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Top Holiday Rentals in Big Pine Key

Exclusive Cabin | Living area | Flat-screen TV
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (9)
"Our group arrived not knowing what to expect after a long days travel, as soon as we pulled into the office to get our keys we were amazed at quaint cabin that awaited us. It was super easy to get the keys after hours. The cabin itself was perfect!!!! Plenty of room for a group of 5. The towels provided were perfect for the relaxing pool area. Every thing we would need for cooking was already in the cabin. The rooms were clean and bright with natural wood. The area was quiet and very well...
Cabins at Bonefish Bay
Standard Bungalow | Living area | 42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (47)
"The house boat was beautiful, clean and the patio over looking the lagoon was very relaxing. There are manatees that visit too. :) The neighbors are very friendly, as is the staff. The kayaks and bicycles are included in the rental, which is fantastic. The location s very close to groceries and local parks. We took an airplane scenic ride which was the highlight of the trip. The small airport is only 3 miles away. We will come back to Yacth Haven !"
The price is ฿4,954
฿10,123 total
includes taxes & fees
2 Jun - 3 Jun
Yacht Haven Marina
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"highly recommended, very clean ,pace full and nice place "
The price is ฿5,896
฿11,846 total
includes taxes & fees
27 May - 28 May
Aqua Lodge Rentals At Coconut Cay
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Outdoor pool, pool loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1028)
"Wonderful location, next to 7 miles bridge and a look out see restaurant. "
The price is ฿4,261
฿5,570 total
includes taxes & fees
27 May - 28 May
Knight's Key Suites
Sun deck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Outdoor pool, pool loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1092)
"Remodeled and very nice. Just wish our balcony overlooked the water and nit a torn up parking lot. Room was great and staff was very friendly. Breakfast was very good "
The price is ฿8,269
฿10,603 total
includes taxes & fees
27 May - 28 May
Skipjack Resort & Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (121)
"Amazing stay in a boat!"
The price is ฿5,019
฿9,258 total
includes taxes & fees
29 May - 30 May
Old Wooden Bridge Resort and Marina
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (684)
"Weather was prefect. There’s a lot of bugs and cottage 9 does NOT have a stove. Most street noise but nothing to loud "
The price is ฿4,331
฿4,873 total
includes taxes & fees
11 Jun - 12 Jun
Tropical Cottages
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See all available properties in Big Pine Key
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.

Other types of properties in Big Pine Key you may be interested in

Property grounds
Isla Bella Beach Resort & Spa
5.0 star property
9.0 out of 10, Wonderful, (1000)
"Good very good nice place and great service "
The price is ฿12,703
฿16,603 total
includes taxes & fees
23 May - 24 May
Isla Bella Beach Resort & Spa
Sun deck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (121)
"Amazing stay in a boat!"
The price is ฿5,019
฿9,258 total
includes taxes & fees
29 May - 30 May
Old Wooden Bridge Resort and Marina
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.

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 Key West Visitors Center, 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?

Aqua Lodge Rentals At Coconut Cay: This holiday home rental outside of Big Pine Key is located near the beach, and offers an outdoor pool, air conditioning and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

How many holiday rentals are there in Big Pine Key?

With 146 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 Key West Visitors Center and Blue Hole, whereas Calusa Beach and Bahia Honda State Park are a couple of great spots to enjoy the outdoors. Other places in town to visit include Florida Keys Beaches 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.

Recent reviews of Big Pine Key properties
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