Vacation rentals with a patio in Ridge Wood Heights

4.99 out of 5 average rating, 236 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!

A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.

4.99 out of 5 average rating, 126 reviews

Siesta Breeze ~ Charming Coastal Cottage

Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

4.98 out of 5 average rating, 141 reviews

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

Home in South Sarasota

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.82 out of 5 average rating, 180 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

A serene evening view of a swimming pool surrounded by lush landscaping. Illuminated by soft lights, the pool area features umbrellas and comfortable lounge chairs. In the background, trees and a gazebo create a tranquil atmosphere, enhancing outdoor relaxation.

4.82 out of 5 average rating, 17 reviews

Siesta Shores II

Upscale pool house close to Siesta Key and downtown on a private street. This house is designed to meet highest traveler's expectations. Fully remodeled to have the ultimate experience. But all the details inside will not beat the pool area that has been added in 2024! Also we recently added ledge loungers and pool umbrellas, a gazebo with string lights, fire table and lounger, pool and back yard illumination, plenty of landscaping for privacy and fresh lawn. Wait for our new aerial pics.

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, 139 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.

A spacious bedroom features a light-colored bed adorned with neutral bedding. A cozy chair is positioned nearby, complemented by a decorative area rug. Natural light streams through large windows, and a brick wall hosts a television above a decorative fireplace.

5 out of 5 average rating, 31 reviews

Little Creek Retreat/4.5 mi to the Beach!

Find your peace and quiet right in the heart of Sarasota. Spacious farmhouse on an acre of old Florida land, decorated with palms, oaks, giant philodendrons, colorful crotons and Korean hibiscus bushes. Wake up with birds, walk with butterflies along the quiet creek, fall asleep with the sounds of crickets. Enjoy a full body and mind recharge with the conveniences of the vibrant downtown Sarasota in your arm's reach and just moments away from the world-renowned Siesta Key Beach!

A fenced backyard showcases a heated pool surrounded by landscaped areas. Lounge chairs are positioned beside the pool, inviting relaxation. Sunlight reflects off the water, while a screened lanai provides a shaded space for enjoyment.

5 out of 5 average rating, 32 reviews

Renovated charmer w/ heated pool

Your family will be close to everything when you stay at this centrally-located place - 2 miles from Siesta Key Beach and 3 miles from downtown Sarasota. The house is fully renovated and the property enclosed with 8ft fence ensuring complete privacy. The spacious landscaped backyard with screened lanai and heated pool provides for a perfectly enjoyable and relaxing time. The 2 bedroom, 2 bathroom home is elegantly yet practically appointed for a comfortable stay for 4 people.

4.96 out of 5 average rating, 165 reviews

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

Home in Arlington Park

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

An open living area features a light-colored seating arrangement, including two armchairs and a sofa, with a wooden coffee table at the center. A wall-mounted TV is visible, and a dining area with a table and chairs is located nearby. Natural light enters through sliding glass doors.

5 out of 5 average rating, 46 reviews

Cozy Getaway Home near Siesta Key Beach

This house is 5 miles ( 15 minutes ) to Siesta Key Beach and 10 minutes to Downtown serves as the perfect escape for those looking to enjoy Sarasota . Easy access to I-75 for commuting. Next to best beaches on the Gulf, with the powdery sand beach of Siesta Key and near Lido Key with best shopping and dining on St Armand's Circle. Kayak, jet ski or take a dinner cruise along the Sarasota Bayfront.

4.98 out of 5 average rating, 119 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴