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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare 33 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, (118)
"Awesome place to stay. P"
Sombrero Beach Villa with Private Pool and Dock
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, (24)
"We spent 3 weeks here and were very happy with how smoothly everything went and how nice the house was!"
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"
The price is SAR 1,688
SAR 3,686 total
includes taxes & fees
18 Feb - 19 Feb
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat 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
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
Oceanfront Spanish Villa: 4 bed, loft, 8 guests
Miscellaneous

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
Pool

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 SAR 1,899
SAR 3,449 total
includes taxes & fees
5 Mar - 6 Mar
Atlantic View Luxury Villa with Pool
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, (49)
"The property is nice and all issues were promptly addressed. I recommend this property."
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
Florida Keys, private wellness enjoyment with two private hot tubs
Outdoor spa tub

Florida Keys, private wellness enjoyment with two private hot tubs

9.0 out of 10, Wonderful, (6)
"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
Absolutely Perfect! Reel Vacation Villa w/Pool, Dock, Close to Beach w/Extras!
Pool deck, backyard view

Absolutely Perfect! Reel Vacation Villa w/Pool, Dock, Close to Beach w/Extras!

10.0 out of 10, Exceptional, (56)
"We loved staying here. It was the perfect location to see the Keys!"
Absolutely Perfect! Reel Vacation Villa w/Pool, Dock, Close to Beach w/Extras!
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, (6)
"Loved the home and location. Everything exceeded our expectations. The one small issue was we didn’t learn we couldn’t fish from the property until we checked in. We booked hoping to fish in the canal right behind the house. I’d book again but it would have been nice to know ahead of time. The home was very clean and well stocked. Owner was very easy to work with. "
NEW UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home
Waterfront Beauty 8-guests, Dock, Kayaks and more
Miscellaneous

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
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
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!
Seaside Escape - Waterfront Villa
1st floor balcony

Seaside Escape - Waterfront Villa

10.0 out of 10, Exceptional, (14)
"The Villa was beautiful, and the attention to detail was fabulous! The hosts were warm and welcoming and made sure we had everything we needed. We stayed nine nights and truly felt like we were in our home away from home. We would definitely stay here again!"
Seaside Escape - Waterfront Villa
Refreshed & Elevated Indigo Reef Luxury Villa 15
Private, Quiet and Close to Everything

Refreshed & Elevated Indigo Reef Luxury Villa 15

10.0 out of 10, Exceptional, (6)
"If you’re thinking about renting this place in the Florida Keys, stop overthinking and just do it. This townhouse was absolutely amazing! Like, wow. Everything was super clean and felt so deluxe—like you’re living the high life for your vacation.The views? Gorgeous. I’m talking those “pinch me, is this real life?” kind of views. And the amenities? They seriously thought of everything. The boat slip was a total game-changer—if you’ve got a boat, you’ll appreciate how easy it is to dock and go....
Refreshed & Elevated Indigo Reef Luxury Villa 15
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
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, (191)
"Beautiful room overlooking the marina. Loved the rockers on the deck. "
The price is SAR 709
SAR 1,173 total
includes taxes & fees
24 Feb - 25 Feb
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, (143)
"Absolutely love the tiny house right on the water! The stairs were extremely steep for my husband and I with bad knees other than that it was wonderful!❤️"
Sunshine Key RV Resort & Marina
Keys 3 Bedroom Corner Home near Beach & Key West
Living area

Keys 3 Bedroom Corner Home near Beach & Key West

9.6 out of 10, Exceptional, (4)
"Great location, right in the middle keys, easy access to everything. "
The price is SAR 1,234
SAR 2,835 total
includes taxes & fees
3 Mar - 4 Mar
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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