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Compare Condo Rentals in Key West with updated reviews, rates, and availability.

A heated pool
Tranquility by Smathers and 10 minute bike downtown Key West value savings
9.4 out of 10, Exceptional, (94)
"Nice accommodations. Very clean and comfortable and secure."
Tranquility by Smathers and 10 minute bike downtown Key West value savings
Pool
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
9.8 out of 10, Exceptional, (148)
"A beautiful place to stay! So clean and spacious! Felt like home! We really enjoyed the pool, the reading room, and fitness room. We also loved being so close to Smathers Beach! We had a wonderful vacation!"
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
Pool
**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
10.0 out of 10, Exceptional, (145)
"Like the location right and beach access"
**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
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Pool | Outdoor pool, a heated pool
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.8 out of 10, Exceptional, (257)
"This property and host exceeded all of our expectations. It was spacious, comfortable, and welcoming with its amazing kitchen, breezy rooms, and friendly neighbors. The hosts were a pleasure to work with and easy to reach whenever we wished to communicate with them. 10/10 would return to this property. I highly recommend it!"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Beach nearby
CLARO ~ Adults Only, Poolview 1 BR, 1 Ba Suite in Azul Mansion!
9.8 out of 10, Exceptional, (108)
"Perfect place for us. We had a quick getaway to Key West. The room was super clean and exactly as described. Would stay again for sure!"
The price is ￥24,302
per night
May 13 - May 14
CLARO ~ Adults Only, Poolview 1 BR, 1 Ba Suite in Azul Mansion!
Exterior
NEW YEAR - NEW CRAZY LOW DEALS ON FANTASTIC HOME
9.4 out of 10, Exceptional, (172)
"Cozy place in a quiet condo very well located to visit Key West (old town, marina, southernmost point), enjoy the pool in a lovely garden, bars and restaurants and all the water activities nearby!"
NEW YEAR - NEW CRAZY LOW DEALS ON FANTASTIC HOME
Beach nearby
SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!
9.8 out of 10, Exceptional, (50)
"This property is a great place to stay to be close enough to Duval St to walk to the restaurants and bars but also is in a more quieter area to relax in the pool (which was perfect with it being so hot). Hosts are very responsive and property very clean and exactly as advertised, highly recommend!"
The price is ￥31,156
per night
May 21 - May 22
SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!
Fridge, microwave, coffee/tea maker, dining tables
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, (91)
"We enjoyed our short stay. Wish we could have stayed longer. The cottages were conventionally located. Very easy to get around. Hosts were wonderful about communicating and pool was such an added bonus. Loved our stay. ❤️"
The price is ￥18,226
per night
May 13 - May 14
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Pool
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
9.8 out of 10, Exceptional, (133)
"Incredible property on the water. The Last Key Realty team is amazing."
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Outdoor dining
Two Bed One Bath Ground Floor End Unit in the Heart of Old Town
10.0 out of 10, Exceptional, (125)
"We had a lovely time"
Two Bed One Bath Ground Floor End Unit in the Heart of Old Town
Beach nearby
CAPTIVA ~ Adults Only, Azul Historic Mansion Suite with Community Pool!
9.8 out of 10, Exceptional, (82)
"Perfect pool, nice touches, and well decorated for the holidays. Would love to stay again!"
The price is ￥29,442
per night
Jun 4 - Jun 5
CAPTIVA ~ Adults Only, Azul Historic Mansion Suite with Community Pool!
Pool
**SUITE SANCTUARY @ THE BEACH** Oceanfront Condo & Pool + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (5)
"The unit is renovated, decorated and cleaned. The host Brian is very nice and friendly."
**SUITE SANCTUARY @ THE BEACH** Oceanfront Condo & Pool + LAST KEY SERVICES...
A heated pool
Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.
9.6 out of 10, Exceptional, (199)
"We had a wonderful stay. The condo is bigger than it appears in the pictures and has everything you could need. We used the hot tub one evening and the pool one day and that alone was worth it! About ten minutes by Uber to town, and very close to an awesome beach. The check-in process was a little clunky, but admittedly my own fault. They sent the code to get into the lockbox for the keys to the building and garage door opener, but it came about two days before we left and I missed it. If you...
Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.
Dining
**SOUL OF DUVAL @ DUVAL** Modern/Centrally Located + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (13)
"Four of us had a wonderful 3 night stay at Soul of Duval. While small, it is well appointed with everything needed for a welcoming and comfortable stay. The location is great, secure off street parking and close to all Key West has to offer. Would definitely stay again."
**SOUL OF DUVAL @ DUVAL** Modern/Centrally Located + LAST KEY SERVICES...
Property grounds
**MAYA’S SECRET TREASURE @ DUVAL** Private Pool & Balcony over Duval + LAST KEY
10.0 out of 10, Exceptional, (59)
"This place was super clean. Dan was our host and was in touch throughout the trip. We enjoyed the pool and common spaces. Kitchen was fully stocked. Everything worked. Rental is a .5-1 mile very doable walk to the marina and less to Mallory Square. Highly recommend."
**MAYA’S SECRET TREASURE @ DUVAL** Private Pool & Balcony over Duval + LAST KEY
Property grounds
Galleon Resort beach hotel luxury in Old Town Key West
9.8 out of 10, Exceptional, (111)
"This property was even better than we could have imagined. The owner is great to work with, and the resort had everything we needed! Great location in the heart of all things Key West. We will be back next year!"
The price is ￥61,533
per night
May 27 - May 28
Galleon Resort beach hotel luxury in Old Town Key West
A heated pool
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
9.8 out of 10, Exceptional, (103)
"Excellent top drawer"
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
On the beach, sun loungers, beach towels
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
9.2 out of 10, Wonderful, (109)
"My husband and I visit Key West every year. We don’t go to frequent Duval Street we go for the warmth of the sun, artist fairs, sunsets, our favorite restaurants and our favorite shops. My husband does go fishing with the guys once or twice. But we come back and feel as though we’ve been in paradise. When your husband is a farmer it does really seem like paradise 😂"
GATED OCEANFRONT CONDO AT SMATHER'S BEACH
Beach nearby
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, (100)
"Beautiful property in a great location. I would definitely stay again."
The price is ￥18,849
per night
May 20 - May 21
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Beach nearby
CORTEZ ~ Adults Only, Poolview Suite in Azul Mansion!
9.6 out of 10, Exceptional, (95)
"Beautiful well maintained older home. Available to dine in or sit in the rooms shared space. The bedrooms and bath were lovely. Close to everything. Will return 😊"
The price is ￥26,794
per night
May 29 - May 30
CORTEZ ~ Adults Only, Poolview Suite in Azul Mansion!
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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.

Other property types in Key West

Poolside Cottage #411
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is ￥33,648
per night
May 14 - May 15
Poolside Cottage #411
Steps from Duval, Pool & Bikes $129-$299 Night!
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (329)
"First off the communication with Ken was amazing. Always got back to me right away. The property was very clean and just what was needed. Location. Was amazing and having the bikes was awesome. We rode them all over. Would definitely rent here again."
The price is ￥15,422
per night
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is ￥46,578
per night
Jun 3 - Jun 4
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
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.