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Top Holiday Rentals in Big Pine Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (254)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina

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

The price is £545
includes taxes & fees
18 Aug - 19 Aug
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (186)
"We loved our weekend stay here. "
Yacht Haven Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1197)
"Great stay"
The price is £148
includes taxes & fees
2 Sept - 3 Sept
Skipjack Resort & Marina

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (839)
"Super cute little cottage with a great location, would definitely stay again!"
The price is £80
includes taxes & fees
4 Aug - 5 Aug
Tropical Cottages

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

3.0 star property
9.0 out of 10, Wonderful, (1135)
"Excellent place "
The price is £76
includes taxes & fees
10 Aug - 11 Aug
Knight's Key Suites

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (49)
"Great place to stay. A small area but otherwise a nice place. I would suggest a plunger for the "
The price is £193
includes taxes & fees
13 Aug - 14 Aug
Aqua Lodges at 47th Street Gulfside

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

9.6 out of 10, Exceptional, (77)
"Very nice place to stay. Quick and efficient communication with host! Seemless check in and check out process. "
The price is £537
includes taxes & fees
18 Aug - 19 Aug
Old Florida Style, wrap around porch, boat basin for dockage, open water

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

3.5 star property
9.6 out of 10, Exceptional, (177)
"I absolutely loved this place and can't wait to go back. The boat was beautiful inside and had everything we needed. "
The price is £214
includes taxes & fees
1 Sept - 2 Sept
Aqua Lodge Rentals At Coconut Cay

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.4 out of 10, Exceptional, (71)
"Property was great for our group. 2 miles to grocery stores. Pool was great! Used the bikes and had a great time here. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (186)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,

Florida Keys vacation home, Family sized and pet friendly home with a pool!

10.0 out of 10, Exceptional, (19)
"Very clean, welcoming, and just what we needed for our get-away! "
Florida Keys vacation home, Family sized and pet friendly home with a pool!

THE PERFECT PLACE -PRIVATE ELEVATOR,DOCK,HEAT POOL. MARATHON LIC PLR2017-00465

9.4 out of 10, Exceptional, (49)
"We stayed with Grandchildren and loved how the property was central to many attractions in the area. "
THE PERFECT PLACE -PRIVATE ELEVATOR,DOCK,HEAT POOL. MARATHON LIC PLR2017-00465

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

10.0 out of 10, Exceptional, (201)
"Great place and location, excellent resourceful and pleasant host "
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!

Experience FL Keys Paradise with Your Own Private Home, Pool, Beach & More!

9.6 out of 10, Exceptional, (81)
"Melissa was so easy to work with and responded quickly to my messages. The house is fabulous and so much room for the 20 of us ages 11 to 76. The pool was used continually and the pool table and shuffle board were great. I highly recommend the house!"
Experience FL Keys Paradise with Your Own Private Home, Pool, Beach & More!

Waterfront Home

8.8 out of 10, Excellent, (167)
"Great price great location "
Waterfront Home

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
10.0 out of 10, Exceptional, (6)
"this place was great . the owner was super nice and handled a small problem fast. as for location it was also great. close to beach. and resturants. we traveled to key west one day and had a blast..."
The price is £264
includes taxes & fees
11 Aug - 12 Aug
Sombrero Beach Tropical Getaway in the Heart of Marathon

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

8.8 out of 10, Excellent, (29)
"So enjoyed our stay here with a couple friends. Place has everything you need, is immaculate, fantastic view, and so close to either the beach in one direction and grocery stores in the other. Also located in a very nice residential neighborhood. Plan on returning! Thanks for the lovely stay!! "
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach
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

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?

Charming 3-bedroom house in Big Pine Key near Beach and Key West: This highly rated holiday home rental in Big Pine Key has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.