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.
The Key West Hotel
Key West Historic District
€944
per person
25 Sept - 27 Sept
found 17 hours ago
Return direct flight included
St. Louis (STL) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on 27 Jul 2026
Pier House Resort & Spa
Key West Historic District
€856
per person
25 Sept - 27 Sept
found 17 hours ago
Return direct flight included
St. Louis (STL) to Key West (EYW)
9/10 Wonderful! (1,258 reviews)
Beautiful hotel with a great sand beach. Perfect location, right on Duval, but a quiet garden resort. The showers are to die for. Would stay here again.
Reviewed on 18 Aug 2026
The Marker Key West Harbor Resort
Key West Historic District
€874
per person
25 Sept - 27 Sept
found 17 hours ago
Return direct flight included
St. Louis (STL) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
I enjoyed the location. The staff was friendly and helpful. The room was clean. The pool was a little too warm for my taste.
Reviewed on 18 Aug 2026
Top hotels in Stock Island
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
€171
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (1,329 reviews)
"Great Staff and nice environment, rooms, and amenities. The only shortcoming is that the hotel is about a 15-minute drive from where all the attractions are, but the staff and food were amazing"
Reviewed on 17 Aug 2026
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
€187
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,838 reviews)
"The room was clean and smells clean. Staffs are very helpful and greeted me enthusiastically. It was a place that I was expecting to be in and relax after a long drive. The pool was nice, heated and relaxing. Highly recommended."
Reviewed on 17 Aug 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
€197
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (3,534 reviews)
"Part of the reason I booked this hotel was it had beach access? Well, the beach was completely covered in 3 to 6 feet of seaweed. No mention of it when booking the hotel. Or I would have made other arrangements The staff was excellent. The rooms were a little dated the room was clean, but some of ..."
Reviewed on 18 Aug 2026
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
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.
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 beautiful beaches or experience its lively festivals.
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.
Tennesse Williams Fine Art Center
You can get tickets for a performance at Tennesse Williams Fine Art Center during your trip to Key West.
What to do in Stock Island
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
€39
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
€69
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
€49
per adult
88% of travellers recommend
Frequently asked questions
How much does a Stock Island holiday package cost?
Our Stock Island packages, which start at just €649, 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.
Explore a world of travel with Expedia
- American Airlines Charlotte (CLT) to Key West (EYW) flights
- American Airlines Fort Lauderdale (FLL) to Key West (EYW) flights
- American Airlines Atlanta (ATL) to Key West (EYW) flights
- American Airlines Manchester (MHT) to Key West (EYW) flights
- British Airways Manchester (MAN) to Key West (EYW) flights
- Delta Dublin (DUB) to Key West (EYW) flights
- Delta Athens (ATH) to Key West (EYW) flights
- Silver Airways Orlando (MCO) to Key West (EYW) flights
- United Fort Lauderdale (FLL) to Key West (EYW) flights
- United Philadelphia (PHL) to Key West (EYW) flights
- United Tampa (TPA) to Key West (EYW) flights
- Flights from Albany (ALB) to Key West (EYW)
- Flights from Naples (APF) to Key West (EYW)
- Flights from Aberdeen (APG) to Key West (EYW)
- Flights from Altamira (ATM) to Key West (EYW)
- Flights from Boca Raton (BCT) to Key West (EYW)
- Flights from Belfast (BHD) to Key West (EYW)
- Flights from León (BJX) to Key West (EYW)
- Flights from Bellingham (BLI) to Key West (EYW)
- Flights from Ballina (BNK) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Castlebay (BRR) to Key West (EYW)
- Flights from Barrow (BRW) to Key West (EYW)
- Flights from Bowling Green (BWG) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Charleston (CHS) to Key West (EYW)
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Clearwater (CLW) to Key West (EYW)
- Flights from Charleston (CRW) to Key West (EYW)
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Dallas (DAL) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Dakar (DSS) to Key West (EYW)
- Flights from Dublin (DUB) to Key West (EYW)
- Flights from Fort-de-France (FDF) to Key West (EYW)
- Flights from Glasgow (GGW) to Key West (EYW)
- Flights from Goa (GOI) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Hohhot (HET) to Key West (EYW)
- Flights from Chos Malal (HOS) to Key West (EYW)
- Flights from Washington (IAD) to Key West (EYW)
- Flights from Houston (IAH) to Key West (EYW)
- Flights from Iron Mountain (IMT) to Key West (EYW)
- Flights from Indianapolis (IND) to Key West (EYW)
- Flights from Winston-Salem (INT) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Londonderry (LDY) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Melbourne (MLB) to Key West (EYW)
- Flights from Nassau (NAS) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Phoenix (PHX) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Pocatello (PIH) to Key West (EYW)
- Flights from Pensacola (PNS) to Key West (EYW)
- Flights from Pullman (PUW) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from San Diego (SAN) to Key West (EYW)
- Flights from San Antonio (SAT) to Key West (EYW)
- Flights from Seattle (SEA) to Key West (EYW)
- Flights from Tufi (TFI) to Key West (EYW)
- Flights from Tallahassee (TLH) to Key West (EYW)
- Flights from Miami (TMB) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Tulsa (TUL) to Key West (EYW)
- Flights from Vienna (VIE) to Key West (EYW)
- Flights from Fort Walton Beach (VPS) to Key West (EYW)
- Flights from Vero Beach (VRB) to Key West (EYW)
- Flights from Wemindji (YNC) to Key West (EYW)
- Flights from Windsor (YQG) to Key West (EYW)
- Big Pine Key Flea Market
- Big Pine Key Holidays
- Boca Chica Nude Beach
- Custom House Museum
- Duval Street
- Ernest Hemingway Home and Museum
- Fort East Martello Museum and Gallery
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Key West Butterfly and Nature Conservatory
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Holidays
- Kid friendly Holiday Packages Key Haven
- Mallory Square
- Museum of Art & History at the Custom House
- Key West Historic District
- Robbie's
- San Carlos Institute - Casa Cuba
- Simonton Beach
- Smathers Beach
- Visit Stock Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
