Raccoon Key, FL

Travel Guide

Head to Raccoon Key for historic landmarks, cultural sites, family-friendly beaches, and engaging performances that capture the local spirit.

Raccoon Key is an ideal destination for city and family travelers. Nearby attractions include Duval Street, a popular street known for its vibrant atmosphere, and the Southernmost Point, a symbolic landmark that marks the southern tip of the continental United States. For a modern experience, visit Mallory Square, where you can enjoy street performances and sunset views. Additionally, if you're interested in activities, you can play a round of golf at Key West Golf Club, watch a film at Regal Key West, or explore the arts at the Waterfront Playhouse. Nature enthusiasts might enjoy the beaches and outdoor activities available on nearby islands like Boca Chica Key and Stock Island.

You can also explore Raccoon Key's diverse neighborhoods. Old Town Key West is known for its family experiences and features attractions like Clarence S. Higgs Memorial Beach Park and the Mel Fisher Maritime Museum. Nearby, the Key West Historic District offers cultural insights with places like the Key West Shipwreck Museum and Audubon House and Tropical Gardens. Another area to check out is New Town, home to the Key West Tropical Forest and Botanical Garden, which provides a more relaxed atmosphere for visitors to enjoy.

The best time to visit Raccoon Key is from June to September when the weather is warm, mostly dry, and often sunny, with temperatures ranging from 83 to 84°F. During these months, demand for accommodations and activities remains steady, though it tends to be a little quieter in August and from October to November. If you prefer a less crowded experience, planning your visit during these quieter months may be beneficial.

Where to stay in Raccoon Key

Find the best Raccoon Key areas and neighborhoods for the activities you enjoy most. Learn more about Raccoon Key
Learn more about Raccoon Key

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Key West Historic District

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
$285 nightly
The price is $321 total per night from Nov 18 to Nov 19
$321 total
Nov 18 - Nov 19
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$171 nightly
The price is $192 total per night from Nov 29 to Nov 30
$192 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Nov 15 to Nov 16
$197 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,797 reviews)
"Todo estaba en buenas condiciones y limpio. Valoración precio calidad ."

Reviewed on Nov 14, 2026

Blue Flamingo Resort 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.
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

Key West FL
Stay at this vacation home in Key West. Enjoy free WiFi, private pools, and a garden. Popular attractions Duval Street and Mallory Square are located ...
9.6/10 Exceptional! (94 reviews)
"The owners communication was amazing from the time we booked the property. They gave us multiple references for extra services like private grocery shoping so the house was stocked upon arival, they recommended our daily taxi service who was top notch and a private chef for brunch. This was over ..."

Reviewed on Oct 27, 2026

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.2/10 Wonderful! (44 reviews)
"Clean and new"

Reviewed on Nov 11, 2026

Sugarloaf Key RV Resort & Cottages
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy Key West FL
Stay at this houseboat in Key West. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
Aqua Lodges at Hurricane Hole Marina
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.

Things to do

Cities near Raccoon Key

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