Search Vacation Homes in Big Pine Key

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Compare 1338 Vacation Homes in Big Pine Key with updated reviews, rates, and availability.

Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (124)
"Clean, quiet. Balcony to the sea was a big plus. Everything was excellent."
The price is AED 526
AED 1,097 total
includes taxes & fees
18 Nov - 19 Nov
Aqua Lodge Rentals At Coconut Cay
Florida Keys vacation home, Family sized and pet friendly home with a pool!
10.0 out of 10, Exceptional, (2)
"Place was awsome,was as advertised didnt want to go back home"
Florida Keys vacation home, Family sized and pet friendly home with a pool!
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
9.0 out of 10, Wonderful, (67)
"Very quiet, clean, and overall great experience. I’ve been staying at properties in the Keys for over 20 years and this is one of the best experiences I have had."
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed
10.0 out of 10, Exceptional, (10)
"Rented for 2 weeks and overall really enjoyed the house. Decent dock for boat and location for ocean was very close. Clubhouse is nice and enjoyed the pool. Short walk to watch the sunset. Property manager was spot on and quick response if you needed anything. Would definitely stay again."
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed
The BeachComer ~ Paradise in the Florida Keys!
9.8 out of 10, Exceptional, (245)
"The house was really nice. The Comers have been so nice to work with. The house had everything we needed. I recommend the place highly. "
The BeachComer ~ Paradise in the Florida Keys!
Kelly's Kabin - Adorable Private Summerland Key Cottage
9.8 out of 10, Exceptional, (104)
"Check in was super easy.Over all was a very comfortable place.Air condition was nice and cold..Everything worked properly.Located just South of Boondocks Bar&Grille which os one of our favorite spots.Easy to get back and forth to Key West.Would definately stay here again."
The price is AED 1,010
AED 2,222 total
includes taxes & fees
1 Dec - 2 Dec
Kelly's Kabin - Adorable Private Summerland Key Cottage
Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal
9.6 out of 10, Exceptional, (141)
"Stayed with a group of older guys for fishing. David was very responsive to the few questions we had. Best of all, he delayed the cleaners coming in, so we could leave at our leisure on Saturday which was greatly appreciated. Dock had everything needed, fishing cleaning table; water, even a little float to launch provided kayaks. Kitchen had everything needed. Brand new grill outside. Beds were comfortable, plenty of seating in various places throughout the house. The only negative was 20+...
Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
10.0 out of 10, Exceptional, (6)
"I have stayed at lots of places..this one is by far my best one....great access to the ocean ...great home with all the amenities an short jaunt to vaca cut....I will be making this my go to place from now on"
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
20 MINUTES TO KEY WEST , BOATERS PARADISE
9.6 out of 10, Exceptional, (43)
"We enjoyed our stay. The resort area itself was nice and convenient for our needs. Communication with host was excellent. Any questions were promptly answered, as well as additional info to help us in the area. The property description is accurate. We'd be pleased to stay there again."
20 MINUTES TO KEY WEST , BOATERS PARADISE
Breathtaking big waterfront home with private pool!
9.8 out of 10, Exceptional, (53)
"Perfect set up to rent a boat and fish the Atlantic. "
Breathtaking big waterfront home with private pool!
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
9.6 out of 10, Exceptional, (74)
"Key Colony Beach community is very welcoming, everyone is very nice. We loved going to the Cabana Club, Just relaxing by the pool and listening to the waves. Research"
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
9.6 out of 10, Exceptional, (79)
"The stay was good. It was close enough to wedding venue. Few things wrong when we got there. My husband fixed the closet door because it would not open n shut also a door knob was about to fall off so he tightened it."
The price is AED 731
AED 1,826 total
includes taxes & fees
17 Nov - 18 Nov
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Blue Paradise 5bed/5bath Brand New Build with Private Pool
9.8 out of 10, Exceptional, (28)
"Everything about our stay was perfect!"
Blue Paradise 5bed/5bath Brand New Build with Private Pool
FL Keys Waterfront Heated Pool Home w/ 60 Feet of Dockage & Tiki Hut
10.0 out of 10, Exceptional, (77)
"Relaxing"
The price is AED 1,084
AED 3,335 total
includes taxes & fees
6 Dec - 7 Dec
FL Keys Waterfront Heated Pool Home w/ 60 Feet of Dockage & Tiki Hut
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.4 out of 10, Exceptional, (25)
"The property is nicely decorated just as the pictures posted in the listing. Fully equipped with everything you need in the kitchen. All very cleaned. Location is great! It is also within a reasonable driving distance to Key West. "
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!
9.8 out of 10, Exceptional, (9)
"Great property, clean and well kept. Boat ramp and dock make it a perfect place for a family boating vacation. Pool was perfect to relax in the afternoon after a day out on the water. Great communication from owner, easy and fun stay."
Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!
2020 built 4-bedroom house in Marathon, with Dock and Pool
2.0 star property
2020 built 4-bedroom house in Marathon, with Dock and Pool
Waterfront Key Colony Beach Home w/ Golf Cart!
2.0 star property
Waterfront Key Colony Beach Home w/ Golf Cart!
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.0 out of 10, Wonderful, (183)
"Second time staying at this Venture Out resort, forst time at this specific property. Location is a dream and waterfront is a blessing. Quick drive to KW and a bunch of the state parks and beaches. With that being said, we never felt truly at home.or welcome here. Constabt signange of what is forbidden and how much the penalty / fee will be. Difficult to get a hold of the host - the propane tank for the grill was empty upon arrival, but without a response from host we couldn't grill,...
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Soulshine Cottage- Close to everything you need in Marathon
9.8 out of 10, Exceptional, (18)
"The process was seamless. The cottage was very clean, nicely updated and for us, it was a great location. The only problem that I had.....the beds are very high and I'm short, so getting on them was a little tricky for me! LOL Definitely will be back again!"
Soulshine Cottage- Close to everything you need in Marathon
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, (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
2.0 star property
8.8 out of 10, Excellent, (141)
"Nice place to relax"
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.