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Compare 49 Villas in Big Pine Key with updated reviews, rates, and availability.

Waterfront Beauty 8-guests, Dock, Kayaks and more

10.0 out of 10, Exceptional, (7)
"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

131 FIVE STAR REVIEWS!! NEW LOWER PRICES FOR SUMMER ~ELEVATOR BABY~BOAT SLIP!

10.0 out of 10, Exceptional, (130)
"Great pool area, rooftop and balconies to relax and let time slow down. Great spot for seafood and fishing. Host Matt was a great communicator and we had everything we needed. Only hour and half from Key West which we visited twice. Weather was exceptional. Only issue was lots of traffic which was expected. Just had to plan ahead. "
131 FIVE STAR REVIEWS!! NEW LOWER PRICES FOR SUMMER ~ELEVATOR BABY~BOAT SLIP!

Oceanfront Spanish Villa: 4 bed, loft, 8 guests

2.0 star property
10.0 out of 10, Exceptional, (1)
"Best house ever. Very friendly host and ready to please with any requests. The beds were top quality. The house is perfect for families, the kitchen is great to cook, they have games, fishing poles and is very clean. We have never seen such beautiful sunsets. Easy to get to from anywhere in the country. Marathon is a unique destination, great food, quaint and you don’t get tired of coming back every year. WE RECOMMEND THIS HOUSE."
Oceanfront Spanish Villa: 4 bed, loft, 8 guests

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is AED 2,066
AED 3,610 total
includes taxes & fees
4 Apr - 5 Apr
Atlantic View Luxury Villa with Pool

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

10.0 out of 10, Exceptional, (201)
"Beautiful property! Very clean. Great location"
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

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

8.8 out of 10, Excellent, (102)
"Great place to stay would definitely go again we had such a good time. "
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

Fabulous Canal Front Villa, Private Pool in KCB!

10.0 out of 10, Exceptional, (20)
"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!

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!

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property
Luxury Oceanview Pool Eco-friendly Villa Near Key West

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (121)
"We loved our stay here. We stayed with our adult children and our 1 1/2 year old grandson and it was a great. We would stay here again. "
Sombrero Beach Villa with Private Pool and Dock

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

9.8 out of 10, Exceptional, (49)
"Beds were very very comfortable!"
Canal Front, Tiki Hut w/TV, Private Pool, Beach!

4 Bedrooms, 3 Baths! Bikes, Private Pool, Dock, Canal Front, Neighborhood Beach!

9.8 out of 10, Exceptional, (65)
"We loved our stay, the pool felt amazing every day! The home was very clean. "
4 Bedrooms, 3 Baths! Bikes, Private Pool, Dock, Canal Front, Neighborhood Beach!

Canal Front, Private Custom Pool, Hot Tub, Private Dock & Neighoborhood Beach!

10.0 out of 10, Exceptional, (86)
"Had a great stay couldn’t ask for anything more. "
Canal Front, Private Custom Pool, Hot Tub, Private Dock & Neighoborhood Beach!

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

9.0 out of 10, Wonderful, (91)
"Wonderful property in a great central location in the Keys. Loved it and would stay again! Included extras like dish soap, toilet paper, and bathroom toiletries were unexpected. Only thing we would have liked would’ve been an umbrella for the rooftop, but it appeared to us there probably was one there at one time. There were umbrella stands on the roof and umbrella instructions in the instruction book. Looked everywhere and couldn’t find an umbrella so we’re assuming someone before us must have...
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!

10.0 out of 10, Exceptional, (25)
"Property is nice with space for 2 families, pool was nice. Location is great, secluded from car traffic and nearby a beach. Had a great time!"
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!

Charming 2-bedroom villa in a great location in fantastic Marathon

10.0 out of 10, Exceptional, (1)
"We stayed here 5 of a 17 day trip to the Keys. This home was cute, very clean, which is extremely important to us as it shows the owners take care of their home and it was cozy. The location was in a good spot, as it was close to a lot of attractions and places to go out for a meal. The owners were very helpful and quick to respond. Something for the host to consider would be to put a book together of some suggestions of places you recommend to eat and nearby attractions. That would be very...
Charming 2-bedroom villa in a great location in fantastic Marathon

Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool

10.0 out of 10, Exceptional, (48)
"Great stay, great property. Second time staying here, would stay again."
Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool

Dock/Private Pool! Elevator! Walk to Sombrero Beach! NEW Villa! 5/5

10.0 out of 10, Exceptional, (33)
"Very good location, home owner was very responsive & helpful during our stay. Very convenient location. Alot of fun!"
Dock/Private Pool! Elevator! Walk to Sombrero Beach! NEW Villa! 5/5

New Florida Keys Vacation Rentals- Beach House on Sombrero Beach Dock Pool 6 bed

2.0 star property
10.0 out of 10, Exceptional, (2)
"This property was great for our group of 11. Everyone had their own space, and we loved the outdoors area. Communication between the owners was easy and they were responsive. Just a heads up there are no spices, storage bags, garbage bags or Tupperware containers so you will need to purchase that yourself. Overall we had a great trip! This was our 4th time staying in Marathon and we love the location. "
New Florida Keys Vacation Rentals- Beach House on Sombrero Beach Dock Pool 6 bed

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
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

2.5 star property
8.6 out of 10, Excellent, (203)
"Great place to stay !! Especially if you like this type of thing !! Fishing is awesome and very close to the bridge spent many many hours out there !!"
The price is AED 511
AED 942 total
includes taxes & fees
2 Apr - 3 Apr
Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (145)
"We enjoyed the stay so much. Great pool area and very friendly staff!!"
Sunshine Key RV Resort & Marina

Keys 3 Bedroom Corner Home near Beach & Key West

9.6 out of 10, Exceptional, (5)
"We stayed for four nights. They have ample beds, a nice tv, a large kitchen, and many parking spots. There are not many walkable beaches but there is a couple of good restaurants nearby. We had a great time, everything was nice, and everything was as listed. I would rent again. "
The price is AED 1,208
AED 2,750 total
includes taxes & fees
6 Apr - 7 Apr
Keys 3 Bedroom Corner Home near Beach & 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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