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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Raccoon Key condo rentals

A bedroom with a bed, a chair, a wardrobe, and a bathroom visible through an open door.

1. 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
$453 nightly
The price is $503
Oct 12 - Oct 13
Total with taxes and fees
The Tahiti Suite | Updated Key West Condo w/ Pool, Hot Tub, & Balcony!
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

2. The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
9.8 out of 10, Exceptional, (48 reviews)
"Had a great time place is lovely "
United States
Sarah P.
$446 nightly
The price is $496
Oct 1 - Oct 2
Total with taxes and fees
The Butterfly Nest | Newly Updated w/ Shared Pool
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

3. Pool View Suite | Beachside Resort

Pool View Suite | Beachside Resort
Key West
8.0 out of 10, Very good, (3 reviews)
"It was a holiday weekend. Key West in general all lodging was expensive. The room was very comfortable and clean. More than enough room. I was on the water which was amazing. The pool area was very awesome. Love that they have a bar and restaurant available. All the available excursions. I took advantage of the Sunset Tour. Property manager was available for any questions. Beachside staff was also very helpful. Would definitely visit again. Great Experience!! Thank you."
United States
Christie Y.
$237 nightly
The price is $263
Oct 1 - Oct 2
Total with taxes and fees
Pool View Suite | Beachside Resort
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

4. 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.
$446 nightly
The price is $496
Oct 1 - Oct 2
Total with taxes and fees
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

5. 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.
$450 nightly
The price is $500
Oct 26 - Oct 27
Total with taxes and fees
The Cat Island Suite | Charmingly Renovated w/ Pool
A tropical garden pathway leading to a building with a yellow facade and green shutters.

6. 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, (138 reviews)
"Great place to stay"
United States
walter l.
$284 nightly
The price is $315
Oct 1 - Oct 2
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A wide sandy beach with palm trees and a clear sky.

7. 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
9.2 out of 10, Wonderful, (115 reviews)
"I enjoyed my stay at the resort, highly recommend!"
United States
Michelaine a.
$422 nightly
The price is $469
Oct 1 - Oct 2
Total with taxes and fees
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

8. NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay, location was great!"
United States
Taffy M.
$246 nightly
The price is $273
Oct 6 - Oct 7
Total with taxes and fees
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
A balcony with a table and chairs, overlooking a marina with boats.

9. 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.
$458 nightly
The price is $509
Oct 15 - Oct 16
Total with taxes and fees
Waterfront Dock Pool Condo Near Duval St Pet OK
An outdoor tennis court with a blue surface, surrounded by a fence, palm trees, and buildings in the background.

10. 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.
$467 nightly
The price is $519
Oct 1 - Oct 2
Total with taxes and fees
The Grenada at Sunrise Suites - Shared Pool
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, (33 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
$563 nightly
The price is $626
Oct 1 - Oct 2
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
A tranquil pond with a fountain in a park setting.

12. 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.
$446 nightly
The price is $495
Oct 4 - Oct 5
Total with taxes and fees
The Tortuga at Sunrise Suites - Balcony & Pool
A wide sandy beach with palm trees and a clear sky.

13. 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, (49 reviews)
"Great place for our 1 night in key west "
United States
Thadd W.
$422 nightly
The price is $469
Oct 1 - Oct 2
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
A wooden pathway leading to a beach with palm trees and a clear blue sky.

14. Island Time | Luxury Beach Condo w/ Pool & Hot Tub

Island Time | Luxury Beach Condo w/ Pool & Hot Tub
Key West
10.0 out of 10, Exceptional, (9 reviews)
"Neat and clean, spacious, easy walking access to the beach, nice amenities on the property with pool and hot tub."
United States
Stacey P.
$592 nightly
The price is $658
Oct 6 - Oct 7
Total with taxes and fees
Island Time | Luxury Beach Condo w/ Pool & Hot Tub
A tropical garden pathway leading to a building with a yellow facade and green shutters.

15. 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, (113 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
$280 nightly
The price is $311
Oct 3 - Oct 4
Total with taxes and fees
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

16. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.8 out of 10, Exceptional, (10 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
$666 nightly
The price is $740
Oct 1 - Oct 2
Total with taxes and fees
Atlantic Parrot | Oceanfront Condo w/ Pool
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

17. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.6 out of 10, Exceptional, (20 reviews)
"Great facility and loved the location! "
United States
Matt R.
$446 nightly
The price is $496
Oct 1 - Oct 2
Total with taxes and fees
The Grand Cayman | Beautifully Remodeled Key West!
A beach view with palm trees, a wooden dock, and a sunset.

18. Ocean Front Suite | Beachside Resort

Ocean Front Suite | Beachside Resort
Key West
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful property. Only issue was the closest elevator to our room and the closest parking for our room was not working. Used an elevator further away. Not a big issue except for when arriving and departing with all our stuff."
United States
Cathy D.
$281 nightly
The price is $312
Oct 5 - Oct 6
Total with taxes and fees
Ocean Front Suite | Beachside Resort
A swimming pool with lounge chairs, palm trees, and a view of the sunset over the water.

19. Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
$237 nightly
The price is $263
Oct 1 - Oct 2
Total with taxes and fees
Poolside Suite with Direct Pool Access
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

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

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (59 reviews)
"Everything was amazing! My family and I enjoyed every part of our stay; 10 out of 10 would recommend :)"
United States
Rebecca H.
$447 nightly
The price is $497
Oct 4 - Oct 5
Total with taxes and fees
The Salt Cay | Updated! Stunning Sunset View, 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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Pros - The room was beautiful! Very clean and felt like a home away from home. Basically, a fully furnished condo with everything you'd need in the kitchen if you're the type to cook on vacation. Covered parking was a plus! Hourly shuttle to the Duval Street area provided which saves $$$ on parking! Cons - Walkway area around pool has many loose and raised blocks that were a tripping hazard. Beach is a bit small and if it's sunsets you're looking for, they are best viewed at the other end of the island. Front desk staff, while friendly, left out important info (such as availability of shuttle and pool bar hours). For first time visitors, signage is non-existent as far as where the check-in lobby is (no sign outside saying such, either) and the way the property is configured, it's not an easy determination. Certainly not complaining as we had a great time. Just offering our experience and observations."
Scott 3-night trip
Posted 1 hour ago
Beachside Resort & Residences

Find out more about Raccoon Key

Raccoon Key Condo Rentals information

Number of reviews
593
Accommodation
360 Condo Rentals
Lowest Price
$263
Highest Price
$740

Frequently asked questions

How much do condos in Raccoon Key cost?
Condos in Raccoon Key range from $263 to $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 9.5. 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 360 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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