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

From $670 per night (USD)
VRBO
Starfish - Ocean front with dock and pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Starfish House - Dock your boat at your back door 3 bedroom 2 bath ocean front home with pool This home is a GEM. Very ...
From $670 per night (USD)
VRBO
$Beautiful 2\/2 Waterfront Designer Home for your family vacation$
From $160 per night (USD)
Expedia
Beautiful 2\/2 Waterfront Designer Home for your family vacation
Bedrooms:
2
Bathrooms:
3
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 $160 per night (USD)
Expedia
From $229 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 $229 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
$Beautiful Keys Home w\/ Open Water Views & 90' Dock$
From $557 per night (USD)
VRBO
Beautiful Keys Home w\/ Open Water Views & 90' Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Gorgeous 3BR 2.5BA home for 8 guests. 2000 sq ft. on crystal clear canal with multiple open water views. Completely furn ...
From $557 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 $265 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 $265 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Waterfront, bayview home with dockage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Multiple month rentals welcomed and encouraged. Amazing 2 bedroom, 1 bathroom canal front home in Big Pine Key. Recentl ...
From $222 per night (USD)
VRBO
From $252 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 $252 per night (USD)
Expedia
From $188 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 $188 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Waterfront Paradise in Florida Keys. Free use of Kayaks, and more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our 3 bedroom 2 full bath spacious home is on a canal only 3 homes from the open water! We are a Pet Friendly home! You ...
From $246 per night (USD)
VRBO
From $687 per night (USD)
VRBO
Lower Keys PARADISE 200 Ft of Dockage, Heated Pool, Quick Atlantic Access
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Paradise awaits in the Lower Keys! Situated on a large corner lot, you have over 200 feet of concrete dockage so BIG B ...
From $687 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Old Florida Style, wrap around porch, boat basin for dockage, open water
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You will love spending time at this lovely home located on Little Torch Key, with Sunrise view, large property with boa ...
From $478 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 $207 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 $207 per night (USD)
VRBO
From $489 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 $489 per night (USD)
VRBO
From $232 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 $232 per night (USD)
VRBO
From $1326 per night (USD)
VRBO
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 $1326 per night (USD)
VRBO
From $310 per night (USD)
Expedia
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 $310 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Waterfront Oasis in the Keys
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Waterfront oasis with meticulous finishes and a vibrant modern interior giving you the feeling of an upscale resort. Fro ...
From $351 per night (USD)
VRBO
From $365 per night (USD)
Expedia
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 $365 per night (USD)
Expedia
From $292 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 $292 per night (USD)
VRBO
From $247 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 $247 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
$Waterfront home with screened lanai, patio, central AC, & washer\/dryer$
From $317 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 $317 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 $905 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 $905 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Ocean Front Beach Home on Semi Private Island Only Accessible by Boat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Tune out the noise and escape to this rustic Florida Keys island retreat only accessible by boat! Ocean views that never ...
From $573 per night (USD)
VRBO
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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 ...
Click For Pricing
Expedia
From $313 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 $313 per night (USD)
VRBO
From $1342 per night (USD)
VRBO
4 Bedroom 3 Bath Water View Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our luxury inspired water front resort community is the perfect Keys vacation get away. We offer a fully furnished 4 bed ...
From $1342 per night (USD)
VRBO
$Reel Paradise | Fabulous sunsets from this canalfront 2 bed\/2 bath on Big Pine Key$
From $212 per night (USD)
VRBO
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 $212 per night (USD)
VRBO
From $365 per night (USD)
Expedia
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 $365 per night (USD)
Expedia
From $217 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 $217 per night (USD)
VRBO
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Expedia
The Happy House will be your Happy Place
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This house has a seawall where you can dock your boat in a deep canal. It over looks a protected preserve where you can ...
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Expedia
From $311 per night (USD)
VRBO
LiL Piece of Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
ALL BOATERS!!! ALL FISHERMAN WELCOME This 3 bedroom, 2 bathroom home has everything you need. Built in 2019 and comfort ...
From $311 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
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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 ...
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VRBO
From $723 per night (USD)
Expedia
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 $723 per night (USD)
Expedia
From $291 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 $291 per night (USD)
VRBO
From $804 per night (USD)
VRBO
Pirate's Paradise 3 bedroom 2 bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
POOL COMING SOON!! Ahoy Matey! You have just dropped anchor at Pirate's Paradise! This jewel has poolside open water vi ...
From $804 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Keys Paradise 2-bedroom, 2-bath with heated pool & direct access to the Atlantic
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your dream rental home in the enchanting Florida Keys. This exquisite 2-bedroom, 2-bathroom home is nestled a ...
From $313 per night (USD)
VRBO
From $287 per night (USD)
Expedia
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)
Expedia
From $351 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 $351 per night (USD)
VRBO
From $422 per night (USD)
Expedia
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 $422 per night (USD)
Expedia
From $139 per night (USD)
VRBO
20 ft from your room to a clean canal full of fish and lobsters and crabs.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Only 10 minutes to bahia honda beach, rated top ten every year. 35 min to key west. 3 hrs to miami, a great sight seeing ...
From $139 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
$LittleTorch Key3\/2 canal home with quick ocean access!\nMay reduced rate$
From $237 per night (USD)
VRBO
LittleTorch Key3\/2 canal home with quick ocean access!\nMay reduced rate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly Renovated Canal home in Jolly Roger Estates. Large corner lot with room for boat trailer parking. End canal locat ...
From $237 per night (USD)
VRBO
$Frigate`s Nest: Luxurious 8-Bed\/8-Bath Single Family with Open Water Views,$
From $2394 per night (USD)
Expedia
Frigate`s Nest: Luxurious 8-Bed\/8-Bath Single Family with Open Water Views,
Bedrooms:
8
Bathrooms:
9
Sleeps:
16
Welcome to your exclusive waterfront retreat in the enchanting Little Torch Key, nestled in the heart of the Florida Key ...
From $2394 per night (USD)
Expedia
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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 ...
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VRBO
$🐠 HEATED SWIM SPA \/ OPEN WATER VIEWS \/ BOAT DOCK \/ LUXURIOUS \/ BUILT IN 2023🐬$
From $376 per night (USD)
Expedia
🐠 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 $376 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
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 $384 per night (USD)
VRBO
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 $384 per night (USD)
VRBO
From $847 per night (USD)
Expedia
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 $847 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Enjoy sunrises at this cozy canal front home !
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
GRAND SLAM 1952 Coral Way, Big Pine Key Welcome to the Grand Slam! This Unique rental will make y ...
From $407 per night (USD)
VRBO
$LITTLE TORCH TREASURE - 4 Bedroom \/ 3 Bathroom Canal Front With Pool & LIFT!$
From $533 per night (USD)
Expedia
LITTLE TORCH TREASURE - 4 Bedroom \/ 3 Bathroom Canal Front With Pool & LIFT!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
“LITTLE TORCH TREASURE'' a proven guest favorite for many years is under new ownership / management in 2023. This RESORT ...
From $533 per night (USD)
Expedia
From $224 per night (USD)
VRBO
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 $224 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
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VRBO
Luxury 3 Bedroom Home in Little Torch Key, FL - Amazing Boating Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Retro Retreat! This completely remodeled luxury home in Little Torch Key is everything you need and more to ...
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VRBO
$Big Pine Bungalow: Serene Backyard Oasis, Pool\/Spa, Expansive Canal-Facing Deck & Pet-Friendly Bliss$
From $223 per night (USD)
Expedia
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 $223 per night (USD)
Expedia
$Boater's Paradise with Boat Dock \/ Quick Open Water Access$
From $206 per night (USD)
VRBO
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 $206 per night (USD)
VRBO
From $214 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 $214 per night (USD)
VRBO
From $263 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 $263 per night (USD)
VRBO
From $289 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 $289 per night (USD)
VRBO
From $575 per night (USD)
VRBO
Beautiful Open-Water Property
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This well-appointed 3-bedroom x 3 full-bathrooms seaside property faces west on the open sea (<1mi to the next island) w ...
From $575 per night (USD)
VRBO
From $328 per night (USD)
Expedia
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 $328 per night (USD)
Expedia
From $366 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 $366 per night (USD)
VRBO
$Lower Keys on quiet canal front w\/boat lift, screened-in porch & Pets Welcome!$
From $252 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 $252 per night (USD)
Expedia
$Big Pine Key Home on Bogie Channel w\/ Dock & Slip!$
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VRBO
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 ...
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VRBO
From $395 per night (USD)
Expedia
Hammock Bay! Ocean View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unique private compound offers 200ft extravagant dock that can hold up to a 50ft vessel and provides safe harbor for any ...
From $395 per night (USD)
Expedia
From $702 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 $702 per night (USD)
VRBO
From $269 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 $269 per night (USD)
VRBO
$Very Private 3 Bedroom \/ 2 Bath Canal Home in Little Torch Key w\/ Private Pool$
From $424 per night (USD)
VRBO
Very Private 3 Bedroom \/ 2 Bath Canal Home in Little Torch Key w\/ Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise Blue....a true slice of paradise on Little Torch Key! This private retreat sits on 2 lots with the h ...
From $424 per night (USD)
VRBO
From $251 per night (USD)
Expedia
La Brisa: Discover Paradise, Exquisite Canal Front Home on Little Torch Key, Dockage & Dog-Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to La Brisa, a spacious canalfront haven nestled on Little Torch Key, offering a haven of relaxation and rejuvena ...
From $251 per night (USD)
Expedia
From $310 per night (USD)
VRBO
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 $310 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
From $276 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 $276 per night (USD)
VRBO
$Water Views \/ Heated Swimming Pool \/ Hot Tub \/ Boat Dock$
From $248 per night (USD)
Expedia
Water Views \/ Heated Swimming Pool \/ Hot Tub \/ Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New swimming pool ( with option to be heated for a fee ) and hot tub with amazing water views. Welcome to Paradise! Stay ...
From $248 per night (USD)
Expedia
$Hellenga Haven | Amazing 3 bed\/3 bath waterfront retreat with pool & dockage on Big Pine Key$
From $415 per night (USD)
VRBO
Hellenga Haven | Amazing 3 bed\/3 bath waterfront retreat with pool & dockage on Big Pine Key
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 $415 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Mi Sueno | 3 bed, 2 bath canalfront home with new pool & spa!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the laid-back island lifestyle in this delightful ground-level pool home located in a quiet neighborhood on t ...
From $326 per night (USD)
Expedia
$Tarpon Time | Spacious 4 bed\/3.5 bath retreat with pool & boating on Big Pine Key$
From $418 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 $418 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Relax in Paradise
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Very eclectic Conch-style Key West home on Big Pine Key. Appropriately appointed for a relaxing stay. Large living room ...
From $210 per night (USD)
VRBO
From $4285 per night (USD)
VRBO
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)
VRBO
From $436 per night (USD)
VRBO
Conch Cabana - Fun & Sun - Little Torch Key
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Introducing Conch Cabana: Your Ultimate Canal Front Retreat. Escape to the breathtaking beauty of Little Torch Key where ...
From $436 per night (USD)
VRBO
From $269 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 $269 per night (USD)
VRBO
From $1176 per night (USD)
VRBO
Boat dockage & a great Gulf-front Big Pine retreat
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 $1176 per night (USD)
VRBO
Click For Pricing
VRBO
Florida keys House for Rent is a Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The most beautiful Island , “”Our paradise in Little torch key”” ,Open Canal at the back yard only 5 minutes on Boat Rid ...
Click For Pricing
VRBO
From $556 per night (USD)
Expedia
Treehouse Private Village Bed and Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Barnacle Bed and Breakfast, your serene seaside retreat where luxury, comfort, and adventure seamles ...
From $556 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Beach View Room bed and breakfast Front Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Barnacle Bed and Breakfast, your coastal haven where adventure, luxury, and comfort blend seamlessly ...
From $477 per night (USD)
VRBO
From $249 per night (USD)
Expedia
3 Bedroom Pool Home in Big Pine Key - Boating Canal
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Barracuda Bungalow in Big Pine Key! This quaint ground level home is perfect for your next Florida Keys getaw ...
From $249 per night (USD)
Expedia
$Big Pine Key House 4\/2 with 75’ dock and a stunning bay view.$
From $233 per night (USD)
VRBO
Big Pine Key House 4\/2 with 75’ dock and a stunning bay view.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
2 stories house with 4 bedrooms and 2 full bathrooms. All amenities included. A 75’ dock and a terrace to a beautiful su ...
From $233 per night (USD)
VRBO
From $570 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 $570 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 $312 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 $312 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 luxury retreat nestled within the Great Heron National Wildlife Refuge. This exquisite ...
From $417 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Cloud Nine Casita At Big Pine
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
About this space Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront property featuring modern fini ...
From $276 per night (USD)
VRBO
$Big Pine House, 4\/2 two story, canal access 75 ft dock and stunning Bay view.$
From $250 per night (USD)
VRBO
Big Pine House, 4\/2 two story, canal access 75 ft dock and stunning Bay view.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
House for rent in paradise. Bring your family and enjoy great fishing, beautiful sunsets from the balcony and just relax ...
From $250 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Sunrise Oasis in big pine key
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Nestled in the tranquil surroundings of Big Pine Key, Sunrise Oasis offers a serene retreat for those seeking a peaceful ...
From $462 per night (USD)
Expedia

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Results: 219 Rentals