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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Condo Rentals in Sugarloaf Key

A heated pool
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Condo in Beachside

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 AU$2,795
includes taxes & fees
31 Dec - 1 Jan 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beach
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Condo in Key West

8.8 out of 10, Excellent, (203)
"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 AU$461
includes taxes & fees
7 Dec - 8 Dec
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Marina
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Condo in Meadows

9.2 out of 10, Wonderful, (15)
"Great location"
United States
Angie j.
The price is AU$660
includes taxes & fees
8 Dec - 9 Dec
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Beach nearby
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Condo in Old Town Key West

9.8 out of 10, Exceptional, (109)
"Great value stay"
United States
Mike B.
The price is AU$428
includes taxes & fees
17 Dec - 18 Dec
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Marina
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly

Condo in Meadows

10.0 out of 10, Exceptional, (2)
"Absolutely wonderful. Everyone was so helpful and the property is fantastic. We had the best time. "
United States
Collette B.
The price is AU$660
includes taxes & fees
8 Dec - 9 Dec
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
Beach nearby
Poolside Suite with Direct Pool Access

Condo in Key West

10.0 out of 10, Exceptional, (2)
"amazing spot close to everything "
United States
Rosalina
Poolside Suite with Direct Pool Access
Beach nearby
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Condo in Old Town Key West

9.4 out of 10, Exceptional, (94)
"Location is convenient, about a 15 minute walk go Duval Street so it’s in a nice and quiet area. The pictures are misleading, there is no central AC. "
United States
Priscilla
The price is AU$460
includes taxes & fees
17 Dec - 18 Dec
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Pool
Comfortable Condo with Pool, Private Balcony, & Beach Access

Condo in Beachside

8.6 out of 10, Excellent, (137)
"Nice area, location, and wonderful apartment!"
United States
Harald P.
The price is AU$1,226
includes taxes & fees
9 Dec - 10 Dec
Comfortable Condo with Pool, Private Balcony, & Beach Access
Marina
Old Town "Eleuthera" • 2BR Waterfront Corner Condo

Condo in Meadows

10.0 out of 10, Exceptional, (28)
"Kim was a huge help and a great host. Great location. "
United States
James C.
The price is AU$657
includes taxes & fees
14 Dec - 15 Dec
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
Beach
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views

Condo in Key West

7.8 out of 10, Good, (85)
"Family friendly , clean and nice location."
United States
Debra W.
The price is AU$709
includes taxes & fees
19 Dec - 20 Dec
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Pool
The Grenada at Sunrise Suites - Shared Pool

Condo in Naval Air Station Key West

8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is AU$899
includes taxes & fees
9 Dec - 10 Dec
The Grenada at Sunrise Suites - Shared Pool
Beach
Dog-friendly condo with pool & hot tub - walk or bike to beach

Condo in Key West

8.6 out of 10, Excellent, (88)
"Great location, great price, good choice"
United States
Sheril D.
The price is AU$631
includes taxes & fees
7 Dec - 8 Dec
Dog-friendly condo with pool & hot tub - walk or bike to beach
Beach
Dog-friendly resort condo with pool & hot tub, private parking

Condo in Key West

8.4 out of 10, Very good, (120)
"Resting well and enjoying "
United States
Bon N.
The price is AU$686
includes taxes & fees
16 Dec - 17 Dec
Dog-friendly resort condo with pool & hot tub, private parking
Beach
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Condo in Key West

8.6 out of 10, Excellent, (140)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is AU$710
includes taxes & fees
21 Dec - 22 Dec
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Pool
Grand Marina Suite - Poolside & Waterfront Condo

Condo in Stock Island

9.6 out of 10, Exceptional, (28)
"2nd time staying here. Love the location and the facilities. Perfect for boating and fishing. The marina is next door so its very convenient. Good times"
United States
robert s.
The price is AU$708
includes taxes & fees
10 Dec - 11 Dec
Grand Marina Suite - Poolside & Waterfront Condo
Beach
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Condo in Key West

9.0 out of 10, Wonderful, (138)
"Great stay"
United States
Jason U.
The price is AU$706
includes taxes & fees
16 Dec - 17 Dec
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Pool
The Tortuga at Sunrise Suites - Balcony & Pool

Condo in Key West

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 AU$855
includes taxes & fees
9 Dec - 10 Dec
The Tortuga at Sunrise Suites - Balcony & Pool
Property grounds
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Condo in Key West

8.8 out of 10, Excellent, (117)
"We all had a great time and the place was very clean! "
United States
Rebekah A.
The price is AU$683
includes taxes & fees
16 Dec - 17 Dec
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
Beach towels
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!

Condo in Old Town Key West

9.6 out of 10, Exceptional, (145)
"Perfect apartment for the weekend. It was clean, well decorated and the art work is Key West spectacular. "
United States
Janet A
The price is AU$512
includes taxes & fees
10 Dec - 11 Dec
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!
1 bedroom, free WiFi, bed sheets
Chagall’s Corner | Newly Remodeled!

Condo in Old Town Key West

9.0 out of 10, Wonderful, (26)
"It was everything we expexted...hoping to stay again only on 1st floor"
United States
Rodney&Roxanne M.
The price is AU$474
includes taxes & fees
9 Dec - 10 Dec
Chagall’s Corner | Newly Remodeled!
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready after lunch. We had to wait in the lobby for 1 more hour- until 4pm, to get our room. Obviously that is our official check in time- cant complain- except that our friends had been in their room for hours. Otherwise our stay was great. I loved the options for all 3 meals on site! Only dined out for 1 lunch- happily went back again to Chicken Walk. Loved the lovel light breakfast menu! TNT impressed us all!"
Joy 2-night trip
Posted 1 day ago
Beachside Resort & Residences

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
796
Accommodation
377 Condo Rentals
Lowest Price
AU$428
Highest Price
AU$2,795

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.

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