Stock Island vacation rentals

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Find out more about Stock Island

Why visit Stock Island

  • Beautiful Beaches: Stock Island boasts stunning beaches ideal for relaxation and family fun.
  • Outdoor Adventures: Engage in various outdoor activities like fishing, boating, and snorkeling.
  • Unique Island Culture: Experience the vibrant local culture and charm of Stock Island.
  • Romantic Sunsets: Enjoy breathtaking sunsets that create perfect romantic moments.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy cottages and stylish condos.

Popular types of accommodation around Stock Island

If you’re planning a getaway to Stock Island, you’ll find a variety of vacation rental options to suit your needs. Our most popular accommodations include houses, cozy cottages, and stylish condos. Whether you're looking for a spacious house rental or a charming Key West vacation rental, we have the perfect place for you to unwind and enjoy your stay. Explore Stock Island and discover your ideal retreat.

  • Houses: The top choice for visitors to Stock Island, these homes offer spacious and comfortable settings for families or groups.
  • Condos: A popular selection, condos provide convenient amenities and often stunning views, ideal for a relaxing stay.
  • Cottages: These quaint and cozy options are perfect for a charming getaway, blending comfort with a touch of nostalgia.
  • Apartments: A practical choice for solo travelers or couples, apartments offer flexibility and easy access to local attractions.
  • Villas: Luxurious and spacious, villas are great for those seeking a more upscale experience with added privacy.**

Top attractions in and around Stock Island

Stock Island, Florida, is perfect for outdoor, family, and city-themed vacations. Visitors can explore beautiful beaches, marinas, and the unique island culture. Whether you're seeking relaxation by the water or exciting outdoor activities, Stock Island offers a variety of attractions that cater to all interests. Immerse yourself in the local experience and enjoy everything this charming destination has to offer.

  • Smathers Beach: Located 3 miles from Stock Island, Smathers Beach offers a vibrant atmosphere with soft sand and crystal-clear waters, perfect for sunbathing, swimming, and beach games. Its lively vibe makes it a popular spot for both relaxation and socializing.
  • Stock Island Yacht Club & Marina: Situated within Stock Island, this marina provides outdoor adventures with beautiful views, water activities, and a laid-back beach vibe. A great place for boating enthusiasts and those looking to explore the surrounding waters.
  • Key West Tropical Forest and Botanical Garden: This enchanting botanical garden within Stock Island features lush landscapes and diverse flora, creating a romantic and family-friendly atmosphere. It's an ideal spot for leisurely strolls and enjoying nature's beauty.

Things to do recommended for couples

Planning a romantic getaway in Stock Island? Enjoy sunset views at the beautiful beaches, savor a candlelit dinner at a waterfront restaurant, or embark on a private sailing charter. Explore the vibrant local art scene together for a memorable couple's experience.

Things to do recommended for families

Families will have a great time at the MLK Community Pool & Community Center, located 4 miles from Stock Island. With a fun outdoor atmosphere, the pool offers ample opportunities for sports and relaxation, making it an ideal spot for family bonding and enjoyment.

Things to do recommended for groups

Enjoy a round of golf at the Key West Golf Club for some outdoor fun. Experience the vibrant performances at the Key West Burlesque Theater, filled with culture and entertainment. Don't miss visiting The Kite House for unique local finds, just a short drive from Stock Island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Stock Island

When planning your trip—whether you're traveling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays—be sure to use the appropriate filters to align with your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Stock Island with a group: Think about how many bedrooms you require and any additional features you might want, like a complete kitchen or outdoor area for gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Stock Island with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Stock Island: For many, a family vacation wouldn’t be the same without their furry companion joining in the fun. If this resonates with you, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Stock Island: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Stock Island

Stock Island, Florida, is a perfect tropical getaway for families and couples alike. With its beautiful beachfront and vibrant atmosphere, visitors can explore nearby neighborhoods that offer a mix of relaxation and excitement. Enjoy outdoor adventures, romantic sunsets, and family-friendly activities, all within a great location. Whether you're seeking a peaceful retreat or an action-packed vacation, Stock Island and its surroundings provide a memorable Florida experience.

  • Key West: Known as the southernmost point in the continental United States, Key West is a vibrant city rich in history and culture. Located on an island, it offers a unique blend of family-friendly activities and lively nightlife. From shopping in local boutiques to relaxing on beautiful beaches, there's something for everyone. Notable attractions include the Ernest Hemingway Home and Museum, Mallory Square, and the stunning sunsets that draw visitors from all around. Travelers can enjoy a variety of dining options, from fresh seafood to traditional Floridian fare, making it a perfect destination for family vacations and business retreats alike.
  • Key Haven: Just 0.7 miles from Stock Island, Key Haven is a tranquil island ideal for those seeking an outdoor experience. This picturesque neighborhood offers opportunities for golfing and exploring the local shopping areas. With its proximity to stunning beaches and the beautiful archipelago, visitors can enjoy a range of water sports, picnics, or simply soaking up the sun. Key Haven serves as a peaceful retreat for families looking to enjoy nature while still being close to the excitement of Key West.
  • Raccoon Key: A charming village located 0.8 miles from Stock Island, Raccoon Key is known for its family-friendly atmosphere and outdoor experiences. This island community features recreational areas, shopping venues, and easy access to beautiful beaches, making it a perfect spot for a day of adventure. Visitors can explore local trails, relax in parks, or enjoy a day at the beach. Raccoon Key seamlessly combines the thrill of urban life with the serenity of island living, making it an excellent choice for tourists looking to unwind and explore.

Best time to go to Stock Island

If you're planning a trip to Stock Island, Key West, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March73.4°F (23.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowAverage
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that meets your budget, simply utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your travel needs.

Save more with One Key

When you secure a qualifying Vrbo for your group vacation, you’ll receive OneKeyCash on the full booking amount. It truly benefits you to take on the role of the organizer. Enroll in our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or review and organize your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the charming city of Stock Island

Enjoy the art galleries and other features of Stock Island. This romantic city is known for its forests, lake and gardens. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Stock Island

Are you hoping to discover attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that makes Stock Island a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Key West Golf Club (0.2 mi / 0.3 km)
  • The Kite House (3.8 mi / 6.1 km)
  • MLK Community Pool & Community Center (4.1 mi / 6.6 km)

Exploring the natural landscape of Stock Island

Whether you're an outdoor enthusiast or just want to take in the scenery, Stock Island is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Key West Tropical Forest and Botanical Garden (0.5 mi / 0.8 km)
  • Smathers Beach (2.7 mi / 4.3 km)
  • Clarence S. Higgs Memorial Beach Park (3.3 mi / 5.4 km)
  • South Beach (3.9 mi / 6.3 km)
  • Key West Butterfly and Nature Conservatory (4 mi / 6.4 km)
  • Southernmost Point (4 mi / 6.5 km)

Frequently asked questions

How much does it cost to rent a vacation rental in Stock Island?
The average price for a vacation home in Stock Island depends on a number of factors, including property type, length of stay and time of year. Whether you'd like a villa with space for extended family or a cozy cottage for you and your other half, just add your travel dates to see stays with exceptional value.
How much does it cost to rent a beach house in Stock Island?
Prices for beach houses in Stock Island vary depending on the size and type of the property and time of year you're traveling. Just enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use our filters to narrow your search results by amenities, ratings, nearby activities and more.
How old do you have to be to rent a vacation rental in Stock Island?
The minimum age permitted can differ across properties on Vrbo, so look at the rules of the vacation rental in Stock Island you're considering. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Stock Island for?
How long you can rent a vacation rental in Stock Island is up to the property. Simply enter your selected dates to display a list of options offering extended stays. With tons of creature comforts like kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get a perfect place to call your home away from home in Stock Island.
Does Vrbo offer discounts for vacation homes in Stock Island?
In Stock Island, you'll find some fabulous discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're after a weekend getaway or a couple of weeks away, we have plenty of options to match your style.

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