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Vacation rentals with outdoor seating near Siesta Beach

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Top-rated outdoor seating rentals near Siesta Beach

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A comfortable bedroom features a spacious bed adorned with a patterned duvet cover and decorative pillows. Surrounding cabinetry offers storage space, and soft lighting creates a warm ambiance. A television rests on a shelf, while light filters through sheer curtains at the windows.

Home in Sarasota

5 out of 5 average rating, 4 reviews

Terrific location! Terrific amenities!

Located in Sun Outdoors Sarasota, this resort has all the amenities and activities like a cruise ship on land. Enjoy easy access to everything from this perfectly located home base. 1 exit from shopping meca and I-75, 15 minutes from the best beaches. You’ll love Sun Outdoors! This unit is near the entrance for extra convenience. Updates in 2024 include new table and recliner, new bedding and towels, kitchenware and smart TVs including YouTube TV subscription. T Mobile high speed internet

Three tall palm trees frame a vibrant sunset over the ocean. The beach is dotted with people enjoying the view, while soft waves lap at the shore. Warm colors radiate across the sky, highlighting the peaceful evening atmosphere.

4.8 out of 5 average rating, 5 reviews

One of Florida's BEST! On Venice Island near BEACH

Perfectly located in a quiet friendly area with groceries, shopping and dining are blocks away. Across the street is the Venitian waterway trail that connects to the Legacy trail. Bike, walk, run this award winning trail. Venice beach 1.9 Miles, Casperson Beach 3.6 world renowned for great shark tooth hunting. Downtown Venice 1.2 Miles filled with restaurants, shops, boutiques, specialty items, stores, parks, entertainment and events. Benches and beautiful park to absorb the culture and vibe.

A bright studio apartment features a spacious bed dressed in light grey linens. Two bedside lamps provide soft illumination. A small kitchenette is visible, while a doorway leads to a bathroom with modern fixtures. Natural light enters through a door leading to the private patio.

Apartment in Siesta Key

4.77 out of 5 average rating, 104 reviews

Gertrude's Siesta | Patio & 1-min to Beach/Village

The Village Studio Top location on island! Apartment with full kitchen, private patio, gated courtyard, in world famous Siesta Village! Leave the car behind and walk to white-sand beaches, 20 bars and restaurants, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Experience a combination of fun ease and relaxation you can't get in other vacations! Book a special getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta

The exterior of the villa is framed by lush palm trees and vibrant foliage, offering a tropical ambiance. A wide porch with seating faces the street, while a gravel driveway provides access to the entrance, creating an inviting approach to the home.

Home in Sarasota

4.91 out of 5 average rating, 211 reviews

☀ Villa & Garden in Downtown ~ 5 Min to Beaches

Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Park. The villa's garden hideaway is a real Floridian oasis, complete with fire pit and sun loungers. Downtown and all its restaurants, bars and shops is just on your doorstep. Plus 3 sugar white beaches – including Siesta Beach one of the most beautiful beaches in the world – are only a 5-min ride away! We’ve poured our hearts & souls into this villa, it's our family business.

Top guest favorite

A screened patio displays a dining table set for four, featuring blue plates and a flower centerpiece. Lounge chairs are positioned beside a pristine pool, with ambient lighting overhead creating a cozy atmosphere. A grill is visible in the background among the greenery.

Home in Sarasota

4.98 out of 5 average rating, 141 reviews

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

A refreshing swimming pool is framed by a well-kept lawn, with several lounge chairs positioned nearby. A shaded gazebo is equipped with dining furniture, under a bright red umbrella. Lush tropical plants and vibrant flowers enhance the serene atmosphere.

Campsite in Sarasota

4.79 out of 5 average rating, 29 reviews

Siesta RV & Tent Resort (2 of 5 sites)

This natural, yet manicured 1/2-acre venue includes all the premium amenities of a 1st class camping/RV resort. As a private enclave, we excel in providing a more intimate, cleaner and exclusive camping experience only minutes from world-famous Siesta Key Beach. Our reviews say it all. Our tropical oasis also offers premium extras not found anywhere else, including: a large pool, portable a/c or heating units, a mini-frig, microwaves, coolers, beach accessories, bike rentals and many more.

An indoor pool is enclosed within a screened area, offering a clear view of tranquil blue water and surrounding trees. Comfortable outdoor seating is visible, complemented by a sunlit patio space. Large glass doors provide access to the pool area, enhancing the open feel.

Home in Sarasota

4.96 out of 5 average rating, 123 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

A well-maintained vacation home is surrounded by lush greenery and palm trees, set against a clear blue sky. A gravel path leads to the entrance, where inviting seating is visible on a covered porch, creating a welcoming atmosphere for guests.

Home in Sarasota

4.86 out of 5 average rating, 7 reviews

Sunshine Awaits- Heated Pool Home! 6 min to DWTN!

Escape to your own private Sarasota oasis! This 3-bed, 2-bath vacation home boasts a heated pool for sun-soaked days & unforgettable evenings under the stars. Find a fully-equipped kitchen, comfy living space, Smart TVs, & free WiFi. Included are a gas grill & board games for poolside BBQs & family fun. Close to local shops, restaurants, & parks. World-famous Siesta Key Beach & Lido Beach are a short 15 min away, along with a 10 min drive to vibrant downtown Sarasota & its cultural scene.

Top guest favorite

A comfortably arranged living area features a light green sofa adorned with yellow and white checked pillows. A wooden coffee table sits nearby, surrounded by potted plants. A dining table for four is positioned near large windows that allow natural light to fill the space.

Guesthouse in Bradenton

5 out of 5 average rating, 9 reviews

Serenity Lake Too!

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Top guest favorite

Colorful swinging chairs are suspended from a wooden frame in a lush backyard. A small round table rests on the deck beneath a cloudy sky, surrounded by greenery and a fenced perimeter.

Home in Nokomis

4.96 out of 5 average rating, 107 reviews

Cute Little Getaway

Close to the beach and walking distance to 5 restaurants, including one on the water. Our place is less than 2 miles from Nokomis Beach! We have you covered on beach equipment, wagon, chairs, towels and umbrella. The backyard boasts a relaxing, beautiful escape with resort style touches. We have a gas grill to cook your catch, a high powered outdoor fan, and comfy seating in the shade. The house is freshly modernized, open and airy. You will enjoy an outfitted kitchen.

An aerial view captures a private outdoor area featuring a pool surrounded by a spacious patio. Black umbrellas provide shade over lounge chairs and dining tables, while lush tropical plants add vibrancy to the setting.

Home in Sarasota

5 out of 5 average rating, 14 reviews

Sunny Vida - Heated Salt Pool & Separate Chic Loft

Escape to a serene retreat in the heart of Sarasota, FL, where modern design meets tranquility. This stylish 3 bedroom 2 bathroom sanctuary is ideal for travelers seeking a peaceful haven in Sarasota. Take advantage of our comfortable and newly renovated private unit separated from the main house. Step outside to the private patio or take a leisurely stroll downtown to cafes, restaurants, and attractions, immersing yourself in the vibrant local culture.

Home in Sarasota

4.94 out of 5 average rating, 47 reviews

Coastal Cottage | Oasis w/ Fire Pit + Grill!

BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish community of Pinecraft, and 20 minutes away from Siesta Key Beach! This incredible cottage includes: - Backyard Oasis w/ Fire Pit + Magical String Lights - Covered Back Porch w/ Egg Chairs! - Private Backyard w/ Grill - Outdoor Seating + Dining - Beautifully-Designed Interior w/ Vaulted Ceilings - Spacious Fully-Equipped Kitchen

Popular amenities for outdoor seating rentals near Siesta Beach

Free parking on premises

Air conditioning

House rentals with outdoor seating

A private deck features a wooden floor with a small white table surrounded by four blue chairs. A door leads into the home, and a window offers sunlight to the space, enhancing opportunities for relaxation outdoors.

Home in Nokomis

4.93 out of 5 average rating, 28 reviews

Last minute May ,house 2 Mil beach .Pets welcome

A serene saltwater pool features a calming waterfall cascading over a textured blue-tiled wall. The sparkling water creates gentle ripples, while lush greenery surrounding the area enhances the tranquil setting.

Home in Bradenton

4.79 out of 5 average rating, 166 reviews

Hot tub/Pool! Pet friendly (for fee) Fenced yard

A spacious living area is furnished with a dark sectional sofa and a wooden coffee table, adorned with a floral arrangement. Light streams through large windows, brightening the neutral-toned walls and tiled flooring. A dining area with metal chairs is visible in the background.

Home in Sarasota

4.85 out of 5 average rating, 101 reviews

Private back yard. Southgate. 2 bedroom, 2 bath.

An outdoor fire pit area is surrounded by multiple gray chairs, inviting gatherings. The landscape features grassy areas and a backdrop of a screened lanai and the house. Palm trees are visible in the distance against a partly cloudy blue sky.

Home in Sarasota

5 out of 5 average rating, 4 reviews

Red Door Siesta: Sleeps 10, 7 min to Siesta Key!

A stylish living area is depicted, featuring a comfortable gray sofa and two wooden armchairs with blue accents. A large flat-screen TV is mounted on the wall, and a decorative coffee table sits at the center, adorned with a vase of flowers. Natural light floods in through large windows.

Home in Bradenton

4.93 out of 5 average rating, 61 reviews

Pickleball! Pond! Private Heated Pool! Foosball

Top guest favorite

Home in Bradenton

4.98 out of 5 average rating, 100 reviews

Bradenton Bliss w/Cozy King Suite near IMG & AMI

A spacious living area features a ceiling fan and large skylights that enhance natural light. Soft-colored walls complement the cozy seating arrangement, which includes a blue sofa and light armchairs. A coffee table sits center stage, while sliding doors provide an inviting view of the outdoor pool.

Home in Bradenton

5 out of 5 average rating, 6 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

Top guest favorite

A tranquil pool area is enclosed by a screened lanai, featuring a vibrant mural depicting a sunset over the beach. Large sliding doors lead to the interior, while lush vegetation frames the scene, enhancing the coastal atmosphere.

Home in Sarasota

5 out of 5 average rating, 15 reviews

Pura Vida Near SK

Apartment rentals with outdoor seating

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

Apartment in Sarasota

4.96 out of 5 average rating, 133 reviews

Free Early Chk-in, Super Clean, Parking, Disney+.

A dining table showcases a glass top with intricately woven placemats. Each setting features decorative plates and neatly folded napkins secured with decorative rings. Sheer curtains frame the window, offering glimpses of lush palm trees outside.

Apartment in Bradenton Beach

4.88 out of 5 average rating, 219 reviews

Las Palmas Beach Rentals Unit 1

A modern living area is shown, featuring a sleek gray sofa and a round coffee table centered on a vibrant area rug. Natural light enters through a large window, complemented by a floor lamp and a decorative plant. A mirror adds to the room's depth.

Apartment in Sarasota

4.78 out of 5 average rating, 125 reviews

Downtown Apt w/ pool, gym & co-work.

A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.

Apartment in Sarasota

4.88 out of 5 average rating, 155 reviews

Pets friendly modern studio 5 mi to Siesta Key

A private entrance is framed by a sleek plant and modern features. The entrance door is flanked by a wall light and a smooth concrete pathway, complemented by potted plants that enhance the outdoor space.

Apartment in Sarasota

4.97 out of 5 average rating, 171 reviews

Gillespie On The Park, Walk to Downtown

Top guest favorite

A cozy living area is highlighted by a gray sofa adorned with bright orange throw pillows. Light wooden flooring complements a patterned area rug. Natural light filters through multiple windows, and a small fan is mounted on the ceiling. A coffee table sits at the center, surrounded by inviting decor.

Apartment in Sarasota

4.98 out of 5 average rating, 123 reviews

Only a Foot of Sunshine Here!

A spacious living area features a comfortable sectional sofa with decorative cushions and two patterned armchairs. A glass coffee table is positioned in the center. Light streams through windows, highlighting a colorful abstract painting on the wall.

Apartment in Siesta Key

4.85 out of 5 average rating, 186 reviews

"Safe & Clean" - Key West Suite - Siesta Key Beach

The living room features light-colored walls and a cozy gray sleeper sofa complemented by colorful throw pillows. A coffee table sits in front, with a side table nearby. Double doors lead to the outdoor area, framed by two sets of windows allowing natural light.

Apartment in Bradenton

4.94 out of 5 average rating, 181 reviews

Seahorse Suite Bradenton Hideaway

Condo rentals with outdoor seating

Top 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, 169 reviews

Best Gulf Coast Condo - rarely available

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, 105 reviews

Siesta Key Beach Front Condo

A collage of images showcases the condo's inviting living area, accompanied by a dining space. A bright pool area features lounge chairs next to the water. A hot tub and observation pier offer serene views of the surroundings, complemented by a barbecue grill on the balcony.

Condo in St. Petersburg

4.89 out of 5 average rating, 118 reviews

Waterfront Condo w/ heated pool- near Fort Desoto

A resort-style pool is seen with clear water reflecting the sky. Sun loungers with blue umbrellas line the perimeter, while palm trees provide a tropical feel. The shoreline is visible in the background, enhancing the tranquil atmosphere of the area.

Condo in St. Petersburg

5 out of 5 average rating, 6 reviews

Corner unit with patio. Pools, hot tub, pickleball

A beachfront condominium building is visible on the south end of Siesta Key, surrounded by sandy areas. The structure features multiple large windows, with a mixture of beige and colorful facades reflecting sunlight. The beach and distant coastline are seen in the foreground.

Condo in Sarasota

4.9 out of 5 average rating, 10 reviews

Beachfront - Siesta Key 2 BR walk out to beach

Top guest favorite

An aerial view captures a quaint resort nestled amid tropical landscaping, featuring a heated pool at the center and private beach access to the Gulf of Mexico. The surrounding area displays white sands and beach umbrellas, creating a serene environment for guests.

Condo in Longboat Key

4.99 out of 5 average rating, 127 reviews

Seaside Retreat: Open May 11th - 14th, $225/nt!

A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.

Condo in Bradenton

4.86 out of 5 average rating, 112 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

The kitchen features modern white cabinetry and stainless steel appliances, including a refrigerator and oven. A large island with a granite countertop is complemented by two black bar stools. Natural light fills the space, highlighting the sleek design and ample counter space.

Condo in Tierra Verde

4.96 out of 5 average rating, 72 reviews

Tierra Verde 2BR Condo, Patio Ocean View, Sleeps 6

Other great vacation rentals near Siesta Beach

Top guest favorite

The outdoor space features a heated pool surrounded by colorful lounge chairs and inflatable pool toys. A shaded seating area is visible, along with a vibrant children's playset in the background. The sky displays a striking sunset, enhancing the relaxing atmosphere.

Home in Bradenton

4.98 out of 5 average rating, 57 reviews

Sunshine Family Paradise With Heated Pool, Hot Tub

Top guest favorite

The exterior of the vacation home is showcased, featuring bright yellow doors framed by a welcoming pathway. Lush landscaping surrounds the entrance, while large windows allow natural light to fill the interior. A mixture of trees and shrubs adds to the greenery.

Home in Bradenton

4.76 out of 5 average rating, 175 reviews

Recently Updated! - Close to White Sandy Beaches!

The kitchen features a round dining table with four sleek chairs, positioned under a modern light fixture. Stainless steel appliances are visible, including a prominent refrigerator. Natural light filters through vertical blinds, illuminating the stylish wood-like flooring.

Home in Bradenton

4.95 out of 5 average rating, 133 reviews

"Oasis Villa Retreat" Near Beaches and IMG Academy

Top guest favorite

An outdoor fire pit area is framed by white stone, with two Adirondack chairs positioned facing a warm fire. The cottage is visible behind, featuring a screened patio and twinkling lights. Lush greenery surrounds the space, and an evening sky is illuminated by soft sunset hues.

Cottage in Bradenton

4.97 out of 5 average rating, 104 reviews

Escape to Hidden Cove #1 - Privacy with Water View

Top guest favorite

A spacious living area features a light gray sofa arranged around a dark coffee table, with a neutral area rug underneath. A flat-screen television is mounted on the wall, and large windows allow natural light to illuminate the space, creating a welcoming environment.

Home in Sarasota

4.98 out of 5 average rating, 390 reviews

The Cottage at Central Park II

A spacious green lawn extends towards a peaceful lake, surrounded by lush trees and plants. The calm water reflects the serene natural setting, and a wooden platform is positioned at the water's edge, adding a place for enjoyment and relaxation.

4.76 out of 5 average rating, 136 reviews

Vacation home by Shasta Rd

Top guest favorite

Home in North Port

4.89 out of 5 average rating, 88 reviews

HEaTED PRIVaTE POoL! DoN'T MiSS OuT!

Top guest favorite

A modern single-story home with a sloped roof and stone accents is presented in a well-maintained front yard. The driveway leads to a two-car garage, and large windows provide ample natural light. A clear blue sky and wispy clouds frame the scene.

Bungalow in St. Petersburg

4.8 out of 5 average rating, 65 reviews

Breathtaking 3 BR House Available

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