Guesthouse vacation rentals in Seminole County

A cozy outdoor seating area features four Adirondack chairs arranged around a circular fire pit. The space is surrounded by a gravel path and stone pavers, with soft lighting illuminating the scene and a wooden fence providing privacy.

4.94 out of 5 average rating, 137 reviews

Little Hidden Cottage

Located in Sanford Florida, our Hidden Little Cottage is a private guest house with its own entrance, features a full kitchen and bath room, queen size bed, full size pull out couch and twin size travel bed, and provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We are also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts.

A well-lit bedroom displays a spacious bed dressed in white linens, with a black throw neatly arranged at the foot. A dark wooden table and two folded towels are positioned in front of the bed. Light curtains frame the windows, contrasting with the black drapes.

5 out of 5 average rating, 20 reviews

Serenity @ Court

Come check out this newly renovated luxurious 1950s guest house with spectacular ceiling height and one of a kind kitchen. Conveniently located in a golf cart area near downtown Sanford. Property is located 8 minutes away from the Sanford Airport, approximately 30 minutes from New Smyrna Beach, 40 minutes from Orlando International Airport, all major parks, and Daytona Speedway. Park your bikes in the covered breezeway to protect against rain and sun. Parking available on street and off-street.

4.98 out of 5 average rating, 53 reviews

Guesthouse in Lake Mary

Guest House w/pool and WiFi

Welcome to the beautiful city of Lake Mary! Kick back and relax in this quaint, stylish space. Located in Central Florida and with easy access to all your vacation needs-beaches, Disney, Universal, Sea World and so much more! Our guesthouse is equipped and ready for your getaway and has everything you'll need for the most relaxing vacation. This guesthouse includes washer, dryer and WIFI. Enjoy our covered outdoor patio space for some quiet time or head out to the pool and float in the sun.

5 out of 5 average rating, 22 reviews

Aerial view of a spacious property surrounded by lush greenery. Dense trees and well-maintained landscaping create a natural retreat atmosphere. The detached guesthouse is nestled among the trees, offering a tranquil setting in a residential area with nearby paths and open space.

Guesthouse in Chuluota

Cloud 9 - Guesthouse Near Oviedo/Orlando, FL UCF

Experience the best of Central Florida from our detached guesthouse. Secure your dates now and make our urban oasis your home away from home. This studio is perfect for your escape to Chuluota. With 1 queen bed, this enjoyable property offers everything you need for a comfortable stay. Stay connected with high speed WiFi, cozy with heating and AC and enjoy the views. The bathroom features a refreshing shower. Our place is fully equipped for your short stays to make your stay one to remember.

A modern kitchenette features light grey cabinets and open wooden shelves displaying glassware. A compact microwave sits above the sink, adjacent to a countertop stovetop. A wooden table accommodates two yellow stools, with vibrant orange bowls arranged on a tray.

4.98 out of 5 average rating, 52 reviews

City Guesthouse in beautiful Historic Downtown

Be right in the middle of it all! Our newly built, cozy guest house is ideal for 2, but can host 4 guests. Only steps from restaurants, breweries, and bars. Perfect for a weekend getaway to Historic Downtown Sanford, but also comfortable for a longer stay. Keep in mind though, the house is small, so 4 adults in the space might feel a bit tight, and access to the bathroom is through the main bedroom. Kitchenette w/ mini fridge, countertop stovetop + microwave. High speed Internet + SmartTV.

4.95 out of 5 average rating, 269 reviews

Palmetto Pool Retreat

The Palmetto Pool Retreat offers complete privacy - detached studio cottage, with a pull-down Queen Murphy bed. * Kitchen - refrigerator, stove, cookware, Keurig , microwave, toaster, dishes and utensils. * Studio Living area - Queen size Murphy Bed, Roku TV, WiFi Internet, AC/Heater; Closet, Iron. Please don’t put AC lower than 72. * Private Bathroom - shower, hairdryer. *Outdoors - Pool, not heated, with private double patio sitting area with 2 Fire pits Gas & Wood; BBQ gas grill

4.97 out of 5 average rating, 115 reviews

A serene view of Lake Mary is framed by a large tree and a white post. The sky transitions into vibrant hues as the sun sets, reflecting softly on the water's surface. A lamp illuminates the foreground, enhancing the peaceful lakeside atmosphere.

Guesthouse in Lake Mary

Sunset Cottage in Lake Mary, Florida

Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

The spacious room features a queen bed dressed in crisp white linens, flanked by two blue accent chairs. A large area rug adds comfort underfoot. Natural light streams in through a nearby window, and a ceiling fan provides a cooling breeze. A small dining area is also visible.

4.94 out of 5 average rating, 111 reviews

Suite Retreat

Avoid blah hotels with high prices and stay in this luxe new apartment suite! It’s a perfect retreat in Central Florida. Located a short drive to activities, restaurants, & shops in Lake Mary or downtown Sanford - 45-55 min to Orlando theme parks or the beaches of New Smyrna. Ideal for a couple’s retreat or a getaway for one. Guests use office space designed for comfort & productivity. A cozy chair begs readers to curl up and read. The outdoor canopy hosts breakfast with birdsong!

A screened-in pool area offers a clear view of the inviting water, surrounded by a spacious deck furnished with chairs and tables. The guest house is partially visible in the background, framed by lush greenery and white fencing.

4.82 out of 5 average rating, 50 reviews

The Sanfording 2BR Pool House + Hot Tub!

The guest house features two bedrooms with a connecting bathroom (Jack and Jill set up). There is a small kitchenette in the back bedroom. The guest home is a relatively small space that is set up like a hotel suite. Think of it like a bigger tiny home! Looking to stay before your flight? The pool house is 8 minutes from Sanford Airport! 🛩️ 10 minutes away from Boombah Sports Complex ⚾️ We respect your privacy during your stay, if you have any questions feel free to message me!

A designated parking area is indicated by a red and white sign that reads 'Reserved Parking The Sanford Foodie Guest House.' A light fixture is mounted above the sign on the beige wooden siding, enhancing visibility for guests.

4.9 out of 5 average rating, 40 reviews

The Sanford Foodie Guest House

Indulge in the flavors of Sanford while staying at our new exclusive foodie guest house with brand new ICE COLD Air! Welcome to our private guest house in the heart of downtown Sanford, FL. Only 6 minutes from Sanford International Airport, and only 13 minutes from Central Florida zoo! This new space includes a queen size bed and a love seat couch that pulls out to a bed. Amenities include coffee maker, microwave, toaster, mini fridge, and private outdoor seating area.

4.82 out of 5 average rating, 62 reviews

A screened enclosure features a spacious patio with natural stone flooring, furnished with a dining table and lounge chairs. Lush greenery surrounds the area, providing a serene backdrop. A stone feature wall and a small pool enhance the outdoor space, creating an inviting atmosphere.

Guesthouse in Lake Mary

Unit A - 1/1 Private Guest House

For your safety, a security camera runs 24/7 in the screen enclosure, facing the entrance door and lock. Escape to our luxurious, fully updated guest house! Enjoy new appliances, a washer and dryer, stylish furnishings, a king-size bed, and a fully equipped kitchen. In an exclusive neighborhood known for famous residents, our location offers quick access to I-4. Disney & beaches are 35 minutes away. Unit B downstairs is also rented out but completely separate. Book today!