Where to stay around Stock Island, Key West?

Our 2018 property listings offer a large selection of 272 vacation rentals near Stock Island. From 94 Condos/Apartments to 85 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Stock Island for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Stock Island?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Stock Island:

  • Uptown/Upper Duval: 259 vacation rentals
  • Historic Seaport: 812 vacation rentals
  • Bahama Village: 531 vacation rentals
  • Midtown: 1,345 vacation rentals
  • New Town: 390 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Stock Island?

VRBO offers a large selection of vacation rentals near lovely places in Stock Island. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Safe Harbour Marina: 1,727 vacation rentals
  • Key West Harbour: 1,749 vacation rentals
  • Robbie's: 1,724 vacation rentals
  • Southernmost Point: 1,616 vacation rentals
  • Fort Zachary Taylor Historic State Park: 1,624 vacation rentals

But there are many other points of interest around Stock Island listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Stock Island?

Yes, of course. VRBO has 94 Condos/Apartments in Stock Island. Our other popular types of vacation rentals in Stock Island include:

  • Houses: 85 rentals available
  • Townhouses: 39 rentals available
  • Boats: 29 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Yachts and more.

Can I find a vacation rental with pool in Stock Island?

Yes, you can select your prefered vacation rental with pool among our 217 vacation rentals with pool available in Stock Island. Please use our search bar to access the selection of vacation rentals available.

    Key decisions in Stock Island

    On a low-lying island in the Atlantic Ocean, Stock Island is a residential community known for its laid-back lifestyle, waterfront marinas, and easy access to some of the best beaches in the Florida Keys. Just east of Key West, Stock Island is a major destination for watersports, and you'll find everything from jetskiing and boat charters to snorkeling, sunbathing, and fishing. And with a Stock Island vacation rental, you'll be close to local landmarks like the Key West Tropical Forest & Botanical Garden, the Key West Golf Club, and the Ernest Hemingway Home and Museum.

    Stock Island – water you waiting for?

    It may be small, but Stock Island's got plenty to do. Boating is a popular pastime, and you'll find a number of outfitters offering fishing and sightseeing charters, as well as dolphin- and shark-watching tours. Watersports are also a big draw, and you can enjoy everything from snorkeling and scuba diving to jetskiing, parasailing, and windsurfing. And if you'd rather just lie on the beach and catch some rays, well, that's fine too – the nearby Smathers Beach boasts a half mile of sandy coastline along the southern coast of Key West.

    There's more to see than sea on Stock Island

    Once you've had your fill of fun in the sun (if that's even possible), you can check out the many sights around your Stock Island vacation rental. At the Key West Tropical Forest & Botanical Garden, you can see a wide array of native plants and animals. The 15-acre forest also boasts many species of neotropical birds. Next door, on Key West, the Ernest Hemingway Home and Museum is always worth a visit. You can take a tour of the author's stately former residence, and get to know the 54 polydactyl cats that now call the site their home.

    Set fire to the rain on Stock Island

    Like much of the Florida Keys, Stock Island has a tropical wet-and-dry climate, which means hot, wet summers and warm, dry winters. Rainy summer storms are common, and average highs hover near 90ºF from June through September. Winter is drier, with highs around 75ºF in December, January, and February. Thanks to the mild, sunny temps between November and April, Stock Island is a popular destination for visitors escaping harsher weather farther north. If you don't mind packing an umbrella, you can score a sweet deal on a Stock Island vacation rental during the warmer, wetter summer months.

    Stock Island – it's all within your beach

    Set on a small, low-lying island in the Florida Keys, Stock Island is basically the platonic ideal of island living. While the island is relatively residential, there are still large swaths of undeveloped space, mostly on the northern side of the island. Boasting a wide array of native flora, The Key West Tropical Forest & Botanical Garden offers a glimpse of the island's former, untamed splendor. At the nearby Smathers Beach, on Key West, you'll find half a mile of sandy shoreline, and it's a popular place to spot dolphins and the area's bounty of brightly colored fish.