Guesthouse vacation rentals in Seminole County

5 out of 5 average rating, 50 reviews

A spacious balcony offers two high-back chairs and a small grill, overlooking a serene lake surrounded by tall trees. The wooden deck features ample space for relaxation, with sunlight streaming across the area.

Guesthouse in Deltona

Guest house on the lake. Trailer parking available

Welcome to our Lakeside Retreat! Nestled along the tranquil shores of a picturesque lake, our Airbnb offers a serene escape from the hustle and bustle. - Enjoy breathtaking views from the private balcony. - Unwind in the cozy living space. - A prime spot for bird lovers! - Kayak, paddleboard, or fish on the lake. This charming getaway blends modern comfort with natural beauty, promising a rejuvenating experience for every guest. Motorcycle parking is available in the garage. Trailers welcome.

A decorative chalkboard sign displays the text 'Serenity @ COURT' in flowing green script, situated next to a textured white planter containing a small green plant. The sign rests on a dark wooden surface, illuminated by natural light.

5 out of 5 average rating, 39 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.

4.97 out of 5 average rating, 112 reviews

A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.

Guesthouse in Longwood

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from I-4 makes commuting easy. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not have issues. Grab bars in the bathroom.

4.95 out of 5 average rating, 100 reviews

The living area features a comfortable blue chair and a gray sofa, with a flat-screen TV mounted on the wall. A standing lamp provides soft lighting. Natural light enters through the window, complemented by light curtains and green walls.

Guesthouse in Oviedo

Cozy Knight Stay

Cozy Knight Stay…minutes from UCF & much more! Welcome to our cozy and pet-friendly newly renovated condo with a full kitchen, offering sleeping space for 4 with a king-sized master suite and queen-sized pull-out sofa. A short distance from the vibrant UCF campus and the magical world of Disney, this charming retreat is perfect for solo travelers, couples, or small families looking for a comfortable stay in Orlando. Book your stay now and make unforgettable memories in the Sunshine State!

4.98 out of 5 average rating, 61 reviews

A tranquil pool area is featured, illuminated by colorful lights creating a vibrant pattern on the water's surface. String lights hang overhead, enhancing the evening ambiance. A portion of the poolside patio is visible, offering a relaxing environment for guests.

Guesthouse in Lake Mary

Labor Day Getaway! 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, 24 reviews

A spacious studio apartment features a comfortable queen bed and a sitting area with a gray sofa and coffee table. Natural light enters through large windows, complemented by ceiling fans for airflow. A television is mounted on the wall, enhancing the modern design of the room.

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.

4.95 out of 5 average rating, 86 reviews

A well-manicured pathway leads to the studio, surrounded by lush greenery and colorful plants. Visible are large windows framed by white curtains, providing a view of the scenic lake. A patio with a red umbrella and a picnic table is accessible for outdoor relaxation.

Guesthouse in Lake Mary

Nature Unique lake view Tiny Guest studio

Tiny Guest house studio with separate entrance for privacy and amazing Lake view. Unlimited rental of 2 Blue kayaks included during stay!! Walking distace from windixie supermarket, downtown lake Mary, restaurants, shopping centers, entertainment and dunking Donuts. Common areas outside studio are shared. Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl. 30 min to Daytona Beach. Near Wekiva springs. To go to Disney, easy access to I-4 and 4-17.

A modern kitchen is showcased with sleek gray cabinets and stainless steel appliances. A spacious island with a granite countertop provides seating for four, while pendant lights illuminate the area. White cabinetry and warm wood flooring enhance the inviting space.

4.95 out of 5 average rating, 164 reviews

Little Hidden Cottage- Near Sanford Airport

Located in Sanford FL, our Hidden Little Cottage is a private studio guest house with its own entrance, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & 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’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

A private solar-heated pool, surrounded by lush greenery, features a unique shape with a gently sloping edge. Lounge chairs are positioned nearby, offering a place to relax. A covered seating area and a fire pit are visible in the background.

4.95 out of 5 average rating, 278 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, 119 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.

4.93 out of 5 average rating, 117 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!