Vacation Home Rentals By Owner In Big Pine Key, FL

Showing 60 Of 134 Vacation Rentals

Exceptional(65)

$965.82

/ Nightly

Private Vacation Home

Awesome Open Water View at Blue Heron Estate

Big Pine Key, Florida, United States

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Bath

Sleeps

$849

/ Nightly

Private Vacation Home

Private Beach Front Home in Big Pine Key Florida

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(20)

$819.63

/ Nightly

Private Vacation Home

Oceanfront Paradise w new 365' Dock Huge Tiki and Firepit. Dogs OK

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(66)

$701.71

/ Nightly

Private Vacation Home

Island Sunrise Resort- 3 acre estate with open water sunrises.

Big Pine Key, Florida, United States

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Bath

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Exceptional(8)

$648.49

/ Nightly

Private Vacation Home

Beautiful Open-Water Property

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(15)

$641

/ Nightly

Private Vacation Home

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

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(9)

$636.58

/ Nightly

Private Vacation Home

Pool house with open water and sunset in the Florida Keys

Big Pine Key, Florida, United States

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Bath

Sleeps

$629.54

/ Nightly

Private Vacation Home

SEA FOREVER! Gorgeous Ocean-Front Paradise!

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(3)

$624.85

/ Nightly

Private Vacation Home

Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool

Big Pine Key, Florida, United States

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Bath

Sleeps

$601.25

/ Nightly

Private Vacation Home

Ocean Front Beach Home on Semi Private Island Only Accessible by Boat

Cook Island, Florida, United States

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Bath

Sleeps

Exceptional(15)

$594.71

/ Nightly

Private Vacation Home

Gorgeous Beachfront Home with a pool. Water views from every direction.

Big Pine Key, Florida, United States

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Bath

Sleeps

$506.58

/ Nightly

Private Vacation Home

SEA EVERYWHERE! Open Water & 2 Boat Basins!

Big Pine Key, Florida, United States

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Bath

Sleeps

$446.24

/ Nightly

Private Vacation Home

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

Big Pine Key, Florida, United States

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Bath

Sleeps

$469.15

/ Nightly

Private Vacation Home

Breathtaking sunrises from your balcony at this 3 bedroom, 2 bath home

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(2)

$472.39

/ Nightly

Private Vacation Home

Manatee Watch | 5 bedrooms, pool, ocean access

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(4)

$482.76

/ Nightly

Private Vacation Home

Tropical 5BR Paradise, Private Pool, Hot Tub, Canal Access – Sleeps 12

Big Pine Key, Florida, United States

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Bath

Sleeps

$501.57

/ Nightly

Private Vacation Home

Big Pine Latitude Adjustment

Big Pine Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$502.59

/ Nightly

Private Vacation Home

Hellenga Haven | Waterfront pool home

Big Pine Key, Florida, United States

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Bath

Sleeps

Exceptional(14)

$502.96

/ Nightly

Private Vacation Home

Newly renovated cozy and spacious beach house with breathtaking ocean front

Big Pine Key, Florida, United States

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Bath

Sleeps

$565.04

/ Nightly

Private Vacation Home

Yeya's Hideaway | Pool, boating & views

Big Pine Key, Florida, United States

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Bath

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Rent a place that suits your needs

Private vacation home

View 134 Private vacation home

Most popular vacation rentals in Big Pine Key

$268.79

/ Nightly

Private vacation home

Waterfront Pool Home! - Heavenly Hideout - Big Pine Key

Big Pine Key, Florida, United States

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Bath

Sleeps

$247.09

/ Nightly

Private vacation home

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

Big Pine Key, Florida, United States

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Bath

Sleeps

$249.26

/ Nightly

Private vacation home

Excellent boating location-65 ft frontage on deep canal

Big Pine Key, Florida, United States

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Bath

Sleeps

$249.38

/ Nightly

Mobile home

Airstream Travel Trailer

Big Pine Key, Florida, United States

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Bath

Sleeps

$251.27

/ Nightly

Private vacation home

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

Big Pine Key, Florida, United States

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Bath

Sleeps

$252.54

/ Nightly

Private vacation home

Perfect getaway keys

Big Pine Key, Florida, United States

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Bath

Sleeps

$262.17

/ Nightly

Private vacation home

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

Big Pine Key, Florida, United States

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Bath

Sleeps

$263.69

/ Nightly

Private vacation home

Casa Blanca | Georgeous home on Big Pine Key

Big Pine Key, Florida, United States

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Bath

Sleeps

$294.95

/ Nightly

Private vacation home

Canal Front Home in Big Pine Key with Pool

BIG PINE KEY, Florida, United States

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Bath

Sleeps

$290.18

/ Nightly

Private vacation home

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

Big Pine Key, Florida, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Big Pine Key, FL

$965.82

$849

$819.63

$701.71

$648.49

$641

$636.58

$629.54

$624.85

$601.25

$594.71

$506.58

$446.24

$469.15

$472.39

$482.76

$501.57

$502.59

$502.96

$565.04

Rent a place that suits your needs

Most popular vacation rentals in Big Pine Key

$268.79

$247.09

$249.26

$249.38

$251.27

$252.54

$262.17

$263.69

$294.95

$290.18

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