Home Vacation Home Rentals By Owner In Big Pine Key, FL

Showing 20 Of 134 Vacation Rentals
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Exceptional(5)

$354.44

/ Nightly
Private Vacation Home

Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access

Big Pine Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(5)

$429.63

/ Nightly
Private Vacation Home

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

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$411.55

/ Nightly
Private Vacation Home

A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 6

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$409.31

/ Nightly
Private Vacation Home

The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE

Gordon Road, Florida, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(1)

$408.38

/ Nightly
Private Vacation Home

Secluded Tropical Retreat: 60' Dock, Large Pool, World-Class Fishing & Lobster

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(9)

$408.29

/ Nightly
Private Vacation Home

Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!

Big Pine Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$402.2

/ Nightly
Private Vacation Home

Recently renovated oceanfront home in Big Pine

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(2)

$396.56

/ Nightly
Private Vacation Home

POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate

Big Pine Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$395.68

/ Nightly
Private Vacation Home

Spacious, Well Maintained, 3 Bedroom Canal Home on Big Pine Key

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$391.9

/ Nightly
Private Vacation Home

Sunset Hideaway, Pool home on canal

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(4)

$390.95

/ Nightly
Private Vacation Home

Modern multi story waterfront home, 30 minutes from Key west.

Big Pine Key, Florida, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(1)

$379.24

/ Nightly
Private Vacation Home

3-bedroom waterfront. Cable-WiFi, AC, Hot tub, Dock. Book for Winter 2026-27 !!

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$379.09

/ Nightly
Private Vacation Home

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

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(33)

$373.22

/ Nightly
Private Vacation Home

Amazing Pool & Canal Ground Level Home, Ocean access

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$369.9

/ Nightly
Private Vacation Home

Canal-Front Keys Retreat / Jacuzzi • Sleeps 14

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 14

Sleeps
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$368.93

/ Nightly
Private Vacation Home

Pristine Waterfront Charmer - Outdoor Living & Dining, Dock, AC - Snowbirds OK

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$356.69

/ Nightly
Private Vacation Home

Waterfront Oasis in the Keys

Big Pine Key, Florida, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$314.51

/ Nightly
Private Vacation Home

Easy access to beautiful Keys water & a short drive to Key West fun!

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$310.81

/ Nightly
Private Vacation Home

Fisherman's Paradise! 50' Concrete Dock. Space for 2 boats

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(3)

$311

/ Nightly
Private Vacation Home

Canal Front Home With Pool And Hot Tub

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 3

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Big Pine Key

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Exceptional(3)

$268.79

/ Nightly
Private vacation home

Waterfront Pool Home! - Heavenly Hideout - Big Pine Key

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$247.09

/ Nightly
Private vacation home

Christmas in the FL Keys!!! Stunning sunsets, beaches 10 min away, Fishing!!!

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$249.26

/ Nightly
Private vacation home

Excellent boating location-65 ft frontage on deep canal

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$249.38

/ Nightly
Mobile home

Airstream Travel Trailer

Big Pine Key, Florida, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$251.27

/ Nightly
Private vacation home

Amazing Paradise House Canal Front with access to Atlantic and Gulf.

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(3)

$252.54

/ Nightly
Private vacation home

Perfect getaway keys

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$262.17

/ Nightly
Private vacation home

? HEATED SWIM SPA / OPEN WATER VIEWS / BOAT DOCK / LUXURIOUS / BUILT IN 2023?

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$263.69

/ Nightly
Private vacation home

Casa Blanca | Georgeous home on Big Pine Key

Big Pine Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$294.95

/ Nightly
Private vacation home

Canal Front Home in Big Pine Key with Pool

BIG PINE KEY, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$290.18

/ Nightly
Private vacation home

\"Canal-Front Paradise in Big Pine Key-Relax &Explore the keys\"

Big Pine Key, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

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