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 $639 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 $639 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
$Big Pine Key, 3 BR, 2 1\/2 Bath, Private Canal, Close to everything, KW$
From $357 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 $357 per night (USD)
Expedia
From $798 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 $798 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $644 per night (USD)
VRBO
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 $644 per night (USD)
VRBO
From $429 per night (USD)
Expedia
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 $429 per night (USD)
Expedia
From $171 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 $171 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 $1002 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 $1002 per night (USD)
VRBO
From $402 per night (USD)
Expedia
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. (POOL HEAT AV ...
From $402 per night (USD)
Expedia
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
$New listing 3bd\/2bt Sleeps 8 \Sunset Paradise Villa\ on canal Big Pine Key$
From $248 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 $248 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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VRBO
From $439 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 $439 per night (USD)
VRBO
From $180 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 $180 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 ...
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Expedia
$Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic\/Gulf Waters$
From $194 per night (USD)
VRBO
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic\/Gulf Waters
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $194 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $184 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $332 per night (USD)
VRBO
From $321 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 $321 per night (USD)
Expedia
$Lower Keys on quiet canal front w\/boat lift, screened-in porch & Pets Welcome!$
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 $535 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 $535 per night (USD)
Expedia
From $454 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 $454 per night (USD)
VRBO
From $398 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 $398 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Secluded Tropical Retreat: 60' Dock, Large 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 $181 per night (USD)
Expedia
Captain & Mermaid Diamond #BP25
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Escape to this tropical sea-front retreat in Big Pine Key, a paradise just 30 miles from Key West. Surrounded by gem-lik ...
From $181 per night (USD)
Expedia
$Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf\/Atlantic Access$
From $222 per night (USD)
VRBO
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf\/Atlantic Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
County zoning regulations require a minimum rental period of 28 nights, and no exceptions can be made. Please review add ...
From $222 per night (USD)
VRBO
From $214 per night (USD)
Expedia
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)
Expedia
From $282 per night (USD)
VRBO
Cozy RV in campground in Beautiful Big Pine Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect home base to explore Key West & the lower Florida Keys. Just 30 minute drive to the Southern Most Point in Key W ...
From $282 per night (USD)
VRBO
From $332 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 $332 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)
Expedia
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)
Expedia
From $302 per night (USD)
VRBO
Upscale ocean front home & easy canal boat access to Gulf or Atlantic
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
THE ADVENTURER'S RETREAT - BIG PINE KEY BUNGALOW IS YOUR HOME AWAY FROM HOME WHERE YOU CAN RELAX AND ENJOY THE CENTRALIZ ...
From $302 per night (USD)
VRBO
From $545 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 $545 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Tropical Caribbean Paradise with pool!
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 $228 per night (USD)
VRBO
From $219 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 $219 per night (USD)
VRBO
$DREAMS COME TRUE - 75' DOCK - 250 ' TO OPEN CHANNEL\nBIG PINE KEY FL$
From $161 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 $161 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 $263 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 $263 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 $450 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 $450 per night (USD)
VRBO
From $403 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 $403 per night (USD)
VRBO
From $384 per night (USD)
VRBO
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 $384 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
$BEAUTIFUL GETAWAY - DAZZLING SUNSETS-\nBIG PINE KEY-60' DOCK 5 MINUTES TO CHANNEL$
From $161 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 $161 per night (USD)
VRBO
From $516 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 5 bedroom with optional 6th bedroom home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxin ...
From $516 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 $149 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 $149 per night (USD)
VRBO
From $284 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 $284 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 $232 per night (USD)
VRBO
Canal Front Home With Pool And Hot Tub
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Terrific tropical getaway for rent!! 2 Bedroom 3 full bath canal front home with large in ground pool, hot tub and 60 f ...
From $232 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
$2\/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!$
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 $238 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 $238 per night (USD)
VRBO
From $338 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 $338 per night (USD)
VRBO
From $293 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 $293 per night (USD)
Expedia
From $281 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 $281 per night (USD)
VRBO
$Big Pine Key Home on Bogie Channel w\/ Dock & Slip!$
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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 Pricing
Expedia
From $720 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 $720 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
$Charming canal-front retreat private Pool, AC, Wi-Fi, washer\/dryer$
From $414 per night (USD)
Expedia
Charming canal-front retreat private Pool, AC, Wi-Fi, washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Big Pine Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $414 per night (USD)
Expedia
From $414 per night (USD)
VRBO
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 $414 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Star Room Barnacle Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Barnacle Resort, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This b ...
From $418 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Sea-Esta: 3BR Canal-Front Escape on Big Pine Key, Pool, Dockage & Quick Access to Gulf & Atlantic
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $260 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Beach View Room Dormitory Room Barnacle Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Barnacle Resort, your seaside sanctuary where luxury, comfort and adventure combine seamlessly. This ...
From $452 per night (USD)
Expedia
From $318 per night (USD)
VRBO
La Tortuga: Amazing 2BR Canal Front Home on Big Pine Key, Private Pool, Spa, Dockage & Dog-Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $318 per night (USD)
VRBO
$Angler's Oasis w\/ Boat Dock in Big Pine Key!$
From $197 per night (USD)
Expedia
Angler's Oasis w\/ Boat Dock in Big Pine Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Canal View | Bait Freezer & Fish Cleaning Station | Trailer Parking Available Make the most of your next extended stay ...
From $197 per night (USD)
Expedia
From $339 per night (USD)
VRBO
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 $339 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Serene Canal home in the Heart of the Keys
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Thirsty Turtle is nestled in the heart of the Florida Keys, Whether you're looking to unwind, explore the outdoors, ...
From $180 per night (USD)
Expedia
$Charming canal-front retreat private Pool, AC, Wi-Fi, washer\/dryer$
From $384 per night (USD)
VRBO
Charming canal-front retreat private Pool, AC, Wi-Fi, washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Big Pine Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $384 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Charming canal front 2-bedroom house with WiFi, AC in fantastic Big Pine Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this delightful house in picturesque Big Pine Key. With 2 queen beds in 2 cozy bedrooms, a modern bathroom wit ...
From $188 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Yeya's Hideaway | 4 bedroom, 2.5 bath canalfront home on Big Pine Key
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discover the ultimate island retreat in this newly constructed 4-bedroom, 2.5-bathroom waterfront home in Big Pine Key! ...
From $411 per night (USD)
VRBO
$Palm Grove Paradise - Private Garden Oasis on Big Pine Key 2\/1.5$
From $121 per night (USD)
VRBO
Palm Grove Paradise - Private Garden Oasis on Big Pine Key 2\/1.5
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Discover your perfect getaway on Big Pine Key with this quaint two-bedroom, 1.5-bathroom home. Located on a quiet street ...
From $121 per night (USD)
VRBO
From $220 per night (USD)
VRBO
Escape to Paradise, a 3-bedroom canal home on Big Pine Key.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your idyllic getaway on Big Pine Key, where tranquility meets adventure! This spacious 3-bedroom, 2-bathroom ...
From $220 per night (USD)
VRBO
From $138 per night (USD)
Expedia
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 $138 per night (USD)
Expedia
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 $726 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 $726 per night (USD)
Expedia
From $285 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 $285 per night (USD)
VRBO
$Reel Paradise | Fabulous sunsets from this canalfront 2 bed\/2 bath on Big Pine Key$
From $213 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 $213 per night (USD)
Expedia
From $244 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 $244 per night (USD)
VRBO
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 $210 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 $210 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Big Pine Key Unique Direct Ocean Access with 10K lbs private dock boat lift
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Unique Ocean side direct access property, new inground pool with wide 75 foot 12 feet deep canal 4 houses from open wat ...
From $540 per night (USD)
Expedia
From $288 per night (USD)
VRBO
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)
VRBO
From $160 per night (USD)
Expedia
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)
Expedia
From $357 per night (USD)
VRBO
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)
VRBO
$Casa Blanca | Gorgeous ground-level 2 bed\/2 bath home on Big Pine Key$
From $240 per night (USD)
Expedia
Casa Blanca | Gorgeous ground-level 2 bed\/2 bath 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 $240 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Waterfront, Bayview home with dockage sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Multiple month rentals welcomed and encouraged. Amazing upstairs 2 bedroom, 1 bathroom, downstairs 1 bedroom 1 bathroo ...
From $308 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Lookout On Long Beach: Discover Serenity at Your Private Waterfront Sanctuary, Amazing Sunset Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $204 per night (USD)
Expedia
From $232 per night (USD)
VRBO
CASA COCO BY THE CANAL!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the beautiful Canal-facing newly rebuilt rambler home. Located at Big Pine key that is easily accessible to K ...
From $232 per night (USD)
VRBO
From $254 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, white sand ...
From $254 per night (USD)
Expedia

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Results: 232 Rentals