Holiday rentals with outdoor seating near Crescent Beach

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.

5 out of 5 average rating, 156 reviews

❤️ 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

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.

4.89 out of 5 average rating, 139 reviews

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!

A spacious living area is featured with large windows that allow natural light to fill the room. Comfortable seating includes a sectional sofa, two chairs, and a round coffee table. An expansive flat-screen TV is positioned on the floor, providing entertainment options.

5 out of 5 average rating, 4 reviews

North Water View - Residence 310

Residence 310 - Water View GORGEOUS THIRD FLOOR LUXURY RESIDENCE WITH BEACH VIEWS. Relax in pampered comfort in this beautifully appointed 3-bedroom, 2-and-a-half-bath vacation rental. Located on the third floor, this corner residence faces northeast, yet boasts a thoughtfully placed terrace with expansive views looking north up world-renowned Siesta Beach. Tastefully furnished in modern beach chic, this residence’s open floor plan features a fully-outfitted chef’s kitchen with top-of-the-line

A light-filled bathroom is visible, featuring a modern sink with a glass basin. Towels are neatly hung on the wall. A doorway leads to a bedroom with a spacious bed, complemented by a ceiling fan and natural light flowing through a large window.

4.84 out of 5 average rating, 404 reviews

[Sunny in Siesta] King bed+5 minute walk to beach

Your relaxing beach vacation awaits! Enjoy the island life from a freshly remodeled condo. Quick stroll to the #1 beach in the US. Public Access #12 (5 min walk) or hop on the free trolley to Siesta Beach & the Village. Can’t beat this location...Walk to Crescent Club, Captain Curt’s, Big Water Fish Market, Daquiri Deck & more. Beach gear includes- wagon., 2 chairs, small cooler and beach towels. 2 Bikes available to rent (40 per bike) King bed BEAUTY REST BLACK & queen sofa bed.

4.86 out of 5 average rating, 111 reviews

A comfortable living area showcases a gray sofa with decorative cushions and a round coffee table at its center. Two accent chairs are positioned nearby. A dining table for four is visible, with large sliding glass doors providing natural light and views of the outdoor area.

Townhouse in Siesta Key

Siesta Key - Private Beach Access - 2BR Retreat

Stay, relax, and play-your Siesta Key retreat is here. Make lasting memories at this cozy Siesta Key townhouse, just steps from the famous white sands. Private beach access and no roads to cross, it’s safe and stress-free for the whole family. Relax in spacious living areas, cook in the full kitchen, or enjoy games and movie nights after a day in the sun. Highlights include 2 bedrooms, private parking, nearby shops and dining, and the free Siesta Key Breeze Trolley for easy island exploring.

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.

4.96 out of 5 average rating, 143 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!

The balcony features a cozy seating arrangement comprising two chairs and a coffee table, all set against a stunning ocean view. The turquoise waters and sandy beach are visible beyond the railing, offering a serene backdrop for relaxation.

4.99 out of 5 average rating, 105 reviews

6 Siesta Breakers - Condo, Ocean View, Heated Pool

Luxurious apartment style condo on Siesta Key Beach, Sarasota Florida overlooking the quartz white sand and turquoise waters of the #1 beach in the USA. Enjoy exquisite ocean views from the balcony or just a few steps to the beach. Our gated community positions you steps away from whatever your heart desires (pool, ocean, grocery store, restaurants, live music and local shops). Your options are limitless on Siesta Key. If you need more than one condo check - airbnb.com /h/breakers203

A spacious bedroom is featured, with a large bed dressed in neutral linens. A ceiling fan and mounted flat-screen TV are visible. Bright light enters through multiple windows, illuminating the open-concept area that leads to a kitchenette and bathroom.

4.89 out of 5 average rating, 166 reviews

Luxury King Suite

Start your day with a refreshing cup of coffee, then stroll to the white sands of Siesta Key beach. Allow the sun and the ocean to bring you home to nature. The cool, white sand refined from 99% quartz powder is unlike anything else in the World. Watch the sunset over the soft rolling waves of ocean water, then come back to your luxury condo and refresh for an evening on the key. Immaculately clean, perfect location, and a true beach oasis—book now for the ultimate Siesta Key experience!

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.

4.97 out of 5 average rating, 373 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. If we are booked check out our additional units under our profile.

A clear view of the ocean is presented, complemented by lush greenery in the foreground. Buildings line the coastline, and a blue sky with light clouds enhances the scene, creating an atmosphere of tranquility and connection to nature.

4.97 out of 5 average rating, 31 reviews

Penthouse Expansive Ocean Views

The best views! Recently renovated, fully updated, Modern TOP FLOOR unit with expansive OCEAN views and Sarasota Bay, PLUS downtown Sarasota! Fully renovated with quartz countertops in kitchen and bathrooms, stainless steel appliances, luxury vinyl floors and updated furnishings. Enjoy the most colorful sunsets with expansive views right off private balcony, private gated beach access right across the street. Beach to Bay property, dock your boat on property for FREE

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.

4.97 out of 5 average rating, 118 reviews

Palm Bay Club! Resort 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.

4.92 out of 5 average rating, 153 reviews

Gulf Views | Walkable | Spacious

Spacious Gulf-view 2BR condo perfect for families & groups—featuring a rare 2-queen guest room, king master, and plenty of room to spread out. Walk to the beach, restaurants, coffee, and more—no car needed. Easy beach access + FREE loungers make beach days effortless. Heated pool, fast WiFi & fully stocked with beach gear. Clean, spacious & comfortable in a prime, walkable location. Daytime weekday construction nearby may cause intermittent noise.

Popular amenities for outdoor seating rentals near Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.98 out of 5 average rating, 109 reviews

Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

4.98 out of 5 average rating, 107 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

5 out of 5 average rating, 158 reviews

A private heated pool is surrounded by lush palm trees and a well-maintained lawn. An outdoor dining area with a large umbrella is visible, along with two lounge chairs positioned near the pool. The area is brightened by clear blue skies and sunlight.

Home in Siesta Key

Beach, Village, Dock & Private Pool! One-of-a-kind

4.96 out of 5 average rating, 27 reviews

Home in Siesta Key

Luxury Canal-Front Home + Heated Pool Near Beach

A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.

4.98 out of 5 average rating, 135 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

4.91 out of 5 average rating, 126 reviews

A charming yellow home is set against a backdrop of palm trees, with a brick paved driveway leading to a two-car garage. Lush greenery surrounds the property, providing a sense of privacy and tranquility.

Home in Siesta Key

Siesta Key, FL - Casa Berano

A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.

4.95 out of 5 average rating, 232 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

The exterior of a charming adobe-style home is highlighted, featuring a light blue facade and a decorative entrance. A pathway leads to the door, bordered by colorful plantings and a white picket fence. Tropical plants add to the serene ambiance of the front garden.

4.94 out of 5 average rating, 106 reviews

Downtown Sarasota | Casa de Zara

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 172 reviews

A spacious living area is adorned with a light blue sofa and a comfortable armchair, complemented by a coffee table and decorative rug. A mounted TV is set against a striking blue accent wall, and natural light filters through sheer curtains, enhancing the coastal ambiance.

Apartment in Siesta Key

Cozy Coastal Getaway 2 min Walk to Beach & Village

A bright living area is viewed, showcasing a cozy sofa adorned with decorative pillows. Light drapes frame large glass doors that open to a vibrant garden patio. Two comfortable chairs and a wooden table complement the space, creating a welcoming atmosphere for relaxation.

4.98 out of 5 average rating, 187 reviews

Near Siesta Key Beaches - Quiet 1 BR apt

4.85 out of 5 average rating, 290 reviews

A bright blue entrance door labeled 'Poolside Suite' is visible, leading into the suite. The door is framed by a light blue exterior, with a view of the pool area and palm trees in the background. Sunlight casts gentle shadows on the patio.

Apartment in Siesta Key

Siesta Key - Poolside Suite - Studio - Free kayaks

4.76 out of 5 average rating, 212 reviews

Apartment in Siesta Key

Cosy “Hide-A-Way Suite” Siesta Key Beach

A spacious sleeping area features a queen-size bed with a light blue patterned bedspread. A cozy armchair is positioned beside the bed, and window treatments allow natural light to brighten the room. Light wood flooring complements the neutral-toned walls.

4.85 out of 5 average rating, 119 reviews

Lido Key FL Studio/Efficiency 5

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

4.91 out of 5 average rating, 109 reviews

Minutes to Siesta or DT w/heated pool and Hot Tub

4.83 out of 5 average rating, 181 reviews

Downtown Apartment-Pool, Gym, Cowork 31

The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.

4.96 out of 5 average rating, 179 reviews

ROYS PLACE Romantic, Private, Paradise!

Condo rentals with outdoor seating

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.

4.86 out of 5 average rating, 194 reviews

Private Beach & Bay view

4.95 out of 5 average rating, 174 reviews

A cozy bedroom features a large green bed with multiple white pillows, complemented by two bedside lamps. The ceiling showcases a tropical leaf pattern, and mirrors adorn the walls. Natural light enters through a window, with white curtains framing the view.

Condo in Bradenton

KING bed + Anna Maria Island Beaches + Beach Gear!

A view from above showcases the lush, landscaped grounds of the condo complex, featuring curving pathways and palm trees. In the foreground, a heated pool is visible, with beach access just beyond. The serene beach and expansive ocean create a welcoming atmosphere.

4.83 out of 5 average rating, 138 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

4.98 out of 5 average rating, 125 reviews

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

4.99 out of 5 average rating, 170 reviews

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

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

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.

4.96 out of 5 average rating, 114 reviews

Seaside on Siesta Key Beach

4.79 out of 5 average rating, 103 reviews

Beachwalk Townhouse with view of Gulf of Mexico

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.

4.9 out of 5 average rating, 128 reviews

Siesta Key Beach Front Condo

Other holiday rentals with outdoor seating

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.

4.97 out of 5 average rating, 66 reviews

2 BR condo in Siesta Key w/ Private beach access

An open concept living area features a blend of modern and comfortable furnishings. A dark wooden coffee table is centered on a textured rug, with a stylish mirror and a ceiling fan overhead. Large glass doors allow natural light and views of the screened Florida Room.

4.91 out of 5 average rating, 92 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

4.91 out of 5 average rating, 11 reviews

Bungalow in Siesta Key

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

A comfortable living area is furnished with two light-colored leather sofas and a circular glass coffee table displaying decorative items. Soft lighting is provided by a floor lamp, and framed art is mounted on the walls, adding a touch of decor. The space opens to a kitchen area in the background.

4.96 out of 5 average rating, 78 reviews

Charming Siesta Key Condo Just Minutes from Beach

A spacious living area features comfortable wicker furniture and a neutral color palette. Large glass doors provide views of the greenery outside, while a subtle area rug adds texture to the tiled floor. A decorative painting is mounted on the wall, enhancing the coastal theme.

4.95 out of 5 average rating, 22 reviews

Siesta Key - Intracoastal, Pool & the Beach!

5 out of 5 average rating, 8 reviews

Bungalow in Sarasota

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Palm thatched umbrellas provide shade over teal lounge chairs arranged on a sandy beach. The shoreline is visible in the distance, with clear blue skies overhead and beach equipment scattered in the background, enhancing a relaxed beach atmosphere.

4.83 out of 5 average rating, 12 reviews

Condo on Siesta Beach with a view!

A screened lanai offers a view of the Gulf, with a sandy beach visible in the distance. Palm trees frame the scene alongside the beach. The gray sky reflects a calm atmosphere, while the foliage below adds a touch of greenery to the coastal setting.