Big Pine Key Holiday Rentals

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Holiday Rentals in Big Pine Key

Cottage in Punta Brisa

2.5 star property
8.6 out of 10, Excellent, (273)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina

Mobile Home in Big Pine Key

2.0 star property
8.8 out of 10, Excellent, (158)
"Todo perfect"
Mexico
Rachel
The price is HK$2,996
HK$3,371 total
includes taxes & fees
12 Dec - 13 Dec
Sunshine Key RV Resort & Marina

Camping in Big Pine Key

10.0 out of 10, Exceptional, (2)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
United States
DeeBrett
The price is HK$1,044
HK$2,556 total
includes taxes & fees
27 Nov - 28 Nov
🌴 TROPICAL RETREAT 🌴 RV in the Keys

Apartment in Long Beach Estates

9.4 out of 10, Exceptional, (3)
"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."
United Kingdom
Robert
The price is HK$1,549
HK$2,357 total
includes taxes & fees
1 Dec - 2 Dec
Star Room Barnacle Resort

Apartment in Big Pine Key

The price is HK$1,043
HK$2,539 total
includes taxes & fees
9 Dec - 10 Dec
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴

Holiday Home in Sands

The price is HK$1,782
HK$4,817 total
includes taxes & fees
2 Dec - 3 Dec
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Cabin in Long Beach Estates

8.0 out of 10, Very good, (1)
"Great location, quiet with great views!"
United States
Lee A.
The price is HK$3,126
HK$4,613 total
includes taxes & fees
9 Dec - 10 Dec
Treehouse Private Village Barnacle Resort

Apartment in Long Beach Estates

The price is HK$2,325
HK$3,490 total
includes taxes & fees
9 Dec - 10 Dec
Beach View Room Dormitory Room Barnacle Resort

Apartment in Long Beach Estates

10.0 out of 10, Exceptional, (1)
"Enjoyed our short stay in the Ocean Depth Room. Utilized the shared kitchen to cook breakfast and eat on the beach each morning. Would def stay there again."
United States
Chrissy L.
The price is HK$2,677
HK$3,909 total
includes taxes & fees
30 Nov - 1 Dec
Ocean Depth Room Barnacle Resort

Apartment in Long Beach Estates

The price is HK$2,675
HK$3,933 total
includes taxes & fees
9 Dec - 10 Dec
Ocean View Suite Barnacle Resort

Houseboat in Marathon

3.5 star property
9.8 out of 10, Exceptional, (227)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina

Houseboat in Marathon

3.5 star property
9.6 out of 10, Exceptional, (193)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay

Camping in Cudjoe Key

The price is HK$778
HK$1,645 total
includes taxes & fees
8 Dec - 9 Dec
Endless Summer Hideaway - lot 181

Cottage in Marathon

3.0 star property
8.6 out of 10, Excellent, (905)
"Beautiful place, conveniently located "
United States
Clifton
The price is HK$739
HK$831 total
includes taxes & fees
1 Dec - 2 Dec
Tropical Cottages

Aparthotel in Marathon

3.0 star property
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is HK$654
HK$903 total
includes taxes & fees
4 Dec - 5 Dec
Knight's Key Suites

Aparthotel in Marathon

3.0 star property
8.6 out of 10, Excellent, (1209)
"Had a great time in Marathon. Nice accommodations, very friendly staff."
Canada
Brenda
Skipjack Resort & Marina

Cottage in Cudjoe Key

8.2 out of 10, Very good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is HK$1,051
HK$2,469 total
includes taxes & fees
30 Nov - 1 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage in Cudjoe Key

8.6 out of 10, Excellent, (151)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is HK$973
HK$1,969 total
includes taxes & fees
15 Dec - 16 Dec
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage in Cudjoe Key

9.2 out of 10, Wonderful, (159)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is HK$1,166
HK$2,459 total
includes taxes & fees
9 Dec - 10 Dec
Cottage with Pool and Dockage, just minutes to Key West

Holiday Home in Cudjoe Key

9.6 out of 10, Exceptional, (100)
"Great location. "
United States
Davian k.
The price is HK$1,315
HK$3,576 total
includes taxes & fees
9 Dec - 10 Dec
DECEMBER SAVE 50% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
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.

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Find out more about Big Pine Key

Search for holiday rentals in Big Pine Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Big Pine Key using one of the methods below:

  • View our selection of featured holiday rentals in Big Pine Key
  • Use the map to find apartments and other holiday homes in the Big Pine Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Big Pine Key while they last

Look no further and take a look at our great range of rental properties in Big Pine Key!

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.

What are some of the best holiday rentals that Big Pine Key has to offer?

The Hammocks at Marathon: This holiday home rental outside of Big Pine Key is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Big Pine Key?

With 147 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.