Discover a selection of 5,000 vacation rentals in Casey Key that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $125 per night, and houses and cottages are popular options for a stay in Casey Key. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Casey Key
Destination guide

Discover adventure with a Casey Key apartment rental

While Casey Key may be a small, narrow island, it's packed full of adventure that all kinds of people can enjoy. Outdoor adventurers can travel through Oscar Scherer State Park and the Historic Spanish Point. A 10-mile, paved biking pathway known as Legacy Trail is a perfect place to enjoy a relaxing ride coupled with scenic views for its entire length. Of course, the beaches are splendid as well, with Florida's signature white sand just steps away from any rented Bradenton apartment or condo.

Things to do

Local heritage and family-friendly city sights

It may be difficult to leave the paradise-like confines of your Casey Key vacation rental, but there's plenty to explore in surrounding Sarasota County. Take a family trip to Historic Spanish Point, an outdoor museum and archaeological complex reflecting the area's varied heritage. Here, ancient North American burial grounds and shrines sit alongside late 19th-century buildings and reconstructed sailboats. In Sarasota city proper, take the kids to Sarasota Jungle Gardens _ a small stretch of tropical parkland with exotic animal enclosures _ and visit the John and Mable Ringling Museum to see European paintings.


Making waves in Casey Key

Sunbathing surely tops the list of outdoor Casey Key activities. Beachfront runs the length of the island, and much of it is restricted for residential use _ it's likely that whatever Casey Key vacation rental you go for, it'll give access to residential beachfront. There are also 2 public beaches at the island's southern end _ Nokomis and North Jetty. Alongside sunbathing, surfing, swimming, and even shore fishing are popular Casey Key activities. Nature enthusiasts, meanwhile, can hike, bike, kayak, and canoe in nearby Oscar Scherer State Park, a pine and mangrove forest gathered around the freshwater Lake Osprey.


Travel to Casey Key in its sun-blushed dry season

Casey Key enjoys long hot and humid summers, and mild sun-kissed winters, with very short transitional spring and fall seasons. The climax of Casey Key's summer season not only welcomes the hottest temperatures, which frequently climb into the high 80s, but also sees the most rainfall, where thunderstorms often roll in off the Gulf of Mexico. October through May is the dry season, with October and November being a top time to visit. In these months, the sun sings and temperatures relax around the high 70s and low 80s _ perfect beach weather, in other words.

Natural features

Casey Key conservation–from mangroves to manatees

One of Casey Key’s main attractions is its best-kept-secret status, but local flora and fauna have been hip to this hang-out all along. In fact, the Casey Key Conservation Act of 1970 made the island a marine and wildlife sanctuary, and the mangrove trees and wild sea oats provide a habitat for numerous species of native birds. Maybe you’d prefer to run into a sea turtle off shore, spot pods of dolphins swimming close to the beach, or take a peek at an endangered manatee. It’s all possible on Casey Key.

What are the top vacation rentals in or near Casey Key?

Whatever you're seeking in a vacation, you'll find a rental in or around Casey Key that's right up your alley. These are some of our top picks:

  • "Private Casey Key Luxury Home With 2 Masters - All Bedroom Suites - + Pool" is popular with guests. Around 0.1 miles from Casey Key, it has 4 bedrooms and plenty of useful amenities, including a hair dryer and free WiFi.
  • Alternatively, make your home away from home at "Newly Renovated Family Nokomis Vacation House". Located around 1 mile from the heart of Casey Key, it has 4 bedrooms and comes with a washing machine and a dryer.

For even more great options, use the search bar at the top of the page to find the perfect Casey Key vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Casey Key?

Nothing's better than a quick break to make you feel alive again. Pack your carry-on bag and take five at one of these top weekend getaways in and around Casey Key:

  • Located 1 mile to the north of central Casey Key, "Waterfront Luxury Home Private Pool" is a great fit for adventurous types and nature lovers. Make sure you visit nearby outdoor attractions, including Lido Beach and Riverwood Golf and Country Club. Then, try some activities like surfing and boogie boarding or horse riding.
  • Alternatively, switch into vacation mode at "Paradise On Gulf With Pool, Boat Dock And Private Beach". About 1 mile north of Casey Key, fun activities around here include fishing and rafting. Rather visit some of the sights? Find time for Quick Point Nature Reserve and Payne Park.

Can I find studio apartments for rent in and around Casey Key?

Studio apartments are a simple yet stylish choice, perfectly suited for one or two guests. Spend your days getting acquainted with the area and your nights chilling out in your cozy hideaway. These vacation rentals in or near Casey Key will tick all the boxes:

  • Enjoy some time out on your own or take a few buddies along to "The Seahorse". You'll have lots of amenities to make your stay comfortable, including internet services and air conditioning.
  • Or, use "Casey Key One Bedroom Bayfront W" as a base to explore the best sights around you. This home away from home offers a hair dryer, a kitchen and more.

Can I find short term rentals in or near Casey Key?

Locating a short-term rental in or near Casey Key won't be a problem if you only have a weekend to spare. Whether you're after an apartment for one or a house that'll fit your extended family, you'll find a place to suit on Vrbo. Here are a handful of our top options:

  • Stay a few nights at "Casey Key Tropical Oasis 3br/2b Home Wpool" in central Casey Key. Here, you'll enjoy easy access to top attractions like Nokomis Beach.
  • Also near to the center, "Mimosa Sunrise - A Tropical 2 Bedroom" is another option to consider. After a little sightseeing inspiration during your stay? Venetian Golf and River Club is a good place to start.

What are the best romantic weekend getaways in or near Casey Key?

Nothing says "I love you" like a romantic weekend rendezvous. If you're eager to spend a couple of relaxing evenings away with your sweetheart, we've got some romantic getaways in and around Casey Key that will set your heart aflutter:

  • Slip away on Friday afternoon for a few nights of passion at "Private Casey Key Luxury Home With 2 Masters - All Bedroom Suites - + Pool". Located roughly 0.1 miles from Casey Key, it comes with plenty of nice touches, like a fireplace and beauty services.
  • Otherwise, spend a few magical days canoodling and sipping Champagne at "Newly Renovated Family Nokomis Vacation House", around 1 mile from Casey Key. A swimming pool and air conditioning will help ramp up the romance.

What are the best houses for rent with a pool in or near Casey Key?

A pool is often a must-have amenity for any unforgettable vacation. Enjoy hours of entertainment splashing around or simply kicking back by the water at one of these rejuvenating escapes in or near Casey Key:

  • Every day can be a pool day at "Newly Renovated Family Nokomis Vacation House". A dining table and a smart TV are some of the other amenities that help make this place a favorite.
  • Alternatively, book a few nights away at "Large House, Lake Front, Heated Pool" and while away your days poolside. A living room and on-site watersports are other things your fam will love about this rental.

What are the best large family vacation rentals in or near Casey Key?

Privacy, comfort and space are crucial for any successful family escape, and Vrbo's range of large family vacation rentals in and around Casey Key offer an ideal solution. Check out these for starters:

  • Sleeping up to 8 guests spread out over 4 bedrooms, "Private Casey Key Luxury Home With 2 Masters - All Bedroom Suites - + Pool" is always popular with large families. It features a garden and coffee and tea making facilities and is around 0.1 miles north of Casey Key.
  • Another awesome option is "Newly Renovated Family Nokomis Vacation House". It's around 1 mile to the northeast of Casey Key, has 4 bedrooms and accommodates up to 8 guests. A smart TV and a dishwasher are just two of the many conveniences on offer here.

Are there one-bedroom vacation rentals in or near Casey Key?

There sure are. You'll find many one-bedroom vacation rentals in or near Casey Key. If you don't need a lot of space, one of these popular properties might suit you perfectly:

  • Reserve "Casey Key One Bedroom Bayfront W" for a weekend. This one-bedroom vacation property offers guests a kitchen and a nearby waterfront and is not far from the action of downtown.
  • "Waterfront Deluxe One Bedroom Bungalow With Private Beach" is another stylish one-bedroom escape also close to the center. When you're not out discovering the top attractions in the area, take advantage of a water view and a nearby waterfront.

Can I find two-bedroom vacation rentals in or near Casey Key?

At Vrbo, we've got rental places in or near Casey Key to suit even the choosiest guests. Here are some of our favorite two-bedroom options to consider:

  • Leading the list is "Mimosa Sunrise - A Tropical 2 Bedroom". This two-bedroom stay offers amenities like a swimming pool and a kitchen. Explore Casey Key's exciting attractions from this comfortable pad.
  • Another highly recommended option is "Siesta Key / Venice - Spacious". With amenities like a kitchen and off-street parking options, you'll have no problems making yourselves at home here. Pick your bed, unpack your bags and let the good times roll!

Are there vacation rentals with fire pits in or near Casey Key?

Whether you want to enjoy a glass of vino beside the flames with your sweetheart or just stay nice and warm after the sun goes down, Vrbo will help you find a vacation rental with a fire pit. Check out these top options in or near Casey Key:

  • Sing, laugh and reconnect with your nearest and dearest around the fire pit at "Private Paradise Between Sarasota". This getaway offers plenty of other top amenities, including a swimming pool and a fireplace.
  • Light a blaze and then take in the relaxed ambiance at "Beach Time Walk To The Beach". This cozy abode also comes with a kitchen and a garden.