What are the top rated Summer Rentals in Big Pine Key?

There are a lot of options in Big Pine Key. If you plan on staying in the Big Pine Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Big Pine Key: Awesome Open Water View at Blue Heron Estate Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! Fisherman’s Paradise - Ocean & Gulf Access! Key Deer Preserve. TIME TO FISH! Gorgeous Beachfront Home with a pool. Water views from every direction. Incredible~Ocean Views~ramp-dock-hot tub. Stay 14 days get up to 14 more FREE! "Canal-Front Paradise in Big Pine Key-Relax &Explore the keys" Mickey and Lynn's House of Windows Tropical Oasis with Beautiful Home, Pool, Dock and Tiki Hut Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage! Beautiful Open-Water Property

How many summer rentals are available around Big Pine Key, FL?

In 2026, StayAndPlay.com offers 280 summer rentals in or around Big Pine Key. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

How much does it cost to rent a summer rental in Big Pine Key?

The average price per night for a summer rental in Big Pine Key is $397 . Check the full list of summer accommodations in Big Pine Key.

How many summer rentals are available to book in Big Pine Key?

There are 280 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with StayAndPlay.

Do any summer rentals in Big Pine Key have a private pool?

Yes, here are some popular summer holiday rentals in Big Pine Key that have a private or indoor pool: Excellent boating location-65 ft frontage on deep canal Tiki Beach - Big Pine Key Sunshine Key RV Resort & Marina Charming 2-bedroom 2- bath home located in the middle of The Key Deer Refuge. Check all holiday rentals with a pool in Big Pine Key on StayAndPlay.

Can I rent pet-friendly summer rentals in Big Pine Key?

Yes, We have 280 summer rental homes in Big Pine Key and types of place to stay in Big Pine Key include: Vacation Homes: 280 available for rent Villas: 280 Rentals available for rent Holiday Apartments: 280 Rentals available for rent Hotels with Suites: 280 Rentals available for book

Do you have a luxury summer rental with a pool in Big Pine Key?

Yes, of course! There are many luxury summer rental properties in Big Pine Key. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Big Pine Key.