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Condo vacation rentals in Downtown Sarasota

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Top-rated condo rentals in Downtown Sarasota

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Condo in Bradenton

4.96 out of 5 average rating, 108 reviews

A&A's Paradise near IMG & Anna Maria beaches

Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.

Condo in Siesta Key

4.93 out of 5 average rating, 118 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

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 Sarasota

4.98 out of 5 average rating, 111 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.

Top guest favorite

A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.

Condo in Sarasota

4.95 out of 5 average rating, 110 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!

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

Condo in Sarasota

4.86 out of 5 average rating, 120 reviews

Anchor house +6 min. from Siesta Beach+heated pool

★ "Ground 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 600 sq. ft. 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.

Top guest favorite

An oceanfront view is captured from the private lanai, showcasing the serene blue waters of the Gulf of Mexico and a heated pool below. Palm trees frame the scene, and beachgoers can be seen in the distance enjoying the sandy shore.

Condo in Longboat Key

4.98 out of 5 average rating, 191 reviews

Condo with a View 1: On the Water!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

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, 325 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. Enjoy 2 free bikes day rental with booking!

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

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.

Condo in Siesta Key

4.94 out of 5 average rating, 111 reviews

Siesta Key Beach Front Condo

Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

A cozy living area is depicted, featuring a comfortable sofa and two light blue armchairs. A wooden coffee table is centered in the space, while a small TV is positioned on a decorative cabinet. Soft lighting from floor lamps enhances the inviting atmosphere.

Condo in Sarasota

4.85 out of 5 average rating, 151 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.

Top guest favorite

The living room features a spacious layout with a comfortable gray sofa and rocker recliner. A dining area with a table for six is present, alongside large glass doors that provide ample natural light and a view of the surrounding greenery. A flat screen TV is visible.

Condo in Siesta Key

4.97 out of 5 average rating, 124 reviews

Siesta Key Condo. Checkout our great rates!

Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

Top guest favorite

A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.

Condo in Bradenton Beach

4.99 out of 5 average rating, 139 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

An unforgettable experience awaits you at this getaway apartment right on the white sand beaches of Anna Maria Island. Wake up every morning to the best views of the turquoise waves of the gulf and spend your days enjoying the warm waters, filling your social media with dolphin pictures and dramatic sunsets.

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Stylish accommodations and amenities

Popular amenities for Downtown Sarasota condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

The open-concept kitchen and dining area feature modern furnishings, with a spacious table for six and bar seating along the kitchen island. Floor-to-ceiling windows provide unobstructed views of the beach, allowing natural light to brighten the room.

Condo in Sarasota

5 out of 5 average rating, 8 reviews

Stunning Siesta Vistas Direct Beach Access & Pool

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, 33 reviews

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

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

4.92 out of 5 average rating, 50 reviews

Siesta Oceanview Retreat-1 min walking to beach

Top 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

Top guest favorite

The image captures a serene view from the deck, featuring lush greenery alongside a tranquil canal. In the distance, the gentle waves of the Gulf can be glimpsed beneath a pastel sky as day transitions to evening. Wooden structures frame the scene, adding rustic charm.

Condo in Sarasota

5 out of 5 average rating, 96 reviews

Quiet Canal Front 1 Bedroom- 2 Supyaks -Htd Pool

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

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

Pet-friendly condo rentals

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

A modern waterfront condominium complex is set along a tranquil canal, featuring multiple levels with balconies. Well-maintained pathways lead to docks lined with boats, surrounded by lush greenery. A colorful sunset casts a warm glow across the building's facade and the water.

Condo in Sarasota

5 out of 5 average rating, 15 reviews

The Strand, Luxury Condo, Breathtaking Water Views

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

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

Condo in Sarasota

4.96 out of 5 average rating, 85 reviews

Blue studio perfect for 2, just 5 min from beach

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

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

4.88 out of 5 average rating, 69 reviews

A Hidden Gem in Paradise

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

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

Condo rentals with a pool

Top guest favorite

The inviting living space features comfortable seating arrangements and a dining area with a round table. A ceiling fan and stylish lighting enhance the atmosphere. Large windows provide natural light, and light-colored walls contribute to a sense of openness.

Condo in Holmes Beach

5 out of 5 average rating, 9 reviews

Island Chic 1st FL 2 BR/2 Bath On the Beach w/Pool

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, 43 reviews

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

A bright living area features large floor-to-ceiling windows that allow natural light to fill the space. A light-colored sectional sofa and a modern coffee table are present, along with a floor lamp. A balcony is visible in the background, showcasing views of greenery.

Condo in Siesta Key

4.89 out of 5 average rating, 45 reviews

Beach Haven on Siesta Key Beach

A tranquil pool area is surrounded by lush greenery, with gentle palm trees swaying in the breeze. Lounge chairs are positioned alongside the clear blue water, while bright red umbrellas provide shade. Sunny skies add a bright atmosphere to the inviting scene.

Condo in Siesta Key

4.93 out of 5 average rating, 207 reviews

Steps away from beach and village! #1 in Siesta!

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, 126 reviews

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

Condo in Siesta Key

4.98 out of 5 average rating, 42 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Condo in Sarasota

4.95 out of 5 average rating, 63 reviews

Siesta Key Spacious, Modern 2 bed, 2 bath condo

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

Quick stats about condo rentals in Downtown Sarasota

Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ37 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

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