Search Vacation Homes in Big Pine Key

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."
Aqua Lodge Rentals At Coconut Cay

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

9.0 out of 10, Wonderful, (184)
"Loved this ocean view property! Very nice location and very comfortable home!"
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Key Colony Beach Paradise

9.4 out of 10, Exceptional, (37)
"Everything was great with our stay and the property.😊"
Key Colony Beach Paradise

P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

9.4 out of 10, Exceptional, (16)
"It was a nice place to stay. The best about this house other than the location that it has 3 bedrooms with King/King/Queen which works perfectly for adults. House was clean, check in easy, great location, close to Key Colony Club. Enough parking for 3 cars. Nice pool"
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

Golfside Tropical Retreat With Pool

10.0 out of 10, Exceptional, (13)
"We have visited the Keys multiple times for family vacations. This property by far makes the top of the list. Very clean and setup perfectly. The house is conveniently located for anything you want to do in Marathon. Nice size pool and dock amenities for a very memorable Florida Keys experience. Will be booking this property for future vacations. Thank you Guy for letting us rent your beautiful home."
Golfside Tropical Retreat With Pool

Kelly's Kabin - Adorable Private Summerland Key Cottage

9.8 out of 10, Exceptional, (104)
"The property is as described. Good location. We would stay there again."
Kelly's Kabin - Adorable Private Summerland Key Cottage

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

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (198)
"The location was perfect and the unit was clean and comfortable. The key lime pie from the hosts was a nice touch."
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

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

KF Beach, Pool, Kitchen, Sleep 6, Jacuzi, W&D, Marina, BBQ, WiFi, Parking,Tennis

9.6 out of 10, Exceptional, (23)
"Wonderful stay. All around pleasant. Pool was awesome. Property landscape was well maintained and had variety of plants. Private beach was nice. "
KF Beach, Pool, Kitchen, Sleep 6, Jacuzi, W&D, Marina, BBQ, WiFi, Parking,Tennis

Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon

9.6 out of 10, Exceptional, (14)
"Our group of 9 had a wonderful time! So much space inside and out! The dock and pool is where we spent most all our time at the house. We loved having a huge shared space, the pool was great, drank from the coconuts in the yard. The dock was named the aquarium for the week. Manatees, dolphins, turtles and a million fishies! We snorkeled right in the lagoon, very nice neighborhood and neighbors. We would absolutely stay again. I wont lie, I was sad to go. 🐚🌴🐟"
Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

9.4 out of 10, Exceptional, (26)
"Super nice place Comfortable Couch Comfortable Bed"
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (216)
"This is a great place to call home while visiting the keys. The location was great for exploring all of the other keys including Key West, and it was away from all the noise and commotion. Very easily accessible. The house was super clean and tidy with more than enough room for the two of us. The space would definitely be roomy enough for a family or for sharing with another couple. We would definitely stay again"
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

9.6 out of 10, Exceptional, (17)
"We enjoyed our stay at the keys. The pool was amazing! My favorite spot was sitting under the coconut tree gazing out over the ocean and watching the sunset."
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very Good, (95)
"This place was nice and came as advertised. Location is solid and near a few good restaurants and bars. It could have been a little cleaner but overall was in good shape. Would stay again. Price is good for what you get. "
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

10.0 out of 10, Exceptional, (126)
"We enjoyed our stay at Coral Lagoon #12. The property was everything advertised. The townhome had comfortable beds, plenty of seating, and a nice kitchen with all the right pots and pans. We were able to keep the boat we rented right in front of the condo at no extra charge. There were good places to eat near by and it was a short drive to Key West. All in all a good trip."
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

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. "
Keys 3 Bedroom Corner Home near Beach & Key West

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.8 out of 10, Exceptional, (57)
"Our family of five adults and a dog had a fantastic week at this beautiful house! We had plenty of space, it was super clean and well kept. The countertop ice maker was definitely appreciated! We didn’t cook but all the tools you could need are there. We did place an Instacart order from Publix for a few things and delivery was no problem. Lots of restaurants are within a short drive and Kiki’s right down the road was a plus and had great food. We spent most mornings and evenings hanging out on...
Old Florida Style, wrap around porch, boat basin for dockage, open water

OPEN WATERFRONT [not canal] HOUSE [not duplex] Snorkel right from your backyard

9.0 out of 10, Wonderful, (17)
"We had a wonderful stay! Juan was a great hist. He kept in contact with us a week before the stay and gave us updates on the property. The house was comfortable and perfect for our needs. I have stayed in several vacation homes and I will stay this is the MOST well stocked home ive ever stayed in. Juan thought of everything. Even down to a beach umbrella and pool noodles. My only complaint (which is not the fault of the host) is the floating dock was damaged prior to our arrival and had to be...
OPEN WATERFRONT [not canal] HOUSE [not duplex] Snorkel right from your backyard

Luxury Waterfront Oasis w Heated Pool and 50' Dock

10.0 out of 10, Exceptional, (19)
"This home was perfect for multiple families. Very clean, easy access to the water. Dock and filet table made fishing trips super convenient. Would definitely stay again! "
Luxury Waterfront Oasis w Heated Pool and 50' Dock
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.
Don't see what you're looking for?
See all available properties in Big Pine Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Big Pine Key