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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 34 Villas in Big Pine Key with updated reviews, rates, and availability.

Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
Property grounds

Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views

9.8 out of 10, Exceptional, (9)
"Lovely home. Great location for boating and convenient to dining and shopping. Pet friendly unit in a pet friendly community. "
Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Marina

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

10.0 out of 10, Exceptional, (197)
"Thank you we enjoyed our time at your peaceful, beautiful place"
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Sombrero Beach Villa with Private Pool and Dock
Exterior

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (117)
"We really enjoyed our stay at this property. It’s perfect for a large family and the location was perfect. "
Sombrero Beach Villa with Private Pool and Dock
Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views

Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views

9.0 out of 10, Wonderful, (89)
"Relaxing location to soak up some Florida sun. Property was clean and as described. Nice amenities, laundry, grill, access to pool and pier/doc."
Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!
View of backyard from the walkway to the dock area. 4 chaise loungers

Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!

10.0 out of 10, Exceptional, (23)
"This property has everything you need to enjoy your stay in Marathon. It is close to restaurants and grocery stores, and you can walk to Sombrero beach daily. The heated/chilled pool welcomes you anytime, day or night. The bedrooms and ensuites provide fantastic privacy for everyone. The pool area is private and inviting, and set up for lounging and relaxation. Dennis, the property manager is super accommodating, responsive and helpful. We've been to several FLA VRBO's and this property is top...
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Bathroom

203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

8.8 out of 10, Excellent, (101)
"Enjoyed our time in Marathon. George was very responsive and helpful during our stay"
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

9.8 out of 10, Exceptional, (6)
"This rental is absolutely beautiful and clean... better than advertised. Everything we needed was readily available. Ruth was always quick to respond with questions and advice. My family included an infant, 5 year old, teenager, adult kids, and us grand parents. We all had a blast and there was something for everyone. Marathon is a great location. Ruth, as advertised, is a great host. All the food that was provided when we arrived to the special chocolates, champagne and roses that was ordered...
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Pool

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar

Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar

10.0 out of 10, Exceptional, (55)
"The property was spot on perfect, and Ruth and Tracy are absolutely amazing. I would strongly recommend having them cook for you, the dinner and brunch were remarkable. Thank you both for making our trip the best it could be."
Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
Florida Keys, private wellness enjoyment with two private hot tubs
Outdoor spa tub

Florida Keys, private wellness enjoyment with two private hot tubs

8.8 out of 10, Excellent, (5)
"The house was beautiful and in a great spot. We loved the hot tub and community pool and the sitting area under the house. It was a great place to stay during our week in the Keys and we will definitely book again if we go back."
Florida Keys, private wellness enjoyment with two private hot tubs
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
Terrace/patio

Canal Front, Tiki Hut w/TV, Private Pool, Beach!

9.8 out of 10, Exceptional, (48)
"The property is nice and all issues were promptly addressed. I recommend this property."
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
Stunning rooftop views from this gulf side Tuscan style Villa
Exterior

Stunning rooftop views from this gulf side Tuscan style Villa

9.2 out of 10, Wonderful, (49)
"This is a very nice place with all kinds of great things to do just there at the house and plenty more a short drive away! My kids loved it especially the pool hot tub and fishing right off the dock. The host is very accessible and responds quickly. There is even an elevator to haul your heavy bags up! "
Stunning rooftop views from this gulf side Tuscan style Villa
Emerald Seas - Florida Keys Ocean Front Paradise!
Awesome 180 degree water views!

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (14)
"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."
Emerald Seas - Florida Keys Ocean Front Paradise!
Villa Murano - A Private Retreat in the Florida Keys
Villa Murano (1)

Villa Murano - A Private Retreat in the Florida Keys

10.0 out of 10, Exceptional, (13)
"My family and I have been going to the Keys for years renting different houses. But this year we were blown away with Villa Murano! Not only was the house wonderful, the service directly from the owners were superb. They were in contact with us every day asking us what we needed. It was like having our own concierge service. I highly recommend Villa Murano!"
Villa Murano - A Private Retreat in the Florida Keys
Waterfront Beauty 8-guests, Dock, Kayaks and more
Miscellaneous

Waterfront Beauty 8-guests, Dock, Kayaks and more

10.0 out of 10, Exceptional, (6)
"Wow! We enjoyed this beautiful home and had everything we could possibly need. The house has more than you need and it is clean and the beds are very comfortable. All the furniture was comfortable and the outdoors are amazing. I can’t describe just how special this home feels. I would highly recommend."
Waterfront Beauty 8-guests, Dock, Kayaks and more
NEW UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home
Slip behind villa

NEW UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home

10.0 out of 10, Exceptional, (5)
"Excellent. Need to replace the blow drier on the bathroom at the top of the stairs. Jessica was great!"
NEW UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home
Fabulous Canal Front Villa, Private Pool in KCB!
Exterior

Fabulous Canal Front Villa, Private Pool in KCB!

10.0 out of 10, Exceptional, (19)
"Great property! Very spacious and well stocked. We enjoyed our two week vacation and would definitely stay here again! A gem of a property in Key Colony."
Fabulous Canal Front Villa, Private Pool in KCB!
SPECTACULAR Indigo Reef Waterfront Home #41 - Marathon, Florida
Property grounds

SPECTACULAR Indigo Reef Waterfront Home #41 - Marathon, Florida

10.0 out of 10, Exceptional, (38)
"This property was by far the best we have ever experienced! The home was spotless, very well appointed and in the most convenient location to the pool and boat docks. Our host communicated with us to make sure we were happy and also gave great suggestions for local restaurants. If we are in the area again, we will not hesitate to rent this unit again."
SPECTACULAR Indigo Reef Waterfront Home #41 - Marathon, Florida
Seaside Escape - Waterfront Villa
1st floor balcony

Seaside Escape - Waterfront Villa

10.0 out of 10, Exceptional, (13)
"All First Rate."
Seaside Escape - Waterfront Villa
Fabulous Canal Front Villa, 37 ft Dock and 8-person hot tub
Sunroom

Fabulous Canal Front Villa, 37 ft Dock and 8-person hot tub

10.0 out of 10, Exceptional, (4)
"Beautiful property, we had more than enough room for 8 adults. The kitchen had everything we needed for our stay. The house was very clean and nice. Communication with Dave was easy and he responded promptly to any questions we had. We love coming to Key Colony Beach every summer."
Fabulous Canal Front Villa, 37 ft Dock and 8-person hot tub
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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Other property types in Big Pine Key

Old Wooden Bridge Resort and Marina
Exterior

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (182)
"Nice place to stay if going to Key West for a day. Cute, quiet and good restaurant down the street."
The price is AED 474
AED 900 total
includes taxes & fees
26 Jan - 27 Jan
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Aerial view

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (142)
"This property was all around Excellent!"
Sunshine Key RV Resort & Marina
Tropical Caribbean Wonderland
Electric awning

Tropical Caribbean Wonderland

9.2 out of 10, Wonderful, (77)
"The camper was clean and easy to find. There’s a bath/shower house 2campsites away. We enjoyed our stay."
Tropical Caribbean Wonderland
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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