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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 419 Condo Rentals in Sugarloaf Key with updated reviews, rates, and availability.

Coconut Mallory Resort And Marina By Kees Vacations
2 outdoor pools

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (807)
"Great property for families. Only downside - if you have a room about be, you can hear everything. So ask for higher rent rates m. Great location, spacious chairs nod and super clean. Loved self cater/clean unit!! "
Coconut Mallory Resort And Marina By Kees Vacations
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, (126)
"We loved our 2 nights at Azul. It was quiet, except for THE rooster who crowed from 2:30 am on LOL. White noise was an easy fix so get the app! So cozy, clean, perfect location....really can't say enough! We especially loved the great coffee, water stations, and shared spaces. Would 150% stay again!"
The price is AED 555
AED 1,165 total
includes taxes & fees
7 Apr - 8 Apr
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
Interior

THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!

9.6 out of 10, Exceptional, (4)
"Everything was clean. .amazing ...nice to have coffee and creamer in room....loved the water pitchers. Oranges in kitchen were a nice touch. I think the only thing i would change is locking the front door at night."
The price is AED 738
AED 1,398 total
includes taxes & fees
14 Apr - 15 Apr
THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
Flat-screen TV, DVD player, stereo

TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!

9.2 out of 10, Wonderful, (172)
"This is really a great space for a couple that enjoys being near the scene but not totally in the middle of the scene. Easy walk to both sides of the island and Duval street. We sat on the front stoop every evening and enjoyed the passersby and traffic. It’s a little noisy from the scooters and golf carts because you are close to the road but it still sleeps comfortably. Nice, cool and dark.Highly recommend using Beth at the concierge service. We had groceries waiting for us and set up a spa day...
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!
Miscellaneous

AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!

9.4 out of 10, Exceptional, (105)
"A on how everything went on our visit to Key West - everything was beyond what was expected."
The price is AED 790
AED 1,463 total
includes taxes & fees
29 Apr - 30 Apr
AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Exterior

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

9.8 out of 10, Exceptional, (87)
"We had an amazing stay at Stripes for a girls trip. The house was clean and lovely and perfect for a group. We enjoyed the heated pool and the second floor balcony was a great place to enjoy a coffee in the morning or happy hour. The street was quiet but an easy walk to all of the entertainment of Duval Street. There is a great coffee shop around the corner which we enjoyed everyday. Everyone on the trip commented that they would stay there again. 10 out of 10!"
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
A heated pool

Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval

9.2 out of 10, Wonderful, (130)
"Overall we enjoyed our stay. Positive highlights: the pool including southern exposure, large dining table, and comfortable beds. Not shown in pictures is a larger TV (50" ?), a new glasstop range, and coffee maker which can both make a pot and accepts KCups. The unit was nicely furnished with kitchen supplies (cups, plates, pans, measuring cups etc).Negatives insights: a LOT of no see ums, pool area could use more umbrellas (get there by mid-morning), a broken living room chair (wobbles; needs...
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
Terrace/patio

THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

8.8 out of 10, Excellent, (5)
"Would definitely stay again or recommend "
The price is AED 1,032
AED 1,810 total
includes taxes & fees
7 Apr - 8 Apr
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
A heated pool

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

9.8 out of 10, Exceptional, (76)
"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 AED 716
AED 1,504 total
includes taxes & fees
8 Apr - 9 Apr
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

8.4 out of 10, Very Good, (10)
"I love the location, pool and bed!!! The only complaint I have is the bathroom. I can handle small but this was not well designed. Bathroom sink was so small when I brushed my teeth I water dripped on the floor. The shower is open concept but all the water flooded the sink area instead of draining into the drain. I would stay again but I might try another room."
The price is AED 489
AED 1,110 total
includes taxes & fees
10 Apr - 11 Apr
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
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, (121)
"A great experience! Thank you"
The price is AED 981
AED 1,696 total
includes taxes & fees
20 Apr - 21 Apr
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
Leo’s Lodge | Newly Updated!
A heated pool

Leo’s Lodge | Newly Updated!

8.8 out of 10, Excellent, (6)
"Room is small but it’s a studio and you should only be sleeping there in Key West. Great patio with a heated pool. 3 blocks off Duval so nice walking lovation"
The price is AED 489
AED 1,070 total
includes taxes & fees
6 Apr - 7 Apr
Leo’s Lodge | Newly Updated!
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Beach nearby

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (103)
"We really wanted a location that was central to Old Town in Key West as we wanted to be able to walk or catch the trolley, this rental was perfect. "
The price is AED 841
AED 1,528 total
includes taxes & fees
22 Apr - 23 Apr
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
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, (76)
"Nice Property. Would stay again."
The price is AED 786
AED 1,500 total
includes taxes & fees
7 Apr - 8 Apr
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.
Beach/ocean view

Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.

9.8 out of 10, Exceptional, (9)
"The place was great - had most everything we needed. Location was ideal across the street from the beach. Pool and tennis court were both great. "
Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Outdoor pool, a heated pool

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (282)
"This was a top notch VRBO! The condo was perfect, with all the needed amentities. Excellent communication with the host, very responsive and helpful. The location was a 4 minute drive from the airport, and all of Key West was easily accessible via walking or the included bicycles. I would highly recommend this host and VRBO to anyone looking for a short getaway, in a great setting. Trust me the pictures don’t do this place justice."
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West Beachfront Luxury 2/2 Condo A212
Outdoor pool, a heated pool

Key West Beachfront Luxury 2/2 Condo A212

10.0 out of 10, Exceptional, (143)
"We enjoyed our stay at this spacious condominium. It is spacious, has all the amenities that a family will need, is close to all the attractions in Key West. The host was kind enough to leave detailed notes about the condo and on things to do in Key West. Overall, an excellent experience, we highly recommend this place. "
Key West Beachfront Luxury 2/2 Condo A212
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Beach nearby

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!

9.8 out of 10, Exceptional, (74)
"The home was spacious and surrounded by tropical "
The price is AED 1,065
AED 2,045 total
includes taxes & fees
22 Apr - 23 Apr
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath
Interior

ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath

9.8 out of 10, Exceptional, (42)
"The property was great. Spacious with everything you need. We especially liked the patio. We spent a great deal of time people watching from the deck. It was centrally located, close to bars, restaurants and attractions. Would highly recommend. Access was simple as well."
The price is AED 1,972
AED 3,619 total
includes taxes & fees
7 Apr - 8 Apr
ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath
Luxury Waterfront at Galion Resort in Old Town
Terrace/patio

Luxury Waterfront at Galion Resort in Old Town

9.6 out of 10, Exceptional, (81)
"The only complaint would be the garden tub. Very hard to get in to get a shower!!! Especially when you have short legs"
The price is AED 2,479
AED 3,142 total
includes taxes & fees
4 May - 5 May
Luxury Waterfront at Galion Resort in Old Town
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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Other property types in Sugarloaf Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (124)
"Was amazing, unlike any place i've ever stayed"
The price is AED 526
AED 1,207 total
includes taxes & fees
6 Apr - 7 Apr
Aqua Lodges at Hurricane Hole Marina
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (206)
"Great boat cabin. Definitely recommend it. Will visit again. Thanks"
The price is AED 511
AED 942 total
includes taxes & fees
6 Apr - 7 Apr
Old Wooden Bridge Resort and Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (290)
"This was an amazing property. Wish we had stayed for more than a night and we're already planning a trip to Key West again just to stay here another time. Very friendly and helpful reception staff. Parking deck is directly across the street. Beautiful pool. Near the water (cruise port), a 5 minute walk to Duval Street, and the Truman Little White House was basically next door. Genuinely cannot say enough good things about this hotel."
The price is AED 1,414
AED 1,694 total
includes taxes & fees
24 Apr - 25 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
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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