Upper Florida Keys Rentals

Upper Keys Florida vacation rentals by owner offer a variety of amenities to enjoy your vacation in Upper Keys Florida. Select a Upper Keys Florida Rental below and start planning your Florida Keys Vacation!

Islamorada Sandy Cove - Keys Paradise!

Condo

1 Bed 1 Bath Sleeps 4

Islamorada Sandy Cove - Keys Paradise! Islamorada

Having a beautiful water view of Matecumbe Bight and Florida Bay, with Ocean views from the front, t

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Beautiful 4 BDRM Tropical Paradise Home On The Water with Chickens!

House

4 Bed 3 Bath Sleeps 8

Beautiful 4 BDRM Tropical Paradise Home On The Water with Chickens! Key Largo

Private, peaceful, stylishly decorated, 4 bdrm, 3 bath, waterfront home on the bay side with boat do

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Luxury 3 BR condo, boatslip, easy accces to ocean and bay, pool, hot tub, gym

Condo

3 Bed 2 Bath Sleeps 6

Luxury 3 BR condo, boatslip, easy accces to ocean and bay, pool, hot tub, gym Islamorada

Beautiful Bay Harbour gated condo community on lower Matecumbe, mm 74 1/2. Enjoy the sunrise or sun

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Updated Kawama Townhome with Amazing Master View

Townhome

2 Bed 2 Bath Sleeps 6

Updated Kawama Townhome with Amazing Master View Key Largo

Everything is in place to enjoy your vacation in Key Largo! Our lovely condo is located in quiet co

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Key Largo Ocean Shore Villas W/Boatslip

Condo

2 Bed 2 Bath Sleeps 6

Key Largo Ocean Shore Villas W/Boatslip Key Largo

Congratulations, you have just discovered one of the most unique properties in the heart of Key Larg

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Snow Birds Welcome To The Best Catch In Key Largo On The Water and Private Pool

House

2 Bed 2 Bath Sleeps 6

Snow Birds Welcome To The Best Catch In Key Largo On The Water and Private Pool Key Largo

Newly renovated home on MM 103 is the best way to spend a quiet and relaxing time at our home away f

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Beautiful Remodeled Condo 2B 1.5Ba with boat slip

Condo

2 Bed 1 Bath Sleeps 6

Beautiful Remodeled Condo 2B 1.5Ba with boat slip Key Largo

Is SUN and FUN listed as keys to your next vacation? Look no further because you will find huge quan

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Beautifuly Renovated Waterfront Townhouse with a Golf cart, & Private Hot tub

Townhome

2 Bed 1 Bath Sleeps 6

Beautifuly Renovated Waterfront Townhouse with a Golf cart, & Private Hot tub Key Largo

Beautiful Lakefront Condo in Oceanfront community. Very nicely renovated recently, and one of the ni

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Lovely Islamorada Studio in the Heart of the Keys

Studio

0 Bed 1 Bath Sleeps 2

Lovely Islamorada Studio in the Heart of the Keys Islamorada

Come relax in paradise in the heart of the Florida of Keys. Relax by the heated pool overlooking the

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Key Largo - Kawama Tower - FREE Dedicated WIFI

Condo

2 Bed 2 Bath Sleeps 6

Key Largo - Kawama Tower - FREE Dedicated WIFI Key Largo

Enjoy one of the best views on the property. Direct ocean and marina view. The balcony sunset is

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Ocean Reef Club® COMPLETELY RENOVATED Spacious 2-Bedr 2-Full Bath Dock Pool View

Condo

2 Bed 2 Bath Sleeps 5

Ocean Reef Club® COMPLETELY RENOVATED Spacious 2-Bedr 2-Full Bath Dock Pool View Key Largo

7 month renovations just completed. All fresh & new ready for your arrival! Our Rental Rate Incl

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Exquisite Island Villa in Key Largo, 2 Bedrooms, 2 Full Bathrooms. 1600 Sq/Ft.

Villa

2 Bed 2 Bath Sleeps 6

Exquisite Island Villa in Key Largo, 2 Bedrooms, 2 Full Bathrooms. 1600 Sq/Ft. Key Largo

Luxury Villa in private resort community. Spacious 2 bedrooms, 2 bathrooms, 1600 sq/ft.(149sq/meter

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Key Largo- Kawama Townhome Renovated in 2014 3BR/3BA

Townhome

3 Bed 3 Bath Sleeps 8

Key Largo- Kawama Townhome Renovated in 2014 3BR/3BA Key Largo

This completely renovated home is located in Kawama Yacht Club, a gated community in the heart of Ke

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Beautiful Key Largo Townhome with Water View

Townhome

3 Bed 3 Bath Sleeps 8

Beautiful Key Largo Townhome with Water View Key Largo

You will feel relaxed and on vacation the moment you enter this beautiful town home!This completely

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Gorgeous Key Largo Ocean Side Waterfront Home W/ Spacious Dockage & Views

House

3 Bed 0 Bath Sleeps 8

Gorgeous Key Largo Ocean Side Waterfront Home W/ Spacious Dockage & Views Key Largo

This updated Keys Style vacation home has everything you need! It is tastefully decorated with Tommy

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Luxury Retreat in Anglers Reef-Book Now for Summer 2016

House

2 Bed 2 Bath Sleeps 4

Luxury Retreat in Anglers Reef-Book Now for Summer 2016 Islamorada

This Property is fully insured for rentals and licensed by the Village of Islamorada, license #VR-22

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Ocean Front 6 Bedroom With Pool

House

6 Bed 4 Bath Sleeps 21

Ocean Front 6 Bedroom With Pool Key Largo

This Dream home is located right on the Atlantic Ocean in Key Largo Sound. 6 spacious bedrooms with

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END OF SUMMER SPECIAL !! Ocean Pointe Suites on the Atlantics Edge

Condo

2 Bed 2 Bath Sleeps 6

END OF SUMMER SPECIAL !! Ocean Pointe Suites on the Atlantics Edge Tavernier

Ocean Pointe Suite is located directly on the Atlantic Ocean. This unit is renovated and is located

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WELCOME TO KEY LARGO AND ENJOY THE BEAUTIFUL BLUE OCEAN - FREE WI-FI

Townhome

2 Bed 1 Bath Sleeps 4

WELCOME TO KEY LARGO AND ENJOY THE BEAUTIFUL BLUE OCEAN - FREE WI-FI Key Largo

Kawama Yacht Club is a residential community on the ocean side located in MM 99 in Key Largo, Florid

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Spectacular 4 Bedroom / Ocean View / Private Dock

Condo

4 Bed 3 Bath Sleeps 10

Spectacular 4 Bedroom / Ocean View / Private Dock Key Largo

Our newly renovated 4 bedroom newly decorated Pumpkin Cay 47A offers breathtaking views of the Atlan

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