Holiday rentals with outdoor seating in Southgate

4.99 out of 5 average rating, 134 reviews

An outdoor patio area features two white adirondack chairs facing a round wicker table, surrounded by potted plants. A welcome sign is mounted on the wall, and a patterned rug adds a cozy touch. Large windows provide a view into the interior space.

Flat in Bellevue Terrace

*Recently Updated* Cozy Oasis, centrally located

This cozy yet spacious apartment is very centrally located... Just 5 min from downtown, 10-15 min from Siesta and Lido bch and St Armands Crl, and within walking distance of the historic Amish district. The newly completed Legacy Trail (perfect for walking, biking...) is less than a 5-minute walk away. The space is very private and clean and Ive taken extra measures to ensure your absolute peace and comfort. It includes all the amenities you'll need to make your getaway a memorable one.

A covered patio space is surrounded by lush greenery and decorative plants. A light-colored table and two chairs are arranged on a tiled floor. Large, double doors in a vibrant blue lead to the outdoors, enhancing the welcoming atmosphere.

4.99 out of 5 average rating, 198 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

The studio features a spacious layout with a king size bed adorned with light bedding. A comfortable chair is positioned beside the bed, and a patterned area rug covers the floor. Natural light filters in through the window with striped blinds.

4.88 out of 5 average rating, 162 reviews

Cozy Eco Private Studio 10 min to Downtown & Beach

This is a delightful, newly renovated eco-friendly little studio attached to the right side of the main house. We clean everything with natural products. It is bright and spacious and it has a private entrance, and a parking space. There is a small kitchenette with cooking basics, a separate full bathroom, and a king size bed. It is nested in very convenient location, close to everything. It is located a few miles from downtown Sarasota as well as 5-6 miles from Siesta Key and Turtle Beach.

A private heated pool is enclosed within a screened lanai, surrounded by lush greenery. The pool area features a textured stone surface and a safety railing. Sunlight filters through the overhead structure, creating a bright and inviting atmosphere.

4.86 out of 5 average rating, 133 reviews

Casa Verde Sarasota Retreat

⛱️Step into serenity: Imagine waking up & stepping right onto your private lanai, where a shimmering heated pool awaits just outside your master.Embrace the Florida sunshine: Spend your days splashing in the pool or relaxing by its edge with a good book.Luxurious rejuvenation: Indulge in the dual rain shower head, designed to melt away your worries and leave you feeling completely refreshed. Just a short 5.8 miles away lies Siesta Key beach, with its pristine sands and breathtaking sunsets

4.92 out of 5 average rating, 193 reviews

A well-appointed bedroom features a spacious bed with decorative pillows. Soft natural light filters through the window, which is adorned with brown and beige curtains. A vintage mirror adds an elegant touch, while a bedside table with a lamp provides functional lighting.

Guest house in Sarasota

Cozy Guesthouse in central Sarasota!

This cozy independent guesthouse is perfect for all ocations from a few business day stay to a vacacion getaway. Near to siesta key beach! Enjoy a private room with a comfortable bed, a bathroom with a great shower and hot water, plus a cozy bar-style area perfect for preparing snacks and coffee. You’ll also have access to a small patio where you can unwind, and we provide beach essentials. Perfect for travelers seeking comfort and peace, and a well-equipped space. We’d love to host you!

A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.

4.96 out of 5 average rating, 107 reviews

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Welcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub, you have your own oasis to channel inner peace. If you’re feeling froggy, hop over to the beaches, take a kayak tour through the mangroves, a beautiful chartered sunset cruise, or try some of the local eateries that guests rave about! Whether you want to stay in, or go out, this home offers you everything you could need or want and will satisfy for pure relaxation or adventure!

4.94 out of 5 average rating, 109 reviews

An open-layout studio is illuminated by natural light, showcasing a comfortable queen size bed draped in white linens. Shelving units are positioned in the room, accompanied by a small dining area and kitchenette with modern appliances. A wall-mounted smart TV is visible, enhancing the living space.

Guest house in Sarasota

Downtown Garden Studio close to everything

Welcome to my brand new guest house! The original building has been rebuilt and completed in December 2024 to offer a more comfortable experience for my guests. Peaceful and centrally located, ideal for relaxation and easy access to explore historic Sarasota and the beaches. A quick drive, bike or a short walk to downtown Sarasota, Selby Botanical Garden and Pineapple Street antique shops. 1.5 miles to Sarasota Bay. 3.5 miles to St Armands Circle and Lido Beach. 6.5 miles to Siesta Key.

A modern guest room features a spacious bed adorned with patterned bedding. A red accent chair is positioned nearby, complementing the decor. Light is provided by ceiling fixtures, and a piece of floral artwork is displayed on the wall. Simple furnishings include a small table and wastebasket.

4.93 out of 5 average rating, 243 reviews

MG Tropical Stay. Fully private, no shared spaces

Welcome to your modern Guest Suite in Sarasota – Adults Only, Private & Peaceful 🌞 Enjoy your own private space—no shared areas—with a separate entrance and parking for two cars. The suite includes: A cozy queen bed A full bathroom A well-equipped kitchenette with a microwave, small refrigerator, coffee maker, and 2-burner cooktop A secluded outdoor patio with a solar shower, ideal for rinsing off after a beach day A mini-split A/C unit to keep you cool during Florida’s sunny days

4.91 out of 5 average rating, 290 reviews

A sunlit living area features a light-colored sectional sofa and a wooden coffee table adorned with a small plant. A grand piano and large windows provide natural light, while an orange front door adds a modern touch. The space offers views of the outdoor area.

Bungalow in Sarasota

Charming Mid-Century Retreat by Arlington Park 1

A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home stands as a testament to the mid-century boom that shaped Sarasota. With 2 bedrooms, 1 bathroom and a separate office/sunroom with doors should you need quiet while working on vacation, it has it all. Positioned perfectly, our location boasts more than just the city's dynamic arts scene, delectable eateries, and beaches. Arlington Park is a block away.

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.93 out of 5 average rating, 106 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

4.96 out of 5 average rating, 108 reviews

A private outdoor space is presented, featuring a heated saltwater pool illuminated by soft lighting. A hammock is hung nearby under a stylish frame, surrounded by lush greenery and a fenced area, enhancing the serene ambiance for relaxation.

Home in Arlington Park

The Wisteria Oasis W/swings, heated pool & hot tub

So much fun to be had and memories to be made at this charming cottage! Revitalize and rejuvenate at our serene 3 bedroom cottage. Perfect for families looking for a peaceful and relaxing vacation, our home boasts a private fenced-in backyard with a heated saltwater pool, hot tub, hammock, and swings for your ultimate comfort. The added bonus of a fire pit allows for perfect evenings spent making s'mores and enjoying quality time with your loved ones.

A cozy studio features a plush bed with decorative pillows and a white blanket, accented by wall art. A decorative chair and small desk are positioned nearby, complemented by a full-length mirror and wall-mounted TV, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 158 reviews

★PRIVATE★ZEN STUDIO ★1 BLOCK TO SIESTA DRIVE

Japanese inspired relaxing 1 room studio attached to a home. Enjoy your own private entry which includes a large enclosed outdoor patio with Zen Rock Garden. Mini Kitchen for light cooking. The plush queen bed is a guest favorite for comfort! Listing price reflects the size (Charming 210sqf) without sparing comfort, quality, or location. Minutes drive to picturesque downtown Sarasota, and a few minutes more to Siesta Key & Lido Beaches.

Popular amenities for outdoor seating rentals in Southgate

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.

5 out of 5 average rating, 11 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

The kitchen area features a white cabinetry design with open shelving. A round dining table is set for four with a grey tablecloth. Modern appliances, including a stainless steel refrigerator and a mixer stand, are visible along with a sleek, well-lit countertop.

4.97 out of 5 average rating, 195 reviews

Adorable Bungalow Fire pit/outdoor shower 2/1 Cute

A welcoming living area features a light-colored sectional sofa, a wooden coffee table, and various decorative elements. Soft beige carpet covers the floor, while a tropical plant adds a touch of greenery. Light flows through a large window, illuminating the space.

4.93 out of 5 average rating, 42 reviews

Golden Breeze Pool House

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

4.94 out of 5 average rating, 126 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

The exterior of a newly renovated home is shown, featuring a light-colored brick facade and a modern garage door. A well-maintained driveway leads to the entrance, which is accentuated by a bright orange door. Landscaping includes gravel beds and low-maintenance plants amidst partial cloud cover.

4.89 out of 5 average rating, 89 reviews

Gorgeous renovation with pool, minutes from beach

An open living space features warm wooden floors and large windows that provide ample natural light. A circular dining table is surrounded by six wire chairs. A modern chandelier hangs above the table, while a comfortable chair is positioned nearby, creating an inviting gathering area.

5 out of 5 average rating, 29 reviews

Sanctuary by the Sea

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.97 out of 5 average rating, 120 reviews

Sunshine House, close to Downtown

A cozy sitting area is highlighted by a brown leather sofa adorned with soft cushions. Light filters through the large windows, revealing views of a private pool area. Sheer white curtains frame the windows, contributing to a bright and inviting atmosphere.

4.8 out of 5 average rating, 5 reviews

Pet Friendly, Heated Pool, Yard, Near Beaches

Apartment rentals with outdoor seating

Flat in Indian Beach-Sapphire Shores

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.

4.97 out of 5 average rating, 148 reviews

New bldg, Steps to College & Town, Airptt 7 mins

4.94 out of 5 average rating, 156 reviews

A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.

Flat in Sarasota

January Special: Under $5000! Walk to Siesta Key!

4.89 out of 5 average rating, 167 reviews

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.

Flat in Sarasota

Chic & Cozy Getaway • Near Siesta Key Beach

4.97 out of 5 average rating, 175 reviews

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.

Flat in Gillespie Park

Gillespie On The Park, Walk to Downtown

4.95 out of 5 average rating, 118 reviews

A modern living area displays a bold palm-patterned accent wall with a mounted television. Two stylish lounge chairs are positioned nearby, accompanied by a small indoor plant on a decorative table. The open layout leads to a bright and airy kitchen area.

Flat in Sarasota

Funky & Fun Apartment in Central SRQ

Flat in Indian Beach-Sapphire Shores

A cozy living room features a comfortable couch with decorative orange pillows. Bright, patterned curtains complement the colorful rug and a wooden coffee table. Large windows allow natural light into the space, while a television is positioned against a cheerful yellow entertainment unit.

4.98 out of 5 average rating, 127 reviews

Come Enjoy Our Peaceful Retreat

4.9 out of 5 average rating, 177 reviews

A comfortable sleeping area features a queen size bed dressed in white linens and patterned pillows. A decorative bench at the foot complements the dark blue headboard. Nightstands with lamps are positioned on each side, and artwork depicting coastal scenery adorns the wall.

Flat in Bradenton

Ocean Blue adorable new studio !

Superhost

An open-concept kitchen features a large central island with seating. Modern appliances and cabinetry are complemented by a decorative area rug. Natural light fills the space, leading to a cozy living area with a sofa and access to outdoor views through glass doors.

Flat in Gillespie Park

4.84 out of 5 average rating, 186 reviews

Downtown Apt w/ Pool, Gym, & Coworking Unit 330

Apartment rentals with outdoor seating

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, 129 reviews

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

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.

4.84 out of 5 average rating, 250 reviews

Cozy 1BR Beach Condo on Siesta Key!

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, 344 reviews

On the Beach; Siesta Key SunBum Studio

Superhost

Apartment in Lido Key

4.8 out of 5 average rating, 106 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

4.98 out of 5 average rating, 116 reviews

A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.

Apartment in Sarasota

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

4.97 out of 5 average rating, 119 reviews

The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.

Apartment in Bradenton

KING Bed + Anna Maria Island Beaches + Beach Gear!

4.96 out of 5 average rating, 138 reviews

The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.

Apartment in Bradenton

Cozy 2 bed/2.5 bath townhome

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.