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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 344 Condo Rentals in Sugarloaf Key with updated reviews, rates, and availability.

Coconut Mallory Resort And Marina By Kees Vacations
Exterior

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (801)
"Great location, clean, and good customer service. wish they had fishing rods and more to do around the property, and the AC didn't keep the upstairs cool, very hot up there at night. overall, happy about the stay."
Coconut Mallory Resort And Marina By Kees Vacations
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
Enjoy coffee just outside your room

HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

9.6 out of 10, Exceptional, (118)
"We had a great time. Enjoyed the property very much."
The price is AED 1,601
AED 2,490 total
includes taxes & fees
10 Feb - 11 Feb
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
View the pool and sundeck from your private treetop balcony

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

9.4 out of 10, Exceptional, (107)
"Nice, comfortable, clean, walkable to Duval Street & other places."
The price is AED 915
AED 1,622 total
includes taxes & fees
1 Feb - 2 Feb
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
Loungers for everyone

FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!

9.4 out of 10, Exceptional, (112)
"It was a great 2 day stay we walked everywhere "
The price is AED 610
AED 1,235 total
includes taxes & fees
29 Jan - 30 Jan
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
Outdoor dining

GATED OCEANFRONT CONDO AT SMATHER'S BEACH

9.4 out of 10, Exceptional, (118)
"Good location for us. 2 mile walk to Duval St. uber easily accessible. Grocery Store, sandwich shop, Mexican restaurant, and sports bar a few blocks away. Check in required us to go to different location to pick up keys. A negative for us. Also air conditioner would not cool below 78 degrees last 2 nights. Beautiful property we enjoyed "
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Smooth Sailing has a stunning view of the Atlantic Ocean...

**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..

9.8 out of 10, Exceptional, (148)
"This place is great. Actually better than the pictures. Last Key are fantastic property managers. Service was excellent. Amazing view."
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
Living room 75" Smart TV, laminate floors, recessed lights, 14 ft ceiling

"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!

9.6 out of 10, Exceptional, (135)
"We love it so much we have already booked for next year!!!!"
The price is AED 948
AED 2,017 total
includes taxes & fees
5 Feb - 6 Feb
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
Premier Ocean views, expansive balcony, renovated kitchen & bath 2024
Beautiful Ocean View

Premier Ocean views, expansive balcony, renovated kitchen & bath 2024

8.8 out of 10, Excellent, (76)
"We really enjoyed our stay in this condo. The condo buildings were very nice and secure, check in was super easy and there was a garage spot for the unit. The unit itself was beautiful with a large balcony that three rooms opened onto! The view was amazing. The kitchen and bathrooms were newly renovated and we loved having a washer and dryer inside. The location is right.at the beach which was lovely and not far from grocery stores or the downtown area of key west. Will be staying here...
Premier Ocean views, expansive balcony, renovated kitchen & bath 2024
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
Private 60 ft wrap around Balcony

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

9.8 out of 10, Exceptional, (117)
"This has been our go to place to stay while in the keys. We love the pool, hot tub and beach. My boys can walk right out into the beach and start fishing. It is out of the hustle and bustle but not too far out. Highly recommend!"
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
Penthouse Beach Ocean Views- Live the Dream
Outdoor dining

Penthouse Beach Ocean Views- Live the Dream

9.6 out of 10, Exceptional, (227)
"Very nice condo, great view, spacious, very satisfied.Nice kitchen and family room area, big bedrooms, everything clean. Very pleased, would rent there again for a trip to Key West"
Penthouse Beach Ocean Views- Live the Dream
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Your outdoor oasis

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

10.0 out of 10, Exceptional, (69)
"It was ok."
The price is AED 808
AED 1,618 total
includes taxes & fees
26 Jan - 27 Jan
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Direct Ocean View from Your Condo-No Contact Check-In
Condo located directly across from key west largest beach!

Direct Ocean View from Your Condo-No Contact Check-In

9.4 out of 10, Exceptional, (150)
"We had a wonderful stay, clean and easy to access , its was centrally located we took Uber back and forth as needed spent alot of time on town doing all the things "
Direct Ocean View from Your Condo-No Contact Check-In
CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!
Relax with a cocktail in hand

CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!

9.6 out of 10, Exceptional, (119)
"Great spot. Propery manager was awesome. Would stay here again."
The price is AED 646
AED 1,280 total
includes taxes & fees
28 Jan - 29 Jan
CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!
AMBROSIA ~ Adults Only, Poolside King Suite in Azul Mansion!
Welcome to Azul!

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

9.6 out of 10, Exceptional, (98)
"Property was well kept and the room clean. All the communication was very timely and the process was very straightforward. Good experience"
The price is AED 1,778
AED 2,714 total
includes taxes & fees
17 Feb - 18 Feb
AMBROSIA ~ Adults Only, Poolside King Suite in Azul Mansion!
Top floor amazing view Toms Chicken Coop awaits your next stay. Best value
Expansive Balcony from the Chicken Coop

Top floor amazing view Toms Chicken Coop awaits your next stay. Best value

9.8 out of 10, Exceptional, (132)
"3 buddies of mine did 3 days of fishing and it was a great place to hang out. nice place and good location"
Top floor amazing view Toms Chicken Coop awaits your next stay. Best value
Botanical Island Delight Key West fantastic discounts for Summer & Fall
Tropical Courtyard

Botanical Island Delight Key West fantastic discounts for Summer & Fall

9.0 out of 10, Wonderful, (124)
"The place was easy to access, and check in. Was very clean with plenty of extras, towels, cooler, pillows. A balcony that over looks a beautiful walkway outside but it does not have an ocean view. Overall everything was great! "
Botanical Island Delight Key West fantastic discounts for Summer & Fall
STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!
Welcome to Stars!

STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!

9.4 out of 10, Exceptional, (69)
"Will try to book at a later date . Very pleased!!"
STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!
Cozy island surroundings

KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!

10.0 out of 10, Exceptional, (56)
"Great location Great bed and bedding"
The price is AED 1,657
AED 2,702 total
includes taxes & fees
5 Feb - 6 Feb
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.

Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.

9.8 out of 10, Exceptional, (10)
"We really enjoyed our stay. The refrigerator wasn’t working but they tried to inform us when we were in flight and we worked with property management to make it right. They were there to fix it as soon as the part was in. Great pool and beach access (walking). Comfortable for our family"
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.
J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & Shared Pool!
Soak up the sunshine and unwind by the shared pool, basking in relaxation and enjoying the warm rays in a tranquil setting.

J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & Shared Pool!

8.8 out of 10, Excellent, (249)
"The accommodation is quaint and bathroom is a challenge but room was very clean. Location is surrounded by local residences. Pool was very peaceful and felt great. Close to historic locations by easy walk. "
J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & 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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Other property types in Sugarloaf Key

Old Wooden Bridge Resort and Marina
Exterior

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (182)
"Nice place to stay if going to Key West for a day. Cute, quiet and good restaurant down the street."
The price is AED 474
AED 900 total
includes taxes & fees
26 Jan - 27 Jan
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Exterior

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (114)
"This was a terrific quick visit, will be back next year for a longer stay. Boat was clean, deck was nice to sit and have a meal or watch the water and the activities. Recommend highly!"
The price is AED 479
AED 1,056 total
includes taxes & fees
28 Jan - 29 Jan
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Pool

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (361)
"Fun little place with a great pool. Ken was very helpful in all aspects. Highly recommended. Be aware its a small place but very comfortable."
The price is AED 657
AED 1,255 total
includes taxes & fees
3 Feb - 4 Feb
Steps from Duval, Pool on Site & Bikes Included!
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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