Stock Island Beach Holidays

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What is a Stock Island beach holiday package and why choose one?

How can I book a Stock Island beach holiday package with Expedia?

Beach holidays to beach holidays on Expedia?

To find your ideal family-friendly Stock Island beach holiday package, simply use the site’s or the app’s search function to explore diverse packages tailored to your chosen destination. Refine your search with filters to narrow down options based on your favourite amenities.

How can I select the perfect beach holiday package for Stock Island?

Customise your quest for Stock Island beach holiday packages, including flights, with search filters and prioritise your preferred options. This way, you’ll uncover fantastic beach holidays, whether it’s a romantic beach escape, a luxurious beach package, or a surfers’ paradise in Stock Island.

How can I find the best Stock Island beach holiday deals?

Grab some of the best Stock Island beach holiday deals by being flexible with your destination and dates, ideally travelling outside of peak seasons. If you have specific seas in mind, enter the details and apply filters to uncover a budget-friendly trip.

How can I discover last-minute Stock Island beach holiday deals?

If you love a last-minute deal, you’ve come to the right place. Select our top picks or customise your beach getaway in Stock Island using date and destination filters. Bundle accommodation, airfare, and car rental for the best value. Tailor your search with filters covering amenities, price, star rating, and more.

How can I find pet-friendly Stock Island beach holiday packages?

Indulge yourself and your furry companion in Stock Island’s pet-friendly beach holiday options. Enhance your getaway with our filters, including doggy day care, divine pet-friendly beach apartments, and access to pet-friendly local beaches.

When are the best times to go for a Stock Island beach holiday?

For the ultimate Stock Island beach holiday, choose summer for vibrant energy. Alternatively, opt for winter to enjoy a tranquil, less crowded experience with ample alone time.

Top Beach Stock Island Hotels

Sail Florida Adventures

Sail Florida Adventures

2 out of 5
617 Front Street, Slip #19, Key West, FL
  • 4 min walk from Stock Island Yacht Club & Marina
Book a stay at this beach houseboat in Key West. Enjoy free WiFi, a private beach, and a marina. Popular attractions Duval Street and Smathers Beach are located ...
Sail Florida Adventures
Key West Yacht Life

Key West Yacht Life

4 out of 5
Key West Harbour Yacht Club Stock Island, Key West, FL
  • 3 min walk from Stock Island Yacht Club & Marina
Stay at this 4-star beach houseboat in Key West. Enjoy free WiFi, free parking, and a private beach. Popular attractions Duval Street and Smathers Beach are ...
Key West Yacht Life
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
  • 16 min walk from Stock Island Yacht Club & Marina
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,093 reviews)
"The staff was great. The rooms all have balconies and we choose the Perry view. Guests all seemed jovial. Perfect for a fun getaway. Complimentary champagne upon arrival was great too!"

Reviewed on 15 Sept 2025

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