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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Condo Rentals in Sugarloaf Key

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, (818)
"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, (133)
"Very good spot to stay. Easy to walk to everything in Old Key West. Thanks "
The price is AU$383
includes taxes & fees
28 July - 29 July
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 AU$386
includes taxes & fees
28 July - 29 July
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, (87)
"We loved the place; the secluded pool between the vegetation, the room and little extras made this stay above our expectations!"
The price is AU$476
includes taxes & fees
3 Aug - 4 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!

9.4 out of 10, Exceptional, (14)
"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 AU$464
includes taxes & fees
27 July - 28 July
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, (208)
"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, (97)
"Great location, quiet, relaxing pool, beautifully landscaped, perfect sized room, clean. Enjoyed our time here!"
The price is AU$406
includes taxes & fees
28 July - 29 July
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)
"Place is centrally located which is ideal for walking from place to place. House was very clean and had everything needed for my time spent there"
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, (130)
"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 AU$369
includes taxes & fees
3 Aug - 4 Aug
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

9.2 out of 10, Wonderful, (10)
"Great time staying there "
The price is AU$359
includes taxes & fees
19 Aug - 20 Aug
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, (13)
"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 AU$369
includes taxes & fees
28 July - 29 July
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!

9.4 out of 10, Exceptional, (85)
"We really enjoyed the property. "
The price is AU$450
includes taxes & fees
3 Aug - 4 Aug
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, (139)
"Very clean, great location and wonderful amenities!"
The price is AU$372
includes taxes & fees
27 July - 28 July
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, (25)
"Very nice, clean, comfortable!"
The price is AU$742
includes taxes & fees
20 Aug - 21 Aug
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, (14)
"Would definitely stay again or recommend "
The price is AU$454
includes taxes & fees
27 July - 28 July
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, (68)
"This property is very clean, and very accommodating. It is located so close to all of the action and you can walk anywhere within minutes of the front door. The parking lot instructions given were great and the lot was easy/safe!"
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, (175)
"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

9.6 out of 10, Exceptional, (17)
"We enjoyed our stay. We love the area and were able to walk to all areas of old town."
The price is AU$364
includes taxes & fees
3 Aug - 4 Aug
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!

9.6 out of 10, Exceptional, (17)
"Short walk to Duval street, quiet and very clean and comfortable."
The price is AU$364
includes taxes & fees
27 July - 28 July
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.
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Frequently asked questions

What is there to do in Sugarloaf Key near my condo?
The most practical travel accessory is a well-thought-out travel plan. Florida Keys Beaches is a great place to begin your adventures in Sugarloaf Key.