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Condo vacation rentals in Siesta Key

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Top-rated condo rentals in Siesta Key

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Top guest favorite
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, 120 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.

Superhost
A spacious bedroom features a large bed with a blue quilt, flanked by two bedside tables with lamps. Sliding glass doors open to a private deck, allowing natural light to flood the room. Soft blue walls complement the light-colored flooring.
Condo in Siesta Key
4.82 out of 5 average rating, 312 reviews

Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks

We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The “Sunset Suite” has a living/dining/kitchenette area w/ 65” TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

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
4.96 out of 5 average rating, 118 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!

Top guest favorite
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
5 out of 5 average rating, 128 reviews

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

Welcome to beautiful 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

Guest favorite
Aerial view showcasing a sandy beach surrounded by vibrant turquoise waters. Lush greenery is visible along the shoreline, with boats floating in the clear water. The scene captures a serene coastline, inviting guests to explore the natural beauty.
Condo in Siesta Key
4.93 out of 5 average rating, 207 reviews

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

The Little Sandy... Your secret hideaway Incredibly located Two bedrooms, one bath Sleeps 6 easily Bring the kids...or not Walk everywhere. 3-minutes to the beach, 8 to Siesta Village Super-fast Wi-fi! Icy A/C Lovely pool Play in the water, play on the sand, play in the village Rinse and repeat Comfy beds, soft towels A great night's sleep And the best hosts on Airbnb Tradewinds included free of charge. So book now and find your Siesta-self Just like you, only funner.

Guest favorite
A three-story condominium building is shown, featuring a combination of palm trees and lush green landscaping at the forefront. Balconies are visible on each level, with a red-tiled roof adding a distinct character to the architecture.
Condo in Siesta Key
4.95 out of 5 average rating, 101 reviews

Seaside on Siesta Key Beach

Seaside on Siesta is the perfect walkable location to everything you need for a seaside getaway! Located directly across the street Siesta Key Beach. NEWLY RENOVATED in 2025. Walk or take the FREE trolley (trolley stop located feet from our front patio) to Siesta Key Village. First floor unit so no need to wait on elevators. The spectacular white quartz beach and crystal clear water awaits you just outside your door! Search "Seaside on Siesta Tour" on Youtube for a video tour.

Guest favorite
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
4.91 out of 5 average rating, 188 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

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, 209 reviews

Oceanview: Open Wed & Thurs, $175/nt + Fees!

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!

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
4.96 out of 5 average rating, 339 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!

Guest favorite
A well-appointed kitchen features light-colored cabinetry and countertops, with modern appliances including a microwave and oven. An island provides additional workspace, while a dining area is visible in the background. Soft lighting creates a welcoming ambiance throughout the space.
Condo in Siesta Key
4.96 out of 5 average rating, 110 reviews

Palm Bay Club! Resort Style Living on Siesta Key!

Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Guest favorite
A living area features a comfortable green sofa complemented by a lamp casting a warm glow. A white wicker chair adds a coastal touch, positioned beside a small white table. Light wooden floors extend across the space, with soft wall art and a wall-mounted TV enhancing the environment.
Condo in Siesta Key
4.84 out of 5 average rating, 248 reviews

Cozy 1BR Beach Condo on Siesta Key!

Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

Guest favorite
A living room area features large sliding glass doors that open to a private balcony with views of the Gulf of Mexico. Soft gray furniture is arranged around a coffee table, and a flat-screen TV is located on a media console. Natural light fills the space.
Condo in Longboat Key
4.88 out of 5 average rating, 117 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 unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

Popular amenities for Siesta Key condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Top guest favorite
The image captures a vibrant sunset over the horizon, casting warm hues across the sky. Palm trees line the foreground, creating a tropical ambiance. The view also includes a peaceful road and glimpses of the beach beyond, emphasizing the proximity to coastal scenery.
Condo in Siesta Key
4.96 out of 5 average rating, 49 reviews

Siesta Key Beach front 2 bedroom condo w/ parking

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
4.88 out of 5 average rating, 52 reviews

Dreamview • 1BR - Siesta Key Beach Sunset View

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
4.93 out of 5 average rating, 56 reviews

Siesta Oceanview Retreat-1 min walking to beach

Top guest favorite
The heated pool is bordered by a stone patio and surrounded by lush greenery. Umbrellas and lounge chairs provide seating options. A tiki bar is visible in the background, with a scenic view of the water and distant trees, creating a relaxing outdoor space.
Condo in Sarasota
5 out of 5 average rating, 18 reviews

Just renovated 2bed/2bath Siesta Key Beach Condo

Superhost
Condo in Sarasota
5 out of 5 average rating, 4 reviews

Johnnys Island Palm | Walk to Beach & Dining

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, 42 reviews

Amazing beach view! Entire unit renovated!

Superhost
A screened-in lanai is shown, featuring a comfortable rocking chair and a small table. The view through the screens offers a serene perspective of the beach and ocean, complemented by palm trees and manicured greenery outside.
Condo in Siesta Key
4.76 out of 5 average rating, 38 reviews

LUXURY BEACH CABANA ON 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
4.95 out of 5 average rating, 57 reviews

Top Floor Beautiful View Condo-Shore To Please

Pet-friendly condo rentals

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, 46 reviews

Siesta Key Village pet friendly w pool & arcade

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, 188 reviews

Luxury 3/3 Margaritaville Resort

Guest favorite
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
4.86 out of 5 average rating, 112 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

Top guest favorite
A spacious bedroom features a large bed with white linens and decorative pillows. A tufted gray bench sits at the foot of the bed, displaying a throw pillow with the text 'STAY awhile.' Wall art and bedside lamps complement the calming decor.
Condo in Venice
4.98 out of 5 average rating, 59 reviews

Beach condo 5 Walk to beach King bed Dog Friendly

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
4.88 out of 5 average rating, 69 reviews

A Hidden Gem in Paradise

Superhost
Condo in Sarasota
4.9 out of 5 average rating, 49 reviews

Updated condo minutes to Siesta Key Beach

Superhost
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, 126 reviews

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

Guest favorite
Condo in Holmes Beach
4.96 out of 5 average rating, 98 reviews

Steps to the beach! Updated Condo at The Terrace

Condo rentals with a pool

Guest favorite
An open-concept living and dining area is highlighted, featuring a white dining table with six chairs, a comfortable seating arrangement, and large glass doors leading to a balcony. A neutral color palette is complemented by a decorative mirror and modern lighting.
Condo in Siesta Key
4.98 out of 5 average rating, 57 reviews

2 BR condo in Siesta Key w/ Private beach access

Guest favorite
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, 54 reviews

Beach Haven on Siesta Key Beach

Guest favorite
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
4.85 out of 5 average rating, 186 reviews

Best Siesta Key Condo

Guest favorite
A spacious living area is observed, featuring a glass dining table surrounded by six white chairs. A comfortable seating arrangement includes a white couch, with tropical artwork adorning the blue walls. A fan hangs from the ceiling, and large sliding doors provide views of the lanai.
Condo in Siesta Key
4.9 out of 5 average rating, 42 reviews

Siesta Key Oceanfront View Condo - unit 407

Superhost
Condo in Lido Key
4.8 out of 5 average rating, 105 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

Guest favorite
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
4.85 out of 5 average rating, 80 reviews

Private Beach Access. Pool. Grill. Siesta Key

Top guest favorite
Condo in Siesta Key
4.95 out of 5 average rating, 85 reviews

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

Guest favorite
A spacious dining area is presented with a round glass table surrounded by dark wooden chairs. A modern light fixture hangs above, illuminating the area. The kitchen features white cabinetry, stainless steel appliances, and a large island with bar stools, creating a welcoming and functional space.
Condo in Sarasota
4.96 out of 5 average rating, 67 reviews

Siesta Key Spacious, Modern 2 bed, 2 bath condo

Quick stats about condo rentals in Siesta Key

  • Total rentals

    1.1K properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    850 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    890 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Key
  6. Condo rentals