Private suite holiday rentals in Winter Park

Find and book unique Self-Contained Units on Airbnb

Top-rated Self-Contained Units in Winter Park

Guests agree: These Self-Contained Units are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Guest suite in College Park
4.98 out of 5 average rating, 450 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 favourite
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
4.97 out of 5 average rating, 235 reviews

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!

Top Guest favourite
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.
Guest suite in Altamonte Springs
4.97 out of 5 average rating, 115 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!

Top Guest favourite
A serene pool area features a clear blue pool surrounded by elegant tile flooring. Comfortable lounge chairs are arranged around the pool, providing ample space for relaxation. Potted plants add a touch of greenery to the setting, contributing to a calming atmosphere.
Guest suite in Altamonte Springs
4.96 out of 5 average rating, 378 reviews

St. Augustine suite

Luxurious space with PRIVATE ENTRANCE, PRIVATE BATHROOM and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree , Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting

Top Guest favourite
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.
Guest suite in Thornton Park
4.96 out of 5 average rating, 249 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.

Top Guest favourite
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.
Guest suite in College Park
4.97 out of 5 average rating, 276 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 favourite
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.
Guest suite in Casselberry
4.91 out of 5 average rating, 110 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.

Top Guest favourite
A spacious guest room features a comfortable bed adorned with a pink throw blanket. Elegant wallpapers and green curtains complement the decor. A seating area includes a cozy couch and a round dining table. Natural light enters through a unique arched window, enhancing the inviting ambiance.
Guest suite in Orlando
4.92 out of 5 average rating, 285 reviews

Luxurious Bath, Peaceful Stay: Private Guesthouse

This beautifully appointed guesthouse offers a serene retreat with a double sink, a large walk-in shower, and a luxurious bathroom. Enjoy complete privacy from the main house as you enter your secluded space through a private entrance and patio garden. Whether you're seeking a romantic getaway or a peaceful solo retreat, this guesthouse provides the perfect escape. ⁃ Orlando airport: 16 minutes ⁃ Downtown Orlando: 10 minutes ⁃ Disney parks: 25 minutes ⁃ Universal studio: 27 minutes

Top Guest favourite
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.
Guest suite in Orlando
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.

Superhost
A compact studio features a double bed with light bedding, alongside a kitchenette equipped with a mini fridge, microwave, and coffee machine. A small dining table is present, and patterned tiles add character to the space. Natural light fills the room through the nearby window.
Guest suite in Wadeview Park
4.85 out of 5 average rating, 192 reviews

The Golden Sodo Studio!

"This is a small, private studio attached to triplex . It has a private bathroom and kitchenette area with a mini fridge, microwave, coffee machine and kettle for the tea lovers. There is a sink but no (range.) We are located 1.5 miles south downtown Orlando and a 5 minute walk to Wade view Park. We are centrally located within an hour to most Central FL attractions and Beaches. (Disney World, Universal, Sea World, International Drive.) All are within 35 min from the unit.

Top Guest favourite
A private outdoor area is showcased, featuring a sparkling pool accompanied by a hot tub. Lush greenery and colorful plants surround the space, while comfortable seating options, including bright blue chairs, invite relaxation. A pergola provides shade, enhancing the tranquil atmosphere.
Guest suite in Lake Underhill
4.93 out of 5 average rating, 399 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Guest favourite
A well-appointed sleeping area features a spacious bed with soft bedding. Two lamps provide gentle illumination on either side. Above the bed, framed artwork adds a touch of color, while a sliding barn door in green adds an interesting architectural detail.
Guest suite in Orlando
4.85 out of 5 average rating, 280 reviews

Guesthouse, Walk To Baldwin Lake - 1 mi to Dining

Right outside Baldwin Park, this backyard studio retreat offers comfort and convenience with beautiful sunset views and walkable access to Baldwin Lake’s trails, dining, and breweries. Features include: • Oversized bathroom with rain shower and separate vanity countertop • Huge walk-in closet with full-length mirror to get organized • Kitchenette for light cooking and thoughtful touches • Outdoor seating at the front door to watch our beautiful sunsets

Popular amenities for Winter Park Self-Contained Units

When is the best time to visit Winter Park?

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Quick stats about private suite rentals in Winter Park

  • Total holiday rentals

    Explore 20 holiday rentals in Winter Park

  • Nightly prices starting at

    Winter Park holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,080 verified reviews to help you choose

  • Wi-Fi availability

    20 of Winter Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Park rentals

  • 4.9 Average rating

    Winter Park stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Winter Park's top spots, include Orlando Science Center, Harry P. Leu Gardens, and Orlando Museum of Art

Destinations to explore