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Condo vacation rentals in Downtown, Sarasota

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Vacation rentals for every style

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Popular amenities for Downtown, Sarasota condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
A bright living area features vaulted beamed ceilings and large windows offering views of the outdoors. Comfortable seating includes a beige sofa and blue accent chairs, arranged around a glass coffee table on a geometric patterned rug. Natural light floods the space, giving it an airy feel.
Condo in Siesta Key
5 out of 5 average rating, 9 reviews

Siesta Beach penthouse w/ Gulf side pool & access!

Top guest favorite
A spacious living and dining area is illuminated by natural light. A modern dining set for six is positioned next to a comfortable seating area with a couch. Lush greenery is present in the corner, while large windows invite views of the outdoors.
Condo in Siesta Key
4.94 out of 5 average rating, 49 reviews

Siesta Oceanview Retreat-1 min walking to beach

Top guest favorite
An aerial view captures the serene surroundings of Vitamin Sea, nestled along the coastline. The image showcases the tranquil waters leading to the canal, with Turtle Beach nearby. Lush greenery and a small, quiet complex contrast against the vibrant blue ocean, reflecting a peaceful coastal retreat.
Condo in Sarasota
4.98 out of 5 average rating, 51 reviews

Gulf View! 2/1 with Heated Pool, Kayaks and SUP

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, 6 reviews

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

Superhost
A sign marking Siesta Beach as the '#1 Beach in the USA' is prominently displayed at the entrance. A sandy pathway leads to the beach, flanked by green vegetation and palm trees. Beachgoers and colorful umbrellas can be seen in the background, emphasizing the lively atmosphere.
Condo in Sarasota
4.9 out of 5 average rating, 68 reviews

A Hidden Gem in Paradise

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!

Top guest favorite
A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.
Condo in Sarasota
5 out of 5 average rating, 48 reviews

Breathtaking Beachfront Views in Siesta Key

Guest favorite
An aerial view captures a wide stretch of sandy beach meeting the turquoise waters. Colorful umbrellas and beach chairs dot the shoreline, with beachgoers enjoying the sun. Lush greenery and buildings can be seen in the distance against a partly cloudy sky.
Condo in Sarasota
4.93 out of 5 average rating, 46 reviews

Top Floor Beautiful View Condo-Shore To Please

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Pet-friendly condo rentals

Guest favorite
A clear, inviting pool is surrounded by a landscaped area with tropical plants and palm trees. The bright orange exterior of the building contrasts with the lush greenery. Chaise lounge chairs are positioned nearby for relaxation.
Condo in Siesta Key
4.96 out of 5 average rating, 25 reviews

Siesta Key Village, Pool, Beach Access 4-min Walk

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 Lido Key
4.91 out of 5 average rating, 68 reviews

Steps from Lido Beach & St. Armands Circle

Superhost
A spacious living area features a mix of comfortable seating, including a purple sofa and a black armchair. Large glass doors provide a view of the outdoor space and the surrounding landscape. A dining area is visible with a table set for four, accented by floral decor.
Condo in Siesta Key
4.89 out of 5 average rating, 46 reviews

Dreamview Beachfront Romantic/Pet Friendly Getaway

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

Superhost
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

Guest favorite
The spacious living area is accentuated by natural light streaming through large windows. Features include a modern white sofa, a comfortable gray chair, and a round table with vibrant yellow chairs. A sleek kitchen area with stainless steel appliances is visible in the background.
Condo in Sarasota
4.89 out of 5 average rating, 47 reviews

Updated condo minutes to Siesta Key Beach

Guest favorite
An aerial view captures a three-story building surrounded by palm trees, highlighting its proximity to the beach. The coastline and ocean can be seen in the background, adding to the tranquil setting. Nearby residential structures and roadways are also visible.
Condo in Holmes Beach
4.96 out of 5 average rating, 96 reviews

Steps to the beach! Updated Condo at The Terrace

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, 139 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, 42 reviews

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

Guest favorite
An inviting pool area is surrounded by landscaped greenery and palm trees. Bright blue lounge chairs are arranged around the swimming pool on a paved deck. The building's modern architecture is visible in the background against a clear blue sky.
Condo in Siesta Key
4.95 out of 5 average rating, 125 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Guest favorite
Condo in Siesta Key
4.98 out of 5 average rating, 42 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Guest favorite
A spacious swimming pool is surrounded by palm trees and lounge chairs, reflecting clear blue skies. The pool area is well-maintained, and the building's balcony overlooks the pool, providing a serene atmosphere for relaxation.
Condo in Siesta Key
4.9 out of 5 average rating, 120 reviews

Crystal House on Siesta Key Beach

Superhost
A heated pool area features a curved design with clear water surrounded by tropical palm trees. Lounge chairs are placed around the pool, offering relaxation options. A brick patio provides a sturdy surface, and a safety railing is installed at the pool steps.
Condo in Sarasota
4.86 out of 5 average rating, 65 reviews

The Perfect Shiny Oasis

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 large, inviting swimming pool is surrounded by lush greenery and palm trees. A concrete patio is lined with lounge chairs, and a gently sloped entrance leads into the clear blue water, reflecting the bright sky and clouds above.
Condo in Sarasota
4.83 out of 5 average rating, 12 reviews

3bd/2bth Penthouse Condo at Palm Aire Country Club

Guest favorite
A large swimming pool is prominently featured in the foreground, with clear blue water reflecting the sky. Surrounding the pool are several lounge chairs, and a spacious building with large windows is visible in the background, providing ample natural light.
Condo in Longboat Key
4.95 out of 5 average rating, 38 reviews

Island property on Longboat Key by the Beach

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Quick stats about condo rentals in Downtown, Sarasota

  • Total rentals

    20 properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    230 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

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  4. Sarasota County
  5. Sarasota
  6. Downtown
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