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Browse Select Big Pine Key Holiday Homes

🌴 TROPICAL RETREAT 🌴 RV in the Keys

10.0 out of 10, Exceptional, (1)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
The price is £205
includes taxes & fees
17 Aug - 18 Aug
🌴 TROPICAL RETREAT 🌴 RV in the Keys

Ocean View Suite Barnacle Resort

The price is £382
includes taxes & fees
19 Aug - 20 Aug
Ocean View Suite Barnacle Resort

Wreckers House Double Queen Room at Grassy Flats

10.0 out of 10, Exceptional, (1)
"great place "
The price is £223
includes taxes & fees
1 Sept - 2 Sept
Wreckers House Double Queen Room at Grassy Flats

Wreckers House King Room at Grassy Flats

The price is £233
includes taxes & fees
3 Sept - 4 Sept
Wreckers House King Room at Grassy Flats

Humidor House Suite at Grassy Flats

The price is £359
includes taxes & fees
3 Sept - 4 Sept
Humidor House Suite at Grassy Flats

Galleon Suite at Grassy Flats Resort

The price is £463
includes taxes & fees
3 Sept - 4 Sept
Galleon Suite at Grassy Flats Resort

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

9.6 out of 10, Exceptional, (77)
"Took the team down to the keys for a little R&R"
The price is £526
includes taxes & fees
18 Aug - 19 Aug
Old Florida Style, wrap around porch, boat basin for dockage, open water

One of the very few beach houses with a daily, rental license in the Keys.

8.8 out of 10, Excellent, (64)
"The house is special, it transmits a lot of peace next to that spectacular dock where the fishing is fabulous, everything is very clean and well equipped with cauldrons etc.I will be back 100%"
The price is £944
includes taxes & fees
26 Aug - 27 Aug
One of the very few beach houses with a daily, rental license in the Keys.

Kelly's Kabin - Adorable Private Summerland Key Cottage

9.8 out of 10, Exceptional, (118)
"Clean property in a nice location."
The price is £393
includes taxes & fees
2 Sept - 3 Sept
Kelly's Kabin - Adorable Private Summerland Key Cottage

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

9.8 out of 10, Exceptional, (8)
"Beautiful place!"
The price is £611
includes taxes & fees
17 Aug - 18 Aug
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

9.8 out of 10, Exceptional, (142)
"Very clean cottage right on the corner of the harbor and the canal. Wonderful views!"
The price is £670
includes taxes & fees
18 Aug - 19 Aug
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

2.0 star property
9.0 out of 10, Wonderful, (7)
"Loved the location! Very nice park. Our place had an amazing view to watch the sunrise and to enjoy a nice home cooked meal before heading up to the pool."
The price is £469
includes taxes & fees
2 Sept - 3 Sept
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

Sailfish Haven #390 - Ocean Views, 35' seawall

8.8 out of 10, Excellent, (6)
"We really enjoyed our stay. The home was exactly as advertised which we definitely appreciated. It was nice to have the kitchen with a wine opener and decent dishes. Being on the water was a plus for our cousin specifically but enjoyed by all. We sat on the back deck morning and night. It was fun to watch the pelicans and boats. Definitely highly recommend. "
Sailfish Haven #390 - Ocean Views, 35' seawall

Post Card Point #319 - Ocean Views!

10.0 out of 10, Exceptional, (48)
"Really nice super clean & modern house with a great view. Lots of space. The community it’s in was very nice and quiet."
The price is £594
includes taxes & fees
2 Sept - 3 Sept
Post Card Point #319 - Ocean Views!

Galleon Getaway #533- Oceanfront Community

The price is £408
includes taxes & fees
17 Aug - 18 Aug
Galleon Getaway #533- Oceanfront Community

Reel Island Retreat #273 at Venture Out in the Florida Keys

9.6 out of 10, Exceptional, (7)
"The staff at Venture one was absolutely amazing. The home we stayed in was also a great location. Dated but clean. Definitely will stay at Venture again !"
The price is £469
includes taxes & fees
2 Sept - 3 Sept
Reel Island Retreat #273 at Venture Out in the Florida Keys

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Beautiful "
The price is £719
includes taxes & fees
2 Sept - 3 Sept
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (96)
"Good location, short drive to lots of activities. Had to leave a day early due to family crises, but had a great two nights there. Thanks!!"
The price is £329
includes taxes & fees
28 Aug - 29 Aug
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
The price is £442
includes taxes & fees
17 Aug - 18 Aug
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

The price is £443
includes taxes & fees
26 Aug - 27 Aug
Little Piece of Paradise #233 - 35' Seawall - Cudjoe 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.
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Top Big Pine Key Hotel Reviews