Deals on vacations and trips to Raccoon Key

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Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,384, price is now $809 per person
$809
per person
Jan 22 - Jan 26
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit box and concierge services are also provided.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was $4,108, price is now $2,110 per person
$2,110
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,217, price is now $1,163 per person
$1,163
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $1,850, price is now $1,055 per person
$1,055
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $1,910, price is now $1,090 per person
$1,090
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Enjoy the free on-the-go breakfast each morning. Concierge services are provided for your convenience.

Top Raccoon Key hotels deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$193 nightly
The price is $217 total per night
$217 total
Nov 20 - Nov 21
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
On private beach
Pool
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $167 total per night
$167 total
Nov 17 - Nov 18
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Hot Tub
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $234 total per night
$234 total
Nov 30 - Dec 1
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
Pool
Pet friendly
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
$242 nightly
The price is $272 total per night
$272 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $264 total per night
$264 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $126 total per night
$126 total
Dec 1 - Dec 2
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
Pool
Hot Tub
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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.

Frequently asked questions

How much are vacation packages to Raccoon Key?
Starting at just $809, flight and hotel packages are an ideal way to make your travel budget stretch further. Watch out Raccoon Key — here you come!
Where can I get the best vacation package deals for Raccoon Key?
It's difficult to beat Travelocity when it comes to crafting your Raccoon Key package deal. There are as many as 400 air carriers and 1,000,000 worldwide properties to choose from. Book your trip now and get ready to tick another amazing destination off your list.
Why should I purchase my Raccoon Key vacation package via Travelocity?
Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.
Can I save on my Raccoon Key car rental if I book it with hotels and flights?
Combining your flight, hotel and car into a Raccoon Key vacation package is a great way to score an amazing deal. Plus, having your own wheels gives you the freedom to make your way to all those amazing sights you're itching to see. Located 110 mi from Raccoon Key, Zoo Miami is one attraction that should have a place on your itinerary. Fill up the tank and make a day trip of it.
What is the best time of year to go to Raccoon Key?
You'll be able to avoid the tourist crowds and save cold, hard cash in August, September and October, which are the quietest times for tourism. Peak season months of January, February and July are naturally busier (and more expensive), but there's likely to be more going on around Raccoon Key. Lock in a hotel in and get a lot more bang for your buck. Room rates tend to be higher in .
Which airport is best for Raccoon Key?
Heading to Raccoon Key will see you touching down at Key West Intl. Airport (EYW). It's roughly 2 mi southwest of the downtown area.
Where should I stay when visiting Raccoon Key?
Many travelers opt to check in to the Catamaran with kayak. It's a great base for your Raccoon Key escape.

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