Holiday Rentals in Raccoon Key

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Holiday Rentals in Raccoon Key

Our top choices for Raccoon Key holiday rentals

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

9.6 out of 10, Exceptional, (84)
"Quiet location and excellent communication from owners "
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

New Waterfront Home - Dreamside House

2.0 star property
The price is €2,431
includes taxes & fees
30 Sept - 1 Oct
New Waterfront Home - Dreamside House

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (162)
"The stay was beautiful "
The price is €211
includes taxes & fees
25 Sept - 26 Sept
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (314)
"Great hotel with excellent location "
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (401)
"this was exactly as advertised and close to all the action"
The price is €194
includes taxes & fees
24 Sept - 25 Sept
Steps from Duval, Pool on Site & Bikes Included!

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (231)
"Property was cute and in a great location! "
The price is €176
includes taxes & fees
30 Sept - 1 Oct
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (819)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (182)
"Great location; excellent property management "
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

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

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
The price is €429
includes taxes & fees
24 Sept - 25 Sept
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

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

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is €279
includes taxes & fees
28 Sept - 29 Sept
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

9.6 out of 10, Exceptional, (188)
"Bucket list trip. Great location. Property was just what was expected. Perfect for 2!"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (141)
"This property was great, it had everything needed, extremely clean and walking distance to Davual st.The pool area is wonderful and it was the perfect temperature!Would highly recommend."
The price is €206
includes taxes & fees
24 Sept - 25 Sept
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (136)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking

Perfect Location, Private Heated Pool, Pristine Luxury Home!

10.0 out of 10, Exceptional, (189)
"Outstanding place to stay, centrally located!"
The price is €1,537
includes taxes & fees
24 Sept - 25 Sept
Perfect Location, Private Heated Pool, Pristine Luxury Home!

Living the Dream Key West Style

9.8 out of 10, Exceptional, (23)
"Great hosts and great accommodations!"
The price is €284
includes taxes & fees
24 Sept - 25 Sept
Living the Dream Key West Style

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

10.0 out of 10, Exceptional, (4)
"Beautiful property, perfectly located, and one of the best VRBO experiences we have ever had."
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

The price is €284
includes taxes & fees
24 Sept - 25 Sept
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Duval Delight | Recently Remodeled Condo on Duval!

10.0 out of 10, Exceptional, (32)
"This place has everything you need and is in an excellent location. We would definitely stay here again. "
Duval Delight | Recently Remodeled Condo on Duval!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

9.6 out of 10, Exceptional, (17)
"Short walk to Duval street, quiet and very clean and comfortable."
The price is €201
includes taxes & fees
24 Sept - 25 Sept
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (146)
"We had a great stay places is amazing"
The price is €331
includes taxes & fees
20 Oct - 21 Oct
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
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

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, apart-hotels, 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 €176 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.