Vacation rentals with outdoor seating in Gulf Gate Estates

4.88 out of 5 average rating, 414 reviews

A cozy sleeping area features a king-sized bed adorned with a patterned comforter showcasing seashells and corals. Soft lighting from two bedside lamps creates a relaxed atmosphere, while an air conditioning unit is also present. Towels are neatly arranged on the bed.

Guest suite in Sarasota

Cozy private studio 2 miles from Siesta Key

Welcome home! 2 miles from Siesta Key! This is a private in-law suite with its own entrance. It also has its own private backyard (no access all around to main house). Check yourself in! The bed is king sized with a gel infused memory foam top for great sleep. A 42'' TV with Netflix streaming. High speed wifi included. (There is no cable tv). Full kitchen equipped with pots, pans, silverware, knives etc. There is also an outdoor grill and table to use with heavy duty plastic plates/cups

4.9 out of 5 average rating, 119 reviews

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.

Condo in Siesta Key

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!

4.98 out of 5 average rating, 179 reviews

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.

Apartment in Sarasota

Near Siesta Key Beaches - Quiet 1 BR apt

Cozy, quiet & private getaway 2 mi. from the white sands of Siesta Key. Solar powered! Under a 100-yr. old live oak, keyless entry, 3-rm. apt., east side of our home. 10 min. to beaches, 3 min. to shopping, groceries, pubs, restaurants or cook at home: apt. size stove, fridge, toaster oven, full size microwave, coffee pot. Take a morning cup out to your fenced private patio and enjoy the tropical garden. Everything you need is here. Escape to this special retreat in a relaxed tranquil setting.

Superhost

The modern kitchen features sleek cabinetry and stainless steel appliances. A center island with four bar stools creates a social space. Shelves display decorative items, while natural light illuminates the room from a nearby window, enhancing the open feel.

4.92 out of 5 average rating, 13 reviews

Siesta Beach House- 8 minutes from the beach

Immerse yourself in coastal living at our fully renovated, peaceful and stylish Sarasota beach house. This perfect retreat is just a 8-minute drive from the world-famous Siesta Key Beach, offering soft white sand and crystal-clear waters. Unwind in our beach house featuring 2 king bedrooms, 2 full bathrooms, a spacious open concept living and dining room, and a fully-equipped kitchen. Enjoy the perfect afternoon or morning coffee at the oversized backyard and patio with plenty of room to roam.

4.89 out of 5 average rating, 221 reviews

An aerial view showcases a private island surrounded by water, featuring lush greenery and two tiny homes. A manicured lawn is visible with seating areas, umbrellas, and pathways that create a serene outdoor environment.

Tiny home in Sarasota

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

4.92 out of 5 average rating, 180 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!

Superhost

The living area features mid-century modern furnishings, including a comfortable gray sofa adorned with colorful pillows. A light wood coffee table sits atop a soft rug. A lamp stands beside the sofa, and a vibrant artwork is displayed on the wall, complementing the cozy reading nook visible in the background.

4.86 out of 5 average rating, 93 reviews

The Midcentury Art House- 2 miles to Siesta Key!

Welcome to Siesta Sol Bungalow, your private retreat in Sarasota’s charming and walkable Gulf Gate Estates neighborhood. This 2-bedroom, 2-bathroom mid-century modern gem is thoughtfully curated with vibrant colors, artistic accents, and a quaint, cozy layout designed for relaxation and style. Just 6 minutes from Siesta Key Beach, consistently ranked among the best in the United States, this location offers the ideal blend of comfort and convenience for your Gulf Coast getaway.

The exterior of the home showcases a modern design with a light-colored facade and stone accents. Two large windows provide natural light to the interior. A covered front porch features two comfortable chairs, set against a backdrop of a neatly paved driveway.

4.92 out of 5 average rating, 185 reviews

Sea-esta Cottage- Cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand-new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

An open concept living area features a light-colored sofa with decorative pillows, complemented by a wooden coffee table adorned with greenery. A spacious dining table seats six, and the kitchen area showcases modern cabinetry with bar seating for four. Natural light enters through large windows.

4.98 out of 5 average rating, 45 reviews

Beach retreat in Gulf Gate close to Siesta Key!

Welcome to The Sand Dollar Cove! This home is newly renovated with beautiful oak trees throughout the property. It is the perfect getaway for a family vacation or to escape with some friends. Located 3.4 miles from top-rated Siesta Key Beach and 2.4 miles from Turtle Beach, enjoy privacy and proximity. Staying at The Sand Dollar Cove, you will have access to a wide range of restaurants and experiences to create lifelong memories with your loved ones!

An open-concept living space features a leather sofa and a rustic coffee table. The kitchen, equipped with modern appliances, includes a gray countertop and wooden bar stools. Soft overhead lighting enhances the warm ambiance created by the wood-paneled ceiling.

5 out of 5 average rating, 336 reviews

Stunning Luxe Casita- Gateway to Siesta Beach

Newly built and completed in 2019; this guest house is just a few minutes walk to one of the world's best beaches, Siesta Key. Your own private drive to this elegant secluded enclave is close to shopping, restaurants and all the fun Sarasota and Siesta Key offer. Tall ceilings, double pane windows, extraordinary insulation, beautiful finishes and furnishing details make this an unusually quiet and comfortable refuge.

4.99 out of 5 average rating, 150 reviews

A studio apartment features a king bed against a light wall, complemented by a cozy seating area with a gray sofa and a chair nearby. Two round coffee tables sit on a neutral rug, with a wall-mounted smart TV and built-in shelves adding practical style.

Apartment in Sarasota

Studio Minutes to Siesta key, Lido Key, and SMH!

Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes