Big Pine Key, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Big Pine Key, Florida on RentalSaver.com!

Big Pine Key Rentals

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VRBO
Beautiful Keys Getaway! Located on deep water canal for quick access to
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a 2 bedroom, 2 bathroom concrete block house. It is located on a clean swimming canal right off Pine Channel. ...
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VRBO
From $385 per night (USD)
VRBO
Manatee Watch | Gorgeous pool, 5 bedrooms, easy ocean access
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Discover your dream waterfront getaway on Big Pine Key! This impeccably updated 5-bedroom, 4-bathroom boating home offer ...
From $385 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Tarpon Tales | Fantastic boating, pet-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
An angler's dream! Comfy 2 bedroom / 2 bathroom home on a large and lush canalfront property just minutes from the chann ...
From $174 per night (USD)
VRBO
$Big Pine Key, 3 BR, 2 1\/2 Bath, Private Canal, Close to everything, KW$
From $292 per night (USD)
Expedia
Big Pine Key, 3 BR, 2 1\/2 Bath, Private Canal, Close to everything, KW
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Florida Keys, Big Pine Key, located in Big Pine Key Florida. This home was remodeled in 2018 with new everything includi ...
From $292 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Oceanfront Paradise w Dock for your 35' boat and Huge Tiki and Firepit. Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Direct Oceanfront Home with plenty of outdoor living space. Huge Tiki Hut with ice maker, 50" TV, refridgerator, fire p ...
From $575 per night (USD)
VRBO
From $225 per night (USD)
Expedia
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
-Remodeling house 3 bedroom and 3 bath. -Please note that there is a 28 minimum rental period for this property. - D ...
From $225 per night (USD)
Expedia
From $523 per night (USD)
VRBO
Luxury and Lovely Water Front House
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
If you're looking for a low-key vacation, Big Pine Key is the place for you. In Big Pine Key, about 100 miles south of M ...
From $523 per night (USD)
VRBO
From $364 per night (USD)
Expedia
The most set up home in BPK TIKI HUT ,POOL ,GRILL ,CANAL FRONT
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Enjoy having ONLY1 neighbors directly next to you on top of being Just 6 houses from the open water. This Beautiful ful ...
From $364 per night (USD)
Expedia
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Expedia
Prince`s Keys Serenity: Canalfront pool home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to paradise with our stunning monthly vacation rental in the Tropical Bay neighborhood on the north side of Big P ...
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Expedia
From $152 per night (USD)
VRBO
Escape to Eden | 2 Bed, 1.5 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly renovated, tranquil half-duplex nestled among the natural beauty of Big Pine Key! Enjoy an immaculately clean spac ...
From $152 per night (USD)
VRBO
From $187 per night (USD)
VRBO
Canal Front Home in Big Pine Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This two bedroom two bath home open floor concept is very comfortable. Master bedroom has sliding doors to screened in ...
From $187 per night (USD)
VRBO
From $850 per night (USD)
VRBO
Fishermen`s Paradise | 3 Bed, 4 Bath
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Welcome to your perfect island retreat! This freshly remodeled three-bedroom, four-bathroom vacation home on Big Pine of ...
From $850 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Ground Level Canal front 3 bedroom 2 full bathrooms-Pool Fixed bridge
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ground level canal front home. The property features 3 bedrooms 2 bathrooms large enough to sleep 6. The property has an ...
From $243 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Cedar Cottage | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect slice of paradise in the heart of the Florida Keys! This newly remodeled 2 bed/2 bath home on a ...
From $161 per night (USD)
VRBO
$New listing 3bd\/2bt Sleeps 8 \Sunset Paradise Villa\ on canal Big Pine Key$
From $219 per night (USD)
VRBO
New listing 3bd\/2bt Sleeps 8 \"Sunset Paradise Villa\" on canal Big Pine Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*BIMINI TOPS or Fold down T-tops boats ONLY DUE TO WATSON ST BRIDGE. Sunset Paradise Villa is a 3 Bedroom/2 Bath cana ...
From $219 per night (USD)
VRBO
From $369 per night (USD)
Expedia
3 BEDROOM BEACH HOUSE CLOSE TO BEACH & KEY WEST
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LARGE 3 BEDROOM HOUSE LOCATED NEAR ALL THE ACTION!! ONLY 3 MILES FROM BAHIA HONDA BEACH PARK, AND 26 MILES FROM KEY WES ...
From $369 per night (USD)
Expedia
From $150 per night (USD)
VRBO
House 2 bedroom 2 bath Large enclosed porch overlooking canal with boat dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom 2 bath stilt home with large screened in porch overlooking canal and lush tropical coconut palms. Boat dock Wi ...
From $150 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Welcome to Casa Del Mar 305 5251254
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Welcome to "Casa Del Mar" (305) 5251254. a 3/2 brand new mid-century modern home in Paradise! This home is a monthly v ...
From $350 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Welcome to Casa Del Mar 305 5251254
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Welcome to "Casa Del Mar" 305 5251254 a brand new mid-century modern home in Paradise! This home is a monthly vacation ...
From $350 per night (USD)
VRBO
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Expedia
PARADISE IN YOUR HANDS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful clean and spacious home. Relax on your deck or take your boat out, canal goes out to the gulf or ocean to do s ...
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Expedia
From $307 per night (USD)
VRBO
Big Pine Latitude Adjustment | 5 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Location location location! Room for the whole family in this gorgeous 5 bedroom 3 bath pool home on Big Pine Key. Home ...
From $307 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Newly Remodeled Corner House on the Water
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
There’s no better place to experience the laid-back calm of the Florida Keys than this bright and newly-remodeled two-be ...
From $178 per night (USD)
Expedia
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VRBO
Easy access to the Ocean and Gulf
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Leave your worries and enjoy the island life style. I promise you that this will be your favorite gateway. Beautiful san ...
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VRBO
$Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic\/Gulf Waters$
From $117 per night (USD)
Expedia
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic\/Gulf Waters
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Prime Time 2 – Your Charming Waterfront Getaway on Big Pine Key! This delightful waterfront duplex on Big Pin ...
From $117 per night (USD)
Expedia
From $104 per night (USD)
VRBO
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover Prime Time – Your Tropical Canal Front Retreat on Big Pine Key! This delightful canal front duplex brings the e ...
From $104 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Introducing Castaway On The Keys, your luxurious open water sanctuary awaits! Nestled in the esteemed Doctor's Arm subdi ...
From $355 per night (USD)
Expedia
$Tropical Shores | Sublime resort-style retreat with 3 bed\/3.5 baths$
From $885 per night (USD)
VRBO
Tropical Shores | Sublime resort-style retreat with 3 bed\/3.5 baths
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Escape to paradise at this secluded resort-style retreat nestled on serene Big Pine Key. Spanning over 3 acres, this ope ...
From $885 per night (USD)
VRBO
From $300 per night (USD)
Expedia
FISHERMANS DREAM HOUSE
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bring your boats to this amazing house with 180ft. of seawall secluded on a corner lot. Boat ramp minutes away. Ice make ...
From $300 per night (USD)
Expedia
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VRBO
Bogie Channel House - Adorable home with easy access to the Gulf or Ocean.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This adorable home located on Big Pine Key has easy boating access to the Gulf and Ocean. Bring your boat or rent one f ...
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VRBO
$Lower Keys on quiet canal front w\/boat lift, screened-in porch & Pets Welcome!$
From $214 per night (USD)
Expedia
Lower Keys on quiet canal front w\/boat lift, screened-in porch & Pets Welcome!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your own relaxing quiet oasis. Fenced in yard that offers privacy with the foliage beyond the banana palms an ...
From $214 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Sunset Hideaway, Pool home on canal
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located at the end of the road on the Gulf side of Big Pine Key and one in from open water this spacious 3 bedroom 3 bat ...
From $292 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Spectacular ocean views! Bring your boat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Breathtaking sunrises from your balcony at this 3 bedroom, 2 bath home. Sunrise Retreat has gorgeous, unobstructed views ...
From $350 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Bogie Channel Bungalow: Cozy pool home with fantastic boating on Big Pine Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your ideal canalfront getaway on Big Pine Key! This charming pool home is a serene retreat offering the perfe ...
From $305 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Modern multi story waterfront home, 30 minutes from Key west.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
One of a kind custom modern home, brand new all concrete construction. Multi level exclusive residence. 3 floors of livi ...
From $599 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Tropical Caribbean Wonderland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
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 AW ...
From $208 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Big Pine Key Canal front fenced yard.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Canal front fenced in home w/dock, boat ocean access, hot tub. 28 Night Min Stay, WiFi Full kitchen Fully furnished Ed ...
From $181 per night (USD)
VRBO
$DREAMS COME TRUE - 75' DOCK - 250 ' TO OPEN CHANNEL\nBIG PINE KEY FL$
From $195 per night (USD)
VRBO
DREAMS COME TRUE - 75' DOCK - 250 ' TO OPEN CHANNEL\nBIG PINE KEY FL
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 75 foot dock only 250 feet from ...
From $195 per night (USD)
VRBO
From $300 per night (USD)
Expedia
ISLAND TIME PARADISE HOUSE!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ...
From $300 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Upscale ocean front home & easy canal boat access to Gulf or Atlantic
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
THE ADVENTURER'S RETREAT - BIG PINE KEY BUNGALOW IS YOUR HOME AWAY FROM HOME WHERE YOU CAN RELAX AND ENJOY THE CENTRALIZ ...
From $242 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful, newly redone home directly on the water, perfect for boating with easy access to Atlantic or Gulf. Canalside ...
From $284 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Florida Keys Pine Canal Water Front - Deep Canal
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This concrete home is three doors down from the Pine Channel to the ocean. It’s located on one of the best deep water ca ...
From $238 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Pool house with open water and sunset in the Florida Keys
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 bedroom 2 bath house on Big Pine Key. Property includes 70' dock with boat lift, double lot, heated swimming pool, f ...
From $500 per night (USD)
VRBO
From $485 per night (USD)
VRBO
Private water front property with ocean access
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Beautiful 15,000 sq ft water front property. Steps away from the famous No Name Pub. Steps away from the no name bridg ...
From $485 per night (USD)
VRBO
$Cozy & Comfortable 2\/2 on clean canal with easy ocean and gulf access!$
From $175 per night (USD)
VRBO
Cozy & Comfortable 2\/2 on clean canal with easy ocean and gulf access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Tropical canal front home. Enjoy a beautiful open living room and kitchen, large screened porch with views of the canal ...
From $175 per night (USD)
VRBO
From $399 per night (USD)
VRBO
POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Absolutely stunning, OCEANFRONT, dream home with panoramic views like none other. Truly one-of-a-kind property. BRAND NE ...
From $399 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Mickey and Lynn's House of Windows
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Secluded two story above garage corner lot gives you a panoramic views of water and near by park. Key deer frequent the ...
From $310 per night (USD)
VRBO
From $185 per night (USD)
VRBO
SPCL FALL RATES __THREE LOTS WITH POOL AND DOCK!! SECLUDED LOWER KEYS RETREAT
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please note that we have a 28 day minimum rental period with no subletting. This is a Monroe County Regulation to preser ...
From $185 per night (USD)
VRBO
From $200 per night (USD)
VRBO
April 2024 Available!! Beautiful Canal Front Heated Pool 4 Bdr Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Modern 3 bedroom 2 bath stilt home centrally located in Big Pine. Large heated / chilled swimming pool with tanning le ...
From $200 per night (USD)
VRBO
From $375 per night (USD)
VRBO
Family friendly canal home,150 ft dock, easy access to Atl & Gulf
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Welcome to our home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxing vacation with family and friends 3 ...
From $375 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Doctors Arm waterfront with pool and Tiki hut. Ocean and backcountry access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
- Pool and Tiki hut. -2017 construction home on a 10,000 sf lot on a 40 foot wide canal. -Please note that there is a 28 ...
From $250 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Waterfront Big Pine Key Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
House, 2 Bedrooms + Sofa bed, 2 Baths, (Sleeps 4-6) Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the ...
From $160 per night (USD)
VRBO
$2\/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!$
From $130 per night (USD)
VRBO
2\/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Terrific Key getaway for rent!! Newly remodeled 2 Bedroom 2 full bath canal front home with 50 feet of dock. Located in ...
From $130 per night (USD)
VRBO
From $107 per night (USD)
VRBO
Waterfront Big Pine Key Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the exclusive Doctors Arm area of Big Pine Key, in the l ...
From $107 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The property has direct access to the Atlantic Ocean or the Gulf in minutes, providing some of the finest bluewater fish ...
From $120 per night (USD)
VRBO
$BEAUTIFUL GETAWAY - DAZZLING SUNSETS-\nBIG PINE KEY-60' DOCK 5 MINUTES TO CHANNEL$
From $140 per night (USD)
VRBO
BEAUTIFUL GETAWAY - DAZZLING SUNSETS-\nBIG PINE KEY-60' DOCK 5 MINUTES TO CHANNEL
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our new spacious 3 bedroom 2 full bath home on an 80 foot wide deep water canal with a 60 foot dock only 1500 ...
From $140 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Lower Keys Retreat.....
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This beautiful home located in Eden Pines subdivision on Big Pine Key has the best of everything. Furnished with the fin ...
From $233 per night (USD)
VRBO
From $180 per night (USD)
VRBO
Paradise Retreat ~ BPK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
~3/2 home with heated pool located on large ,private and fenced property. Screened room and patio deck. Privacy is key t ...
From $180 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Canal Front Home in Big Pine Key with Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedrooms, 2 Baths, Sleeps 6 The 3 bedroom 2 bath canal front home is located in a quiet neighborhood located on Big P ...
From $225 per night (USD)
VRBO
$Fisherman's Paradise\/Easy Ocean Access\/Quiet Key Deer Preserve! TIME TO FISH!$
From $139 per night (USD)
VRBO
Fisherman's Paradise\/Easy Ocean Access\/Quiet Key Deer Preserve! TIME TO FISH!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy, clean, canal front home is located in a quiet, family friendly, National Key Deer Refuge. 3 bedroom, 2 baths ...
From $139 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Canal Front Beach House with Hot Tub and Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to our beautiful beach house. Our Paradise starts outdoors. Our backyard has a 70 foot Cement Dock in case you ...
From $325 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Big Pine Canal Front Beachhouse Bungalow
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to this beautiful beach house bungalow. It boasts a large gated, fenced property with loads of room for entertai ...
From $233 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Island Sunrise Resort- 3 acre estate with open water sunrises.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Island Sunrise Resort is a 3 acre open water estate. Enjoy the 250' dock, pool, spectacular views of distant islands and ...
From $450 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Canal Front Home With Pool And Hot Tub
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Terrific tropical getaway for rent!! 2 Bedroom 3 full bath canal front home with large in ground pool, hot tub and 60 f ...
From $188 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Waterfront vacation home in Big Pine Key
Bedrooms:
3
Bathrooms:
4
Sleeps:
1
Welcome to Casa Guava. Enjoy this water front home in Eden Pines. Only 29 miles to Key west. Bring your boat, deep water ...
From $325 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Beautiful waterfront home with central AC, dock, lovely balcony & patio
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Big Pine Key Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $135 per night (USD)
VRBO
From $3800 per night (USD)
Expedia
Beach house BPK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beach house close to the water, close to beaches, boat ramps, parks, restaurants, shopping, flea market, stores, Bahia H ...
From $3800 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Tranquil 2 Bedroom, 2 Bath Canal Home in Eden Pines
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Heavenly Hideout - Your Canal-Front Escape in the Florida Keys! Be prepared to immerse yourself in vacation bliss at He ...
From $146 per night (USD)
VRBO
Click For Pricing
Expedia
The Lost Lobster - BPBR-Welch | 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover The Lost Lobster: A Captivating 3-Bedroom/2-Bathroom Family Home on Big Pine Key! The heart of this home embra ...
Click For Pricing
Expedia
From $299 per night (USD)
VRBO
SPACIOUS RV IN THE KEYS
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Thirty miles drive to Key West. A camping experience in a RV park in Big Pine Key: 2010 5th wheel Coachmen RV in origina ...
From $299 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Big Pine Waterfront Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our charming canal-front bungalow in the Florida Keys! This delightful rental offers an unforgettable experie ...
From $131 per night (USD)
VRBO
$Big Pine Key Home on Bogie Channel w\/ Dock & Slip!$
From $185 per night (USD)
VRBO
Big Pine Key Home on Bogie Channel w\/ Dock & Slip!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Inspired by the Bogie Channel right outside, this Big Pine Key vacation rental is the perfect setting for nonstop advent ...
From $185 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Keys 3 Bedroom Corner Home near Beach & Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Spacious very private home only 3 miles from beach and 25 miles from Key West. Home is only 1 mile from boat ramp and cl ...
From $289 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Coral Palms -Secluded tropical oasis pool and dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This ground level 3 bedroom/2 bath home is perfect for your Summer Vacation. The heated pool is secluded with tropical ...
From $207 per night (USD)
VRBO
From $133 per night (USD)
VRBO
Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful, well maintained canal front home at the end of Big Pine Key. Surrounded by the Key Deer National Refuge. Wa ...
From $133 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Newly renovated cozy and spacious beach house with breathtaking ocean front
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Spectacular ocean front home awaits you in Big Pine Key. Cozy family getaway with breathtaking ocean view and over 450 f ...
From $590 per night (USD)
VRBO
Click For Pricing
VRBO
Bogie Channel Apartment -Spacious Studio apartment with full kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The adorable apartment located on Big Pine Key has easy boating access to the Gulf and Ocean. Bring your boat or rent o ...
Click For Pricing
VRBO
From $285 per night (USD)
VRBO
Seahorse Sunset Cottage is your destination retreat in Big Pine Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Seahorse Sunset Cottage is your slice of paradise away from home! This 3 bedroom/2 bathroom beach-themed house sleeps 6 ...
From $285 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Fishing, swimming and relaxing on the porch in Big Pine Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sunrise Drive, the perfect 3 bedroom, 3 bath home for your stay in the Keys. Its located in Tropical Estates, a quiet u ...
From $278 per night (USD)
VRBO
From $157 per night (USD)
VRBO
Reel Paradise | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cozy 2 bed/2 bath canalfront monthly rental nestled in the natural beauty of the Big Pine Key. Located in the quiet Eden ...
From $157 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Yellowstone by the Sea
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Here is a unique and tranquil getaway that is the best of all worlds. Enjoy setting in the soft tropical breezes that ov ...
From $365 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Sunset Cove BPK1100
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
SUNSET COVE 1100 Big Pine Ave., Big Pine Key, FL. Location, Location... Enjoy spectacular open water ...
From $280 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Relaxing Florida Keys canal front home in nature preserve
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Kokomo Palms! This relaxing getaway is a single family, canal front home located on Big Pine Key. It offers ...
From $150 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Awesome Open Water View at Blue Heron Estate
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
15 Acre Open Water Estate. Four bedrooms each with their own private bathroom. Large pool. Breathtaking views of the sun ...
From $700 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Lovely Canal Front Big Pine Key House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Canal front house in a quit peaceful neighborhood. South of Marathon and North of Key West. Upgraded recently with new a ...
From $250 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Canal Front Home ready for vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Wonderful quiet vacation water front (canal) home I have owned for 10 years and loved as a 2nd home the whole time. Remo ...
From $200 per night (USD)
VRBO
Click For Pricing
Expedia
Lovely canal-front home in beautiful Big Pine Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spend some time in tranquil Big Pine Key and bring your boat! This canal-front home in a friendly subdivision is a great ...
Click For Pricing
Expedia
From $581 per night (USD)
VRBO
Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This home is truly a boater’s Dream House, very large corner private Home. 3 bedroom 2 bath home with 200’ of Dock Space ...
From $581 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Aquafina Big Pine Key Fishing & Boating Paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to boater’s dream location! This lovely staged 3bed 2bath home sits on a 75ft wide/deep canal perfect for large ...
From $350 per night (USD)
Expedia
From $909 per night (USD)
VRBO
300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Looking for the perfect estate to host an exclusive beach wedding? The Minty Mermaid is undoubtedly the most unique, ser ...
From $909 per night (USD)
VRBO
From $135 per night (USD)
Expedia
Banana Republics - Located in Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Quaint 577 s.f. (1) Bed home on concrete piers. Built in 2015 and also has a balcony and deck. Located on Big Pine Key y ...
From $135 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Canal Front Home Showcasing Stellar Sunsets with Ocean Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to the White Heron! Bring your binoculars and boat.....this lovely 3 bedroom home faces Pine Channel and also ov ...
From $317 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Casa Blanca: Gorgeous ground-level home on Big Pine Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to your own piece of paradise with this beautifully modern ground-level vacation rental nestled in a tranquil nei ...
From $195 per night (USD)
VRBO
From $186 per night (USD)
VRBO
Waterfront, bayview home with dockage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Available November 1, 2022 through May 30, 2023. Multiple month rentals welcomed and encouraged. Amazing 2 bedroom, 1 ba ...
From $186 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Lookout On Long Beach: Discover Serenity at Your Private Waterfront Sanctuary, Amazing Sunset Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to paradise at Lookout On Long Beach, this secluded waterfront haven, nestled on Big Pine Key, beckons with 100 f ...
From $185 per night (USD)
Expedia
From $195 per night (USD)
VRBO
CASA COCO BY THE CANAL!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the beautiful Canal-facing newly rebuilt rambler home. Located at Big Pine key that is easily accessible to K ...
From $195 per night (USD)
VRBO
From $174 per night (USD)
Expedia
The Pineapple Cottage: Live Your Best Keys Life, 3BR Canal Front Home, Dockage & Pet-Friendly Bliss!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to The Pineapple Cottage, a delightful canal-front home on the serene shores of Big Pine Key. Offering the epitom ...
From $174 per night (USD)
Expedia
$Waterfront home with boat dock, 2 kayaks, 2 bikes, AC & W\/D - dog-friendly$
From $136 per night (USD)
VRBO
Waterfront home with boat dock, 2 kayaks, 2 bikes, AC & W\/D - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunset Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $136 per night (USD)
VRBO
From $289 per night (USD)
Expedia
New Beach House-Boat & Dog Friendly 30 mins Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Brand new! Pet friendly, quiet and clean beach house. located on Big Pine Key. Only minutes from boat ramps and white sa ...
From $289 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Secluded Hideaway- pivate pool and boat dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world. In minut ...
From $142 per night (USD)
VRBO
$4\/2 Fully Furnished Canal Home$
From $315 per night (USD)
Expedia
4\/2 Fully Furnished Canal Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4/2 furnished Seasonal Rental Gorgeous 4/2 stilt home on a canal. Master bath has a jetted, roman tub. Queen beds with ...
From $315 per night (USD)
Expedia

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Results: 230 Rentals