Holiday Rentals in Stock Island

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Holiday Rentals in Stock Island

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (168)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is €250
includes taxes & fees
30 Nov - 1 Dec
Aqua Lodges at Hurricane Hole Marina

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Stock Island
7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is €445
includes taxes & fees
27 Nov - 28 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Stock Island
The price is €365
includes taxes & fees
1 Dec - 2 Dec
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Living the Dream Key West Style

Stock Island
9.8 out of 10, Exceptional, (34)
"Everything was very nice. Staff was friendly and helpful ."
United States
Debra
The price is €303
includes taxes & fees
8 Dec - 9 Dec
Living the Dream Key West Style

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Stock Island
6.0 out of 10, (1)
" Host’s communication needs to improve! When we checked in, beddings didnt look fresh, so I asked: Me: sent pic & asked “this is how bed? Sheets washed/clean? Her reply: If we are going to have these kinds of problems because how I choose to make my bed then your more than welcome to try a room at the hotel ( copied & pasted from her text)"
United States
Myra
The price is €281
includes taxes & fees
16 Dec - 17 Dec
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Grand Marina Suite by Brightwild Waterfront

2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is €622
includes taxes & fees
2 Dec - 3 Dec
Grand Marina Suite by Brightwild Waterfront

Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Stock Island
The price is €789
includes taxes & fees
1 Dec - 2 Dec
Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (317)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is €266
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (409)
"I had a great time at this property and while in Key West. It was a perfect retreat and exactly what I needed. The place was clean and having access to the bikes was a plus! Also, Ken was an excellent host and very responsive."
United States
Danielle J.
The price is €255
includes taxes & fees
30 Nov - 1 Dec
Steps from Duval, Pool on Site & Bikes Included!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (23)
"Will stay here again "
United States
Matt O.
The price is €348
includes taxes & fees
17 Dec - 18 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
Key West
8.2 out of 10, Very good, (820)
"Great place really nice rooms"
United States
Eric
Coconut Mallory Resort And Marina By Kees Vacations

Private Heated Pool & Near Duval - The Curry House

Old Town Key West
10.0 out of 10, Exceptional, (6)
"Great property! "
United States
Austin C.
The price is €2,751
includes taxes & fees
30 Nov - 1 Dec
Private Heated Pool & Near Duval - The Curry House

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"We had a wonderful stay here with our kids. Can’t beat the location."
United States
Julia P.
The price is €343
includes taxes & fees
17 Dec - 18 Dec
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Island View 1BR Residence With Balcony

2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is €371
includes taxes & fees
2 Dec - 3 Dec
Island View 1BR Residence With Balcony

Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

Old Town Key West
9.8 out of 10, Exceptional, (12)
"Great place with great service!"
United States
Mills T.
The price is €1,228
includes taxes & fees
3 Dec - 4 Dec
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

Heart of Downtown Key West Cottage With Off-Street Parking

Key West Historic District
10.0 out of 10, Exceptional, (142)
"Perfect location! Cute cottage had the best time. "
United States
jamie r.
Heart of Downtown Key West Cottage With Off-Street Parking

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Old Town Key West
9.8 out of 10, Exceptional, (25)
"Loved this little place "
United States
Charles N.
The price is €345
includes taxes & fees
18 Dec - 19 Dec
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Key West
8.6 out of 10, Excellent, (140)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is €328
includes taxes & fees
1 Dec - 2 Dec
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Wahoo Way | Charming Hideaway On Duval Street!

Old Town Key West
9.0 out of 10, Wonderful, (18)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Easy walks to everything!"
United States
Don N.
The price is €228
includes taxes & fees
30 Nov - 1 Dec
Wahoo Way | Charming Hideaway On Duval Street!

New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis

2.0 star property
Beachside
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
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.
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Top Stock Island Hotel Reviews

Find out more about Stock Island

Everything you need to know about Stock Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stock Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stock Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Stock Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stock Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stock Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stock Island holiday rentals we have selected for you start as low as €228 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stock Island rentals

At Expedia, we put the best Stock Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Stock Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stock Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stock Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.