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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Raccoon Key villas

10 outdoor pools, pool umbrellas, pool loungers
Atlantic View Luxury Villa with Pool

Villa in Summerland Key

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. "
United States
Preetam
The price is €871
includes taxes & fees
16 Jan - 17 Jan 2026
Atlantic View Luxury Villa with Pool
Exterior
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Villa in Old Town Key West

Two Bedroom Two Bath Balcony Villa Steps from Duval!
10.0 out of 10, Exceptional, (43)
"The hosts were the best we have ever encountered. Their attention to detail surpassed all expectations. We will stay here again without hesitation. "
United States
Barb B.
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior
Poolside Queen Room Steps from Duval!

Villa in Old Town Key West

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."
United States
Travis P.
The price is €417
includes taxes & fees
8 Jan - 9 Jan 2026
Poolside Queen Room Steps from Duval!
Exterior
Loft Villa Steps from Duval!

Villa in Old Town Key West

Loft Villa Steps from Duval!
10.0 out of 10, Exceptional, (17)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
United States
Dave N.
The price is €662
includes taxes & fees
24 Jan - 25 Jan 2026
Loft Villa Steps from Duval!
Exterior
Poolside King Room Steps from Duval!

Villa in Old Town Key West

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!"
United States
Michael L R.
Poolside King Room Steps from Duval!
Exterior
Poolside Studio Villa Steps from Duval!

Villa in Old Town Key West

Poolside Studio Villa Steps from Duval!
10.0 out of 10, Exceptional, (22)
"Great place to stay"
United States
Benjamin K.
Poolside Studio Villa Steps from Duval!
Exterior
One Bedroom Deck Villa Steps from Duval!

Villa in Old Town Key West

One Bedroom Deck Villa Steps from Duval!
10.0 out of 10, Exceptional, (8)
"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"
United States
Tim P.
One Bedroom Deck Villa Steps from Duval!
Exterior
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Villa in Old Town Key West

Two Bedroom Two Bath Poolside Villa Steps from Duval!
10.0 out of 10, Exceptional, (48)
"Staff, accommodations and location were excellent. Would definitely stay there again."
United States
Steve D.
The price is €882
includes taxes & fees
21 Jan - 22 Jan 2026
Two Bedroom Two Bath Poolside Villa 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

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Great room. We needed to shorten our stay by a day after checking in, we called Hotels.com and they worked with the hotel to make that happen without penalty. Thankful to both Hotels.com and Hilton."
Suresh 2-night trip
Posted 3 days ago
DoubleTree Resort by Hilton Grand Key - Key West

Find out more about Raccoon Key

Raccoon Key Villas information

Number of reviews
135
Accommodation
23 Villas
Lowest Price
€417
Highest Price
€882

Frequently asked questions

How much do villas in Raccoon Key cost?
Prices for villas in Raccoon Key range between €417 and €882 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 10.0.
How many villas are there in Raccoon Key?
Work out your holiday dates and then pick from 23 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.
Are there any family-friendly villas in Raccoon Key?
Get comfortable at 6 Bedroom Duval Compound - Old Town Key West, a 4-star option just a short drive from downtown. Amenities here include a picnic area and laundry facilities. Another family-friendly escape is Duval Penthouse. Laundry facilities and WiFi help make this 4-star retreat a top pick. Raccoon Key has tons of family-friendly attractions to discover that'll keep the kids entertained. Smathers Beach and South Beach promise fun for travellers both young and old.
Are there any 5-star villas in Raccoon Key?
Unfortunately, there aren't any 5-star villas in Raccoon Key. But you will find some fantastic 4-star stays here that'll suit your needs. Book a few nights at 6 Bedroom Duval Compound - Old Town Key West, around 8 kilometres from downtown. A jetted bathtub and a swimming pool are just a couple of the conveniences on offer here. Duval Penthouse is another upscale option featuring a jetted bathtub and a swimming pool. This property is located about 8 kilometres from the centre of Raccoon Key.
Why book your villa in Raccoon Key with Expedia?
We think organising a holiday shouldn't be difficult, so if you're searching for villas at an affordable price, Expedia can help. Save cash and opt for an all-inclusive stay, or splurge on a luxe villa to surprise your loved ones. Use our search filters to find a getaway in Raccoon Key that you'll adore.
How can I find cheap villas in Raccoon Key?
With Expedia's convenient filter tool, comparing cheap villas in Raccoon Key is a piece of cake. To find accommodation that give you the most bang for your buck, narrow down your search by amenities, budget and star rating.

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