Holiday rentals in Big Pine Key

Search and compare Big Pine 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 Big Pine Key

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

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

The cheapest month to book a vacation rental in Big Pine Key is November ($351). Conversely, the most expensive month to stay in Big Pine Key is May ($3,055).

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

The cheapest day to stay in Big Pine Key is Wednesday ($296). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $1,359.

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

Save money by booking a vacation rental at least 33 days before your trip to Big Pine Key. The lowest price found when booking 33 days ahead was $274 per night.

Cheapest holiday rentals in Big Pine Key, Florida

Discover affordable stays in Big Pine Key that provide a quality experience without breaking the bank. Hotels in Big Pine Key can be found for as low as $317 per night. There is currently one property in Big Pine Key that can be booked for this price. Old Wooden Bridge Resort & Marina is one of the hotels that can be booked for the lowest price in Big Pine Key. Price data was last updated on 13 December 2025
Currently, these are the lowest-priced holiday rentals in Big Pine Key we've come across for the dates selected. Consider alternative dates if you're able to compare prices.
1791 Bogie Drive, Big Pine Key, FL, United States
3.1 km from city centre
Free Wi-Fi
Parking
$317
Avg. per night

Other accommodations in Big Pine Key

Find the perfect holiday rental for your stay in Big Pine Key. There are 131 hotels in Big Pine Key and price data was last updated on 13 December 2025. The average price for a hotel in Big Pine Key is $777/night.
38801 Overseas Highway, Big Pine Key, FL, United States
10.8 km from city centre
Free Wi-Fi
Parking
$542
Avg. per night
1791 Bogie Drive, Big Pine Key, FL, United States
3.1 km from city centre
Free Wi-Fi
Parking
$317
Avg. per night
1557 Long Beach Drive, Big Pine Key, FL, United States
3.8 km from city centre
Free Wi-Fi
Parking
$318
Avg. per night

Where to stay in Big Pine Key

Explore different neighbourhoods and areas within Big Pine Key to find the perfect location for your stay. Map data was last updated on 13 December 2025.
Whether you're visiting Big Pine Key for leisure or business, utilise the map to find holiday rentals close to your ideal location. More information on a given holiday rental can be accessed by clicking the holiday rental's name within the map.

Facts about staying in Big Pine Key

Find useful tips and insights about staying in Big Pine Key to help you make the most of your experience. FAQs were last updated on 13 December 2025.
  • How much does a holiday rental in Big Pine Key cost?

    $777/night is a typical cost for a holiday rental in Big Pine Key throughout the year. Rental prices do vary though, and you’ll find that May is the most expensive month to book, and November is the cheapest month to book. HotelsCombined users recently found Big Pine Key holiday rentals for as low as $275/night. In general, any Big Pine Key rental for $757 or less is a good deal.

  • Are there any Resort holiday rentals in Big Pine Key?

    At the moment, there is 1 property listed as a Resort holiday rental in Big Pine Key. A popular Resort in Big Pine Key amongst our users is Old Wooden Bridge Resort & Marina.

Find better results for your stay in Big Pine Key