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Compare 147 Condo Rentals in Big Pine Key with updated reviews, rates, and availability.

One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Beautiful white sandy beach
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
10.0 out of 10, Exceptional, (187)
"We absolutely loved this condo!! Everything about this property was perfect- the location, the gorgeous beach (a rare commodity in The Keys), the beautiful grounds, and the awesome pool. The central location was perfect for exploring the Keys in both directions. Michael was a phenomenal host. He called before we left for vacation with check-in instructions and many suggestions for a perfect stay. The condo itself was beautiful and extremely well-stocked. My husband and I always tend to...
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
Beach front looking to the North east view
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
9.4 out of 10, Exceptional, (183)
"Had a great girls weekend. "
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
This is our white sandy private tropical beach.
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
10.0 out of 10, Exceptional, (68)
"We booked only a week or so before our travel time. So lucky this property was available. Great spot, with everything you needed. Steps to beach or pool! "
No Stairs-Private Tropical Beach-steps from condo-Hi-Speed WIFI-It's Loaded!
Seashells Getaway
Room
Seashells Getaway
10.0 out of 10, Exceptional, (4)
"My stay here has been nothing short of amazing. From the time that I booked it, Ana, the property manager reached out to me. She has been so incredibly sweet and helpful during my stay here and so has her partner, Jim. They're both extremely hospitable! Upon checking in, I was greeting with a lovely welcome basket in addition to a plethora of local recommendations from dining, to activities, the best place to watch the sunset, etc. I'm so grateful for this space as it's not only impeccably...
Seashells Getaway
Vibrant, waterfront retreat with WiFi, balcony & dock access
Vibrant, waterfront retreat with WiFi, balcony & dock access
8.4 out of 10, Very Good, (11)
"Great place "
Vibrant, waterfront retreat with WiFi, balcony & dock access
P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!
Coco Plum Villas Beach front
P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!
9.4 out of 10, Exceptional, (26)
"Property was exactly as pictured and described.location is a big off the beaten path. Lots of good food around. Pool was warm and provided a nice space to enjoy the water!"
P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!
Amazing Ocean View Condo on the Beach!
The never-ending view!!
Amazing Ocean View Condo on the Beach!
10.0 out of 10, Exceptional, (95)
"Very nice."
Amazing Ocean View Condo on the Beach!
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
Wonderful view from front door and balcony
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
9.8 out of 10, Exceptional, (65)
"We had a wonderful stay at Pelicans Perch! The condo is clean and comfortable. It had everything that we needed. The views from the downstairs living room and upstairs master bedroom were to die for. The swimming pool was large and sparkling clean. It was down season so we were the only ones in it most of the time. The complex was very quiet and relaxing. There are plenty of restaurants and places to shop nearby. We thoroughly enjoyed our stay!"
"Pelican's Perch" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
DIRECTLY ON THE OCEAN - BEACHFRONT
Walkway to end unit condo
DIRECTLY ON THE OCEAN - BEACHFRONT
9.4 out of 10, Exceptional, (33)
"Couldn’t have picked out a better stay and host! Breathtaking views, clean condo, and easy access to everything near by! The condo was perfect for our family of 6 with lots of room for all! Check in/out process was so easy. This condo and location was perfect for a nice relaxing family vacation! Cant wait to book our next stay!"
DIRECTLY ON THE OCEAN - BEACHFRONT
Canal side location with beach & pool club membership!
Canal view from balcony
Canal side location with beach & pool club membership!
9.6 out of 10, Exceptional, (82)
"My husband and I enjoyed our stay on 3rd Street. The unit has a great layout and is very roomy. Everything was clean and having the laundry room on the main level is a plus. Updated bathrooms and kitchen are especially nice. The host was great to work with and responded promptly to any questions."
Canal side location with beach & pool club membership!
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Outstanding view from our balcony
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
10.0 out of 10, Exceptional, (63)
"We had a wonderful stay. This condo is extremely comfortable with a beautiful view! That’s first things we look for when booking a condo and GulfsideHaven has it all! We will definitely come back. "
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Brand new 1 bedroom, 2 bath condo with waterfront pool & stunning views.
Pool
Brand new 1 bedroom, 2 bath condo with waterfront pool & stunning views.
10.0 out of 10, Exceptional, (1)
"The place was very new and clean and had everything a person could need."
Brand new 1 bedroom, 2 bath condo with waterfront pool & stunning views.
Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard
Living Room
Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard
9.2 out of 10, Wonderful, (5)
"Excellent vacation, affordable, clean and a guest 👌 that couldn't be any more accommodating and thoughtful. Will definitely 💯 comeback!"
Waterfront Bliss: Stylish Canal-Front Retreat , Spacious Yard
P80 - Coral Lagoon 3bd/2.5ba townhome with large community pool
Canal and Dock view 2
P80 - Coral Lagoon 3bd/2.5ba townhome with large community pool
9.8 out of 10, Exceptional, (50)
"Enjoyed staying at the Coral Lagoon a quiet and convenient Location. If you bring your own boat, there is easy access to the Atlantic and Coral Reefs. The townhome had ample Room for all of us. The location to the Laundry was not so convenient as desired. Overall, it was a pleasant stay."
P80 - Coral Lagoon 3bd/2.5ba townhome with large community pool
Oceanfront bliss w/heated pool & beach #31
Enjoy stunning ocean views from the comfort of your patio
Oceanfront bliss w/heated pool & beach #31
9.6 out of 10, Exceptional, (4)
"The condo was comfortable and equipped with what we needed. The recliners were nice for evening. We loved the table and chairs on the veranda for our meals. From there we could look out at the pool and ocean. The best part was sitting on the beach to view the sunrise! We could walk the beach all the way up to Coco Plum Beach, so peaceful. We also met a few other nice people at the pool. The condo at Royal Plum is close to many attractions in Marathon and north and south of the key. The owners...
Oceanfront bliss w/heated pool & beach #31
*NEW* Private Beach, pool & fully loaded kitchen
You are here! With ocean views and beach access.
*NEW* Private Beach, pool & fully loaded kitchen
10.0 out of 10, Exceptional, (2)
"Beautiful condo, excellent location."
*NEW* Private Beach, pool & fully loaded kitchen
Canal-front condo with amazing views & convenient location
Canal-front condo with amazing views & convenient location
8.6 out of 10, Excellent, (39)
"Everything we needed"
Canal-front condo with amazing views & convenient location
Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant
Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant
8.8 out of 10, Excellent, (10)
"When we opened the door, the seashell mirror over the couch had fallen down. We alerted the proper folks and cleaned it up. No one ever contacted us about the mess. I did ask for an additional blanket and was told it was being worked but no one ever contacted us about it, or brought it. The unit was clean and comfortable. The views were very nice and we enjoyed walking on the docks. Porky’s mini-golf and restaurant is a must!"
Top-floor, waterfront condo with canal views, pool, gym, on-site restaurant
Beach, Heated Pool & Ocean Views
Private Beach of the Complex
Beach, Heated Pool & Ocean Views
9.6 out of 10, Exceptional, (41)
"Place was great"
Beach, Heated Pool & Ocean Views
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
Exterior
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
10.0 out of 10, Exceptional, (45)
"Great location..Room was great..Beach good too..but the pool area needs some love. Bathroom was gross and pool was never cleaned while we were there. "
BEACHFRONT CONDO on Coco Plum Beach with Heated Pool
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.

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