Stock Island Vacation Rentals from ￥43,481: Search Short-Term Rentals

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Our top choices for Stock Island vacation rentals

Aqua Lodges at Hurricane Hole Marina

Stock Island

Stacy

￥49,113 total

includes taxes & fees

Jun 7 - Jun 8

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

Stock Island

Leigh P.

￥70,139 total

includes taxes & fees

Jun 2 - Jun 3

Affordable, Adventurous Houseboat on-the-water in Key West Florida

Stock Island

￥65,624 total

includes taxes & fees

Jun 8 - Jun 9

Grand Marina Suite by Brightwild Waterfront

Stock Island

Pawel

￥92,722 total

includes taxes & fees

Jun 2 - Jun 3

Paradise found

Stock Island

anita b.

￥97,712 total

includes taxes & fees

Jun 2 - Jun 3

Key West Sailboat Getaway

Stock Island

￥38,599 total

includes taxes & fees

Jun 8 - Jun 9

Living the Dream Key West Style

Stock Island

Scott

￥64,663 total

includes taxes & fees

Jun 2 - Jun 3

Docked in Paradise

Stock Island

Susan T.

￥77,564 total

includes taxes & fees

Jun 2 - Jun 3

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Top Stock Island Hotel Reviews

Pier House Resort & Spa

10/10 Excellent

"Amazing location!"

Beachside Resort & Residences

8/10 Good

"Very clean room, our a.c. wasn't working. They fixed it, we had to ask twice though. The staff was friendly but not super helpful with recommendations etc. The pool and hot tub were amazing. The beach access was a little deceiving. There is sand but no real water access. Still very pretty to look out into the ocean. Very beautiful property. The chair side service at the pool was also nice. The shuttle service takes you to 2 stops. Was never on time and the driver was not very friendly or helpful. The hotel was in walking distance to a grocery store and a few restaurants. Overall a great place to stay."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Great Stay with Excellent Shuttle Service! We recently stayed for 1 night during our Key West vacation and had a very pleasant experience overall. Location – The hotel is conveniently located close to the Key West downtown area. What really stood out was the complimentary shuttle service that runs every hour to Downtown/Mallory Square—extremely convenient and saved us from driving and paying for parking. Cleanliness – The hotel was very clean and well maintained throughout our stay. Property Condition & Amenities – The property looks new. The lobby is stylish and gives the feel of a more upscale hotel. Amenities like the mini fridge and free ice vending machine were very useful. Room Comfort – The room was little, smaller compared to similar hotels in other locations. The mini fridge came in handy for storing our drinks and beverages. Hospitality (Front Desk) – The front desk staff were very welcoming and helpful. They clearly explained the hotel facilities and the shuttle service, which made our stay even smoother. Highlight of the Stay The free shuttle service to downtown Key West/Mallory Square was definitely the highlight. We used it multiple times and it made getting around incredibly easy and stress-free. Final Thoughts Overall, a great hotel with modern amenities, friendly staff, and an excellent shuttle service. We would definitely recommend this hotel to anyone visiting Key West!"

The Laureate Key West

10/10 Excellent

"Our stay at Laureate Key West was simply exceptional. From the moment we arrived, we felt welcomed by the friendly and professional staff. The facilities were spotless, the rooms were comfortable, modern, and very clean, and every detail was thoughtfully designed to ensure a relaxing experience. The location is excellent, allowing us to enjoy everything Key West has to offer while staying in a peaceful and welcoming environment. The customer service exceeded our expectations; the entire team was attentive, helpful, and always willing to assist with a smile. Without a doubt, this was one of the best hotel experiences we have ever had. We highly recommend Laureate Key West to anyone looking for comfort, quality, and an unforgettable stay in the Florida Keys. We can’t wait to return!"

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"Everything was clean, staff friendly and helpful. Shuttle system works perfectly. They have some nice handouts and warm cookies for the guests by reception. Just one inconvenience or complain - the room 377 had the worst view. I believe there were better options than a dumpster."

Blue Flamingo Resort Key West

2/10 Terrible

"Very disappointing, read why. If a hot tub/real restaurants are important/necessary to you, do not book here. They claim there is a hot tub on the premises, it is actually a 7 minute walk to a completely different hotel. (The properties are owned by the same company,this is false advertising. When we did make it there, the hot tub jets were not working & maintenance was aware of the situation previously said another couple. I suppose it was not guest priority. The original hot tub in the pool area is now a plastic grass circle in front of the “gym”. When I addressed this issue of via text, I was brushed off for 3 days telling me they were “relaying the message to the complaint team”, which I’m sure didn’t exist & was only computer generated. Who wants to walk thru an abandoned parking lot, thru a row of palm trees, at dark just to sit in a hot pool? Is that even safe? When I checked out, the site manager,Adrian, asked about our stay. I told him of my disappointment considering I booked this trip to use a hot tub several times a day for my muscle condition. After being confrontational, he gave me a $50 resort fee for 1 day although my stay was 3.Do not be fooled, tiki bars are the “restaurants” with the same food everyday & the one tikibar at the main pool actually shuts down @5pm. Although Expedia says they give you a $15 food/beverage credit, the tiki bartender said it comes off the final bill, it did not. Courtyard is great however gets locked down 1030 so no after hour fun"

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Check prices for these dates

Our top choices for Stock Island vacation rentals

Aqua Lodges at Hurricane Hole Marina

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

Affordable, Adventurous Houseboat on-the-water in Key West Florida

Grand Marina Suite by Brightwild Waterfront

Paradise found

Key West Sailboat Getaway

Living the Dream Key West Style

Docked in Paradise

Grand Marina Suite - Poolside & Waterfront Condo

Cozy Houseboat

TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking

Charming 1-Bedroom, Sailboat in wonderful Key West

Waterfront & Heated Pool - Break Awai Floating Villa

Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

Waterfront & Heated Pool - Away Awai Floating Villa

Slice of Paradise

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Living Life Dockside

Spacious 3-bedroom townhome on Stock Island with resort style pool.

Find vacation rentals that suit your style

Top Stock Island Hotel Reviews

Pier House Resort & Spa

Southernmost Beach Resort and Guesthouses

Oceans Edge Key West Resort, Hotel & Marina

Beachside Resort & Residences

Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

The Laureate Key West

DoubleTree Resort by Hilton Grand Key - Key West

Blue Flamingo Resort Key West

Find out more about Stock Island

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