Guesthouse vacation rentals in Kissimmee

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.

4.87 out of 5 average rating, 144 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

4.91 out of 5 average rating, 145 reviews

Cozy & Deluxe studio for 2 near Disney & parks

Welcome to my independent apartment in my house, I have a great location and you can enjoy easy access to popular shops, restaurants and parks from this charming place to stay with a great location. I also offer the ride from/to the airport just for $30 each ride from home. MCO 30 Min Kissimmee gateway Airport 3 miles-7min Osceola hospital 2.7 miles-7min Disney world and Disney parks are 11-12 miles Universal Studios/ aventure Island is 18 miles The Loop Shopping center is 5.7 miles

A comfortable bedroom is shown, featuring a spacious bed dressed in crisp linens. A flat-screen TV is mounted on the wall, while natural light enters through a window adorned with white blinds. Additional storage is provided by a nearby basket and a sleek side table.

4.81 out of 5 average rating, 257 reviews

Luxury 5 star home 3 min Universal/ Orlando City

Discover your home away from home in this inviting 1 bedroom, 1 bathroom guesthouse, designed for comfort and modern convenience. Relax in a prime location, this cozy retreat offers easy access to popular theme parks, making it an ideal choice for fun-filled vacations. The bathroom suite has a rain shower just like you would expect in a 5-star Hotel, full kitchen, appliances and 2 TVs, one in the bedroom, and another in the living room.

A spacious bed is dressed in a patterned duvet with a combination of navy and white colors. Soft coral pillows add a pop of color. A small nightstand is positioned beside it, featuring a unique lamp. The room is softly illuminated, creating a cozy ambiance.

4.94 out of 5 average rating, 113 reviews

Bello apartamento a estrenar

Disfruta de la sencillez de este alojamiento tranquilo, céntrico y acogedor . Es un apartamento espectacular tipo estudio con entrada independiente a la casa . Y todo el alojamiento está disponible solo para los huéspedes . Con área de parrilla . A 15 min del aeropuerto de orlando y 20 min de los parques . Cerca de los outlets y del convención center. Contamos con estacionamiento y si deseas traslado también podríamos ayudarte

Guesthouse in Four Corners

A cozy bedroom features a tufted gray headboard above a neatly made bed with white linens. Decorative pillows are arranged on the bed, and whimsical letters spelling 'DREAM' adorn the wall above. Two bedside tables with lamps provide a soft glow.

4.98 out of 5 average rating, 500 reviews

Quiet Room Close to Disney and Attractions

Quaint and quiet retreat just minutes from attractions. Private in-law suite and bathroom, detached from main house. Features all the basic amenities of a hotel room with the feeling of home. Room is perfect for up to three persons. Queen bed and additional sleeper sofa. Located in Reunion Resort. There is a pool, gym, and spa located within the resort but not on the property and is for Reunion club members only.

The modern kitchen features a spacious island with seating for four. A vibrant yellow door adds a pop of color to the neutral decor. Stainless steel appliances and pendant lighting enhance the contemporary design, complemented by white tile backsplash and wooden accents.

4.93 out of 5 average rating, 327 reviews

CLEAN & Modern 2BR w/ sunny yard, close to Disney

Our place is a 2BR, one-bath entire home, with a cozy fire pit and patio furniture space, a fun kids playground area, and a large sunny yard with mature trees for you and guests to explore and enjoy. Excellent location within 15 mins driving distance to the main Disney amusement parks. Free WiFi and HDTV with streaming services available. Please read “Guest Access” for note on other house in the property.

Guesthouse in Southern Oaks

A bright living area is presented with vaulted ceilings and hardwood floors. Comfortable seating is arranged around a central coffee table, with soft lighting provided by table lamps. Natural light filters through the windows, illuminating the decor and creating a welcoming atmosphere.

4.85 out of 5 average rating, 111 reviews

Historic lakefront guesthouse

Relax and enjoy the serenity of this historic guesthouse with large grounds and a beautiful lake. Start out your day with a cup of your favorite coffee out on the balcony or shoreside, watching the sun reflect off the lake and listening to nature. Then take out a kayak or paddle board for a bit of cardio before heading out to the parks, or enjoy some of Orlando’s hidden secrets for a bit of local fun.

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.

4.86 out of 5 average rating, 115 reviews

Estupendo alojamiento en Orlando!

Casa particular con ubicación excepcional en la ciudad de Orlando - Florida📍 La casa cuenta con puerta principal inteligente, cocina y baños complementos equipados con todo lo que necesitas! Además cuenta con estacionamiento completamente gratis. A tan solo minutos de parques acuáticos de Orlando y Universal!

4.98 out of 5 average rating, 292 reviews

"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.

4.95 out of 5 average rating, 199 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

Modern and very comfortable efficiency with private entrance, 1 free parking at driveway, equipped kitchen, 1 queen bed & 1 futon. Only 20 min drive to Magic Kingdom, 35 min to Universal, 25 min to Disney Springs and close to many other attractions.

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.

4.78 out of 5 average rating, 628 reviews

Little Studio,Pequeño estudio .

Este pequeño studio está situado en la parte lateral de la casa.tiene una entrada independiente con fácil acceso . La segunda puerta es la entrada a su studio .Tiene una pequeña ventana.

The exterior of a single-story house is showcased, featuring a combination of light peach-colored walls and stone accents. A neatly manicured lawn and small hedges frame the entrance, which is marked by a covered porch. A driveway leads to a garage door on the left.

4.83 out of 5 average rating, 349 reviews

Nice Brand New Studio !!

Studio with a private entrance for a Maximum of 4 people. 1 queen sized bed and 1 full sized sofabed. Small refrigerator, microwave, coffee maker, toaster and WiFi included.

Popular amenities for Kissimmee guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.86 out of 5 average rating, 7 reviews

“Orlando private Cozy suite”

An inviting kitchen and dining area are visible, featuring a wooden dining table with four chairs and soft lighting. A cozy sofa adorned with decorative cushions is placed nearby. Natural light filters through the window, while a fan offers a touch of comfort.

4.68 out of 5 average rating, 47 reviews

Casita cerca de Disney y Universal - mikeyfl-1

The kitchen space is equipped with essential appliances, including a microwave and coffee maker. A door leads to a patio area featuring outdoor seating. The light-colored cabinetry contrasts with the dark countertops, while colorful cups hang decoratively on the wall.

4.85 out of 5 average rating, 154 reviews

El Descanso.

A modern kitchen area features white cabinetry with a gray countertop, complemented by a black tile backsplash. A stove and sink are visible, with a small plant hanging above. Natural wood paneling adds warmth to the space, enhancing its rustic charm.

4.62 out of 5 average rating, 167 reviews

Cozy Tiny house in Kissimmee close the parks

A cozy futon, adorned with a decorative pillow, is positioned in a well-lit space. It faces a small side table with a lamp and a wooden dresser, reflecting a blend of comfort and functionality. Soft natural light streams through a nearby window.

4.92 out of 5 average rating, 66 reviews

Nature Kissed Casita. Embrace the chill!

5 out of 5 average rating, 6 reviews

Guest Suite at Reunion Golf Resort close to Disney

5 out of 5 average rating, 5 reviews

Beautiful guest house, separate entrance.

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, 284 reviews

Cozy Guesthouse Getaway

Guest house rentals with a patio

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, 21 reviews

Charming Lakeside small House

Crystal-clear water is visible in the pool, with water features gently cascading into the inviting surface. The surrounding area includes a spacious outdoor living space, offering a calming blend of greenery and comfortable seating.

4.89 out of 5 average rating, 38 reviews

Privatepool studio near Disney Restaurants & Shops

A heart shape formed by red rose petals is arranged on a white bedspread, creating a romantic focal point. Additional scattered petals enhance the presentation around the central heart, contributing to a welcoming and intimate atmosphere.

4.81 out of 5 average rating, 27 reviews

Spectacular Romantic Red-Oasis -EPIC, OIA, Fl MALL

A comfortable sleeping area features a spacious bed with plush pillows. Above the bed, a shelf displays framed art pieces. A desk and chair are positioned next to a closet with louvered doors, creating a workspace within the room.

4.9 out of 5 average rating, 21 reviews

Modern and cozy Studio in the heart of Orlando

The living room is spacious with comfortable seating arrangements, including a dark gray sofa and a light gray couch facing a wall-mounted TV. A coffee table is centered on a patterned area rug, while natural light enters through large windows leading to the back patio.

4.85 out of 5 average rating, 46 reviews

Inviting 3 br haven: vaca/work

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, 25 reviews

Lakeside Palm Escape

The collage displays four areas of the guesthouse. A clear pool reflects light under a shaded umbrella. A cozy bedroom features a full-over-queen bunk bed with bright wall decorations. The kitchen counter showcases a well-stocked drawer of snacks and essentials. Greenery adds warmth throughout.

4.92 out of 5 average rating, 24 reviews

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

A tranquil pool area reflects the softly illuminated surroundings created by string lights overhead. Sliding glass doors lead to an inviting interior space, framed by palm trees that gently sway in the evening breeze.

4.96 out of 5 average rating, 47 reviews

Thousand Oaks Peaceful Studio with Private Pool

Guest house rentals with a washer and dryer

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, 25 reviews

Cozy Lake View Stay

A kayak glides through calm waters surrounded by lush greenery, with a wooden dock visible in the background. Tall trees frame the scene, providing a serene atmosphere. This image highlights the tranquility and natural beauty of the area, reflective of the unit's peaceful surroundings.

4.5 out of 5 average rating, 12 reviews

Waterfront/KayakFishing/nearDisney&LakeTohoa/Pets

A cozy sleeping area is highlighted by a vibrant yellow bedspread. Decorative pillows in shades of blue and red accent the bed, complemented by a colorful wall art piece overhead. A stylish blue chair with a red pillow is positioned to the side, alongside a doorway.

4.94 out of 5 average rating, 81 reviews

Beauty & Beast Guest House, Near Disney, Sleeps 4

A well-appointed bedroom features a spacious bed centered against a stylish black headboard. Two bedside tables with sconces provide soft lighting. A bench with a textured fabric sits at the foot of the bed, and natural light enters through a covered window, creating a calm ambiance.

4.8 out of 5 average rating, 10 reviews

Hermosa habitación para pareja

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.

4.95 out of 5 average rating, 20 reviews

Boutique Suite in Orlando

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.

4.9 out of 5 average rating, 280 reviews

Modern Guest Studio (Private) Pool / Spa available

Guesthouse in Four Corners

5 out of 5 average rating, 12 reviews

MR 2 - Conforto e Privacidade

A cozy bedroom features a neatly made bed with a soft grey comforter and coordinating pillows. Two bedside tables with lamps are placed on either side, providing gentle light. Natural light enters through a window adorned with simple blinds, enhancing the room's inviting atmosphere.