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Compare 24 Villas in Raccoon Key with updated reviews, rates, and availability.

Cudjoe Key Vacation Rental | 3,200 Sq Ft | 4BR | 2BA | Stairs Required
Key West Paradise w/ Private Pool + Ocean View
Key West Paradise w/ Private Pool + Ocean View
Property grounds
Two Bedroom Two Bath Poolside Villa Steps from Duval!
10.0 out of 10, Exceptional, (32)
"I would not consider staying anywhere other than Key West Villas when visiting Key West. Hosts Kevin and his wife were super attentive, friendly and couldn't have been more hospitable! Our villa was well equipped and clean. Really enjoyed the daily Happy Hour gathering which included a wide variety of drinks and of course, the shot of the day! Look forward to returning here for another vacation!"
The price is AED 2,127
AED 2,697 total
includes taxes & fees
3 Jun - 4 Jun
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Pool
Luxury Oceanview Pool Eco-friendly Villa Near Key West
10.0 out of 10, Exceptional, (1)
"Stayed at the house for a week with a large group of friends for a bachelor party. The house had everything you need and everything works. There is a nice view and the pool out back is decently shaded by a sun cover. There were some non grocery items like trash bags, laundry stuff, tin foil, etc so we didn’t need to be exhaustive with our purchasing at the store. The basketball net in the ad was missing a hoop but that was the only small thing awry. The property is great and the owner has...
Luxury Oceanview Pool Eco-friendly Villa Near Key West
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Queen Studio
Pilar's Cottage by Brightwild | Studio w/Pool!
9.4 out of 10, Exceptional, (9)
"Location could not be more ideal, walking to everything. Our host Jason was so accommodating and quick to respond to any needs we had."
The price is AED 738
AED 1,450 total
includes taxes & fees
29 May - 30 May
Pilar's Cottage by Brightwild | Studio w/Pool!
Heated Pool & Waterfall
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
9.8 out of 10, Exceptional, (147)
"We couldn’t have been happier with our choice to stay in this first class condo. It’s perfect. The condo itself is beautiful- along with amazing artwork that my wife didn’t stop talking about. The many outside spaces and pool are just perfect. And the location can’t be beat. We were a bit worried about the noise before we arrived because of the busy location - but it didn’t bother us at all. So if that’s a concern I wouldn’t worry about it. Just a perfect place to stay in Key West and would be...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Penthouse - Heated pool and waterfall. 1 of 2 pools/hot tubs on the property.
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
9.8 out of 10, Exceptional, (70)
"This property is ideal for a large group with plenty of space to spread out and also to gather. Perfectly located within walking distance of everything. Both units are very well appointed, extremely clean, and very comfortable. This is our second time renting this property, and we hope to do it again! We were better acclimated this time and enjoyed our stay that much more. So convenient and easy, and the property manager is super friendly and responsive."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Pool
Two Bedroom Two Bath Balcony Villa Steps from Duval!
10.0 out of 10, Exceptional, (34)
"Great place to stay and great owners!"
The price is AED 2,200
AED 2,791 total
includes taxes & fees
15 Jun - 16 Jun
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Private Small Dipping Pool
Harborwalk Hideaways by Brightwild |Prime Location
10.0 out of 10, Exceptional, (3)
"This property worked out fantastic for us. We had a large group for a bachelorette. We occupied the whole compound utilizing all 3 villas. The court yard with small pool was so cute and we loved sitting there and chatting about our previous night as a group while sipping our morning coffee. The rooms were super cute, clean and fit us all comfortably (we had 12 girls). We needed to contact the property managers a couple of times and they answered quickly and serviced our requests in a very timely...
The price is AED 4,250
AED 7,457 total
includes taxes & fees
19 Jun - 20 Jun
Harborwalk Hideaways by Brightwild |Prime Location
Exterior
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
4.0 star property
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Welcome to Coral Garden!
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
9.6 out of 10, Exceptional, (4)
"We enjoyed 4 nights and had a wonderful trip. The home was very clean and colorful and stylish. It was quiet and we slept well. There was not a lot of room in the 2nd bedroom for the extra bed that was in the closet. With the extra bed set up you could not access the porch without climbing over the beds. We ended up bringing the extra bed downstairs and one of our kids slept on the main floor. The beds were all very comfortable. We enjoyed spending time on the porches. It was close enough to the...
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
Property grounds
Poolside Studio Villa Steps from Duval!
10.0 out of 10, Exceptional, (11)
"Will definitely stay here again! Awesome couple runs the place and everything from the parking to the happy hour fun to the very comfortable villa with a pool made this trip to Key West one of our best yet! A+ all the way!"
The price is AED 1,025
AED 1,300 total
includes taxes & fees
3 Jun - 4 Jun
Poolside Studio Villa Steps from Duval!
Welcome to Coral Palm, complete with a community pool!
Coral Palm by AvantStay | Key West Walkable
9.6 out of 10, Exceptional, (9)
"Property was very nice and clean in a gated community. After we arrived we went to fix supper and discovered the oven was NOT working. With it being around the holidays they were not able to get a repairman to get it fixed until after our stay. I would have appreciated some type of little refund as the reason we like VRBO’s is so we can eat one meal a day a home and not have to eat out all the time. 7 people eating out all the time gets expensive in a hurry. And we had already grabbed a few...
Coral Palm by AvantStay | Key West Walkable
Welcome to Coral Villa!
Coral Villa by AvantStay | Close 2 DT Key West
9.2 out of 10, Wonderful, (27)
"Great location and great access. Safe and secure."
Coral Villa by AvantStay | Close 2 DT Key West
Awesome 180 degree water views!
Emerald Seas - Florida Keys Ocean Front Paradise!
10.0 out of 10, Exceptional, (11)
"Beautiful, comfortable house on the open water with beautiful views. Did not want to leave."
The price is AED 1,833
AED 3,023 total
includes taxes & fees
29 May - 30 May
Emerald Seas - Florida Keys Ocean Front Paradise!
Living Area with Sleeper Sofa
African Queen by Brightwild | GREAT Suite
7.6 out of 10, Good, (5)
"Location of property offers convenient access to historic downtown whenever you want. However, the option to privately and quietly spend time in the outside area is there as well. Well maintained property,"
The price is AED 951
AED 1,719 total
includes taxes & fees
19 Jun - 20 Jun
African Queen by Brightwild | GREAT Suite
Exterior
Loft Villa Steps from Duval!
10.0 out of 10, Exceptional, (7)
"The location was perfect and the owners were amazing. The breakfast and happy hour were wonderful, I was always receiving texts to check on us. Would definitely stay here again!"
The price is AED 1,282
AED 1,618 total
includes taxes & fees
27 May - 28 May
Loft Villa Steps from Duval!
Room
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 AED 915
AED 1,161 total
includes taxes & fees
28 May - 29 May
Poolside Queen Room Steps from Duval!
Property grounds
One Bedroom Deck Villa Steps from Duval!
10.0 out of 10, Exceptional, (6)
"Outstanding place to stay! Awesome amenities and great location! A definite stay and a place to return again! Nice continental breakfast, afternoon snacks, excellent happy hour and specialty shot of the day! Beautiful grounds, great pool, awesome hosts too! Thanks for a great stay at Key West Villas!"
One Bedroom Deck Villa Steps from Duval!
Outdoor dining
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 AED 1,025
AED 1,292 total
includes taxes & fees
29 May - 30 May
Poolside King Room Steps from Duval!
Pool
Key West Paradise w/ Private Pool + Ocean View
3.0 star property
Key West Paradise w/ Private Pool + Ocean View
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See all available properties in Raccoon Key
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.

Other property types in Raccoon Key

The House from the Ocean Side--2 Huge Porches
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
9.6 out of 10, Exceptional, (80)
"Great place for a group to hang out in Key West"
The price is AED 6,240
AED 12,539 total
includes taxes & fees
23 Jun - 24 Jun
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Pool
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
"My husband and I just got back from Key West. We had a fabulous time and loved where we stayed. Ken, the owner, is terrific. Great communication, excellent tips on things to do and places to eat. It a large house and you have a room to stay in with your own bathroom, small kitchen and bed. It was perfect for us. We will definitely be back next time we visit Key West. Thanks Ken for being a great host!!!"
The price is AED 364
AED 880 total
includes taxes & fees
30 May - 31 May
Steps from Duval, Pool & Bikes $129-$299 Night!
Room
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is AED 1,098
AED 2,124 total
includes taxes & fees
9 Jun - 10 Jun
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
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.

Recent reviews of Raccoon Key hotels
Expedia verified reviews

The Laureate Key West

The Laureate Key West

5/5 Excellent
"The property and rooms were clean. The pool was nice and appreciated the free refreshments at pool and in the lobby. The parking was a little bit of an issue probably due to some exterior work being done on the building closing off half of the parking behind building. Would stay here again."
A verified traveler from puyallup stayed at The Laureate Key West
Posted 1 day ago
The Laureate Key West