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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Featured Condo Rentals in Sugarloaf Key

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, (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!
Beach nearby

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 AU$801
includes taxes & fees
29 Jan - 30 Jan
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ 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!

9.4 out of 10, Exceptional, (106)
"Nice, comfortable, clean, walkable to Duval Street & other places."
The price is AU$667
includes taxes & fees
21 Jan - 22 Jan
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
Beach towels

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

9.6 out of 10, Exceptional, (134)
"Description is accurate. We walked everywhere from there all weekend. Can’t beat the location. Communication was great!"
The price is AU$897
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
A heated pool

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
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!

10.0 out of 10, Exceptional, (69)
"It was ok."
The price is AU$877
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
Outdoor dining

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

9.4 out of 10, Exceptional, (149)
"Condo had everything needed to start our vacation. Was clean and property manager had excellent communication. The pool was warm and clean. Our family had an excellent stay. "
Direct Ocean View from Your Condo-No Contact Check-In
CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!
Beach nearby

CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!

9.8 out of 10, Exceptional, (126)
"Azul is a wonderful Inn. Very clean and so comfortable. Only a short walk to downtown. It's quiet and peaceful. The common areas and pool are fabulous. So laid back. "
The price is AU$647
includes taxes & fees
21 Jan - 22 Jan
CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!
CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!
Beach nearby

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

9.6 out of 10, Exceptional, (118)
"Great spot. Propery manager was awesome. Would stay here again."
The price is AU$709
includes taxes & fees
28 Jan - 29 Jan
CORTEZ ~ Adults Only, Poolview King Suite at Azul Mansion!
Top floor amazing view Toms Chicken Coop awaits your next stay. Best value
A heated pool

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
A heated pool

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!
Fridge, microwave, oven, stovetop

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!
Beach nearby

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 AU$892
includes taxes & fees
24 Jan - 25 Jan
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool, Scarlet Mango Inn!
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.
A heated pool

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.
The Caroline Suite | 1 bed, 1 bath condo w/shared pool
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

The Caroline Suite | 1 bed, 1 bath condo w/shared pool

9.4 out of 10, Exceptional, (12)
"Place was clear, ready, and in a great area. If your looking for a good place in key west this is it"
The price is AU$1,128
includes taxes & fees
26 Jan - 27 Jan
The Caroline Suite | 1 bed, 1 bath condo w/shared pool
**THE LARK’S LANDING @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…
Smart TV

**THE LARK’S LANDING @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…

9.8 out of 10, Exceptional, (12)
"Place was great. Was greeted with a key lime pie and a rum cake whcih was a great treat! "
**THE LARK’S LANDING @ SUNRISE SUITES** Condo & Pool + LAST KEY SERVICES…
Tranquility by Smathers and 10 minute bike downtown Key West value savings
A heated pool

Tranquility by Smathers and 10 minute bike downtown Key West value savings

9.6 out of 10, Exceptional, (104)
"We had a wonderful time in Key West! Property is in a great location right next to a beach but away from the too busy downtown area. Loved the huge balcony and clean updated unit. Thanks!"
Tranquility by Smathers and 10 minute bike downtown Key West value savings
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, (193)
"Atlantic Breeze was just as the pictures showed. The most organized well stocked place we have ever stayed in. We felt like we were at home. Would stay here again 100%. "
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
**MAYA’S SECRET TREASURE @ DUVAL** Private Pool & Balcony over Duval + LAST KEY
Terrace/patio

**MAYA’S SECRET TREASURE @ DUVAL** Private Pool & Balcony over Duval + LAST KEY

10.0 out of 10, Exceptional, (73)
"Beautiful property. Fabulous location. Easy to access. Great spaces on patios to relax and enjoy with plenty of space. Exceeded expectations."
**MAYA’S SECRET TREASURE @ DUVAL** Private Pool & Balcony over Duval + LAST KEY
Luxury Waterfront at Galion Resort in Old Town
Terrace/patio

Luxury Waterfront at Galion Resort in Old Town

9.6 out of 10, Exceptional, (80)
"From the friendly staff to the awesome amenities and view, the Galleon exceeded our expectations!"
The price is AU$1,553
includes taxes & fees
9 Feb - 10 Feb
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

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (176)
"It is very quite. There is a bridge near to the cabin. "
The price is AU$396
includes taxes & fees
26 Jan - 27 Jan
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (110)
"Family had a great time "
The price is AU$602
includes taxes & fees
20 Jan - 21 Jan
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

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 AU$558
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.

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.