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Condo vacation rentals in South Sarasota

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Vacation rentals for every style

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Popular amenities for South Sarasota condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
A living area is presented with light tile flooring and a comfortable blue armchair. A wall-mounted TV displays a beach scene. A wooden sideboard adds character, while a dining space with white-painted chairs and a chandelier is visible in the background.
Condo in Sarasota
4.88 out of 5 average rating, 60 reviews

Siesta Key Condo, Heated Pool, Newly Renovated

Superhost
A spacious pool area is surrounded by modern buildings, featuring lounge chairs arranged around the water's edge. The pool, shaped in a gentle curve, invites relaxation under a clear blue sky with a few scattered clouds.
Condo in Indian Beach-Sapphire Shores
5 out of 5 average rating, 13 reviews

Luxe Waterfront Resort Style Living at its Best!

Guest favorite
A spacious rooftop sun deck features lounge chairs arranged around a glass table, offering partial views of the ocean and beach. Sunlight brightens the area, while nearby palm trees add to the coastal atmosphere.
Condo in Siesta Key
4.97 out of 5 average rating, 34 reviews

Sundeck, 20ft to Beach Access, 500ft from Village

Superhost
A serene beach scene captures calm waves gently lapping at the shore under a sky filled with scattered clouds. Soft hues of orange and blue reflect in the water, suggesting an approaching sunset over the tranquil coastline.
Condo in Sarasota
4.83 out of 5 average rating, 71 reviews

Private Beach Access.WiFi. Pool. Grill. Siesta Key

Superhost
A spacious living area features a gray sofa and armchair, accented by bright orange and yellow decorative elements. A large window brings in natural light, showcasing a view of greenery. A vibrant area rug adds color, while a media console and coffee table complete the setting.
Condo in Sarasota
4.86 out of 5 average rating, 65 reviews

The Perfect Shiny Oasis

Superhost
A spacious balcony is showcased, featuring a dining table with six chairs. The area is surrounded by a white railing, with views of palm trees and a vibrant sky during twilight. Large sliding glass doors lead into the interior, creating a seamless connection.
Condo in Sarasota
4.83 out of 5 average rating, 46 reviews

BEACH FRONT PARADISE

Guest favorite
An open living area features a comfortable sofa with yellow and decorative cushions, accompanied by a patterned chair. A glass door leads to a balcony with a waterfront view. Artwork adorns the walls, and a dining table is set for six, enhancing the bright and airy atmosphere.
Condo in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 43 reviews

Sarasota Sunset Bay View Condo

Guest favorite
A bright and modern living space features a spacious white sofa and a sleek kitchen island with three bar stools. Sunlight pours through large windows adorned with blinds, illuminating the minimalist decor and clean lines of the kitchen cabinetry.
Condo in Sarasota
4.88 out of 5 average rating, 25 reviews

Sunny Beachside Retreat

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Pet-friendly condo rentals

Superhost
The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.
Condo in Saint Armands
4.91 out of 5 average rating, 69 reviews

Steps from Lido Beach & St. Armands Circle

Top guest favorite
A sandy beach scene is presented, featuring a sign reading 'Siesta #1 Beach in the USA.' A palm tree stands nearby, offering shade, while a wooden bench invites visitors to sit and enjoy the view. The calm ocean is visible in the background under a clear blue sky.
Condo in Sarasota
4.98 out of 5 average rating, 40 reviews

Siesta Key Village & Beach w pool & pet friendly

Guest favorite
A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.
Condo in Bradenton
4.98 out of 5 average rating, 181 reviews

Luxury 3/3 Margaritaville Resort

Guest favorite
A welcoming living area features two comfortable sofas adorned with striped cushions. A light wooden coffee table sits in the center, complemented by nautical-themed decor on the nearby walls. Natural light fills the space through large windows, enhancing the inviting atmosphere.
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

Superhost
The living space features a modern open floor plan with a comfortable blue sofa and a dining area with a stylish light fixture above. A large window provides natural light, and various decorative elements, including plants and wall art, enhance the ambiance.
Condo in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 29 reviews

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

Superhost
A spacious outdoor area features sandy patches alongside lush greenery and palm trees. Tiki huts provide shaded seating. Lounge chairs are arranged thoughtfully on the artificial turf, and a hammock is suspended between two trees, inviting relaxation with views of the nearby beach.
Condo in Nokomis
4.77 out of 5 average rating, 31 reviews

Jetties Pointe Cottage #4 – 408

Guest favorite
A brightly colored three-story building stands under a starry night sky, surrounded by palm trees. Exterior lights illuminate the vibrant walls and large windows. A paved driveway leads up to the garage, flanked by landscaped greenery.
Condo in Sarasota
4.86 out of 5 average rating, 107 reviews

5209B Menorca Street - Siesta Key Village Condo

Top guest favorite
A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.
Condo in Holmes Beach
4.99 out of 5 average rating, 140 reviews

Beach Escape - Make Memories on Anna Maria Island

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Condo rentals with a pool

Guest favorite
A cozy deck area features outdoor seating with two bar stools and a small table adorned with flowers. Palm trees provide shade while a serene waterfront view is visible, with a private dock and a pool in the background.
Condo in Sarasota
4.98 out of 5 average rating, 45 reviews

Bayside Escape-Condo w/ Dock, Pool, and Near Beach

Guest favorite
An aerial view of the Gulf and Bay Club Bayside community showcases a cluster of two-story buildings surrounded by lush greenery. A central pool area is visible, along with scenic waterways and palm trees, emphasizing the tranquil atmosphere of the neighborhood.
Condo in Siesta Key
5 out of 5 average rating, 7 reviews

Spacious 2BR 2nd floor Siesta Key condo - GBB 1274

Guest favorite
The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.
Condo in Siesta Key
4.85 out of 5 average rating, 96 reviews

Comfy Siesta Key Condo

Guest favorite
A circular pool is surrounded by modern white buildings, with palm trees dotting the perimeter. The clear blue water reflects the sky, and a poolside lounge chair is positioned near the edge. Paved stones create a pathway around the pool area.
Condo in Indian Beach-Sapphire Shores
5 out of 5 average rating, 28 reviews

Chill Sarasota Hideaway

Guest favorite
A modern living space is showcased with a comfortable dark sofa and a round coffee table on a textured area rug. A dining table with four chairs is positioned nearby, while a large window offers a view of the ocean and natural light fills the room.
Condo in Siesta Key
5 out of 5 average rating, 41 reviews

Amazing beach view! Entire unit renovated!

Guest favorite
A clear view of a heated pool area is framed by lush palm trees and colorful planters. Lounge chairs are arranged around the pool, while a blue umbrella offers shade. The pool water reflects the surrounding greenery and buildings, providing a calm and inviting atmosphere.
Condo in Lido Key
4.99 out of 5 average rating, 77 reviews

Chic Beach Condo>>Best Location On Lido Keys

Superhost
A spacious living area includes a comfortable sofa and a dining table set for four. Natural light brightens the room through large windows, reflecting off a mirrored wall. The decor features soft tones and a patterned area rug beneath a coffee table.
Condo in Siesta Key
5 out of 5 average rating, 3 reviews

Midnight Cove II 533F: Pristine Condo Near Beach

Top guest favorite
A panoramic view of the Gulf of Mexico is visible, showcasing a sandy beach meeting turquoise waters under a bright sky. The expansive shoreline is bordered by palm trees, with sunbeds arranged along the beach, creating a serene atmosphere.
Condo in Longboat Key
5 out of 5 average rating, 11 reviews

Perfect Beach View Large 2 bedroom

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Quick stats about condo rentals in South Sarasota

  • Total rentals

    130 properties

  • Nightly prices starting at

    G$12,558 GYD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Rentals with a pool

    120 properties have a pool

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

Destinations to explore