Search Raccoon Key Villa Rentals from CA $571

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Check prices for these dates

Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13
In one month
Apr 25 - Apr 27
In two months
May 23 - May 25

Browse Select Raccoon Key Villas

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, (150)
"Excellent property, host, staff, cleaning, location!"
Secret Villa I @ Old Town with Private Pool, close to Duval!
Secret Villa II @ Old Town: with Private Pool, close to Duval!
Exterior

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

10.0 out of 10, Exceptional, (131)
" Superb location... secluded yet so close to everything in Old Town Key West. Sparkling clean. Comfortable. Thoughtfully stocked with everything you could possibly need. Very close to truly excellent restaurants. A market a close walk less than two blocks away. The Owner is responsive, happy to help and patient. I rented for a full month and we became friends. Take care of this place and it'll take care of you... perfectly. "
Secret Villa II @ Old Town: with Private Pool, close to Duval!
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 CA $805
CA $1,406 total
includes taxes & fees
Apr 4 - Apr 5
Atlantic View Luxury Villa with Pool
Loft Villa Steps from Duval!
A heated pool

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (13)
"Key West Villas is a wonderful property just steps from Duvall. Kevin and Heather have thought of everything from a very comfortable place in the middle of Duvall to a happy hour every night and great complimentary breakfasts. We highly recommend this place on your next trip to the Southern point of the US!"
The price is CA $714
CA $905 total
includes taxes & fees
Apr 1 - Apr 2
Loft Villa Steps from Duval!
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, (10)
"Very comfortable beds & pillows!!!! Just minutes away from Key West - Duval St, Lighthouse, Southernmost Buoy, Zero Mile Marker, Restaurants, & Shopping. Very quiet gated community/neighborhood. Felt very safe walking dog @ all hours of the night/am (10 pm - 5 am) Definitely a great place to stay. Pool was in backyard area…just a couple of steps away! Enjoyed our stay & visit in this area. "
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
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 CA $1,071
CA $1,358 total
includes taxes & fees
Apr 7 - Apr 8
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Poolside Studio Villa Steps from Duval!
Pool

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (19)
"Definitely recommend!"
The price is CA $571
CA $724 total
includes taxes & fees
Mar 30 - Mar 31
Poolside Studio 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, (14)
"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!
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (75)
"Nice and clean homes with great space for family."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Outdoor pool

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

9.8 out of 10, Exceptional, (152)
"Property itself is great, pool is nice, glad it was heated. Property manager allowed us to drop off bags once we arrived, which was good so we didnt have to carry them around before check in. Also allowed for us to leave bags after checkout, before our flight. Great location if you do not mind the noise throughout the night and earler morning. Top 2 bedrooms the noise was not an issue, the Master bedroom on the other hand if you are a light sleeper DO NOT pick that room. Besides that the...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
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, (29)
"Very happy with the building and property. My one suggestion is that the mattress on all beds need to be replaced. Need more spoons in silver tray."
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Beach

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

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

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 Pool and Parking
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, (39)
"If you are looking for the perfect stay in Key West, look no further! From the unit itself with the private Balcony, to the incredible hosts and then the location (one block in from the middle of the Duval street) we could have not asked for more. So close to everything yet far enough not to hear all the fun taking place daily. The daily breakfasts and the happy hour are perfect to get to day started and then the evening. We cannot thank you enough for sharing one of your private unites with...
The price is CA $1,072
CA $1,359 total
includes taxes & fees
Apr 10 - Apr 11
Two Bedroom Two Bath Balcony 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 CA $571
CA $717 total
includes taxes & fees
Mar 31 - Apr 1
Poolside King Room Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
A heated pool

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!"
The price is CA $714
CA $903 total
includes taxes & fees
Mar 30 - Mar 31
One Bedroom Deck Villa Steps from Duval!
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."
Poolside Queen Room Steps from Duval!
4-bedroom Modern Villa w/ Guest House and resort style pool in serene Key West
Terrace/patio

4-bedroom Modern Villa w/ Guest House and resort style pool in serene Key West

4-bedroom Modern Villa w/ Guest House and resort style pool in serene Key West
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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Other property types in Raccoon Key

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aerial view

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

9.6 out of 10, Exceptional, (83)
"Quiet location and excellent communication from owners "
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is CA $237
CA $507 total
includes taxes & fees
Apr 2 - Apr 3
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (290)
"I had a great experience with my family!"
The price is CA $551
CA $660 total
includes taxes & fees
Apr 24 - Apr 25
Hyatt Vacation Club at Sunset Harbor, Key West
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.

Frequently asked questions

How much do villas in Raccoon Key cost?
Prices for villas in Raccoon Key range between CA $571 and CA $1,072 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?
Select from multiple villas in Raccoon Key that have a total average guest review rating of 9.6. Old Town Garden Villas is always a hit with travelers. This 3.5-star property features a garden and WiFi. 6 Bedroom Duval Compound - Old Town Key West is another favorite option. It has a 4-star rating and conveniences such as a rooftop terrace and a swimming pool.
How many villas are there in Raccoon Key?
Work out your vacation dates and then pick from 18 villas in Raccoon Key. For a family vacation, a getaway with friends and everything in between, Expedia will help you find an ideal stay in a few easy clicks.
Are there any 5-star villas in Raccoon Key?
Although there are no 5-star villas in Raccoon Key, there are 4-star accommodations that have what you need. Located about 8 kilometres from downtown, Duval Penthouse comes with useful amenities like a rooftop terrace and a terrace. Another 4-star stay is 6 Bedroom Duval Compound - Old Town Key West. It’s around 8 kilometres from central Raccoon Key and features conveniences like a rooftop terrace and a swimming pool.
Why book your villa in Raccoon Key with Expedia?
We think organizing a vacation 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 accommodations that give you the most bang for your buck, narrow down your search by amenities, budget and star rating.