The Best Historic Hotels in Stock Island, FL from AED 614 in 2026

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

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Our top choices for Stock Island historic hotels

Coffee/tea maker, fridge, microwave, oven

1. Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Stock Island

Denton S.

AED 826

AED 1,398 total

includes taxes & fees

9 Aug - 10 Aug

3 bedrooms, iron/ironing board, travel crib, WiFi (free)

Smart TV, DVD player, books, video library

2. Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach

Stock Island

joe t.

AED 1,980

AED 3,628 total

includes taxes & fees

8 Aug - 9 Aug

3. BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Key West Historic District

Edward M.

AED 2,020

AED 5,090 total

includes taxes & fees

18 Aug - 19 Aug

1 bedroom, desk, iron/ironing board, WiFi (free)

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

Old Town Key West

Emily F.

AED 539

AED 1,227 total

includes taxes & fees

9 Aug - 10 Aug

1 bedroom, iron/ironing board, WiFi (free), bed sheets

Coffee/tea maker, full-size fridge, microwave, oven

5. Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

Old Town Key West

Jeanine

AED 474

AED 1,161 total

includes taxes & fees

31 Aug - 1 Sep

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

Old Town Key West

Ashley S.

AED 382

AED 994 total

includes taxes & fees

9 Aug - 10 Aug

Coffee/tea maker, fridge, microwave, stovetop

7. Poolside Paradise - Heated Pool & Steps to Duval St

Old Town Key West

Peter S.

AED 1,418

AED 3,486 total

includes taxes & fees

31 Aug - 1 Sep

8. Two Bedroom Two Bath Poolside Villa Steps from Duval!

Old Town Key West

Matt S.

AED 1,539

AED 1,948 total

includes taxes & fees

9 Aug - 10 Aug

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Top Stock Island Hotel Reviews

Beachside Resort & Residences

8/10 Good

"For the two of us staying a week it was very well priced and I enjoyed our time and the room they provided . The pool was clean and the hot tub was not working fkr what ever reason . The resort offered beach towels which we used on all of our swimming activities. The room was clean air conditioner working the deep tub was nice. The bedding was clean. The mattress was nice and comfortable. The staff was very helpful They had a guy in the lobby that would book you things to do that. We discounted it like parasailing, deep sea fishing, etc. I used him for sunset sale snorkeling sandbar, which was outstanding. I also got the fishing charter, which was awesome and the night kayak, which was just as good as anything could ever be Now the things I did not like. I didn’t like that you had to request for your room to be swept or cleaned for 50 bucks nobody came and knocked on door. Do you need towels? Do you need anything so I would have to repeatedly go to the front desk to get towels washcloths and then I would set all the dirty stuff outside. I would have to bag up the trash and whatever I can find to sit outside I didn’t like that part and they could’ve did a little bit better cleaning around the pool but other than that, I give us a nine out of 10 stars if I go back, I’ll probably choose them again."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"The pool water was too hot"

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Clean, updated property, friendly staff. The pool is very small for the size of the property, but as a whole it was great."

Ibis Bay Beach Resort

10/10 Excellent

"That was a clean room and a nice little resort reasonably priced for what you get. We had a comfortable night in Key West."

The Reach Key West, Curio Collection by Hilton

8/10 Good

"Sargassum smell was awful. Outdoor furniture was worn. Prices high for this level of hotel"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"The property is absolutely STUNNING. Balconies with rocking chairs, table and telescope. Gas grills, lovely infinity pool and hot tub. Close to the airport, over 4 days I heard the planes like 5 or 6 times and that was it. Need to Uber or Cab down to Old Town. Maria was AWESOME, she showed us to our room. Room was extremely clean and beautiful, had everything we needed. It was not ready when we arrived but they secured all.of our luggage so we could go ahead and explore and use the amenities, then delivered the luggage to our room for us!! We had so much fun, delicious drinks at the bar, the Benihana out front is great too!! We will DEFINITELY come back to this property again and again. Also great for handicap access, one of our party is disabled and she had zero problems with the stay. Would give more"

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Stock Island Historic Hotels

Our top choices for Stock Island historic hotels

1. Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

2. Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach

3. BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

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

5. Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

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

7. Poolside Paradise - Heated Pool & Steps to Duval St

8. Two Bedroom Two Bath Poolside Villa Steps from Duval!

9. Poolside Studio Villa Steps from Duval!

10. Key West Suites Hotel # 205