Places to stay in Longboat Key, FL

2304 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Longboat Key, FL place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Beach Castle Bliss #22 By Rva - Longboat Key, FL
9.6 47 reviews

Beach Castle Bliss #22 By Rva

apartment, Longboat Key
Beach Castle Resort #22 By Rva is located just 2km from Longboat Key Beaches and Cannons Marina, making it a great choice for those wanting to enjoy the beautiful surroundings. The resort has received excellent user ratings, indicating a high level of satisfaction among previous guests.
The two-bedroom apartment can accommodate up to six guests, making it ideal for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, and free Wi-Fi, as well as access to a garden and terrace.
Silver Sands #235 - Longboat Key, FL
No reviews

Silver Sands #235

house, Longboat Key
This beachfront property, Silver Sands #235, is located in Longboat Key, just 200 metres from Longboat Key Beach and 24 kilometres from the John and Mable Ringling Museum of Art.
This holiday home for 11 guests offers direct beach access, a balcony with coastal views, free private parking, free WiFi, accessible facilities, and a fully equipped kitchen, with cycling opportunities nearby.
Beach And Sunset View From Your Balcony - Longboat Key, FL
No reviews

Beach And Sunset View From Your Balcony

apartment, Longboat Key
Holiday rental listing. You will be located in Longboat Key.
Facilities and services: a fridge, free parking and a washing machine. Take advantage of the pool in this apartment.
Silver Sands #243s - Longboat Key, FL
8.5 2 reviews

Silver Sands #243s

house, Longboat Key
This beachfront villa in Longboat Key offers direct access to the beach and is situated 24 kilometres from the John and Mable Ringling Museum of Art.
The property accommodates up to 11 guests with 2 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a balcony, a garden, and a fitness centre, with on-site parking and WiFi also provided.

Best family friendly Longboat Key, FL lodging

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

Waterfront View 10 Mins To Beach, Anna Maria Island & St Armands Circle/lido Key - Longboat Key, FL
9.4 16 reviews

Waterfront View 10 Mins To Beach, Anna Maria Island & St Armands Circle/lido Key

apartment, Bradenton
This Bradenton apartment is situated near the coast, less than 3.2 kilometres from Smugglers Cove Adventure Golf and within 4.8 kilometres of IMG Academy, IMG Bollettieri Tennis Academy, and IMG Soccer Academy.
This two-bedroom, two-bathroom condo offers 121 square metres of space, sleeping up to six guests and boasting a fully equipped kitchen, private balcony, free Wi-Fi, plus access to an on-site swimming pool, fitness centre, hot tub, and tennis court.
Private Heated Pool, Turfed Putting Green Retreat - Longboat Key, 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.
56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Longboat Key, FL
No reviews

56 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Longboat Key
This bayside flat on exclusive Longboat Key, Florida, is situated between Sarasota Bay and the Gulf of Mexico, offering private beach access with complimentary chairs and umbrellas.
The updated one-bedroom, one-bathroom condo sleeps up to four guests and features a private lanai with tropical garden views, a heated pool, hot tub, shared boat docks, grills, Smart TVs, high-speed Wi-Fi, and complimentary on-site laundry and beach equipment.
Charming Beach Front Studio Steps To The Sand And Gulf - Longboat Key, FL
9.8 28 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.

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 want to spend time on the sand at places like Longboat Key Beach, Greer Island Beach, and Coquina Beach. For a cultural experience, visit the Mote Marine Laboratory & Aquarium, where you can learn about marine life and see sharks, sea turtles, and manatees. You can also explore the historic Longboat Key Chapel, which is a charming landmark.
  • What are the best accommodations in Longboat Key, FL?

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

    Longboat Key has a few events throughout the year, but it's not known for its festivals. The biggest event is the annual Longboat Key Christmas Boat Parade, which is a fun way to celebrate the holidays. You'll see beautifully decorated boats sailing up and down the bay. There are also some smaller events held at the Longboat Key Club, like concerts and art shows.
  • What 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 relatively small, so getting around is easy. Most people rent a car, which is the best way to explore the island and surrounding areas. If you're staying in the centre of the island, you can walk or bike to many shops and restaurants. There are also taxis and ride-sharing services available, but they're not as common as in larger cities.
  • 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 spend your days swimming, sunbathing, and kayaking on the beautiful beaches. If you're looking for something more adventurous, you can try jet skiing, parasailing, or deep-sea fishing. There are also a few nature trails on the island, where you can enjoy hiking or biking.
  • What are the best accommodations for families and kids in Longboat Key, FL?

  • What types of accommodations are available in Longboat Key, FL?

    Longboat Key offers a range of accommodations, from luxury hotels like the Longboat Key Club to charming bed and breakfasts and vacation rentals. There are also a few condo complexes, perfect for families or groups looking for a more spacious option. You can find something to suit every budget and preference.
  • What are the best pet friendly accommodations in Longboat Key, FL?

    The best pet friendly accommodations in Longboat Key, FL are Tortuga #154, Zota Beach Resort and Paradise Retreat With Heated Pool-- Need We Say More.

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

    The best time to visit Longboat Key is during the spring (March to May) or autumn (September to November) when the weather is pleasant and there are fewer crowds. You can also visit during the winter (December to February) if you want to enjoy the cooler temperatures and holiday events. Just be prepared for higher prices and more tourists during peak season.
  • What are the best accommodations with parking 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. There are many restaurants that serve up delicious dishes like grouper, snapper, and mahi-mahi. You can also enjoy other Southern specialties like shrimp and grits, fried green tomatoes, and key lime pie.
  • In which part of Longboat Key, FL should you consider renting accommodation?

    It depends on what you're looking for! If you want to be close to the beach and restaurants, you'll want to rent in the centre of the island. If you're looking for something more quiet and secluded, you can rent a property on the north or south end of the island. There are also a few gated communities on the island, which offer luxurious accommodations and amenities.

Popular destinations

Best Longboat Key, FL accommodations with a balcony

Silver Sands #253 - Longboat Key, FL
8.0 1 review

Silver Sands #253

house, Longboat Key
Silver Sands #253 is a beachfront holiday home in Longboat Key, located a few steps from Longboat Key Beach and 24 kilometres from the John and Mable Ringling Museum of Art.
This holiday home accommodates up to seven guests and features direct beach access, a swimming pool, a garden, a fitness centre, tennis court, private parking, a balcony with sea views, a well-equipped kitchen, and facilities for disabled guests, with cycling opportunities nearby.
Share Our Island Paradise-100 Flip-flop Steps To The Beach. - Longboat Key, FL
9.7 181 reviews

Share Our Island Paradise-100 Flip-flop Steps To The Beach.

apartment, Bradenton Beach
This apartment is located just a short walk from Bradenton Beach, Anna Maria Sound, and the Aluna Wellness Center & Spa, offering easy access to the beach and local attractions. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment spans 63 square metres and comfortably accommodates four guests in two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking.
Spacious Lakeview Condo Near Img & Anna Maria Beaches W/ Lanai, Pools & Hot Tubs - Longboat Key, FL
10 130 reviews

Spacious Lakeview Condo Near Img & Anna Maria Beaches W/ Lanai, Pools & 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.
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 Longboat Key, FL accommodations with a kitchen

Shorewalk Upgraded Condo Upstairs  Unit 4415 - Longboat Key, FL
9.7 146 reviews

Shorewalk Upgraded Condo Upstairs Unit 4415

apartment, Bradenton
This two-bedroom apartment is situated in a peaceful resort setting just a short walk from supermarkets, restaurants, a cinema, and bowling, and is easily accessible to stunning beaches. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment comfortably accommodates up to five guests and features two bathrooms. Guests can enjoy access to a range of on-site amenities, including two swimming pools, two hot tubs, two tennis courts, shuffleboard, table tennis, a pool table, and a gas BBQ for outdoor dining.
Steps From The Beach On Longboat Key - Longboat Key, FL
10 18 reviews

Steps From The Beach On Longboat Key

apartment, Longboat Key
This Longboat Key apartment is situated near the bay, a 0.64km stroll from a private beach and within walking distance of restaurants such as Euphemia Haye and Durante Park.
The one-bedroom, one-bathroom flat sleeps three guests and boasts a king-sized bed, in-unit laundry, a private lanai with a daybed overlooking the bay, access to a heated pool and spa, and parking, all within a small, quiet building with only eleven units.
Longboat Key Beach Townhouse - Longboat Key, FL
No reviews

Longboat Key Beach Townhouse

house, Longboat Key
This townhouse in Cedars East on Longboat Key provides a beach lifestyle with bay views, offering convenient access to St. Armands Circle, approximately 5 kilometres away, and Anna Maria Island.
This pet-friendly accommodation accommodates up to 4 guests, featuring 1 bedroom and 2 bathrooms, with on-site amenities including tennis courts, swimming pools, a fitness centre, and a restaurant, with small dogs under 11.5 kg permitted.
Silver Sands #234 - Longboat Key, FL
No reviews

Silver Sands #234

house, Longboat Key
This beachfront property, Silver Sands #234, is situated in Longboat Key, offering direct access to the sand and is located 24 kilometres from the John and Mable Ringling Museum of Art.
This holiday home accommodates up to seven guests and features air conditioning, a swimming pool, a terrace, a garden, a fitness centre, a tennis court, and private parking, with disabled facilities also available.
©2026 cozycozy.com