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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!



Waterfront Cottage - Beach and Dockage! Sunset Views!
Waterfront Cottage - Beach and Dockage! Sunset Views!

Key Largo

 
Cute, tropically decorated cottage with a lovely view of the water. Sits approximately 120' from the
 

2 Beds, 1 Baths, Sleeps 6
Style: Cottage

 
 



The Views...Water Water Everywhere...Key Largo Home.
The Views...Water Water Everywhere...Key Largo Home.

Key Largo

 
Oceanfront home with balconies and views galore. You never have to get in your car, restaurants and
 

4 Beds, 4 Baths, Sleeps 10
Style: House

 
 



Luxury Waterfront Tropical Sunset Paradise
Luxury Waterfront Tropical Sunset Paradise

Islamorada

 
Enjoy the most beautiful sunsets on earth from this gorgeous 4 bedroom, 5 bathroom tropical paradise
 

4 Beds, 5 Baths, Sleeps 10
Style: House

 
 



PARADISE FOUND - Key Largo Waterfront Home w/ Four Bedrooms!
PARADISE FOUND - Key Largo Waterfront Home w/ Four Bedrooms!

Key Largo

 
Fully Furnished 4 Bedroom/3 Bathroom Florida Keys Home with private deep water canal dockage and und
 

4 Beds, 3 Baths, Sleeps 10
Style: House

 
 



Islamorada's Finest Canal Front 'One Story' Vacation Home  WiFi-HDTV-NO STAIRS
Islamorada's Finest Canal Front 'One Story' Vacation Home WiFi-HDTV-NO STAIRS

ISLAMORADA

 
Islamorada is considered the fishing capitol of the world!You can do deep sea,offshore game and back
 

4 Beds, 3 Baths, Sleeps 8
Style: House

 
 



Luxurious House & Boat Slip at Anglers Reef, Pool, Gated Community, Islamorada
Luxurious House & Boat Slip at Anglers Reef, Pool, Gated Community, Islamorada

Islamorada

 
Fully Licensed Islamorada home set in gated community with heated swimming pool and privately owned
 

2 Beds, 2 Baths, Sleeps 5
Style: House

 
 



100+GREAT REVIEWS! Direct Oceanfront Luxury 2+2 Condo Sleeps 7~ Pools&Free WiFi
100+GREAT REVIEWS! Direct Oceanfront Luxury 2+2 Condo Sleeps 7~ Pools&Free WiFi

Key Largo

 
Luxurious & spacious oceanfront condo in Tower building at Kawama Yacht Club, a gated resort on
 

2 Beds, 2 Baths, Sleeps 7
Style: Condo

 
 



Private Beach Front Paradise
Private Beach Front Paradise

Key Largo

 
This one acre gated home is an ocean front paradise. It offers 2 large king-size bedrooms and 2 bat
 

2 Beds, 2 Baths, Sleeps 7
Style: House

 
 



Strikingly Beautiful Sunsets
Strikingly Beautiful Sunsets

Tavernier

 
Halfway between Miami and Key West, this beautiful two story townhouse is located in a community tha
 

2 Beds, 2 Baths, Sleeps 6
Style: Townhome

 
 



Anglers Reef Vacation Home in Paradise of Islamorada Florida Keys
Anglers Reef Vacation Home in Paradise of Islamorada Florida Keys

Islamorada

 
Fabulous vacation home in the exclusive gated oceanfront community of Anglers Reef at mile marker 85
 

2 Beds, 2 Baths, Sleeps 6
Style: House

 
 



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

Islamorada

 
FULLY BOOKED UNTIL AUGUST 15TH 2015 7 Day minimum rental - Saturday to Saturday SORRY NO
 

4 Beds, 4 Baths, Sleeps 12
Style: House

 
 



Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms
Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms

 
Property detailsinterior:3-room apartment 80 m2, beautiful and cosy furnishings: living/dining room
 

2 Beds, 2 Baths, Sleeps 6
Style: Apartment

 
 



Apartment Mangroves in Keys, Florida Keys - 4 persons, 1 bedroom
Apartment Mangroves in Keys, Florida Keys - 4 persons, 1 bedroom

 
Property detailsinterior:2-room apartment 55 m2, beautiful and cosy furnishings: living/dining room
 

1 Beds, 1 Baths, Sleeps 4
Style: Apartment

 
 



Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms
Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms

 
Property detailsinterior:3-room apartment 80 m2, beautiful and cosy furnishings: living/dining room
 

2 Beds, 2 Baths, Sleeps 6
Style: Apartment

 
 



Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms
Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms

 
Property detailsinterior:3-room apartment 80 m2, beautiful and cosy furnishings: living/dining room
 

2 Beds, 2 Baths, Sleeps 6
Style: Apartment

 
 



Apartment Mangroves in Keys, Florida Keys - 4 persons, 1 bedroom
Apartment Mangroves in Keys, Florida Keys - 4 persons, 1 bedroom

 
Property detailsinterior:2-room apartment 55 m2, beautiful and cosy furnishings: living/dining room
 

1 Beds, 1 Baths, Sleeps 4
Style: Apartment

 
 



Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms
Apartment Mangroves in Keys, Florida Keys - 6 persons, 2 bedrooms

 
Property detailsinterior:3-room apartment 80 m2, beautiful and cosy furnishings: living/dining room
 

2 Beds, 2 Baths, Sleeps 6
Style: Apartment

 
 



 4 Bedroom House In Anglers Reef, Includes 31' Boat Slip
4 Bedroom House In Anglers Reef, Includes 31' Boat Slip

islamorada

 
The only 4 bedroom house for rent it Anglers Reef.The house has a bedroom with a full bath down stai
 

4 Beds, 3 Baths, Sleeps 8
Style: House

 
 



Beautiful Florida Keys property in Tavernier (Key Largo / Islamorada area)
Beautiful Florida Keys property in Tavernier (Key Largo / Islamorada area)

Tavernier

 
This home is directly on the Florida Bay! Swimming, snorkeling and fishing right off the dock with
 

3 Beds, 3 Baths, Sleeps 14
Style: House

 
 



Keys Ocean  Cottage -1 Bedroom - Sleeps 4- Late Summer Rate $120
Keys Ocean Cottage -1 Bedroom - Sleeps 4- Late Summer Rate $120

Islamorada

 
Check in after 3pm, check out before 11 am. Situated on the old highway, ocean side in a quiet RV pa
 

1 Beds, 1 Baths, Sleeps 4
Style: Cottage

 
 






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