Book Holiday Homes in Raccoon Key

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Featured Holiday Homes in Raccoon Key

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

Stock Island
When you stay at this vacation home in Key West, you'll be on the waterfront, a 3-minute drive from Key West Golf Club and 8 minutes from Smathers Beach.
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Spec. Jan 26-31 --219. lodg +
w. 3 night stay close beach

Spec. Jan 26-31 --219. lodg + w. 3 night stay close beach

Key West
A stay at this vacation home places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.
Spec. Jan 26-31 --219. lodg + w. 3 night stay close beach
Poolside Cottage #411

Poolside Cottage #411

Key West
When you stay at this vacation home in Key West, you'll be by the sea, within a 5-minute drive of Smathers Beach and Florida Keys Beaches.
Poolside Cottage #411
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INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

Stock Island
When you stay at this vacation home in Key West, you'll be on the waterfront, a 3-minute drive from Key West Golf Club and 8 minutes from Smathers Beach.
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Feb 3-10
$245 off the rates
close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio

Key West, FL
A stay at this vacation home places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.
Feb 3-10 $245 off the rates close beach full kitchen & patio
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!!

Key West
A stay at this vacation home places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
Villa Déjà vu Key West - Steps Off Duval w Private Pool

Villa Déjà vu Key West - Steps Off Duval w Private Pool

Key West
With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 5 minutes by foot from South Beach.
Villa Déjà vu Key West - Steps Off Duval w Private Pool
Coastal Comfort; Waterfront Luxury Home with private pool!

Coastal Comfort; Waterfront Luxury Home with private pool!

Key West
With a stay at this vacation home in Key West (Northside Resort), you'll be within a 5-minute drive of Florida Keys Beaches and Smathers Beach.
Coastal Comfort; Waterfront Luxury Home with private pool!
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

Key West
With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 5 minutes by foot from Ernest Hemingway Home and ...
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location
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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.

Raccoon Key Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Raccoon Key vacation homes are the perfect way for you to wing it.

Holiday houses in Raccoon Key let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Raccoon Key in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Raccoon Key adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Raccoon Key with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Raccoon Key vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Raccoon Key Holiday Homes essential information

Accommodation
712 Holiday Homes
Lowest Price
AU$563
Highest Price
AU$915
Popular accommodation
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!, Spec. Jan 26-31 --219. lodg + w. 3 night stay close beach, Poolside Cottage #411, INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!, Feb 3-10 $245 off the rates close beach full kitchen & patio, CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, Villa Déjà vu Key West - Steps Off Duval w Private Pool, Coastal Comfort; Waterfront Luxury Home with private pool!, Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

Top trending hotels in Raccoon Key

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$718 per night from 4 Mar to 5 Mar
AU$718
includes taxes & fees
4 Mar - 5 Mar
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, a 5-minute drive from Key West Golf Club and 10 minutes ...
Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$630 per night from 23 Feb to 24 Feb
AU$630
includes taxes & fees
23 Feb - 24 Feb
With a stay at Fairfield Inn and Suites by Marriott Key West, you'll be centrally located in Key West, within a 5-minute drive of Duval Street and Florida Keys ...
Fairfield Inn and Suites by Marriott Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$563 per night from 4 Mar to 5 Mar
AU$563
includes taxes & fees
4 Mar - 5 Mar
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, within a 5-minute drive of Key West Golf Club and Smathers ...
Beachside Resort & Residences
Save an average of 15% on thousands of hotels when you're signed in
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$915 per night from 26 Feb to 27 Feb
AU$915
includes taxes & fees
26 Feb - 27 Feb
With a stay at Southernmost Beach Resort, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point.
Southernmost Beach Resort
Don't see what you're looking for?
See all available properties in Raccoon Key
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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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^Subject to availability and chosen travel dates.