Vacation rentals with outdoor seating in Southgate

Apartment in Bellevue Terrace

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.

4.99 out of 5 average rating, 131 reviews

*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.

4.99 out of 5 average rating, 194 reviews

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.

Guest suite in Sarasota

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!

Superhost

A spacious bedroom features a wooden bed with soft bedding, complemented by a decorative rug. Modern amenities include a kitchenette with stainless steel appliances, and natural light filters through window blinds, enhancing the serene atmosphere.

Apartment in Sarasota

4.87 out of 5 average rating, 123 reviews

Cozy Updated Studio Apt-Centrally Located!

Welcome to your exclusive retreat at Foxtail Palm! A meticulously curated haven designed to exceed your expectations. Situated in the heart of Pinecraft, Central Sarasota's esteemed enclave, this quaint abode offers tranquility amidst a backdrop of charming ice cream parlors, gift shops, and vibrant local markets. Benefit from the convenience of one complimentary parking space and unrestricted access to a washer and dryer, ensuring a seamless and stress-free experience throughout your stay.

4.92 out of 5 average rating, 191 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.

Guesthouse 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, 105 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.

Guesthouse 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.

The exterior of the villa is displayed, featuring a welcoming blue-green door and two large windows framed in white. A small potted plant accents the entrance, while a pathway leads to the door, surrounded by well-maintained grass and greenery.

4.86 out of 5 average rating, 107 reviews

Charming Villa 14 mins away from Siesta Key Beach

This villa close to Siesta Key Beach serves as the perfect escape for those looking to enjoy Sarasota. The property comes fully equipped with amenities such as a BBQ, outdoor umbrella, lounge chairs, beach chairs, pickleball rackets, washer/dryer and carport. Featuring 2 bedrooms, this charming home exudes a warm vibe. You can reach Siesta Key Beach, St. Armands Circle, and Downtown Sarasota in under 15 minutes, making it easy to explore all that Sarasota has to offer during your stay.

4.93 out of 5 average rating, 239 reviews

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.

Guest suite in Sarasota

MG Tropical Stay.With private entrance and patio.

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

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.

4.98 out of 5 average rating, 192 reviews

Adorable Bungalow Fire pit/outdoor shower 2/1 Cute

Charming and tranquil two bedroom home located in central Sarasota. This adorable bungalow is just 6 miles from world famous Siesta Key Beach. Located on a quiet street you are just minutes from great restaurants and shopping. The house is an adorable bungalow with a sweet cottage feel inside. The backyard is private with a fence all around. You can enjoy laying in the hammock and by night sit around the fire pit. There is an outdoor shower with cold and hot water to enjoy.

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, 103 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!