Raccoon Key Holiday Rentals

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Holiday Rentals in Raccoon Key

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

Raccoon Key
9.6 out of 10, Exceptional, (85)
"Staying at this house is a once in a lifetime opportunity to feel like a celebrity. It has so much to offer, we barely went downtown. The sunrises and sunsets are gorgeous from the back porch. We celebrated my father’s 80th birthday, and it couldn’t have been a better experience. "
United States
Todd G.
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Brand New The Greenmoor House With Pool

2.0 star property
Raccoon Key
The price is NZ$4,678
includes taxes & fees
18 Nov - 19 Nov
Brand New The Greenmoor House With Pool

Capmar House by Brightwild Huge Home Pool

2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is NZ$3,435
includes taxes & fees
18 Nov - 19 Nov
Capmar House by Brightwild Huge Home Pool

New Waterfront Home - Sunray House

2.0 star property
Raccoon Key
The price is NZ$5,381
includes taxes & fees
18 Nov - 19 Nov
New Waterfront Home - Sunray House

Parking Pool Dock - Shellstone House

2.0 star property
Raccoon Key
Parking Pool Dock - Shellstone House

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is NZ$518
includes taxes & fees
11 Nov - 12 Nov
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (314)
"Good location "
United States
Paula
The price is NZ$527
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (408)
"Great place to stay and walk to all the attractions."
United States
Byron Debi L.
The price is NZ$401
includes taxes & fees
16 Nov - 17 Nov
Steps from Duval, Pool on Site & Bikes Included!

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
Key West
8.2 out of 10, Very good, (820)
"Overall a good place to stay and value for money "
United States
Vijay Bhasker
Coconut Mallory Resort And Marina By Kees Vacations

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Key West
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is NZ$657
includes taxes & fees
10 Nov - 11 Nov
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Stock Island
6.6 out of 10, (12)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
United States
p j.
The price is NZ$655
includes taxes & fees
11 Nov - 12 Nov
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Perfect Location, Private Heated Pool, Pristine Luxury Home!

Old Town Key West
10.0 out of 10, Exceptional, (192)
"Outstanding place to stay, centrally located!"
United States
Elizabeth Y.
The price is NZ$3,345
includes taxes & fees
10 Nov - 11 Nov
Perfect Location, Private Heated Pool, Pristine Luxury Home!

Heart of Downtown Key West Cottage With Off-Street Parking

Key West Historic District
10.0 out of 10, Exceptional, (141)
"Wonderful property. Perfect location. Clean building. Everything you needed for a relaxing stay. Lovely hosts as well. Will stay there again. "
United States
Andrew C.
Heart of Downtown Key West Cottage With Off-Street Parking

Wahoo Way | Charming Hideaway On Duval Street!

Old Town Key West
9.0 out of 10, Wonderful, (17)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy walks to everything!"
United States
Don N.
The price is NZ$563
includes taxes & fees
18 Nov - 19 Nov
Wahoo Way | Charming Hideaway On Duval Street!

Island View 1BR Residence With Balcony

2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is NZ$670
includes taxes & fees
12 Nov - 13 Nov
Island View 1BR Residence With Balcony

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

Beachside
9.8 out of 10, Exceptional, (48)
"Wonderful view, lot's of space, great location "
United States
Valerie
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Old Town Key West
9.2 out of 10, Wonderful, (186)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location in the middle of everything"
United States
Loyd K.
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Super-Cozy boat in Key West!

Key West
8.0 out of 10, Very good, (1)
"Yes, Troy was very welcoming. Met me at the airport and gave me a ride to his boat. Very accomodating. 2 diff.options for sleeping and boat was very comfortable. Plenty of fresh towels.Picked up whatever I needed and brought it out to me. Thx!"
United States
rachael K.
The price is NZ$562
includes taxes & fees
10 Nov - 11 Nov
Super-Cozy boat in Key West!

Living the Dream Key West Style

Stock Island
10.0 out of 10, Exceptional, (31)
"Clean rooms pet friendly great view! Exactly as advertised "
United States
Todd
The price is NZ$604
includes taxes & fees
11 Nov - 12 Nov
Living the Dream Key West Style

FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

Old Town Key West
9.8 out of 10, Exceptional, (141)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful location, clean, cozy and very private. I will definitely return.."
United States
Teresa K.
The price is NZ$460
includes taxes & fees
17 Nov - 18 Nov
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
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

Find out more about Raccoon Key

Everything you need to know about Raccoon Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Raccoon Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Raccoon Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Raccoon Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Raccoon Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Raccoon Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Raccoon Key holiday rentals we have selected for you start as low as NZ$401 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Raccoon Key rentals

At Expedia, we put the best Raccoon Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Raccoon Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Raccoon Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Raccoon Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.