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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Keys Living Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Comfortable Cottage in the heart of the Fabulous Florida Keys! Only 30 minutes from Key West and 15 minutes from Bahia H ...
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From $569 per night (USD)
Expedia
Ocean front paradise in Little Torch Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your cozy chalet in Little Torch Key with 3 bedrooms - 2 queen beds and 1 bunk bed. Enjoy the convenience of AC, a washi ...
From $569 per night (USD)
Expedia
From $178 per night (USD)
VRBO
SOLD - NO LONGER AVAILABLE 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 $178 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Yeya's Hideaway | Gorgeous 4 bedroom w/open water views & boating
Bedrooms:
2
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 $465 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Cozy home with private pool, BBQ, central AC, private dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Salty Air Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $306 per night (USD)
VRBO
From $175 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 $175 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Honey Hole a Big Pine Key paradise, canal to Bogie Channel
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Nestled in Big Pine Key, this charming house offers 2 cozy bedrooms with 2 queen beds and 1 full murphy bed. The primary ...
From $349 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 $407 per night (USD)
VRBO
3-bedroom house in Lower Keys with Hot Tub, Sleeps 10+, Pet Freindly
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Discover the beauty of the Lower Keys in Perfect Location to access Bay and Ocean Side from this 3-bedroom house. This g ...
From $407 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Palm Paradise-Charming 2 bedroom house with pool and canal access, Big Pine Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2-bedroom house is perfect for your escape to Big Pine Key. Nestled in a tranquil setting, this enchanting property ...
From $237 per night (USD)
Expedia
$Charming 3-bedroom house in \nBig Pine Key near Beach and Key West$
From $644 per night (USD)
VRBO
Charming 3-bedroom house in \nBig Pine Key near Beach and Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
This spacious house in Big Pine Key offers 3 cozy bedrooms - 2 with king beds, 1 with 2 bunk beds with 2 full beds on bo ...
From $644 per night (USD)
VRBO
From $520 per night (USD)
Expedia
3-bedroom on water. Cable, WiFi, AC, Hot tub, Dock. Feb & March 2026 Available!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make yourself at home in this 3-bedroom waterfront Big Pine Key retreat. This brilliant house features 2 king beds and 1 ...
From $520 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Private Florida Keys Escape w/ Pool, Dock, Tiki Bar – Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Little Torch Treasure – Private Pool, Tiki Bar, Dock, and More in the Florida Keys Welcome to Little Torch Treasure, you ...
From $477 per night (USD)
VRBO
From $314 per night (USD)
Expedia
NEWLY RENOVATED 3/2 WITH POOL AND CANAL ACCESS!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to a world of tranquility and indulgence at "Turtle Cove," where the allure of the Florida Keys' vibrant tropical ...
From $314 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unwind in Big Pine Key at this brilliant house. With 2 cozy bedrooms featuring a king and queen bed, guests can relax in ...
From $200 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Large Lot & RV | Camp in the Keys
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Full one bedroom and bath RV on a fenced in lot. Spacious, private & awesome place for a true keys camping experience. F ...
From $192 per night (USD)
Expedia
From $950 per night (USD)
VRBO
Beautiful 5 bedroom 5.5 bath with stunning views and pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Experience the ultimate Florida Keys escape in this brand-new 5-bedroom, 5.5-bath luxury pool home on the open water of ...
From $950 per night (USD)
VRBO
From $292 per night (USD)
Expedia
2 bedroom 2 bath pool home located in Big Pine Key
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 $292 per night (USD)
Expedia
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Airstream Rental on Big Pine Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Airstream's most popular travel trailer is 27 feet long and features wrap-around windows, a queen bed, two AC units, a 4 ...
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VRBO
From $121 per night (USD)
Expedia
Charming 46 ft lg canel ft 2-bed in delightful Little Torch Key with RV hook up.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience Marathon to Key West (right smack dab in the middle) like a local in this freshly painted 2-bedroom mobile ho ...
From $121 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Airstream Travel Trailer
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Airstream's most popular travel trailer is 27 feet long and features wrap-around windows, a queen bed, two AC units, a 4 ...
From $293 per night (USD)
VRBO
From $367 per night (USD)
VRBO
Recently renovated oceanfront home in Big Pine
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
If you dream of a getaway where the ocean meets untouched nature, this is your paradise. Nestled within a protected natu ...
From $367 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Airstream Travel Trailer
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Airstream's most popular travel trailer is 27 feet long and features wrap-around windows, a queen bed, two AC units, a 4 ...
From $295 per night (USD)
VRBO
From $267 per night (USD)
VRBO
1 story 3-bedroom house in tranquil Big Pine Key 100 ft dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Unwind in our Big Pine Key spacious charming keys house. Whether you're looking to relax or explore, this place really ...
From $267 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Frigate Landing - Beautiful Waterfront home,60ft seawall,Tiki Hut, Pet Friendly,
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
FRIGATE LANDING - Consider this turnkey house your home away from home while you visit Big Pine Key. With 2 bedrooms fe ...
From $210 per night (USD)
VRBO
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Expedia
Big Pine Key Florida Cozy Canal-Front - 2BR/1BA - Dock + Lift -Sunsets & cDining
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
<p>Located on the waterfront, this 2-bedroom, 1-bathroom vacation home lets you experience it all in Big Pine Key. Fans ...
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Expedia
From $258 per night (USD)
VRBO
Big Pine Turtle House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to Big Pine Turtle House, a warm haven nestled near the open ocean and a tranquil canal access. 50 ft. dock on a ...
From $258 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Dog-friendly home with waterfront views, a pool & Wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Tropical Valhalla Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $310 per night (USD)
Expedia
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Brand New hurricane proof Home on The Gulf of Mexico with your own BOAT SLIP
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Big Pine Key, this house is a dream. Built in 2023, you'll feel safe in this all concrete home with all new a ...
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VRBO
From $287 per night (USD)
Expedia
Brand new, secluded 3BR house on canal very close to open water
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Escape to this beautiful, brand new house in picturesque Little Torch Key. With 3 bedrooms including 2 king beds, 2 bun ...
From $287 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Charming 2-bedroom house in beautiful Big Pine Key with canal access and lift
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get ready to relax in this 2-bedroom house in Big Pine Key. This terrific property features a king bed and a queen bed, ...
From $220 per night (USD)
VRBO
From $1017 per night (USD)
Expedia
Stunning 5 Bedroom Open Water Pool Home With Great Boating
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Experience the ultimate Florida Keys escape in this brand-new 5-bedroom, 5.5-bath luxury pool home on the open water of ...
From $1017 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Lovely dog-friendly home near the ocean with hot tub & grill
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Octopus Palms Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $219 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Beautiful 2 Bedroom Pool Home On Big Pine Key
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 $312 per night (USD)
Expedia

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Big Pine Key Rentals

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Results: 234 Rentals