Guesthouse vacation rentals in Orlando

A serene outdoor area features a classic Florida pool surrounded by lush greenery and natural rock formations. The spacious patio is paved with stones, with seating areas visible near the pool and mature trees providing shade.

4.88 out of 5 average rating, 129 reviews

Vintage Florida Vibes House

Enjoy a peaceful & stylish getaway in this detached Guesthouse with private entrance, gardens, full kitchen & pool. Sip coffee in the shade of our Oak trees. Grill out while you watch TV and cool off in the pool after a day at the parks. Sit under the stars and string lights and nestle into your cozy beds, with your own dedicated central AC unit and ceiling fans to keep you comfortable. Only 2 miles from downtown Orlando and directly off the I4 highway that takes you to every park & attraction.

Guesthouse in Delaney Park

The modern structure features a striking glass façade illuminated against the dusk sky. The dramatic roof design adds an architectural flair, while the surrounding landscape includes well-maintained greenery and pathways, suggesting a vibrant public space.

4.95 out of 5 average rating, 272 reviews

Private Guest Suite in heart of Downtown Orlando

Modern design and artistically inspired detached suite with private entrance & easy parking. We're 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!

4.97 out of 5 average rating, 295 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.

A serene outdoor path is framed by lush green foliage, featuring a small tree with budding leaves at its center. A white gate is partially visible, leading to a private space, while decorative plants add a touch of greenery along the brick walkway.

4.99 out of 5 average rating, 121 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

A coffee station is presented in the corner of a kitchen, featuring a Keurig coffee maker and a milk frother. Above, a wooden shelf displays a sign reading 'Coffee bar' along with a colorful box. A small dish holds sugar packets and coffee stirrers, complementing the granite countertop.

4.98 out of 5 average rating, 104 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 sports a full kitchen, king sized bed, 2 firm king pillows, 2 soft king pillows, 100% cotton sheets and coverlet. Soap, shampoo/conditioner, laundry detergent, and dish soap are provided.

A serene bench is positioned along a paved path beside a calm lake, with lush green grass and large trees offering shade. Overhanging branches draped in moss create a natural frame, enhancing the peaceful lakeside setting. The reflection of trees on the water adds to the tranquil atmosphere.

4.75 out of 5 average rating, 488 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.

The bathroom features a walk-in shower enclosed by a blue and white patterned curtain. A recessed shelf displays three bottles of toiletries, while two neatly folded white towels are hung on a nearby rack. The walls are tiled with light-colored marble, creating a clean and contemporary look.

4.92 out of 5 average rating, 226 reviews

"Modern Suite"

"Completly private cozy one-bedroom/bathroom suite with a romantic kitchen & dining area. Centrally located 20 minutes drive from Universal Studios. , 15 minutes to Downtown Orlando, 30 minutes to Disneyworld. Walking distance to Central Florida Fairgrounds, and Chinatown. Book your stay today!" INCLUDED - 1 Full Bed - 1 Full Bathroom - 1 Smart ROKU TV - Wi-Fi 60 Mbps - Kitchen - Refrigerator - Dining table & chairs - 1 Parking Space - AC/Heater -Temperature Range 70°F-79°F

5 out of 5 average rating, 249 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 College Park

A brown dresser with six drawers is positioned against a light green wall. Above it, three framed botanical prints are displayed. A decorative vase with dried grass and a small decorative item sit on top of the dresser, accompanied by coasters.

4.85 out of 5 average rating, 176 reviews

Cozy Escape in the Heart of Orlando w/ Fire Pit

Enjoy a peaceful getaway in this private, pet friendly guest suite. Awake refreshed and ready for a day of exploring Florida. Head out and wander east to beautiful beaches, west to the best theme parks, or stay close in the heart of Orlando and enjoy restaurants, shops, and parks (all in walking distance). After a day of fun, come back and roast some hot dogs or s’mores under the stars in our paver fire pit.

Superhost

The open living space features a modern kitchen with stainless steel appliances and white cabinetry. A cozy seating area includes a gray sofa and colorful throw pillows. Three wooden stools are arranged at the kitchen counter, with patterned flooring adding visual interest.

Guesthouse in Winter Park

4.85 out of 5 average rating, 158 reviews

Cozy guest house close to Downtown Orlando

Enjoy this gorgeous guest house in beautiful Winter Park. Only 10 min away from Downtown Orlando and Downtown Winter Park, 15-30 min or less to theme parks, shopping, 1 hour or less to the beach and a short drive from restaurants and supermarkets. Really close to Rollins College (6 min drive).

4.98 out of 5 average rating, 257 reviews

The outdoor patio features two black chairs and a swing, surrounded by soft lighting and decorated with a palm plant. A pathway leads to the entrance, and blue lights outline the fence, creating a calm evening ambiance.

Guesthouse in Kissimmee

Little Blue House with private entrance & parking

The Blue House is very spacious, with a bedroom with a queen bed, a private bathroom, a small living room with a sofa bed, a dining room and a kitchen equipped with all the necessary amenities for a relaxing stay. Perfect for vacationing with your children or friends!

A compact kitchen area features a small round dining table with two upholstered chairs. Grey cabinetry is complemented by a stainless steel refrigerator and microwave. Light-colored flooring enhances the space, while subtle décor items add a touch of warmth. A door leads to an exterior entrance.