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Special Deals for Vacation Homes in the Florida Keys and Key West
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Vacation Home
Open Water and Sunset Views Pool House in the Florida Keys
Newly renovated 4 bedroom 2 bath house on Big Pine Key. Property includes 35' dock, double lot, heated swimming pool, fire pit, BBQ, ice machine, downstairs storage, kayaks, paddleboards, cornhole boards and more! Master Bedroom upstairs with King ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL
The Blue Lagoon
The Blue Lagoon - A real cream puff!
Adorable vacation home in Port Pine Heights! Welcome to the Blue Lagoon . . . a beautiful, warm and inviting two bedroom, 2 bath coastal chic home in the ever popular Port Pine Heights. A quiet, serene setting with gorgeous sunset views from a full ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Big Pine Key, FL
Vacation Home
Beautiful Sunsets- Waterfront Paradise
BEAUTIFUL SUNSETS & QUICK BOAT ACCESS to Pine Channel. Experience Breathtaking Sunsets View and Escape to Your Own Private Corner of Paradise... This Island style waterfront cottage is lushly landscaped with unobstructed water views it offers wonde ....
2 Bedroom(s)
1 Bath(s) Cottage - Sleeps 4
Big Pine Key, FL
Casa Del Mar
Welcome to Casa Del Mar
Welcome to "Casa Del Mar" a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood , pool on deck. You can enjoy stunning oceanfront views from almost ever ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 12
Big Pine Key, FL
Skelley House
Skelley - Quiet Cottage on corner canal
This 3 bedroom 2 bath home located on Big Pine Key is perfect for your Florida Keys Get-A-Way. Tropical canal front resort style home. Enjoy a beautiful open living room and kitchen, large lanai area with views of the canal and tropical landscape. ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 7
Big Pine Key, FL
DEER HAVEN
SPCL FALL RATES __THREE LOTS WITH POOL AND DOCK!! SECLUDED LOWER KEYS RETREAT
Please note that we have a 28 day minimum rental period with no subletting. This is a Monroe County Regulation to preserve the beauty and peacefulness of Big Pine Key. PLEASE CLICK VIEW MORE BELOW TO VIEW CANCELLATION POLICY My property is a rare f ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Big Pine Key, FL
Vacation Home
Water Front Florida Keys Vacation Home
Quiet and comfy 3/2 water front home newly renovated. Enjoy all the wonderful amenities this home has to offer including fishing from your back yard or simply enjoying the view, ice maker for your freshly caught fish, BBQ grill, fish fryer, enjoy S'm ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Palm Ave 3/3
Experience the Keys like a Local at this Spacious Canal Front Home with Dock!
This lovely waterfront home is located on mile marker 29, on the ocean side of Big Pine Key. Just 40 minutes from Key West, this hidden gem offers quiet relaxation, while still close enough to enjoy the party atmosphere of Key West! Dock your boat o ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Big Pine Key, FL
Pine Channel Getaway
BIg Pine Key New House 75 ft dock 250 feet from open waters of Pine Channel
Welcome to our new spacious 3 bedroom 2 full bath home on a wide deep water canal with a 75 foot dock only 250 feet from the peaceful open waters of Pine Channel. Our comfortable 10 ft by 20 ft rear deck offers breath taking expansive views of the pe ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL
Tropical Caribbean Wonderland
Tropical Caribbean Wonderland
Note: This is a new unit the other RV from the reviews was damaged by Irma and this is the NEW replacement unit it is AWESOME..!!! We are located in a beautiful RV wooded park, with endangered Key Deer everywhere you look. We have a nice Pool and cl ....
2 Bedroom(s)
1 Bath(s) Recreational Vehicle - Sleeps 4
Big Pine Key, FL
Fisherman's Dream
Snow birds welcome! Great fishing
Luxurious home on deep canal with 100' of dock for your boats. A Fisherman's dream fish cleaning station. Close access to open water. Ocean view home in a quiet neighborhood. Close to marina and grocery shopping. Each bedroom has a private porch ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 12
Big Pine Key, FL
Florida Ocean Key
Florida Keys Pine Channel Water Front - Deep Canal
This concrete home is three doors down from the Pine Channel to the ocean. It’s located on one of the best deep water canal for great access to the Atlantic and/or back-country. This Lower Keys home has an open great room that includes the kitchen ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Bogie Cottage
Fabulous boating access on Big Pine Key
Great spot for boaters! Newly remodeled and nicely appointed 2 bedroom/2 bath home on Big Pine Key. The master bedroom has a queen-sized bed, en-suite bath and walk-in closet. The second bedroom has two twin beds and ample storage. There's cable TV a ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Big Pine Key, FL
Gulfside Getaway
Awesome boating from this 3/2 pool home on Big Pine Key
This well-maintained three-bedroom, two-bathroom tropical hideaway is just minutes from Pine Channel and some of the best boating in the Lower Keys! Located in the quiet neighborhood of Port Pine Heights on Big Pine Key, you can truly get away from i ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Sunrise on Tropical Bay
Recently remodeled 4 bedroom
Remodeled Ocean front with Boating and a POOL . This 4 bedroom, 3 1/2 bath, fully-furnished home is right on Bogie Channel on Big Pine Key. It has full ocean access and the time you spend exploring the Lower Key’s back country will be time you will ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL
Reel Paradise
Reel Paradise - A Waterfront Boating Excape
Reel Paradise offer a large open format Keys retreat with vaulted ceilings, 3 bedrooms, 3 baths, dining room, large family room, sitting area, large screen plasma TV in the family room & private TV in each bedroom, 200 channel cable TV, DVD player, W ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Sandy Beach
Best Lower Keys Beachfront House and Dock on Florida Straits
Located directly on the Atlantic, this secluded home fronts one of the few natural sand beaches in the Florida Keys. The 165 foot long wooden dock has chickee for shade at the end. Sit and enjoy the sea breezes, watch the moon rise, or gaze out over ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Catlin By The Sea
Catlin By The Sea Excellent Boating Location for Ocean and Back County Access
This canal front comfortable home is nestled in the North East Corner of Big Pine Key. Endangered Key Deer, found only in the keys, roam about the neighborhood as well as many other wildlife species. This property offers excellent boating with dire ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Vacation Home
Gulf and Atlantic access fishing and diving paradiss
Large and comfortable home located on canal with direct Bluewater access 10 min to Atlatic. 3 spacious bedrooms, great sleeping setup for kids. 3 minutes to grocery and shopping in big pine including dive store and tackle shops. 25 minute drive to Ke ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL
Vacation Home
Little Slice of Paradise
Newly remodeled 3 bedroom 2 bath in Big Pine Key. Perfect get away with everything you need for your home away from home. Spacious master bedroom with queen bed and private master bath. Second bedroom with queen bed and kids bunk bed room with twin ....
3 Bedroom(s)
2 Bath(s) Mobile Home - Sleeps 7
Big Pine Key, FL
Big Pine Escape in Doctors Arm
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
The property has direct access to the Atlantic Ocean or the Gulf in minutes, providing some of the finest bluewater fishing coupled with backwater bonefish and permit fishing rivaled to none. The Loe Key National Park, famous for it's crystal clear ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Big Pine Key House
Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
Beautiful, new home directly on the water, perfect for boating with easy access to Atlantic or Gulf. Canalside docking for your boat. Amazing sunrises on the private porch deck. New furniture. This home offers a wonderful opportunity for relaxation ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Blue Heron Estate
Awesome Open Water View at Blue Heron Estate
Hurricane repairs are complete for the Blue Heron Estate. This is a 15 acre open water property with a 4 bedroom/4 bath house, a large pool and 70' of protected dockage. The grounds are a little rough but the views from the house of the open water an ....
4 Bedroom(s)
5 Bath(s) Vacation Rental - Sleeps 10
Big Pine Key, FL
Starfish Retreat
Your Paradise Retreat in the Lower Florida Keys
Starfish Retreat is your slice of Paradise located on Big Pine Key, only a 25 minute drive from Key West. This two story home comfortably accommodates 6 guests . It has spacious bedrooms and bathrooms. The common area, which includes living room, din ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Vacation Home
Canal Front Paradise!
Welcome to paradise! Want to live like a local? Fish the reefs, snorkel Looe Key, dive for lobster, or kayak to the open water of Big Pine Channel, where dolphin and manatee play. Then return to your denizen and watch the boats turn for home. Relax o ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Buck's Beachhouse Bungalow
Great Family Retreat Property in Big Pine Key
Welcome to Buck's Beachhouse Bungalow . . . bring the whole family and enjoy the best of the Keys. A large gated, fenced property with lots of room for entertaining downstairs canal front. Great boating out to pine channel which is some of the best ....
4 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL
Keys Getaway
Beautiful Keys Getaway! Located on deep water canal for quick access to
This is a 2 bedroom, 2 bathroom concrete block house. It is located on a clean swimming canal right off Pine Channel. This Big Pine Key home has an open floor plan with updated kitchen, dinning room and living/TV room. The master bedroom has a Kin ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Vacation Home
Quaint Florida Keys home
We on Big Pine Key invite you to spend a little time with us and to experience the unique Florida Keys that is home to us. If total relaxation is your style then experience it keys style in the Lower Florida Keys. Walk through a nature trail with bir ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
~CASA AZUL~
~CASA AZUL~ Brand new construction, deep water canal with pool!!!
OPEN WATER VIEWS FROM ALL ANGLES AND BALCONIES! Meticulously designed Keys home with exquisite furnishings throughout home, quartz counter tops and top of the line stainless steel appliances. This brand-new home has a lovely open & entertaining feel ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 13
Big Pine Key, FL