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!

Cozy studio in Key Largo

Studio

0 Bed Bath Sleeps 2

Cozy studio in Key Largo Key Largo

Winter or any time vacation studio on the water in Key Largo, Very tropical studio in the heart of K

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Beautiful Oceanfront Condo

Condo

2 Bed Bath Sleeps 4

Beautiful Oceanfront Condo Tavernier

For the vacation renter demanding the utmost in quality and style, this beautifully appointed, fully

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Beautiful and Comfort in Key Largo

House

1 Bed Bath Sleeps 2

Beautiful and Comfort in Key Largo Key Largo

Double Wide TrailerMaster bedroom with a king size bedTwo complete bathrooms with tub and showerLivi

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Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach

Condo

2 Bed Bath Sleeps 6

Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach Key Largo

2 Bedrooms, 1.5 Bathroom Townhome In Kawama Yacht ClubVery nicely maintained 2 bedroom/1.5 bathroom

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Nenysville Paradises

House

3 Bed Bath Sleeps 6

Nenysville Paradises Key Largo

Beautiful, Spacious and Relaxing house in Key Largo built in 2005 with 6000 squarest (60 x100) with

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Stunning Oceanfront condo in Key Largo

Condo

3 Bed Bath Sleeps 6

Stunning Oceanfront condo in Key Largo Key Largo

Key Largo is Florida at it's best and the Kawama Yacht Club is right in the heart of Key Largo. Bor

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5th floor penthouse at Moonbay with spectacular water views

Condo

2 Bed Bath Sleeps 6

5th floor penthouse at Moonbay with spectacular water views Key Largo

This beautiful condominium complex is located in the heart of Key Largo... the Dive Capital of the W

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Ocean View Paradise

Condo

2 Bed Bath Sleeps 6

Ocean View Paradise Tavernier

Our totally remodeled 2 bedroom/2 bathroom condo is family friendly with all the comforts of home.

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Luxurious Bay Harbour - Ocean View, Boat Dock, Pool, Jacuzzi & Tennis Courts!

Condo

3 Bed Bath Sleeps 6

Luxurious Bay Harbour - Ocean View, Boat Dock, Pool, Jacuzzi & Tennis Courts! Islamorada

Escape the everyday stress of the mainland for the quiet, relaxed atmosphere of the Florida Keys in

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3/2 condo Futura Yacht Club Pool, Dockage, Wifi, dockage, beach

Condo

3 Bed Bath Sleeps 8

3/2 condo Futura Yacht Club Pool, Dockage, Wifi, dockage, beach Tavernier

Your own tropical paradise overlooking the fabulous Florida Bay - this family favorite is just 67 mi

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****** Ocean Front, Pool, Dock,  Newer @ Latitude*********

House

4 Bed Bath Sleeps 8

****** Ocean Front, Pool, Dock, Newer @ Latitude********* Islamorada

DUE TO A COUNTY ORDINANCE THIS PROPERTY CANNOT RENT FOR LESS THAN 28 DAYS...NO EXCEPTIONS. Latitude:

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Island Conch Cottage

House

2 Bed Bath Sleeps 4

Island Conch Cottage Islamorada

Island Conch CottageA quaint ground level conch style cottage located at the end of a private street

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Tavernier house on canal with view of the bay, close to shopping, etc.

House

3 Bed Bath Sleeps 6

Tavernier house on canal with view of the bay, close to shopping, etc. Tavernier

This is not a weekend or weekly rental it is a minimum one month rental.Located at mile marker 93 in

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***Waterfront, Pool, Dock, Jacuzzi....***Paradise Pointe***

House

4 Bed Bath Sleeps 8

***Waterfront, Pool, Dock, Jacuzzi....***Paradise Pointe*** Key Largo

DUE TO A COUNTY ORDINANCE THIS PROPERTY CANNOT RENT FOR LESS THAN 28 DAYS...NO EXCEPTIONS. Paradise

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Bayfront Cottage With Dock And Chiki. Sunsets And So Much More. This Is The One!

Mobile_home

3 Bed Bath Sleeps 6

Bayfront Cottage With Dock And Chiki. Sunsets And So Much More. This Is The One! Key Largo

Remodeled one year ago, this tastefully decorated, open floor plan mobile home boasts a beautiful li

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Welcome to Paradise! Islamorada Vacation Rental - Executive Bay Club

Townhome

2 Bed Bath Sleeps 6

Welcome to Paradise! Islamorada Vacation Rental - Executive Bay Club Islamorada

Escape to Islamorada and enjoy this beautifully updated 2 bedroom / 2 bath townhouse located in Exec

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3BR/3BA Beautiful Waterfront Home Monthly Rental

House

3 Bed Bath Sleeps 6

3BR/3BA Beautiful Waterfront Home Monthly Rental Islamorada

Casa Venetia has 3 bedrooms & 3 bathrooms. It accommodates 6 people, and sits in the lovely and

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Ocean front - Paradise - Key Largo -House

House

3 Bed Bath Sleeps 6

Ocean front - Paradise - Key Largo -House Key Largo

Thisspacious, two story, gated home is located oceanside near mile marker 98 at theend of a quiet st

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**Oceanview Townhouse in the Heart of Islamorada**

Townhome

2 Bed Bath Sleeps 4

**Oceanview Townhouse in the Heart of Islamorada** Islamorada

This secluded townhouse is located right in the heart of Islamorada on "Millionaires Row" with some

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Islamorada - Oceanfront Estate - Private 165ft Beach, Heated Pool and 37ft Dock

House

4 Bed Bath Sleeps 12

Islamorada - Oceanfront Estate - Private 165ft Beach, Heated Pool and 37ft Dock Islamorada

7 Day minimum rental - Saturday to Saturday SORRY NO WEDDINGS OR LARGE EVENTS ALLOWED

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