Find Adventure Hotels in Raccoon Key, FL

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Check availability on Raccoon Key Adventure Hotels

Our top choices for Raccoon Key adventure hotels

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1729)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is ¥45,937
¥62,531 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Havana Cabana at Key West

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (880)
"The staff was really nice"
United States
doug
The price is ¥25,894
¥29,131 total
includes taxes & fees
Dec 18 - Dec 19
Simonton Court Historic Inn & Cottages

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (75)
"It was ok for what we needed. Needs some repairs though."
United States
Craig M.
The price is ¥22,287
¥50,823 total
includes taxes & fees
Dec 18 - Dec 19
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is ¥100,987
¥174,551 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Atlantic View Luxury Villa with Pool

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1002)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is ¥58,364
¥80,025 total
includes taxes & fees
Dec 18 - Dec 19
Southernmost House

Quaint cottage, pool, dockage just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (146)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is ¥23,216
¥49,101 total
includes taxes & fees
Dec 19 - Dec 20
Quaint cottage, pool, dockage just minutes to Key West!

Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key
2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (12)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is ¥36,621
¥100,104 total
includes taxes & fees
Dec 18 - Dec 19
Island Time #110 Ocean Views - Cudjoe Key

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is ¥24,492
¥52,298 total
includes taxes & fees
Dec 21 - Dec 22
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
The price is ¥29,252
¥91,259 total
includes taxes & fees
Dec 18 - Dec 19
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very Good, (118)
"Great experience "
United States
Peyton S.
The price is ¥34,823
¥83,441 total
includes taxes & fees
Dec 18 - Dec 19
Just 20 miles from Key West! Oceanfront, dockage, swimming 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.

Top Raccoon Key Hotel Reviews

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