Search Sugarloaf Key Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Condo Rentals in Sugarloaf Key and around

Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
9.6 out of 10, Exceptional, (141)
"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"
United States
Krista
The price is €219
includes taxes & fees
12 Nov - 13 Nov
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Pool
Comfortable Condo with Pool, Private Balcony, & Beach Access
Comfortable Condo with Pool, Private Balcony, & Beach Access
8.6 out of 10, Excellent, (137)
"Place was perfect for a family of 6. Very nice layout. Pool and spa were very nice. You could look out and see the ocean in the distance but no real beach access. It was visible but you can’t get to it from the property. Although it is right up the street on either side of the property so that was nice. The only downfall to this place is we got eaten up by what seems to have been fleas."
United States
Dorothy R.
Comfortable Condo with Pool, Private Balcony, & Beach Access
Pool
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
10.0 out of 10, Exceptional, (23)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
The price is €356
includes taxes & fees
1 Dec - 2 Dec
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Beach nearby
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
10.0 out of 10, Exceptional, (75)
"Excellent."
United States
Matt M.
The price is €276
includes taxes & fees
10 Nov - 11 Nov
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Beach
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.8 out of 10, Excellent, (201)
"We enjoyed our stay. Location was perfect and just a short ride from the downtown activity. Rooms were adequate and parking was perfect. Our stay was sweet and short"
United States
kateryna s.
The price is €264
includes taxes & fees
12 Nov - 13 Nov
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
A heated pool
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
9.0 out of 10, Wonderful, (103)
"Everything was even better than in the pictures"
United States
john c.
The price is €601
includes taxes & fees
14 Nov - 15 Nov
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Beach nearby
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
9.8 out of 10, Exceptional, (107)
"Great stay at the property."
United States
Ira V.
The price is €237
includes taxes & fees
10 Nov - 11 Nov
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Pool
Private Parking & Waterfront - Grand Marina Suite
Private Parking & Waterfront - Grand Marina Suite
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is €546
includes taxes & fees
7 Dec - 8 Dec
Private Parking & Waterfront - Grand Marina Suite
Beach nearby
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
9.8 out of 10, Exceptional, (96)
"Everything you need to explore Key West"
United States
Stephanie P.
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Marina
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
10.0 out of 10, Exceptional, (27)
"Though it was expensive, this place accommodates 4 adults very comfortably. In addition, the location was extremely convenient."
United States
Danielle G.
The price is €684
includes taxes & fees
7 Dec - 8 Dec
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
Beach
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is €329
includes taxes & fees
10 Nov - 11 Nov
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Beach
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking
9.2 out of 10, Wonderful, (156)
"Nice place to stay with washer/dryer and parking."
United States
Bobbi M.
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking
Beach nearby
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
9.6 out of 10, Exceptional, (14)
"We had a fantastic stay at The Inn on Fleming! The location is ideal—quiet enough to relax, yet just a short bike ride to Duval Street and all the Key West action. The inn itself is charming, well-maintained, and has a lovely historic feel with modern amenities.Our room was clean, cozy, and tastefully decorated, with a comfortable bed and great air conditioning (a must in Key West!). Highly recommend The Inn on Fleming for couples or families looking for a relaxing and authentic Key West...
United States
Jessica C.
The price is €212
includes taxes & fees
10 Nov - 11 Nov
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
Beach nearby
Poolside Suite with Direct Pool Access
Poolside Suite with Direct Pool Access
10.0 out of 10, Exceptional, (2)
"Great room. Great pool. Friendly service "
United States
Adam C.
The price is €315
includes taxes & fees
1 Dec - 2 Dec
Poolside Suite with Direct Pool Access
Beach
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
8.8 out of 10, Excellent, (117)
"We had fun, the room was just what we needed."
United States
Todd M.
The price is €304
includes taxes & fees
1 Dec - 2 Dec
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Beach
Dog-friendly resort condo with pool & hot tub, private parking
Dog-friendly resort condo with pool & hot tub, private parking
8.4 out of 10, Very good, (120)
"Resting well and enjoying "
United States
Bon N.
The price is €321
includes taxes & fees
11 Nov - 12 Nov
Dog-friendly resort condo with pool & hot tub, private parking
Beach
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
7.8 out of 10, Good, (85)
"Close to all the attractions we wanted to visit."
United States
Carol O.
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Property grounds
Pool, Free Parking & Pet Friendly - The Barbados
Pool, Free Parking & Pet Friendly - The Barbados
9.2 out of 10, Wonderful, (31)
"It was a clean room. We enjoyed having a kitchen for cooking our meals. The pool and hot tub were amazing. I would stay here again!"
United States
Chrstopher M.
The price is €505
includes taxes & fees
18 Nov - 19 Nov
Pool, Free Parking & Pet Friendly - The Barbados
Beach nearby
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
9.4 out of 10, Exceptional, (93)
"We had a wonderful stay! The pool was great. The rooms were beautiful and clean. And the location was perfect walking distance to all the places we love! We hope to come back soon. "
United States
Christine F.
The price is €264
includes taxes & fees
19 Nov - 20 Nov
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Beach
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
9.4 out of 10, Exceptional, (133)
"This was the perfect place for our trip. The condo was perfect size for our group. It was clean and furniture was comfortable. I will check out them again for our next stay."
United States
Samantha L.
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sugarloaf Key Hotel Reviews

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Out of the way of Duval to be quiet but close enough to walk and enjoy if that’s your vibe."
Richard 5-night trip
Posted 3 days ago
The Reach Key West, Curio Collection by Hilton

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
Accommodation
 Condo Rentals
Lowest Price
Highest Price

Frequently asked questions

Why book your condo in Sugarloaf Key with Expedia?
We think that getaways should be stress-free, so if you're seeking condos at a competitive rate, Expedia delivers. Save cash and choose something small and cosy, or splurge on a luxury condo and spoil your favourite people. Our search filters make it easy to find a place in Sugarloaf Key that checks your boxes.
How can I find cheap condos in Sugarloaf Key?
With Expedia's helpful filter tool, getting your hands on cheap condos in Sugarloaf Key is a piece of cake. To find properties that are easy on the wallet, refine your search by star rating, amenities and budget.
What is there to do in Sugarloaf Key near my condo?
The most useful travel accessory is a well-planned to-do list. Florida Keys Beaches is a wonderful place to begin your exploration of Sugarloaf Key.

Explore a world of travel with Expedia