Discover a selection of 198 vacation rentals in South Sarasota, FL 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 $137 per night, and houses and condos are popular options for a stay in South Sarasota. Either way, you'll find a rental for everyone's needs.
Top rated rentals — South Sarasota

What are the top vacation rentals in or near South Sarasota?

Whatever you're seeking in a vacation, you'll find a rental property in or around South Sarasota that suits your style. Take a peek at these favorites:

  • Make the most of handy amenities like a boat and a nearby hospital at "Living The Dream Lido Available In October". Situated around 3 miles from South Sarasota, this vacation rental has 1 bedroom and good guest reviews.
  • Alternatively, make yourself comfortable at "Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach And Downtown". Around 1 mile from the heart of South Sarasota, it has 2 bedrooms and comes with a TV and a dishwasher.

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

What are the best tiny house vacation rentals in or near South Sarasota?

For an unconventional vacation experience, book a tiny house rental in South Sarasota. We warn you though — after you've stayed in a tiny house, the urge to move into one of these mini digs will be tough to resist!

  • Unwind and experience a simpler way of life at "Pinecraft Tiny Home 2 - New, Cozy And Clean". Located in Southgate, a TV and WiFi are just two of the amenities included here.
  • "Pinecraft Living Sunset Tiny Home" comes with plenty of conveniences, such as WiFi and cable/satellite TV services. Located in Southgate, you'll be able to live large in this small yet comfy hideaway.

What are the top-rated vacation rentals for weekend getaways in or near South Sarasota?

Clock off on Friday and then forget all about work. If you're chasing some relaxation and fun, these escapes in and around South Sarasota are the perfect weekend getaway:

  • "Sunsets In Paradise. Walk To Beach. Shop And Dine @ St. Armands" is a favorite option around 3 miles northwest of central South Sarasota. You'll never have to wander far to find an unforgettable experience around this vacation rental. Get out and discover Bobby Jones Golf Complex and Oyster Creek Regional Park. Activities like windsurfing and hiking and biking will add the perfect finishing touch to your mini getaway.
  • "Immaculate, Newly Remodeled Close To Siesta Beach" is another great property where you can escape the everyday. Around 2 miles northeast of South Sarasota, use it as a base to try some windsurfing or kayaking. Cape Haze Pioneer Trail Park and East Beach should also be on your must-do list while you're here.

Can I find studio apartments for rent in and around South Sarasota?

Generally compact, affordable and conveniently located, it's not hard to fall for the charms of a studio apartment. Escape to one of these options and experience the culture of South Sarasota up close:

  • Explore your surroundings and then sleep soundly at "Living The Dream Lido Available In October". This property is a great base for discovering the sights and comes with amenities including a nearby laundromat and an oven.
  • Another top option is "Sunsets In Paradise. Walk To Beach. Shop And Dine @ St. Armands". Make the most of coffee and tea making facilities, a stovetop and other conveniences during your getaway.

With the money you save on your studio apartment, you can afford to see more of South Sarasota. Cultural sights like Westcoast Black Theatre Troupe and John and Mable Ringling Museum of Art will help you get a better feel for the character of this destination.

Can I find short term rentals in or near South Sarasota?

Short-term rentals aren't hard to find in and around South Sarasota. Kick back for a night or two in a penthouse, a compact apartment or a spacious house. Whatever sort of vacation rental you're searching for, you'll have lots to choose from with Vrbo. Here are a few top picks:

  • "Charming Private Garden Cottage Hide Away In The Heart Of Sarasota" is near the center of South Sarasota, so you'll have plenty of things to keep you entertained. Tick off well-known sights like St. Armands Circle and Sarasota Jungle Gardens when you're not kicking back in your cozy digs.
  • "Pristine Pool Home Near Siesta Key Beach" is another enticing option. Remember to add Mote Marine Laboratory & Aquarium and John and Mable Ringling Museum of Art to your list when it's time to sightsee.

What are the best romantic weekend getaways in or near South Sarasota?

Nothing says "I love you" quite like a romantic weekend rendezvous. If you're eager to spend a couple of evenings away with your significant other, we've got some romantic getaways in and around South Sarasota that will get your heart racing:

  • Located around 3 miles from South Sarasota, "Living The Dream Lido Available In October" is the ideal place for adoring couples. Beauty services and outdoor furniture are among the many amenities here.
  • "Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach And Downtown" is another terrific option that'll impress. It's approximately 1 mile from South Sarasota and comes with beauty services and beach sun loungers.

What are the best large group vacation rentals in or near South Sarasota?

Big groups mean enormous fun. They also mean finding someplace that'll comfortably fit your entire crew. Check out our large group vacation rentals in or around South Sarasota and get everyone together under the one roof:

  • Providing space, privacy and comfort, you'll get everyone's seal of approval at "Private Tennis Court, Basketball". Up to 12 people can stay at this retreat which has 6 bedrooms, a swimming pool and a garden. You'll discover it around 1 mile to the northeast of South Sarasota.
  • "Luxury Villa Near Siesta - Private" is another excellent option. It's around 1 mile to the northwest of South Sarasota, has 5 bedrooms and sleeps up to 12 guests. A chef and a kitchen are among the things that'll help make your group getaway even more comfortable.

What are the best houses for rent with a pool in or near South Sarasota?

From boisterous games of "atomic whirlpool" to lazy afternoon dips, a pool promises loads of fun for grown-ups and kids alike. Earn some brownie points with the fam by renting a house with a place to swim in or near South Sarasota:

  • Leading our list of cool pool escapes is "Specious And Renovated 2 Bed 2 Bath House". Vacationing families will feel right at home here, with amenities like pet-friendly facilities and a dining table also at hand.
  • Alternatively, make a reservation at "Cozy House Near Siesta Key Beach" and spend lazy days poolside. A barbecue grill and a TV are other things your gang will love about this rental.

What are the best large family vacation rentals in or near South Sarasota?

Every family get-together should be a memorable one. Whether you're planning a fun escape with the kids or a celebration with relatives, these large family vacation rentals in or near South Sarasota offer a comfy home away from home with plenty of space for everyone:

  • Sleeping up to 8 guests in 3 bedrooms, "Best Value 3br/2ba Pool Home 10 Min From Siesta" is the ideal place for some family time. This getaway is 2 miles to the east of South Sarasota and has amenities such as a kitchen and a microwave oven.
  • "Bamboo Bungalow~5 Mins To Siesta Key Beach" also offers the space you need to connect with loved ones. This property is around 1 mile to the southeast of South Sarasota, and accommodates 8 guests in its 3 bedrooms. A fridge and a garden will help keep everyone happy and comfortable.

If you're in the mood to do some sightseeing, there are loads of family-friendly attractions close by to put on your to-do list. St. Armands Circle, Sarasota Jungle Gardens and Mote Marine Laboratory & Aquarium are good places to start.

What are the best large houses to rent with indoor pools in or near South Sarasota?

Add some indulgence to your getaway by staying somewhere with a private indoor pool. These large houses in or near South Sarasota have a swimming space to call your own, as well as lots of room for whoever you're bringing with you:

  • Book a few nights at "Sarasota Bay Haven" and while away your days poolside. This sprawling pad has 3 bedrooms that sleep up to 9 guests and a range of other excellent amenities. A water view and a swimming pool are among them.
  • Alternatively, whisk your crew away to "Entire Private House", which has 5 bedrooms and caters for up to 13 guests. Along with that fancy pool at your fingertips, a swimming pool and off-street parking options will help keep everyone comfortable and content.

If you're curious about other options, use the search bar at the top of the page and adjust the filters to find the South Sarasota vacation rental that's perfect for your needs.