Search Condo Rentals in Sugarloaf Key

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Our top choices for Sugarloaf Key condo rentals

9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
The price is HK$7,449
HK$12,286 total
includes taxes & fees
31 Dec - 1 Jan 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is HK$2,636
HK$3,985 total
includes taxes & fees
26 Jan - 27 Jan 2026
Grand Marina Suite - Poolside & Waterfront Condo
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is HK$2,123
HK$4,854 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Barbados at Sunrise Suites - Balcony & Pool
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
The price is HK$2,022
HK$4,748 total
includes taxes & fees
21 Jan - 22 Jan 2026
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
8.8 out of 10, Excellent, (206)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is HK$1,991
HK$3,943 total
includes taxes & fees
15 Jan - 16 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
The price is HK$1,361
HK$3,215 total
includes taxes & fees
11 Jan - 12 Jan 2026
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Condo in Old Town Key West

The Lighthouse Group Suite
2.5 star property
8.0 out of 10, Very good, (2)
"Clean, great location, and cute pool"
United States
Kerrie D.
The price is HK$17,628
HK$21,348 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Lighthouse Group Suite
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
The price is HK$2,838
HK$5,101 total
includes taxes & fees
19 Jan - 20 Jan 2026
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
9.0 out of 10, Wonderful, (2)
"I had the pleasure of bringing my family down to the keys for their visit. The place was beautifully located and the view is picturesque. The condo itself was easy to check into & truly beautiful. Vaulted ceilings, spacious sleeping quarters and large tub made the stay an exquisite experience. I very much look forward to a future visit & highly recommend."
United States
Luis R.
The price is HK$5,070
HK$9,532 total
includes taxes & fees
4 Jan - 5 Jan 2026
Pool View 3BR Residence | Beachside Resort

Condo in Naval Air Station Key West

The Grenada at Sunrise Suites - Shared Pool
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is HK$2,099
HK$4,867 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Grenada at Sunrise Suites - Shared Pool
9.8 out of 10, Exceptional, (110)
"Great value stay"
United States
Mike B.
The price is HK$2,014
HK$3,727 total
includes taxes & fees
20 Jan - 21 Jan 2026
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
8.8 out of 10, Excellent, (28)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is HK$2,830
HK$5,759 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Tortuga at Sunrise Suites - Balcony & Pool
9.0 out of 10, Wonderful, (104)
"Very clean and beds are so comfortable. "
United States
Donny G.
The price is HK$4,409
HK$8,711 total
includes taxes & fees
26 Jan - 27 Jan 2026
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
10.0 out of 10, Exceptional, (34)
"This was such a great condo. We absolutely loved our stay!"
United States
Jennie S.
The price is HK$9,051
HK$14,369 total
includes taxes & fees
31 Dec - 1 Jan 2026
Spectacular Ocean View Amazing quality- Massage Chair. Newly renovated
8.6 out of 10, Excellent, (72)
"Great rental! Perfect for our girls weekend."
United States
Amie W.
The price is HK$2,131
HK$4,312 total
includes taxes & fees
19 Jan - 20 Jan 2026
Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
The price is HK$1,967
HK$3,666 total
includes taxes & fees
8 Jan - 9 Jan 2026
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
8.6 out of 10, Excellent, (34)
"Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness."
United States
Nora Lee S.
The price is HK$1,858
HK$3,673 total
includes taxes & fees
2 Jan - 3 Jan 2026
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
9.2 out of 10, Wonderful, (21)
"Great location, clean and quiet"
United States
dennis d.
The price is HK$1,858
HK$3,528 total
includes taxes & fees
12 Jan - 13 Jan 2026
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

Condo in Old Town Key West

Rooftop Penthouse
9.8 out of 10, Exceptional, (50)
"wonderful place!!"
United States
Libby S.
The price is HK$7,493
HK$9,414 total
includes taxes & fees
3 Jan - 4 Jan 2026
Rooftop Penthouse
9.0 out of 10, Wonderful, (31)
"Great place, great location, great communication from host!"
United States
Lara P.
The price is HK$3,324
HK$4,917 total
includes taxes & fees
4 Jan - 5 Jan 2026
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
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

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
692
Accommodation
364 Condo Rentals
Lowest Price
HK$3,215
Highest Price
HK$21,348

Frequently asked questions

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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.

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