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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
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
Time To Fish
Fisherman's Paradise in the Heart of Big Pine Key Deer Reserve
This waterfront vacation home is located in a quiet nature reserve, surrounded by several open undeveloped lots for extra privacy. 3 bedroom, 2 bath home with screen porch, and plenty of outdoor living area underneath. Master bedroom features king b ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
BP Pool Getaway
Tropical Waterfront Pool Getaway
This keys pool getaway is tucked away in a fantastic tropical paradise at Port Pine Heights, Big Pine Key. This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world. The gem like waters is the home ....
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
Lobstertail Lair
Big Pine 2/2 ,Water Views and Sunsets Located Oceanside Now rentting 20 seas
Nice Quiet 2 bedroom 2 bath beach cottage located oceanside of US 1 on a swimming canal next to open water canal. Sunset and open water view. Boat slip to open water next door by same owner. New Kitchen and all furnishings 2010. Close to all shoppin ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
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
Aqua Paradise Dream
Paradise in the Perfect Package
Beautifully decorated 3 bed/2 bath canal front home located in Big Pine Key. Master bedroom with queen bed and attached master bathroom. Newly renovated master bathroom has a walk in shower. Second guest bedroom has plush queen bed. Third guest bedro ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 10
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
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
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
Tropical Beauty
Tropical Beauty 3 BR Retreat -Pool-Dock-Tiki Hut
Saturday - Saturday Rental This keys heated pool retreat is tucked away in a fantastic tropical paradise at Port Pine Heights, Big Pine Key. This lovely waterfront home has it all. This fantastic community is one of the most unique places in the wor ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Big Pine Oasis
Explore the Keys! Canal Front Property - Beautiful Sunsets
Conveniently located 10 miles from Bahia Honda State Park, 26 miles from Key West, 17 miles from Marathon, washer and dryer, dishwasher, microwave and oven/stove, direct tv, BBQ grill, outdoor shower, 2 car parking, in a quiet safe neighborhood. 52' ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
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
Eagles Nest
Eagles Nest- Corner canal front home with screened in balcony
The corner canal front home is located on Big Pine Key in the Fabulous Florida Keys. 3 bedroom 3 bath home with seawall and screened in porch. 3 bedroom/2 bath Canal Front Home on Big Pine Key with large sea wall and screened in porch. Boats are li ....
3 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
Vacation Home
Perfect Keys Getaway
Beautifully furnished two bedroom two bath canal home located in Big Pine Key. Fully equipped kitchen with granite counters and stainless appliances, washer & dryer. Master bedroom with king bed, second bedroom has a queen size bed. Sofa in living ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Pelican Cove
Keys paradise hidden gem. Only 30 miles from Key West. Relax Relax Relax!
Located just 5 miles from Bahia Honda park rated top 5 beaches in the nation Located just 30 miles from famous Key West. Near Looe Key one of the worlds most beautiful snorling reefs. Enjoy the Key deer as they frequently come through this spacious s ....
3 Bedroom(s)
3 Bath(s) Mobile Home - Sleeps 6
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
Doctor's Hideaway
Another day in paradise! Modern Keys home, with access to Gulf and Atlantic
-2017 construction home on a 10,000 sf lot on a 40 foot wide canal. -Please note that there is a 28 day minimum rental period for this property. - Pet friendly for your fur babies. No more then two and 15 lbs and less. There are feeding and water ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
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
Vacation Home
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
-Remodeling house 3 bedroom and 3 bath. -Please note that there is a 28 minimum rental period for this property. - Boat lift , dock and fish cleaning station. -Excellent access to Atlantic and Gulf, minutes to the best lower keys fishing in coun ....
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
Paradise at Key Deer Preserve
Big Pine Key, FL Waterfront 3 Bedroom 2 Bath Sleeps 8 people
Bring your Boat! This 3 bedroom 2 bath elevated home sits on Big Pine Key with the ocean in the front and a deep water canal equipped with Davits in back. This cozy home can sleep up to 8 people. Master Bedroom has a King Bed, First Bedroom has a ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL
Reel NV
2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
Terrific Key getaway for rent!! Newly remodeled 2 Bedroom 2 full bath canal front home with 50 feet of dock. Located in desirable Doctor's Arm neighborhood, this house is just around the corner from the famous No Name Pub on Big Pine Key. Quick idle ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Vacation Home
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 , 3BR/2BA pool on deck. You can enjoy stunning oceanfront views from al ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Big Pine Key, FL
South Seas Retreat
Family Friendly Home Nestled In A Quiet Subdivision.
This is a Family Home located in the Port Pine Heights Area of Big Pine Key which sustained no damage due to Hurricane Irma. The home is on a Canal with concrete seawall and davits. Minutes to the Back Country and minutes to the Ocean for GREAT FIS ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
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
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