Apartment holiday rentals in South Sarasota

Gertrude's Siesta | Patio & 1-min to Beach/Village

The Village Studio Top location on island! Apartment with full kitchen, private patio, gated courtyard, in world famous Siesta Village! Leave the car behind and walk to white-sand beaches, 20 bars and restaurants, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Experience a combination of fun ease and relaxation you can't get in other vacations! Book a special getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta

Modern Luxury Apartment in a House Near Siesta

Large brand new construction 900 square foot 1 bedroom apartment. Beautifully furnished, efficient apartment attached to the side of the main house. This unit has a private entrance with bright, modern interior. The apartment offers 1 King bed. The full bathroom has a large shower. A Washer and dryer located inside the apartment. Nestled on a quiet street with easy access to Siesta key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Great location!

[Sunshine Studio] 1bed/1bath!Close to Beaches,City

***This is a newly remodeled 1 bedroom apartment in a duplex; the other side of the house is empty through the summer months, so you will most likely have the property to yourselves. A perfect, spacious home for your next getaway to enjoy the Florida sunshine and beaches! This is a great place for a couple or just 1 person looking for a home away from home. Also, we do rent out long term 2-3 months in the months from April till December. Message me, and we'll agree on a price!

Free Early Chk-in, Super Clean, Parking, Disney+.

Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on the main road 1 mile from downtown Sarasota. Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Just a stone's throw away from downtown Sarasota, Lido Beach, and essential amenities like grocery stores and pharmacies, our corner apartment with a dazzling wrap-around patio is your perfect hideaway. Bicycles at your disposal. Book now

Lovely Historic by Water, Theaters, Dining, Trolly

My place is close to family-friendly activities, nightlife, the beach, public transport, the airport and the bayfront, boating, tiki bar, rentals. You’ll love the location, the people, the ambiance, the neighborhood and it is wonderfully safe in the historic Burns Square area of downtown Sarasota, nestled between high-end residential neighborhoods. We are best for couples, solo adventurers, and business travelers. We have 10 Vacation rentals in our historic building.

Little gem just 6 min from Siesta+heated pool

★ Second floor 1 bedroom 1 bathroom apartment ★ "An incredible apartment and 6 star hospitality!" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This pet-friendly home offers a, heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Downtown Apt w/ Pool, Gym, & Coworking Unit 330

This new construction apartment features an oversized kitchen island and a slider with views of Downtown Sarasota. Shared amenities include: a gym; sunset deck; massive roof deck with a pool; gazebo with big-screen TV, fireplace, and wet bar; a dog run; and access to the adjacent Cowork office space. Also on-site is Motoneko Cafe, a full-service coffee/ramen shop that also serves tea, espresso drinks, and snacks.

Amazing Aria Condo, Easy access to Siesta Key!

Enjoy a relaxing stay at this stylish 1 bedroom apartment with new heated swimming pool in the Southside Village area of Sarasota. Best location in town with 20 restaurants/bars, Gourmet grocery store a block away, coffee shops within 5 minute walk! Boutique stores too! World class beaches with 10 minute drive. Bikes and Kayaks available if you'd like to enjoy them too. Shared laundry on site too!

Gillespie On The Park, Walk to Downtown

Contemporary Studio apartment with balcony above garage. Studio is half block from Gillespie Park with its public walking/jogging/biking paths, tennis courts, basketball court, and retention pond. Within walking distance to downtown and Rosemary District: restaurants, shops, movie theaters, cultural events, Whole Food Market, Starbucks etc.