Private suite holiday rentals in Winter Park

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

Mirror House

Soon as you enter our doors, you'll be enchanted by the blend of modern design with a homely atmosphere. It’s a single-room marvel that offers a comforting sanctuary. Immerse yourself in lines, tasteful furnishings, and a subtle color scheme that sets the stage for a stay. Modern amenities are at your fingertips.Sink into top-quality linens as you bask in the comfort of this space. We guarantee that you wake up feeling refreshed and prepared to embark on a brand new day filled with experiences.

Thornton Park Loft Studio

Welcome to Thornton Park Lawsona Lake Historical District! You will be staying in unique place that matches the historical district vibe! This is small space, about 200 sq loft studio with a bed located above the bathroom, if you feel adventurous you can climb up and sleep there! If not that is ok, we have couch downstairs with a sleeper where you have comfortable rest! Lake Eola and Downtown is located within a 15 minute walk, 20 minutes from the airport, 25 minute drive to Disney and SeaWorld

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.

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

Private En Suite W/ Office- Central & Quiet

Cute ensuite bungalow w/ office located in the heart of Orlando- perfect base for exploring the city. Snacks, coffee, tea and little touches make the place feel like home. Quiet and clean next to a church on a safe dead-end street. Host lives in main home sharing a living room wall w/ a waterfall noise barrier on the other side. Indoor guest area is entirely private. Blackout curtains, white noise machine, spin bike, and personal AC. All guests on reservation must be listed and verified.

The Paradise Bird Cottage

" This cozy Home it’s private with own access located at beautiful Baldwin Park, not far from downtown Orlando and Winter Park. Great and convenient location,few miles from Orlando International Airport easy access to restaurants, shops along with Baldwin Park Lake, beautiful park for your enjoyment, walk, run or biking. This apartment has big tv screen, washer and dryer. It is clean, private newly renovated with a wildlife theme that provides a peaceful atmosphere to relax and enjoy

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.

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.

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

Cozy Studio 5min from Orlando Airport UNIT B

This Cozy studio apartment is centrally located 5 min from Orlando airport and close to all mayor attractions. The studio is attached to a single family home but private by itself, with its own private entrance. Offers one bedroom with a queen size bed, closet and desk work area. The studio also offers an equipped kitchenette where you can enjoy warm meals inside or in the private outside seating area. to make the most of your pleasure or work trip.

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.