Vacation rentals with a patio in Winter Park

Guesthouse in College Park

4.99 out of 5 average rating, 140 reviews

Top 1% ABNB Villa Oasis w/ Botanical Courtyard

TOP 1% ABNB PRIVATE-SAFE-QUIET Villa Oasis central to DT ORL/Eola/Winter Park. Tranquil bamboo lined Cottage provides relaxed setting in much desired COLLEGE PARK neighborhood. Former recording studio @ 2X the living space of most College Park listings. Newly renovated bathroom, kitchen, outdoor space. Guest's own separate residence, bath/laundry room, garden patio and parking. I-4 EZ access to downtown ORL, Winter Park, THEME PARKS, central Fla activities! PLEASE MESSAGE with ANY QUESTIONS!!!

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

4.97 out of 5 average rating, 159 reviews

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

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)

4.98 out of 5 average rating, 209 reviews

A bright and airy bedroom is furnished with two spacious beds, each topped with coordinating grey bedding. A comfortable seating area is located in the background, and decorative plants create a calming atmosphere. Elegant wall art adds a touch of sophistication to the space.

Guest suite in Orlando

Bonsai House

Welcome to Bonsai Home, a unique blend of modern comfort and nature's embrace. Our charming abode, nestled between Orlando and Winter Park, offers a harmonious fusion of stylish interior design and a soothing ambiance. As you settle into your cozy living space, indulge in our thoughtful amenities and captivating details inspired by the tranquility of bonsai. Rest assured that we are at your service whenever you need assistance or have any inquiries. We extend our warmest welcome to Bonsai Home!

4.99 out of 5 average rating, 217 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, 124 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 suite in Lake Formosa

A modern studio space features a cozy living area with a blue sofa adorned with a yellow cushion, complemented by a decorative area rug. A full kitchen with gray cabinetry and a dining space are visible, with sheer curtains allowing natural light to filter in.

4.93 out of 5 average rating, 266 reviews

Guesthouse in Mills 50 with yard walking to bars

If you are looking for a private space close to the heart of downtown, you found it! This cute mid-century modern guesthouse has everything you need. Enjoy the full kitchen, shower, and outdoor space. You will have an outdoor seating area where you can enjoy a meal or just the relaxing sounds of the fountain. This property is within walking distance of some of Orlando's best bars and restaurants and a short uber to all the other hot spots in Orlando and Winter Park. Doorbell camera on front.

Guesthouse 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, 117 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.

4.98 out of 5 average rating, 121 reviews

A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.

Guesthouse in Longwood

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

Tiny homes in Winter Park

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.

4.84 out of 5 average rating, 110 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

4.99 out of 5 average rating, 140 reviews

Guesthouse 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

4.95 out of 5 average rating, 124 reviews

A modern living area is highlighted by a neon 'Orlando' sign on the wall. Three dark gray sofas, accented with patterned cushions, surround a light wooden coffee table. Two round natural fiber poufs add texture, with a large TV displaying a city skyline in the background.

Home in College Park

Trendy Downtown Orlando Oasis

Updated three-bedroom home, only minutes from I-4, which means easy access to your favorite spots in and around Orlando. - Winter Park Village: 5 minutes - Downtown Orlando: 10 minutes - Amway Center and Camping World Stadium: 10 minutes - Disney World, Universal Studios, and I-Drive: 20 minutes Perfect for groups or families. Plenty of free parking in driveway and curb side. No parties or events please. Orlando Permit #: STR – 1094537.

Popular amenities for Winter Park accommodations with an outdoor patio

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

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, 187 reviews

Parent's Retreat!

A spacious living area is complemented by a modern kitchen featuring white cabinetry and stainless-steel appliances. A dark sectional sofa with decorative pillows faces the kitchen island, which is paired with two sleek bar stools. Large windows allows ample natural light.

4.92 out of 5 average rating, 116 reviews

Cozy Zen DT Orlando Apartment - Free Parking

5 out of 5 average rating, 113 reviews

Private Rooftop Suite! No resort fees! 5 star

A modern kitchen is highlighted by sleek granite countertops and energy-efficient stainless steel appliances. Four adjustable stools are situated at a kitchen island, offering a comfortable dining or working space. The well-lit area features white cabinetry and large windows that let in natural light.

5 out of 5 average rating, 53 reviews

Charming King Suite, Near Universal & Pet-Friendly

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.

4.87 out of 5 average rating, 61 reviews

Luxury Apt + Pool + BBQ + Gym.

4.9 out of 5 average rating, 149 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.

Apartment 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, 122 reviews

Bright & Modern Private Apt • Ultra Clean & Cozy

4.8 out of 5 average rating, 5 reviews

A semi-private front porch is featured, showcasing two chairs positioned on a wooden deck. A colorful rug is placed beneath the chairs, while sunlight filters through nearby trees, casting gentle shadows. Potted plants add a touch of greenery to the welcoming space.

Apartment in Winter Park

Cozy by the Creek

House rentals with an outdoor 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, 147 reviews

Modern 3/2 in Ivanhoe Village

4.97 out of 5 average rating, 149 reviews

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.

Home in Orlando

Beautiful House Completely Remodeled

Home in Colonialtown South

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

4.97 out of 5 average rating, 158 reviews

Private pool home near Downtown

4.93 out of 5 average rating, 260 reviews

A single-story home is surrounded by lush trees under a clear blue sky. The front yard features a picnic table nestled on grass, with a white exterior and welcoming porch steps leading to the entrance.

Home in Apopka

Rural Home Near the Springs

4.81 out of 5 average rating, 206 reviews

Home in Orlando

The Calm Green One | Cozy Downtown Stay

4.87 out of 5 average rating, 23 reviews

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.

Home in Winter Park

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

4.9 out of 5 average rating, 119 reviews

The exterior of the home is showcased, featuring a well-maintained front yard with green grassy areas and mature trees. A paved driveway leads up to a garage, while a welcoming front entrance is visible. Natural light highlights the attractive landscaping.

Home in Orwin Manor

Cheerful, updated 4 BR 3B w/ large, lush back yard

4.9 out of 5 average rating, 145 reviews

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

Stunning Orlando Getaway w/Spa & Heated Pool

Condo 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, 135 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, 119 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.

4.87 out of 5 average rating, 104 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.

Condo 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.

4.92 out of 5 average rating, 109 reviews

A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.

Condo in Kissimmee

Modern, spacious, and relaxing!

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.