Search Condo Rentals in Sugarloaf Key

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Compare 300 Condo Rentals in Sugarloaf Key with updated reviews, rates, and availability.

Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very Good, (789)
"Great property on the water at the Marina . 2 salt water swimming pools and a nice hot tub . Best to rent bikes and go the Stock Island for lunch or dinner. Also can rent kayaks at Stock Island. "
Coconut Mallory Resort And Marina By Kees Vacations
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, (103)
"Beautiful property in a great location. I would definitely stay again."
The price is AED 533
AED 1,133 total
includes taxes & fees
2 Jun - 3 Jun
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Tranquility by Smathers and 10 minute bike downtown Key West value savings
9.4 out of 10, Exceptional, (95)
"Room was clean, had lots of items that were paid forward like coffee, filters, cooking spray. Also has two beach chairs, sand play kit, and towels. My best advice is to take bug spray for the mosquitos…sadly, they ruined the trip for us."
Tranquility by Smathers and 10 minute bike downtown Key West value savings
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THE GOOD LIFE ~ Charming 1 Bedroom, 1 Bath Truman Annex Condo!
10.0 out of 10, Exceptional, (17)
"The condo was very small, but fine for two people. The kitchen and bath were updated and very nice. Carpeting needs to go away. And the furnishings are in bad need of updating. We loved the balcony. It was so spacious. The bed was very comfortable. Headboard is the wrong size. Our property manager, Melanie, was so helpful and was quick to return our calls. Thank you! We love the Truman Annex and always stay there. This was our first time in the Shipyard Condos. We enjoyed it very much."
THE GOOD LIFE ~ Charming 1 Bedroom, 1 Bath Truman Annex Condo!
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!
10.0 out of 10, Exceptional, (5)
"This place has everything you need. So close to restaurants and entertainment but so quiet. The pool is great. Free parking was a plus. Easy check in and out process. Natalie was very helpful. Would definitely stay here again."
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.8 out of 10, Exceptional, (258)
"We really enjoyed our stay at this property. The condo was clean and well supplied with essentials. The property is well maintained and safe. We were able to use the included bicycles to get to most locations we wanted to go in old town. Southernmost point was a leisurely 15 min bike ride away. The property owner communicated well with us and answered all of our questions. The only thing we were not prepared for was the traffic noise. The unit does face a busy street, so you can hear vehicles...
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, (56)
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is AED 764
AED 1,655 total
includes taxes & fees
10 Jun - 11 Jun
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
NEW YEAR - NEW CRAZY LOW DEALS ON FANTASTIC HOME
9.4 out of 10, Exceptional, (174)
"We love staying in the Shipyard and find it a fantastic location. This property was the best unit we’ve stayed in. Very clean and comfortable with awesome decor. One room is a little tight with the queen bed taking up most of the room but the bed and bedding were very comfortable so it was easy to forget. Highly recommended."
NEW YEAR - NEW CRAZY LOW DEALS ON FANTASTIC HOME
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (135)
"Comfortable, clean, well equipped unit."
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
9.4 out of 10, Exceptional, (87)
"We had a wonderful time! Thoroughly enjoyed the pool every day! Perfect temp and no kids! We will be back for sure! "
The price is AED 448
AED 1,012 total
includes taxes & fees
4 Jun - 5 Jun
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
9.2 out of 10, Wonderful, (74)
"Relax"
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
9.2 out of 10, Wonderful, (145)
"Was beautiful peaceful grounds! Wouldve liked a closer water view but was still very nice. Love the kitchen! The giant shower Jacuzzi tub was not in use so that was a little disappointing but we still enjoyed our stay in this lovely place."
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w/ Community Pool!
10.0 out of 10, Exceptional, (34)
"Everything was perfect. the house & location. Exactly where we wanted to be. Anything you are looking for is just a walk away."
SMOOTH SAILING ~ 2 Bedroom, 1 Bath Renovated Condo w/ Community Pool!
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, (94)
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is AED 430
AED 999 total
includes taxes & fees
3 Jun - 4 Jun
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
9.2 out of 10, Wonderful, (109)
"My husband and I visit Key West every year. We don’t go to frequent Duval Street we go for the warmth of the sun, artist fairs, sunsets, our favorite restaurants and our favorite shops. My husband does go fishing with the guys once or twice. But we come back and feel as though we’ve been in paradise. When your husband is a farmer it does really seem like paradise 😂"
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
CLARO ~ Adults Only, Poolview 1 BR, 1 Ba Suite in Azul Mansion!
9.8 out of 10, Exceptional, (109)
"Great property"
The price is AED 448
AED 1,023 total
includes taxes & fees
3 Jun - 4 Jun
CLARO ~ Adults Only, Poolview 1 BR, 1 Ba Suite in Azul Mansion!
**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
9.8 out of 10, Exceptional, (148)
"The place was clean and well taken care of. Getting into was easy and everything was texted so it was on hand for arrival. They even surprised us with some treats. Pool was nice but the beach at the condo was not great, however there is one short walk away. Walking to the main shopping and restaurants was doable but about a 45 min walk in the heat isn't for everyone. Ubers were fast and cheap. Great family vacation."
**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
**ATLANTIC REFLECTIONS @ THE BEACH** Ocean Penthouse / Pool + LAST KEY SERVICES.
10.0 out of 10, Exceptional, (100)
"My first rental in Key West and it was amazing! The process to check in was full-service even with he challenges in flight delays. My friend and I had the best time and really enjoyed the property and location. 10/10 would recommend! Brian was an amazing help through the whole trip and helped make it so special! Will book again for our next Mother’s Day!"
**ATLANTIC REFLECTIONS @ THE BEACH** Ocean Penthouse / Pool + LAST KEY SERVICES.
Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.
9.6 out of 10, Exceptional, (201)
"Awesome"
Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.
Botanical Island Delight Key West fantastic discounts for Summer & Fall
9.0 out of 10, Wonderful, (111)
"The location was wonderful and quiet. Great pool and views while at the pool. Nice garden view from the room. Easy drive to Duval Street and other attractions. The biggest downside is the very dated and worn furnishings."
Botanical Island Delight Key West fantastic discounts for Summer & Fall
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See all available properties in Sugarloaf Key
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.

Other property types in Sugarloaf Key

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (126)
"Family trip. We loved this hidden gem in Big Pine Key. The cabins on land are beautiful, spacious and confortable. The pictures don’t make them justice. New and well equipped. You’ll be surrounded by nature with frequent encounters with Key Deer. They add uniqueness to the quiet ambience. Key West is about 40 min away. I highly recommend Old Wooden Bridge! "
The price is AED 511
AED 942 total
includes taxes & fees
2 Jun - 3 Jun
Old Wooden Bridge Resort and Marina
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (331)
"Beautiful studio and great location. Communication with the owner was excellent."
The price is AED 400
AED 921 total
includes taxes & fees
20 Jun - 21 Jun
Steps from Duval, Pool & Bikes $129-$299 Night!
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (130)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
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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