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Sugarloaf Key Rentals

Florida Gulf Vacation is happy to connect you with the best Vacation Home Rentals in Sugarloaf Key and the rest of the FL Keys. Book online today!



Fabulous Key West Water Front 3 Bed 3 Bath Home
Fabulous Key West Water Front 3 Bed 3 Bath Home

Key West

 
Look no More! This incredibly laid out and meticulously and beautifully Landscaped, all newly update
 

3 Beds, 3 Baths, Sleeps 8
Style: House




Family Friendly House In Paradise
Family Friendly House In Paradise

Sugarloaf Key

 
3 Bedroom / 2 Bath Upstairs1 King Bed, 2 QueenSpacious office with open water views2 Bedroom/ 1 Bath
 

5 Beds, 3 Baths, Sleeps 8
Style: House




Beautiful Bay Views in Lower Sugarloaf Key
Beautiful Bay Views in Lower Sugarloaf Key

Sugarloaf Key

 
The best of Keys living with this home located in the exclusive South Point area of Sugarloaf Key.
 

2 Beds, 3 Baths, Sleeps 6
Style: House




Beautiful 3 Bedroom Home on Canal in Cudjoe Gardens
Beautiful 3 Bedroom Home on Canal in Cudjoe Gardens

Summerland Key

 
Our home is still for rent. There was minimal damage from Hurricane Irma.Private 3 bedroom home in C
 

3 Beds, 2 Baths, Sleeps 6
Style: House




Cudjoe Garden Oasis, luxury vacation home with incredible deep water access
Cudjoe Garden Oasis, luxury vacation home with incredible deep water access

Cudjoe Key

 
Bring your boat, fishing and dive gear! Deep water access with dock that can easily accomodate a 36
 

3 Beds, 2 Baths, Sleeps 7
Style: House




WE SURVIVED IRMA quiet waterfront private swim canal, boat dock
WE SURVIVED IRMA quiet waterfront private swim canal, boat dock "PET FRIENDLY"

Summerland Key

 
Monroe Count requires 28 day contract to rent a property. Please contact us so we can work with you
 

4 Beds, 4 Baths, Sleeps 8
Style: House




Bayside Beauty on Open Water
Bayside Beauty on Open Water

Sugarloaf Key

 
Lush, tropical home!Located in upscale South Point, overlooking Sugarloaf Sound and just 12 miles fr
 

3 Beds, 2 Baths, Sleeps 8
Style: House




 Ground level home in Cudjoe Gardens with heated pool, boat dock & RV parking
Ground level home in Cudjoe Gardens with heated pool, boat dock & RV parking

Cudjoe Key

 
Come enjoy a piece of paradise in Cudjoe Gardens! In our ground level 3BD/2BA home conveniently loca
 

3 Beds, 2 Baths, Sleeps 10
Style: House




Large, dog-friendly home on three secluded acres w/ balconies, deck, views
Large, dog-friendly home on three secluded acres w/ balconies, deck, views

Sugarloaf Key

 
At this gorgeous Sugarloaf Key vacation home, you'll have five spacious bedrooms (including two mast
 

5 Beds, 3 Baths, Sleeps 10
Style: House




The Banana Cabana, Canal Front Home Sugarloaf Key Mm 17
The Banana Cabana, Canal Front Home Sugarloaf Key Mm 17

Summerland Key

 
A tropical paradise with over 1/3 of an acre of lush landscaping for an unprecedented amount of spac
 

2 Beds, 2 Baths, Sleeps 6
Style: House




Make this your romantic getaway!  1 acre estate.
Make this your romantic getaway! 1 acre estate.

Sugarloaf

 
A beautifully appointed home with all the amenities you will need to have an enjoyable vacation. The
 

4 Beds, 3 Baths, Sleeps 8
Style: Estate




Livable and Inviting Sugarloaf Key Home. Beautiful water and sunset views!
Livable and Inviting Sugarloaf Key Home. Beautiful water and sunset views!

Sugarloaf Key

 
Enjoy incredible fishing access, quiet and beauty from this waterfront gem in Sugarloaf Key. A very
 

3 Beds, 2 Baths, Sleeps 6
Style: House




Open Water Luxury 3/2  Pool
Open Water Luxury 3/2 Pool

Sugarloaf Key

 
Casa Verde - the open water views from every room of this gorgeous home will leave you breathless!
 

3 Beds, 3 Baths, Sleeps 10
Style: House




Spectacular Open Water Hawaiian Style Home for the Savvy Traveler
Spectacular Open Water Hawaiian Style Home for the Savvy Traveler

Sugarloaf Key

 
Stunning open water views at this drop dead gorgeous Sugarloaf Shores home. Hawaiian style architec
 

3 Beds, 3 Baths, Sleeps 8
Style: House




Spectacular Waterfront Paradise
Spectacular Waterfront Paradise

Sugarloaf Key Fl

 
Resort-like living - monthly or seasonal vacations in beautiful Lower Sugarloaf Key - just 15 minute
 

4 Beds, 3 Baths, Sleeps 10
Style: House




Modern tropical home
Modern tropical home

Sugar Loaf Key

 
Enjoy the quiet beauty of life in the Keys from this waterfront gem located in upscale South Point,
 

3 Beds, 2 Baths, Sleeps 6
Style: House




New OPEN WATER rental with large pool! Beautiful Sunsets. Close to Key West
New OPEN WATER rental with large pool! Beautiful Sunsets. Close to Key West

Key West

 
Beautiful 3 Bedroom 2 full bath home directly on the water with a full wraparound deck. Get away fro
 

3 Beds, 2 Baths, Sleeps 8
Style: House




Tortuga Hammock-Gated Community near Key West
Tortuga Hammock-Gated Community near Key West

Key West

 
Tortuga Hammock - - Located at 46 Coral Hammock, Stock Island. Not even 1 mile from Key West proper,
 

2 Beds, 2 Baths, Sleeps 4
Style: Condo




July is OPEN.. Book now, Florida Keys Canal &  Pool
July is OPEN.. Book now, Florida Keys Canal & Pool

Sugarloaf Key

 
*** CONTACT ME DIRECTLY FOR SPECIAL RATES ON DATES YOU MAY BE INTERESTED IN. ASK FOR HALLEY at 305-8
 

3 Beds, 2 Baths, Sleeps 6
Style: House




Wonderful, pet friendly home for rent
Wonderful, pet friendly home for rent

Cudjoe Key

 
Wonderful, pet friendly and beautifully decorated 3/2 home on the water that’s perfect for a vacat
 

3 Beds, 2 Baths, Sleeps 8
Style: House