Home > Florida Keys > Sugarloaf Key Rentals

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!



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




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




 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




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




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




Spectacular, oceanfront home w/ private pool & boat docks - an island paradise!
Spectacular, oceanfront home w/ private pool & boat docks - an island paradise!

Key West

 
Bring your large group of up to 18 to Key West and stay in this spectacular five-bedroom, three-bath
 

5 Beds, 3 Baths, Sleeps 18
Style: House




Luxurious Oceanfront 5BR Property with Pool & Waterfall
Luxurious Oceanfront 5BR Property with Pool & Waterfall

Key West

 
Tranquil island living just fifteen minutes from downtown Key West. Stay in and enjoy breathtaking v
 

5 Beds, 4 Baths, Sleeps 12
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




Paradise Awaiting!!!
Paradise Awaiting!!!

Sugarloaf Key

 
Available For Stays Of 28 Days Or Longer. Charming 3 bedrooms, 2 bathrooms waterfront home is perfec
 

3 Beds, 2 Baths, Sleeps 6
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




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




Monthly Canal front ground level single family rental with dockage
Monthly Canal front ground level single family rental with dockage

Sugarloaf

 
Ground level, 3 bedroom, 3.5 bath canal front home Oceanside on Sugarloaf Key with dockage.Beautiful
 

3 Beds, 3 Baths, Sleeps 6
Style: House




Lush and Tropical Waterfront Home with Private Pool
Lush and Tropical Waterfront Home with Private Pool

Sugarloaf Key

 
Just 15 minutes from Key West, Coconut Conch Cove features 3100 square feet of secluded living space
 

3 Beds, 3 Baths, Sleeps 6
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




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




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




Perfect Sugarloaf Key Escape
Perfect Sugarloaf Key Escape

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




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




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




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