Private suite holiday rentals in Winter Park

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Top-rated Self-Contained Units in Winter Park

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Guest favourite

Guest suite in Orlando

4.98 out of 5 average rating, 303 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

16 – 23 Oct

$998 AUD total

Guest favourite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 141 reviews

Comfortable Guest Suite-Stylish Altamonte Springs!

Enjoy a stylish guest experience at this centrally-located Altamonte Springs Florida guest suite. This luxury 830 sq ft unit offers a living room, kitchenette, bedroom, bathroom and large pool in the peaceful Spring Valley Farms residential community. It is located 8 miles north of downtown Orlando, a primo location close to downtown, both ocean coasts, Wakiwa Springs State Park, theme parks (Disney, Universal, SeaWorld, more), Crane's Roost, and many other great destinations in central Florida!

22 – 29 Jan

$1,467 AUD total

Guest favourite

Guest suite in Orlando

4.95 out of 5 average rating, 121 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

19 – 26 May

$1,097 AUD total

Guest favourite

Guest suite in Winter Park

4.96 out of 5 average rating, 245 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.

15 – 22 June

$1,479 AUD total

Guest favourite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 317 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

30 July – 6 Aug

$1,181 AUD total

Guest favourite

Guest suite in Oviedo

4.9 out of 5 average rating, 314 reviews

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

Cozy 2 bedroom guest suite connected to host's primary residence but has its own entrance and guests have complete privacy. There are no shared spaces inside. Living room, 2 separate bedrooms and a full size bath. Amenities include a coffee bar, mini fridge , microwave, TV, Wifi and access to non-heated swimming pool. Listing does not include a full kitchen. Central to everything: UCF: 5 miles MCO Airport: 25 miles Sanford Airport: 11 miles Universal Theme Parks: 27 miles Disney: 40 miles

17 – 24 Feb

$1,324 AUD total

Guest favourite

Guest suite in Orlando

4.97 out of 5 average rating, 184 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.

11 – 18 June

$1,708 AUD total

Guest favourite

Guest suite in Orlando

4.97 out of 5 average rating, 243 reviews

Unique Place! East End Market! Baldwin/Winter Park

Welcome to Orlando. This unique place has private entrance, living room with microwave/refrigerator/freezer/Keurig coffee maker/55” TV and bathroom with a private overlooking little hidden garden/patio. There is a queen sized pull out couch in living room with a one time fee $15. I live in the actual back of the house and I am happy to assist you with anything you need. You can search in YouTube for “Faranak Guest House - winter/Baldwin-Park” to watch the short video about the unit.

11 – 18 July

$1,640 AUD total

Guest favourite

Guest suite in Orlando

4.92 out of 5 average rating, 317 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

8 – 15 Sept

$1,932 AUD total

Guest favourite

Guest suite in Orlando

4.95 out of 5 average rating, 114 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.

30 Aug – 6 Sept

$1,663 AUD total

Guest favourite

Guest suite in Winter Springs

4.9 out of 5 average rating, 113 reviews

Sierra Suite w/ Pool, Hot tub, and Sauna-Near UCF

Welcome to your home away from home! Our 1 bedroom, 1 bathroom suite offers all the amenities you need for a comfortable and relaxing stay. Enjoy a dip in the pool, soak in the hot tub, or unwind in the sauna. The bedroom has a comfortable queen size bed, and the bathroom has a shower and tub. The suite is perfect for couples or solo travelers looking for a tranquil getaway. We look forward to hosting you!

24 – 31 Dec

$2,045 AUD total

Guest favourite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 384 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.

27 Mar – 3 Apr

$1,146 AUD total