Big Pine Key Holiday Rentals

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Holiday Rentals in Big Pine Key

Living area
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina
Smart TV, books
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Sands
The price is HK$1,470
HK$4,417 total
includes taxes & fees
12 Nov - 13 Nov
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Interior
🌴 TROPICAL RETREAT 🌴 RV in the Keys

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Big Pine Key
10.0 out of 10, Exceptional, (2)
"Had a great time. The owner was very communicative through the whole process. Camper had everything thing we could have needed. We really enjoyed our stay and if we ever decide to go to the keys again, we will definitely book with Heather and her camper. "
United States
Lorie W.
The price is HK$1,043
HK$2,554 total
includes taxes & fees
10 Nov - 11 Nov
🌴 TROPICAL RETREAT 🌴 RV in the Keys
42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (222)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina
Terrace/patio
Cabins at Bonefish Bay

Cabins at Bonefish Bay

3.0 star property
Marathon
9.6 out of 10, Exceptional, (74)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
United States
Beatrice
Cabins at Bonefish Bay
Marina
Skipjack Resort & Marina

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1208)
"Great stay"
United States
sharon
Skipjack Resort & Marina
Exterior
Tropical Cottages

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (892)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
The price is HK$700
HK$787 total
includes taxes & fees
18 Nov - 19 Nov
Tropical Cottages
Outdoor pool, pool umbrellas, pool loungers
The Hammocks at Marathon

The Hammocks at Marathon

2.5 star property
Marathon
9.0 out of 10, Wonderful, (109)
"We arrived early but were able to use the pool. Lovely cannon firing ceremony at sunset with a sunset shot from the bar. We ate wings and a pretzel from the bar which were both delicious. Room was large and the bed was really comfortable."
United Kingdom
Janet
The Hammocks at Marathon
Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites

Knight's Key Suites

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
The price is HK$709
HK$965 total
includes taxes & fees
9 Nov - 10 Nov
Knight's Key Suites
BBQ/picnic Area
Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay

3.5 star property
Marathon
9.6 out of 10, Exceptional, (190)
"Clean room, spacious, nice and quiet. "
United States
Douglas
Aqua Lodge Rentals At Coconut Cay
A heated pool
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Marathon
9.0 out of 10, Wonderful, (32)
"We loved the pool area. The home was very well appointed. Great location, near the beach and shopping."
United States
Tania K.
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
Exterior
Marlin Bay Resort & Marina

Marlin Bay Resort & Marina

4.0 star property
Marathon
Marlin Bay Resort & Marina
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (150)
"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.
Cottage with Pool and Boat Dockage just minutes to Key West!
Property grounds
Charming 2-bedroom house in Marathon with pool

Charming 2-bedroom house in Marathon with pool

Marathon
8.0 out of 10, Very good, (1)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
The price is HK$1,418
HK$4,749 total
includes taxes & fees
19 Nov - 20 Nov
Charming 2-bedroom house in Marathon with pool
Property grounds
Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key
9.6 out of 10, Exceptional, (84)
"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "
United States
Kendra K.
The price is HK$2,333
HK$5,364 total
includes taxes & fees
19 Nov - 20 Nov
Old Florida Style, wrap around porch, boat basin for dockage, open water
Exterior
Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14

Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14

Marathon
9.8 out of 10, Exceptional, (10)
"This home is absolutely beautiful. Tons of amenities as mentioned in the property description, easy access for mobility challenged people as well. Great neighborhood. A"
United States
John R.
Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14
Interior
New Keys Cabins. Family sized cabins with full kitchens,

New Keys Cabins. Family sized cabins with full kitchens,

Marathon
9.6 out of 10, Exceptional, (4)
"We had a wonderful stay. The cabin was very clean and comfortable. The water view was nice "
United States
Cindy B.
New Keys Cabins. Family sized cabins with full kitchens,
Outdoor pool, a heated pool
Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec

Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec

Coral Lagoon
10.0 out of 10, Exceptional, (266)
"I took my sons fishing in Marathon and wanted a nice place to stay. This house was perfect - clean, convenient, and comfortable. I would stay there again and highly recommend it. "
United States
Brian H.
Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
Outdoor pool, a heated pool
Walk to Sombrero Beach!

Walk to Sombrero Beach!

Marathon
10.0 out of 10, Exceptional, (118)
"Great place for vacation. House was amazing and all the amenities you could want. Host was excellent. "
United States
jon w.
Walk to Sombrero Beach!
Miscellaneous
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key
9.0 out of 10, Wonderful, (158)
"Wonderful stay with great property and pool. Very well maintained!"
United States
Eric E.
Cottage with swimming pool and dockage, just minutes to Key West!
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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Top Big Pine Key Hotel Reviews

Rainbow Bend Resort

Rainbow Bend Resort

10/10 Excellent
"Room was nice clean and everyone was really friendly breakfast was really good also had a wonderful time "
Ginger 6-night trip
Posted 5 days ago
Rainbow Bend Resort

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
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  • 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?

Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes: This holiday home rental outside of Big Pine Key is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.