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

9.6 out of 10, Exceptional, (85)
"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 AU$4,463
includes taxes & fees
13 Oct - 14 Oct
New Waterfront Home - Dreamside House

Parking Pool Dock - Shellstone House

2.0 star property
The price is AU$4,463
includes taxes & fees
13 Oct - 14 Oct
Parking Pool Dock - Shellstone 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 AU$393
includes taxes & fees
6 Oct - 7 Oct
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 "
The price is AU$450
includes taxes & fees
4 Nov - 5 Nov
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (404)
"this was exactly as advertised and close to all the action"
The price is AU$418
includes taxes & fees
12 Oct - 13 Oct
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 AU$319
includes taxes & fees
6 Oct - 7 Oct
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

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 AU$498
includes taxes & fees
8 Oct - 9 Oct
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (138)
"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, (190)
"Outstanding place to stay, centrally located!"
The price is AU$2,804
includes taxes & fees
14 Oct - 15 Oct
Perfect Location, Private Heated Pool, Pristine Luxury Home!

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, (183)
"Great location; excellent property management "
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

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

6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
The price is AU$434
includes taxes & fees
6 Oct - 7 Oct
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

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

The price is AU$522
includes taxes & fees
10 Oct - 11 Oct
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

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 AU$760
includes taxes & fees
6 Oct - 7 Oct
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

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

9.6 out of 10, Exceptional, (18)
"Short walk to Duval street, quiet and very clean and comfortable."
The price is AU$491
includes taxes & fees
3 Nov - 4 Nov
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...

9.8 out of 10, Exceptional, (106)
"the condo was great roomingnice locationbeautiful, fun, great memories were made"
**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

9.6 out of 10, Exceptional, (19)
"Great place will rent again "
The price is AU$343
includes taxes & fees
6 Oct - 7 Oct
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

Living the Dream Key West Style

9.8 out of 10, Exceptional, (25)
"Great hosts and great accommodations!"
The price is AU$503
includes taxes & fees
6 Oct - 7 Oct
Living the Dream Key West Style

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.6 out of 10, Exceptional, (17)
"Great place to stay! Very clean and steps to Duval Ave."
The price is AU$545
includes taxes & fees
6 Oct - 7 Oct
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
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, 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 favourite 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 depend 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 AU$319 per night. Entering your travel dates in the search wizard might find you 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.