Private suite holiday rentals in Winter Park

Guest suite in College Park

A cozy sleeping area features a spacious bed with a light-patterned coverlet. Adjustable reading lamps are positioned on either side. A simple desk with a chair and a small bookshelf are present, complemented by a light decorative wall piece. Natural light enters through a window with blinds.

4.98 out of 5 average rating, 454 reviews

A SUITE RETREAT with a Garden View in the City

A lovely remodeled in-law suite in a 1920s Mission Styled home in College Park suited for 2 people with a separate entrance, private bath & a little kitchenette.The Suite looks out into a garden to offer a relaxing view. Even though you are in the Downtown area, the suite was designed to offer solitude. We are walking distance to many restaurants & only an easy 5 minute drive to downtown Orlando. I am looking forward to hosting any and all who would like to visit. All are welcome. #STR-1009437

Guest suite in Altamonte Springs

A comfortable sitting area is visible, featuring a blue sofa with yellow accent pillows, a gray armchair, and a dark wood TV stand with a large flat-screen TV. Natural light filters through the large windows adorned with blinds, creating a bright and inviting space.

4.97 out of 5 average rating, 118 reviews

Private Studio King Bed & Massage Chair + Sofa

Quiet, peaceful & centrally-located private studio in Altamonte Springs. 1st floor, 2 private entrances, full kitchen, private AC, strong WiFi, free parking, and total privacy. Walk to Sandlando Park & Seminole Wekiva Trail. Just 2 blocks from I-4, 1.5 mi to Cranes Roost, Uptown & Altamonte Mall. Less than 10 min to Downtown Orlando, Wekiva Springs, hospitals & shopping. Ideal for remote work, extended stays, couples or solo travelers. Enjoy comfort, location & convenience. Book now and enjoy!

A bright bedroom features a spacious bed with a patterned duvet and a comfortable couch. A wall-mounted smart TV is visible, and natural light filters in through vertical blinds on the window. Neutral-colored walls enhance the calming environment.

4.92 out of 5 average rating, 298 reviews

Homey Newly Built Apt w/ WiFi and Private Entrance

This comfortable, 2 story, 1 bedroom, 1 bath suite is perfect for two to three people. It is a separate portion of our home with its own private entrance. The unit includes a full kitchen with a fridge/freezer, countertop stove, coffee maker, toaster, blender, a microwave, and many pots, pans, and utensils. The living area features a queen sofa bed and an adjustable smart tv. The bedroom has a smart tv, as well as a comfortable couch perfect for lounging. **Any stolen items will be charged**

Guest suite in Thornton Park

A serene pool area is surrounded by a well-maintained patio with paver stones. Lush greenery and tall palm trees are visible in the background, creating a peaceful atmosphere. A staircase leads to an upper level, enhancing the outdoor space's layout.

4.96 out of 5 average rating, 252 reviews

Orlando Oasis in the heart of Thornton Park

The perfect Oasis located in the beautiful Historic Thornton Park, one of the safest and quietest neighborhoods in Downtown Orlando, this brand new studio apt is perfect for couples, business travelers, and families of 3. Enjoy custom cozy decor, a super-comfy queen bed, full kitchen amenities, and a private view of the pool & downtown skyline. Easily walk to great parks, restaurants, bars, shopping, and Lake Eola. 20 min to Universal. 25 min to Disney. *VIDEO TOUR* available on YouTube.

Guest suite in College Park

A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.

4.97 out of 5 average rating, 288 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

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, 113 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.

A comfortable seating area features a dark gray sectional sofa adorned with decorative pillows. A patterned area rug lies underneath, complementing the wooden floor. A dining table with colorful chairs is visible in the background, alongside a TV stand and natural light filtering through sheer curtains.

4.96 out of 5 average rating, 191 reviews

Upscale Urban Chic Apartment

This warm “Carriage House Apartment” offers a cozy relaxed studio suite, it's 500 sq ft in a premiere established neighborhood. Built in 1938, updated for modern fine living with charm. Enjoy scenic views, romantic evening strolls through tree lined streets to nearby parks and lakes. Ample on street parking. Walking distance to shopping, bars, fine dining, the Orlando Regional Medical Center and near major attractions. Live a local’s life in the heart of Orlando, Florida.

Guest suite in Eatonville

4.96 out of 5 average rating, 228 reviews

Private entrance/bathroom 10 min from DT Orlando

Welcome to your home away from home! Our cozy room with a attached bathroom is the perfect retreat for your visit to Orlando. Located just 10min from downtown Orlando, 30min from MCO and Disney, and 20 min from Universal, you'll have the best of both worlds - convenience and comfort. Whether you're here for business or pleasure, our room is the perfect place to call your temporary home. Book your stay with us today and experience the best of our city.

Guest suite in College Park

A welcoming living area features a wall-mounted flat screen TV above a console table. Two patterned ottomans provide additional seating. A vibrant potted plant adds greenery, while framed artwork is displayed on the wall nearby. Light streams through the doorway leading to the bedroom.

4.93 out of 5 average rating, 207 reviews

Charming Getaway Near Downtown & Disney

Relax and enjoy a quiet & newly remodeled private guest suite centrally located near Downtown Orlando. Features a full kitchen, spacious living area & luxurious queen bed for a peaceful & enjoyable stay. Private 2nd story entrance and convenient self check-in. Perfectly located walking distance from restaurants, shopping, and parks in a safe and family-friendly neighborhood. Easy access to Downtown Orlando, Theme Parks, and Winter Park/Park Ave.

Guest suite in Altamonte Springs

The exterior of a charming green house is framed by lush landscaping, featuring tropical plants and palm trees. The house is elevated, showcasing a wraparound porch with white railings and decorative details. A tall chimney adds character to the roofline under a clear blue sky.

4.96 out of 5 average rating, 434 reviews

Guest Suite! Key West in Altamonte Springs!

This Beautiful Little Guest Suite on ground floor with courtyard entrance. Completely separate entrance and private from the main house. Beautifully decorated with four post queen shutter style bed, wet bar area with mini fridge, morning coffee bar, full bathroom with shower. Driveway parking. Walking distance to Altamonte Mall. 45 mins from Atlantic Coast. 35 mins to Disney Area Attractions.

Guest suite in Union Park

4.93 out of 5 average rating, 278 reviews

Modern / Mid-Century Studio | Private Orlando Stay

About This Studio This listing is for a private 1-bedroom studio attached to a larger home. The studio features its own private entrance, sleeping area, bathroom, and kitchenette—perfect for a comfortable and independent stay. The main 3-bedroom home is a separate listing and may be occupied during your stay. There are no shared interior spaces between the studio and the main home.

The spacious studio showcases a memory foam queen bed draped in navy linens, a cozy couch in a neutral tone, and a coffee table with a rise feature. A flat-screen TV is mounted on the wall, while a kitchenette and dining area are visible, enhancing the functionality of the room.

4.99 out of 5 average rating, 101 reviews

Cozy Studio Near the Airport, Downtown, Hospitals

Here's what you need to know: - Convenient, safe location - Standard bathroom with provided toiletries and ample closet space - Kitchenette with 2 burner stove and mini fridge - TV & Wifi for entertainment - Memory-foam queen-size bed - AC with remote for cooling, space heater during cold months - 1 parking in the driveway, more on the street

Popular amenities for private suite rentals in Winter Park

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly private suite rentals

An open kitchen area features a modern counter with a stainless steel sink and sleek cabinetry. Two pendant lights hang above, illuminating the space. A comfortable gray couch is situated nearby, with a flat-screen TV mounted on the wall. Natural light filters in through the windows.

4.91 out of 5 average rating, 198 reviews

The Oasis Of Orlando!

4.92 out of 5 average rating, 459 reviews

Two sparkling glasses filled with a bright orange beverage are placed by the edge of a non-heated swimming pool. The pool area is surrounded by lush greenery and light stone walls, offering a serene outdoor retreat.

Guest suite in Oviedo

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Superhost

The bedroom features a full bed dressed in crisp white linens, complemented by a black accent blanket. A smart TV is positioned on a white media console, while a large mirror and decorative shelves enhance the room’s functionality. Natural light is provided by windows, framed by black curtains.

Guest suite in Maitland

4.74 out of 5 average rating, 31 reviews

Modern Cuartito by Winter Park

A cozy bedroom features a spacious bed adorned with multiple pillows. Light beige walls are complemented by a stylish chandelier. A round mirror reflects the room, while a subtle artwork adds a touch of decor. A window with curtains allows natural light into the space.

4.88 out of 5 average rating, 596 reviews

Cozy Suite Near Orlando Airport

4.99 out of 5 average rating, 76 reviews

Guest suite in Sanford

Cozy Countryside Studio In Sanford | 1 BR, 1BA

A spacious bed is featured with a richly textured, light-colored comforter and an assortment of decorative pillows. The wooden headboard adds a classic touch, while natural light filters through nearby blinds, enhancing the cozy atmosphere of the room.

4.92 out of 5 average rating, 53 reviews

Mills Hideaway Retreat|Near Concert Venues+Laundry

A bright bedroom features a spacious bed with crisp white bedding. A relaxing seating area is provided by a small round table with two chairs. Natural light fills the room through a nearby door leading to the patio. A wall-mounted television and decorative shelving add functional style.

4.94 out of 5 average rating, 134 reviews

Cozy cottage in the heart of downtown Orlando

4.94 out of 5 average rating, 53 reviews

The Lamb

Private suite rentals with a patio

A welcoming entrance is framed by a vibrant green leaf panel, with a cheerful sunflower decoration displaying the word 'WELCOME.' The surrounding area features a red fence and a light-colored door leading into the home.

4.92 out of 5 average rating, 179 reviews

Grey House near Orlando Universal Parks

Guest suite in Wadeview Park

A studio space features an open layout with a kitchen area equipped with modern appliances, including a refrigerator and stove. A dining table and chairs are positioned nearby. A bed is set against the wall, and natural light is filtered through a window.

4.88 out of 5 average rating, 101 reviews

Private Studio, with off-street parking!

A small, private room features a comfortable bed with a patterned blanket. A desk is positioned against the wall, accompanied by a chair. Natural light enters through a window, with decorative plants and simple wall décor enhancing the space.

4.9 out of 5 average rating, 134 reviews

Adorable, private studio in College Park

4.98 out of 5 average rating, 414 reviews

Guest suite in Sky Lake

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All

A private studio features a king-size bed with a light patterned coverlet. A wall-mounted television is positioned above a small table with chairs. Natural light filters through a nearby window, while a decorative plant and a textured rug enhance the space.

4.81 out of 5 average rating, 127 reviews

Entire Suite - 17 min from airport

4.95 out of 5 average rating, 170 reviews

The exterior of the lodge features rustic cypress wood siding and a modern metal roof. A central cupola adds architectural interest above the entrance. The surrounding landscape includes palm trees and a curved pathway leading to the building, set against a colorful sunset sky.

Guest suite in St. Cloud

Cypress Lodge w/Theater & Pool Access

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.

4.97 out of 5 average rating, 244 reviews

Bonsai House

Superhost

A cozy living area features a blue sofa arranged beside a modern desk. A flat-screen TV is mounted on the wall opposite the seating. Natural light enters through a window with blinds, and framed pictures add a personal touch to the space.

4.87 out of 5 average rating, 200 reviews

SunStudio Cozy&Stylish feel@home 2bed/1bath

Private suite rentals with a washing machine and dryer

4.91 out of 5 average rating, 474 reviews

An iron gate stands at the entrance of a private driveway, flanked by brick pillars. Lush greenery surrounds the path, leading to a bright, open area in the distance, suggesting a tranquil and secluded setting.

Guest suite in Sanford

Sanford airport/lakehouse/Boombah/venue1902

Guest suite in Winter Garden

A light-filled living room is depicted, featuring a comfortable white couch with assorted decorative pillows. A wooden coffee table sits in front of the couch, complemented by a patterned area rug. A large television is mounted on a wooden media console, with soft curtains framing the window.

4.84 out of 5 average rating, 395 reviews

Designer Guest Suite Near Disney/Universal/DT

Guest suite in Thornton Park

The exterior of a historic bungalow is presented, featuring a light blue facade with white trim. A welcoming front porch is visible, complemented by a landscaped pathway and vibrant greenery, including flowering shrubs and trees, contributing to the home’s charm.

4.85 out of 5 average rating, 224 reviews

Walk to restaurants & Lake Eola

4.89 out of 5 average rating, 152 reviews

The exterior of a single-story house is depicted, showcasing a brown facade with a pitched roof. A covered porch features two orange chairs. A driveway leads to an attached garage, surrounded by a landscaped yard with mature trees and blue skies above.

Guest suite in Clermont

Private In-Law Suite. House in Hills. BIKE Trail

4.98 out of 5 average rating, 230 reviews

A bright bedroom features a queen-size bed with light bedding, two bedside lamps, and a wooden dresser. A large window provides natural light, offering views of the outdoors. Decorative wall art adds color to the creamy yellow walls, creating a welcoming atmosphere.

Guest suite in Montverde

Green Mountain Getaway (No indoor Smoking or Pets)

A spacious sleeping area features a queen bed with a soft grey blanket. A television is mounted above a brick fireplace. Large windows allow natural light, offering views of the tropical backyard. A bistro table and chair set is positioned nearby.

4.93 out of 5 average rating, 225 reviews

Cozy Orlando Studio • Private Entrance • Queen bed

Guest suite in Altamonte Springs

A spacious living room is featured with light-colored tile flooring. A large flat-screen television is mounted on the wall above a dark media console. One side includes a sleek sofa and a foldable futon, while a round coffee table is situated in the center.

4.94 out of 5 average rating, 194 reviews

Comfortable Guest Suite-Stylish Altamonte Springs!

A spacious bedroom is centered around a comfortable bed covered with a soft, turquoise blanket. A collection of artwork adorns the wall above the bed, while a lamp and a potted plant provide thoughtful accents. An open doorway leads to a kitchenette area in the background.