Holiday Rentals in Stock Island

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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, 88 reviews
"Everyone was extremely nice and helpful."
The price is €314
includes taxes & fees
9 Jun - 10 Jun
Aqua Lodges at Hurricane Hole Marina
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, 10 reviews
"The Yacht was beautiful. The marina was amazing. The marina and resort had excellent restaurants and bars. It was very cool to see all of the boats coming and going. It was an easy Uber ride to Key West and enjoy the fast pace life. Then it was wonderful to come back to the quiet of the marina. Would highly recommend a stay here."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
8.8 out of 10, Excellent, 18 reviews
"Good location as far walking distance to a Cuban food truck- Luna. Hogfish is a good restaurant, good seafood and good service, short walk. Property was clean. Beds comfortable. Mostly quiet. It’s about 3 miles from Key West."
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
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LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
10.0 out of 10, Exceptional, 75 reviews
"The boat was clean and comfortable for our 3 night stay. The staff was top notch."
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
40'yacht in Paradise Awaits You!
9.6 out of 10, Exceptional, 23 reviews
"We had a really nice couple of days on this boat. We are older (over 60), and we weren't sure if it was going to be our thing. It was good though! The host was amazingly helpful. We loved the private beach and pool right around the corner. We have been to Key West a lot, so we didn't need to do all the tourist stuff. We mostly stayed on Stock Island. It was easy to get Ubers, so we didn't bother with a car or golf cart. If we were staying longer, we probably would have rented a golf cart. The...
40'yacht in Paradise Awaits You!
Luxury 62' Yacht! In a Beautiful Resort
10.0 out of 10, Exceptional, 6 reviews
"Everything was great and we would love to visit again!"
Luxury 62' Yacht! In a Beautiful Resort
Casa Capri Beautiful Tropical style house with 3 King Suites POOL 2 mi to BEACH
10.0 out of 10, Exceptional, 227 reviews
"Great place, very spacious, well-stocked amenities, convenient location. Judy was very helpful throughout. Would recommend!"
Casa Capri Beautiful Tropical style house with 3 King Suites POOL 2 mi to BEACH
Key West Classic Yacht Charter
9.0 out of 10, Wonderful, 7 reviews
"very cool experience! beautiful boat, surprising amount of room. we only had a brief overnight stay, but it was one of the highlights of our trip."
Key West Classic Yacht Charter
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, 332 reviews
"Ken's place is awesome. Between the included use of two bikes to putt around town, the perfect location (close enough to walk to Duval, but still away from the craziness), the spotless room and bath, ice cold A/C unit, comfy bed, and well apportioned mini kotched...I can't imagine a better deal in Key West. My fiance and I had a blast for our week there. Ken was amazing as well in his communication and helpfulness with the area. Hope we can stay whenever our next trip to KW comes!"
The price is €225
includes taxes & fees
20 Jun - 21 Jun
Steps from Duval, Pool & Bikes $129-$299 Night!
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, 99 reviews
"We loved it here. Great location and very clean. Would highly recommend if you are visiting key west."
The price is €257
includes taxes & fees
17 Jun - 18 Jun
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, 103 reviews
"Beautiful property in a great location. I would definitely stay again."
The price is €289
includes taxes & fees
16 Jun - 17 Jun
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Poolside Cottage #411
10.0 out of 10, Exceptional, 17 reviews
"Clean. Everything we needed in a key west stay."
The price is €344
includes taxes & fees
12 Jun - 13 Jun
Poolside Cottage #411
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, 56 reviews
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is €423
includes taxes & fees
10 Jun - 11 Jun
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very good, 20 reviews
"So enjoyed it ! Had never stayed in this part of Old Town , and this introduced me to so much. Would absolutely return."
The price is €270
includes taxes & fees
17 Jun - 18 Jun
Salvador's Studio by Brightwild | Heated Pool!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
10.0 out of 10, Exceptional, 55 reviews
"Great location, clean, and quiet neighborhood close to everything"
The price is €368
includes taxes & fees
7 Jun - 8 Jun
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, 214 reviews
"Very enjoyable"
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, 204 reviews
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is €418
includes taxes & fees
18 Jun - 19 Jun
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Key West Beachfront Luxury 2/2 Condo A212
9.8 out of 10, Exceptional, 119 reviews
"Nice property with great furnishings; really liked that it felt more like a residence than a resort. I would stay here again if I had the chance."
Key West Beachfront Luxury 2/2 Condo A212
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, 95 reviews
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is €260
includes taxes & fees
16 Jun - 17 Jun
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
9.8 out of 10, Exceptional, 107 reviews
"My wife and I stayed for a long weekend (Thurs - Sunday) and we had a great time. We will definitely stay again and highly recommend this location. If you are going, rent a golf cart as it is much easier to get around."
The price is €262
includes taxes & fees
12 Jun - 13 Jun
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
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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.

Other types of properties in Stock Island you may be interested in

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, 1,532 reviews
"We enjoy the area, out of the way, yet convenient to most of keys. Relaxing spot and property is always well maintained. Great pool service staff. "
The price is €235
includes taxes & fees
19 Jun - 20 Jun
Oceans Edge Key West Resort, Hotel & Marina
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, 1,006 reviews
"Would definitely stay there again. Nice gem in Key West with a clean marina / plenty of parking."
The price is €272
includes taxes & fees
11 Jun - 12 Jun
The Perry Hotel & Marina Key West
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, 1,777 reviews
"This is a great place to stay, next time we decide to visit Key West we will fly. This property has shuttle service to and from the airport, they also have shuttle services to the main attraction area, you do not need a vehicle visiting Key West. The beach is directly across the street from the resort " there are not many beach resorts in Key West this one is perfect, The pool area is nice with two tiki bars available, the restaurant has a nice selection of food and it was very good. Hope this...
The price is €299
includes taxes & fees
18 Jun - 19 Jun
Margaritaville Beach House 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.

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 €225 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. 

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