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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 4
Style: Cottage

 
 



Anglers Reef Truly OceanFRONT 3BR 2.5 BA - Lg Decks/WIFI/4Flatscr TVs. Comm Pool
Anglers Reef Truly OceanFRONT 3BR 2.5 BA - Lg Decks/WIFI/4Flatscr TVs. Comm Pool

Islamorada

 
THE VIEWS DON'T GET ANY BETTER THAN THIS! We are the ONLY truly OceanFRONT home for rent - and one o
 

3 Beds, 2 Baths, Sleeps 8
Style: House

 
 



Your  Piece Of Paradise In Key Largo! Free Secured Wi-Fi;Family Friendly
Your Piece Of Paradise In Key Largo! Free Secured Wi-Fi;Family Friendly

Key Largo

 
Beautiful and peaceful 2/2 home, sleeps 7; with elevator; coastal living décor; fully furnished and
 

2 Beds, 2 Baths, Sleeps 7
Style: House

 
 



Ocean Pointe Suites with Magnificent Views!
Ocean Pointe Suites with Magnificent Views!

Tavernier

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

2 Beds, 2 Baths, Sleeps 6
Style: Condo

 
 



Oceanfront resort condo beautifully renovated.  Ocean & Marina views Free WI-FI
Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI

kay largo

 
This beautiful end unit was completely renovated. Furniture updated the spring 2009. The kitchen in
 

2 Beds, 2 Baths, Sleeps 6
Style: Condo

 
 



Bayfront with Free Dockage and Outstanding View!
Bayfront with Free Dockage and Outstanding View!

Islamorada

 
The Osprey Nest is a private residence which is wonderfully maintained. It is operated under FL DPR
 

1 Beds, 2 Baths, Sleeps 4
Style: Condo

 
 



3-Bed Luxury Houseboat at Pilot House Marina-
3-Bed Luxury Houseboat at Pilot House Marina-

Key Largo

 
Proud to say that in our second year of business we have been booked almost every night since mid D
 

3 Beds, 2 Baths, Sleeps 8
Style: House_boat

 
 



Beautiful Waterfront Resort
Beautiful Waterfront Resort

Key Largo

 
Moon Bay Condominium is a beautiful waterfront resort with magnificent seascapes and spectacular sun
 

2 Beds, 1 Baths, Sleeps 6
Style: Condo

 
 



Family Friendly Townhouse in Executive Bay
Family Friendly Townhouse in Executive Bay

Islamorada

 
Beautiful three bedroom bay side townhouse with private beach access in sunny Islamorada (near
 

3 Beds, 2 Baths, Sleeps 8
Style: Townhome

 
 



Kawama Yacht Club- Oceanfront Private Beach - Sunsets! Two Bedroom Two Bathroom!
Kawama Yacht Club- Oceanfront Private Beach - Sunsets! Two Bedroom Two Bathroom!

Key Largo

 
Unit bought in 2012, all new furnishings and fixings purchased then. A true comfort, our little slic
 

2 Beds, 2 Baths, Sleeps 8
Style: Condo

 
 



Beach House with Open Water views! Dockage Included!
Beach House with Open Water views! Dockage Included!

Key Largo

 
This house, "Bayhouse," is only a few yards from the beach and has a lovely view of the water and ou
 

3 Beds, 2 Baths, Sleeps 10
Style: House

 
 



Ocean Reef®  Pool 36' Seawall Beach Golf Tennis
Ocean Reef® Pool 36' Seawall Beach Golf Tennis

North Key Largo

 
Ocean Reef® is a 2,500 acre private resort community located on the northern tip of Key Largo, Flor
 

2 Beds, 1 Baths, Sleeps 4
Style: Condo

 
 



Oceanfront Villa in the Florida Keys
Oceanfront Villa in the Florida Keys

Key Largo

 
Vacation Oceanfront villaIn a private tropical oceanside gated community.Relax and forget about the
 

3 Beds, 3 Baths, Sleeps 7
Style: Villa

 
 



Serene 2BR Key Largo Home - Prime Location w/Easy Access to Boat Ramp, Fishing, Snorkeling, State Parks, Beaches & More!
Serene 2BR Key Largo Home - Prime Location w/Easy Access to Boat Ramp, Fishing, Snorkeling, State Parks, Beaches & More!

Key Largo

 
Key Largo, the first and northernmost of the Florida Keys, is the perfect destination for your next
 

2 Beds, 1 Baths, Sleeps 6
Style: House

 
 



Fisherman's Dream--Ocean Front w/Dock
Fisherman's Dream--Ocean Front w/Dock

Tavernier

 
Welcome to our slice of paradise!Come and relax at our beautiful 3-bedroom home in the Florida
 

3 Beds, 3 Baths, Sleeps 8
Style: House

 
 



Ocean Pointe Two Bedroom Ocean Views
Ocean Pointe Two Bedroom Ocean Views

Tavernier

 
Beautiful, newly remodeled 2 bedroom, 2 bathroom condo in sunny Tavernier Key (North Florida K
 

2 Beds, 2 Baths, Sleeps 6
Style: Condo

 
 



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

 
 






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