Holiday rentals in Longboat Key
Search and compare Longboat Key, FL holiday rentals from hundreds of travel sites on HotelsCombined and save.
Longboat Key, United States
2 May — 3 May2
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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 September ($515). Conversely, the most expensive month to stay in Longboat Key is October ($1,518).
What is the cheapest day to stay in a vacation rental in Longboat Key?
The cheapest day to stay in Longboat Key is Sunday ($813). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,515.
How far ahead should you book a vacation rental in Longboat Key?
Save money by booking a vacation rental at least 83 days before your trip to Longboat Key. The lowest price found when booking 83 days ahead was $293 per night.
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 $614 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 25 April 2025
These are the lowest prices we've found on holiday rentals in Longboat Key at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Show all 837 holiday rentals
$614
Avg. per night
Holmes Beach, FL, United States
3.2 km from city centre
Air conditioning
$698
Avg. per night
Other accommodations in Longboat Key
Find the perfect holiday rental for your stay in Longboat Key. There are 837 hotels in Longboat Key and price data was last updated on 25 April 2025. The average price for a hotel in Longboat Key is $610/night.
Show all 837 stays
4711 Gulf of Mexico Drive, Longboat Key, FL, United States
1.8 km from city centre
Parking
$602
Avg. per night
4141 Gulf of Mexico Drive, Longboat Key, FL, United States
3.0 km from city centre
Free Wi-Fi
Parking
$467
Avg. per night
4235 Gulf of Mexico Drive, Longboat Key, FL, United States
2.9 km from city centre
Free Wi-Fi
Air conditioning
$606
Avg. per night
$489
Avg. per night