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Check prices for these dates

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8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept

Featured Condo Rentals in 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, (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, (134)
"Great location "
The price is €221
includes taxes & fees
5 Aug - 6 Aug
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, (138)
"We stayed in the Cohiba and it was so cute! Felt private and to ourselves. Everyone we met on site was so friendly. Having the pool on property and private was such a blessing. There was an incident in the main house bathroom that was quickly responded to by property management. Would stay again! Thank you! "
The price is €223
includes taxes & fees
4 Aug - 5 Aug
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
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!

9.2 out of 10, Wonderful, (15)
"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 €268
includes taxes & fees
4 Aug - 5 Aug
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!
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 €280
includes taxes & fees
11 Aug - 12 Aug
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom 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, (209)
"perfect for families with young kids"
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 €235
includes taxes & fees
4 Aug - 5 Aug
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 €218
includes taxes & fees
4 Aug - 5 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 €215
includes taxes & fees
4 Aug - 5 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, (14)
"Amazing house in a beautiful area. Wonderful front porch for hanging out. Walk to everything."
The price is €213
includes taxes & fees
4 Aug - 5 Aug
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, (87)
"We really enjoyed the property. "
The price is €235
includes taxes & fees
4 Aug - 5 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, (141)
"Very clean, great location and wonderful amenities!"
The price is €218
includes taxes & fees
6 Aug - 7 Aug
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, (26)
"Very nice, clean, comfortable!"
The price is €436
includes taxes & fees
4 Aug - 5 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 €262
includes taxes & fees
5 Aug - 6 Aug
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, (69)
"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!"
The price is €291
includes taxes & fees
19 Aug - 20 Aug
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, (177)
"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, (18)
"We enjoyed our stay. We love the area and were able to walk to all areas of old town."
The price is €215
includes taxes & fees
4 Aug - 5 Aug
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
Beach nearby

ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!

9.6 out of 10, Exceptional, (129)
"This was a clean property which had everything including an ice machine and filttered water machine! Friendly professional people who work there and have thought of every extra touch to make your stay worry free! Great pool,and I stayed at the top "treehouse" room which had 2 sets of stairs to get to it. It was a large room and I enjoyed it with my own private deck!"
The price is €221
includes taxes & fees
4 Aug - 5 Aug
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
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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Top Sugarloaf Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"This place was great! I will be staying there again later this year with friends when I come back to Key West! "
Jacob 3-night trip
Posted 1 day ago
Pier House Resort & Spa

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