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Big Pine Key
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Vacation Rentals and House Rentals in Big Pine Key, FL
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Air Conditioning (137)
Internet or Wifi (133)
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Kid friendly (129)
Pet friendly (63)
Elder access (15)
Smoking allowed (11)
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Vacation Rental House (142)
Condominium/Apartment (1)
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Waterfront (77)
Water Views (11)
Boat Available (7)
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Distance from
5 km
Bahia Honda State Park
National Key Deer Refuge
Blue Hole
Calusa Beach
Artists in Paradise Gallery
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143 rentals
in Big Pine Key.
Tropical Caribbean Wonderland
45 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Water's Edge
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Charming Elevated Waterfront Home
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Palmetto Retreat
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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You can see the ocean from every room in this house… look no further. ☀️
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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SPACIOUS RV IN THE KEYS
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Tarpon deluxe room
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Ocean View
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Dolphin Ocean View
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Star Room Barnacle Bed and Breakfast
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sun Hutt: Serene island getaway
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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You will feel like at home
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 6
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Adorable apartment on canal with easy boating access
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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PARADISE IN YOUR HANDS
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Big Pine Key/Hot tub/Canal Home/updated
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 7
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Treehouse
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel &
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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You’re on island time at “The Island Girl”.
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Large Home near Beach & Key West
2 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
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Banana Republics - Located in Paradise
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Airstream Glamping on the Ocean, MM 33 in the Fl Keys!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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LARGE LOT & RV | LOWER KEYS
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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House 2 bedroom 2 bath Large enclosed porch overlooking canal with boat dock
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Waterfront, bayview home with dockage
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Acces
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Yellowstone by the Sea
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Prime Time 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel
4 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Relaxing canal front home in nature preserve
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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PARADISE IN YOUR HANDS
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
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As seen on
Fisherman's Paradise in the Heart of Big Pine Key
2 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Newly Remodeled Corner House on the Water
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
11 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
12 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Boaters Dream House in the Water with 175’ of Sea Wall
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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Escape to Eden: Cute canalfront getaway with boating
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friend
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Bungalow oasis with lots of room
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Canal Front Home in Big Pine Key
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Cedar Cottage: Cute boating home
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Tarpon Tales: Fantastic boating on Big Pine Key
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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FISHERMANS DREAM HOUSE
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Paradise Found ! Fully updated Waterfront Home- GREAT FISHING
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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As seen on
Beautiful Family Big Pine Retreat! Short drive to Key West!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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As seen on
Prime Time - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access
3 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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CASA COCO BY THE CANAL!!!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Tropical Canal-front Cottage in the Lower Florida Keys
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Reel Paradise on Big Pine Key
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Showing results 1-50 of 143
Frequently Asked Questions about Big Pine Key
Do any vacation rentals in Big Pine Key have a pool?
Yes, here are some popular vacation rentals in Big Pine Key that have a pool:
Big Pine Bungalow: Serene Backyard Oasis, Pool/Spa, Expansive Canal-Facing Deck
Lower Keys Retreat.....
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Poo
See all vacation rentals with a pool in Big Pine Key on Tripadvisor
What are the best pet friendly rentals in Big Pine Key?
The best pet friendly rentals in Big Pine Key are:
Water's Edge
Palmetto Retreat
You can see the ocean from every room in this house… look no further. ☀️
See all pet friendly vacation rentals in Big Pine Key on Tripadvisor