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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Raccoon Key condo rentals

Beach
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
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 €353
includes taxes & fees
11 Jan - 12 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Beach
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

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, (140)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is €376
includes taxes & fees
21 Dec - 22 Dec
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Property grounds
The Barbados at Sunrise Suites - Balcony & Pool

The Barbados at Sunrise Suites - Balcony & Pool

The Barbados at Sunrise Suites - Balcony & Pool
Key West
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is €492
includes taxes & fees
18 Dec - 19 Dec
The Barbados at Sunrise Suites - Balcony & Pool
Beach
Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is €402
includes taxes & fees
18 Dec - 19 Dec
Grand Marina Suite - Poolside & Waterfront Condo
A heated pool
Andy’s Attic | Budget-Friendly!

Andy’s Attic | Budget-Friendly!

Andy’s Attic | Budget-Friendly!
Old Town Key West
8.4 out of 10, Very good, (24)
"great location"
United States
Carol
The price is €248
includes taxes & fees
20 Dec - 21 Dec
Andy’s Attic | Budget-Friendly!
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!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
The price is €280
includes taxes & fees
18 Dec - 19 Dec
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A heated pool
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beachside
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 €1,619
includes taxes & fees
31 Dec - 1 Jan 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
A heated pool
Leo’s Lodge | Newly Updated!

Leo’s Lodge | Newly Updated!

Leo’s Lodge | Newly Updated!
Old Town Key West
8.6 out of 10, Excellent, (21)
"Very nice facility and pool; bathroom was small for large person."
United States
James
The price is €247
includes taxes & fees
18 Dec - 19 Dec
Leo’s Lodge | Newly Updated!
Exterior detail
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

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, (110)
"Great value stay"
United States
Mike B.
The price is €316
includes taxes & fees
21 Dec - 22 Dec
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
TV
Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

Florida | Waterfront 2BR/2BA w/ Pool + Dock Access
Meadows
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.
Florida | Waterfront 2BR/2BA w/ Pool + Dock Access
A heated pool
Chagall’s Corner | Newly Remodeled!

Chagall’s Corner | Newly Remodeled!

Chagall’s Corner | Newly Remodeled!
Old Town Key West
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 €247
includes taxes & fees
18 Dec - 19 Dec
Chagall’s Corner | Newly Remodeled!
Property grounds
The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
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 €484
includes taxes & fees
18 Dec - 19 Dec
The Tortuga at Sunrise Suites - Balcony & Pool
Beach
Dog-friendly resort condo with pool & hot tub, private parking

Dog-friendly resort condo with pool & hot tub, private parking

Dog-friendly resort condo with pool & hot tub, private parking
Key West
8.4 out of 10, Very good, (120)
"Resting well and enjoying "
United States
Bon N.
The price is €333
includes taxes & fees
18 Dec - 19 Dec
Dog-friendly resort condo with pool & hot tub, private parking
Property grounds
The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The Grenada at Sunrise Suites - Shared Pool
Property grounds
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
Key West
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 €403
includes taxes & fees
18 Dec - 19 Dec
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
On the beach
Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access
Beachside
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 €732
includes taxes & fees
18 Dec - 19 Dec
Comfortable Condo with Pool, Private Balcony, & Beach Access
TV
Old Town "Eleuthera" • 2BR Waterfront Corner Condo

Old Town "Eleuthera" • 2BR Waterfront Corner Condo

Old Town "Eleuthera" • 2BR Waterfront Corner Condo
Meadows
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 €466
includes taxes & fees
14 Jan - 15 Jan 2026
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
Lobby
Two Bedroom Residence

Two Bedroom Residence

Two Bedroom Residence
Key West
9.4 out of 10, Exceptional, (8)
"Incredible place to stay!!"
United States
Jeffrey
The price is €682
includes taxes & fees
19 Dec - 20 Dec
Two Bedroom Residence
Condo | Living area
Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
The price is €1,117
includes taxes & fees
18 Dec - 19 Dec
Coconut Mallory Marina and Resort Condo
Beach
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
The price is €560
includes taxes & fees
18 Dec - 19 Dec
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great staff"
Frederick 3-night trip
Posted 2 days ago
Pier House Resort & Spa

Find out more about Raccoon Key

Raccoon Key Condo Rentals information

Number of reviews
701
Accommodation
401 Condo Rentals
Lowest Price
€247
Highest Price
€1,619

Frequently asked questions

How much do condos in Raccoon Key cost?
Condos in Raccoon Key range from €247 to €1,619 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 favourite 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 Holidays is also very popular with travellers 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 401 condos in Raccoon Key. For a business trip, a family holiday 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 travellers 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 Holidays. A swimming pool and a barbecue grill help make it a comfortable base for your Raccoon Key holiday. After checking in and chilling out together in your cosy 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 accommodation that will fit your needs. Located approximately 5 kilometres 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 kilometres 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 holidays 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 cosy, 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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