Holiday rentals with a patio in Winter Park

4.97 out of 5 average rating, 130 reviews

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 Lake Formosa

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

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.

4.97 out of 5 average rating, 159 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)

4.99 out of 5 average rating, 214 reviews

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

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.

4.98 out of 5 average rating, 123 reviews

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

Cozy Cottage in College Park.

Whether you're coming to Orlando for adventure at one of the theme parks, or a little R&R, the Cozy Cottage is the perfect place. It's charming, quiet and nestled in our back garden with a stock tank pool in College Park, 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.

Guest house in Lake Cherokee

A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.

4.97 out of 5 average rating, 114 reviews

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

The living area features a modern sectional sofa arranged around a textured coffee table. A colorful area rug adds warmth. A dining table with black chairs is set nearby, illuminated by pendant lights. Large windows provide ample natural light, and contemporary wall art enhances the ambiance.

4.94 out of 5 average rating, 120 reviews

Luxurious and modern cottage near UCF

This is peaceful and quiet place in a country seating yet in the middle of the city. It has been renovated and decorated in a luxurious and modern style by professionals. It’s better than the pictures. From here you can easily access the theme parks, beaches, downtown Orlando and all mayor attractions. Disney 24 miles. Universal studios 21 mi. Sea World 18 mi. Airport 12 mi. Beaches 50 mi. Downtown Orlando 15 mi. UCF 2.4 mi. And tons of restaurants! Come and experience Florida at its best

Superhost

A cozy bedroom features a comfortable queen bed with light blue bedding. Nightstands with lamps are positioned on either side. A wooden barn door and an artwork depicting foliage add a touch of warmth to the modern space, complemented by a sleek black floor.

Tiny home in Winter Park

4.83 out of 5 average rating, 109 reviews

Comfy Tiny Home @WP. Large Private Deck+Queen bed

This memorable place is anything but ordinary. Welcome to our charming TINY house in the heart of Orlando! Nestled in a quiet neighborhood, this cozy retreat offers the perfect blend of comfort, privacy, and convenience. Whether you're here for business or leisure, our centrally located TINY house is an ideal home base for exploring all that Orlando and Winter Park have to offer. ✅️Private Patio ✅️Free Parking ✅️Deck with outdoor seating 🎢10-15 min from Universal ✈️20-22 min to airport

Tiny home in Baldwin Park

A cozy bedroom features a California king bed adorned with decorative pillows and a textured throw. Light enters through vintage double doors that lead to a private outdoor space with a hammock. A colorful piece of wall art adds character to the cabin's rustic decor.

4.96 out of 5 average rating, 337 reviews

Costa Rica Vibes Free Bikes 12PM Checkout

Romantic lakefront cabin with Costa Rica vibes in Orlando. Wake to sunrise views from your heated king bed. Sip Cuban espresso in the garden, walk or bike to Baldwin, Winter Park & Downtown or explore The Cady Way Trail. Enjoy a couple’s rain shower, grill, fire pit, and hammock. Guests love the peaceful setting, artful touches, and location minutes from the airport, arena & trails. Perfect for anniversaries, solo stays, and creative escapes. ⚠️Sorry - there is no lake dock access.

Guest suite in Casselberry

A spacious living area is highlighted by a brown sofa and a round dining table surrounded by wooden chairs. A ceiling fan circulates air while large windows provide natural light and views of the backyard. A television is mounted on the wall.

4.91 out of 5 average rating, 101 reviews

Orlando, spacious, quiet, centrally located, suite

This suite includes private entrance, living room, kitchen with utensils and cookware, one bedroom with king bed and private bath. Third and fourth persons may be accommodated with recliner that lays flat into a queen-size bed in living room. Also a queen size air mattress and portacrib is available. Excellent location for Disney, Universal, SeaWorld, and beaches. Approx. 35 min. to Disney; 27 min. to Universal; 23 min. to convention center; 45 min. to beach; and 35 min. to Airport.

4.99 out of 5 average rating, 140 reviews

Guest house in Orlando

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

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.

4.86 out of 5 average rating, 131 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

Tiny home in College Park

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.

4.95 out of 5 average rating, 159 reviews

Luxury Shipping Container Oasis with 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 on the Weber Spirit 2 gas grill, and soak your tired feet in the hot tub.

Popular amenities for rentals with patio in Winter Park

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.95 out of 5 average rating, 55 reviews

An inviting living area is highlighted by a modern white sectional sofa and sleek black armchairs. A large abstract painting adorns the wall. Natural light filters through sliding glass doors that lead to a balcony, illuminating the warm wood flooring.

Flat in Thornton Park

Thornton Park Luxury Loft | Free Prkg | Balcony

A cozy living area features a dark gray sofa and armchair, complemented by a light rug on the floor. A small desk with a chair sits against the wall, and a wall-mounted television is positioned above. Natural light pours in through the front door with a window.

4.99 out of 5 average rating, 183 reviews

Parent's Retreat!

5 out of 5 average rating, 113 reviews

Private Rooftop Suite! No resort fees! 5 star

A vibrant welcome sign for Orlando, Florida is depicted, featuring an artistic skyline with tall buildings. A colorful Ferris wheel is visible, along with various recreational activities by the water, including boats and beachgoers. Palm trees frame the scene, enhancing its lively atmosphere.

4.91 out of 5 average rating, 58 reviews

Luxury Apt + Pool + BBQ + Gym.

4.9 out of 5 average rating, 148 reviews

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

Flat in Kissimmee

Modern 3 Bedroom Apartment Near the Theme Parks

A well-appointed bedroom is highlighted by a spacious bed with a light-colored quilt. Flanking the bed are two lamps on wooden nightstands. Natural light filters through a large window, adorned with sheer curtains. A decorative mirror and wall art complement the serene atmosphere.

4.95 out of 5 average rating, 120 reviews

Cozy Private Apartment - Stylish & Spotless

4.89 out of 5 average rating, 106 reviews

The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.

Flat in Bay Lake

Sleek Modern Gateway 10 Min to Parks Pets Allowed

A spacious studio is showcased with a king-size bed and a queen pull-out sofa. A smart TV is mounted on the wall. A dining table with blue chairs and a small coffee table add functionality to the layout. Soft lighting illuminates the modern decor.

4.81 out of 5 average rating, 145 reviews

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry

House rentals with a patio

Home in Park Lake/Highland

A modern living area features a large sectional sofa in navy blue, accented by a round coffee table. A 65-inch Smart TV is mounted on the wall, while abstract art pieces adorn the adjacent wall. Natural light filters through sheer curtains, creating a comfortable ambiance.

4.97 out of 5 average rating, 145 reviews

Modern 3/2 in Ivanhoe Village

4.93 out of 5 average rating, 239 reviews

A modern kitchen features white cabinets and stainless steel appliances, complemented by granite countertops. A large island with seating is positioned centrally, while the dining area is visible through glass doors leading to the backyard.

Home in Longwood

Cozy 3 Bedroom Home, Great location!!

A refreshing pool is surrounded by a stone patio, featuring a spa and tiled accents. Sunlight creates a shimmering pattern on the water's surface, while shadows from trees add depth to the serene outdoor setting.

5 out of 5 average rating, 7 reviews

Gem Vacation Winter Park

A spacious living area is displayed, featuring a sectional sofa and a large wall-mounted TV. The open kitchen showcases modern appliances and a dining table for six. Natural light floods the space through sliding glass doors that lead to the backyard.

4.97 out of 5 average rating, 147 reviews

Beautiful House Completely Remodeled

4.81 out of 5 average rating, 205 reviews

The Calm Green One | Cozy Downtown Stay

A welcoming living area features two gray armchairs with decorative cushions, positioned near a round coffee table. A wall-mounted television displays a colorful image, while a fireplace and built-in shelves enhance the room's charm. Bright natural light filters in through the windows.

4.93 out of 5 average rating, 120 reviews

Updated Home* 2 King Bed Suites * Downtown Orlando

The image captures the serene lakeside view of a spacious property surrounded by lush greenery and cypress trees. A wooden dock extends over the calm water, highlighting the landscape and offering access to canoes and kayaks. A well-maintained lawn features inviting outdoor seating areas.

4.9 out of 5 average rating, 59 reviews

Lakefront Paradise Near Attractions

A modern living area features a spacious sectional sofa, a round coffee table, and a dining table with high-backed chairs. Natural light fills the space, highlighting the open kitchen with stainless steel appliances and stylish pendant lighting.

4.86 out of 5 average rating, 22 reviews

3BD in Winter Park, 10 min Park Ave/Rollins, Pets

Apartment rentals with a patio

A sectional sofa is positioned in a cozy seating area, featuring neutral-toned cushions. A small, round coffee table with a gold base complements the space. Light flows through sheer white curtains, while a decorative plant adds a touch of greenery beside a framed wall art piece.

4.91 out of 5 average rating, 132 reviews

2BD/2BA Condo mins from Universal & Epic Universe

A spacious outdoor area features several palm trees and seating arrangements with turquoise cushions. The backdrop includes a modern multi-story building. A barbecue area is visible, and lounge chairs are positioned around a sparkling pool, creating an inviting environment for relaxation.

4.88 out of 5 average rating, 118 reviews

Luxury Condo On I-Drive & One Mile from Universal

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

4.86 out of 5 average rating, 102 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

4.88 out of 5 average rating, 179 reviews

A spacious living area features a dark sectional couch paired with a round coffee table made of natural wood. A large TV displays a scenic cityscape, while a dining area with round table and yellow upholstered chairs is visible. Light blue walls create a calm ambiance.

Apartment in Kissimmee

Next to Disney and retail therapy

A modern studio presents a king-size bed with a plush gray comforter, elegantly complemented by a decorative throw. A cozy seating area features a blue tufted ottoman and stylish bar stools. Large windows allow natural light to fill the space, framed by sheer and dark curtains.

4.88 out of 5 average rating, 248 reviews

Maria Luz Studio-Huge Terrace/Universal area.

Superhost

An open-concept living area features a light-colored sectional sofa and a glass-top coffee table on a soft area rug. In the background, a modern kitchen with white cabinetry and stainless-steel appliances is visible, accompanied by three bar stools at the counter.

4.9 out of 5 average rating, 102 reviews

Luxury Lake View Near Convention Center, Universal

A well-appointed studio features a queen bed with decorative pillows and a modern aesthetic. A blue sky ceiling adds charm, while a television is mounted on the wall. A dining area with two chairs sits near a sleek kitchenette, offering convenience and style.

4.87 out of 5 average rating, 103 reviews

#2608 Luxury Lakeview by I-Drive/Epic Universe