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 $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 $286 per night (USD)
VRBO
The Tree-House: Tropical getaway in a lush private jungle property!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Nestled in the woods of Little Torch Key, this exquisite tree-house style cottage offers complete privacy from the outsi ...
From $286 per night (USD)
VRBO
From $304 per night (USD)
VRBO
2 BR / 2 BA Canal Home in Little Torch Key - Big Boat Access and Dockage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Calypso Corner! This tropical Keys home that sleeps 6 has a spacious dock and patio area, a fully equipped ki ...
From $304 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Cozy 2-bedroom house in charming Little Torch Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the beauty of Little Torch Key from this beautiful 2-bedroom house. With 1 queen bed and 2 full beds, guests ca ...
From $155 per night (USD)
VRBO
From $133 per night (USD)
VRBO
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 $133 per night (USD)
VRBO
From $326 per night (USD)
Expedia
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropical retreat in the heart of Florida Keys. Relax island-style in this private updated RV - just 30 miles from Key We ...
From $326 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Keys Breeze | 2 bedroom, 2 bathroom canalfront home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the ultimate Lower Keys retreat at our brand-new, 2-bedroom, 2-bathroom vacation rental on a serene canal in be ...
From $246 per night (USD)
VRBO
From $328 per night (USD)
Expedia
🌴 TROPICAL RETREAT 🌴 RV in the Keys
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropical retreat in the heart of Florida Keys. Relax island-style in this private updated RV - just 30 miles from Key We ...
From $328 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Sea-Esta: 3BR Canal-Front Escape on Big Pine Key, Pool, Dockage & Quick Access to Gulf & Atlantic
Bedrooms:
2
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 $250 per night (USD)
VRBO
From $469 per night (USD)
Expedia
A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wild Deer Heaven – A Serene Florida Escape in the Heart of the Keys Nestled in the heart of the Florida Keys, Wild Deer ...
From $469 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
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 $222 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 $222 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 $234 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 $234 per night (USD)
VRBO
From $240 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 $240 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 $204 per night (USD)
Expedia
Brand new home on the Gulf with your own boat slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience Big Pine Key like a local in this marvelous 2-bedroom estate. With amenities like a hair dryer, washing machi ...
From $204 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Palm Paradise - Charming 2-bedroom house with WiFi and AC in 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 $271 per night (USD)
VRBO
$Charming 3-bedroom house in \nBig Pine Key near Beach and Key West$
From $740 per night (USD)
Expedia
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 $740 per night (USD)
Expedia
From $576 per night (USD)
VRBO
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 $576 per night (USD)
VRBO
From $432 per night (USD)
Expedia
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 $432 per night (USD)
Expedia
From $511 per night (USD)
VRBO
New 3BR Ocean-Side Home on Little Torch Key, hidden gem - 28 Miles from Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
If it’s hidden gems you’re after, Little Torch Key is calling. Tucked away at Mile Marker 28, this quiet island is one o ...
From $511 per night (USD)
VRBO
From $364 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 $364 per night (USD)
Expedia
From $950 per night (USD)
VRBO
Luxury 5BR/5.5BA Open Water Pool Home
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 $221 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 $221 per night (USD)
VRBO

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Big Pine Key Rentals

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Results: 228 Rentals

Escape to Paradise, a 3-bedroom canal home on Big Pine Key.

The Tree-House: Tropical getaway in a lush private jungle property!

2 BR / 2 BA Canal Home in Little Torch Key - Big Boat Access and Dockage

Cozy 2-bedroom house in charming Little Torch Key

Angler's Oasis w/ Boat Dock in Big Pine Key!

🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴

Keys Breeze | 2 bedroom, 2 bathroom canalfront home

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Sea-Esta: 3BR Canal-Front Escape on Big Pine Key, Pool, Dockage & Quick Access to Gulf & Atlantic

A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 8

Keys Living Retreat

Ocean front paradise in Little Torch Key

SOLD - NO LONGER AVAILABLE Serene Canal home in the Heart of the Keys

Yeya's Hideaway | Gorgeous 4 bedroom w/open water views & boating

Cozy home with private pool, BBQ, central AC, private dock

Charming canal-front retreat private Pool, AC, Wi-Fi, washer/dryer

Honey Hole a Big Pine Key paradise, canal to Bogie Channel

Charming canal front 2-bedroom house with WiFi, AC in fantastic Big Pine Key

3-bedroom house in Lower Keys with Hot Tub, Sleeps 10+, Pet Freindly

Brand new home on the Gulf with your own boat slip

Palm Paradise - Charming 2-bedroom house with WiFi and AC in Big Pine Key

Charming 3-bedroom house in \nBig Pine Key near Beach and Key West

3-bedroom on water. Cable, WiFi, AC, Hot tub, Dock. Feb & March 2026 Available!!

Private Florida Keys Escape w/ Pool, Dock, Tiki Bar – Pet Friendly

New 3BR Ocean-Side Home on Little Torch Key, hidden gem - 28 Miles from Key West

NEWLY RENOVATED 3/2 WITH POOL AND CANAL ACCESS!!!

Luxury 5BR/5.5BA Open Water Pool Home

Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool