A sunset over a coastal landscape with a small island surrounded by water.

Find Historic Hotels in Stock Island, FL

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Check availability on Stock Island Historic Hotels

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Stock Island historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
AED 325
AED 551 total
includes taxes & fees
25 Aug - 26 Aug
Pegasus International Hotel

2. CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
United States
Ashley S.
AED 345
AED 942 total
includes taxes & fees
23 Aug - 24 Aug
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

3. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
AED 531
AED 597 total
includes taxes & fees
25 Aug - 26 Aug
Amsterdam's Curry Mansion Inn

4. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Old Town Key West
United States
Jeanine
AED 393
AED 1,052 total
includes taxes & fees
31 Aug - 1 Sep
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

5. 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
United States
Emily F.
AED 535
AED 1,234 total
includes taxes & fees
24 Aug - 25 Aug
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

6. 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
United States
Warren K.
AED 345
AED 942 total
includes taxes & fees
23 Aug - 24 Aug
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

7. COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
United States
Christina
AED 342
AED 941 total
includes taxes & fees
24 Aug - 25 Aug
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

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

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
United States
Jessica S.
AED 345
AED 942 total
includes taxes & fees
23 Aug - 24 Aug
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

9. FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!
Old Town Key West
United States
Emily K.
AED 389
AED 1,002 total
includes taxes & fees
30 Aug - 31 Aug
FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

10. 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
United States
Jeffrey M.
AED 342
AED 938 total
includes taxes & fees
23 Aug - 24 Aug
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
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Top Stock Island Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Great resort Wonderful amenities"
Daina 2-night trip
Posted 2 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"This place was great! The rooms are dated and don't have smart TVs, so you can't catch up on anything streaming at night, but the private beach and pool area make up for it! Everyone was very nice. I'll say we brought our 7 year old and he was one of maybe 5 children there so it's not very child friendly but he had a great time."
Anastasia 4-night trip
Posted 4 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"My favorite hotel in Key West. Beautiful beach and great staff."
Cole 3-night trip
Posted 4 hours ago
Casa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Good"
Edward 2-night trip
Posted 7 hours ago
Hilton Garden Inn Key West / The Keys Collection
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Parking and resort fees expensive for what you get."
Lorie 5-night trip
Posted 22 hours ago
Southernmost Beach Resort and Guesthouses
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"The room was magnificent"
Dinette Kay 5-night trip
Posted 22 hours ago
Hilton Key West Resort & Marina
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Awesome"
Todd 2-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"We had a wonderful stay at La Concha Hotel in Key West! The location on Duval Street was one of the biggest highlights..it was within perfect walking distance of so many of Key West’s attractions, restaurants, bars, and things to do, which made exploring the area incredibly convenient. Having onsite parking was also a huge benefit, especially in Key West where parking can be difficult to find. The hotel bar was excellent, and the staff throughout the hotel were incredibly friendly and welcoming. Overall, La Concha was a great choice for a Key West stay, especially if you want to be right in the heart of everything!"
Janet 1-night trip
Posted 2 days ago
La Concha Key West, Autograph Collection
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Best customer service I ever had at a hotel. They have someone you can text for any needs and they answer right away. Rooms were nice only complaint about the room was the shower seemed to use to have a sliding glass door but it must of broke because they had a shower curtain there instead. Great other than that tho"
Broden 3-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton

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