Rentals in Florida Keys
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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida Keys. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
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
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
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
Casa El Sueño
Canal Front Home in Big Pine Key
This two bedroom two bath home open floor concept is very comfortable. Master bedroom has sliding doors to screened in balcony that faces canal. Has a private bath and large closet. Additional room has two twin beds with very spacious walk in clos ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - 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
Captain D's Hideout
Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
Beautiful, well maintained canal front home at the end of Big Pine Key. Surrounded by the Key Deer National Refuge. Wake up to Key Deer in your back yard. Only 30 miles from Key West and Duval Street. Concrete, step-down dock. Bring your boat. ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
New Listing! Waterfront Gem w/ Pool & Boat Basin
New Listing! Waterfront Paradise w/ Pool, Boat Basin & Panoramic Ocean Views
** This brand-new listing may not have an abundance of guest reviews yet, but you can be assured of an exceptional stay. Thoroughly vetted, this home is professionally managed by TurnKey Vacation Rentals, two-time winner of the Travel Weekly Magellan ....
4 Bedroom(s)
4 Bath(s) Vacation Rental
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
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
Key Deer Hideaway
Fantastic boating home perfect for your Florida Keys getaway!
Spacious 3 bedroom/2 bath home with 50 feet of dockage in the heart of the Key Deer Refuge on Big Pine Key. Energy efficient and quiet, with vaulted ceilings and brand new furnishings throughout. Large, fully equipped kitchen with granite countertops ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 7
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
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
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
Big Pine Key Florida Keys Home
Florida Keys House, on canal, Key Deer, boating to Atlantic or Gulf
Very Comfortable, well furnished, 3 bedroom, 2 bath, stilt home. Large screened in porch facing east (cool in evening) overlooking canal and dock. Fully equipped kitchen with range, oven, microwave, dishwasher, pots pans, coffee makers, toasters. Was ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
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
~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
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
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
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
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