Latest Vacation Rentals in Big Pine Key FL (140)

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

This is a 2 bedroom, 2 bathroom concrete block house. It is located on a clean swimming canal right off Pine Channel. This Big Pine Key home has an open floor plan with updated kitchen, dinning...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Spend some time in tranquil Big Pine Key and bring your boat! This canal-front home in a friendly subdivision is a great place to enjoy everything that both the lower and middle Keys have to offer!...

Created Sep 25, 2022

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5 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Location location location! Room for the whole family in this gorgeous 5 bedroom 3 bath pool home on Big Pine Key. Home is basically all brand new, 100% remodeled floor to ceiling. Sleeps 10....

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to our new spacious 3 bedroom 2 full bath home on a wide deep water canal with a 75 foot dock only 250 feet from the peaceful open waters of Pine Channel. The dock is equipped with a ladder...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6)Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the exclusive Doctors Arm area of Big Pine Key, in the lower keys, just...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Tropical canal front home. Enjoy a beautiful open living room and kitchen, large screened porch with views of the canal and tropical landscape. This accommodation has everything you need to...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Beautifully remodeled, impeccably decorated and spacious ground-level home in the Tropical Bay neighborhood on the north side of Big Pine Key. Situated on a manicured triple lot at the end of a...

Created Sep 25, 2022

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4 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Beautiful open-water views of the Bahia Honda bridge from nearly every room! Key deer grazing daily in your yard. Two boat basins capable of holding boats up to 30'. Sunrises from your living room,...

Created Sep 25, 2022

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4 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

15 Acre Open Water Estate. Four bedrooms each with their own private bathroom. Large pool plus a 70' protected dock. Breathtaking views of the sunrise and historic Bahia Honda Bridge. Secluded...

Created Sep 25, 2022

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5 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Do you want to feel like you are on your own private piece of paradise? Welcome to this 5 bedroom 3 bath home. Featuring a massive private beach with a heated pool. Plenty of privacy to relax...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. Wed like to share our home with you. Its a very spacious and clean 2 bedrooms, 2 bath home with an over sized master bdrm &...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

This beautiful pristine canal front home is located on the west side of Big Pine key and just minutes to Big Pine Channel. The home is warm and inviting and perfect for family gatherings. Plenty of...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to Casa Del Mar 305 5251254 a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood ,...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Leave your worries and enjoy the island life style. I promise you that this will be your favorite gateway. Beautiful sandbars, abundant wildlife. Don't forget the original delicious and key lime pie..

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Theres no better place to experience the laid-back calm of the Florida Keys than this bright and newly-remodeled two-bedroom getaway! Step inside to find an open-concept layout boasting a new...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Gordon Road, Florida

Enjoy having ONLY1 neighbors directly next to you on top of being Just 6 houses from the open water. This Beautiful fully upgraded 3/2 canal front home in big pine key is a quite oasis Our home...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to Croton Lane Retreat! This comfortable home is located on a canal with 2 bedrooms and 2 full bathrooms. It has a beautiful screened-in porch with comfortable seating for relaxing and a...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to The Pineapple Cottage!This lovely canal front home is located on Big Pine Key and offers a relaxing Keys vibe. Dock your boat along the sea wall and enjoy fantastic fishing only minutes...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Terrific tropical getaway for rent!! 2 Bedroom 3 full bath canal front home with large in ground pool, hot tub and 60 feet of dock age! Located in desirable Doctor's Arm neighborhood, this house is...

Created Sep 25, 2022

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4 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

**Gorgeous custom pool and spa on the way for winter 2023!** Like-new 4-bedroom, 3-bathroom boating home just four houses in from Pine Channel on the oceanside of Big Pine Key with a custom...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Lovely 3 bedroom 2 bath with private boat ramp in Doctor's arm Big pine key, 50 ft of dockage 2 story home very private , washer dryer , wireless internet, cable tv , full kitchen , bait freezer ,...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Enjoy Big Pine Key's peace and quiet from the canalfront screened porch of this 2 bedroom / 2 bathroom home in of Port Pine Estates, nestled deep in the heart of the Florida Keys National Key Deer...

Created Sep 25, 2022

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Nice Quiet 2 bedroom 2 bath beach cottage located oceanside of US 1 on a swimming canal next to open water canal. Sunset and open water view. Boat slip to open water next door by same owner.New...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

-Remodeling house 3 bedroom and 3 bath. -Please note that there is a 28 minimum rental period for this property.- Dock and fish cleaning station.-Excellent access to Atlantic and Gulf, minutes to...

Created Sep 25, 2022

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

This cozy, clean, canal front home is located in a quiet, family friendly, National Key Deer Refuge. 3 bedroom, 2 baths with screened in porch, and plenty of outdoor living area underneath. Master...

Created Sep 25, 2022

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