Condo vacation rentals in South Sarasota

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Top-rated condo rentals in South Sarasota

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Guest favorite
A modern bedroom features a spacious bed with crisp linens and a light-colored throw. A wooden dresser stands against the wall, and a framed artwork of a cow adds a touch of character. Subtle lighting from the bedside lamps enhances the inviting atmosphere.
Condo in Sarasota
4.87 out of 5 average rating, 309 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 ($40 each per stay)

Guest favorite
A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.
Condo in Siesta Key
4.9 out of 5 average rating, 134 reviews

Crystal House on Siesta Key Beach

This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

Top guest favorite
A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.
Condo in Vamo
4.98 out of 5 average rating, 121 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
A spacious studio features a cozy sleeping area with a queen bed dressed in soft linens, complemented by decorative pillows. Floor-to-ceiling windows provide natural light and a glimpse of the private garden. Soft earth tones create a calming atmosphere, and a textured rug adds warmth.
Condo in Gulf Gate Estates
4.95 out of 5 average rating, 114 reviews

Hidden Gem Studio · Near Siesta Beach (5 min)

A true hidden gem just 5 minutes from Siesta Key Beach, this ground-floor studio offers a calm, comfortable stay in a highly convenient location. Ideal for couples or solo travelers looking for an easy Florida getaway with everything close by. Pet-friendly stay with a simple $10 one-time pet fee per booking. A perfect base for beach time, local dining, and unwinding at your own pace. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

Guest favorite
A heated swimming pool is centrally located, surrounded by colorful lounge chairs in red, yellow, and green. The turquoise water is inviting under clear blue skies, with palm trees bordering the area. Nearby, several outdoor chairs are positioned for relaxation.
Condo in Sarasota
4.91 out of 5 average rating, 259 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 No bikes inside rental.

Guest favorite
A view from above showcases the lush, landscaped grounds of the condo complex, featuring curving pathways and palm trees. In the foreground, a heated pool is visible, with beach access just beyond. The serene beach and expansive ocean create a welcoming atmosphere.
Condo in Siesta Key
4.82 out of 5 average rating, 137 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Our newly renovated condo is located on Siesta Key's award winning Crescent Beach. Our unit is has all of the amenities of home for your convenience. The primary bedroom has a king sized bed and its own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

Top guest favorite
A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.
Condo in Siesta Key
4.97 out of 5 average rating, 364 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Guest favorite
Condo in Longboat Key
4.88 out of 5 average rating, 127 reviews

Sunset and beach view from your balcony Unit 403

A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

Top guest favorite
A vibrant exterior showcases the entrance to Villa Maria, framed by palm trees and a charming fountain. The entrance features a set of red stairs leading to a welcoming sign, adding a decorative touch to the well-maintained surroundings.
Condo in Sarasota
4.91 out of 5 average rating, 151 reviews

Gateway Siesta Key Beach

Super comfy and newly updated 2 bedroom/2 bathroom fully-equipped condo that sleeps 4 - only 1/2 mile from the Gulf of Mexico! Located in a small and quiet complex with very convenient access to the beach as well as all of Sarasota's shopping and dining (without beach traffic). Our condo is exceptionally clean, well-kept and has all the comforts of home on your tropical getaway. Minimum age of primary renter is 25 years old. Proof of age required.

Guest favorite
A bright living area features a white sectional sofa facing a modern fireplace set in a textured stone wall. A wooden coffee table sits atop a striped rug, with a beach-themed painting and a ceiling fan visible above, contributing to a relaxed ambiance.
Condo in Siesta Key
4.88 out of 5 average rating, 115 reviews

Perfect Location in Siesta Key

Beautiful 1400 sq. ft townhome unit in the quiet, well-maintained and desirable Village West in Siesta Key. Relax and enjoy the finest crystal quartz sands just steps away. Only one minute walk to all shops, restaurants and main amenities in the famous Siesta Key Village.This 2 bedroom, 2 bathroom townhome offers split floor plan with cathedral ceiling. Everything included to have a seamless vacation.

Superhost
The living area features a light-colored sofa complemented by an orange accent chair. A coffee table sits on a textured area rug, while wall art adds color to the red accent wall. Glass doors open to a view of outdoors, surrounded by greenery.
Condo in Gulf Gate Estates
4.91 out of 5 average rating, 138 reviews

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

Bright second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a convenient location close to shopping and dining.

Top guest favorite
A shaded outdoor patio area features a round table surrounded by four chairs, with an umbrella providing cover. Lush greenery and vibrant flowers adorn the space, creating a relaxed setting. A blue adirondack chair rests nearby, inviting guests to enjoy the surroundings.
Condo in Siesta Key
4.95 out of 5 average rating, 194 reviews

Walk to Siesta Key Village and Beach

Location, Location, Location, in Siesta Key Village, less than a half block to all the restaurants, night clubs, shops, food stores, banks etc. Village and Gulf are at your door and major shopping and many other fine restaurants close by.

Popular amenities for South Sarasota condo rentals

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MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ529ﺩ.ﺇ1,194ﺩ.ﺇ1,091ﺩ.ﺇ837ﺩ.ﺇ584ﺩ.ﺇ588ﺩ.ﺇ650ﺩ.ﺇ595ﺩ.ﺇ573ﺩ.ﺇ584ﺩ.ﺇ735ﺩ.ﺇ764
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Quick stats about condo rentals in South Sarasota

  • Total vacation rentals

    Explore 130 vacation rentals in South Sarasota

  • Nightly prices starting at

    South Sarasota vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 1,290 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    130 of South Sarasota vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Sarasota rentals

  • 4.7 Average rating

    South Sarasota stays receive an average rating of 4.7 out of 5 from guests