Guesthouse holiday rentals in Orlando

Guesthouse 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, 123 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 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, 315 reviews

Peculiar One bedroom Studio.

"(Non Smoker and No Pets)". This is an amazing and comfortable studio. It is a separate portion of my home with a reserved parking space on our driveway In the kitchen there is a mini-fridge/freezer, microwave and a coffee maker. There is also an under counter washer and dryer. The sitting area includes a small couch with a twin mattress. This place is close to Walmart and Publix (5 minutes away). All attractions including Disney, Sea World and Universal are within 20-30minutes.

Guesthouse 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.

4.96 out of 5 average rating, 327 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 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, 163 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

A cozy studio suite is shown with warm wood accents. A small kitchenette is equipped with a microwave and refrigerator. A workspace with a blue desk and two chairs is visible. Bright green plants add a touch of nature, complemented by a vibrant area rug.

4.76 out of 5 average rating, 537 reviews

Private Cozy Cottage in heart of Orlando

Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

Guesthouse 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, 120 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 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.

4.98 out of 5 average rating, 250 reviews

The Loft in College Park

The Loft is a private guesthouse located above our garage near Downtown Orlando and Ivanhoe Village. It is walking distance to multiple restaurants, bars and shops. Also close to I-4 and easy access to the attractions. The studio space offers a queen size bed as well as a queen size sleeper sofa in the living room area. Luxurious full size bathroom with walk in shower and rain shower head. Perfect get away for those looking to enjoy Orlando!

Guesthouse 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.

5 out of 5 average rating, 268 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!

Guesthouse 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, 586 reviews

Private Luxurious Apt. - Historic Downtown Orlando

Cozy apartment in downtown, off brick-lined streets with private entrance. 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, TV, WiFi & more. Featured in Orlando Date Night's Guide for locals!.

Guesthouse in Delaney Park

A screened-in outdoor area features a inviting pool surrounded by wooden decking. The pool is designed with a circular feature, and the space includes a covered entryway with a brown door visible. Lush greenery is seen in the background.

4.91 out of 5 average rating, 170 reviews

Downtown private pool house. Two blocks from ORMC

Recharge in this private one bedroom, one bath pool house. Relax in the pool after a long day and enjoy a restful night in a very comfortable queen size bed. Walking distance to downtown and ORMC. Two miles to Kia (Amway) Center. Three miles to Camping World. Nine miles to Universal Studios. 14 miles to SeaWorld. 15 miles to Disney.

A bright living area is shown featuring a large flat-screen TV on a dark dresser, accompanied by a blue and white patterned area rug. A small dining table with tall chairs is positioned near a window, with a decorative plant and artwork adding a touch of color to the space.

4.91 out of 5 average rating, 287 reviews

Cozy Guesthouse Getaway

Welcome to our private studio guesthouse with queen mattress, full bath, kitchenette, mini fridge, microwave, coffee maker, WiFi, and cable TV. Convenient access to downtown, theme parks, beaches, and the turnpike. Perfect for the traveling business person or the amusement park visitor!

4.98 out of 5 average rating, 300 reviews

Guesthouse in Kissimmee

"Little Blue House" Getaway Near the Disney Parks

Your home away from home! Enjoy a comfortable and relaxing stay in our Casa Azul. Spacious and modern, it features a bedroom with a double bed, a private bathroom, a living room with a sofa bed, a dining room, and a fully equipped kitchen. Ideal for vacations with family or friends.

Popular amenities for Orlando guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

A modern kitchen area features white cabinetry with brass knobs and open shelving that displays decorative items. Stainless steel appliances, including a refrigerator and microwave, are visible. A coffee maker and cooking utensils are arranged on the countertop, contributing to a functional cooking space.

4.87 out of 5 average rating, 120 reviews

Great accommodation in Orlando!

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, 255 reviews

Bungalow Near Epic, Disney and Downtown Orlando

A serene mural depicting a lush landscape with arches frames a tranquil scene featuring greenery and a flowing stream. A desk and chair are positioned in one corner, while a neatly made bed with bright red linens occupies the opposite side, complemented by wooden furniture.

4.97 out of 5 average rating, 86 reviews

Cozy private cabin between downtown Orlando & MCO

4.99 out of 5 average rating, 146 reviews

College Park Villa Oasis w/ Botanical Courtyard

A modern kitchen features dark cabinetry with gold accents. An island offers two bar stools, while a farmhouse sink and stainless steel appliances are prominently displayed. Warm lighting highlights the white backsplash and countertop, contrasting with the wood-tone flooring.

4.96 out of 5 average rating, 24 reviews

Boutique Suite in Orlando

4.95 out of 5 average rating, 204 reviews

A well-equipped kitchen is visible, featuring modern cabinetry and stainless steel appliances. A small dining table is positioned in the foreground, adorned with a vase of fresh flowers. The backsplash adds a touch of elegance, complementing the overall clean and bright design.

Guesthouse in Clermont

Modern efficiency ~ Great location

A cozy bedroom features a spacious bed with a deep green headboard and coordinating bedding. A tufted bench is positioned at the foot of the bed. Natural light enters through a window, illuminating a side table and a small seating area with a fan overhead.

4.91 out of 5 average rating, 35 reviews

Love Nest Studio nearby highways and Airport

4.89 out of 5 average rating, 232 reviews

A spacious sleeping area features a queen bed with a patterned white and navy bedspread. A wooden nightstand is positioned beside the bed. A ceiling fan provides airflow. The kitchenette and dining area are visible in the background, showcasing modern appliances.

Guesthouse in Lake Como

Adorable Studio Guest House

Guesthouses with a patio

Guesthouse 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, 289 reviews

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

A shared private pool area features a clear blue pool surrounded by light-colored paving stones. Palm trees and green foliage are visible in the background, with a serene lake reflecting the sky. Lounge chairs are arranged nearby, providing a relaxing outdoor space.

4.96 out of 5 average rating, 27 reviews

Lakeside Palm Escape

Guesthouse 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.

4.93 out of 5 average rating, 106 reviews

Blue Heron Bungalow

A modern living area features a black sofa adorned with a soft white throw blanket and decorative pillows. A pair of round coffee tables, one with greenery, rests on a light-colored floor. Art hangs on the wall above, complemented by a window covered with shades.

5 out of 5 average rating, 32 reviews

Cozy Lake View Stay

A well-lit living area features a comfortable sofa and a coffee table, surrounded by plants. Two doors open to a grassy outdoor space, creating a connection between indoor comfort and nature. Artwork adorns the walls, adding modern character to the room.

4.96 out of 5 average rating, 78 reviews

Downtown Cozy/Modern Studio

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, 94 reviews

Amazing New Pool House!

A welcoming entrance is framed by a wooden fence and vibrant greenery. The patio features a comfortable hanging chair and a small table, providing a cozy space to relax. The front door, adorned with decorative glass, offers a glimpse into the stylish guesthouse.

4.85 out of 5 average rating, 62 reviews

Elegant and cozy guest house

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, 86 reviews

Charming Studio for two, 13 min from MCO Airport

Guest house rentals with a washing machine and dryer

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, 361 reviews

Oasis Garden Cottage -cozy, chic, near everything!

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.

Guesthouse in Wadeview Park

4.85 out of 5 average rating, 112 reviews

Relaxing Private Studio in the Trees!

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, 189 reviews

8th Green Cottage - A relaxing oasis in the city

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.

4.93 out of 5 average rating, 183 reviews

Jefferson St. Cottage

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, 145 reviews

Modern 1950s Studio • Near Downtown & Theme Parks

A living area is presented with a comfortable gray sofa adorned with decorative pillows. A white coffee table is centered in front, accompanied by a minimalist glass side table. Tall plants bring a touch of greenery, while a television completes the space.

4.92 out of 5 average rating, 133 reviews

Kyle's Place - Private Unit, Pool + Laundry Room

Guesthouse 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.

4.86 out of 5 average rating, 178 reviews

Cozy guest house close to Downtown Orlando

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.