Stock Island Holidays

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Top Flight + Hotel Deals in Stock Island

Price found within the past 48 hours. Click for updated prices.
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Old Town Key West
€1,416
per person
10 Nov - 13 Nov
found 23 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
We stayed for five days and we thoroughly enjoyed the property would highly recommend and would love to come back Kim and Maili from Seattle

Reviewed on 1 Oct 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
€1,736
per person
10 Nov - 13 Nov
found 23 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.2/10 Wonderful! (563 reviews)
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
€2,036
per person
10 Nov - 13 Nov
found 23 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM. Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier. The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet. There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel). We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.

Reviewed on 1 Oct 2026

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Old Town Key West
€1,645
per person
10 Nov - 13 Nov
found 23 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Very cute and clean property. The only thing I didn’t like was the fee for parking our rented golf cart in property.

Reviewed on 30 Sept 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
€1,652
per person
10 Nov - 13 Nov
found 23 hours ago
Return direct flight included
Orlando (ORL) to Key West (EYW)
9.2/10 Wonderful! (1,016 reviews)
Clean.helpful staff.good a/c.good location.will definitely stay here again.

Reviewed on 1 Oct 2026

Top hotels in Stock Island

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
€177
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (1,800 reviews)
"The location was good. Our room had a great view of the water. The shower had lots of water pressure which was nice. The air conditioning was not good. We could not contol temperature, our room was too warm. I did not like the coffee maker in a drawer. The staff forgot to replish the coffee, etc. ..."

Reviewed on 29 Sept 2026

Hilton Key West Resort & Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
€161
26 Oct - 27 Oct
includes taxes & fees
9.4/10 Exceptional! (1,315 reviews)
"Hotel was great. All of the staff were friendly and accommodating"

Reviewed on 1 Oct 2026

The Perry Hotel & Marina Key West
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

5130 Overseas Hwy Key West FL
€250
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (198 reviews)
"Was a very nice accommodation. Was nice and clean"

Reviewed on 27 Sept 2026

Aqua Lodges at Hurricane Hole Marina
See all 3,076 properties in Stock Island
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.

Stay near popular Stock Island attractions

A serene landscape with a pond, palm trees, and a golf course.

Key West Golf Club

8.4/10 (163 reviews)
America's only Caribbean-style golf course features tropical landscapes and the infamous "Mangrove Hole" requiring a shot over dense mangroves. Enjoy the Rees Jones design amid palm-lined fairways.
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A stone pathway through a tropical forest with dense foliage and a stone wall.

Key West Tropical Forest and Botanical Garden

8.0/10 (9 reviews)
Enjoy the beautiful sunsets and explore Key West Tropical Forest and Botanical Garden, a lovely green space in Key West. Stroll along the area's seaside or experience its lively festivals.
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Florida Keys Community College Library

After visiting Florida Keys Community College Library, make a plan to see the other sights and activities in Key West.
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Tennesse Williams Fine Art Center

You can get tickets for a performance at Tennesse Williams Fine Art Center during your trip to Key West.
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What to do in Stock Island

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

€42
per adult
82% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€37
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

€48
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in Stock Island

Frequently asked questions

How much does a Stock Island holiday package cost?
Our Stock Island packages, which start at just €1,416, are the easiest way to save. Pick and choose your preferred hotels, flights and rental car to create your dream itinerary.
How do I get a cheap travel package to Stock Island?
Crafting your own Stock Island holiday package with Expedia is a simple way to save. We offer more than 550 air carriers and 1,000,000 hotel options globally. With such a fantastic range to choose from, you'll have no issues putting together your dream holiday.
Where should I stay in Stock Island?
With interesting attractions like Smathers Beach and Key West Art and Historical Society in this neighbourhood, look for a hotel located near them. Key West Golf Club is another Stock Island hot spot that draws in the crowds.
What are the top hotels in Stock Island?
If it's your first visit to Stock Island, book a room at Welcome Aboard or Oceanfront 3 Bedroom Condo - 6 Pools. Both offer comfortable beds and are favourites with lots of travellers.
How far in advance should I book my Stock Island holiday?
It's always wise to book early. Air carriers usually advertise flights up to 12 months in advance, and this is a fantastic opportunity to pick up some rock-bottom prices. Boss just told you to take all your holiday days next month? That's fine too — Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Stock Island travel package include?
Flights, hotels and rental cars — we have them covered. With Expedia, you can shape your Stock Island package however you want. All you have to do is work out what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a Stock Island travel package?
So many places to go, so many things to see. With a package, you can tick more of them off your list. Bundle your hotels, flights and rental cars and make big savings.
Can I choose my airline with a Stock Island Expedia holiday package?
Yes, the choice is yours. Expedia has access to more than 550 partner airlines throughout the world, so you can tailor your Stock Island holiday according to your needs and budget.
If I'm not able to travel, can I cancel my Stock Island holiday package?
Because we understand life can be unpredictable, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.