
Private suite vacation rentals in Winter Park
Find and book unique private suites on Airbnb
Quick stats about private suite rentals in Winter Park

Total vacation rentals
Explore 20 vacation rentals in Winter Park

Nightly prices starting at
Winter Park vacation rentals start at $70 CAD per night before taxes and fees

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

Wifi availability
20 of Winter Park vacation 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 suites in Winter Park
Guests agree: these private suites 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
4.98 out of 5 average rating, 482 reviews
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
4.96 out of 5 average rating, 224 reviews
Oviedo Oasis:2/1 attached Guest Suite;Private Pool
Cozy 2 bedroom guest suite (700 sq ft) connected to host's primary residence but has its own entrance and there is no shared spaces inside. Living room, 2 separate bedrooms and a full size shower. Amenities include a coffee bar, mini fridge, microwave, TV, Wifi and access to non-heated swimming pool. Host primary residence does overlook the pool area. Listing does not include a full kitchen. Central to everything: UCF: 5 miles MCO Airport: 25 miles Sanford Airport: 11 miles Disney: 40 miles
4.92 out of 5 average rating, 484 reviews
Cozy King Studio • Massage Chair • Private
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!
4.97 out of 5 average rating, 144 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**
4.92 out of 5 average rating, 315 reviews
Atmospheric Studio in the Garden
Enjoy a little piece of Florida's lush paradise. Full studio suite lives elegantly & comfortably for longer-term stays. We've taken such pride in the opportunity to allow old Florida to intersect with compelling modern design and styling. Relax in this fully furnished studio apartment with kitchenette nestled among a verdant garden. Home boasts modern kitchen, comfy memory foam bed, separate shower and bath & spacious living and entertaining areas. Available for stays of one month or longer.
4.97 out of 5 average rating, 261 reviews
College Park/Downtown 1 bed/bath private entrance
255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard & entrance w/ easy checkin. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s an AC unit in the Airbnb, large TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $30 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 Rollins College 1.9
4.91 out of 5 average rating, 382 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, 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.
4.97 out of 5 average rating, 339 reviews
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.
4.99 out of 5 average rating, 205 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.
4.97 out of 5 average rating, 267 reviews
St. Hemingway Suite
Very tranquil Romantic Suites with views and access to large lake. PRIVATE ENTRANCE and private bathroom. Amenities include, private dock, pool, large manicured lawns, private parking, breakfast kitchenette and much more. Close to theme parks and beaches. Ample shopping and award winning restaurants very nearby. Peaceful setting to read, do Yoga, enjoy quiet moments by the lake, watch the boats sail by or watch the sun rise. Peace and tranquility at its best. We welcome you
4.97 out of 5 average rating, 358 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
4.93 out of 5 average rating, 417 reviewsPopular amenities for Winter Park private suites
Family-friendly private-suite rentals

Comfortable Guest Suite-Stylish Altamonte Springs!
4.94 out of 5 average rating, 204 reviews
Cozy Suite Near Orlando Airport
4.88 out of 5 average rating, 618 reviews
Luxury Suite Near Disney & Downtown Orlando
4.9 out of 5 average rating, 288 reviews
Mirror House Orlando
4.94 out of 5 average rating, 299 reviews
Guest Suite! Key West in Altamonte Springs!
4.96 out of 5 average rating, 449 reviews
Studio • Private Entrance • Queen bed • Carport
4.94 out of 5 average rating, 247 reviews
Cozy Private Studio Close to Downtown Orlando
4.9 out of 5 average rating, 259 reviews
The Paradise Bird Cottage
4.94 out of 5 average rating, 148 reviewsPrivate suites with an outdoor patio

Cozy Suite in Orlando - 17 min from Airport
4.84 out of 5 average rating, 101 reviews
Private guest suite - Studio Retreat w Laundry!
4.84 out of 5 average rating, 186 reviews
Grey House near Orlando Universal Parks
4.93 out of 5 average rating, 204 reviews
Aqua Room at Bliss House
4.94 out of 5 average rating, 108 reviews
~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
4.97 out of 5 average rating, 453 reviews
Comfortable and quiet place
4.85 out of 5 average rating, 103 reviews
Entire Apt Near UCF/Valencia. Universal in 20 mins
4.82 out of 5 average rating, 198 reviews
Adorable and private suite in Orlando
4.83 out of 5 average rating, 166 reviewsPrivate suite rentals with a washer and dryer

Private In-Law Suite Near Disney/Universal/DT
4.85 out of 5 average rating, 431 reviews
Green Mountain Getaway (No indoor Smoking or Pets)
4.98 out of 5 average rating, 242 reviews
Gated Property Close to Everything
4.93 out of 5 average rating, 174 reviews
Upscale Urban Chic Apartment
4.96 out of 5 average rating, 196 reviews
Orlando studio near Universal, Disney, Sea World
4.85 out of 5 average rating, 384 reviews
Walk to restaurants & Lake Eola
4.85 out of 5 average rating, 233 reviews
The Oasis Of Orlando!
4.91 out of 5 average rating, 209 reviews
Entire Cozy GuestHouse
4.94 out of 5 average rating, 179 reviewsWhen is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $119 CAD | $115 CAD | $125 CAD | $112 CAD | $118 CAD | $115 CAD | $109 CAD | $111 CAD | $105 CAD | $111 CAD | $118 CAD | $112 CAD |
| 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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