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. ...
Click For PricingVRBO
- From $527 per night (USD)
Expedia
Manatee Watch | Gorgeous pool, 5 bedrooms, easy ocean access on Big Pine Key
- 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 $527 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Tarpon Tales | Pet-friendly home with fantastic boating access on Big Pine Key
- 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 $193 per night (USD)VRBO
- From $382 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
**** THE HOUSE IS NOW PAINTED WHITE, HAS A NEW FRESH LOOK**** Florida Keys, Big Pine Key, located in Big Pine Key Florid ...
From $382 per night (USD)Expedia
- From $759 per night (USD)
VRBO
Oceanfront Paradise w Dock for your 35' boat and Huge Tiki and Firepit. Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Direct Oceanfront Home with plenty of outdoor living space. Huge Tiki Hut with ice maker, 50" TV, refridgerator, fire p ...
From $759 per night (USD)VRBO
- From $293 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 $293 per night (USD)Expedia
- From $473 per night (USD)
VRBO
The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This Private Canal front Pool/TIKI home with Dock, sits in Port Pine Heights BIG PINE KEY FL. See key deer every day wa ...
From $473 per night (USD)VRBO
- From $620 per night (USD)
Expedia
Luxury and Lovely Water Front House
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $620 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Escape to Eden | Canalfront half-duplex with short run to channel on Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Newly renovated, tranquil half-duplex nestled among the natural beauty of Big Pine Key! Enjoy an immaculately clean spac ...
From $186 per night (USD)VRBO
- From $234 per night (USD)
Expedia
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 $234 per night (USD)Expedia
- From $1101 per night (USD)
VRBO
Fishermen`s Paradise | Waterfront home with huge pool, 220-foot dock & gorgeous interior
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect island retreat! This freshly remodeled three-bedroom, four-bathroom vacation home on Big Pine of ...
From $1101 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Amazing Pool & Canal Ground Level Home, Ocean access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is an amazing Ground level Pool and Canal home. With stunning concrete ground pool and Jacuzzi tub. Enjoy the eas ...
From $389 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Cedar Cottage | Adorable canalfront cottage, lots of dockage on Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $218 per night (USD)VRBO
- From $297 per night (USD)
Expedia
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 $297 per night (USD)Expedia
- From $178 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 $178 per night (USD)VRBO
- From $295 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 $295 per night (USD)Expedia
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VRBO
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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- From $403 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 $403 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Newly Remodeled Corner House on the Water
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $183 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic\/Gulf Waters
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Prime Time 2 – Your Charming Waterfront Getaway on Big Pine Key! This delightful waterfront duplex on Big Pin ...
From $196 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover Prime Time – Your Tropical Canal Front Retreat on Big Pine Key! This delightful canal front duplex brings the e ...
From $210 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
- From $369 per night (USD)
VRBO
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Introducing Castaway On The Keys, your luxurious open water sanctuary awaits! Nestled in the esteemed Doctor's Arm subdi ...
From $369 per night (USD)VRBO
- From $351 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 $351 per night (USD)Expedia
- From $252 per night (USD)
VRBO
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 $252 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Ocean View Room Barnacle bed and breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort and adventure combine seaml ...
From $536 per night (USD)Expedia
- From $478 per night (USD)
VRBO
Ocean Depth Room Barnacle bed and breakfast Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to Barnacle Bed and Breakfast, your oceanfront sanctuary where comfort, luxury, and adventure blend per ...
From $478 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Star Room Barnacle Bed And Breakfast, Big Pine Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to Barnacle, your beachfront haven where comfort, luxury, and adventure merge effortlessly. Enjoy plush ...
From $349 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Secluded Tropical Retreat: 60' Dock,Expansive Pool,World-Class Fishing & Lobster
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Finding Remo—a premier, private, luxury retreat nestled within the Great Heron and Key Deer National Wildlife ...
From $417 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Brand New Home on The Ocean, bring your boat and RV!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy our Brand New Home on The Gulf of Mexico, built July 2023. 40’ Boat slip. Plenty of of room for your RV on the ea ...
From $406 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Open Water Access canal home, large kitchen, WIFI, central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fisherman's Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $234 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Big Pine Getaway #25
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This retreat is tucked away in a tropical paradise at Big Pine Key. This sea-front home is in one of the most unique pla ...
From $207 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Very Nice 2-bedroom Canal Home with a Concrete Dock in serene Big Pine Key, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Big Pine Breeze! Charming and tastefully decorated 2/2 home with beautiful sunset views from the large walk-a ...
From $214 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf\/Atlantic Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Big Pine Paradise, a beautifully updated 4-bedroom canal front home located in the peaceful Doctor's Arm area ...
From $458 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Welcome to Paradise Palms Home 3BD,2BA waterfront, pool & dock in Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the lower Florida Keys and close to the iconic Bahia Honda State Park Beach you could escape and enjoy a peac ...
From $347 per night (USD)VRBO
- From $359 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 $359 per night (USD)VRBO
- From $433 per night (USD)
VRBO
Breathtaking sunrises from your balcony at this 3 bedroom, 2 bath home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Breathtaking sunrises from your balcony at this 3 bedroom, 2 bath home. There's a L shaped floating dock that can host a ...
From $433 per night (USD)VRBO
- From $507 per night (USD)
VRBO
Modern multi story waterfront home, 30 minutes from Key west.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
One of a kind custom modern home, brand new all concrete construction. Multi level exclusive residence. 3 floors of livi ...
From $507 per night (USD)VRBO
- From $277 per night (USD)
VRBO
Tropical Caribbean Wonderland
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $277 per night (USD)VRBO
- From $273 per night (USD)
VRBO
Big Pine Key Paradise Canal front fenced yard.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
WINTER 2025 OPEN Canal front fenced in home w/dock, boat ocean access, hot tub. 28 Night Min Stay, WiFi Full kitchen F ...
From $273 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Upscale ocean front home & easy canal boat access to Gulf or Atlantic
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $261 per night (USD)VRBO
- From $163 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 $163 per night (USD)VRBO
- From $555 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 $555 per night (USD)VRBO
- From $488 per night (USD)
VRBO
POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Absolutely stunning, OCEANFRONT, dream home with panoramic views like none other. Truly one-of-a-kind property. BRAND NE ...
From $488 per night (USD)VRBO
- From $358 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 $358 per night (USD)VRBO
- From $368 per night (USD)
Expedia
ISLAND TIME PARADISE HOUSE!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ...
From $368 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Beautiful, newly redone home directly on the water, perfect for boating with easy access to Atlantic or Gulf. Canalside ...
From $285 per night (USD)VRBO
- From $570 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 $570 per night (USD)VRBO
- From $507 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 $507 per night (USD)VRBO
- From $180 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 $180 per night (USD)VRBO
- From $148 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 $148 per night (USD)VRBO
- From $162 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 $162 per night (USD)VRBO
- From $230 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 $230 per night (USD)VRBO
- From $232 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 $232 per night (USD)VRBO
- From $291 per night (USD)
VRBO
Lower Keys Retreat.....
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful home located in Eden Pines subdivision on Big Pine Key has the best of everything. Furnished with the fin ...
From $291 per night (USD)VRBO
- From $216 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 $216 per night (USD)VRBO
- From $265 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 $265 per night (USD)VRBO
- From $160 per night (USD)
VRBO
Fisherman’s Paradise - Ocean & Gulf Access! 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 $160 per night (USD)VRBO
- From $246 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 $246 per night (USD)VRBO
- From $278 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 $278 per night (USD)VRBO
- From $594 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 $594 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Waterfront Big Pine Key Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $180 per night (USD)VRBO
- From $154 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 $154 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Waterfront Pool Home! - Heavenly Hideout - Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Heavenly Hideout - Your Waterfront Pool Home - Escape to the Florida Keys!! Escape to paradise in this beautiful vacati ...
From $209 per night (USD)VRBO
- From $318 per night (USD)
VRBO
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 $318 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Beautiful waterfront home with central AC, dock, lovely balcony & patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Big Pine Key Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $351 per night (USD)Expedia
- From $270 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 $270 per night (USD)VRBO
- Click For Pricing
Expedia
Big Pine Key Home on Bogie Channel w\/ Dock & Slip!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Inspired by the Bogie Channel right outside, this Big Pine Key vacation rental is the perfect setting for nonstop advent ...
Click For PricingExpedia
- From $765 per night (USD)
VRBO
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 $765 per night (USD)VRBO
- From $4285 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 $4285 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Christmas in the FL Keys!!! Stunning sunsets, beaches 10 min away, Fishing!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3bdrm, 2 bath house with stunning sunset views, beautiful Bahia Honda State Park 10 min away, other beaches all within 3 ...
From $225 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Charming 2-bedroom 2- bath home located in the middle of The Key Deer Refuge.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the beauty of Big Pine Key from this delightful 2-bedroom house. With a king bed and a queen bed, guests can re ...
From $355 per night (USD)Expedia
- From $615 per night (USD)
VRBO
Charming canal-front retreat private Pool, AC, Wi-Fi, washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beachside Fantasy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $615 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Hibiscus House - Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Located in Big Pine Key, 30 min. drive to Key West or Marathon. Bahia Honda beach 15 min. This newly renovated4 Bedroom ...
From $425 per night (USD)Expedia
- From $419 per night (USD)
VRBO
Star Room Barnacle bnb
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort, and adventure blend perfec ...
From $419 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Beach View Room Barnacle bed and breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort and adventure combine seaml ...
From $486 per night (USD)Expedia
- From $392 per night (USD)
VRBO
La Tortuga: Amazing 2BR Canal Front Home on Big Pine Key, Private Pool, Hot Tub, Dock & Dog-Friendly
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise at La Tortuga, a charming 2-bedroom, canal-front home on Big Pine Key. This serene vacation rental of ...
From $392 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Reel Paradise | Fabulous sunsets from this canalfront 2 bed\/2 bath on Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $234 per night (USD)Expedia
- From $235 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 $235 per night (USD)VRBO
- From $204 per night (USD)
VRBO
Canal Front Paradise! Just a few yards from open water!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to paradise! Want to live like a local? Fish the reefs, snorkel Looe Key, dive for lobster, or kayak where dolph ...
From $204 per night (USD)VRBO
- From $159 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 $159 per night (USD)VRBO
- From $807 per night (USD)
Expedia
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 $807 per night (USD)Expedia
- From $852 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 $852 per night (USD)VRBO
- From $338 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 $338 per night (USD)VRBO
- From $430 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 $430 per night (USD)VRBO
- From $737 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 $737 per night (USD)VRBO
- From $287 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 $287 per night (USD)VRBO
- From $351 per night (USD)
Expedia
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 $351 per night (USD)Expedia
- From $693 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 $693 per night (USD)VRBO
- From $1150 per night (USD)
Expedia
300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Minty Mermaid Looking for the perfect estate to host an exclusive beach wedding? The Minty Mermaid is undoubtedly the ...
From $1150 per night (USD)Expedia
- From $391 per night (USD)
VRBO
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 $391 per night (USD)VRBO
- From $379 per night (USD)
Expedia
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 $379 per night (USD)Expedia
- From $286 per night (USD)
VRBO
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 $286 per night (USD)VRBO
- From $492 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 $492 per night (USD)Expedia
- From $407 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 $407 per night (USD)VRBO
- From $341 per night (USD)
Expedia
New Beach House-Boat & Dog Friendly 30 mins Key West
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $341 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Secluded Hideaway with private pool and canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is tastefully decorated with a tropical feel. There is a Flat screen TV, high speed internet, central air, an ...
From $184 per night (USD)VRBO
- From $288 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 <20-30 min> and North of Key West <40 min aprox. U ...
From $288 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Banana Republics - Located in Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $160 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Canal Front Home Showcasing Stellar Sunsets with Ocean Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the White Heron! Bring your binoculars and boat.....this lovely 3 bedroom home faces Pine Channel and also ov ...
From $357 per night (USD)Expedia