Lower Florida Keys Vacation Rentals
Book Places to Stay and Vacation Home Rentals in Lower Keys Directly Online Here and Save!
We have many choices for Lower Keys Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer for your visit to Florida.
Your Condo by the Beach with Ocean View
Key West Condo 
10.0
The Jungle Breeze condo at LaBrisa Condominiums.
*Ocean View
*Free WiFi
* Free Covered Parking
* Final cleaning included in price
* KING size bed.
* Accommodates 2 adults
* Recently renovated this condo features all new flooring and a brand new kitchen
* Full size washer and dryer.
This is not a hotel; it is a privat.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
BEACH HOUSE ~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!
Key West Private vacation home 10.0
PRESTIGIOUS TROPICAL RETREAT...
Indulge in this spectacular two-story home situated in the premier gated community of historic Truman Annex. Escape to a sun-kissed dream as soon you enter this picturesque community, surrounded by swaying palm trees inviting you to enter your island vacation home which is tucked away on a quiet lane. Totaling 4 b.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 8
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Private vacation home 10.0
Welcome to Bottom’s Up Bungalow located The Meadows subdivision in Old Town Key West.
This pristine Florida Bungalow is 2 bedrooms, 2 bathroom single family home and offers all the amenities you need to make this your perfect vacation. Including off-street parking, swimming pool, quaint gazebo equipped with wet bar and custom seating. Th.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Panoramic 3BR/3BA Condo - Direct Beach Ocean Front
key west Condo 10.0
Location, location, location. Our spacious1800 Atlantic 3 bedroom condo offers a fabulous view of the ocean from all three bedrooms, the kitchen and the living room. Birds of various types, boating activities, lush oasis gardens are just a few reasons why people keep returning to our paradise property. "Click" on 'more information' also "click" o.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 8
Villa Fleur at Shipyard Condominiums
Key West Condo 9.8
Relax at Villa Fleur in luxurious surroundings. Renovated in 2018 it has a fully equipped kitchen with bar seating and dining area. The living room features comfy furniture and a panel TV. One queen bedroom and one twin bedroom. Enjoy outdoor dining on the brick patio surrounded by a tropical landscape.
Villa Fleur is located in the Shipyard Co.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West
Key West Condo 9.8
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get without sacrificing a good night's sleep. This two bedroom Villa Vista is generously equipped for your Key West family gathering, reunion, destination wedding, and even just a romantic Key West getaway.
The number one reason .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Simonton Studio, an Old Town get-away for 2
Key West Apartment 9.8
The Simonton Studio is neat, sweet and complete. This pet friendly accommodation is the perfect location for exploring Key West. So, get out there and live it up in Key West and come home to a king size bed and everthing you need to fix your own cocktails and prepare some shrimp on the shared propane grill in the Courtyard.
Located in a .......read more
Studio
1 Bath(s) Sleeps 2
Key West Rooster
Key West Condo 10.0
Please call or text if you’d like to book our home
702 232... 3750
When booking our home please include a brief description of who you’ll be traveling with and what brings you to the area with your reservation request. We like to know who will be staying in our home ?
Welcome to your front row seat of the New Truman Waterfron.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking
Key West Private vacation home 10.0
THE PROPERTY: Dreams do come true in Key West! As you enter the front gate of this luxury property, you arrive in a private wonderland on the quieter end of Duval Street. Enjoy morning coffee or people watching on the elevated, partially covered front porch. The home’s backyard oasis includes a covered rear patio, a pool with waterfall feature an.......read more
5 Bedroom(s)
5 Bath(s) Sleeps 10
Peaceful Setting Amongst The Active Island Life Style
Key West Condo 9.8
Enjoy the New and Completely Renovated bathrooms to this tropical residence. This is quiet, peaceful living on the Atlantic Ocean. The spectacular view can be seen immediately upon entering the condo. The floor to ceiling glass walls provide a full sea panorama from the living room, dining room, kitchen and master bedroom. The 31 foot oceanfront ba.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Rare Penthouse 2 bed/2bath additional King in loft
Key West Condo 9.4
Perfect vacation rental that allows you to enjoy breakfast on your private balcony, unwind and relax in the master bath jacuzzi, have front row seats to the variegated lights of Mother Nature's Sunrises, have the convenience of a fully equipped kitchen, two sitting areas for extra comfort and flexibility and for countless hours to enjoy the views.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 8
Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
Key West Condo 10.0
Here in Key West we believe in One Human Family where everyone is welcome and treated like family. Our condo has always received great reviews on cleanliness. There will always be disinfectant wipes, liquid hand soap, dish detergent, laundry detergent, dishwasher tablets and a multitude of other cleaning supplies available for your use during you.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Book Places to Stay and Vacation Home Rentals in Lower Keys Directly Online Here and Save!
We have many choices for Lower Keys Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer for your visit to Florida.
Canal Front Paradise! Just a few yards from open water!
Big Pine Key Private vacation home 10.0
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 on the porch, as the key deer meander out of the thickets in the early evening. Watch as a spectacula.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 8
Island Sunrise Resort- 3 acre estate with open water sunrises.
big pine key Private vacation home 10.0
Island Sunrise Resort is a 3 acre open water estate. Enjoy the 250' dock, pool, spectacular views of distant islands and the Old Bahia Honda railroad bridge during your stay at your own mini-resort. The Coral House (31463 featured house sleeps 8+) has a split floor plan with an eat-in kitchen and formal dining room. There is an additional 3/2 home,.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
Canal Front Home With Pool And Hot Tub
Big Pine Key Private vacation home 10.0
Terrific tropical getaway for rent!! 2 Bedroom 3 full bath canal front home with large in ground pool, hot tub and 60 feet of dock age! Located in desirable Doctor's Arm neighborhood, this house is located just steps from the famous No Name Pub on Big Pine Key. The boating cannel is just 200 yards to open water onto Bogie Channel and Spanish Har.......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6
Manatee Watch | 5 bedrooms, pool, ocean access
Big Pine Key Private vacation home 10.0
Updated 5-bedroom, 3-bathroom boating home just four houses in from Pine Channel on the oceanside of Big Pine Key with gorgeous custom pool & spa. 60-foot concrete dock with large fender piles for your big boat. Convenient steps down into the deep water 70-foot wide canal so you can go for a swim or launch a kayak or paddleboard. Clear, deep cana.......read more
5 Bedroom(s)
3 Bath(s) Sleeps 12
Lower Keys Retreat..... Come.... Relax in Paradise!!
Big Pine Key Private vacation home 9.8
This beautiful home located in Eden Pines subdivision on Big Pine Key has the best of everything. Furnished with the finest tropical decor, flat screen TV's, wireless internet and roomy kitchen. Quiet setting, with landscaped yard & Heated Pool
The large living area is spacious and cheery with tall cathedral ceilings. The kitchen is perfect .......read more
3 Bedroom(s)
3 Bath(s) Sleeps 8
Paradise Retreat ~ BPK
Big Pine Key Private vacation home 10.0
~3/2 home with heated pool located on large ,private and fenced property. Screened room and patio deck. Privacy is key to relaxation here on this property in Big Pine Key.
~Boat ramp within 1/4 mile with excellent access to Gulf~Atlantic
~Quick 20 minutes to our favorite "Square Grouper Restaurant", 45 minutes to Key West and 25 minutes to M.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Fisherman’s Paradise - Ocean & Gulf Access! Key Deer Preserve. TIME TO FISH!
Big Pine Key Private vacation home 10.0
This cozy, clean, canal front home is located in a quiet, family friendly, National Key Deer Refuge. 3 bedroom, 2 baths with screened in porch, and plenty of outdoor living area underneath. Master bedroom with king bed with attached bathroom. One guest bedroom with queen bed, and the other with 2 twins, 2nd bathroom conveniently located inbetween........read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Awesome Open Water View at Blue Heron Estate
Big Pine Key Private vacation home 10.0
15 Acre Open Water Estate. Four bedrooms each with their own private bathroom. Large pool. Breathtaking views of the sunrise and historic Bahia Honda Bridge. Secluded location at the end of the road. Less than 2 miles to the Atlantic and around 3 miles to the Back Country. Check out the satellite view of the property and see for yourself. No doubt.......read more
4 Bedroom(s)
5 Bath(s) Sleeps 9
2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
Big Pine Key Private vacation home 9.6
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 to Spanish Harbor Channel and easy access to the ocean or the gulf. Less than a mile from the No .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW
Big Pine Key Private vacation home 8.8
Florida Keys, Big Pine Key, located in Big Pine Key Florida. This home was remodeled in 2018 with new everything including a new AC unit. It's on a private canal on the bay side on Big Pine Key, in The Florida Keys, not far from Key West or Marathon Florida, close to shopping and still very private. Bring your boat there's plenty of dock space. Boa.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 6
\"Canal-Front Paradise in Big Pine Key-Relax &Explore the keys\"
Big Pine Key Private vacation home 10.0
-Remodeling house 3 bedroom and 3 bath.
-Please note that there is a 28 minimum rental period for this property.
- Dock and fish cleaning station.
-Excellent access to Atlantic and Gulf, minutes to the best lower keys fishing in country.
-Nice Jacuzzi to enjoy the sunset.
- 15 minutes from Bahia Honda State Park with a beautiful.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 8
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
Big Pine Key Private vacation home 9.4
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 Looe Key National Park, famous for it's crystal clear water, brilliant tropical fish and live coral is only 4 miles off Big PIne Key, great for diving or.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
SPCL FALL RATES __THREE LOTS WITH POOL AND DOCK!! SECLUDED LOWER KEYS RETREAT
Big Pine Key Private vacation home 10.0
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 find in the lower keys. Nestled in the middle of the Key Deer Wildlife Refuge. This house is.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Tropical Oasis with Beautiful Home, Pool, Dock and Tiki Hut
Big Pine Key Private vacation home 10.0
Searching for your own private Keys resort?
Look no further! Our "Retiro Sin Nombre" home is located on the famed and remote No Name Key.
This home offers a wonderful opportunity to enjoy the many nearby water sports, including abundant fishing and lobstering, diving, boating, kayaking and all the other outdoor activities in the beau.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
SEA EVERYWHERE! Open Water & 2 Boat Basins!
Big Pine Key Private vacation home
Beautiful open-water views of the Bahia Honda bridge from nearly every room!
Key deer grazing daily in your yard.
Two boat basins capable of holding boats up to 30'.
Sunrises from your living room, sunsets from your dock.
Catch tarpon and snapper right off of the dock.
10 miles to Content Key. 3 miles to Spanish Harbor.
.......read more
4 Bedroom(s)
2 Bath(s) Sleeps 9
SEA FOREVER! Gorgeous Ocean-Front Paradise!
Big Pine Key Private vacation home
This feels like your own private resort. Two tiki huts cover lounge chairs and a 13-foot shuffleboard court. The pool and 24 palm trees frame the endless ocean views. Drive your boat straight out from the house to the #1 reef in North America! The Atlantic is 3 miles from your door. Enjoy the 1,500 Key Deer on the island, which will come right up t.......read more
5 Bedroom(s)
4 Bath(s) Sleeps 12
Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
Big Pine Key Private vacation home 10.0
Beautiful, newly redone 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 & enjoyment of many water sports and activities in the beautiful, tropical FL Keys. Kayaks,.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate
Big Pine Key Private vacation home 10.0
Absolutely stunning, OCEANFRONT, dream home with panoramic views like none other. Truly one-of-a-kind property. BRAND NEW POOL just completed.
This brand new, beautiful 4 bedroom, 3.5 bath OCEANFRONT home is situated on a 3+ acre private peninsula in Big Pine Key offering 2,500+ square feet of spacious, new living space, plus an additional 8.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 10
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friendly Accommodations!
Big Pine Key Private vacation home 10.0
Discover the epitome of Keys living at "Rising Sun," a captivating waterfront home nestled on the serene shores of Big Pine Key. This charming abode offers an authentic experience of the vibrant Keys Life, immersing you in the essence of island living. With a private boat dock along the seawall, you can effortlessly moor your vessel and embark on a.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 8
Discounted July- ocean-ramp-dock-hot tub. Stay 14 days get up to 14 more FREE!
Big Pine Key Private vacation home 10.0
You have found it. So quiet. So beautiful. On Bogie Channel. One mile from No Name Pub. Only 30 miles from Key West! FUN IS EVERYWHERE. With ocean views from EVERY room in the home, this unique property boasts two completely separate units with an amazing one-bedroom, one-bath, and full kitchen, living, and dining area upstairs and a two-bedroom u.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Gorgeous Beachfront Home with a pool. Water views from every direction.
Big Pine Key Private vacation home 10.0
Do you want to feel like you are on your own private piece of paradise? Welcome to this 5 bedroom 3 bath home. Featuring a massive private beach with a heated pool. Plenty of privacy to relax wherever you at the home. Whether you are poolside enjoying the view, on one of three screened porches, or anywhere in the home, there is a water view. Go kay.......read more
5 Bedroom(s)
3 Bath(s) Sleeps 10
Dates available Oct, Nov, Dec 2023
Big Pine Key Private vacation home 10.0
2/2Come and enjoy this newly renovated home. Be the first to enjoy! Located in one of the best fishing spots in the Florida keys, this canal home features a ramp for your small boat or jet ski. Relax among the Key Deer, enjoy the hot tub and fire pits. The home has a large covered patio and large covered fishing station. Washer and dryer in the gar.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 7
Private water front property with ocean access
Big Pine Key Private vacation home 10.0
Beautiful 15,000 sq ft water front property.
Steps away from the famous No Name Pub.
Steps away from the no name bridge which is great for fishing.
Also in walking distance from boat rentals and kayak rentals although we have kayaks to use at our place during your stay.
30 minutes from key west and 10 minutes to the beautiful beache.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 10
Upscale ocean front home & easy canal boat access to Gulf or Atlantic
Big Pine Key Private vacation home 9.0
THE ADVENTURER'S RETREAT - BIG PINE KEY BUNGALOW IS YOUR HOME AWAY FROM HOME WHERE YOU CAN RELAX AND ENJOY THE CENTRALIZED LOCATION TO ALL THE BEST ADVENTURES THE FLORIDA KEYS HAVE TO OFFER. ALL ROOMS HAVE AN OCEAN AND/OR CANAL VIEW!
-Location-
The Big Pine Key Bungalow is located on the East side of Big Pine Key. The living room and kit.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8