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Compare 35 Villas in Big Pine Key with updated reviews, rates, and availability.

KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
Tropical beach
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
9.4 out of 10, Exceptional, (73)
"It was nice having the beach and pool to go to. Lots of seaweed though. Good location and food close by"
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
Visit for a perfect week for relaxation, culture & the freshest fish in USA
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
9.6 out of 10, Exceptional, (45)
"We had a great stay with our family! The beach, pool, and tennis court were amazing! The condo was spacious, had plenty of amenities, beautiful surroundings, and we loved the wraparound patio! The on-site laundry and free parking were a bonus…loved how beautiful and relaxing the location was after adventures during the day!"
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
Private pool... with enough seating for everyone!!
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!!
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
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, (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
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Walk on white sand beach and feel the ocean breeze on your face
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
9.6 out of 10, Exceptional, (37)
"Awesome place, clean and quite. Close to many nice places to eat. Booking for next year. "
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
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, (47)
"It was a nice condo and they had it furnished nicely "
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
Sombrero Beach Villa with Private Pool and Dock
Exterior
Sombrero Beach Villa with Private Pool and Dock
10.0 out of 10, Exceptional, (113)
"The house was immaculate. Not only was it the cleanest house I’ve rented, but it was full of everything you could possibly need. The kitchen was overstocked with dishes, cups, utensils, etc. I would definitely stay here again and would also recommend anyone else to stay here. "
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, (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!
Cabana Club Privileges! 4/4 Private Pool, KCB!
Pool
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
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
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
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, (4)
"The condo was absolutely amazing! My friends enjoyed it so much! So relaxing and peaceful. "
NEW UPDATED Villa- Coral Lagoon 3bed 2.5 bath Luxury Home
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Aerial view of tennis court and property to the Atlantic Ocean & Beach
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
9.8 out of 10, Exceptional, (13)
"We were upgraded to beachfront when we arrived due to some onsite construction. We were very appreciative of the move. It made our stay there even better. The staff members were helpful and visible throughout our week-long stay. The property was very clean, quiet, and relaxing. My only warning/suggestion for those looking into these units is to be sure you can climb stairs. The units are a flight up off the ground and then the bedrooms and bathrooms are another flight up a spiral staircase. "
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Fabulous Canal Front Villa, Private Pool in KCB!
Exterior
Fabulous Canal Front Villa, Private Pool in KCB!
10.0 out of 10, Exceptional, (18)
"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!
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, (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
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, (160)
"The houseboat was a delight. Super comfortable and a full kitchen. Very dog-friendly. The woman who checked us in was super nice, and the salt-water pool felt great!"
The price is AED 474
AED 900 total
includes taxes & fees
17 Nov - 18 Nov
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, (141)
"Nice place to relax"
The price is AED 1,308
AED 1,471 total
includes taxes & fees
6 Dec - 7 Dec
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.

Frequently asked questions

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