Search Lower Sugarloaf Key Condo Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Featured Condo Rentals in Lower Sugarloaf Key and around

Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (816)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
Property grounds

JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!

9.6 out of 10, Exceptional, (161)
"Clean, comfortable and close to everything fun! "
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
Beach nearby

FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!

9.8 out of 10, Exceptional, (134)
"Very good spot to stay. Easy to walk to everything in Old Key West. Thanks "
The price is €219
includes taxes & fees
21 Jul - 22 Jul
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Beach nearby

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (136)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great getaway, far enough away from noise, but close enough to enjoy all Key West has to offer. Place was just what we were looking for."
The price is €221
includes taxes & fees
14 Jul - 15 Jul
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Beach nearby

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

9.8 out of 10, Exceptional, (89)
"Couldnt have picked a mire perfect place for my Wife and I's short trip. Location was excellent close to everything. Place was beyond clean and very quiet in the evenings. We will stay here again!"
The price is €341
includes taxes & fees
6 Aug - 7 Aug
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!
Beach nearby

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!

8.8 out of 10, Excellent, (16)
"We had a great time at this property. The owner is super attentive to detail and immediately responds to any questions or requests. You can really tell that they CARE about their property and guests. Property is well cared for and charming. Highly recommend!"
The price is €271
includes taxes & fees
20 Jul - 21 Jul
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
Pool

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

9.8 out of 10, Exceptional, (207)
"great property"
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Beach nearby

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

9.8 out of 10, Exceptional, (96)
"Easy access to most things, easy to walk or Uber to downtown. Clean, quiet and I really enjoyed the stay."
The price is €233
includes taxes & fees
14 Jul - 15 Jul
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (178)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
Beach nearby

CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!

9.6 out of 10, Exceptional, (131)
"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"
The price is €216
includes taxes & fees
16 Jul - 17 Jul
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Beach nearby

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.0 out of 10, Wonderful, (10)
"Great time staying there "
The price is €213
includes taxes & fees
15 Jul - 16 Jul
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
Beach nearby

SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!

9.6 out of 10, Exceptional, (14)
"Perfect place to stay. Love the charm of the old house/ mansion and the updated modern conviences. Within walking distance of Duval Street and other attractions. The extras of breakfast food, soda, wine, beer, were a pleasant aurora. "
The price is €207
includes taxes & fees
20 Jul - 21 Jul
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Beach nearby

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.6 out of 10, Exceptional, (88)
"We really enjoyed the property. "
The price is €233
includes taxes & fees
23 Jul - 24 Jul
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach nearby

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (138)
"Very clean, great location and wonderful amenities!"
The price is €216
includes taxes & fees
14 Jul - 15 Jul
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Duval Delight | Recently Remodeled Condo on Duval!
Terrace/patio

Duval Delight | Recently Remodeled Condo on Duval!

9.8 out of 10, Exceptional, (24)
"Very nice, clean, comfortable!"
Duval Delight | Recently Remodeled Condo on Duval!
CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!
Beach nearby

CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!

9.0 out of 10, Wonderful, (18)
"Would definitely stay again or recommend "
The price is €260
includes taxes & fees
14 Jul - 15 Jul
CORNISH SUITE @ Inn on Fleming ~ ADULTS ONLY 3rd Floor 2 BR w/Shared Pool!
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Beach nearby

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

10.0 out of 10, Exceptional, (71)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Julie was everything we hoped for and more. Highly recommend for a number of reasons. Location, cleanliness, ease of check in."
The price is €279
includes taxes & fees
21 Jul - 22 Jul
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
A heated pool

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

9.4 out of 10, Exceptional, (176)
"Really enjoyed the place, very clean and comfortable, great balcony overlooking the ocean. The amenities like the pool and hot tub were very nice and it's a short bike / drive / Lyft from everything in Key West. "
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
Beach nearby

THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

9.0 out of 10, Wonderful, (20)
"We enjoyed our stay. We love the area and were able to walk to all areas of old town."
The price is €213
includes taxes & fees
14 Jul - 15 Jul
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!
Beach nearby

THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!

9.8 out of 10, Exceptional, (17)
"Short walk to Duval street, quiet and very clean and comfortable."
The price is €211
includes taxes & fees
14 Jul - 15 Jul
THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!
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
Sign in
Sign up, it's free