Private suite vacation rentals in Winter Park

Guest suite in College Park

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.

4.98 out of 5 average rating, 430 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

A spacious room showcases a comfortable bed dressed in quality linens, complemented by decorative pillows. Two bedside lamps provide soft illumination. A dining table for two is visible, alongside a mirrored accent wall that reflects the room's minimalist design and elegant decor.

4.94 out of 5 average rating, 238 reviews

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.

Guest suite in Lake Formosa

A modern studio space features a cozy living area with a blue sofa adorned with a yellow cushion, complemented by a decorative area rug. A full kitchen with gray cabinetry and a dining space are visible, with sheer curtains allowing natural light to filter in.

4.93 out of 5 average rating, 269 reviews

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.

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.

4.96 out of 5 average rating, 367 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

4.93 out of 5 average rating, 115 reviews

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

Guest suite in Thornton Park

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.

4.97 out of 5 average rating, 241 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.

Guest suite in College Park

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.

4.97 out of 5 average rating, 244 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.

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.

4.92 out of 5 average rating, 265 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

A small, private room features a comfortable bed with a patterned blanket. A desk is positioned against the wall, accompanied by a chair. Natural light enters through a window, with decorative plants and simple wall décor enhancing the space.

4.92 out of 5 average rating, 124 reviews

Adorable, private studio in College Park

Currently opening up this space for long term rentals (20-60 days). Perfect for travel nurses- about 10 min drive to Orlando Advent Health Hospital. This spot is perfect for 1 or 2 people looking for a private, welcoming place to stay! It is completely separate but does share a wall with the owners unit, so you could potentially hear some noises through there. The fenced in back yard is shared as well, both back doors open up to the yard. Its about 10 mins from downtown Orlando

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.

4.85 out of 5 average rating, 270 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

Guest suite in Eatonville

A cozy bedroom features a black platform bed dressed in a navy and white patterned duvet. A wooden dresser stands adjacent to the bed, and a small desk is positioned nearby. Natural light illuminates the space, highlighting the serene beach artwork on the wall.

4.96 out of 5 average rating, 203 reviews

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.

A spacious guest suite is presented with a queen bed and a comfortable seating area featuring a gray sofa and coffee table. A kitchenette is visible in the background, complemented by natural light from the window. Decorative elements include subtle artwork and indoor plants.

4.93 out of 5 average rating, 377 reviews

The Bungalow

Welcome to your home away from home! Enter through a private driveway and enjoy the ease of keyless entry. Located across the street, Sanlando Park offers walking trails, basketball and popular tennis courts. Whether your interests are peace and quiet or adventure, you are only 30 minutes or less away from our beautiful natural springs, beaches and all major attractions. Wake up with the sunshine, put on a pot of coffee and welcome to Florida!

Popular amenities for Winter Park private suite rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly private suite rentals

4.92 out of 5 average rating, 440 reviews

Two sparkling glasses filled with a bright orange beverage are placed by the edge of a non-heated swimming pool. The pool area is surrounded by lush greenery and light stone walls, offering a serene outdoor retreat.

Guest suite in Oviedo

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

4.97 out of 5 average rating, 187 reviews

Private studio near Orlando airport

Guest suite in Casselberry

A clean bedroom features a spacious bed with a grid-patterned blanket, accompanied by a wooden nightstand and lamp. A window provides natural light, while a fan is mounted on the ceiling. A decorative mirror and a coat rack add functional elements to the room.

4.93 out of 5 average rating, 69 reviews

2B/2B Close to Orlando/Winter Park/Winter Springs

A cozy living area features a light-colored sofa with dark blue cushions, positioned across from a wall-mounted television. A round dining table with chairs sits nearby, and large glass doors open to a private deck surrounded by lush greenery.

5 out of 5 average rating, 30 reviews

Hidden gem - Sapphire

Guest suite in College Park

A serene pool area is surrounded by lush greenery and palm trees, providing a private retreat. The pool features clear, sparkling water, with gentle water features creating a calming atmosphere. The adjacent home is showcased with large windows, enhancing the spacious outdoor experience.

5 out of 5 average rating, 46 reviews

Luxury Lake Front Orlando Oasis in College Park!

Guest suite in Casselberry

A well-lit bedroom features a spacious bed dressed in a light blue coverlet. A nightstand with a lamp is located beside the bed. An closet with sliding doors is visible, providing additional storage. Neutral-toned walls and tiled flooring contribute to a serene ambiance.

4.88 out of 5 average rating, 72 reviews

Comfortable and quiet place

A bright and spacious bedroom features a queen size bed with white linens and blue accent pillows. A wooden dresser is positioned against one wall, while closed doors lead to a closet. Colorful curtains frame two windows, and a ceiling fan adds to the room's comfort.

4.88 out of 5 average rating, 165 reviews

The Relaxed Bohío

A light-filled room features a spacious bed adorned with decorative pillows. A colorful piece of wall art provides a vibrant focal point. A small desk and chair offer a functional workspace, while natural light enters through a nearby window dressed with light curtains.

4.93 out of 5 average rating, 507 reviews

Magic space Next to MCO Airport

Private suite rentals with a patio

A welcoming entrance is framed by a vibrant green leaf panel, with a cheerful sunflower decoration displaying the word 'WELCOME.' The surrounding area features a red fence and a light-colored door leading into the home.

4.92 out of 5 average rating, 170 reviews

Grey House near Orlando Universal Parks

Superhost

A cozy room features a bed covered with a blue quilt and a wooden nightstand beside it. A ceiling fan hangs above, providing airflow. Light enters through a window dressed with sheer curtains. A flat-screen TV is mounted on the wall opposite the bed.

4.82 out of 5 average rating, 129 reviews

Beautiful and clean suite for you stay

Superhost

A bright living area is furnished with a daybed, soft cushions, and a cozy chair. A round dining table is positioned nearby. Natural light filters through sheer curtains, and decorative elements such as plants and wall art enhance the space's charm.

4.8 out of 5 average rating, 168 reviews

Entire Apt Near UCF/Valencia. Universal in 20 mins

The backyard features a private heated pool surrounded by a stone patio and lush greenery. Comfortable lounge chairs are positioned nearby, and a shaded area is provided by a canopy overhead. Vibrant pool floats add a pop of color to the inviting turquoise water.

4.97 out of 5 average rating, 379 reviews

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

Superhost

A private studio features a king-size bed with a light patterned coverlet. A wall-mounted television is positioned above a small table with chairs. Natural light filters through a nearby window, while a decorative plant and a textured rug enhance the space.

4.8 out of 5 average rating, 114 reviews

Entire Suite - 17 min from airport

4.95 out of 5 average rating, 151 reviews

A bright sleeping area features a spacious queen bed, adorned with a light quilt and throw in teal. A small sofa sits nearby, complemented by decorative pillows. Art pieces of serene landscapes are displayed on the walls, enhancing the room's modern aesthetic.

Guest suite in Kissimmee

CHARMING EFFICIENCY BY THE LAKE

4.92 out of 5 average rating, 200 reviews

The Floridita Tropical

A modern kitchen features stainless steel appliances, including a refrigerator and microwave, paired with white cabinetry and granite countertops. A small dining area with bar stools is positioned by the kitchen island. Light wood flooring and minimal decor enhance the clean aesthetic.

4.93 out of 5 average rating, 246 reviews

Newly Renovated Modern Studio Hideaway

Private suite rentals with a washer and dryer

A well-lit bedroom features a spacious bed with neutral linens, complemented by a decorative piece of art on the wall. Natural light filters through partially covered windows with dark curtains, while a small table and dining area are visible in the corner.

4.86 out of 5 average rating, 125 reviews

Cozy Studio | Centrally Located | Free Parking

4.98 out of 5 average rating, 224 reviews

A bright bedroom features a queen-size bed with light bedding, two bedside lamps, and a wooden dresser. A large window provides natural light, offering views of the outdoors. Decorative wall art adds color to the creamy yellow walls, creating a welcoming atmosphere.

Guest suite in Montverde

Green Mountain Getaway (No indoor Smoking or Pets)

A well-appointed studio bedroom features a spacious white bed with a decorative yellow throw. A comfortable gray chaise lounge is positioned nearby, and framed artwork is displayed on the wall. Soft curtains frame a window, allowing natural light to brighten the room.

4.92 out of 5 average rating, 228 reviews

Cozy Private Studio Close to Downtown Orlando

A spacious living room is featured with light-colored tile flooring. A large flat-screen television is mounted on the wall above a dark media console. One side includes a sleek sofa and a foldable futon, while a round coffee table is situated in the center.

4.94 out of 5 average rating, 189 reviews

Comfortable Guest Suite-Stylish Altamonte Springs!

A spacious sleeping area features a queen bed with a soft grey blanket. A television is mounted above a brick fireplace. Large windows allow natural light, offering views of the tropical backyard. A bistro table and chair set is positioned nearby.

4.94 out of 5 average rating, 203 reviews

Private Guest unit W/Tropical Views!

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.

4.97 out of 5 average rating, 108 reviews

Private Studio King Bed & Massage Chair + Sofa

A spacious bedroom is centered around a comfortable bed covered with a soft, turquoise blanket. A collection of artwork adorns the wall above the bed, while a lamp and a potted plant provide thoughtful accents. An open doorway leads to a kitchenette area in the background.

4.97 out of 5 average rating, 189 reviews

Modern and luxurious studio