Historic Hotels & Resorts in Raccoon Key from AU$318

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Raccoon Key Historic Hotels

This weekend
Next weekend

Our top choices for Raccoon Key historic hotels

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (155 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is AU$931
includes taxes & fees
8 May - 9 May
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,001 reviews)
"Very nice place to stay. Noisy at night from Duval street. "
United States
Jayne
The price is AU$388
includes taxes & fees
11 May - 12 May
Amsterdam's Curry Mansion Inn

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,003 reviews)
"Our absolute favorite place to stay when in Key West 10/10 hands down Great location, the friendliest staff, & a nice breakfast selection each morning Look no further "
United States
Amanda Tyie
The price is AU$318
includes taxes & fees
3 May - 4 May
Pegasus International Hotel

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (361 reviews)
"We loved the Saint Hotel and the staff was amazing! Will definitely be back! Perfect location. "
United States
Tunya
The price is AU$412
includes taxes & fees
10 May - 11 May
The Saint Hotel Key West, Autograph Collection, Adult Only

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (147 reviews)
"The host was awesome, we really enjoyed our stay "
United States
Asgeir S.
The price is AU$413
includes taxes & fees
5 May - 6 May
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

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

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (246 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is AU$511
includes taxes & fees
18 May - 19 May
Feb 3-10 $245 off the rates close beach full kitchen & patio

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (120 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is AU$631
includes taxes & fees
10 May - 11 May
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (42 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
The price is AU$766
includes taxes & fees
3 May - 4 May
'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (145 reviews)
"All was great. Very convenient location and Key West vibe. "
United States
laurie y.
The price is AU$382
includes taxes & fees
4 May - 5 May
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

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, (155 reviews)
"Such a great place and vibe!!! Very easy host to work with. Super responsive, kind and helpful. The place was clean, quiet and a great location. We would recommend!!"
United States
Jennifer C.
The price is AU$404
includes taxes & fees
5 May - 6 May
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
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

Explore a world of travel with Expedia