On Lbk! - Longboat Key, FL
9.6 5 reviews

Waterfront, Spa/pool, Private Paradise On Lbk!

apartment, Longboat Key
This Harbour Villa Club condo on Longboat Key offers direct Sarasota Bay views, is a short walk from a private beach and a 3-minute (4.8km) drive from Longboat Village's waterfront restaurants.
The 150-square-metre (over 1500 sq ft), two-bedroom, two-bathroom apartment sleeps four, features a fully equipped kitchen with wet bar, in-unit laundry, private patio, and access to a heated pool, hot tub, and tennis court; nearby activities include kayaking, paddle boarding, fishing charters, and visits to Mote Marine Laboratory & Aquarium.
2/2 Bay Front Condo, Pool, Private Beach Access - Longboat Key, FL
No reviews

2/2 Bay Front Condo, Pool, Private Beach Access

apartment, Longboat Key
Buttonwood Cove condo 204B, situated on Longboat Key's narrowest point, offers direct Gulf access and is approximately 8km from St. Armands Circle.
This elegantly renovated, first-floor apartment sleeps four, boasting two bedrooms, two bathrooms, a fully equipped kitchen, a private lanai with sunrise views, and access to a heated pool, tennis/pickleball courts, and a private beach across the street.

Best family friendly Longboat Key, FL lodging

Among the 2304 accommodations in Longboat Key, FL, here are the 4 best for families

Private Heated Pool & Hot Tub On Longboat Key - Longboat Key, FL
No reviews

Private Heated Pool & Hot Tub On Longboat Key

apartment, Longboat Key
This four-bedroom, three-bathroom house on South Longboat Key is conveniently located near the Dry Dock restaurant and offers easy boat access.
The property boasts a spacious open-plan layout, sleeping eight guests comfortably, and includes a private saltwater pool, outdoor kitchen with gas grill, ping pong, bocce ball, and a full house water filtration system; bicycle rental assistance is available.
Stylish Longboat Key Townhome Minutes To Beach Ospreys Nest - Longboat Key, FL
No reviews

Stylish Longboat Key Townhome Minutes To Beach Ospreys Nest

house, Longboat Key
This Longboat Key townhome, located minutes from the beach and within 21-27 kilometres of attractions including the Ringling Museum of Art and Sarasota International Convention Centre, offers a convenient base for exploring the area.
The two-bedroom, two-bathroom property sleeps up to 13 guests and features a fully equipped kitchen, private balcony, Wi-Fi, air conditioning, laundry facilities, and parking; a tennis court is also available.
Laplaya 104e Perfectly Located Near The Path To The Beach Just Steps From The Pool - Longboat Key, FL
10 12 reviews

Laplaya 104e Perfectly Located Near The Path To The Beach Just Steps From The Pool

apartment, Longboat Key
This Longboat Key apartment is located just 8km from The John and Mable Ringling Museum of Art, Mote Marine Laboratory, and Sarasota Jungle Gardens, offering easy access to these popular attractions. The apartment has received very good user ratings, an excellent location rating, and a good cleanliness rating.
The two-bedroom flat is 65 square metres in size and features a fully equipped kitchen, a terrace, a garden, a swimming pool, and a tennis court. Guests can enjoy a range of amenities and activities, including free Wi-Fi, air conditioning, and parking.
107 M² House ∙ 2 Bedrooms ∙ 6 Guests - Longboat Key, FL
10 3 reviews

107 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Holmes Beach
This Holmes Beach condo is situated directly opposite shops and restaurants, a short walk from the Gulf of Mexico beaches and offering kayak/canoe access to the intercoastal waterway.
The 106 square metre (1140 square foot) property boasts two bedrooms, two bathrooms, sleeps six, and includes a private terrace, swimming pool, tennis court, and free Wi-Fi; plus community amenities such as heated pools and a fishing pier.

Frequently asked questions about accommodations in Longboat Key, FL

  • What are the top attractions and must-see sites in Longboat Key, FL?

    Longboat Key is known for its beautiful beaches, so you'll definitely want to spend some time on the sand at Longboat Key Beach. For a bit of history, visit the Longboat Key Historical Society Museum, and if you're a nature lover, the Longboat Key Nature Center is a must-see.
  • What are the best accommodations in Longboat Key, FL?

  • Which cultural festivals and seasonal events should visitors attend in Longboat Key, FL?

    Longboat Key doesn't have a huge festival scene, but the Longboat Key Festival of the Arts is a popular annual event in March, and the Longboat Key Christmas Boat Parade is always a festive sight in December.
  • What are the best accommodations with a pool in Longboat Key, FL?

    Anna Maria Island Beach Palms 2b, Silver Surf Gulf Beach Resort and The Beach On Longboat Key are the best accommodations with a pool in Longboat Key, FL.

  • What are the most convenient modes of transportation within Longboat Key, FL?

    Longboat Key is a relatively small island, and you can get around pretty easily by car or bicycle. There's also a public bus service, the Longboat Key Free Trolley, which runs along the main road and stops at many key locations.
  • What are the best accommodations with a jacuzzi in Longboat Key, FL?

  • What outdoor activities and adventures are popular in and around Longboat Key, FL?

    Longboat Key is a paradise for outdoor enthusiasts. You can enjoy swimming, sunbathing, kayaking, paddleboarding, and fishing on the beaches. If you're feeling adventurous, you can try parasailing or jet skiing.
  • What are the best accommodations for families and kids in Longboat Key, FL?

  • When is the best time to visit Longboat Key, FL?

    The best time to visit Longboat Key is during the shoulder seasons, from March to May and September to November, when the weather is still pleasant but the crowds are smaller. You can also enjoy the sunshine and warm temperatures during the summer months, but it can get quite hot and humid.
  • What are the best pet friendly accommodations in Longboat Key, FL?

  • What local dishes and culinary experiences are a must-try in Longboat Key, FL?

    Longboat Key is known for its fresh seafood, so you'll want to try some of the local catches like grouper, snapper, and mahi-mahi. There are also many great restaurants serving up delicious steaks, pasta, and other international cuisines.
  • What are the best accommodations with parking in Longboat Key, FL?

  • In which part of Longboat Key, FL should you consider renting accommodation?

    The best place to stay really depends on your preferences. If you want to be close to the beach, the Gulf of Mexico Drive area is ideal. If you're looking for a more relaxed and secluded experience, the north end of the island might be a better choice.

Popular destinations

Best Longboat Key, FL accommodations with a balcony

Lakefront Condo · Pools · Img · Anna Maria Beaches - Longboat Key, FL
9.8 206 reviews

Lakefront Condo · Pools · Img · Anna Maria Beaches

apartment, Bradenton
This waterfront apartment is located just 1.8 km from Arcadeland and 2.4 km from IMG Academy, offering easy access to popular attractions in Bradenton. The apartment has received excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The two-bedroom, two-bathroom apartment spans 116 square metres and comfortably accommodates up to four guests. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, tennis court, and free parking.
'Uncle Louie's' Gulf Coast Gem W/ Outdoor Oasis - Longboat Key, FL
9.4 148 reviews

'Uncle Louie's' Gulf Coast Gem W/ Outdoor Oasis

house, South Bradenton
This two-bedroom property is located just 8 kilometres from Sarasota Bradenton International Airport and 11.4 kilometres from the John and Mable Ringling Museum of Art, offering easy access to both cultural attractions and the airport. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 74 square metre house comfortably accommodates up to four guests and features a fully equipped kitchen, a patio, and a garden. Guests can enjoy free Wi-Fi, air conditioning, and the convenience of having linen and towels provided.
Bay Breezes 2br / Pet-friendly Cedars East Rva - Longboat Key, FL
9.5 14 reviews

Bay Breezes 2br / Pet-friendly Cedars East Rva

house, Longboat Key
This Longboat Key holiday home is situated just 1.6 kilometres from Longboat Key Beaches and 4.8 kilometres from Cannons Marina, offering a peaceful and convenient location for exploring the area. It has received excellent user ratings, making it a popular choice for travellers.
This two-bedroom property spans 134 square metres and offers a comfortable and spacious layout. Enjoy amenities such as a swimming pool, garden, fitness centre and fully equipped kitchen, as well as the convenience of parking and internet access.
Sunnymar Retreat Beach Access  Heated Pool  Near Historic Bridge Street - Longboat Key, FL
10 6 reviews

Sunnymar Retreat Beach Access Heated Pool Near Historic Bridge Street

apartment, Longboat Key
This Longboat Key apartment is centrally located, a 2.4km walk from Longboat Key Beaches and Jewfish Key, and within 3.2km of Cannons Marina and Coquina Beach.
The two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, private terrace, swimming pool, jacuzzi, and on-site parking; nearby amenities include barbecue grills and a range of water activities.

Best Longboat Key, FL accommodations with a kitchen

Pool & Beach Access  Silver Sands #241s By Rva - Longboat Key, FL
8.8 241 reviews

Pool & Beach Access Silver Sands #241s By Rva

apartment, Longboat Key
Silver Sands #243s Resort By Rva is located on Longboat Key, a short 10-minute walk from the beach and Cannons Marina, with Coquina Beach and Bradenton Beach within a 3-mile radius. The resort has received very good ratings for cleanliness and user experience and an excellent rating for its location.
The smoke-free apartment building has two bedrooms and a sofa bed, suitable for a small family or group of friends. Guests can enjoy a peaceful garden setting, a swimming pool, tennis courts, barbeque facilities, free Wi-Fi and parking.
Longboat Village Getaway - Longboat Key, FL
No reviews

Longboat Village Getaway

house, Longboat Key
Longboat Village Getaway is located in Longbeach, a 10-minute walk from Beer Can Island Beach and approximately 24 kilometres from Sarasota International Convention Centre and 22 kilometres from Sarasota Bradenton International Airport.
This holiday home offers 134 square metres of living space with two bedrooms and two bathrooms, accommodating up to 11 guests with a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a fitness centre, a tennis court and parking.
Beach Front One Bedroom Condo Paradise. Ground Floor. - Longboat Key, FL
9.5 315 reviews

Beach Front One Bedroom Condo Paradise. Ground Floor.

apartment, Longboat Key
This studio apartment is located on Longboat Key, just a 2-minute walk from the beach and 19 kilometres from the John and Mable Ringling Museum of Art. It has received excellent ratings for its location, cleanliness and overall experience.
The apartment is on the ground floor, offering easy access and a private balcony. Guests have access to a range of amenities including a well-equipped kitchen, a swimming pool, a jacuzzi, a tennis court and free parking.
Silver Sands 1br  Gulfside Comfort #255 By Rva - Longboat Key, FL
8.9 194 reviews

Silver Sands 1br Gulfside Comfort #255 By Rva

apartment, Longboat Key
Silver Sands #255 Resort By Rva is a smoke-free apartment building situated on Longboat Key, a short walk from Longboat Key Beaches and Cannons Marina, and within a 3-mile radius of Coquina Beach and Bradenton Beach. The accommodation has received excellent ratings for location, cleanliness and overall user experience.
This apartment offers a fully equipped kitchen, a TV with a DVD player, a washing machine and a sofa bed. Guests can enjoy the garden, barbecue grills and a tennis court, as well as a swimming pool, terrace and access to the beach.
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