Vacation rentals with a patio in Winter Park

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Top-rated patio rentals in Winter Park

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Top guest favorite

A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.

Home in Orlando

4.97 out of 5 average rating, 120 reviews

Spacious Home with Pool & Hot Tub near Downtown

Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

Guest favorite

A bright living space features a vibrant yellow sofa adorned with decorative pillows and a soft throw. A kitchenette with green cabinets and a retro-style red refrigerator is visible in the background. Natural wood accents on the ceiling add warmth, complemented by a potted plant.

Cabin in Orlando

4.92 out of 5 average rating, 202 reviews

Peaceful wooden bungalow w private yard

NOTHING IS SHARED, very private with your own entrance, Take it easy at this unique and tranquil getaway. A wooden cabin with a private back yard perfect for a couple. Centrally located 15 minutes from MCO airport + downtown Orlando, 30 minutes to Disney, Universal, Sea World. Kitchenette with all amenities, free parking, fresh sheets, towels, coffee! WiFi + Smart TV Netflix, Prime, Hulu, etc. This Bungalow in the city sleeps 2 people on a luxurious queen bed. We live close by should you need us

Top guest favorite

A spacious living area features a large, deep-seated sectional couch adorned with decorative pillows. A wooden tray rests on the couch. A dining table with chairs is positioned near bright windows, enhancing the natural lighting in the room.

Home in Winter Park

4.99 out of 5 average rating, 133 reviews

Stylish newly updated home in Winter Park

Sleeps 8 people comfortably but can fit 10. This home has VERY CONVENIENT ACCESS TO I-4 making it easy to get to Orlando's most sought after attractions, including Park Avenue, Downtown Orlando, Rollins College, Leu Gardens, Mills Ave, Baldwin Park, College Park, Camping World Stadium, Amway Arena, SunRail, and many hospitals. SHORT WALK to 3 notable restaurants Also nearby: Universal Studios (20 min) Outlet Mall (20 min) International Drive (25 min) Orlando Airport (30 min) Disney (~30-40 min)

Guest favorite

A bedroom features a spacious bed dressed in white linens, positioned against a striking black wall adorned with abstract patterns. Natural light is allowed in through an adjacent door, while decorative elements, including wall art and a plant, add a touch of character.

Guesthouse in Delaney Park

4.95 out of 5 average rating, 272 reviews

Private Guest Suite in heart of Downtown Orlando

Modern design and artistically inspired detached suite with private entrance & easy parking. We're only 20-30 minutes from the theme parks. Less than 2.5 miles from the Kia Center, Camping World Stadium, Inter&Co Soccer Stadium, and Dr. Phillips Center 1 mile The suite is near the major highways and toll roads making travel a breeze! Safe, quiet, beautiful historic neighborhood including many of the the lakes downtown Orlando is known for. You'll LOVE your stay, check out our reviews!

Top guest favorite

A modern kitchenette features light cabinets and a combination of granite countertops. Stainless steel appliances, including a microwave and dishwasher, are visible. Pine wood floors run throughout, contributing to a warm appearance. Natural light fills the room through a window, illuminating the adjoining dining area.

Bungalow in Orlando

4.98 out of 5 average rating, 183 reviews

King/Queen Bungalow w/ porch | central vibey area

Our 1920's historic home is nestled in a quiet neighborhood just a few blocks from everything. The ColonialTown North district of Orlando (also called Mills/50) is a vibrant, central area with exceptional walkability to grocery stores, a trendy bar scene, LOTS of coffee and boba options, foodie restaurants and casual late night eats. When you're ready, retreat to our porch swing and watch the sunset reflect off the trees. We lived in this space for four years and left it just as we crafted it.

Top guest favorite

A well-equipped kitchen features white cabinetry and a granite countertop. A red vintage refrigerator adds a pop of color, while star-patterned tiles create visual interest. Two bar stools are positioned at the counter, and a rug runs along the floor, enhancing the space's warmth.

Guesthouse in Orlando

4.99 out of 5 average rating, 121 reviews

Baldwin Park Guest House

Welcome to Beautiful Baldwin Park, This Brand New Private sanctuary with modern day decorations, amenities and large screen television is the perfect place for a couple or single to experience the beautiful Orlando area. Conveniently located near the Orlando International Airport, Winter Park and downtown area Enjoy your morning coffee on the private patio . This entire property is very clean and well maintained, we look forward to being your host for your next central Florida visit

Top guest favorite

The exterior of the Cozy Cottage is designed with a welcoming green facade, featuring glass doors that open to a charming patio. A stone path leads to a small round table with chairs, complemented by a decorative fountain and lush greenery surrounding the area.

Bungalow in College Park

4.98 out of 5 average rating, 103 reviews

Cozy Cottage in College Park.

Whether you're coming to Orlando for adventure at one of the many theme parks, or a little R&R, the Cozy Cottage is the perfect place. It's charming, quiet and nestled in our back garden in College Park, located in The city of Orlando. Winter Park, Rollins college, lou gardens, Orlando Science Center, Advent Heath, Orlando health, Dr. Phillips center, Ivanhoe, lake eola, camping world stadium and the Kia center, are all in the immediate area. UCF, Full Sail and Florida Central too.

Top guest favorite

The spacious bed is adorned with a vibrant blanket, accentuated by plush decorative pillows in warm hues. A decorative table features a small vase of flowers, adding a touch of color to the rustic wooden interior, complemented by unique artwork on the walls.

Tiny home in Baldwin Park

4.96 out of 5 average rating, 287 reviews

Lake View from King Bed+Free Bikes+Kayaks+Espresso

The Perfect Couple’s Getaway❤️ (😊 read the reviews) - Espresso ☕️ - Couple’s Rain Shower -Beautiful View of Lake from Bed - Hammock in Garden - Propane Grill+Utensils - FREE Bikes+Kayaks+Paddle Boards - Smart TV + Streaming - Private Garden Yard with Seating Wake up to epic lake views from your king bed. Sip strong Cuban espresso, then launch a kayak or paddle board into calm waters—or bike into one of three charming nearby towns: Winter Park, Baldwin Park, or Downtown Orlando.

Superhost

The living area features a modern design with a gray sectional sofa adorned with decorative pillows. A wooden coffee table sits atop a textured area rug, accompanied by a floor lamp and potted plant. A wall-mounted TV and large windows allow natural light to fill the space.

Home in Winter Park

4.86 out of 5 average rating, 116 reviews

𝕊𝕝𝕖𝕖𝕡𝕤 𝟠| 𝕎𝕚𝕟𝕥𝕖𝕣 ℙ𝕒𝕣𝕜| ᴏʀʟᴀɴᴅᴏ

Enjoy this private 2/1 home with stylish decor. The property is very well located! Just a short car ride away from gorgeous Park Avenue and the best restaurants, Rollins College, College Park, downtown (Kia Center, Camping World Stadium, Dr. Phillips Center) and 30 minutes from all major theme parks. ✔ Comfortable 3 x Queen beds + pull out sofa ✔ Full Kitchen ✔ Parking on driveway and free street parking ✔ Smart TV ✔ Washer/Dryer "FREE" ✔ Dining table ✔ High-Speed Wi-Fi

Guest favorite

An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.

Home in Orlando

4.9 out of 5 average rating, 135 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.

Top guest favorite

The exterior of a modern shipping container suite is displayed, featuring large windows that allow natural light to flood the interior. The surrounding landscape includes gravel and low-maintenance foliage, with a small deck leading to the entrance, emphasizing the blend of nature and contemporary design.

Tiny home in College Park

4.96 out of 5 average rating, 149 reviews

Shipping Container home-30min to Disney-hot tub

Step into this unique experience: a shipping container transformed into a luxury 1 bedroom 1 bathroom suite. The space is perfect for couples, business travelers, tourists, and families. After a busy day in the parks or shopping, come back to a cozy outdoor paradise with lights strung up under a covered pergola. Lounge on the couch and enjoy a gas fireplace table, grill a meal, and soak your tired feet in the hot tub.

Guest favorite

A cozy guest suite features a kitchenette with dark cabinets and a coffee maker, alongside a spacious bed with gray bedding. A wall-mounted TV is positioned in front of a comfortable seating area. Soft lighting creates a welcoming ambiance, complemented by sleek laminate flooring.

Guest suite in Orlando

4.86 out of 5 average rating, 127 reviews

Renovated!Charming private suite with Kitchenette

This is a Private Guest Suite with private entrance !! Just fully renovated with kitchenette and beautiful bathroom. There is free/available parking on the street. WIFI, and a TV. The suite is close to Valencia East, UCF, downtown Orlando, minutes from the Orlando International Airport, 35 minutes from attractions parks and beaches, close to the major highways and very close to restaurants, shopping and more.