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

Beachcomber Unit 205 - Longboat Key, FL
9.8 26 reviews

Beachcomber Unit 205

apartment, Longboat Key
This Longboat Key apartment offers a beachfront location, just 0.3 kilometres from Longboat Key Beaches, and within 10 kilometres of Lido Beach and St Armands Circle. This one-bedroom apartment sleeps four guests and features a fully equipped kitchen, a private terrace, and access to a communal swimming pool, garden and tennis court.
New Updated Siesta Key Vacation Rental With Heated Pool Access - Longboat Key, FL
9.6 23 reviews

New Updated Siesta Key Vacation Rental With Heated Pool Access

house, Siesta Key
This Siesta Key holiday home is a 4-minute walk from Crescent Beach and 1.9 km from Siesta Key Beach, offering easy access to the island's renowned sands.
The 93 square metre property boasts two bedrooms, a fully equipped kitchen with dishwasher, a private heated pool, and access to a fitness centre and tennis court; the John and Mable Ringling Museum of Art is 18 km away.
Beautiful Canal Front Unit!see Manatees Playing From Your Living Room.cabana #12 - Longboat Key, FL
9.4 58 reviews

Beautiful Canal Front Unit!see Manatees Playing From Your Living Room.cabana #12

apartment, Longboat Key
This Longboat Key apartment is situated just a short walk from a convenience store and a selection of restaurants, directly across the street from a heated pool and laundry facilities. It boasts an excellent user rating, indicating a high level of satisfaction from previous guests.
The apartment is a comfortable one-bedroom property with a floor area of 62 square metres and a capacity of up to four guests. It offers a well-equipped kitchen, a private porch overlooking the bay, and easy access to the beach, local attractions, and water activities.
Silver Sands #244 - Longboat Key, FL
9.5 2 reviews

Silver Sands #244

house, Longboat Key
Silver Sands #244 is a beachfront villa in Longboat Key, offering direct access to the sandy shores and situated 24 kilometres from the John and Mable Ringling Museum of Art.
This villa accommodates up to seven guests with a well-equipped kitchen, a balcony boasting sea views, and amenities including a swimming pool, fitness centre, and tennis court, with complimentary private parking and WiFi provided.

Best family friendly Longboat Key, FL lodging

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

The St. Regis Longboat Key Resort - Longboat Key, FL
9.8 139 reviews

The St. Regis Longboat Key Resort

resort, Longboat Key
The St. Regis Longboat Key Resort is located on Longboat Key, within 5 kilometres of Longboat Key beaches, Harborside Golf Course, and Islandside Golf Course, offering a peaceful retreat with easy access to local attractions. The resort features a range of luxury rooms and suites, all with modern amenities and comfortable furnishings.
The resort boasts a private white sand beach, a full-service spa, three on-site restaurants, a fitness centre, and a swimming pool, ensuring a relaxing and enjoyable stay for all guests.
Aroma Oasis | Hot Tub & Gulf Beaches |Boat Rental - Longboat Key, FL
9.7 27 reviews

Aroma Oasis | Hot Tub & Gulf Beaches |Boat Rental

apartment, South Bradenton
This two-bedroom, one-bathroom flat is situated at Coquina Beach Boat Ramp in South Bradenton, offering direct access to water activities and a unique boat rental experience. This accommodation for up to four guests includes air conditioning, a swimming pool, a jacuzzi, a garden, and parking, with a Yamaha 242 Limited jet boat available for hire with a professional captain and fuel included.
Best Beach Getaway  Steps From The Gulf  Of Mexico - Longboat Key, FL
9.9 77 reviews

Best Beach Getaway Steps From The Gulf Of Mexico

apartment, Bradenton Beach
This Bradenton Beach apartment, a short 0.8km stroll from Bradenton Beach and Anna Maria Sound, offers waterfront views and proximity to the Aluna Wellness Centre & Spa (within 2.4km).
The self-catering flat, sleeping four guests in one bedroom and one bathroom, boasts a full kitchen, in-unit laundry, a terrace, and access to a resort-style swimming pool, fitness centre, and tennis court.
Beach Castle Resort, Pool, Private Beach! - Longboat Key, FL
9.8 56 reviews

Beach Castle Resort, Pool, Private Beach!

apartment, Longboat Key
Beach Castle Resort, offering a pool, tennis court, and private beach access, is situated on Longboat Key, less than 1.6km from Longboat Key Beaches and Cannons Marina, with Jewfish Key approximately 5km away.
This 66 square metre, one-bedroom waterfront apartment sleeps four, boasting a fully equipped kitchen, Smart TV, and access to on-site spa facilities, barbecue grills, and a garden.

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

Beach Castle Resort #24 - Longboat Key, FL
10 1 review

Beach Castle Resort #24

house, Longboat Key
This Longboat Key holiday home offers direct access to the beach, a mere 4-minute walk away, and is situated 22 kilometres from the John and Mable Ringling Museum of Art.
This property, spanning 59 square metres with a capacity for 7 guests, features a fully equipped kitchen, air conditioning, a swimming pool, Jacuzzi, and private parking, with disabled guest facilities available.
Near Beaches & Img Academy, Mins To Downtown - Longboat Key, FL
9.8 23 reviews

Near Beaches & Img Academy, Mins To Downtown

apartment, Bradenton
This Bradenton flat offers excellent access to Anna Maria Island beaches (12.8-20.9 kilometres) and IMG Academy (8 kilometres), with shops, restaurants, and entertainment within walking distance.
This two-bedroom, two-bathroom flat accommodates four guests and features a fully equipped kitchen with new stainless steel appliances, a 4K HD television, complimentary Wi-Fi, and an attached lanai/game room with a foosball table and dart board.
Charming Beach Front Studio Steps To The Sand And Gulf - Longboat Key, FL
9.8 32 reviews

Charming Beach Front Studio Steps To The Sand And Gulf

studio, Longboat Key
This beachfront Longboat Key apartment offers direct access to Longboat Key's beaches and is within 9.6km of Lido Beach and Cannons Marina.
The one-bedroom, one-bathroom flat sleeps two guests and features a fully equipped kitchen, private balcony with ocean views, in-unit laundry, free Wi-Fi, and access to onsite amenities including a playground and barbecue grills.
Private King Bed Suite-near Ami Beach-walk Dtown. - Longboat Key, FL
8.0 1 review

Private King Bed Suite-near Ami Beach-walk Dtown.

house, Bradenton
This country house in Bradenton is situated 13.4 kilometres from Sarasota International Convention Centre and 14 kilometres from the John and Mable Ringling Museum of Art.
This accommodation offers a private King Bed Suite with air conditioning, a balcony, a garden, and a kitchen, located within walking distance of downtown Bradenton and AMI Beach, accommodating up to 5 guests with 56 square metres of floor area and WiFi.

Best Longboat Key, FL accommodations with a kitchen

Luxe Waterfront Condo On Longboat Key - Beach Breeze - Longboat Key, FL
10 1 review

Luxe Waterfront Condo On Longboat Key - Beach Breeze

apartment, Longboat Key
This Longboat Key condominium offers a prime waterfront position between the Gulf of Mexico and Sarasota Bay, with private beach access a mere 500 metres away and St. Armands Circle and Downtown Sarasota within minutes.
This 145 square metre residence accommodates four guests, featuring two bedrooms and two bathrooms, a chef's kitchen with high-end appliances, and access to communal heated pools, tennis courts, and fitness facilities.
Waterfront Getaway Island Villa At Longboat Key - Longboat Key, FL
9.8 10 reviews

Waterfront Getaway Island Villa At Longboat Key

house, Longboat Key
This Longboat Key waterfront villa is situated a short distance from Durante Park, offering easy access to a kayak launch, playground, and bayfront trails.
The single-bedroom, single-bathroom property sleeps four guests, boasts a fully equipped kitchen, private dock suitable for boats up to 21 feet, and offers direct Sarasota Bay access for manatee and fish viewing.
Great Location Near Manatee Beach 1br At Casa Coco - Longboat Key, FL
9.5 181 reviews

Great Location Near Manatee Beach 1br At Casa Coco

house, Holmes Beach
This holiday home is located in Holmes Beach, just a short walk from West Coast Surf Shop and AMI Paddleboard Adventures, with Manatee Public Beach and Bradenton Beach a 5-kilometre drive away. The property has received excellent ratings for location, cleanliness and user experience.
The accommodation features a fully equipped kitchen, a private patio and a washing machine. Guests can enjoy the swimming pool, the garden and the terrace, as well as access to the internet and air conditioning.
Longboat Key Florida Condo. Walk To Beach, Bay & Rsstaurants. - Longboat Key, FL
9.6 20 reviews

Longboat Key Florida Condo. Walk To Beach, Bay & Rsstaurants.

apartment, Longboat Key
This two-bedroom apartment is located in a quiet residential complex on Longboat Key, just 500 metres from the beach and a 7-minute drive from a supermarket. The property has received excellent reviews from previous guests.
The 55 square metre apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a private patio with a gas grill, and a full-size laundry room. Guests can enjoy a variety of amenities, including beach chairs, umbrellas, and toys, as well as an outdoor shower for rinsing off after a day at the beach.
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