Search and Rent Raccoon Key Condos

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In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

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.
$366 nightly
The price is $408
Jan 11 - Jan 12, 2026
Total with taxes and fees
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.
$1,682 nightly
The price is $1,842
Dec 31 - Jan 1, 2026
Total with taxes and fees
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
TV, offices
The Grand Turk at Sunrise Suites - Pool & Balcony

The Grand Turk at Sunrise Suites - Pool & Balcony

The Grand Turk at Sunrise Suites - Pool & Balcony
Key West
8.4 out of 10, Very Good, (18)
"Perfect fit for our vacation!"
United States
Rhonda H.
$540 nightly
The price is $600
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Grand Turk at Sunrise Suites - Pool & Balcony
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.
$673 nightly
The price is $747
Jan 8 - Jan 9, 2026
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
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, (141)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
$388 nightly
The price is $431
Dec 21 - Dec 22
Total with taxes and fees
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
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.
$281 nightly
The price is $312
Dec 21 - Dec 22
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
A heated pool
Carey’s Corner | Updated Studio with Heated Pool

Carey’s Corner | Updated Studio with Heated Pool

Carey’s Corner | Updated Studio with Heated Pool
Old Town Key West
9.0 out of 10, Wonderful, (29)
"A nice and clean place to come back"
United States
Yudersi S.
$253 nightly
The price is $279
Dec 22 - Dec 23
Total with taxes and fees
Carey’s Corner | Updated Studio with Heated Pool
Beach
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Key West
9.0 out of 10, Wonderful, (138)
"Great stay"
United States
Jason U.
$578 nightly
The price is $642
Jan 17 - Jan 18, 2026
Total with taxes and fees
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
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.
$583 nightly
The price is $650
Jan 19 - Jan 20, 2026
Total with taxes and fees
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
The Caroline Suite | 1 bedroom condo w/shared pool

The Caroline Suite | 1 bedroom condo w/shared pool

The Caroline Suite | 1 bedroom condo w/shared pool
Old Town Key West
9.0 out of 10, Wonderful, (18)
"Place was clear, ready, and in a great area. If your looking for a good place in key west this is it"
United States
Sean A.
$577 nightly
The price is $628
Dec 24 - Dec 25
Total with taxes and fees
The Caroline Suite | 1 bedroom condo w/shared pool
Beach nearby, beach towels
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.4 out of 10, Exceptional, (100)
"Fabulous view to watch the sunset and planes take off! Super comfortable stay with all the typical amenities and plenty of space. Quiet location close enough to drive/bike to everything you need without all the bustle. Margaret was an amazing, communicative host. "
United States
Chloe C.
$507 nightly
The price is $564
Dec 23 - Dec 24
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Lobby
Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
10.0 out of 10, Exceptional, (2)
"amazing spot close to everything "
United States
Rosalina
$546 nightly
The price is $606
Jan 4 - Jan 5, 2026
Total with taxes and fees
Poolside Suite with Direct Pool Access
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.
$580 nightly
The price is $644
Dec 21 - Dec 22
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
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.
$786 nightly
The price is $873
Jan 14 - Jan 15, 2026
Total with taxes and fees
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
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
$423 nightly
The price is $469
Jan 8 - Jan 9, 2026
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
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.
$913 nightly
The price is $1,013
Dec 24 - Dec 25
Total with taxes and fees
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Exterior detail
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, (20)
"Great location, clean and quiet"
United States
dennis d.
$408 nightly
The price is $453
Dec 22 - Dec 23
Total with taxes and fees
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool
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, (25)
"great location"
United States
Carol
$351 nightly
The price is $387
Dec 23 - Dec 24
Total with taxes and fees
Andy’s Attic | Budget-Friendly!
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.
$591 nightly
The price is $656
Dec 21 - Dec 22
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
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.
$2,589 nightly
The price is $2,853
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Lighthouse Group Suite
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
"All of the staff were nice and smiling and helped me out when I checked in. "
Dustin 1-night trip
Posted 22 hours ago
Pier House Resort & Spa

Find out more about Raccoon Key

Raccoon Key Condo Rentals information

Number of reviews
732
Accommodation
401 Condo Rentals
Lowest Price
$279
Highest Price
$2,853

Frequently asked questions

How much do condos in Raccoon Key cost?
Condos in Raccoon Key range from $279 to $2,853 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 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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