Historic Hotels & Resorts in Stock Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Stock Island Historic Hotels

Best Stock Island Historic Hotels

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Property grounds

Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED

9.6 out of 10, Exceptional, (107)
"Very comfortable house in a great location. "
The price is NZ$941
includes taxes & fees
16 July - 17 July
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
On the beach, sun-loungers, beach towels

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock

9.8 out of 10, Exceptional, (235)
"We (family of 5) really enjoyed our stay. All the equipment was as listed and in great condition. The location was perfect if you're looking for a less hectic Florida Keys experience."
The price is NZ$1,442
includes taxes & fees
8 Aug - 9 Aug
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (147)
"Good Fishing, Good local eateries. "
The price is NZ$792
includes taxes & fees
5 Aug - 6 Aug
Cottage with Pool and Dockage, just minutes to Key West
Key West Beachfront Luxury 2/2 Condo A212
Outdoor pool, a heated pool

Key West Beachfront Luxury 2/2 Condo A212

10.0 out of 10, Exceptional, (153)
"We enjoyed our stay at this spacious condominium. It is spacious, has all the amenities that a family will need, is close to all the attractions in Key West. The host was kind enough to leave detailed notes about the condo and on things to do in Key West. Overall, an excellent experience, we highly recommend this place. "
The price is NZ$1,318
includes taxes & fees
18 July - 19 July
Key West Beachfront Luxury 2/2 Condo A212
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Exterior detail

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

10.0 out of 10, Exceptional, (117)
"We were in keys for a friends 50th birthday. Rental was in a great locations. We loved daily walks to Sandy’s coffee shop even walked back from Duvall st one evening. Having the bikes was a great bonus to the rental. The rental was easy to find nice and clean when we arrived. Host was in contact and seemed available if we had needed him. Would recommend to anyone looking a place to stay that’s reasonably priced. "
The price is NZ$588
includes taxes & fees
11 Aug - 12 Aug
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Feb 3-10 $245 off the rates close beach full kitchen & patio
Exterior detail

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

9.6 out of 10, Exceptional, (222)
"The host was very friendly and easy to communicate with. Excellent property in a great neighborhood! Will definitely consider staying here again."
Feb 3-10 $245 off the rates close beach full kitchen & patio
JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL
Pool

JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL

10.0 out of 10, Exceptional, (107)
"The house was immaculate, quiet, very comfortable- Highly recommend it"
The price is NZ$2,205
includes taxes & fees
22 July - 23 July
JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Beach nearby

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

9.8 out of 10, Exceptional, (153)
"Great place"
The price is NZ$419
includes taxes & fees
23 July - 24 July
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Beach nearby

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

9.6 out of 10, Exceptional, (136)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great getaway, far enough away from noise, but close enough to enjoy all Key West has to offer. Place was just what we were looking for."
The price is NZ$419
includes taxes & fees
21 July - 22 July
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!
Beach nearby

FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!

9.4 out of 10, Exceptional, (132)
"We loved the location and ease of coming and going on the rental bikes we procured a short walk away. The kitchen was great for our breakfasts, and the pool and deck were delightful. Our room was quiet and very comfortable. "
The price is NZ$410
includes taxes & fees
17 July - 18 July
FONTANA ~ Adults Only, Pool Access King Room 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.