Vacation rentals in Longboat Key
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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 May (S$ 425). Conversely, the most expensive month to stay in Longboat Key is April (S$ 3,446).
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$ 378). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is S$ 2,112.
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 S$ 224 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 S$ 498 per night. There is currently one property in Longboat Key that can be booked for this price. Turtle Crawl Inn - Longboat Key is one of the hotels that can be booked for the lowest price in Longboat Key. Price data was last updated on 15 June 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.
Show all 842 holiday rentals
4235 Gulf of Mexico Drive, Longboat Key, FL, United States
2.9 km from city centre
Free Wi-Fi
Air conditioning
S$ 498
Avg. per night
S$ 543
Avg. per night
Holmes Beach, FL, United States
3.2 km from city centre
Air conditioning
S$ 548
Avg. per night
Other accommodations in Longboat Key
Find the perfect holiday rental for your stay in Longboat Key. There are 842 hotels in Longboat Key and price data was last updated on 15 June 2025. The average price for a hotel in Longboat Key is S$ 727/night.
Show all 842 stays
4235 Gulf of Mexico Drive, Longboat Key, FL, United States
2.9 km from city centre
Free Wi-Fi
Air conditioning
S$ 498
Avg. per night
4711 Gulf of Mexico Drive, Longboat Key, FL, United States
1.8 km from city centre
Parking
S$ 461
Avg. per night