Search Sugarloaf Key Condo Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Sugarloaf Key condo rentals

Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.4 out of 10, Exceptional, (3 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
The price is AU$1,140
includes taxes & fees
16 June - 17 June
Atlantic Parrot | Oceanfront Condo w/ Pool

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 AU$440
includes taxes & fees
16 June - 17 June
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

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 AU$451
includes taxes & fees
29 June - 30 June
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (45 reviews)
"A good value for the travel dollar."
United States
sandra j.
The price is AU$674
includes taxes & fees
16 June - 17 June
The Cat Island Suite | Charmingly Renovated w/ Pool

The Grand Turk | Spectacular Sunset View, Private

The Grand Turk | Spectacular Sunset View, Private
Key West
9.0 out of 10, Wonderful, (17 reviews)
"Great location!"
United States
Sheila
The price is AU$696
includes taxes & fees
8 July - 9 July
The Grand Turk | Spectacular Sunset View, Private

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (31 reviews)
"Pleasant stay - had a couple issues that we needed to be fixed that were resolved as quickly as possible. "
United States
Christina M.
The price is AU$673
includes taxes & fees
16 June - 17 June
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

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
9.4 out of 10, Exceptional, (113 reviews)
"Clean, quiet place very safe. "
United States
Suzanne L.
The price is AU$623
includes taxes & fees
22 June - 23 June
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (23 reviews)
"Super cute place. "
United States
Amanda M.
The price is AU$489
includes taxes & fees
25 June - 26 June
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared 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 AU$850
includes taxes & fees
21 June - 22 June
Grand Marina Suite - Poolside & Waterfront Condo

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, (46 reviews)
"Clean and easy parking"
United States
Karl B.
The price is AU$623
includes taxes & fees
16 June - 17 June
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

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 AU$376
includes taxes & fees
21 June - 22 June
Hidden Key West Cottage - Walk to Duval !!!

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 AU$737
includes taxes & fees
23 June - 24 June
The Grenada at Sunrise Suites - Shared Pool

Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
The price is AU$470
includes taxes & fees
21 June - 22 June
Poolside Suite with Direct Pool Access

Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (26 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 AU$890
includes taxes & fees
28 June - 29 June
Waterfront Condo Dock Pool Near Duval St

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (29 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 AU$709
includes taxes & fees
18 June - 19 June
The Tortuga at Sunrise Suites - Balcony & Pool

Half block to Duval - Stay at the Bonaire Suite

Half block to Duval - Stay at the Bonaire Suite
Old Town Key West
9.4 out of 10, Exceptional, (69 reviews)
"This rental was great. It had two full or queen size beds upstairs, which was a bonus. The whole little complex was just adorable. Gated with the security code to enter. The pool was small, but just perfect for the complex and for adults. It was a short walk to everything you could possibly want to do. We did not even have a car the entire time we were there. Would definitely recommend this place."
United States
Jennifer P.
The price is AU$850
includes taxes & fees
16 June - 17 June
Half block to Duval - Stay at the Bonaire Suite

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.
Duval Street Suites on Duval Free Parking and heated Pool

La Casa de Luna - 1 Bd/1B condo just off upper Duval

La Casa de Luna - 1 Bd/1B condo just off upper Duval
Old Town Key West
9.6 out of 10, Exceptional, (109 reviews)
"Wonderful stay! Very communicative and helpful. "
United States
Debbie H.
The price is AU$741
includes taxes & fees
23 June - 24 June
La Casa de Luna - 1 Bd/1B condo just off upper Duval

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
8.6 out of 10, Excellent, (217 reviews)
"The condo was clean, a great size for 4 adults. Pool and hot tub was relaxing. Would recommend for a short trip. Rental golf cart are available on the property to get around town. And pet friendly. Across the street from the beach. And airport is close by."
United States
Deborah B.
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
9.8 out of 10, Exceptional, (45 reviews)
"Great place to stay for 2 couples. Close to everything. The free shuttle was great getting to and from the airport and down to duval street. Also, rented a golf cart on the premises which was a plus. "
United States
Trissa A.
The price is AU$666
includes taxes & fees
17 June - 18 June
The Butterfly Nest | Newly Updated w/ 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sugarloaf Key Hotel Reviews

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
969
Accommodation
310 Condo Rentals
Lowest Price
AU$376
Highest Price
AU$1,140

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.

Explore a world of travel with Expedia