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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Villas in Raccoon Key and around

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Outdoor dining

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

9.8 out of 10, Exceptional, (157)
"We have stayed here now at least a few years in a row, and it continues to be wonderful. You cannot beat the location for convenience and to enjoy the music from next door at Willy T's. We love sitting on the balcony overlooking Duval Street and taking in all of those sights and sounds from the comfort of home! Sun is plenty on the rooftop patio, while the pool stays mostly shaded. Parking is easy, and the owner and property manager are both delightful. The music next door can be loud at night,...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Two Bedroom Two Bath Poolside Villa Steps from Duval!
A heated pool

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (42)
"Loved staying here, easy walking to everything we wanted to do. We had a 2 bedroom and were very comfortable, beds were really comfy. Pool area was a nice place to hang out after dinner. Would stay again for sure "
The price is €553
includes taxes & fees
12 Aug - 13 Aug
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Outdoor dining

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

9.8 out of 10, Exceptional, (77)
"We loved our stay at this Keywest property. It’s a perfect spot for a celebration getaway. There is Willy T’s next door with live music so you have entertainment on your patio with amazing music. The property is large enough with the two pools and 6 rooms to host a large group. You can walk everywhere as it’s in the center of all the shops and restaurants. Would definitely love to stay again. Thank you! "
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Beach nearby

Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access

10.0 out of 10, Exceptional, (32)
"The property was beautiful and spacious. My whole family was comfortable and enjoyed."
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Pool

Two Bedroom Two Bath Balcony Villa Steps from Duval!

10.0 out of 10, Exceptional, (40)
"Great place to stay and great owners!"
The price is €553
includes taxes & fees
10 Aug - 11 Aug
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Poolside Studio Villa Steps from Duval!
Pool

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (20)
"Great place to stay"
The price is €274
includes taxes & fees
29 Jul - 30 Jul
Poolside Studio Villa Steps from Duval!
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Villa, 4 Bedrooms, Private Pool, Ocean View | Sun deck

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is €869
includes taxes & fees
2 Aug - 3 Aug
Atlantic View Luxury Villa with Pool
Secret Villa II @ Old Town: with Private Pool, close to Duval!
3 bedrooms, in-room safe, desk, blackout curtains

Secret Villa II @ Old Town: with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (145)
"Loved how it was secluded but yet accessible to everything. "
Secret Villa II @ Old Town: with Private Pool, close to Duval!
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
House (2 Bedrooms) | Interior

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

4.0 star property
6.0 out of 10, (2)
"The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous."
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Secret Villa I @ Old Town with Private Pool, close to Duval!
Outdoor dining

Secret Villa I @ Old Town with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (161)
"Perfect place. Great hosts. We had a wonderful time!"
Secret Villa I @ Old Town with Private Pool, close to Duval!
Loft Villa Steps from Duval!
A heated pool

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (16)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
The price is €364
includes taxes & fees
4 Aug - 5 Aug
Loft Villa Steps from Duval!
Emerald Seas - Florida Keys Ocean Front Paradise!
Property grounds

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (18)
"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."
Emerald Seas - Florida Keys Ocean Front Paradise!
Poolside Queen Room Steps from Duval!
Pool

Poolside Queen Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
The price is €241
includes taxes & fees
29 Jul - 30 Jul
Poolside Queen Room Steps from Duval!
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Pool

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

9.2 out of 10, Wonderful, (30)
"We enjoyed the stay. The place was clean, the check in and out was easy. Great stay!"
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Outdoor dining

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

9.6 out of 10, Exceptional, (13)
"Very comfortable and great location near Marina where we fished."
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
One Bedroom Deck Villa Steps from Duval!
A heated pool

One Bedroom Deck Villa Steps from Duval!

10.0 out of 10, Exceptional, (6)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
The price is €332
includes taxes & fees
3 Aug - 4 Aug
One Bedroom Deck Villa Steps from Duval!
Poolside King Room Steps from Duval!
A heated pool

Poolside King Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
The price is €309
includes taxes & fees
5 Aug - 6 Aug
Poolside King Room Steps from Duval!
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

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Perfect hotel kinda on the other side of the main area of key west but island is so small it still feels close. Theirs a shuttle that runs every 45 minutes sign up in lobby asap! We rented a golf cart from hotel that was so convenient. Its every close to keywest Airport which was so cool watching the planes fly over while in the pool especially when the sea plane fly over it make you really feel like your on a island in the middle of nowhere! The rooms are spacious the bathroom are very nice! Get a room with a pool view second floor with balcony its worth it! Staff was very friendly at front desk. Perks are you get a drink card with 2 free drinks pre day from pool bar! We will definitely stay here again... "
Jenna 5-night trip
Posted 1 day ago
Hampton Inn Key West FL

Frequently asked questions

How much do villas in Raccoon Key cost?
Prices for villas in Raccoon Key range between €241 and €869 per night. Whatever your budget, you're sure to find someplace that matches your needs on Expedia. 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 villas in Raccoon Key?
Travellers love staying at Old Town Garden Villas. Kick back at this 3.5-star property which comes with a garden and a nearby beach. 6 Bedroom Duval Compound - Old Town Key West is another highly rated option worth a look. Put your bags down at this 4-star stay and you'll have access to conveniences like a swimming pool and a barbecue grill. You can choose from multiple villas in Raccoon Key with a total average guest review rating of 9.8.
How many villas are there in Raccoon Key?
Work out your holiday dates and then pick from 19 villas in Raccoon Key. For a family holiday, a getaway with friends and everything in between, Expedia will help you find an ideal stay in a few easy clicks.