Big Pine Key Rentals
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Expedia
PADGETT PARADISE with Two Boat Slips with Filet Table. POOL
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
PADGETT’S PARADISE offers so much! On the Water (Canal) with TWO BOAT SLIPS! One is a tie on and the other is a lift. Fi ...
Click For PricingExpedia
- From $429 per night (USD)
Expedia
Beautiful Family Big Pine Retreat! Short drive to Key West!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Big Pine Key offers the most peace & tranquility of the FL Keys! This home offers plenty of space and parking along side ...
From $429 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Sea Esta | Gorgeous pool home, fantastic boating on Big Pine Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Fantastic boating from this 3 bedroom, 2.5 bathroom canalfront pool home in one of the Lower Keys' best boating neighbor ...
From $251 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Waterfront Home in The Fabulous Florida Keys with Peak-A-Boo Views of the Bay!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. We’d like to share our home with you. It’s a very ...
From $158 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Serenity on San Remo: New dock & custom pool on Big Pine Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy unmatched privacy and serenity during your stay at this gorgeous canalfront 3 bedroom/3 bathroom pool home with br ...
From $322 per night (USD)VRBO
- From $499 per night (USD)
Expedia
SEA FOREVER! Gorgeous Ocean-Front Paradise!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This feels like your own private resort. Two tiki huts cover lounge chairs and a 13-foot shuffleboard court. The pool an ...
From $499 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Bungalow oasis with lots of room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
First time on market and wonderful opportunity to be surrounded by nature! Fenced property! Not to mention all the key ...
From $150 per night (USD)VRBO
- From $406 per night (USD)
Expedia
SEA EVERYWHERE! Open Water & 2 Boat Basins!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Beautiful open-water views of the Bahia Honda bridge from nearly every room! Key deer grazing daily in your yard. Tw ...
From $406 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Water Views \/ Heated Swimming Pool \/ Hot Tub \/ Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New swimming pool ( with option to be heated for a fee ) and hot tub with amazing water views. Welcome to Paradise! Stay ...
From $459 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Welcome to Paradise in the Florida Keys.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A very eclectic Key West style home that will make you feel like you’re in the Caribbean. New countertops, beds and just ...
From $225 per night (USD)Expedia
- From $535 per night (USD)
VRBO
Hellenga Haven | 3 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Indulge in the ultimate escape at this secluded monthly vacation rental on Big Pine Key. Nestled in serenity, this hidde ...
From $535 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Mi Sueno | 3 bed, 2 bath canalfront home with pool coming for fall\/winter!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the laid-back island lifestyle in this delightful ground-level home located in a quiet neighborhood on the no ...
From $306 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Tarpon Time | Spacious 4 bed\/3.5 bath retreat with pool & boating on Big Pine Key
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Escape to paradise at Tarpon Time, a stunning brand-new monthly rental nestled in the heart of the Florida Keys. This 4- ...
From $536 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Relax in Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Very eclectic Conch-style Key West home on Big Pine Key. Appropriately appointed for a relaxing stay. Large living room ...
From $180 per night (USD)Expedia
- From $524 per night (USD)
VRBO
Big Pine Key! 3 bedroom house 2 bath sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Large outdoor kitchen , sitting area, corn hole activity area, swim spa , entertainment ( outdoor tv & outdoor speakers ...
From $524 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Dolphin Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This ...
From $399 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This ...
From $399 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Tarpon deluxe room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This ...
From $399 per night (USD)VRBO
- From $449 per night (USD)
VRBO
Treehouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This ...
From $449 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Star Room Barnacle Bed and Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This ...
From $294 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Florida Keys Water Front Vacation Home with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3-BR waterfront house with pool that is located directly on an ocean canal with easy access to the Gulf of Mex ...
From $255 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Escape the Ordinary and Experience Island Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Tarpon Retreat is a luxurious vacation rental home, nestled in an island paradise located in the Big Pine Key Deer Refug ...
From $300 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Waterfront home with screened lanai, patio, central AC, & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Nautical Nimbus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $217 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Beautiful Open-Water Property
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This well-appointed 3-bedroom x 3 full-bathrooms seaside property is on a corner lot with water on two sides. The house ...
From $450 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Canal front pool home. Ocean side of Big Pine. Open water views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean side canal front pool home with open water views minutes to Newfound Harbor. Short boat ride to Looe Key. Easy acc ...
From $285 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Tiny House, 30 min from Key West, free parking and pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Adorable cottage, with close proximity to everything. Just 35 min from Key West, nested in the famouse Deer key, Big Pin ...
From $155 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Boaters Big Pine Dream- 45ft Dock Home- BP#22
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
45ft Dock Big Pine Three Bedroom Home. Come relax with the family at this peaceful tropical boaters dream. The home boas ...
From $197 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Boater's Paradise with Boat Dock \/ Quick Open Water Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with a boat dock. Steps away from ocean wat ...
From $173 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Big Pine Retreat will leave you wanting to come back year after year!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly remodeled home is cozy, yet spacious. Situated in the Whispering Pines neighborhood you will experience relax ...
From $225 per night (USD)VRBO
- From $166 per night (USD)
VRBO
Tiki Breeze | Canalfront getaway in the heart of Big Pine Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the heart of the Big Pine Key, this monthly vacation rental is a slice of paradise for those seeking a peacef ...
From $166 per night (USD)VRBO
- From $571 per night (USD)
VRBO
Sunset Retreat: Fabulous waterfront estate
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the exclusive Sunset Retreat on the ocean side of Big Pine Key, where paradise meets luxury in this stunning ...
From $571 per night (USD)VRBO
- From $115 per night (USD)
Expedia
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friendly Accommodations!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the epitome of Keys living at "Rising Sun," a captivating waterfront home nestled on the serene shores of Big P ...
From $115 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Big Pine Bungalow: Serene Backyard Oasis, Pool\/Spa, Expansive Canal-Facing Deck & Pet-Friendly Bliss
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Big Pine Bungalow, a beautifully updated waterfront home where you can immerse yourself in the quintessential ...
From $252 per night (USD)VRBO
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VRBO
You’re on island time at “The Island Girl”.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come out an relax at our tropical escape. Only 33 miles North of Key West and 7 miles south of Bahia Honda State Park. O ...
Click For PricingVRBO
- From $265 per night (USD)
VRBO
🐠 HEATED SWIM SPA \/ OPEN WATER VIEWS \/ BOAT DOCK \/ LUXURIOUS \/ BUILT IN 2023🐬
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to boater’s dream location with 45 Ft of concrete dockage for boat. Large canal with QUICK Gulf & Ocean access t ...
From $265 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Easy access to beautiful Keys water & a short drive to Key West fun!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Easy access to Lower Keys Paradise. Conveniently located on Big Pine Key - close to the bait shop, dive shop. local rest ...
From $200 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Peaceful island home on canal with quick access to Bogie Channel.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Peaceful island home located in Big Pine Key's wonderful Doctor's Arm neighborhood. Perfect for chance to relax, fish, ...
From $180 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Lost At Atlantis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect vacation home in Big Pine Key. This beautiful 3 bedroom, 2 bath canal front home has over 100' concrete sea ...
From $233 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Escape to the Florida Keys to this tropical canal-front home with boat dockage.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to a tropical sanctuary at this beautifully remodeled, fully furnished ground level island home located in the Fl ...
From $315 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Gorgeous 2 Bed 2 Bath Pool Home on a Canal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous canal front 2 bedroom 2 bath pool home located on Big Pine Key. Excellent boating to the Gulf or the Atlantic w ...
From $215 per night (USD)VRBO
- From $281 per night (USD)
Expedia
LARGE LOT & RV | LOWER KEYS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
30 miles to Key West! A classic Keys RV. RV is a 2010 5th wheel in original condition w/bedroom, 2 flat screen tv’s & fu ...
From $281 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Tropical Canal-front Cottage in the Lower Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Snapper Villa is the perfect destination for those looking for a tropical getaway. Set on a canal-front in the Big Pine ...
From $375 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Nature's Paradise - Inground Pool - GREAT MONTHLY RENTAL RATE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Contemporary home with cathedral ceilings on corner canal, featuring a 40-foot boat dock with powered davits and 31 foot ...
From $168 per night (USD)VRBO
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VRBO
Fill the Day with Sun & Fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Do everything or nothing at this Florida Keys 2br/2ba! Relax on the screened porch, kayak in the canals or take a boat r ...
Click For PricingVRBO
- Click For Pricing
VRBO
Tropical Paradise! A peaceful oasis situated on a spacious corner lot
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
A peaceful oasis situated on a spacious corner lot! Just 30 miles north of Key West should you desire to do a " Duval C ...
Click For PricingVRBO
- From $446 per night (USD)
Expedia
Casa Cielo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your private get away in this canal home with ocean views. It's a quick trip to deep water and endless boatin ...
From $446 per night (USD)Expedia
- From $709 per night (USD)
VRBO
Gulf-front Big Pine home w\/dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Tiki Beach House, your exclusive 4-bedroom, 3-bathroom retreat nestled on the Gulf side of the enchanting Big ...
From $709 per night (USD)VRBO
- From $215 per night (USD)
VRBO
2 Bedroom 2 bath Canal front home on Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 3638 Gulfstream St in beautiful Big Pine Key. This canal front home is turn key and ready for you to enjoy. C ...
From $215 per night (USD)VRBO
- From $185 per night (USD)
VRBO
You can see the ocean from every room in this house… look no further. ☀️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You have found it. So quiet. So beautiful. On Bogie Channel. One mile from No Name Pub. Only 30 miles from Key West! FU ...
From $185 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Big Pine - Bring your boat! - 4BR\/3BA ocean front, private pool & dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Tiki Beach House is a 4 bedroom, 3 bath house, located on the Gulf side of the island of Big Pine Key. Over an acre an ...
From $850 per night (USD)VRBO
- From $405 per night (USD)
VRBO
Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Luxury Airstream Travel Trailer fully equipped kitchen and bed linens. Book you stay and wake up to a water view every m ...
From $405 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Perfect getaway keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully furnished two bedroom two bath canal home located in Big Pine Key. Fully equipped kitchen with granite coun ...
From $184 per night (USD)VRBO
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VRBO
Paradise Found ! Fully updated Waterfront Home- GREAT FISHING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully updated 2 Bedroom/2 bath Canal front home in quiet neighborhood located 20 mins from Key West. -Home elevated on ...
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- From $189 per night (USD)
VRBO
Excellent boating location-65 ft frontage on deep canal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Excellent location 2 bedroom 2 bath home with a 65 ft sea wall on wide canal in Big Pine Key. This is a perfect location ...
From $189 per night (USD)VRBO
- From $169 per night (USD)
VRBO
Cheerful Tiny House on 30 min from Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your trip to the keys by staying at this wonderful tiny house, surrounded by nature and adorable deers! This is a ...
From $169 per night (USD)VRBO
- From $1314 per night (USD)
VRBO
3 BEDROOM 2.5 BATHROOMS PROPERTY HAS A GUEST COTTAGE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THIS IS AN OFF THE GRID BEACH FRONT PROPERTY ON A PRIVATE ISLAND IN THE FLORIDA KEYS. THE PROPERTY IS ONLY ACCESSIBLE BY ...
From $1314 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to 'Slice of Paradise' – a tropical waterfront haven nestled on the picturesque Big Pine Key. This stunning retre ...
From $257 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Amazing Paradise House Canal Front with access to Atlantic and Gulf.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BEAUTIFUL KEY PROPERTY !!!!SEASONAL Monthly Rental only, built in 1990, Big Pine Fishing house is a 2 BR, 2 BA, with a l ...
From $175 per night (USD)VRBO
- From $657 per night (USD)
VRBO
Bring your boat
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This Lower Keys 6BR/4.5 getaway has a private boat basin and ramp, a pool, and a separate guest house with its own kitch ...
From $657 per night (USD)VRBO
- From $643 per night (USD)
Expedia
Modern Oceanfront home with private pool, sea wall, dock, and Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Conch House is a very special little piece of paradise located at mile marker 28.5 on Little Torch Key. You can dock ...
From $643 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Beautiful Old Fashion First Floor Tropical Garden Canal Front Cottage on MM 26
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This one of a kind quaint cottage has built in 1973 and completely remodeled in 2011. The style is Craftsman. The size ...
From $149 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Beautiful 2\/2 Waterfront Designer Home for your family vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the best that the keys has to offer in this custom built designer home that has everything to make your vacation a ...
From $143 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Gorgeous Beachfront Home with a pool. Water views from every direction.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Step into your own island paradise! Welcome to this 5 bedroom 3 bath home. Featuring a large private beach with a heated ...
From $439 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Dates available Oct, Nov, Dec 2023
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
2/2Come and enjoy this newly renovated home. Be the first to enjoy! Located in one of the best fishing spots in the Flor ...
From $200 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Quiet and Serene - Deep Water Oceanside <br>30 Day Minimum Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
kayak at house for guests use . Private two bedroom, two bath on beautiful little torch key (ocean side) on wooded c ...
From $200 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Canal-front Keys escape with amazing view, boat access, firepit, gril, AC, & W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Torchbearer - Lower Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $160 per night (USD)Expedia
- Click For Pricing
VRBO
Pirates Pleasure Fishing and Snorkeling.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mobile home on boating canal, access to the contents for flats fishing and the Atlantic for deep sea fishing. Property ...
Click For PricingVRBO
- From $300 per night (USD)
Expedia
Open water views! Huge lot and breathtaking views from this newly updated home.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEW POOL completed by JUNE 2024!!!! Captivating views from sunrise to sunset overlooking expansive salt ponds and open w ...
From $300 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Your Best Fishing And Relaxing Experience! (2\/2) Waterfront Home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This secluded waterfront home is located on a cul-de-sac quiet street mile marker 25. This home has all the amenities yo ...
From $160 per night (USD)VRBO
- From $788 per night (USD)
Expedia
Waterfront Beach House with Dock & Heated Pool!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 20
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 200 foot dock for your boat. Exclusive ...
From $788 per night (USD)Expedia
- From $477 per night (USD)
VRBO
Waterfront Cozy Cottage with Boat Ramp & Dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your ...
From $477 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Waterfront home with dock, high-speed WiFi, and central AC - snowbird-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cayo Loco Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $153 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Beautiful House on Canal - minutes to the Atlantic, no bridges
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The 3 bed/3 bath canal front home provides quick access to the Atlantic and Looe Key with no bridges. 60' of canal fr ...
From $275 per night (USD)VRBO
- From $2133 per night (USD)
Expedia
A Tropical Luxury Getaway, Your own private resort!!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
For more pictures on this property look us up on Instagram at sterlingbayhouse. This house is located on the open wate ...
From $2133 per night (USD)Expedia
- From $148 per night (USD)
VRBO
Waterfront snowbird escape with private 40’ boat dock, amazing views & W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
AJ's Hideout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $148 per night (USD)VRBO
- From $367 per night (USD)
Expedia
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
There's no better place to experience the magic of the Florida Keys than this bright and remodeled three-bedroom getaway ...
From $367 per night (USD)Expedia
- From $680 per night (USD)
VRBO
Waterfront Captain House with Boat Basin & Ramp!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin for your boat. The property ...
From $680 per night (USD)VRBO
- From $110 per night (USD)
VRBO
Little Torch Tropical Oasis April Available
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LITTLE TORCH TROPICAL OASIS This Beautiful Oasis is a recently renovated Manufactured Home on the corner of 2 Crystal C ...
From $110 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Paradise in the lower KEYS!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Master bedroom has a KING bed, second bedroom has a KING bed, third bedroom has a Queen and a full bed that sleep 3, ho ...
From $238 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Deep Water Corner Canal Lot with Heated Pool, Tiki Hut & 240' Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on a large corner lot on beautiful Little Torch Key, this newly renovated, tropically-themed, three bedroom, two ...
From $275 per night (USD)VRBO
- From $195 per night (USD)
VRBO
HEAVENLY PARADISE-60' DOCK SO CLOSE TO OPEN WATER---\nLITTLE TORCH KEY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our new spacious 3 bedroom 2 full bath home on a wide deep water canal with a 60 foot dock only 2 minutes fro ...
From $195 per night (USD)VRBO
- From $564 per night (USD)
VRBO
2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our cozy 2 bedroom 2 bath 2 story home with a private pool offers a vacation to remember in the Lower Keys. Located in L ...
From $564 per night (USD)VRBO
- From $325 per night (USD)
VRBO
FLORIDA KEYS PARADISE! HEATED SWIMMING POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
For Lazy Days is a beautiful 3 bedroom 2 bathroom house on a quiet street. (king in master, king in 2nd room, queen & fu ...
From $325 per night (USD)VRBO
- From $568 per night (USD)
VRBO
Luxury Ocean View 2 Bed \/ 2.5 Bath Townhome in the Keys
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect vacation get away in the Key West Area. Our luxury inspired 2 bedroom townhomes off ...
From $568 per night (USD)VRBO
- From $258 per night (USD)
VRBO
7 Seas - Dock your boat - BRAND NEW POOL
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
3 bedroom 3 bathroom home on canal with room for a 25' boat Master Bedroom: King bed with TV, private bath Guest Bedro ...
From $258 per night (USD)VRBO
- From $544 per night (USD)
VRBO
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy memorable sunsets, magnificent bay / ocean views and revel in all the local charm and activities the Keys have to ...
From $544 per night (USD)VRBO
- From $1142 per night (USD)
VRBO
Connecting 2 Bed \/ 2.5 Bath Luxry Townhomes w\/Seperate Entrances - Can Sleep 12
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Our luxury inspired water front resort community is the perfect Keys vacation get away. We offer connecting fully furnis ...
From $1142 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Conch House on a Quiet Canal : Monthly Only
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Conchcanary is located on Little Torch Key, in the heart of the Florida Keys. Come relax in our hammocks with a tropical ...
From $145 per night (USD)Expedia
- From $258 per night (USD)
VRBO
5 Pirates Hideaway - Canal Front Home with Pool and Seawall for your boat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom/2.5 bath home is located in a quiet neighborhood on a deep canal with easy boating access to open water. ...
From $258 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Bay View 2 Bed \/ 2.5 Bath Vacation Townhome Rental in Key West Area
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect Keys vacation get away. Our luxury inspired 2 bedroom townhomes with bay / ocean vi ...
From $570 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Direct Oceanfront Cottage-Sunrise View- #2,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
These cottages are not fancy, but clean and comfortable. Plenty of space for your boat trailer and public ramp just arou ...
From $175 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Peaceful Island Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This studio bedroom has a private entrance with rustic island feel. It is sufficient for ONE person, only. Queen- size b ...
From $86 per night (USD)VRBO
- From $585 per night (USD)
VRBO
Water View Town Home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect vacation get away in the Key West Area. Our luxury inspired 2 bd townhomes offer br ...
From $585 per night (USD)VRBO
- From $578 per night (USD)
VRBO
Water View Town home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect vacation get away in the Key West Area. Our luxury inspired 2 bd townhomes offer br ...
From $578 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Open Water Home with stunning sunrises!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this Open Water 2 bedroom 1 bath home. Walk into your open floor plan with views from every direction. Enjoy the s ...
From $196 per night (USD)VRBO
- From $423 per night (USD)
VRBO
New Construction Private Luxury Waterfront Home w\/ Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
New construction 4 bedroom waterfront home on a double lot with heated pool, floating dock, tiki bar, deep canal with qu ...
From $423 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Ocean Front Access - just 30 miles to Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
These cottages are not fancy, but clean and comfortable. Plenty of space for your boat trailer, public ramp just around ...
From $150 per night (USD)VRBO
- From $583 per night (USD)
VRBO
2 Bedroom 2.5 Bath Luxury Townhome 26 Miles from Downtown Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages offers the perfect Keys location, fully appointed luxury 2 bedroom 2.5 bath townhome with breath t ...
From $583 per night (USD)VRBO
- From $502 per night (USD)
VRBO
Amazing oceanfront views, private pool, dock, beach, and kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
As the day dawns over Pine Channel and the spectacular sunrise greets you each morning it will be hard to decide where t ...
From $502 per night (USD)VRBO
- From $593 per night (USD)
VRBO
OCEAN FRONT PARADISE\/290 ft PRIVATE DOCK\/AWESOME VIEWS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
GREAT SNORKELING UNDER DOCK. FISH FROM DOCK TOO. OUR PICTURES OF THE HOUSE ARE AFTER IRMA OUR DOCK SURVIVED WITHOUT A S ...
From $593 per night (USD)VRBO