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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Raccoon Key condo rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a breakfast bar with wooden chairs.

1. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
$440 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A living room with a flat-screen TV, a ceiling fan, a teal sofa, and a view of the marina through large windows.

2. Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.4 out of 10, Exceptional, (48 reviews)
"Hosts are super responsive and helpful. Perfect location. Would absolutely stay here again! "
United States
Amber G.
$365 nightly
The price is $405
Dec 9 - Dec 10
Total with taxes and fees
Waterfront Dock Pool Condo Near Duval St Pet OK
A modern kitchen with a central island, bar stools, and pendant lighting.

3. The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!

The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
Key West
10.0 out of 10, Exceptional, (2 reviews)
"This condo was perfect for our 2 day stay in the beautiful Key West. About 8 minutes from Duvall on the golf cart! The pool and hot tub was very clean as well!"
United States
Amy Jordan P.
$440 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A spacious living area with a dining table, chairs, a sofa, and a TV. There is a kitchen area with cabinets and a dishwasher.

4. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
$441 nightly
The price is $492
Nov 29 - Nov 30
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

5. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (12 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
$651 nightly
The price is $726
Nov 18 - Nov 19
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool
A modern kitchen with a central island, a dining area with a sofa, and a view of the outdoors through large windows.

6. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
$440 nightly
The price is $490
Nov 29 - Nov 30
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
A living room with a sofa, a chair, a desk, a coffee table, a TV, and a balcony with outdoor furniture.

7. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
$451 nightly
The price is $500
Nov 18 - Nov 19
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

8. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
Old Town Key West
9.6 out of 10, Exceptional, (8 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great property, location! Exceptionally clean"
United States
A guest from Kendall Park, NJ
$291 nightly
The price is $323
Dec 1 - Dec 2
Total with taxes and fees
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
A pool area with a water feature, lounge chairs, and a covered seating area.

9. 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, (140 reviews)
"Great place to stay"
United States
walter l.
$305 nightly
The price is $338
Nov 29 - Nov 30
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A pool area with a water feature, lounge chairs, and a covered seating area.

10. 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
9.6 out of 10, Exceptional, (115 reviews)
"Absolutely perfect! Great location, great property and great unit. Beautiful pool area with ice machine and filtered water dispenser was a highlight for the very hot and humid time we visited. Would return immediately and stay in the same spot. Thank you for a very enjoyable time in Key West!"
United States
Justin D.
$295 nightly
The price is $327
Dec 1 - Dec 2
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A beach with lounge chairs, palm trees, and a water body.

11. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Great property but not very walkable but all good"
United States
CAROL K.
$601 nightly
The price is $667
Nov 30 - Dec 1
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
A modern kitchen with a central island, a dining area with wicker furniture, and a balcony with a view.

12. The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.8 out of 10, Excellent, (13 reviews)
"We had a lovely time- thank you"
United States
Jackie Y.
$473 nightly
The price is $525
Nov 30 - Dec 1
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
A wooden deck with a thatched roof structure, a pool, lounge chairs, and a bar area.

13. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
$375 nightly
The price is $416
Nov 18 - Nov 19
Total with taxes and fees
Waterfront Condo Dock Pool Near Duval St
A beach with palm trees, a sandy shore, and a calm sea under a partly cloudy sky.

14. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (25 reviews)
"Super cute place. "
United States
Amanda M.
$292 nightly
The price is $319
Nov 23 - Nov 24
Total with taxes and fees
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

15. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
$228 nightly
The price is $254
Nov 17 - Nov 18
Total with taxes and fees
Hidden Key West Cottage - Walk to Duval !!!
A modern kitchen with a double sink, a refrigerator, and a view of the balcony.

16. The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (60 reviews)
"Good place to stay away from the crowds in Old Town. About a 15-20 minute golf cart ride into Old Town - very convenient! Unit was clean and had everything we needed. Beds and pillows were comfortable!"
United States
Dana P.
$440 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
The Salt Cay | Updated! Stunning Sunset View, Pool
A modern hotel room with a balcony, a dining area, and a TV.

17. The Andros | Incredible Views w/ Shared Pool

The Andros | Incredible Views w/ Shared Pool
Key West
9.0 out of 10, Wonderful, (45 reviews)
"Great place, location and reasonable price"
United States
Sujan K.
$440 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
The Andros | Incredible Views w/ Shared Pool
A swimming pool surrounded by tropical vegetation, with a wooden fence and a white picket fence.

18. Turtle Nest Condo + Pool / 2nd Floor

Turtle Nest Condo + Pool / 2nd Floor
Key West Historic District
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay and cant wait to come back!"
United States
Jamie
$399 nightly
The price is $447
Dec 15 - Dec 16
Total with taxes and fees
Turtle Nest Condo + Pool / 2nd Floor
A modern kitchen with a central island, a dining area with a round table, and a balcony with a view.

19. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
United States
Rolando
$440 nightly
The price is $490
Nov 19 - Nov 20
Total with taxes and fees
The Saint Kitts Suite | Breathtaking View, Heated Pool
A swimming pool with a curved edge, surrounded by lounge chairs and a covered seating area.

20. 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, (20 reviews)
"Location was perfect!"
United States
David C.
$233 nightly
The price is $260
Nov 30 - Dec 1
Total with taxes and fees
Duval Street Suites on Duval Free Parking and heated Pool
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"A lot to do onsite with two pools and numerous games from ping pong, billiards, basketball shooting game, cornhole, bocce, etc. The hourly free shuttle to Old Town is handy. They also rent bikes which I rode daily. Will definitely stay again. Only negative was hair dryer did not work and it was never replaced even as they said on 3 days one would be delivered. Not a huge deal although wife said to take off one star on staff."
Herman 4-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West

Find out more about Raccoon Key

Raccoon Key Condo Rentals information

Number of reviews
466
Accommodation
357 Condo Rentals
Lowest Price
$254
Highest Price
$726

Frequently asked questions

How much do condos in Raccoon Key cost?
Condos in Raccoon Key range from $254 to $726 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 9.8. 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 357 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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