774+ Vacation Rentals & Holiday Homes in Longboat Key |
  1. USA
  2. Florida
  3. Sarasota
  4. Longboat Key

Longboat Key Accommodations - Hotels & Rentals

About Longboat Key Vacation Rentals

Discover More than 774 Incredible Getaway Rentals Available in Longboat Key. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Longboat Key.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Longboat Key, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Longboat Key. The Average Size of Places to Stay Near Longboat Key is 858.29 ft², with Prices Averaging US $392 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Longboat Key. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

Show more
Show less

Top Hotels & Vacation Rentals in Longboat Key

Type Count
Vacation Homes 112
Holiday Apartments 67
Villas 8
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Longboat Key

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Longboat Key with Online Reservations.

Weather in Longboat Key, FL

View the weather forecast for Longboat Key before booking your Longboat Key Vacation Rentals to confirm your best time to go.

December - February
High 75°F       Low 58°F
March - May
High 86°F       Low 61°F
June - August
High 91°F       Low 76°F
September - November
High 89°F       Low 63°F

Activities Longboat KeyGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Longboat KeyGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Longboat Key Beaches
Beer Can Island
Cannons Marina
Islandside Golf Course at Longboat Key Club
Quick Point Nature Reserve
Harborside Golf Course at Longboat Key Club
Jewfish Key
Lido Beach
Venice Beach
Siesta Key Beach
St. Armands Circle
Turtle Beach
IMG Academy
Fort De Soto Park
Nokomis Beach
Coquina Beach
Eckerd College
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Jewfish Key 2,891 Properties
Beer Can Island 2,888 Properties
Quick Point Nature Reserve 1,244 Properties
Cannons Marina 1,090 Properties
Harborside Golf Course at Longboat Key Club 1,045 Properties
Islandside Golf Course at Longboat Key Club 1,041 Properties
Bay Isles 653 Properties
Longboat Key Beaches 445 Properties
Longbeach Village 27 Properties

Frequently Asked Questions About Longboat Key?

What are the top hotels, lake houses & vacation rentals in Longboat Key?

We provide an array of great vacation destinations in Longboat Key. If you are looking to stay in or around the Longboat Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Longboat Key:

How many Hotels & Vacation Rentals have private pools in Longboat Key?

We have 80 Hotels & Vacation Rentals featuring a private pool in and near Longboat Key. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Longboat Key is best for families?

Searching for a family-friendly getaway in Longboat Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Longboat Key?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 774 in the Longboat Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Longboat Key.

Nearby Neighborhood (2) 
Neighborhood Property Count
Longbeach Village Vacation Rentals in Sarasota, Florida 27
Bay Isles Vacation Rentals in Sarasota, Florida 653

People Also Ask

Online Reservation in Longboat Key

Recently Booked Hotels, Resorts, or Rentals in Longboat Key