A waterfront with a pier, calm water, and houses with palm trees in the background.

Search Condos Rentals in Sugarloaf Key from CA $340

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Sugarloaf Key condo rentals

Exterior detail

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (132 reviews)
"Great place to stay"
United States
walter l.
The price is CA $132
CA $380 total
includes taxes & fees
Jul 23 - Jul 24
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Pool

Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.6 out of 10, Exceptional, (5 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
The price is CA $222
CA $1,050 total
includes taxes & fees
Aug 5 - Aug 6
Atlantic Parrot | Oceanfront Condo w/ Pool
Exterior detail

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (105 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
The price is CA $154
CA $407 total
includes taxes & fees
Jul 30 - Jul 31
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Property grounds

The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (54 reviews)
"Very clean place. Host was very nice and accommodating. Had a wonderful stay. "
United States
Amy B.
The price is CA $276
CA $749 total
includes taxes & fees
Jul 26 - Jul 27
The Salt Cay | Updated! Stunning Sunset View, Pool
Marina

Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (27 reviews)
"Location was perfect. The condo was very clean and all the little touches were much appreciated! Very pleasant stay. Communication with our host was excellent with quick responses. Next visit to Key West we definitely will be looking to stay here again. "
United States
Anonymous traveller
The price is CA $389
CA $822 total
includes taxes & fees
Jul 23 - Jul 24
Waterfront Condo Dock Pool Near Duval St
Pool

Pool View Suite | Beachside Resort

Pool View Suite | Beachside Resort
Key West
8.0 out of 10, Very good, (3 reviews)
"It was a holiday weekend. Key West in general all lodging was expensive. The room was very comfortable and clean. More than enough room. I was on the water which was amazing. The pool area was very awesome. Love that they have a bar and restaurant available. All the available excursions. I took advantage of the Sunset Tour. Property manager was available for any questions. Beachside staff was also very helpful. Would definitely visit again. Great Experience!! Thank you."
United States
Christie Y.
The price is CA $237
CA $420 total
includes taxes & fees
Aug 18 - Aug 19
Pool View Suite | Beachside Resort
Pool

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
The price is CA $358
CA $798 total
includes taxes & fees
Aug 18 - Aug 19
Grand Marina Suite - Poolside & Waterfront Condo
Outdoor dining

Waterfront Condo | Pool, Dock, Parking, Sleeps 8

Waterfront Condo | Pool, Dock, Parking, Sleeps 8
Meadows
9.8 out of 10, Exceptional, (38 reviews)
"The location was geeat, easy to get to everything within minutes. "
United States
Brian G.
The price is CA $375
CA $793 total
includes taxes & fees
Aug 17 - Aug 18
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
Exterior detail

Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
The price is CA $210
CA $428 total
includes taxes & fees
Jul 27 - Jul 28
Hidden Key West Cottage - Walk to Duval !!!
Outdoor pool, a heated pool

Duval Street Suites on Duval Free Parking and heated Pool

Duval Street Suites on Duval Free Parking and heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (17 reviews)
"Location was perfect!"
United States
David C.
The price is CA $273
CA $344 total
includes taxes & fees
Aug 11 - Aug 12
Duval Street Suites on Duval Free Parking and heated Pool
Beach nearby

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.2 out of 10, Wonderful, (47 reviews)
"Great place for our 1 night in key west "
United States
Thadd W.
The price is CA $386
CA $622 total
includes taxes & fees
Jul 20 - Jul 21
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Outdoor dining

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.8 out of 10, Excellent, (13 reviews)
"We had a lovely time- thank you"
United States
Jackie Y.
The price is CA $205
CA $653 total
includes taxes & fees
Aug 18 - Aug 19
The Grenada at Sunrise Suites - Shared Pool
Beach towels

STEPS TO DUVAL! OLD TOWN! LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

STEPS TO DUVAL! OLD TOWN! LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.8 out of 10, Exceptional, (45 reviews)
"Great place and location. Walking distance to many shops and restaurants. Our flight arrived a few hours before check in, but the place was ready and we were able to get in right away. Would stay here again! "
United States
Heather W.
The price is CA $124
CA $504 total
includes taxes & fees
Jul 20 - Jul 21
STEPS TO DUVAL! OLD TOWN! LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Beach nearby, beach towels

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (115 reviews)
"Cute little place, host was very on top with communication."
United States
Michael L.
The price is CA $386
CA $622 total
includes taxes & fees
Jul 20 - Jul 21
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Exterior detail

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Old Town Key West
9.4 out of 10, Exceptional, (96 reviews)
"Beautiful, serene forest/bamboo setting in the commons area - front & center when sitting on porch. One block from the main drag, but quiet and so-very close to the action."
United States
GARY W.
The price is CA $296
CA $748 total
includes taxes & fees
Jul 26 - Jul 27
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
TV, offices

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is CA $236
CA $691 total
includes taxes & fees
Aug 18 - Aug 19
The Tortuga at Sunrise Suites - Balcony & Pool
Beach

Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access
Beachside
8.6 out of 10, Excellent, (140 reviews)
"Great location with great amenities.. very spacious unit."
United States
Al T.
The price is CA $842
CA $1,065 total
includes taxes & fees
Aug 18 - Aug 19
Comfortable Condo with Pool, Private Balcony, & Beach Access
Property grounds

Sea Breeze - One Block from Duval Street

Sea Breeze - One Block from Duval Street
Old Town Key West
9.4 out of 10, Exceptional, (55 reviews)
"Great location. Clean house. Loved my stay here. "
United States
Alan K.
The price is CA $356
CA $922 total
includes taxes & fees
Jul 21 - Jul 22
Sea Breeze - One Block from Duval Street
Property grounds

Gated Parking, Heated Pool - Villa Positano

Gated Parking, Heated Pool - Villa Positano
Old Town Key West
8.8 out of 10, Excellent, (28 reviews)
"Had a great time at this property. The location was perfect and the ability to park onsite was great. "
United States
Andrea N.
The price is CA $356
CA $1,023 total
includes taxes & fees
Aug 18 - Aug 19
Gated Parking, Heated Pool - Villa Positano
Coffee/tea maker, fridge, microwave, oven

Key Lime Paradise 2BR 2 Bath Pool Hot Tub Sleeps 6

Key Lime Paradise 2BR 2 Bath Pool Hot Tub Sleeps 6
KEY WEST
9.2 out of 10, Wonderful, (5 reviews)
"We had such a pleasant stay here, we UBERed everywhere very easily. Perfect for 3 of us, very clean. Once we got in touch with property manager he was very responsive and easy to communicate with. Would recommend."
United States
Roxane R.
The price is CA $488
CA $1,083 total
includes taxes & fees
Jul 20 - Jul 21
Key Lime Paradise 2BR 2 Bath Pool Hot Tub Sleeps 6
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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Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"We loved the resort’s location, and everything was exceptionally clean and well maintained. The concierge was incredibly friendly and helpful, which made our stay even more enjoyable. The only downside was that the elevators were out of service for our entire stay, and since our room was on the third floor, having to use the stairs each time was inconvenient. Overall, we had a great experience and would definitely consider staying here again."
Tiffany 3-night trip
Posted 3 hours ago
Beachside Resort & Residences

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
750
Accommodation
335 Condo Rentals
Lowest Price
CA $340
Highest Price
CA $1,083

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