Raccoon Key Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Raccoon Key

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

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
House | 8 bedrooms, Internet
Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House

2.0 star property
Raccoon Key
The price is ￥285,147
￥472,646 total
includes taxes & fees
Dec 15 - Dec 16
Waterfront Luxury Home - Tidelands House
House | 4 bedrooms, Internet
Capmar House by Brightwild Huge Home 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 ￥227,715
￥360,581 total
includes taxes & fees
Dec 6 - Dec 7
Capmar House by Brightwild Huge Home Pool
House | 6 bedrooms, Internet
Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool

2.0 star property
Raccoon Key
The price is ￥241,342
￥423,425 total
includes taxes & fees
Dec 15 - Dec 16
Brand New The Greenmoor House With Pool
House | 8 bedrooms, Internet
New Waterfront Home - Sunray House

New Waterfront Home - Sunray House

2.0 star property
Raccoon Key
The price is ￥285,256
￥472,828 total
includes taxes & fees
Dec 15 - Dec 16
New Waterfront Home - Sunray House
House | 8 bedrooms, Internet
Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House

2.0 star property
Raccoon Key
The price is ￥307,095
￥497,338 total
includes taxes & fees
Dec 15 - Dec 16
Parking Pool Dock - Shellstone House
Restaurant
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ￥15,400
￥43,522 total
includes taxes & fees
Nov 30 - Dec 1
Aqua Lodges at Hurricane Hole Marina
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very Good, (317)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is ￥37,351
￥47,294 total
includes taxes & fees
Dec 16 - Dec 17
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior
Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (409)
"I had a great time at this property and while in Key West. It was a perfect retreat and exactly what I needed. The place was clean and having access to the bikes was a plus! Also, Ken was an excellent host and very responsive."
United States
Danielle J.
The price is ￥22,357
￥46,284 total
includes taxes & fees
Dec 1 - Dec 2
Steps from Duval, Pool on Site & Bikes Included!
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (23)
"Will stay here again "
United States
Matt O.
The price is ￥25,163
￥65,620 total
includes taxes & fees
Dec 7 - Dec 8
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Meeting facility
Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
Key West
8.2 out of 10, Very Good, (820)
"Great place really nice rooms"
United States
Eric
Coconut Mallory Resort And Marina By Kees Vacations
1 bedroom, free WiFi, bed sheets
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"We had a wonderful stay here with our kids. Can’t beat the location."
United States
Julia P.
The price is ￥25,934
￥67,019 total
includes taxes & fees
Dec 17 - Dec 18
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Apartment, Smoking | 1 bedroom
Island View 1BR Residence With Balcony

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 ￥45,297
￥64,247 total
includes taxes & fees
Dec 1 - Dec 2
Island View 1BR Residence With Balcony
Property grounds
Private Heated Pool & Near Duval - The Curry House

Private Heated Pool & Near Duval - The Curry House

Old Town Key West
10.0 out of 10, Exceptional, (6)
"Great property! "
United States
Austin C.
The price is ￥187,235
￥474,926 total
includes taxes & fees
Nov 30 - Dec 1
Private Heated Pool & Near Duval - The Curry House
Terrace/patio
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

Old Town Key West
9.8 out of 10, Exceptional, (12)
"Great place with great service!"
United States
Mills T.
The price is ￥118,937
￥239,902 total
includes taxes & fees
Dec 9 - Dec 10
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking
1 bedroom, free WiFi, bed sheets
Wahoo Way | Charming Hideaway On Duval Street!

Wahoo Way | Charming Hideaway On Duval Street!

Old Town Key West
9.0 out of 10, Wonderful, (18)
"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 ￥15,473
￥42,497 total
includes taxes & fees
Nov 30 - Dec 1
Wahoo Way | Charming Hideaway On Duval Street!
A heated pool
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

Old Town Key West
9.6 out of 10, Exceptional, (193)
"Perfect stay, awesome communication with the property manager at all times 5"
United States
Devotion808 g.
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
Outdoor pool
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Stock Island
7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is ￥39,058
￥78,740 total
includes taxes & fees
Nov 29 - Nov 30
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
A heated pool
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis

New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis

2.0 star property
Beachside
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
Fridge, stovetop, coffee/tea maker, toaster
Super-Cozy boat in Key West!

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 ￥38,901
￥49,232 total
includes taxes & fees
Dec 1 - Dec 2
Super-Cozy boat in 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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Top Raccoon Key Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Great staff, beautiful grounds, clean. "
David 4-night trip
Posted 13 hours ago
Winslow's Bungalows - Key West Historic Inns

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