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Holiday Rentals in Big Pine Key

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Bedrooms

Bathrooms

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Distance from

5 km
136 rentals in Big Pine Key.
Tiny Cottage in Keys 30 min from Key West, holiday rental in Big Pine Key
Tiny Cottage in Keys 30 min from Key West, holiday rental in Big Pine Key
Tiny Cottage in Keys 30 min from Key West, holiday rental in Big Pine Key

Tiny Cottage in Keys 30 min from Key West

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tropical Caribbean Wonderland, holiday rental in Big Pine Key
Tropical Caribbean Wonderland, holiday rental in Big Pine Key
Tropical Caribbean Wonderland, holiday rental in Big Pine Key

Tropical Caribbean Wonderland

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Water's Edge, holiday rental in Big Pine Key
Water's Edge, holiday rental in Big Pine Key
Water's Edge, holiday rental in Big Pine Key

Water's Edge

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tiki Beach,Bring your boat stay a week,4BR/3BA ocean front, private pool & dock, holiday rental in Big Pine Key
Tiki Beach,Bring your boat stay a week,4BR/3BA ocean front, private pool & dock, holiday rental in Big Pine Key
Tiki Beach,Bring your boat stay a week,4BR/3BA ocean front, private pool & dock, holiday rental in Big Pine Key

Tiki Beach,Bring your boat stay a week,4BR/3BA ocean front, private pool & dock

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Awesome Open Water View at Blue Heron Estate, holiday rental in Big Pine Key
Awesome Open Water View at Blue Heron Estate, holiday rental in Big Pine Key
Awesome Open Water View at Blue Heron Estate, holiday rental in Big Pine Key

Awesome Open Water View at Blue Heron Estate

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Charming Elevated Waterfront Home, holiday rental in Big Pine Key
Charming Elevated Waterfront Home, holiday rental in Big Pine Key
Charming Elevated Waterfront Home, holiday rental in Big Pine Key

Charming Elevated Waterfront Home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Palmetto Retreat, holiday rental in Big Pine Key
Palmetto Retreat, holiday rental in Big Pine Key
Palmetto Retreat, holiday rental in Big Pine Key

Palmetto Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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You can see the ocean from every room in this house… look no further. ☀️, holiday rental in Big Pine Key
You can see the ocean from every room in this house… look no further. ☀️, holiday rental in Big Pine Key
You can see the ocean from every room in this house… look no further. ☀️, holiday rental in Big Pine Key

You can see the ocean from every room in this house… look no further. ☀️

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SPACIOUS RV IN THE KEYS, holiday rental in Big Pine Key
SPACIOUS RV IN THE KEYS, holiday rental in Big Pine Key
SPACIOUS RV IN THE KEYS, holiday rental in Big Pine Key

SPACIOUS RV IN THE KEYS

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sun Hutt: Serene island getaway, holiday rental in Big Pine Key
Sun Hutt: Serene island getaway, holiday rental in Big Pine Key
Sun Hutt: Serene island getaway, holiday rental in Big Pine Key

Sun Hutt: Serene island getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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You will feel like at home, holiday rental in Big Pine Key
You will feel like at home, holiday rental in Big Pine Key
You will feel like at home, holiday rental in Big Pine Key

You will feel like at home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Adorable apartment on canal with easy boating access, holiday rental in Big Pine Key
Adorable apartment on canal with easy boating access, holiday rental in Big Pine Key
Adorable apartment on canal with easy boating access, holiday rental in Big Pine Key

Adorable apartment on canal with easy boating access

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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PARADISE IN YOUR HANDS, holiday rental in Big Pine Key
PARADISE IN YOUR HANDS, holiday rental in Big Pine Key
PARADISE IN YOUR HANDS, holiday rental in Big Pine Key

PARADISE IN YOUR HANDS

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Big Pine Key/Hot tub/Canal Home/updated, holiday rental in Big Pine Key
Big Pine Key/Hot tub/Canal Home/updated, holiday rental in Big Pine Key
Big Pine Key/Hot tub/Canal Home/updated, holiday rental in Big Pine Key

Big Pine Key/Hot tub/Canal Home/updated

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Treehouse, holiday rental in Big Pine Key
Treehouse, holiday rental in Big Pine Key
Treehouse, holiday rental in Big Pine Key

Treehouse

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel &, holiday rental in Big Pine Key
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel &, holiday rental in Big Pine Key
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel &, holiday rental in Big Pine Key

Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel &

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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You’re on island time at “The Island Girl”., holiday rental in Big Pine Key
You’re on island time at “The Island Girl”., holiday rental in Big Pine Key
You’re on island time at “The Island Girl”., holiday rental in Big Pine Key

You’re on island time at “The Island Girl”.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Banana Republics - Located in Paradise, holiday rental in Big Pine Key
Banana Republics - Located in Paradise, holiday rental in Big Pine Key
Banana Republics - Located in Paradise, holiday rental in Big Pine Key

Banana Republics - Located in Paradise

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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LARGE LOT & RV | LOWER KEYS, holiday rental in Big Pine Key
LARGE LOT & RV | LOWER KEYS, holiday rental in Big Pine Key
LARGE LOT & RV | LOWER KEYS, holiday rental in Big Pine Key

LARGE LOT & RV | LOWER KEYS

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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House 2 bedroom  2 bath Large enclosed porch overlooking canal with boat dock, holiday rental in Big Pine Key
House 2 bedroom  2 bath Large enclosed porch overlooking canal with boat dock, holiday rental in Big Pine Key
House 2 bedroom  2 bath Large enclosed porch overlooking canal with boat dock, holiday rental in Big Pine Key

House 2 bedroom 2 bath Large enclosed porch overlooking canal with boat dock

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront, bayview home with dockage, holiday rental in Big Pine Key
Waterfront, bayview home with dockage, holiday rental in Big Pine Key
Waterfront, bayview home with dockage, holiday rental in Big Pine Key

Waterfront, bayview home with dockage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Acces, holiday rental in Big Pine Key
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Acces, holiday rental in Big Pine Key
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Acces, holiday rental in Big Pine Key

Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Acces

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Yellowstone by the Sea, holiday rental in Big Pine Key
Yellowstone by the Sea, holiday rental in Big Pine Key
Yellowstone by the Sea, holiday rental in Big Pine Key

Yellowstone by the Sea

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Prime Time 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel, holiday rental in Big Pine Key
Prime Time 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel, holiday rental in Big Pine Key
Prime Time 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel, holiday rental in Big Pine Key

Prime Time 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Relaxing canal front home in nature preserve, holiday rental in Big Pine Key
Relaxing canal front home in nature preserve, holiday rental in Big Pine Key
Relaxing canal front home in nature preserve, holiday rental in Big Pine Key

Relaxing canal front home in nature preserve

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New Listing! Beautiful Canal front , Key Deer and jacuzzi., holiday rental in Big Pine Key
New Listing! Beautiful Canal front , Key Deer and jacuzzi., holiday rental in Big Pine Key
New Listing! Beautiful Canal front , Key Deer and jacuzzi., holiday rental in Big Pine Key

New Listing! Beautiful Canal front , Key Deer and jacuzzi.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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PARADISE IN YOUR HANDS, holiday rental in Big Pine Key
PARADISE IN YOUR HANDS, holiday rental in Big Pine Key
PARADISE IN YOUR HANDS, holiday rental in Big Pine Key

PARADISE IN YOUR HANDS

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fisherman's Paradise in the Heart of Big Pine Key , holiday rental in Big Pine Key
Fisherman's Paradise in the Heart of Big Pine Key , holiday rental in Big Pine Key
Fisherman's Paradise in the Heart of Big Pine Key , holiday rental in Big Pine Key

Fisherman's Paradise in the Heart of Big Pine Key

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Remodeled Corner House on the Water, holiday rental in Big Pine Key
Newly Remodeled Corner House on the Water, holiday rental in Big Pine Key
Newly Remodeled Corner House on the Water, holiday rental in Big Pine Key

Newly Remodeled Corner House on the Water

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm, holiday rental in Big Pine Key
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm, holiday rental in Big Pine Key
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm, holiday rental in Big Pine Key

Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2/2 Canal Front Home Big Pine Key.  Easy ocean and gulf access!, holiday rental in Big Pine Key
2/2 Canal Front Home Big Pine Key.  Easy ocean and gulf access!, holiday rental in Big Pine Key
2/2 Canal Front Home Big Pine Key.  Easy ocean and gulf access!, holiday rental in Big Pine Key

2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boaters Dream House in the Water with 175’ of Sea Wall, holiday rental in Big Pine Key
Boaters Dream House in the Water with 175’ of Sea Wall, holiday rental in Big Pine Key
Boaters Dream House in the Water with 175’ of Sea Wall, holiday rental in Big Pine Key

Boaters Dream House in the Water with 175’ of Sea Wall

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Escape to Eden: Cute canalfront getaway with boating, holiday rental in Big Pine Key
Escape to Eden: Cute canalfront getaway with boating, holiday rental in Big Pine Key
Escape to Eden: Cute canalfront getaway with boating, holiday rental in Big Pine Key

Escape to Eden: Cute canalfront getaway with boating

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space, holiday rental in Big Pine Key
Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space, holiday rental in Big Pine Key
Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space, holiday rental in Big Pine Key

Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friend, holiday rental in Big Pine Key
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friend, holiday rental in Big Pine Key
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friend, holiday rental in Big Pine Key

Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friend

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bungalow oasis with lots of room, holiday rental in Big Pine Key
Bungalow oasis with lots of room, holiday rental in Big Pine Key
Bungalow oasis with lots of room, holiday rental in Big Pine Key

Bungalow oasis with lots of room

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Canal Front Home in Big Pine Key, holiday rental in Big Pine Key
Canal Front Home in Big Pine Key, holiday rental in Big Pine Key
Canal Front Home in Big Pine Key, holiday rental in Big Pine Key

Canal Front Home in Big Pine Key

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve, holiday rental in Big Pine Key
Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve, holiday rental in Big Pine Key
Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve, holiday rental in Big Pine Key

Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cedar Cottage: Cute boating home, holiday rental in Big Pine Key
Cedar Cottage: Cute boating home, holiday rental in Big Pine Key
Cedar Cottage: Cute boating home, holiday rental in Big Pine Key

Cedar Cottage: Cute boating home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tarpon Tales: Fantastic boating on Big Pine Key, holiday rental in Big Pine Key
Tarpon Tales: Fantastic boating on Big Pine Key, holiday rental in Big Pine Key
Tarpon Tales: Fantastic boating on Big Pine Key, holiday rental in Big Pine Key

Tarpon Tales: Fantastic boating on Big Pine Key

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Canal Front Paradise!, holiday rental in Big Pine Key
Canal Front Paradise!, holiday rental in Big Pine Key
Canal Front Paradise!, holiday rental in Big Pine Key

Canal Front Paradise!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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FISHERMANS DREAM HOUSE, holiday rental in Big Pine Key
FISHERMANS DREAM HOUSE, holiday rental in Big Pine Key
FISHERMANS DREAM HOUSE, holiday rental in Big Pine Key

FISHERMANS DREAM HOUSE

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Paradise Found !  Fully updated Waterfront Home- GREAT FISHING, holiday rental in Big Pine Key
Paradise Found !  Fully updated Waterfront Home- GREAT FISHING, holiday rental in Big Pine Key
Paradise Found !  Fully updated Waterfront Home- GREAT FISHING, holiday rental in Big Pine Key

Paradise Found ! Fully updated Waterfront Home- GREAT FISHING

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Family Big Pine Retreat! Short drive to Key West!, holiday rental in Big Pine Key
Beautiful Family Big Pine Retreat! Short drive to Key West!, holiday rental in Big Pine Key
Beautiful Family Big Pine Retreat! Short drive to Key West!, holiday rental in Big Pine Key

Beautiful Family Big Pine Retreat! Short drive to Key West!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Prime Time - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access, holiday rental in Big Pine Key
Prime Time - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access, holiday rental in Big Pine Key
Prime Time - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access, holiday rental in Big Pine Key

Prime Time - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CASA COCO BY THE CANAL!!!, holiday rental in Big Pine Key
CASA COCO BY THE CANAL!!!, holiday rental in Big Pine Key
CASA COCO BY THE CANAL!!!, holiday rental in Big Pine Key

CASA COCO BY THE CANAL!!!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tropical Canal-front Cottage in the Lower Florida Keys, holiday rental in Big Pine Key
Tropical Canal-front Cottage in the Lower Florida Keys, holiday rental in Big Pine Key
Tropical Canal-front Cottage in the Lower Florida Keys, holiday rental in Big Pine Key

Tropical Canal-front Cottage in the Lower Florida Keys

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Reel Paradise on Big Pine Key, holiday rental in Big Pine Key
Reel Paradise on Big Pine Key, holiday rental in Big Pine Key
Reel Paradise on Big Pine Key, holiday rental in Big Pine Key

Reel Paradise on Big Pine Key

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private water front property with ocean access, holiday rental in Big Pine Key
Private water front property with ocean access, holiday rental in Big Pine Key
Private water front property with ocean access, holiday rental in Big Pine Key

Private water front property with ocean access

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Fill the Day with Sun & Fun!, holiday rental in Big Pine Key
Fill the Day with Sun & Fun!, holiday rental in Big Pine Key
Fill the Day with Sun & Fun!, holiday rental in Big Pine Key

Fill the Day with Sun & Fun!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 136
Frequently Asked Questions about Big Pine Key