Stock Island Holiday Rentals

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Holiday Rentals in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (164)
"The stay was beautiful "
United States
Jennifer
The price is AU$422
includes taxes & fees
27 Oct - 28 Oct
Aqua Lodges at Hurricane Hole Marina
Paradise found
9.8 out of 10, Exceptional, (30)
"Very nice! Had everything we needed and then some! Bonus there a a few great places for breakfast and lunch across the street! Thanks for a great vacation!"
United States
Mandi C.
The price is AU$852
includes taxes & fees
4 Nov - 5 Nov
Paradise found
Living the Dream Key West Style
9.8 out of 10, Exceptional, (28)
"Great hosts and great accommodations!"
United States
Nancy M.
The price is AU$589
includes taxes & fees
11 Nov - 12 Nov
Living the Dream Key West Style
Key West 2Bed 2Bath Private Yacht docked at THE PERRY MARINA aboard FREE TIME.
The price is AU$1,188
includes taxes & fees
16 Nov - 17 Nov
Key West 2Bed 2Bath Private Yacht docked at THE PERRY MARINA aboard FREE TIME.
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
7.8 out of 10, Good, (22)
"Loved everything about the stay, "
United States
Kurt W.
The price is AU$783
includes taxes & fees
28 Oct - 29 Oct
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
The price is AU$794
includes taxes & fees
11 Nov - 12 Nov
Charming 1-Bedroom, 1-Beth Sailboat in wonderful Key West
Grand Marina Suite by Brightwild Waterfront
2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Pawel
The price is AU$2,896
includes taxes & fees
9 Nov - 10 Nov
Grand Marina Suite by Brightwild Waterfront
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
The price is AU$802
includes taxes & fees
26 Oct - 27 Oct
3-bedroom boat in beautiful Key West Sleeps 10 People 50% Off
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
The price is AU$529
includes taxes & fees
26 Oct - 27 Oct
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Docked in Paradise
The price is AU$820
includes taxes & fees
23 Oct - 24 Oct
Docked in Paradise
Private Parking & Waterfront - Grand Marina Suite
9.6 out of 10, Exceptional, (28)
"We enjoyed our stay. Peaceful and quiet and a great location. Gorgeous views and easy to check in! Fun amenities and so lovely to have a private little beach and pool in your backyard. Hosts were responsive and helpful. I would recommend providing more towels for the stay based on the number of people and days. "
United States
Sarah B.
The price is AU$771
includes taxes & fees
30 Oct - 31 Oct
Private Parking & Waterfront - Grand Marina Suite
Waterfront & Heated Pool - Awai's Floating Villa
9.0 out of 10, Wonderful, (2)
"Accommodations were outstanding. The covered rooftop patio was my favorite. The surrounding areas were a bit distressed and rundown. The walk from the parking lot to the boat was a bit of a hike. "
United States
Laura W.
The price is AU$1,127
includes taxes & fees
26 Oct - 27 Oct
Waterfront & Heated Pool - Awai's Floating Villa
Living Life Dockside
The price is AU$742
includes taxes & fees
23 Oct - 24 Oct
Living Life Dockside
Beautiful Houseboat in Key West
10.0 out of 10, Exceptional, (1)
"Went with my girlfriend and we had an amazing time, so much fun. I recommend to anyone.if you have a partner, friends and family or even by yourself this is a great experience "
United States
Antonio M.
The price is AU$1,089
includes taxes & fees
27 Oct - 28 Oct
Beautiful Houseboat in Key West
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
9.8 out of 10, Exceptional, (113)
"Great location. Clean and beautifully decorated. "
United States
Dawn H.
The price is AU$918
includes taxes & fees
28 Oct - 29 Oct
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely amazing place to stay… better than we imagined! The host, Tom was fantastic and made us feel right at home. We loved the views and the amenities, Truely an awesome place to stay!"
United States
John C.
The price is AU$2,099
includes taxes & fees
31 Oct - 1 Nov
Skip the Hotel - Stay on the Water aboard a 46 foot Yacht in Key West
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
United States
Christine
The price is AU$534
includes taxes & fees
27 Oct - 28 Oct
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
The price is AU$728
includes taxes & fees
4 Nov - 5 Nov
Party Like A Local in Key West, 1 bedroom 1 bath yacht at marina.
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
10.0 out of 10, Exceptional, (36)
"The stay was amazing. Mike was very easy to communicate with. The condo had everything you needed. Beds were comfortable and the unit was huge. Would definitely stay again. "
United States
Jennifer S.
The price is AU$1,300
includes taxes & fees
23 Oct - 24 Oct
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
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, 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 favourite 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 depend 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 AU$348 per night. Entering your travel dates in the search wizard might find you 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.