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, 250 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, 122 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.

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, 128 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.

A comfortable living area features a dark leather sofa, a wooden coffee table, and a dining table with chairs. Bright light filters in from the outdoor patio, revealing lush greenery and a seating area beyond the sliding glass doors adorned with a vibrant red umbrella.

4.96 out of 5 average rating, 468 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

A stylish kitchen is equipped with modern stainless steel appliances, including a refrigerator and microwave. A central island features two metallic stools, and the cabinetry is finished in a soft gray. A small potted plant adds a touch of greenery to the space.

4.99 out of 5 average rating, 115 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 Thornton Park

The bedroom features a spacious bed dressed in a dark grey coverlet, accented by light pillows. Natural light enters through a window draped with white blinds. A ceiling fan provides air circulation, while artwork and bedside tables enhance the decor.

4.96 out of 5 average rating, 601 reviews

Private Luxurious Apt. - Historic Downtown Orlando

Design forward apartment in downtown, off brick-lined streets with private entrance and easy/free parking. Fully refreshed in 2026 with new bathroom, murals, and more. Full kitchen, living, separate bedroom & bathroom plus space for working. Pullout ottoman in living room. Large outdoor living space. Amenities: fridge, microwave, stove/oven, dishwasher, washer/dryer, smart TV, WiFi & more. Featured in Orlando Date Night's Guide for locals and a top Airbnb stay / guest favorite

The living area features a soft mustard-yellow sofa complemented by two green accent chairs. A glass coffee table sits in front of the sofa, and a large flat-screen TV is mounted on the wall, above a decorative piece showcasing soothing colors.

4.94 out of 5 average rating, 177 reviews

The 𝕆𝕣𝕝𝕒𝕟𝕕𝕠 is the first step in the process.

✔ 2022 built totally private detached guest house away from the main house ✔ Private two parking spots ✔ private front & back yard space ✔ Fully fenced for maximum privacy ✔ Private patio space in private backyard seats 4 people ✔ Comfortable Queen bed + Queen pull out sofa unit ✔ Full Kitchen ✔ Small back patio with chairs ✔ Smart TV ✔ Washer/Dryer FREE in unit ✔ Workspace ✔ High-Speed Wi-Fi ✔ Free Parking (2 spaces) ✔ All essentials included towels, shampoo, conditioner

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, 127 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 spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.

4.99 out of 5 average rating, 187 reviews

Luxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

4.9 out of 5 average rating, 285 reviews

An open kitchen area features modern appliances, including a stainless steel refrigerator and stacked washer/dryer units. A round dining table surrounded by black chairs is illuminated by a decorative light fixture. A wall-mounted TV sits across from the dining space, enhancing practicality.

Guest house in Bay Hill

Modern Guest Studio

Private Guest Studio in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

4.93 out of 5 average rating, 286 reviews

A charming guesthouse is nestled among lush tropical vegetation, surrounded by diverse greenery and tall trees. Sunlight filters through the leaves, casting dappled light on the exterior and patio area, creating a serene and inviting atmosphere.

Guest house in Gotha

Paradise nook near Orlando's theme parks

A quick escape to an amazing stay. Immersed in green tropical vegetation, our unique tiny Guesthouse is where we usually host our visiting family and friends from out of town. It is also open to Airbnb guests who are visiting Greater Orlando! Perfect location to escape from the hustle and bustle of a big city, yet close to everything. Take advantage of its availability and join the great experience our guests are always talking about.

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, 281 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

A charming exterior view of the studio garage apartment is shown, featuring a dark door adorned with a floral decoration. Stone steps lead up to the entry, surrounded by lush greenery and plants. The garage door is white with double panels, complementing the neutral wall color.

4.99 out of 5 average rating, 118 reviews

The Studio

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, 118 reviews

Detached suite in Mills 50 food paradise

Guest house in Malibu Groves

4.92 out of 5 average rating, 145 reviews

Tiny Home in Orlando, Florida

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, 257 reviews

Bungalow Near Epic, Disney and Downtown Orlando

A spacious suite is displayed with light blue walls and a full bed featuring striped bedding. A smart TV is mounted on the wall, while a small kitchenette with a refrigerator and a dining area is visible. Natural light enters through a window shaded with blinds.

4.93 out of 5 average rating, 276 reviews

"Modern Suite"

A light blue elevated guesthouse features a spacious deck with white railings overlooking a landscaped yard. A set of stairs leads up to the entrance, surrounded by greenery and large trees. The ground area includes outdoor seating, complementing the serene environment.

4.97 out of 5 average rating, 266 reviews

The Loft in College Park

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, 102 reviews

Amazing New Pool House!

Guest house in Winter Park

A bright living area features a gray sofa adorned with cushions, positioned near a light area rug. A small table and two wooden stools are located by the kitchen counter, with a decorative wall hanging and a potted plant enhancing the space's inviting atmosphere.

4.85 out of 5 average rating, 184 reviews

Cozy guest house close to Downtown Orlando

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, 302 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, 115 reviews

Blue Heron Bungalow

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, 103 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, 184 reviews

The Little House

4.96 out of 5 average rating, 189 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, 128 reviews

Modern & Cozy Retreat - Orlando City Center Epic

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, 352 reviews

Cozy Guest Suite in heart of Downtown Orlando

Guest house in Azalea Park

A cozy studio apartment features a comfortable bed adorned with soft linens and decorative pillows. Natural light filters through sheer curtains, illuminating a stylish wall-mounted TV and a small dining area. A woven rug adds texture to the dark wooden floor.

4.99 out of 5 average rating, 101 reviews

Charming Studio for two, 13 min from MCO Airport

Guest house rentals with a washing machine and dryer

Guest house in Wadeview Park

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.

4.85 out of 5 average rating, 116 reviews

Relaxing Private Studio in the Trees!

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)

Guest house in Park Lake/Highland

The living area features a comfortable brown sofa and a wooden coffee table, positioned on a patterned rug. Natural light filters in through two windows, complementing the neutral wall color. A smart TV is mounted on the wall above a stylish wooden console.

4.94 out of 5 average rating, 101 reviews

20 | Excellent | Above Average

4.78 out of 5 average rating, 371 reviews

A spacious living area features two comfortable blue sofas adorned with decorative pillows. A sleek black coffee table is positioned in the center, holding a small plant. Abstract art pieces hang on the walls, and natural light enters through glass sliding doors.

Guest house in Maitland

Modern Guesthome in Central FL

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.

4.92 out of 5 average rating, 104 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, 325 reviews

Peculiar One bedroom Studio.

Guest house in Wadeview Park

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.

4.89 out of 5 average rating, 288 reviews

Cozy Guest Home 1.8 Miles from City Center