
Private suite holiday rentals in Winter Park
Find and book unique private suite rentals on Airbnb
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 3,050 verified reviews to help you choose

Wifi availability
20 of Winter Park holiday rentals include wifi 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
Top-rated private suite rentals in Winter Park
Guests agree: these private suite rentals are highly rated for location, cleanliness and more.

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

Beachy Guest Suite in College Park
The beachy bungalow welcomes you to Florida. It's blue exterior will let you know you're in the right place. Your beachy suite is in the back of our home, it's old so the walls can be thin. This space has all you'll need for a weekend getaway including a mini fridge and microwave. It has the conveniences found in hotels with all the character of staying in a 1920s Floridian bungalow. There is a desk and chair for working remotely, a sofa for lounging, a king size bed, and a screen enclosed patio

Bonsai House Orlando
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!

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

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, zip code 32804. 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 add the pet to the reservation.

Lakefront Hot Tub Retreat | Sunset View | Near UCF
Guest suite on private property overlooking beautiful Lake. just 10 min from UCF and 15 minutes to downtown Orlando. Disney is 34 miles while Universal is only 15 miles from the house. This cozy guest suite includes, a private parking spot, luxury rainfall shower, Comfortable Queen size bed, Smart TV, full size refrigerator, Keurig coffee maker, and washer and dryer. The back patio overlooking the lake makes it the perfect spot to watch the sunset while sitting in your private hot tub.

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.

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

Stylish Studio Minutes Away From DT / Winter Park
This newly renovated studio apartment with private entrance is located in the heart of Winter Park. The studio is attached to the main house, however it has it's own private entrance and separate parking spot. The home is a short drive to downtown Orlando (7 min). 28 minutes to the Airport, 25 minutes to Disney, 15 minutes to Universal Studios, 20 minutes to Seaworld and a short drive to Orlando Health Hospital. There's laundry service within 5 minutes.

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

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! 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.
Popular amenities for private suite rentals in Winter Park
Family-friendly private suite rentals

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

TINY unit in cottage in the middle of Downtown

LAKEFRONT STUDIO APARTMENT (private entrance)

NEWLY-BUILT Beautiful Private Guest Studio

Studio • Private Entrance • Queen bed • Carport

Comfortable Guest Suite-Stylish Altamonte Springs!

Walkable College Park Suite with Full Kitchen

Cozy Suite Near Orlando Airport
Private suite rentals with a patio

Grey House near Orlando Universal Parks

Entire Apt Near UCF/Valencia. Universal in 20 mins

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

Comfortable and quiet place

Adorable and private suite in Orlando

Cozy King Studio • Massage Chair • Sleeps 4

Orlando, spacious, quiet, centrally located, suite

Modern / Mid-Century Studio | Private Orlando Stay
Private suite rentals with a washing machine and dryer

Sanford airport/lakehouse/Boombah/venue1902

Designer Guest Suite Near Disney/Universal/DT

Private Studio, with off-street parking!

Walk to restaurants & Lake Eola

Green Mountain Getaway (No indoor Smoking or Pets)

Entire Cozy GuestHouse

Gated Property Close to Everything

Cozy Private Studio Close to Downtown Orlando
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 SGD | $105 SGD | $114 SGD | $102 SGD | $108 SGD | $105 SGD | $100 SGD | $101 SGD | $96 SGD | $101 SGD | $108 SGD | $102 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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