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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Sugarloaf Key condo rentals

Beach

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Key West
8.6 out of 10, Excellent, (143 reviews)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
$445 nightly
The price is $494
Mar 4 - Mar 5
Total with taxes and fees
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Beach

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.0 out of 10, Wonderful, (11 reviews)
"We selected this condo for its location, cost and amenities; all met or exceeded our expectations. Super nice, clean and quiet. We'll be back!"
United States
Ronald S.
$803 nightly
The price is $891
Mar 4 - Mar 5
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
Beach

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (122 reviews)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
$606 nightly
The price is $673
Feb 27 - Feb 28
Total with taxes and fees
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
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, (97 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
$470 nightly
The price is $521
Feb 10 - Feb 11
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Property grounds

Ocean Front Presidential Suite | Beachside Resort

Ocean Front Presidential Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (1 review)
"it was a beautiful 3 bedroom 3 bath unit. Roomy and a nice balcony with chairs which we spent a lot of time on enjoying the beautiful view. "
United States
Barbara S.
$1,394 nightly
The price is $1,547
Feb 11 - Feb 12
Total with taxes and fees
Ocean Front Presidential Suite | Beachside Resort
Living area

The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
10.0 out of 10, Exceptional, (5 reviews)
"Condo was perfect for what we needed for our 1 night stay in Key West"
United States
Mika
$741 nightly
The price is $822
Feb 11 - Feb 12
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!
Marina

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Meadows
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the accommodations. "
United States
Timothy
$678 nightly
The price is $752
Feb 19 - Feb 20
Total with taxes and fees
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
A heated pool

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"We had a fantastic day perfect location we were able to walk and ride our bikes everywhereIt was a wonderful getaway and we will be back"
United States
Rogie & Gail C.
$447 nightly
The price is $495
Feb 11 - Feb 12
Total with taxes and fees
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Fridge, microwave, oven, stovetop

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Meadows
9.2 out of 10, Wonderful, (17 reviews)
"Great location"
United States
Angie j.
$917 nightly
The price is $1,017
Mar 12 - Mar 13
Total with taxes and fees
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Property grounds

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (28 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.
$695 nightly
The price is $771
Mar 2 - Mar 3
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & 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
9.0 out of 10, Wonderful, (37 reviews)
"Great place, great location, great communication from host!"
United States
Lara P.
$567 nightly
The price is $629
Feb 10 - Feb 11
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Property grounds

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
10.0 out of 10, Exceptional, (35 reviews)
"Every as described, great stay!"
United States
Bryan W.
$575 nightly
The price is $639
Feb 10 - Feb 11
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
Property grounds

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

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
9.8 out of 10, Exceptional, (26 reviews)
"This property is beautiful and the location is great as well. We will be back!"
United States
Patricia K.
$575 nightly
The price is $639
Feb 10 - Feb 11
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
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, (104 reviews)
"Fabulous view to watch the sunset and planes take off! Super comfortable stay with all the typical amenities and plenty of space. Quiet location close enough to drive/bike to everything you need without all the bustle. Margaret was an amazing, communicative host. "
United States
Chloe C.
$567 nightly
The price is $629
Feb 10 - Feb 11
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Outdoor dining

Casa Bonita Key West ~ by Rent Key West Vacations

Casa Bonita Key West ~ by Rent Key West Vacations
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay and the location was perfect! Right where we were we had everything we needed within mere steps. Restaurant, nail and massages plus a Circle K right there. The communication was fantastic and always felt someone was available if we ever needed anything. Will definitely go back again! "
United States
Melody W.
$1,037 nightly
The price is $1,138
Feb 18 - Feb 19
Total with taxes and fees
Casa Bonita Key West ~ by Rent Key West Vacations
Beach towels

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

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.6 out of 10, Exceptional, (38 reviews)
"Convenient, clean….nice neighborhood."
United States
Anna H.
$488 nightly
The price is $541
Feb 22 - Feb 23
Total with taxes and fees
'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Property grounds

The Trinidad at Sunrise Suites - Shared Pool

The Trinidad at Sunrise Suites - Shared Pool
Key West
9.0 out of 10, Wonderful, (38 reviews)
"We enjoyed the comfortable floor plan for two couples and the convenient parking. The condo is in need of some updating and repairs but was clean with comfortable beds. "
United States
Shawna H.
$765 nightly
The price is $849
Mar 4 - Mar 5
Total with taxes and fees
The Trinidad at Sunrise Suites - Shared Pool
Fridge, microwave, oven, stovetop

Key Lime Paradise! 2bdr 2bath Sleeps 6 Heated Pool • Hot Tub • Near Beach

Key Lime Paradise! 2bdr 2bath Sleeps 6 Heated Pool • Hot Tub • Near Beach
KEY WEST
9.6 out of 10, Exceptional, (4 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.
$899 nightly
The price is $997
Mar 3 - Mar 4
Total with taxes and fees
Key Lime Paradise! 2bdr 2bath Sleeps 6 Heated Pool • Hot Tub • Near Beach
Exterior detail

Prime Downtown Location - Truman Little Cottage

Prime Downtown Location - Truman Little Cottage
Old Town Key West
Prime Downtown Location - Truman Little Cottage
A heated pool

Andy's Attic | Budget-Friendly!

Andy's Attic | Budget-Friendly!
Old Town Key West
8.0 out of 10, Very Good, (28 reviews)
"great location"
United States
Carol
$401 nightly
The price is $446
Feb 12 - Feb 13
Total with taxes and fees
Andy's Attic | Budget-Friendly!
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Everything was incredible! Beautiful resort and everyone was so nice"
Rachel 3-night trip
Posted 4 hours ago
Pier House Resort & Spa

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
569
Accommodation
364 Condo Rentals
Lowest Price
$446
Highest Price
$1,547

Frequently asked questions

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