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Compare 32 Villas in Big Pine Key with updated reviews, rates, and availability.

PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

9.6 out of 10, Exceptional, (38)
"The property is right on a beach, although the beach is not great. Small and it was muddy and weedy when we were there, but it might have been due to the waves. The bungalow was clean and spacious. The only draw back is that the bathrooms are located upstairs and you have to climb circular stairs."
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking

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

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

9.8 out of 10, Exceptional, (8)
"Went for mini season. Having the boat right behind the house was awesome. House was great. Would recommend for sure. "
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

10.0 out of 10, Exceptional, (195)
"Loved the property and the Marina folks were excellent. Owners were very responsive, not so much for their managers though. Called them three times, left two VMs and no one ever called us back. The place is wonderful though..."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (115)
"Amazing home to spend your next family vacation! The location was perfect to walk to the grocery store along with the beach - bike too. We loved spending time in the pool and hanging out watching tv outside.The kitchen is well stocked with everything you could possibly need. Clean and shiny from top to bottom. The decorating made every day feel like you were in paradise. Plus, the location to stay in the keys was perfect. Thank you for sharing your beautiful home with my family. We hope...
Sombrero Beach Villa with Private Pool and Dock

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

10.0 out of 10, Exceptional, (22)
"Beautiful house, great dockage for our boat with easy access to the Atlantic. The pool chiller kept the water temp perfect and refreshing."
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!

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

10.0 out of 10, Exceptional, (4)
"The property was set in a tropical setting. Palm tree's and other tropical plant's surrounded the pool area. In the evening, overhead lighting enhanced the atmosphere. Also, the area was very private. When cleaning our boat, manatees came up on the side to get fresh water. What a thrill to have these gentle giants alongside the boat. Please remember to respect Florida law when engaging with these animals! The journey to the Ocean or the Gulf is enhanced by the spectacular homes along the canals...
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

Seaside Escape - Waterfront Villa

10.0 out of 10, Exceptional, (12)
"We really enjoyed our stay and loved this little nit of paradise. The house was well kept and everything ran well. We had a wonderful view and the owners really made the experience wonderful."
Seaside Escape - Waterfront Villa

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

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

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

Beachfront 8-bedroom villa just a short walk to Coco Plum Beach

9.8 out of 10, Exceptional, (87)
"Our family loved this vacation home! It was clean, well stocked kitchen, very responsive property manager. We would love to vacation here again. We loved the pools, fishing pier and many spaces to hangout. "
Beachfront 8-bedroom villa just a short walk to Coco Plum Beach

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!

9.8 out of 10, Exceptional, (47)
"It was a nice condo and they had it furnished nicely "
Canal Front, Tiki Hut w/TV, Private Pool, Beach!

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

Cabana Club Privileges! 4/4 Private Pool, KCB!

10.0 out of 10, Exceptional, (30)
"Amazing property with any and everything you could need or want for the Keys! Will def return!"
Cabana Club Privileges! 4/4 Private Pool, KCB!

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

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!

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

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

2.5 star property
8.4 out of 10, Very Good, (171)
"Loved everything, will return"
The price is AED 474
AED 900 total
includes taxes & fees
5 Jan - 6 January 2025
Old Wooden Bridge Resort and Marina

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

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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