Guesthouse holiday rentals in Orlando

4.97 out of 5 average rating, 149 reviews

Lou’s Garden Hideout

Welcome to Lou’s Garden Hideout, a private retreat tucked away in one of Orlando’s most charming neighborhoods. Just steps from Harry P. Leu Gardens, this cozy suite features a comfortable queen bed, private bathroom, Netflix, fast WiFi, coffee station, microwave, mini fridge, and free parking. Enjoy a peaceful stay while being minutes from Downtown Orlando, Winter Park, hospitals, restaurants, shopping, and world-famous attractions. Relax, recharge, and make yourself at home.**FREE WIFI NETFLIX

LocationFamilyAir conditioning

A bright living space features a comfortable sectional sofa adorned with decorative pillows, paired with a light-colored armchair. A wooden coffee table sits on a textured area rug, while a ceiling fan and pendant lighting add modern touches. The kitchen bar is equipped with high stools, enhancing the open layout.

4.99 out of 5 average rating, 112 reviews

Livingston Hideaway • Walk To Lake Eola • Hot Tub

Welcome to Livingston Hideaway, a charming historic duplex in downtown Orlando, just two blocks from Lake Eola. This private space offers a quiet, residential feel while being steps from dining, nightlife, and events. Perfect for couples or business travelers, it features a private entrance, fenced outdoor area with hot tub and putting green, free parking, and fast Wi-Fi. Thoughtfully updated with modern comforts, Livingston Hideaway blends historic character with walkable downtown convenience.

ValueLocationNearby

5.0 out of 5 average rating, 147 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.

Guesthouse 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.

FamilyValueEV charging

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.

4.9 out of 5 average rating, 198 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

ValueFamilyWalkability

Guesthouse 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.

4.89 out of 5 average rating, 849 reviews

Thornton Park Guest Suite - Lake Eola Private

Escape the tourist crowds and experience Orlando like a local in historic Thornton Park, one of the city’s most charming and walkable neighborhoods. Just blocks from Lake Eola, our private guesthouse offers free parking, 1-gig Wi-Fi, a queen bed, and a walk-in shower. Perfect for weekend getaways, business trips, concerts, or a downtown staycation, within walking distance KiaCenter and DrPhilips. And yes—Jackson our Golden Retriever, is the unofficial Superhost and loves greeting guests! 🐾

FamilyLocationKitchen

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, 150 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.

ValueLocationParks

A comfortable living area features a warm orange sofa paired with a matching accent chair. A round coffee table sits on a colorful area rug. Large windows provide ample natural light, and artwork adorns the walls. A dining space is visible in the background.

5.0 out of 5 average rating, 113 reviews

King/Queen Quiet Vibey Bungalow Guest House

Our beautifully renovated 1950's home is nestled in a quiet neighborhood just a few blocks from everything. The ColonialTown North district of Orlando (also called Mills/50) is a vibrant, central area with exceptional walkability to grocery stores, a trendy bar scene, LOTS of coffee and boba options, foodie restaurants and casual late night eats. Families will love the playground just two streets away. When you're ready, retreat to our front deck and watch the sunset reflect off the trees!

FamilyLocationBathroom

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, 135 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)

LocationFamilySleep quality

Guesthouse 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, 105 reviews

The Green Room Orlando

Come enjoy The Green Room experience in beautiful Downtown Orlando in Thornton Park. Rub shoulders with some famous artists and performers! This stylish space is just what anyone needs before a big show or just a walk to Lake Eola. So many amenities in this hip studio! Fall asleep on our comfortable memory foam bed under the warm custom wood ceilings. You can relax on the couch watching your favorite shows, have a drink on the patio, or wash off the theme parks with a nice shower!

LocationFamilyBackyard

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, 287 reviews

Bright + Modern Downtown Guesthouse near Lake Eola

Best location in Orlando. No need for a car. This beautiful, historic 1947 garage apartment is a 5-minute walk to Lake Eola, and within walking distance of many lovely cafes, restaurants, and bars. We are very proud of our little guesthouse behind our home. We would love to host you and show off our beautiful city. Driving distances to major attractions: - Dr Phillips Center || 5 min (1.2 miles) - Amway Center || 5 min (1.5 miles) - Universal Studios || 20 min - Disney || 30 min

FamilyValueSolo travel

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, 180 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.

FamilyValueComfort

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, 106 reviews

20 | Excellent | Above Average

Newly built ! Entire private garage apartment! Step into the comfort of this unique garage apartment nestled in the tranquil and picturesque Mills 50 District . This home promises a relaxing retreat close to the All Major Theme parks and biking trails Downtown Orlando , restaurants, shops, and attractions. ✔ Comfortable Queen bed sleeps "2" ✔ Full Kitchen ✔ Free designated parking spot and free street parking ✔ Smart TV ✔ Washer/Dryer "FREE" ✔ Workspace ✔ High-Speed Wi-Fi

ValueLocationLong stay

Popular amenities for Orlando guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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, 388 reviews

Oasis Garden Cottage -cozy, chic, near everything!

FamilyLocationKitchen

Guesthouse in College Park

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, 198 reviews

8th Green Cottage - A relaxing oasis in the city

ValueLocationDecor

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, 293 reviews

Livingston Pool House- In The Heart of Downtown

LocationValuePool

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, 195 reviews

Cozy guest house close to Downtown Orlando

LocationFamilyAccess

A quaint exterior view of a small house surrounded by lush greenery. The porch is framed by a railing and features a couple of chairs, while string lights add a charming touch. Colorful flowers bloom in the foreground, enhancing the serene atmosphere.

4.95 out of 5 average rating, 473 reviews

Garden House near Orlando's cultural hub

FamilyLocationBiking

4.88 out of 5 average rating, 443 reviews

Guesthouse in Maitland

Chez Bienvenu

FamilyValueCheckout

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.

4.9 out of 5 average rating, 177 reviews

Vintage Florida Vibes House

ValueLocationBathroom

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.

5.0 out of 5 average rating, 140 reviews

Detached suite in Mills 50 food paradise

FamilyValueCondition

Guesthouses with a patio

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.

5.0 out of 5 average rating, 269 reviews

The Sacred Space Downtown Orlando Milk District

LocationValueLaundry

4.98 out of 5 average rating, 349 reviews

Guesthouse in Kissimmee

"Little Blue House" Getaway Near the Disney Parks

ValueFamilyCondition

The spacious studio features a king bed with light bedding, a ceiling fan, and natural light from side windows. A 70-inch TV is positioned on a media stand across from the bed. A cozy seating area includes a circular coffee table and a decorative pouf.

4.93 out of 5 average rating, 135 reviews

Chic, luxury escape near Disney Universal & Epic

LocationValueCleanliness

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, 198 reviews

Jefferson St. Cottage

LocationValueCondition

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.

4.91 out of 5 average rating, 194 reviews

Tiny House | Airport & Downtown Orlando 15 Min

LocationValueCondition

4.95 out of 5 average rating, 106 reviews

comfortable stay

FamilyLocationTV

4.94 out of 5 average rating, 189 reviews

Luxury Guesthouse | Private Yard & Patio | Orlando

LocationFamilySleep quality

Guesthouse in College Park

4.99 out of 5 average rating, 171 reviews

College Park Villa Oasis w/ Botanical Courtyard

LocationFamilyBiking

Guest house rentals with a washing machine and dryer

4.9 out of 5 average rating, 290 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.

Guesthouse in Bay Hill

Modern Guest Studio with pool access

FamilyValueAmenities

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.

4.93 out of 5 average rating, 158 reviews

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

FamilyValueIndoor spaces

Guesthouse 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!

FamilyLocationAccuracy

The exterior of a renovated guesthouse is shown at night, featuring dark blue siding and a warmly lit interior. The entrance is framed by a large window, and a pathway leads to the back patio, illuminated by soft outdoor lighting.

4.86 out of 5 average rating, 276 reviews

Lovely Spacious Guesthouse in Mills 50 District

FamilyValueSolo travel

4.82 out of 5 average rating, 180 reviews

Cozy Tiny House Near Orlando Airport & Theme Parks

ValueLocationIndoor spaces

Guesthouse in Winter Garden

4.9 out of 5 average rating, 106 reviews

A place with a view

LocationValuePool

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, 291 reviews

Cozy Guest Home 1.8 Miles from City Center

FamilyLocationSleep quality

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.