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Featured Condo Rentals in Key West

COHIBA ~ Adults Only, Poolview Queen Suite in Historic Azul Mansion!

9.6 out of 10, Exceptional, (117)
"We loved our stay in Cohiba. It is in a corner by itself on the second level. Room was nicely appointed. We loved that the location was a 10 minute walk to Duval St and points of interest, and coming back in the afternoon to the pool in the courtyard was always a nice way to relax in the afternoon before dinner. Highly recommend for the peacefulness, cleanliness, and location."
The price is AU$578
includes taxes & fees
1 Dec - 2 Dec
COHIBA ~ Adults Only, Poolview Queen Suite in Historic Azul Mansion!

Ring in the New Year Right. 2025 Special on Open Nights

9.4 out of 10, Exceptional, (186)
"My sister and niece and I came for a long weekend at Key West and had a great time! The location of the condo is so perfect- walkable to everywhere and the property is just as described. The pool was a great way to relax on the hot afternoons and all the bars and restaurants were so fun and convenient in the evenings .Would definitely recommend and stay here again."
Ring in the New Year Right. 2025 Special on Open Nights

TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!

9.2 out of 10, Wonderful, (165)
"We found the tides on Simonton online and booked it immediately. When we arrived, the check-in process was very easy and the location is very nice. We ate down the street at Duffys twice during our stay and it is an amazing place. I highly recommend their prime rib. we will definitely be back "
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

9.0 out of 10, Wonderful, (87)
"The property was great and the condo was super cute. The issue was with the management company. We were given the wrong keys to enter the building and only was able to enter once another tenant was walking out and held the door for us. We tried to contact management several times to let them know our keys didn’t work, and were not able to reach anyone to resolve it. Due to the fact we had no keys, we were not able to leave the property for food or do activities because we wouldn’t be able to get...
The price is AU$1,217
includes taxes & fees
29 Nov - 30 Nov
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Beautiful Stock Island Rental ~10 Min from Downtown Key West

9.6 out of 10, Exceptional, (25)
"Property was beautiful. Wonderful views. Great communication with management"
Beautiful Stock Island Rental ~10 Min from Downtown Key West

CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!

9.8 out of 10, Exceptional, (121)
"Room was nice just a bit small only room to walk around the bed. In a good location to everything."
The price is AU$534
includes taxes & fees
30 Nov - 1 Dec
CLARO ~ Adults Only, Pool View King Suite in Azul Mansion!

Sea Breeze, Near Downtown!| Off-Street Parking!

9.6 out of 10, Exceptional, (34)
"Had a great time. This cottage was great for the four in our family. The only thing missing was a pool but the beach is close. "
The price is AU$954
includes taxes & fees
2 Dec - 3 Dec
Sea Breeze, Near Downtown!| Off-Street Parking!

JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!

9.8 out of 10, Exceptional, (147)
"Close "
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!

Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony

10.0 out of 10, Exceptional, (3)
Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony

Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

9.0 out of 10, Wonderful, (109)
"Great place, easy enough to get into town with bus and lyft. comfortable, quiet, clean. so nice to have pool, hot tub and bikes! "
The price is AU$662
includes taxes & fees
27 Nov - 28 Nov
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony

10.0 out of 10, Exceptional, (4)
"It was great"
Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

9.8 out of 10, Exceptional, (117)
"This has been our go to place to stay while in the keys. We love the pool, hot tub and beach. My boys can walk right out into the beach and start fishing. It is out of the hustle and bustle but not too far out. Highly recommend!"
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!

9.8 out of 10, Exceptional, (115)
"This was a perfect spot to be. Walkable and clean. "
The price is AU$535
includes taxes & fees
26 Nov - 27 Nov
FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!

CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (127)
"Parking on site. The property manager is amazing! Very quiet house, located near everything. "
The price is AU$532
includes taxes & fees
25 Nov - 26 Nov
CORONA ~ Adults Only, King Suite with Community Pool at Azul Mansion!

ATLANTIC HIDEAWAY- Key West

9.8 out of 10, Exceptional, (44)
"The unit had anything you would need for staying in or hanging out at the beach. The sheets were exceptional! The pool and jacuzzi area was a beautiful private oasis. The manager was very responsive. We could not have had a better experience!"
ATLANTIC HIDEAWAY- Key West

Sunny Condo w/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK

9.4 out of 10, Exceptional, (156)
"We stayed here for one night for an early morning Dry Tortuga trip. The location is great. The place is so cute and quiet even though you are steps from the action. Will definitely stay here again!! Wish we could've stayed longer! It's fun people watching from the balcony also!!"
The price is AU$508
includes taxes & fees
26 Nov - 27 Nov
Sunny Condo w/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK

**SOUL OF DUVAL @ DUVAL** Modern/Centrally Located + LAST KEY SERVICES...

10.0 out of 10, Exceptional, (21)
"The place was beautiful, clean and welcoming. Hosts were responsive and helpful for anything we needed. Would stay again. "
**SOUL OF DUVAL @ DUVAL** Modern/Centrally Located + LAST KEY SERVICES...

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

9.6 out of 10, Exceptional, (66)
"Very nice place"
The price is AU$564
includes taxes & fees
24 Nov - 25 Nov
COCONUT PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Villa Positano | Pool on Duval

8.4 out of 10, Very good, (7)
"Condo was very clean and comfortable, great location and was close to everything. would recommend this place. the garadge was difficult to get into with the key card and the lock box to get the key was not very difficult and needs replaced.... overall a great place to stay"
The price is AU$1,054
includes taxes & fees
26 Nov - 27 Nov
Villa Positano | Pool on Duval

HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!

9.4 out of 10, Exceptional, (112)
"Quit little place."
The price is AU$533
includes taxes & fees
26 Nov - 27 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite 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.
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Other property types in Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is AU$448
includes taxes & fees
4 Dec - 5 Dec
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (280)
"Good thanks "
The price is AU$561
includes taxes & fees
9 Dec - 10 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (356)
"We walked most everywhere and loved the Southernmost Beach Bar! Eating at Moon Dog Cafe was so spectacular that we ate there 3 times in 2 days! This place is all it says it is. Simply perfect. "
The price is AU$428
includes taxes & fees
22 Dec - 23 Dec
Steps from Duval, Pool on Site & Bikes Included!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

How much do condos in Key West cost?
Prepare to pay from AU$508 to AU$1,217 per night for condos in Key West. No matter your budget, an epic stay is a click away on Expedia. This price was 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.
How many condos are there in Key West?
Lock in your holiday dates and then pick from 525 condos in Key West. For a work-related trip, a romantic break and everything in between, Expedia will help you find the perfect place in a few simple clicks.
What is there to do in Key West near my condo?
Whatever your interests, Key West has plenty to keep you on the go. Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park are on many travellers’ sightseeing itineraries. Don’t leave without exploring Higgs Beach, Key West Aquarium and Boca Chica Nude Beach either. With Expedia’s Key West condo deals, you can discover even more popular attractions like these with the money you save.