Search and Rent Raccoon Key Condos

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Raccoon Key condo rentals

Pool
Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (30)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
$602 nightly
The price is $668
Jan 26 - Jan 27, 2026
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
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.
$552 nightly
The price is $613
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Barbados at Sunrise Suites - Balcony & Pool
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, (206)
"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.
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
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.
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
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.
$587 nightly
The price is $654
Jan 19 - Jan 20, 2026
Total with taxes and fees
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Beach nearby
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

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

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (98)
"Very clean and private. We enjoyed our time and would return."
United States
Janine W.
$349 nightly
The price is $387
Jan 5 - Jan 6, 2026
Total with taxes and fees
COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!
Beach nearby
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
$348 nightly
The price is $386
Jan 7 - Jan 8, 2026
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Pool
Pool View 3BR Residence | Beachside Resort

Pool View 3BR Residence | Beachside Resort

Pool View 3BR Residence | Beachside Resort
Key West
$1,147 nightly
The price is $1,273
Jan 6 - Jan 7, 2026
Total with taxes and fees
Pool View 3BR Residence | Beachside Resort
Pool
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.
$576 nightly
The price is $641
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
Beach nearby
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool
Old Town Key West
9.2 out of 10, Wonderful, (21)
"Great location, clean and quiet"
United States
dennis d.
$352 nightly
The price is $391
Jan 12 - Jan 13, 2026
Total with taxes and fees
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool
Beach
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Key West
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
$337 nightly
The price is $375
Jan 11 - Jan 12, 2026
Total with taxes and fees
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Pool
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.
$642 nightly
The price is $713
Jan 28 - Jan 29, 2026
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
A heated pool
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Old Town Key West
8.6 out of 10, Excellent, (34)
"Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness."
United States
Nora Lee S.
$433 nightly
The price is $477
Jan 2 - Jan 3, 2026
Total with taxes and fees
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

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

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Beachside
9.0 out of 10, Wonderful, (104)
"Very clean and beds are so comfortable. "
United States
Donny G.
$1,007 nightly
The price is $1,120
Jan 26 - Jan 27, 2026
Total with taxes and fees
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
A heated pool
The Lighthouse Group Suite

The Lighthouse Group Suite

The Lighthouse Group Suite
2.5 star property
Old Town Key West
8.0 out of 10, Very Good, (2)
"Clean, great location, and cute pool"
United States
Kerrie D.
$2,476 nightly
The price is $2,740
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Lighthouse Group Suite
Pool
Duval Street Suites on Duval Free Parking and heated Pool

Duval Street Suites on Duval Free Parking and heated Pool

Duval Street Suites on Duval Free Parking and heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (11)
"Wonderful place! Great location!"
United States
Curtis S.
$282 nightly
The price is $313
Jan 12 - Jan 13, 2026
Total with taxes and fees
Duval Street Suites on Duval Free Parking and heated Pool
2 bedrooms, blackout drapes, iron/ironing board, free WiFi
Rooftop Penthouse

Rooftop Penthouse

Rooftop Penthouse
Old Town Key West
9.8 out of 10, Exceptional, (50)
"wonderful place!!"
United States
Libby S.
$976 nightly
The price is $1,073
Jan 3 - Jan 4, 2026
Total with taxes and fees
Rooftop Penthouse
Sport court
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.0 out of 10, Wonderful, (31)
"Great place, great location, great communication from host!"
United States
Lara P.
$567 nightly
The price is $629
Jan 4 - Jan 5, 2026
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Marina
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Meadows
9.2 out of 10, Wonderful, (15)
"Great location"
United States
Angie j.
$795 nightly
The price is $882
Jan 11 - Jan 12, 2026
Total with taxes and fees
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
Exterior
Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking

Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking

Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking
Key West
8.6 out of 10, Excellent, (72)
"Great rental! Perfect for our girls weekend."
United States
Amie W.
$496 nightly
The price is $551
Jan 15 - Jan 16, 2026
Total with taxes and fees
Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking
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

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"The bed was so comfortable and the room was nice and clean! "
Yolanda 1-night trip
Posted 2 days ago
Hyatt Vacation Club at Beach House, Key West

Find out more about Raccoon Key

Raccoon Key Condo Rentals information

Number of reviews
701
Accommodation
401 Condo Rentals
Lowest Price
$313
Highest Price
$2,740

Frequently asked questions

How much do condos in Raccoon Key cost?
Condos in Raccoon Key range from $313 to $2,740 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 9.1. 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 401 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 3 miles 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 4 miles 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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