Search Raccoon Key Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Raccoon Key condo rentals

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 AU$620
includes taxes & fees
11 Jan - 12 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

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 AU$656
includes taxes & fees
21 Dec - 22 Dec
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

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 AU$853
includes taxes & fees
18 Dec - 19 Dec
The Barbados at Sunrise Suites - Balcony & Pool

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 AU$702
includes taxes & fees
18 Dec - 19 Dec
Grand Marina Suite - Poolside & Waterfront Condo

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 AU$435
includes taxes & fees
20 Dec - 21 Dec
Andy’s Attic | Budget-Friendly!

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 AU$489
includes taxes & fees
18 Dec - 19 Dec
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

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 AU$2,818
includes taxes & fees
31 Dec - 1 Jan 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

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 AU$432
includes taxes & fees
18 Dec - 19 Dec
Leo’s Lodge | Newly Updated!

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 AU$551
includes taxes & fees
21 Dec - 22 Dec
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

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.
The price is AU$816
includes taxes & fees
14 Jan - 15 Jan 2026
Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

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 AU$432
includes taxes & fees
18 Dec - 19 Dec
Chagall’s Corner | Newly Remodeled!

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 AU$841
includes taxes & fees
18 Dec - 19 Dec
The Tortuga at Sunrise Suites - Balcony & Pool

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 AU$582
includes taxes & fees
18 Dec - 19 Dec
Dog-friendly resort condo with pool & hot tub, private parking

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 price is AU$812
includes taxes & fees
18 Dec - 19 Dec
The Grenada at Sunrise Suites - Shared Pool

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 AU$705
includes taxes & fees
18 Dec - 19 Dec
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

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 AU$1,281
includes taxes & fees
18 Dec - 19 Dec
Comfortable Condo with Pool, Private Balcony, & Beach Access

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 AU$816
includes taxes & fees
14 Jan - 15 Jan 2026
Old Town "Eleuthera" • 2BR Waterfront Corner Condo

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 AU$1,193
includes taxes & fees
19 Dec - 20 Dec
Two Bedroom Residence

Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
The price is AU$1,979
includes taxes & fees
18 Dec - 19 Dec
Coconut Mallory Marina and Resort Condo

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 AU$979
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Raccoon Key Hotel Reviews

Find out more about Raccoon Key

Raccoon Key Condo Rentals information

Number of reviews
702
Accommodation
401 Condo Rentals
Lowest Price
AU$432
Highest Price
AU$2,818

Frequently asked questions

How much do condos in Raccoon Key cost?
The price range for condos in Raccoon Key is AU$432 to AU$2,818 per night. No matter your budget, you'll find a place that suits your pocket — as well as your whole squad! 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 Raccoon Key?
There are 401 condos in Raccoon Key. No matter if you're taking a trip with the family or planning a weekend escape with some friends, Expedia will help you find the ideal base for your crew.
What is there to do in Raccoon Key near my condo?
Raccoon Key has enough sights and activities to entertain you for weeks (or months!), beginning with Smathers Beach. South Beach, Fort Zachary Taylor Historic State Park and Higgs Beach are other awesome attractions. If you're in town a while, Key West Aquarium and Boca Chica Nude Beach will add the finishing touches to your itinerary.

Explore a world of travel with Expedia