Search Vacation Homes in Sugarloaf Key
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Vacation Homes in Sugarloaf Key

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
9.6 out of 10, Exceptional, (209)

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!
TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!
9.6 out of 10, Exceptional, (90)

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
9.6 out of 10, Exceptional, (81)

Harbor Walk Hideaways | Group Compound In Old Town!
Harbor Walk Hideaways | Group Compound In Old Town!
10.0 out of 10, Exceptional, (5)
The price is ¥57,339
¥152,490 total
includes taxes & fees
Aug 17 - Aug 18

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
10.0 out of 10, Exceptional, (2)

ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!
ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!
9.8 out of 10, Exceptional, (139)

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
9.6 out of 10, Exceptional, (190)

SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
9.8 out of 10, Exceptional, (186)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top Sugarloaf Key Hotel Reviews

Margaritaville Beach House Key West
10/10 Excellent
Find out more about Sugarloaf Key
Find out more about Sugarloaf Key
Sugarloaf Key Vacation Homes information
Number of reviews | 1,696 |
---|---|
Accommodation | 848 Vacation Homes |
Lowest Price | ¥40,535 |
Highest Price | ¥58,960 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Sugarloaf Key
- Condo Rentals in Sugarloaf Key
- Apartments in Sugarloaf Key
- Cottages in Sugarloaf Key
- Houseboats in Sugarloaf Key
- Guest Houses in Sugarloaf Key
- Villas in Sugarloaf Key
- B&B in Sugarloaf Key
- Resorts in Sugarloaf Key
- Aparthotels in Sugarloaf Key
- RV Parks in Sugarloaf Key
- Cabin Rentals in Sugarloaf Key
- Hostels in Sugarloaf Key
- Inns in Sugarloaf Key
- Motels in Sugarloaf Key
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Vacation Homes in Tokyo
- Vacation Homes in Osaka
- Vacation Homes in Kyoto
- Vacation Homes in Okinawa
- Vacation Homes in Nagoya
- Vacation Homes in Fukuoka
- Vacation Homes in Hatsushima
- Vacation Homes in Sapporo
- Vacation Homes in Yokohama
- Vacation Homes in Karuizawa
- Vacation Homes in Hiroshima
- Vacation Homes in Kamakura
- Vacation Homes in North Okinawa
- Vacation Homes in Izu Peninsula
- Vacation Homes in Ishigaki
- Vacation Homes in Awaji Island
- Vacation Homes in Urayasu
- Vacation Homes in Naha
- Vacation Homes in Asahikawa
- Vacation Homes in Kanto
More ways to book
Expedia's Latest Trends
Hotels
Flights
- Flights from London (LHR) to Osaka (KIX)
- Flights to Italy
- Flights to Europe
- Flights from Tokyo (HND) to Kushiro (KUH)
- Flights from Takamatsu (TAK) to Osaka (KIX)
- Flights from Lapu-Lapu (CEB) to Tokyo (HND)
- Flights from Incheon (ICN) to Jeju City (CJU)
- Flights from Narita (NRT) to Laguindingan (CGY)
- Flights from Narita (NRT) to Harare (HRE)
- Flights to Bali
- Flights from Narita (NRT) to Queenstown (ZQN)
- Flights from Narita Intl. to NYC-All Airports
Activities
Packages