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Featured Villas in Raccoon Key

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

9.8 out of 10, Exceptional, (155)
"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!

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 AU$960
includes taxes & fees
6 Aug - 7 Aug
Two Bedroom Two Bath Poolside Villa Steps from Duval!

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

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!

10.0 out of 10, Exceptional, (40)
"Great place to stay and great owners!"
The price is AU$970
includes taxes & fees
14 July - 15 July
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (20)
"Great place to stay"
Poolside Studio Villa Steps from Duval!

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

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 AU$1,547
includes taxes & fees
14 July - 15 July
Atlantic View Luxury Villa with Pool

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

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!

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!

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 AU$582
includes taxes & fees
15 July - 16 July
Loft Villa Steps from Duval!

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (17)
"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!

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 AU$424
includes taxes & fees
13 July - 14 July
Poolside Queen Room Steps from Duval!

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

9.6 out of 10, Exceptional, (12)
"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!

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 AU$582
includes taxes & fees
17 July - 18 July
One Bedroom Deck Villa Steps from Duval!

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 AU$580
includes taxes & fees
27 July - 28 July
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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Frequently asked questions

How much do villas in Raccoon Key cost?
Prices for villas in Raccoon Key range between AU$424 and AU$1,547 per night. Whatever your budget, you can find someplace that matches your needs with Expedia. This price was 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.
How many villas are there in Raccoon Key?
Use up your holiday days and pick from 19 villas in Raccoon Key. For a holiday with the family, a couple's getaway or anything in between, Expedia will help you find the ideal place in a few simple clicks.
What is there to do near my villa in Raccoon Key?
You'll find plenty of awesome things to see and do in Raccoon Key. Check out big attractions like Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park. Higgs Beach, Key West Aquarium and Boca Chica Nude Beach are also visitor favourites.