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Condo vacation rentals in Sarasota

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Quick stats about condo rentals in Sarasota

  • Total vacation rentals

    Explore 200 vacation rentals in Sarasota

  • Nightly prices starting at

    Sarasota vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    200 of Sarasota vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sarasota rentals

  • 4.8 Average rating

    Sarasota stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Sarasota’s top spots, include Bayfront Park, Marie Selby Botanical Gardens, and Sarasota Jungle Gardens

Top-rated condo rentals in Sarasota

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

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Guest favourite
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

[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)

4.86 out of 5 average rating, 348 reviews
Top guest favourite
A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.
Condo in Siesta Key

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Welcome to Mi Casa Siesta on Siesta Key, the #1 beach in the country! Gorgeous newly renovated one-bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

5.0 out of 5 average rating, 173 reviews
Superhost
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

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!

4.88 out of 5 average rating, 146 reviews
Top guest favourite
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

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.

4.95 out of 5 average rating, 146 reviews
Guest favourite
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

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

4.85 out of 5 average rating, 110 reviews
Top guest favourite
Condo in Longboat Key

Island Time: Open Next Week!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! 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 secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

4.98 out of 5 average rating, 258 reviews
Guest favourite
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 Gulf Gate Estates

Modern Studio · 5 min from Siesta Beach

Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

4.96 out of 5 average rating, 157 reviews
Top guest favourite
Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

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!

4.92 out of 5 average rating, 172 reviews
Guest favourite
A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.
Condo in Siesta Key

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!

4.88 out of 5 average rating, 179 reviews
Guest favourite
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 Gulf Gate Estates

Heated Pool Apartment Near Siesta Key | 1BR

Ground-floor 1-bedroom apartment in the quiet Sienna community of Sarasota, just a 5–10 minute drive to Siesta Key Beach (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, a screened balcony, and a convenient location close to shopping, dining, and beaches..

4.87 out of 5 average rating, 157 reviews
Top guest favourite
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 Siesta Key

Breathtaking Beachfront Views in Siesta Key

Welcome to your slice of paradise on Siesta Key, where beachfront bliss meets laid-back island vibes! Situated in the heart of the world-renowned Siesta Key Beach, our condo offers a spectacular beachfront experience! Wake up to breathtaking views, step outside your door and feel the powdery sand, inviting you and your family to sink into relaxation, adventure, and sun!

5.0 out of 5 average rating, 105 reviews
Top guest favourite
Condo in Siesta Key

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.

4.96 out of 5 average rating, 141 reviews

Popular amenities for Sarasota condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top guest favourite
Condo in Longboat Key

Beach Condo with Quiet, Private Beach

4.98 out of 5 average rating, 110 reviews
Top guest favourite
A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.
Condo in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

4.9 out of 5 average rating, 243 reviews
Guest favourite
Condo in Siesta Key

Beachwalk Townhouse with view of Gulf of Mexico

4.79 out of 5 average rating, 110 reviews
Guest favourite
A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.
Condo in Siesta Key

Best Gulf Coast Condo w/Private Beach & Bay view

4.86 out of 5 average rating, 205 reviews
Guest favourite
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

Modern Coastal Oasis - Beach and Private Patio

4.96 out of 5 average rating, 164 reviews
Guest favourite
Condo in Longboat Key

Sunset and beach view from your balcony Unit 403

4.88 out of 5 average rating, 139 reviews
Top guest favourite
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

Beachfront Siesta Key | Gulf View + Private Beach

4.97 out of 5 average rating, 397 reviews
Guest favourite
Condo in Siesta Key

Beach Retreat - Jamaica Royale Unit #52

4.86 out of 5 average rating, 138 reviews

Pet-friendly condo rentals

Guest favourite
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

Luxury 3/3 Margaritaville Resort

4.97 out of 5 average rating, 212 reviews
Top guest favourite
A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.
Condo in Venice

Steps to Beach + Walk Dwntwn | King | Dogs | #4

4.96 out of 5 average rating, 123 reviews
Top guest favourite
Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

4.96 out of 5 average rating, 112 reviews
Guest favourite
The exterior of the condo features a serene pool area surrounded by tropical landscaping. Lounge chairs are positioned near the pool, with a tiki bar visible in the background, creating a relaxed atmosphere amidst the vibrant palm trees and colorful building.
Condo in Siesta Key

5213A Calle Menorca - Siesta Key Village Condo

4.86 out of 5 average rating, 129 reviews
Guest favourite
Condo in Nokomis

Private Beachside Kitchenette

4.87 out of 5 average rating, 193 reviews
Top guest favourite
A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.
Condo in Siesta Key

Heart of Village: Dog-Friendly w/ Pool & Parking

4.86 out of 5 average rating, 161 reviews
Top guest favourite
Condo in Gulf Gate Estates

10 Min to Siesta Key • Pool View • Pet Friendly

4.99 out of 5 average rating, 69 reviews
Guest favourite
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 Sarasota

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

4.95 out of 5 average rating, 37 reviews

Condo rentals with a pool

Top guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood

Manasota Key

4.91 out of 5 average rating, 235 reviews
Top guest favourite
A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.
Condo in Siesta Key

Heated Pools & Spa · Private Beach + Bay Views

4.97 out of 5 average rating, 137 reviews
Guest favourite
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

Perfect Location in Siesta Key

4.89 out of 5 average rating, 131 reviews
Top guest favourite
A heated pool is surrounded by a tiled deck, with lounge chairs available for guests. Palm trees and blue umbrellas create a tropical atmosphere, while the beach and ocean are visible beyond the pool area under a clear blue sky.
Condo in Siesta Key

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

4.94 out of 5 average rating, 157 reviews
Top guest favourite
The outdoor pool area, surrounded by palm trees, features a clean, inviting pool with lounge chairs positioned around it. In the background, the beach can be seen, with soft white sand meeting the clear ocean waters.
Condo in St. Pete Beach

Gulf Strand Beach Resort

4.86 out of 5 average rating, 281 reviews
Top guest favourite
A landscaped pathway is flanked by vibrant flowering plants and palm trees. Neatly trimmed grass lines the walkway, leading to a serene courtyard. Soft lighting from a garden lantern adds to the peaceful ambiance of this tropical setting.
Condo in Siesta Key

Siesta Key Serenity At The Palm Bay Club

4.94 out of 5 average rating, 176 reviews
Guest favourite
A sandy pathway leading to a beach is framed by lush dune vegetation. The scene captures a vibrant sunset over calm waters, with soft clouds reflecting warm hues. Natural light creates an inviting atmosphere, highlighting the serene transition from land to sea.
Condo in Longboat Key

Gulfront Views! BEACHFRONT BARGAIN HUNT NOMINATED

4.8 out of 5 average rating, 144 reviews
Top guest favourite
An aerial view captures the expansive white sand beach and turquoise waters, lined with beachgoers. The surrounding buildings and amenities are visible, including pools and recreational areas, creating a vibrant coastal atmosphere. Cloud patterns add depth to the bright blue sky above.
Condo in Siesta Key

Beautiful White Sand Siesta Key Beach

4.94 out of 5 average rating, 139 reviews

When is the best time to visit Sarasota?

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Avg. price$276 CAD$322 CAD$316 CAD$270 CAD$232 CAD$238 CAD$211 CAD$197 CAD$187 CAD$197 CAD$222 CAD$245 CAD
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