Search Holiday Rentals in Big Pine Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Jul - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Holiday Rentals in Big Pine Key

Old Wooden Bridge Resort and Marina
Relax in a cozy seating area with a sofa and small table, and enjoy a fully equipped kitchenette with microwave, coffee maker, and refrigerator.

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (252)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Kayak across the calm waters, where a bridge connects two land masses.

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (154)
"I loved staying at Sunshine key"
Sunshine Key RV Resort & Marina
Yacht Haven Marina
Relax in this spacious room with a comfortable sofa, dining area, and kitchen.

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (185)
"We loved our weekend stay here. "
Yacht Haven Marina
Skipjack Resort & Marina
Enjoy waterfront views and serene surroundings from the marina and adjacent building with its balconies.

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1197)
"Great stay"
Skipjack Resort & Marina
Tropical Cottages
Relax in a serene outdoor space surrounded by lush greenery, featuring a thatched-roof structure and comfortable wicker seating.

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (836)
"Super cute little cottage with a great location, would definitely stay again!"
The price is ฿3,242
฿3,647 total
includes taxes & fees
3 Aug - 4 Aug
Tropical Cottages
Cabins at Bonefish Bay
Deluxe Bungalow | Terrace/patio

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (53)
"Awesome cabins!"
Cabins at Bonefish Bay
Knight's Key Suites
Two single beds with white bedding and pillows, a nightstand with a lamp and remote control, and a window with blue curtains.

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1131)
"Check in was super easy. The bed was very comfortable and other guests were quiet. "
The price is ฿2,367
฿3,360 total
includes taxes & fees
3 Aug - 4 Aug
Knight's Key Suites
Aqua Lodges at 47th Street Gulfside
Relax in this stylish space with a comfortable sofa and dining area leading out to an outdoor space.

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (47)
"Great place to stay. A small area but otherwise a nice place. I would suggest a plunger for the "
The price is ฿3,764
฿8,793 total
includes taxes & fees
12 Aug - 13 Aug
Aqua Lodges at 47th Street Gulfside
The Hammocks at Marathon
Relax by the pool surrounded by palm trees and lounge chairs, with a boat on the water nearby.

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"We loved the location of the property and we also loved the entertainment/singer provided by lounge."
The Hammocks at Marathon
Aqua Lodge Rentals At Coconut Cay
Enjoy a serene beach setting with palm trees, rocks, and lush greenery.

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (176)
"I absolutely loved this place and can't wait to go back. The boat was beautiful inside and had everything we needed. "
Aqua Lodge Rentals At Coconut Cay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Big Pine Key Hotel Reviews

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

10/10 Excellent
"Very nice well kept property with a feel for being in nature. The grounds/plantings are well kept and tropical feeling with a butterfly garden yard games, 2 pools and more. The only downside was no beach. But, if you are patient you can spot some very cool fish from the docks"
Sharon 3-night trip
Posted 2 days ago
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Frequently asked questions

Can I find holiday rentals in Big Pine Key?

Yes, there are holiday rentals in Big Pine Key close to Blue Hole, or you can select a more secluded option if you're looking for a relaxing stay. Big Pine Key is known for its beaches.

How many holiday rentals are there in Big Pine Key?

With 144 Expedia holiday rentals, you're guaranteed to find just the right place for your Big Pine Key stay.

What can I see and do in Big Pine Key?

Family-friendly attractions include Blue Hole and Big Munson Island, whereas Calusa Beach and Florida Keys Beaches are a couple of great spots to enjoy the outdoors. Other places in town to visit include Bahia Honda State Park and Big Pine Key Flea Market.

What are holiday rentals like in Big Pine Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Big Pine Key. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.