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Our top choices for Raccoon Key condo rentals

8.8 out of 10, Excellent, (204)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is ¥27,394
¥63,121 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.6 out of 10, Excellent, (140)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is ¥28,323
¥66,706 total
includes taxes & fees
Dec 21 - Dec 22
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is ¥33,895
¥86,596 total
includes taxes & fees
Dec 18 - Dec 19
The Barbados at Sunrise Suites - Balcony & Pool
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is ¥46,503
¥71,402 total
includes taxes & fees
Dec 18 - Dec 19
Grand Marina Suite - Poolside & Waterfront Condo

Condo in Old Town Key West

Andy’s Attic | Budget-Friendly!
8.4 out of 10, Very Good, (24)
"great location"
United States
Carol
The price is ¥17,025
¥44,323 total
includes taxes & fees
Dec 20 - Dec 21
Andy’s Attic | Budget-Friendly!
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
The price is ¥20,894
¥49,644 total
includes taxes & fees
Dec 18 - Dec 19
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
The price is ¥180,926
¥287,049 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Condo in Old Town Key West

Leo’s Lodge | Newly Updated!
8.6 out of 10, Excellent, (21)
"Very nice facility and pool; bathroom was small for large person."
United States
James
The price is ¥15,656
¥43,924 total
includes taxes & fees
Dec 18 - Dec 19
Leo’s Lodge | Newly Updated!
9.8 out of 10, Exceptional, (110)
"Great value stay"
United States
Mike B.
The price is ¥25,887
¥56,077 total
includes taxes & fees
Dec 21 - Dec 22
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
9.8 out of 10, Exceptional, (38)
"The condo was nicely cleaned and decorated. Love the huge balcony overlooking the water. "
United States
Trysh W.
The price is ¥31,467
¥83,009 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

Condo in Old Town Key West

Chagall’s Corner | Newly Remodeled!
9.0 out of 10, Wonderful, (26)
"It was everything we expexted...hoping to stay again only on 1st floor"
United States
Rodney&Roxanne M.
The price is ¥15,632
¥43,856 total
includes taxes & fees
Dec 18 - Dec 19
Chagall’s Corner | Newly Remodeled!
8.8 out of 10, Excellent, (28)
"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 ¥32,966
¥85,396 total
includes taxes & fees
Dec 18 - Dec 19
The Tortuga at Sunrise Suites - Balcony & Pool
8.4 out of 10, Very Good, (120)
"Resting well and enjoying "
United States
Bon N.
The price is ¥22,631
¥59,193 total
includes taxes & fees
Dec 18 - Dec 19
Dog-friendly resort condo with pool & hot tub, private parking

Condo in Naval Air Station Key West

The Grenada at Sunrise Suites - Shared Pool
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is ¥30,644
¥82,473 total
includes taxes & fees
Dec 18 - Dec 19
The Grenada at Sunrise Suites - Shared Pool
8.8 out of 10, Excellent, (117)
"We all had a great time and the place was very clean! "
United States
Rebekah A.
The price is ¥32,037
¥71,599 total
includes taxes & fees
Dec 18 - Dec 19
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
8.6 out of 10, Excellent, (138)
"Everything about the stay was good, my only recommendation would be to put the address for where the fob can be picked up on the initial check in text message to clear any confusion about where the office is located. "
United States
Briana K.
The price is ¥54,170
¥130,082 total
includes taxes & fees
Dec 18 - Dec 19
Comfortable Condo with Pool, Private Balcony, & Beach Access
10.0 out of 10, Exceptional, (28)
"Kim was a huge help and a great host. Great location. "
United States
James C.
The price is ¥31,418
¥82,881 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Old Town "Eleuthera" • 2BR Waterfront Corner Condo

Condo in Key West

Two Bedroom Residence
9.4 out of 10, Exceptional, (8)
"Incredible place to stay!!"
United States
Jeffrey
The price is ¥70,111
¥121,167 total
includes taxes & fees
Dec 19 - Dec 20
Two Bedroom Residence
3.0 star property
The price is ¥153,083
¥203,172 total
includes taxes & fees
Dec 18 - Dec 19
Coconut Mallory Marina and Resort Condo
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
The price is ¥52,931
¥99,453 total
includes taxes & fees
Dec 18 - Dec 19
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
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 Raccoon Key Hotel Reviews

Find out more about Raccoon Key

Raccoon Key Condo Rentals information

Number of reviews
700
Accommodation
421 Condo Rentals
Lowest Price
¥43,856
Highest Price
¥287,049

Frequently asked questions

How much do condos in Raccoon Key cost?
Condos in Raccoon Key range from ¥43,856 to ¥287,049 per night. This gives you lots of room for your whole family at a price that's easy on your wallet. 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 Raccoon Key?
Raccoon Key has multiple condos with a total average guest review rating of 9.0. Licence #cnd5403292 Apt A - 403 is a favorite pick here. Guests staying at this 4-star condo can access a swimming pool and an ocean view. Coconut Mallory Resort And Marina By Kees Vacations is also very popular with travelers to the area. This 3-star property features a swimming pool and a barbecue grill.
How many condos are there in Raccoon Key?
Pack your suitcase and choose from 421 condos in Raccoon Key. For a business trip, a family vacation or anything in between, Expedia can help you find the right place in a few simple clicks.
Are there any family-friendly condos in Raccoon Key?
Many travelers after family-friendly condos in Raccoon Key choose Licence #cnd5403292 Apt A - 403. With a 4-star rating and amenities such as a tennis court and a nearby waterfront, you're sure to feel at home here. Or, make a booking at 3-star Coconut Mallory Resort And Marina By Kees Vacations. A swimming pool and a barbecue grill help make it a comfortable base for your Raccoon Key vacation. After checking in and chilling out together in your cozy new digs, it's time to head out and start exploring. Smathers Beach and South Beach are two excellent family-friendly attractions in Raccoon Key.
Are there any 5-star condos in Raccoon Key?
Although there are no 5-star condos in Raccoon Key, there are some 4-star accommodations that will fit your needs. Located approximately 5 kilometers from the downtown area, Licence #cnd5403292 Apt A - 403 comes with a swimming pool and a sauna. Another upscale stay is Seafarer's Refuge 4 Bedroom Home. It's roughly 6 kilometers from central Raccoon Key and includes amenities like a tennis court and a swimming pool.
Why book your condo in Raccoon Key with Expedia?
We think that vacations should be stress-free, so if you're seeking condos at a nice price, Expedia has you covered. Keep costs down and pick something small and cozy, or book a 5-star condo and spoil the ones you love most. Our search filters make it easy to find a property in Raccoon Key that meets your needs.
How can I find cheap condos in Raccoon Key?
The quickest way to locate cheap condos in Raccoon Key is with Expedia's useful filter tool. Narrow down your search results by star rating, amenities and budget to grab unbeatable bargains in just a few clicks.

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