Guesthouse vacation rentals in Orlando

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, 778 reviews

Thornton Park's Historic Guest House - private

Please, read my reviews so you know what to expect when staying at the Thornton Park Guest House! Jackson, our Golden Retriever, is the real Super Host! Come join us for a weekend getaway, work trip or just so you don’t have to drive home after a fun night! We welcome all to stay with us! Orlando has some amazing historic neighborhoods that most people don't know about! Here's a great spot that's only a few blocks to Lake Eola, located in one of the most beautiful neighborhoods in FL!

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, 223 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.

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.

4.97 out of 5 average rating, 113 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, 350 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!

Superhost

An outdoor patio area is furnished with a seating set featuring turquoise cushions, under a shaded pergola. A private pool reflects the blue sky, and a built-in grill is positioned nearby, enhancing the inviting atmosphere for relaxation and outdoor dining.

Guesthouse in Wadeview Park

4.86 out of 5 average rating, 316 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $10 every extra day.

4.99 out of 5 average rating, 140 reviews

Baldwin Park Guest House

Welcome to Beautiful Baldwin Park, This Brand New Private sanctuary with modern day decorations, amenities and large screen television is the perfect place for a couple or single to experience the beautiful Orlando area. Conveniently located near the Orlando International Airport, Winter Park and downtown area Enjoy your morning coffee on the private patio . This entire property is very clean and well maintained, we look forward to being your host for your next central Florida visit

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.

4.96 out of 5 average rating, 135 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.

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.

4.95 out of 5 average rating, 155 reviews

𝓜𝓸𝓭𝓮𝓻𝓷 𝕧𝕒𝕔𝕒𝕥𝕚𝕠𝕟 𝕚𝕟 𝕆𝕣𝕝𝕒𝕟𝕕𝕠

✔ 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, 521 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.

A cozy bedroom is showcased with warm wood paneling and soft lighting. A spacious bed is adorned with neutral tones and decorative pillows. A flat-screen TV is mounted on the wall, and large windows, covered by modern shades, allow filtered light to enter the room.

4.78 out of 5 average rating, 550 reviews

Private Studio Near Universal, Disney & Shopping!

Discover this cozy studio, completely private with its own entrance. It features a comfortable queen bed, a private bathroom, and a kitchen. It also includes a Luxurious Sofa and free parking. Just 15 minutes from Florida Mall, 15 minutes from the airport, 20 minutes from Disney, and 12 minutes from Universal Studios, as well as 8 minutes from I-Drive Orlando, Millenia Mall, and many more attractions. Perfect for a comfortable and private stay near Orlando’s top attractions!

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, 115 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.

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, 577 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!.

Popular amenities for Orlando guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A spacious deck features wooden steps leading to a cozy house. Lush greenery surrounds the area, with vibrant plants visible on the deck. Large glass doors provide a view into the interior space, inviting light and natural elements into the setting.

5 out of 5 average rating, 16 reviews

Charming Lakeside small House

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, 111 reviews

The Studio

A cozy living area features a dark gray sofa with bright yellow accent pillows and a matching ottoman. There are two wooden side tables with potted plants placed on them, and a wall art piece displaying the word 'FAMILY' hangs above.

4.82 out of 5 average rating, 588 reviews

Spacious getaway close to Universal and Outlets!

Guesthouse in Malibu Groves

4.92 out of 5 average rating, 113 reviews

Tiny Home in Orlando, Florida

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, 249 reviews

"Modern Suite"

The studio features a cozy sleeping area with a full-size bed adorned with a patterned duvet. A comfortable seating area with a grey chair and decorative pillows is present. Natural light enters through multiple windows, enhancing the bright, inviting decor.

4.98 out of 5 average rating, 94 reviews

Chic Studio Near UCF – For Solo Guests & Couples

A small outdoor seating area features two chairs with tropical-themed cushions and a metal table between them. A green decorative flower hangs on the wall, and the tiled floor reflects a light color. A door is positioned nearby, leading to the interior.

4.77 out of 5 average rating, 624 reviews

Little Studio,Pequeño estudio .

Guesthouse in Lake Eola Heights

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.

5 out of 5 average rating, 78 reviews

Livingston Hideaway - 2 Blocks From Lake Eola

Guest house rentals 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, 279 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, 23 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, 100 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, 24 reviews

Cozy Lake View Stay

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, 92 reviews

Amazing New Pool House!

4.97 out of 5 average rating, 173 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.

Guesthouse in Maitland

Private 1-bd Mid-Century Guesthouse

Superhost

5 out of 5 average rating, 3 reviews

Sage Guest House

A heated saltwater pool is set within a landscaped backyard, featuring paver stones and surrounded by a white privacy fence. Colorful pool floats rest on the water's surface. Multiple lounge chairs and shade umbrellas are positioned around the pool, enhancing the relaxing outdoor space.

4.97 out of 5 average rating, 38 reviews

~Elegant Suite • Luxe Pool • Prime Orlando Stay

Guest house rentals with a washer and dryer

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, 184 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, 178 reviews

Jefferson St. Cottage

A welcoming arrangement is presented on a woven tray, featuring a bottle of wine and two glasses alongside a decorative pumpkin and a small sign. The background displays a cozy bedroom with a quilted bedspread and decorative pillows.

4.99 out of 5 average rating, 139 reviews

Top 1% ABNB Villa Oasis w/ Botanical Courtyard

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, 129 reviews

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

Superhost

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.

4.91 out of 5 average rating, 276 reviews

Modern Guest Studio (Private) Pool / Spa available

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, 170 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.

4.96 out of 5 average rating, 458 reviews

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

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.