Stock Island vacation rentals

We found 554 vacation rentals — enter your dates for availability

Find out more about Stock Island

Why visit Stock Island

  • Serene surroundings: Stock Island offers a peaceful escape with its stunning beaches and inviting atmosphere, perfect for relaxation.
  • Cultural experiences: Immerse yourself in the vibrant local culture and explore unique neighborhoods.
  • Outdoor adventures: Enjoy various outdoor activities, including water sports and golfing, in a picturesque setting.
  • Proximity to Key West: Just a short distance from Key West, visitors can easily explore this iconic destination.
  • Diverse accommodations: Choose from a range of vacation rentals, including private homes, condos, and cottages.

Popular types of accommodation around Stock Island

If you're curious about the best vacation rentals in Stock Island, you're in the right place. Our most popular accommodations include Houses, Condos, and Cottages. Enjoy exceptional customer service, ample parking options, and easy access to the newest hotels and star-rated properties. Whether you're looking for a cozy getaway or a luxurious stay, Stock Island has something for everyone.

  • Houses: The top choice for visitors to Stock Island, offering spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and a convenient location, perfect for couples or small families.
  • Cottages: These quaint and charming retreats provide a cozy atmosphere, ideal for a romantic getaway or a peaceful escape.
  • Apartments: A practical choice for travelers looking for flexibility and a home-like environment during their stay.
  • Villas: Offering luxury and style, villas are great for those wanting a lavish holiday experience.**

Top attractions in and around Stock Island

Stock Island, Florida, is an ideal destination for outdoor and family vacations, offering a blend of beach, marina, and island experiences. Visitors can explore various points of interest that cater to those seeking cultural experiences and outdoor activities. With its stunning beaches and inviting atmosphere, Stock Island promises a memorable getaway filled with relaxation and adventure. Be sure to enjoy the unique charm and local attractions that this beautiful island has to offer.

  • Smathers Beach: A beautiful stretch of sandy shoreline located 4.8km from Stock Island, Smathers Beach offers a relaxed atmosphere perfect for soaking up the sun, swimming, and enjoying beach activities amidst swaying palm trees.
  • Stock Island Yacht Club & Marina: Nestled in Stock Island, this vibrant marina provides outdoor adventures, from sailing to fishing, all while enjoying stunning waterfront views and a lively beach vibe.
  • Key West Tropical Forest and Botanical Garden: Situated in Stock Island, this enchanting garden invites families and couples to explore lush tropical flora, winding paths, and serene spots, perfect for a romantic stroll or a family outing.

Things to do recommended for couples

For a romantic getaway in Stock Island, indulge in a sunset sail on the tranquil waters, or explore the charming local art scene. Enjoy a candlelit dinner at a waterfront restaurant, followed by a leisurely stroll along the beach, taking in the stunning views of the sunset.

Things to do recommended for families

Families visiting Stock Island can enjoy a refreshing day at the MLK Community Pool & Community Center, located 6.4km away. The pool offers a fun, family-friendly atmosphere with sports and outdoor activities perfect for kids and parents alike.

Things to do recommended for groups

Enjoy a round of golf at the scenic Key West Golf Club, immerse yourselves in the vibrant performances at the Key West Burlesque Theater, or explore unique finds at The Kite House for a delightful group experience in 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

If you're traveling with a group, as a family, with pets, or planning for an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Stock Island with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Stock Island with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Stock Island: For many families, a getaway isn’t truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. The majority of these pet-friendly properties come equipped with 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 offering 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 even a private pool in your search criteria.

Where to stay near Stock Island

Stock Island, Florida, offers a delightful blend of tropical charm and family-friendly adventures. Just a stone's throw from Key West, visitors can enjoy serene surroundings, golf courses, and a variety of excursions. Whether you're seeking romantic sunsets or relaxing beach days, the vibrant atmosphere of this small island provides the perfect backdrop for an unforgettable vacation experience. Explore the unique neighborhoods and immerse yourself in the local culture for a truly memorable getaway.

  • Key West: Nestled in the southernmost part of the United States, Key West is a vibrant city known for its picturesque beaches and lively atmosphere. As Stock Island's neighbor, it offers a rich mix of family-friendly attractions, shopping areas, and resort facilities. Visitors can explore the charming streets lined with historic homes, enjoy water sports, or relax on family beaches. Key West's bustling downtown is perfect for those seeking a lively city-themed experience, featuring a variety of shops and restaurants to suit every taste.
  • Key Haven: Located a mere 1.1km from Stock Island, Key Haven is a serene island community ideal for outdoor enthusiasts and families alike. With beautiful beaches and lush landscapes, it invites visitors to engage in recreational activities such as golfing and leisurely strolls. Key Haven's proximity to the archipelago makes it an excellent spot for water-based adventures. Take advantage of the local shopping areas and enjoy the laid-back island vibe while soaking up the sun.
  • Raccoon Key: Just 1.3km from Stock Island, Raccoon Key is a quaint village that embodies the essence of island life. This charming destination offers outdoor activities and family-friendly experiences, making it a perfect retreat for those looking to unwind. Explore shopping areas and recreational spots, or spend a day at the family beach, where you can bask in the sun and enjoy water activities. Raccoon Key combines a picturesque setting with a welcoming community atmosphere, ensuring a delightful visit.

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 eager to save on your next adventure? Staying flexible with your travel dates can help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the best options for your trip.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform for planning your travels, allowing you to easily create new trips, resume your previous planning, or organize your itinerary. You'll find your saved or booked properties neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/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)
  • Simonton Beach (3.8 mi / 6.1 km)
  • South Beach (3.9 mi / 6.3 km)
  • Key West Butterfly and Nature Conservatory (4 mi / 6.4 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Stock Island?
Houses are the most popular style of vacation rental in Stock Island, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has vacation homes in all shapes and sizes. Look through our options to find your ideal match.
How much does it cost to rent a vacation rental in Stock Island?
Different things can determine how much you'll pay for a vacation rental in Stock Island, including the type of property, season and length of stay. However, all of our vacation homes have something in common — excellent value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Stock Island?
When you travel and the size and style of the property will help determine the cost of your beachside vacation rental. Click on your Stock Island travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to pick the features and amenities you want.
Are there pet-friendly vacation rentals in Stock Island?
Yes, there are. You can pick from 68 vacation rentals that allow pets in Stock Island. Some of our pet-friendly vacation rentals even come with an outdoor space for your furry friend to play in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
Can I rent a house with a pool in Stock Island?
Add a whole other level of fun to your trip by staying in one of the 56 houses with a private pool in Stock Island. Use our search filter to find properties with pools on Vrbo, then spend carefree days splishing and splashing in a swimming pool that's all yours.
What are popular rental amenities in Stock Island?
A sauna, a nearby waterfront and a beach view top the list of most popular rental amenities in Stock Island. Whether you plan to travel alone, with your spouse or a group of friends, Vrbo can help you find a vacation home that matches your tastes with all the options you need.
Are there large group vacation rentals in Stock Island?
With 45 Stock Island properties that can host a group of five or more people, you can bring a few extra family members or pals along. Whether you're planning an informal get-together or a birthday party, Vrbo will help you book a comfy space to fit the occasion.
Are there vacation rentals in Stock Island that welcome kids?
With 68 family-friendly vacation rentals to choose from in Stock Island, now is the perfect time to introduce the kiddos to the excitement of travel. Just check our "Properties good for families" filter box to discover stays that feature conveniences perfect for families on the move, such as full kitchens, pools, bunk beds and hot tubs.
What are the top attractions for families in Stock Island?
Keeping the kids amused during your stay in Stock Island is simple with these awesome family-friendly attractions:

  • Smathers Beach
  • South Beach
  • Higgs Beach

Are there one-bedroom vacation rentals in Stock Island?
Yes, you can choose from 12 one-bedroom rentals in Stock Island. Whether you're looking for a cozy chalet or a condo, our one-bedroom rentals are just right if you don't require lots of room. One of the major perks of having your own digs? You won't ever have to share your getaway with strangers.
Can I find two-bedroom vacation rentals in Stock Island?
Choose from 14 two-bedroom homes in Stock Island. Settle the kids into the second room or maybe fill it with a couple of your besties. There's ample space for whoever's lucky enough to be coming along.
Are there vacation rentals with WiFi in Stock Island?
Stock Island has 25 vacation rentals with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to updating your social media, these Vrbo homes will keep you online.
How can I find vacation rentals with air conditioning in Stock Island?
You'll have a choice of 65 vacation rentals with air conditioning in Stock Island giving you that cooling breeze and extra element of comfort. Just enter your desired travel dates and then use our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Stock Island?
You'll have to check with the Stock Island vacation property you're considering on Vrbo as age restrictions vary. However, generally it's 16, 18 or 21.
How long can I rent a vacation rental in Stock Island for?
The length of time you can book a vacation rental in Stock Island differs according to the property. Simply enter your preferred travel dates to see a list of options offering extended stays. With lots of creature comforts like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere perfect to call your home away from home in Stock Island.

More Vacation Ideas