Condo vacation rentals in South Sarasota

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Top-rated condo rentals in South Sarasota

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Superhost

A modern kitchen and living area are featured, showcasing stainless steel appliances and an expansive wooden dining table with black chairs. A comfortable sofa is visible, inviting relaxation. Natural light floods the space through sliding glass doors that lead to a private patio surrounded by greenery.

Condo in Sarasota

4.87 out of 5 average rating, 267 reviews

[Beach Retreat] modern condo +5 min. walk to beach

5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key condo. This is a fully remodeled second floor end unit with no unit above. The open layout provides excellent light throughout. Wonderful tile wood floors and a private screened in patio to sip your morning coffee. The warm sun and white sand beach awaits... beach gear (2chairs, towels, beach wagon)included complimentary -plus 2 beach cruisers to rent ($35 each per stay)

Guest favorite

A spacious outdoor patio area is visible, featuring a seating arrangement with wicker furniture and a small table. The scene is framed by large glass doors, offering unobstructed views of the sandy beach and palm trees. Soft blue skies complement the tranquil setting.

Condo in Siesta Key

4.93 out of 5 average rating, 113 reviews

NO Stairs, Siesta beachfront. Walk to the village!

Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Top guest favorite

The living area is furnished with a light-colored sectional sofa adorned with colorful cushions. A large television is mounted on a white entertainment unit beneath, with ambient lighting. A coffee table sits in front of the sofa, and a decorative piece adds a subtle touch to the space.

Condo in Sarasota

4.98 out of 5 average rating, 107 reviews

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

Guest favorite

The open living and dining area features a modern dining table set for four, accompanied by comfortable chairs. A cozy seating arrangement includes a sofa facing a large television. Natural light is let in through arched windows, and decorative art adds a colorful touch to the space.

Condo in Sarasota

4.92 out of 5 average rating, 104 reviews

★ NEW ★ Eclectic Hidden Gem | TIKI BAR & Pool ★

• Renovated 2BR/2BA just 15 min walk across the south bridge to Crescent Beach which is an extension of the famous Siesta Key Beach rated #1 beach in USA • Walking distance to Siesta Key Watersports where you will find all kinds of water sport rentals and can book a sightseeing cruise • 5 minute drive to Publix Supermarket, Trader Joe's, Starbucks and other shops and restaurants • 15-20 min drive to Ed Smith Stadium, Ringling Museum of Art, Sarasota Jungle Gardens and South Lido County Park

Top guest favorite

A modern kitchen features a large, white island with bar seating, complemented by sleek cabinets and a minimalist design. Natural light pours in through a window, highlighting the contemporary appliances and tiled backsplash adorned with a potted plant outside.

Condo in Sarasota

4.95 out of 5 average rating, 105 reviews

Your Modern Beachside Getaway!

Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

Guest favorite

A row of VEO scooters is lined up in front of a building featuring a sloped roof with the name 'Sahara' displayed prominently. In the background, a second building with a balcony provides a view of shops and terraces, creating a vibrant streetscape.

Condo in Lido Key

4.96 out of 5 average rating, 141 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

We are Open after Hurricane Helene! **No Kids allowed** Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

Guest favorite

Condo in Sarasota

4.91 out of 5 average rating, 220 reviews

Near beach. Daily rentals. Pool. king bed

Villa 1 is a ground floor end unit. You have your own private entrance. With self check in key pad Featuring 1 bedroom, 1 bathroom, large living room with SMART TV, A/C, Kitchenette with stainless steel appliances ,Granite counter tops, Fridge Freezer. Separate bedroom with King Bed, Free wifi .Free parking for 1 vehicle. Shared swimming pool. Daily and weekly rentals. 2 mins walk to Crescent beach Siesta Key Beach Access #13 No smoking $250 Fee No pets $250 Fee

Guest favorite

A rental shop labeled 'Ride & Paddle' offers a selection of blue bicycles lined up in front. An umbrella provides shade over a seating area. The shop's exterior features a simple design with a white facade and large, clear signage indicating kayak, bike, and scooter rentals.

Condo in Sarasota

4.92 out of 5 average rating, 143 reviews

Cottage on Siesta Key Your own getaway!

Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

Superhost

An aerial view of a serene beach stretches along the coastline, where gentle waves meet soft, white sand. The turquoise waters reflect sunlight, while a distant shoreline showcases clusters of buildings interspersed with greenery. Small figures can be seen leisurely enjoying the beach.

Condo in Sarasota

4.93 out of 5 average rating, 115 reviews

Sunshine house +6 min. from Siesta +heated pool

★ "Second floor 1 bedroom 1 bathroom apartment" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This is 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.

Guest favorite

A wide aerial view captures a sandy beach bordered by clear turquoise waters and a sprawling shoreline. Beachgoers can be seen enjoying the space under the sun, while colorful umbrellas and towels dot the landscape. Residential and commercial buildings provide a backdrop to the vibrant scene.

Condo in Sarasota

4.96 out of 5 average rating, 81 reviews

Blue studio perfect for 2, just 5 min from beach

Ground floor studio" ★ "An incredible studio and 6 star hospitality!" Welcome to your perfect Sarasota getaway! This is pet-friendly home offers a garden and a prime location just 5 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.

Guest favorite

The entrance to Bay Oaks is marked by a welcoming sign and features lush tropical landscaping. An American flag stands tall nearby, set against a clear blue sky. The area is well-maintained, providing an inviting first impression for guests.

Condo in Sarasota

4.86 out of 5 average rating, 150 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.