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Apartment holiday rentals in Siesta Key

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Top-rated apartment rentals in Siesta Key

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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.
Apartment 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.

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.
Apartment 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 favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 129 reviews

Siesta Key condo, beach access, heated pool

This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki bar, or try your luck fishing on the pier, all while viewing the boats on the intercoastal! Included is private deeded beach access that is just a easy 5 min walk. Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. 65" tv free wifi Netflix Disney+. Boat slip available up to 24'

Guest favourite
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.
Apartment 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 favourite
A heated swimming pool is centrally located, surrounded by colorful lounge chairs in red, yellow, and green. The turquoise water is inviting under clear blue skies, with palm trees bordering the area. Nearby, several outdoor chairs are positioned for relaxation.
Apartment in Sarasota
4.91 out of 5 average rating, 233 reviews

Near beach. Daily rentals. Pool. king bed

Villa 1 is a ground floor end unit. You have your own private entrance. With self check in key pad Featuring 1 bedroom, 1 bathroom, large living room with SMART TV, A/C, Kitchenette with stainless steel appliances ,Granite counter tops, Fridge Freezer. Separate bedroom with King Bed, Free wifi .Free parking for 1 vehicle. Shared swimming pool. Daily and weekly rentals. 2 mins walk to Crescent beach Siesta Key Beach Access #13 No smoking $250 Fee No pets $250 Fee

Top guest favourite
Apartment in Longboat Key
4.98 out of 5 average rating, 210 reviews

Oceanview on LBK: Open TU & WED, $219/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 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.
Apartment in Siesta Key
4.96 out of 5 average rating, 341 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 favourite
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.
Apartment 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 favourite
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.
Apartment in Siesta Key
4.84 out of 5 average rating, 249 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 favourite
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.
Apartment 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.

Guest favourite
Apartment in Sarasota
4.92 out of 5 average rating, 148 reviews

Cottage on Siesta Key Special December Pricing

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!

Superhost
The living area features a light-colored sofa complemented by an orange accent chair. A coffee table sits on a textured area rug, while wall art adds color to the red accent wall. Glass doors open to a view of outdoors, surrounded by greenery.
Apartment in Sarasota
4.91 out of 5 average rating, 128 reviews

Sunshine house +6 min. from Siesta +heated pool

★ "Second floor 1 bedroom 1 bathroom apartment" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This is 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.

Popular amenities for Siesta Key apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Top guest favourite
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.
Apartment in Siesta Key
4.96 out of 5 average rating, 49 reviews

Siesta Key Beach front 2 bedroom condo w/ parking

Guest favourite
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.
Apartment in Siesta Key
4.98 out of 5 average rating, 57 reviews

2 BR condo in Siesta Key w/ Private beach access

Guest favourite
A spacious patio provides a serene view overlooking Whitaker Bayou, with boats moored along the water. A round dining table, surrounded by white chairs, offers an inviting spot for meals while enjoying the scenery. The area is complemented by a colorful artwork piece on the wall.
Apartment in Indian Beach-Sapphire Shores
5 out of 5 average rating, 9 reviews

Modern 1/1.5 Waterfront at The Strand

Guest favourite
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.
Apartment in Siesta Key
4.93 out of 5 average rating, 56 reviews

Siesta Oceanview Retreat-1 min walking to beach

Top guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 86 reviews

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

Guest favourite
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.
Apartment in Sarasota
4.96 out of 5 average rating, 67 reviews

Siesta Key Spacious, Modern 2 bed, 2 bath condo

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

Updated condo minutes to Siesta Key Beach

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.
Apartment in Sarasota
5 out of 5 average rating, 61 reviews

Breathtaking Beachfront Views in Siesta Key

Pet-friendly apartment rentals

Top guest favourite
The exterior of a pink three-story condo is visible, surrounded by palm trees and tropical plants. A pool area features several lounge chairs and a circular table, with a covered balcony on the second floor. Light clouds decorate the sky, creating a relaxed atmosphere.
Apartment in Sarasota
4.88 out of 5 average rating, 104 reviews

5213B Menorca Street - Siesta Key Village Condo

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.
Apartment in Siesta Key
4.88 out of 5 average rating, 52 reviews

Dreamview • 1BR - Siesta Key Beach Sunset View

Guest favourite
A light-filled living area is furnished with a curved sectional sofa adorned with colorful cushions. A round coffee table rests on a floral-patterned rug, surrounded by decorative plants and coastal-themed artwork. Large sliding doors lead to an outdoor space, framed by sheer curtains.
Apartment in Cove
4.87 out of 5 average rating, 54 reviews

J&J Island Time

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.
Apartment in Venice
4.96 out of 5 average rating, 98 reviews

Short walk to beach 4, King bed, Dog Friendly

Top guest favourite
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.
Apartment in Sarasota
4.98 out of 5 average rating, 47 reviews

Siesta Key Village 2 night min w weekly discounts

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.
Apartment in Siesta Key
4.86 out of 5 average rating, 113 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

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.
Apartment in Sarasota
4.88 out of 5 average rating, 69 reviews

A Hidden Gem in Paradise

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.
Apartment in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 30 reviews

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

Apartment rentals with a pool

Guest favourite
An aerial view of the Sea Shell condominium displays a four-story building with balconies facing the ocean. The bright blue sky and ocean can be seen beyond the structure, emphasizing the inviting coastal location.
Apartment in Siesta Key
4.92 out of 5 average rating, 136 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

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.
Apartment in Siesta Key
4.95 out of 5 average rating, 132 reviews

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

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

Johnnys Island Palm | Walk to Beach & Dining

Guest favourite
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.
Apartment in Sarasota
4.86 out of 5 average rating, 152 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

Guest favourite
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.
Apartment in Sarasota
4.95 out of 5 average rating, 57 reviews

Top Floor Beautiful View Condo-Shore To Please

Superhost
A sunset view shows the calm ocean meeting the horizon, with soft orange and pink skies. The coastal area is framed by several low-rise buildings and lush palm trees, creating a serene atmosphere. Traffic lights and roads are visible in the foreground, leading toward the beach access.
Apartment in Siesta Key
5 out of 5 average rating, 7 reviews

Anchorage Resort 2 Bdrm Condo 9th Flr, Pool, Beach

Guest favourite
The master bedroom features a spacious bed with white linens and decorative pillows. Blue walls create a calm ambiance, complemented by bedside tables with lamps. A piece of beach-themed artwork adorns the wall, and natural light enters through the window, enhancing the inviting atmosphere.
Apartment in Siesta Key
4.94 out of 5 average rating, 171 reviews

Sea Club 2 - Relaxing Siesta Beach Key Condo Rental

Guest favourite
A stunning sunset view over the beach, with the sun dipping below the horizon, casting vibrant orange and yellow hues across the sky. Silhouetted figures can be seen leisurely enjoying the shoreline, and palm trees frame the scene against the backdrop of gentle waves lapping at the powdery white sand.
Apartment in Sarasota
5 out of 5 average rating, 10 reviews

2BR | Gulf Views from 2nd Floor Balcony

When is the best time to visit Siesta Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹19,312₹26,335₹26,335₹21,858₹17,381₹17,469₹17,908₹15,099₹14,221₹13,957₹15,362₹16,679
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Quick stats about apartment rentals in Siesta Key

  • Total holiday rentals

    Explore 1,060 holiday rentals in Siesta Key

  • Nightly prices starting at

    Siesta Key holiday rentals start at ₹6,145 per night before taxes and fees

  • Verified guest reviews

    Over 16,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    850 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    890 properties feature pools

  • Rentals with dedicated workspaces

    400 properties have a dedicated workspace

  • Wifi availability

    1,050 of Siesta Key holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Siesta Key rentals

  • 4.8 Average rating

    Siesta Key stays are highly rated by guests – averaging 4.8 out of 5!

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