Insights
Cheapest hotels
Where to stay

Vacation rentals in Longboat Key

Search and compare Longboat Key, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for holiday rentals in Longboat Key

Use these up-to-date, data-driven insights about booking a holiday rental in Longboat Key including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Longboat Key?

The cheapest month to book a vacation rental in Longboat Key is April (S$ 330). Conversely, the most expensive month to stay in Longboat Key is March (S$ 689).

What is the cheapest day to stay in a vacation rental in Longboat Key?

The cheapest day to stay in Longboat Key is Sunday (S$ 361). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is S$ 2,414.

How far ahead should you book a vacation rental in Longboat Key?

Save money by booking a vacation rental at least 81 days before your trip to Longboat Key. The lowest price found when booking 81 days ahead was S$ 181 per night.
Find deals

Cheapest holiday rentals in Longboat Key, Florida

Discover affordable stays in Longboat Key that provide a quality experience without breaking the bank. Hotels in Longboat Key can be found for as low as S$ 260 per night. There is currently one property in Longboat Key that can be booked for this price. Little Gull Cottages is one of the hotels that can be booked for the lowest price in Longboat Key. Price data was last updated on 3 November 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Longboat Key. If you have the flexibility, change the dates selected to compare prices.
Little Gull Cottages
Little Gull Cottages

Little Gull Cottages

Longboat Key, FL, United States
0.4 km from city centre
Air conditioning
S$ 260
Avg. per night
View Deal
Hotel Turtle Crawl Inn Resort
Hotel Turtle Crawl Inn Resort

Hotel Turtle Crawl Inn Resort

4235 Gulf of Mexico Drive, Longboat Key, FL, United States
2.9 km from city centre
Free Wi-Fi
Air conditioning
S$ 506
Avg. per night
View Deal

Other accommodations in Longboat Key

Find the perfect holiday rental for your stay in Longboat Key. There are 641 hotels in Longboat Key and price data was last updated on 3 November 2025. The average price for a hotel in Longboat Key is S$ 471/night.
Zota Beach Resort
Zota Beach Resort

Zota Beach Resort

4711 Gulf of Mexico Drive, Longboat Key, FL, United States
1.8 km from city centre
Parking
S$ 359
Avg. per night
View Deal

Where to stay in Longboat Key

Explore different neighbourhoods and areas within Longboat Key to find the perfect location for your stay. Map data was last updated on 3 November 2025.
Scroll to and zoom in on the areas in Longboat Key you plan on visiting to find nearby properties. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Longboat Key

Find useful tips and insights about staying in Longboat Key to help you make the most of your experience. FAQs were last updated on 3 November 2025.

  • How much does a holiday rental in Longboat Key cost?

    On average, it costs S$ 471 per night for a Longboat Key holiday rental, but S$ 440 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Longboat Key was for S$ 165 per night. If you can, try to avoid booking your rental June (as this is the most expensive month). Booking April (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Longboat Key?

    There are 9 holiday rentals in Longboat Key that fall under the Resort category, the most popular is The Resort At Longboat Key Club.

Find better results for your stay in Longboat Key

Popular holiday destinations in Florida

Find holiday rentals in popular Florida cities that fit your unique needs
Orlando holiday rentals
Kissimmee holiday rentals
Miami holiday rentals
Miami Beach holiday rentals
Gainesville holiday rentals
Fort Lauderdale holiday rentals
West Palm Beach holiday rentals
Four Corners holiday rentals
Jacksonville holiday rentals
Palm Coast holiday rentals
Ocala holiday rentals
Lake Buena Vista holiday rentals
Winter Garden holiday rentals
Pompano Beach holiday rentals
Key West holiday rentals
Panama City Beach holiday rentals
Destin holiday rentals
Sarasota holiday rentals
Daytona Beach holiday rentals
Fort Walton Beach holiday rentals
Siesta Key holiday rentals
Fort Myers Beach holiday rentals
Pensacola Beach holiday rentals
Sanibel holiday rentals
St. Augustine holiday rentals
Tampa holiday rentals
Saint Pete Beach holiday rentals
Marco Island holiday rentals
Clearwater holiday rentals
Islamorada holiday rentals
Naples holiday rentals
Hollywood holiday rentals
Panama City holiday rentals
Key Largo holiday rentals
Fernandina Beach holiday rentals
Pensacola holiday rentals
Fort Myers holiday rentals
St. Petersburg holiday rentals
Cocoa Beach holiday rentals
Marathon holiday rentals

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.