Stock Island Luxury Vacations

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Indulge in ultimate luxury on Stock Island's pristine shores

Stock Island, located in Florida, USA, is a haven for luxury travelers seeking a mix of natural beauty and vibrant attractions. This hidden gem boasts a family-friendly atmosphere, with marinas offering opportunities for boating and fishing. The island's lush tropical forests and serene lakes provide a picturesque backdrop for leisurely walks and picnics. Admire the vibrant colors of the local flowers and gardens that dot the landscape. For a romantic experience, indulge in the island's art scene and enjoy exquisite dining options. Stock Island promises an unforgettable luxury vacation with its unique blend of natural wonders and cultural charm.

Top Luxury vacation packages in Stock Island

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Oceans Edge Key West Resort, Hotel & Marina
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3 Night Luxury vacations in Stock Island

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Oceans Edge Key West Resort, Hotel & Marina
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4 Night Luxury vacations in Stock Island

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Oceans Edge Key West Resort, Hotel & Marina
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Top reasons for your vacation to Stock Island

  • Natural Beauty: Stock Island offers lush tropical forests, serene lakes, and beautiful gardens, providing a picturesque backdrop for leisurely walks and picnics.
  • Friendly Atmosphere: With a family-friendly ambiance, Stock Island is perfect for luxury travelers seeking a relaxed and welcoming environment.
  • Art Scene and Dining: Indulge in the island's vibrant art scene and enjoy exquisite dining experiences, creating a perfect blend of cultural charm and culinary delights.
  • Mallory Square: Experience breathtaking sunsets, exciting excursions, and a vibrant atmosphere at this modern square, perfect for boating, sailing, and exploring nearby islands.
  • Key West: Visit the charming island city of Key West for stunning sunsets, lively bars, festivals, boating opportunities, and biking adventures, making it an ideal destination for a luxury vacation.

Book a Package and Save Money on Your Stock Island Vacation

A travel package combines flights with hotels or car rental, allowing you to conveniently book everything in one place. It saves you time and offers potential savings. With a luxury package to Stock Island, Florida, you can enjoy a seamless and luxurious vacation experience with top-notch accommodations and transportation options.

Looking for a luxury escape in Stock Island, Florida? With its family-friendly atmosphere, marinas, tropical forests, lakes, beautiful flowers and gardens, romantic settings, vibrant art scene, and exquisite dining options, booking a package for your vacation here is the perfect idea. Experience the ultimate in relaxation, adventure, and indulgence.

How to Save Money on a Vacation to Stock Island

  • Take advantage of Expedia's OneKey program to earn points and save money on your luxury package vacation to Stock Island.
  • Consider booking your local transportation through Expedia's OneKey program for discounted rates.
  • Save money on activities and sightseeing by researching and booking in advance to take advantage of any available discounts or promotions.
  • Utilize public transportation options, such as buses or shuttles, to explore Stock Island and nearby attractions at a lower cost.
  • Look for package deals that include both accommodations and activities to save money on your luxury vacation.
  • Consider visiting Stock Island during off-peak seasons to take advantage of lower rates for accommodations and activities.
  • Check for any special deals or packages offered by Expedia's OneKey program specifically for Stock Island to maximize your savings.

Where to Stay in Stock Island

Stock Island offers a variety of neighborhoods and areas that are perfect for a luxury vacation. Whether you're looking for a family-friendly experience, a marina getaway, or a romantic retreat surrounded by tropical forests, lakes, and gardens, Stock Island has it all. The city also boasts a vibrant art scene and a wide range of dining options to cater to every palate.

  • Key West: Known for its breathtaking sunsets, lively bar scene, and beautiful sea views, Key West offers a unique atmosphere for a luxury vacation. Dance to live music, embark on exciting excursions, and indulge in top-notch entertainment. Don't miss the vibrant festivals, boating adventures, and biking opportunities that make Key West a must-visit destination.

Explore the best places to visit in Stock Island

Stock Island is a paradise for luxury package vacations. Enjoy the family-friendly atmosphere and explore the beautiful marinas, tropical forests, and serene lakes. Immerse yourself in the vibrant colors of the flowers and gardens, creating a romantic ambiance. Discover the local art scene and indulge in exquisite dining experiences. Stock Island offers a perfect blend of relaxation and adventure for a memorable luxury getaway.

  • Mallory Square: Experience the breathtaking sunsets and enjoy the vibrant atmosphere at this modern square. Take part in exciting excursions, relax at the beach, and immerse yourself in lively festivals. Indulge in the vibrant bar scene, go boating and sailing, and explore the beautiful nearby islands. Discover the area on a bike and soak in the tropical surroundings.
  • Stock Island Yacht Club & Marina: Unwind and enjoy stunning sunsets and the beauty of the sea. Relax at the beach, go on exciting excursions, and immerse yourself in the lively bar and festival scene. Experience boating in the tropical setting and explore the charming nearby islands on a bike.
  • The Kite House: Discover beautiful sunsets and the allure of the sea at this vibrant store. Enjoy the beach and embark on thrilling excursions. Immerse yourself in lively festivals and experience the relaxed island atmosphere. Savor refreshing beverages at the bar and explore the tropical surroundings on a bike or by boating.

Best months to visit Stock Island

Stock Island boasts a year-around average temperature of 77.8°F, peaking at 84.6°F in July, August, its warmest month, and dipping to an average low of 69.3°F in January, the coolest. Rainfall averages at 84.3mm annually, with September seeing the heaviest showers and February being the driest month.


Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfall (mm)rain icon
January69.351.8
February71.137.8
March73.252.1
April76.552.1
May80.476.2
June83.3104.4
July84.690.2
August84.6136.7
September83.1170.4
October80.2125.2
November75.758.4
December71.456.4

All you need to know about luxury vacations in Stock Island

What can I expect from a luxury Stock Island vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Stock Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Stock Island?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Stock Island luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $413. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Stock Island?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Stock Island with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Stock Island?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Stock Island with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Stock Island with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Stock Island Hotels

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
  • 23 min walk from Key West Golf Club
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions ...
8.8/10 Excellent! (1,526 reviews)
Paradise, parties, perfect!
"A real first-rate resort. Tons of amenities, great people, tasty food choices and much, much more. 6 pools!"

Reviewed on Jun 16, 2024

Oceans Edge Key West Resort, Hotel & Marina
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.