A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Key West condo rentals

A brick pathway leading to a white staircase with a covered area above.

1. SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
"Great location, super nice room......"
United States
Russell B.
The price is AED 547
AED 1,202 total
includes taxes & fees
1 Dec - 2 Dec
SMUGGLER'S COVE ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

2. 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, (115 reviews)
"Absolutely perfect! Great location, great property and great unit. Beautiful pool area with ice machine and filtered water dispenser was a highlight for the very hot and humid time we visited. Would return immediately and stay in the same spot. Thank you for a very enjoyable time in Key West!"
United States
Justin D.
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

3. 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, (139 reviews)
"Great place to stay"
United States
walter l.
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A waterfront property with a pool, a thatched-roof structure, and multiple buildings with balconies overlooking the water.

4. 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, (25 reviews)
"Super cute place. "
United States
Amanda M.
The price is AED 415
AED 1,208 total
includes taxes & fees
23 Nov - 24 Nov
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

5. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
Hidden Key West Cottage - Walk to Duval !!!
A modern kitchen with a black countertop, stainless steel sink, and white cabinetry.

6. Waterfront Condo Dock Pool Downtown Near Duval

Waterfront Condo Dock Pool Downtown Near Duval
Meadows
9.6 out of 10, Exceptional, (30 reviews)
"Wow, this was one of the best short term rentals we've done. Well appointed, extremely clean, convenient location, and everything pretty much top of the line."
United States
John L.
Waterfront Condo Dock Pool Downtown Near Duval
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

7. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
The Grand Cayman | Beautifully Remodeled Key West!
A beach with clear turquoise water, a sandy shore, and a distant ship.

8. STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH

STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
Old Town Key West
9.8 out of 10, Exceptional, (54 reviews)
"Great little place! Would highly recommend."
United States
Janet C.
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

9. 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, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A white colonial-style building with balconies, palm trees, and a street view.

10. LA CASA CUBANA @ Cuban Club Suites

LA CASA CUBANA @ Cuban Club Suites
Old Town Key West
9.6 out of 10, Exceptional, (75 reviews)
"Everything was terrific and as advertised! Thank you and would 100 stay here again! "
United States
Edmund
LA CASA CUBANA @ Cuban Club Suites
A pool area with a wooden fence, lounge chairs, and a bar.

11. 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, (20 reviews)
"Location was perfect!"
United States
David C.
Duval Street Suites on Duval Free Parking and heated Pool
A modern kitchen with a central island, bar stools, and pendant lighting.

12. The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
Key West
10.0 out of 10, Exceptional, (2 reviews)
"This condo was perfect for our 2 day stay in the beautiful Key West. About 8 minutes from Duvall on the golf cart! The pool and hot tub was very clean as well!"
United States
Amy Jordan P.
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

13. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
The price is AED 672
AED 1,807 total
includes taxes & fees
29 Nov - 30 Nov
The Cat Island Suite | Charmingly Renovated w/ Pool
A coastal hotel with multiple-story buildings, palm trees, and a well-maintained garden.

14. Gated Parking, Heated Pool - Villa Positano

Gated Parking, Heated Pool - Villa Positano
Old Town Key West
8.8 out of 10, Excellent, (35 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 AED 841
AED 2,697 total
includes taxes & fees
17 Nov - 18 Nov
Gated Parking, Heated Pool - Villa Positano
A wooden bridge leading to a house with a sign indicating no swimming or diving.

15. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
The Tortuga at Sunrise Suites - Balcony & Pool
A two-story building with a covered outdoor area, a hot tub, and a staircase leading to the upper level.

16. Turtle Nest Condo + Pool / 2nd Floor

Turtle Nest Condo + Pool / 2nd Floor
Key West Historic District
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay and cant wait to come back!"
United States
Jamie
Turtle Nest Condo + Pool / 2nd Floor
A two-story building with a white picket fence in front, surrounded by palm trees.

17. Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval

Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
Old Town Key West
9.6 out of 10, Exceptional, (5 reviews)
"Great location to everything we wanted to do. Made it easy to just walk around and not have to drive and figure out where to park."
United States
Mike S.
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

18. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (12 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
Atlantic Parrot | Oceanfront Condo w/ Pool
A marina with boats docked, a clear sky, and a rainbow.

19. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
Waterfront Condo Dock Pool Near Duval St
A beach with people sunbathing and swimming, a clear blue sky, and a calm sea.

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

OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (158 reviews)
"Excellent location for a week in the Keys. Was able to walk to all the Duval Street attractions. "
United States
Michael R.
The price is AED 1,075
AED 2,202 total
includes taxes & fees
29 Nov - 30 Nov
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
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 Key West Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"Great location for the price"
Philippe 1-night trip
Posted 8 hours ago
The Southernmost Inn - Adults Only

Frequently asked questions

How much do condos in Key West cost?
You'll pay from AED 1,202 to AED 2,697 per night for condos in Key West. Whatever your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Key West?
A guest favorite is Licence #cnd5403292 Apt A - 403. Make yourself comfortable at this 4-star stay which features an ocean view and a beach view. Coconut Mallory Resort And Marina By Kees Vacations is another highly rated condo worth checking out. Put your bags down at this popular 3-star option and make the most of amenities including a swimming pool and a barbecue grill. You can pick from multiple condos in Key West with a total average guest review rating of 9.7.
How many condos are there in Key West?
Choose from 548 condos in Key West. No matter if you're vacationing with the family or planning a getaway with your pals, Expedia will help you find the right space for your entire crew.
Are there any 5-star condos in Key West?
Key West doesn't have any 5-star condos — but you and your travel buddies can still spend your days here in style! Why not choose Licence #cnd5403292 Apt A - 403? Located around 2 kilometers from downtown, this 4-star property offers a swimming pool and a sauna. Seafarer's Refuge 4 Bedroom Home is another great pick just 2 kilometers from central Key West. Also rated 4 stars, it features amenities like a tennis court and a swimming pool.
Why book your condo in Key West with Expedia?
Use Expedia to find your ideal condo in Key West. After someplace luxurious? Use our handy filters to search for properties with a 5-star rating. If you have a set budget, choose how much you'd like to spend and then browse our incredible deals. We'll help you find the perfect pad whatever your escape looks like.
How can I find cheap condos in Key West?
Expedia can help you look for cheap condos in Key West. To lock in a superb stay in a couple of clicks, try out our convenient filter tool to refine your search by star rating, budget and amenities.