Guest house holiday rentals in Orlando

A charming entrance showcases a white door adorned with a circular floral wreath reading 'welcome.' Flanking the door are two planters with lush greenery, and the address '114 GH' is displayed above the door under an awning.

5 out of 5 average rating, 257 reviews

The Sacred Space Downtown Orlando Milk District

This delightful hideaway embodies brightness, cleanliness, and a fragrance-free environment. Enjoy a tranquil stay with hypoallergenic bedding and experience unmatched comfort on a luxurious purple mattress for rejuvenating sleep. Conveniently located near Lake Eola, lively bars, and an abundance of dining options, this private sanctuary provides the perfect balance of convenience and serenity. Amidst the bustling surroundings, our tranquil retreat remains tucked away, offering a peaceful stay.

5 out of 5 average rating, 127 reviews

An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.

Guest house in Ocoee

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

A spacious studio contains a king-size bed with a light-colored quilt, flanked by two bedside lamps. A small refrigerator and kitchenette are visible in the corner, while a ceiling fan provides airflow. Windows are adorned with light curtains, allowing natural light into the room.

4.89 out of 5 average rating, 180 reviews

King-size Studio 4 min to Universal

Amazing location! king-size private studio, perfectly situated in the desirable Dr. Phillips area, You'll be just 4 minutes from the excitement of Universal Studios and CityWalk. "Restaurant Row," home to some of Orlando’s finest dining only 7 minutes away. The Orlando Convention Center is a quick 10-minute drive, MCO Airport is about 20 minutes away, and Disney is just 18 minutes from your doorstep. Newly remodeled bathroom, a convenient kitchenette, a fridge, a microwave, and a 65-inch TV

Guest house in Lake Cherokee

A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.

4.98 out of 5 average rating, 133 reviews

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

The front porch features two wicker chairs with bright orange cushions, inviting relaxation. Potted plants and hanging baskets add greenery, while a gentle overhang provides shade. A pathway leads to the entrance and a nearby guest house, framed by well-maintained shrubs.

4.97 out of 5 average rating, 375 reviews

Oasis Garden Cottage -cozy, chic, near everything!

Our cozy cottage is located within minutes of some of the best areas, restaurants, bars, and attractions Orlando has to offer. Winter Park and College Park are 3-5 minute drives, Disney and Universal only 20 minutes, etc. The interior is chic and inviting, with a homey feel. Enjoy the fireplace, play some board games, soak in bath salts in the claw foot tub, curl up on the porch with a coffee and read one of our provided books— it’s so peaceful you’ll have a hard time leaving for the day!

4.96 out of 5 average rating, 472 reviews

The Coach House -2 bedroom/3 bath Orlando Getaway!

2 Bedroom/3 Bath House. Pet-friendly. Designed by renowned architect James Gamble Rogers II, the house is a 25-min drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scenes.

Guest house in Orwin Manor

4.99 out of 5 average rating, 119 reviews

Location, Location, Location!

Enjoy a stylish experience at this centrally-located Guest House. It is located in an excellent area close to the downtown Orlando, excellent restaurants, and much more. It is fully furnished and equipped with new appliances (washer and dryer included) and furniture. It is located minutes from Winter Park, Downtown Orlando and theme parks. Downtown Orlando 3 miles (6 min) Advent Health Hospital 0.6 miles (2 min) Walt Disney World 20 miles (23 min) Universal Studios 11 miles (18 min)

Guest house in Delaney Park

A bedroom features a spacious bed dressed in white linens, positioned against a striking black wall adorned with abstract patterns. Natural light is allowed in through an adjacent door, while decorative elements, including wall art and a plant, add a touch of character.

4.95 out of 5 average rating, 363 reviews

Cozy Guest Suite in heart of Downtown Orlando

Private, artistically inspired detached guest suite with private entrance & easy parking. Only 20-30 minutes from the theme parks. Less than 2.5 miles from the Kia Center, Camping World Stadium, Inter&Co Soccer Stadium, and Dr. Phillips Center 1 mile The suite is near the major highways and toll roads making travel a breeze! Safe, quiet, beautiful historic neighborhood including many of the the lakes downtown Orlando is known for. You'll LOVE your stay, check out our reviews!

The studio features a spacious queen size bed with a warm throw blanket, paired with nightstands on either side. A dining area with high chairs is visible near a modern kitchen, which includes stainless steel appliances. A ceiling fan and artwork enhance the stylish decor.

4.97 out of 5 average rating, 161 reviews

Modern 1950s Studio • Near Downtown & Theme Parks

Fully renovated 1950s studio (2024) in a safe, quiet Orlando neighborhood! Enjoy a plush queen bed, walk-in shower, Roku TV, and full kitchen with Keurig. Includes a private driveway, separate entrance, and cozy living area with stylish modern décor. In-unit washer and dryer for your convenience. Just 3 mi to downtown, 10 mi to Universal, 8 mi to the airport, and 18 mi to Disney—perfect for couples or solo travelers seeking comfort, privacy, and modern style in a peaceful setting.

Guest house in Wadeview Park

A spacious bedroom features a large bed with white bedding and decorative pillows. Two soft bedside lamps illuminate the area, complemented by a cozy armchair and a decorative bench at the foot of the bed. Exposed brick wall accents the room.

4.98 out of 5 average rating, 129 reviews

The Cottage A Pet Friendly Guesthouse

Welcome to The Cottage! A pet friendly, super cute, and quiet studio apartment built in 2016, located above the detached garage behind my house. Pets always stay for free, and no additional cleaning fees are charged. Private self access is provided so you come and go as you please. The unit has a full kitchen, king sized bed, 4 pillows, 100% cotton sheets and coverlet. Laundry detergent and dish soap are provided. Trash is located on the west sideof the building.

A cozy living space is shown, featuring a teal sofa and a yellow armchair beside a round coffee table. Two windows with bamboo shades allow natural light to enter, while a small desk and chair are visible in the corner, enhancing the usability of the room.

5 out of 5 average rating, 124 reviews

Detached suite in Mills 50 food paradise

Our cozy urban-jungle retreat puts you in the heart of an impressive food district and is centrally located. You’ll be a short drive/walk from dozens of diverse restaurants and several concert venues. Our detached suite is great for both business travel (5 min from downtown) and pleasure (30 min from the theme parks). The main room of the suite has space for lounging, a wet bar, and a small desk. It connects to a room with a queen bed and ensuite bathroom.

Guest house in Lake Eola Heights

A serene pool area features a vibrant red pool float resting in the clear water, surrounded by lush greenery. Comfortable outdoor seating is arranged near the pool, with large umbrellas providing shade. The backdrop showcases a charming pool house with multiple glass doors, inviting natural light.

4.99 out of 5 average rating, 285 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Popular amenities for guest house rentals in Orlando

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest house in Lake Eola Heights

A bright and airy studio space is depicted, featuring a spacious bed with a light-colored blanket. A wooden tray sits on the bed with a drink. A TV is mounted on the wall opposite a casual seating area with a coffee table and a comfortable couch.

4.95 out of 5 average rating, 281 reviews

Bright + Modern Downtown Guesthouse near Lake Eola

Guest house in Thornton Park

A welcoming sign for The Green Room is displayed on the exterior wall. The sign features the name 'Green Room' in a stylish font, surrounded by a decorative circular border. The year 'EST 2022' is included, emphasizing a modern touch to the entryway.

4.92 out of 5 average rating, 100 reviews

The Green Room Orlando

A cozy bedroom is featured with a spacious bed covered in a yellow blanket. Artwork accents the walls, and a ceiling fan is visible above. A sliding barn door leads to the bathroom area, while a mirror and small closet add functionality to the space.

4.92 out of 5 average rating, 170 reviews

Tiny House | Airport & Downtown Orlando 15 Min

The exterior of the two-story cottage is captured, showcasing a red and white color scheme with black shutters. Lush green landscaping and a well-maintained lawn surround the home, while a concrete driveway leads to a detached garage nearby. A white picket fence adds charm to the property.

4.91 out of 5 average rating, 194 reviews

8th Green Cottage - A relaxing oasis in the city

A cozy sleeping area features a spacious bed with dark bedding. A wall-mounted television displays a calming fire effect. The room's dark walls create an intimate atmosphere, complemented by a side table holding neatly arranged towels. Soft lighting enhances the room’s tranquil feel.

4.97 out of 5 average rating, 116 reviews

Lou’s Garden Hideout

Guest house in Thornton Park

A charming exterior of a cottage-style house is framed by lush greenery and well-kept landscaping. A friendly Golden Retriever stands on the front lawn, which features a mix of plants and decorative elements. A welcoming porch with seating is visible, inviting relaxation.

4.9 out of 5 average rating, 827 reviews

Thornton Park's Historic Guest House - private

A comfortable sleeping area features a spacious bed covered with a floral-patterned blanket. Two bedside lamps provide soft lighting. A small dining table with four chairs is positioned nearby, and a kitchenette is seen in the background with modern appliances and cabinetry.

4.99 out of 5 average rating, 107 reviews

Beautiful garage suite w/washer and dryer

An outdoor pool is centered within a landscaped patio area, surrounded by lush greenery and mature plants. Two teak lounge chairs are positioned in the foreground, facing the calm water, while sun umbrellas and vibrant seating are visible nearby.

4.89 out of 5 average rating, 170 reviews

Vintage Florida Vibes House

Guest house rentals with a patio

Guest house in Park Lake/Highland

A cozy living area is adorned with deep green walls, featuring a spacious bed with decorative pillows and a textured blanket. A television is mounted against the wall, accompanied by a wooden console. A light-colored sofa adds to the inviting atmosphere, complemented by woven wall art.

4.91 out of 5 average rating, 308 reviews

“The Clementine” Boho Home in Orlando’s Food Scene

Guest house in Winter Garden

A welcoming outdoor space is presented with two patterned armchairs and a wicker chair arranged around a glass-topped table. A decorative wall feature adds texture, while potted plants and a decorative heron enhance the tranquil atmosphere. Warm light filters through the area.

4.94 out of 5 average rating, 119 reviews

Blue Heron Bungalow

A charming arched bridge is framed by lush greenery and hanging Spanish moss. The surroundings are filled with trees and plants, creating a serene outdoor space that invites exploration.

4.92 out of 5 average rating, 194 reviews

Jefferson St. Cottage

A private entrance is framed by a wooden fence and presents a clean white door. Potted red flowers are positioned on either side of the entrance, complemented by decorative wall art. The pathway is lined with square stone pavers, surrounded by decorative gravel.

4.84 out of 5 average rating, 106 reviews

Guesthouse Close to Downtown Orlando/UCF/Airport

The exterior of the property is framed by a vibrant tropical garden, featuring lush greenery and colorful plants. A stone pathway leads to the entrance of the house, bordered by well-maintained grass and large trees, creating a welcoming approach.

4.89 out of 5 average rating, 190 reviews

The Little House

A modern pool house is featured, with large glass doors opening to a swimming pool. The exterior includes a tree emblem and a small seating area with a chair. Sun loungers are positioned near the pool, surrounded by lush grass and a wooden fence.

4.98 out of 5 average rating, 105 reviews

Amazing New Pool House!

4.96 out of 5 average rating, 192 reviews

A mid-century modern home is illuminated at dusk, showcasing its distinctive architectural features. Large glass windows reflect the evening light, while the warm glow from interior lighting enhances the inviting exterior. Lush landscaping surrounds the house, providing a serene atmosphere.

Guest house in Maitland

Private 1-bd Mid-Century Guesthouse

A modern studio space is highlighted by a spacious bed with a grey wooden frame and blue accents. A kitchenette equipped with stainless steel appliances is visible, alongside a compact dining area. Natural light enters through window coverings, complementing the cozy atmosphere.

4.95 out of 5 average rating, 130 reviews

Modern & Cozy Retreat - Orlando City Center Epic

Guest house rentals with a washing machine and dryer

A cozy seating area features a patterned armchair and a sleek gray sofa. A TV mounted on the wall displays a tranquil beach scene. Light streams in through a window with blinds, illuminating the natural wood floor and woven area rug.

4.93 out of 5 average rating, 258 reviews

Bungalow Near Epic, Disney and Downtown Orlando

Superhost

A spacious outdoor area features a fire pit surrounded by seating options, including loungers and umbrellas. Lush greenery adds a natural backdrop, and the setting is illuminated by a warm evening glow, creating a welcoming environment for relaxation.

Guest house in Wadeview Park

4.85 out of 5 average rating, 117 reviews

Relaxing Private Studio in the Trees!

Guest house in Thornton Park

A cozy sleeping area is featured with a spacious bed dressed in a textured blanket. A small kitchenette area is visible in the background, accompanied by a wall-mounted shelf adorned with greenery. Natural light filters in through a nearby window, illuminating the warm wooden floor.

4.99 out of 5 average rating, 256 reviews

Black House- Private Cottage in Thornton Park!

A comfortable living area is furnished with a dark sofa and an armchair. A light-colored throw blanket is draped over the sofa, and a patterned area rug adds warmth to the tiled floor. Natural light streams through the windows, illuminating the dining area in the background.

4.85 out of 5 average rating, 110 reviews

1/1 Private Guesthouse in Orlando (South Downtown)

A living area features a flat-screen TV mounted on the wall, showcasing a beverage advertisement. A wooden tray holds a remote control, a pair of glasses, and a phone. Light wood paneling adds warmth to the space, complemented by a clock and decorative items on the shelf.

4.93 out of 5 average rating, 107 reviews

Tiny house downtown orlando

The kitchen area features white cabinetry and a granite countertop, accompanied by a mini-fridge, microwave, and a coffee maker. A washer and dryer are integrated into the cabinetry. A dark upholstered bench is positioned nearby, enhancing the functional space.

4.96 out of 5 average rating, 328 reviews

Peculiar One bedroom Studio.

Superhost

The studio features a spacious sleeping area with a queen bed dressed in soft linens. A cozy seating area with striped chairs and a wooden desk is visible. The kitchen area includes modern appliances, while natural light enters through the nearby windows, illuminating the warm terracotta tile floor.

Guest house in Wadeview Park

4.89 out of 5 average rating, 290 reviews

Cozy Guest Home 1.8 Miles from City Center