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Check prices for these dates

Next weekend
7 Mar - 9 Mar
In two weeks
14 Mar - 16 Mar
In one month
28 Mar - 30 Mar
In two months
25 Apr - 27 Apr

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, (804)
"Great place overall and would definitely come back. Only major complaint is they don’t exchange towels. Apparently and old Covid policy that has never been reversed. Kind of annoying when you are staying for a full week and have to go to the laundromat to wash your own towels. But they did offer us late checkout at 11am vs 10am, so that was nice. "
Coconut Mallory Resort And Marina By Kees Vacations
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, (108)
"This was a fantastic location. Super close to many walkable restaurants, bars, etc. great heated pool too. We are not used to spiral staircases and it was a bit challenging getting luggage up but amazing view."
The price is AU$624
includes taxes & fees
4 Mar - 5 Mar
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
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, (121)
"The location was perfect, away from the noise of Duval Street but close enough to walk the full length of Duval. The property itself is cute and very nice. We had the Havana room which was small but just like the pictures.Be aware there are wild roosters that roam the Key and they like to crow starting around 4 or 5 AM. "
The price is AU$706
includes taxes & fees
6 Mar - 7 Mar
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!
Miscellaneous

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

9.4 out of 10, Exceptional, (114)
"We had a marvelous stay, the hosts were very helpful and accommodating. Only wish we got to sit out at the pool a bit more!"
The price is AU$775
includes taxes & fees
4 Mar - 5 Mar
FONTANA ~ Adults Only, Pool Access King Room 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, (136)
"Great location. Super clean unit. Owners were great to work with. Very quick to answer questions. Would recommend to friends!"
The price is AU$952
includes taxes & fees
13 Mar - 14 Mar
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Pool

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

10.0 out of 10, Exceptional, (152)
"Ease of getting to downtown areas was good. The unit was clean and everything needed was provided. Host was always accessible. "
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Heron Hideaway - Charming 1st-Floor Unit, Shared Pool, Private Hot Tub, Near Duval St & Beaches
Aerial view

Heron Hideaway - Charming 1st-Floor Unit, Shared Pool, Private Hot Tub, Near Duval St & Beaches

2.0 star property
9.0 out of 10, Wonderful, (140)
"The apartment was clean and comfortable with everything I needed for my stay. The location was very good, a comfortable 10 minute stroll to Duval St. but in a quiet area."
Heron Hideaway - Charming 1st-Floor Unit, Shared Pool, Private Hot Tub, Near Duval St & Beaches
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, (77)
"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
A heated pool

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

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

8.8 out of 10, Excellent, (252)
"We enjoyed our stay! The location was really great. We recommend MoonDog and The Cafe for good places to eat! We walked to two different beaches from here! And we enjoyed the pool on site. Thanks for a great time in Key West. We'll be back!"
J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & 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, (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
Penthouse Beach Ocean Views- Live the Dream
On the beach, beach towels

Penthouse Beach Ocean Views- Live the Dream

9.6 out of 10, Exceptional, (232)
"We had a great stay at this property. Mike was easy to work with. We has an issue with our key pad to enter the apartment. I called Mike and he solved immediately. Very personable and helpful. I hope we get a chance to come back. "
Penthouse Beach Ocean Views- Live the Dream
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
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, (71)
"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 AU$999
includes taxes & fees
31 Mar - 1 Apr
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
A heated pool

Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise

8.6 out of 10, Excellent, (7)
"We had a wonderful few days in this beautiful condo. Tons of room for 2 couples. We loved the master suite with the huge bathroom! Spent a lot of time on the balcony enjoying the view of the ocean. Would definitely book again, miss it already!"
Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
Beach nearby

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

9.6 out of 10, Exceptional, (119)
"Great spot. Propery manager was awesome. Would stay here again."
The price is AU$783
includes taxes & fees
31 Mar - 1 Apr
CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!
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, (71)
"My family and I took a vote -- this was the best ever. It was super-clean and so well-equipped. My sister-in-law was excited about the ice-maker and the cocktail shaker in particular. It's in a great part of the Old Town -- a quieter part but just a step to everything on Duval and beyond. LOVED the fact we could watch college football on the big TV as well. The check-in was so easy and great communication from the hosts. A bonus was the parking spot, OK it was shared with the upstairs property,...
STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!
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, (128)
"Good location with great outdoor facilities. Unit is very dated but was clean. Very efficient check in process. "
Botanical Island Delight Key West fantastic discounts for Summer & Fall
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!

9.4 out of 10, Exceptional, (3)
"Great accommodations. Perfect location."
The price is AU$827
includes taxes & fees
4 Mar - 5 Mar
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
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.

10.0 out of 10, Exceptional, (11)
"This property was quiet like a condo residence, but had a resort feel. A great view, lovely pool and spa area with an ocean view! "
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.
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
8.6 out of 10, Excellent, (193)
"Everything about it was great"
The price is AU$484
includes taxes & fees
3 Mar - 4 Mar
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, (118)
"Pros: clean, comfortable bed, nice location if you want to be a little outside the main touristy area. Cons: a little pricey for the space $500 on night 2/22"
The price is AU$621
includes taxes & fees
2 Mar - 3 Mar
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, (372)
"The location was perfect! It was 2 or 3 blocks from Duval Street. The bed was comfortable and the room with bath clean."
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.