Guesthouse holiday rentals in Seminole County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Seminole County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

A charming pathway made of light-colored bricks leads to the entrance of a compact guest studio. Lush greenery, including tropical plants and palm trees, surrounds the area, enhancing the inviting atmosphere. Natural sunlight brightens the facade, complemented by textured wooden accents on the side.

Guesthouse in Sanford

Private Courtyard Cottage on Canal

Enjoy a comfortable stay in this private guest cottage with its own entrance, detached from the main house—perfect for privacy and relaxation. Features an extremely comfortable king-size bed, TV, and WiFi ideal for streaming or remote work. The kitchenette includes a full-size fridge, microwave, sink, air fryer, and coffee maker for easy meals and morning coffee. Ideal for couples, solo travelers, business stays, or sports families looking for a quiet, comfortable home base close to everything

FamilyValueCheckout

4.94 out of 5 average rating, 268 reviews

Top Guest favourite

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.

FamilyLocationQuiet

5.0 out of 5 average rating, 77 reviews

Top Guest favourite

Guesthouse in Sanford

Little Hidden Cottage- Near Sanford Airport

Located in Sanford FL, our Hidden Little Cottage is a Private Studio Guest House with its own entrance, fence, 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

FamilyLocationAccess

4.94 out of 5 average rating, 225 reviews

Guest favourite

A sleeping area features a full bed with a floral-patterned blanket, complemented by a decorative 'COZY' pillow. A wall-mounted shelf displays a plant and decorative items, while a ceiling fan provides air circulation. Soft lighting creates a calm ambiance.

Guesthouse in Maitland

Guesthouse Near Disney & Universal | Full Kitchen

Stay in your own private guesthouse in Orlando, conveniently located near I-4 and within easy driving distance of all major attractions. Designed for up to 4 guests, the guesthouse includes a full kitchen, private entrance, free parking, comfortable sleeping arrangements, Wi-Fi, making it a practical choice for families, couples, theme-park visitors, and business travelers. Universal and Epic Universe are approximately 25 minutes away, while Walt Disney World is approximately 35 minutes away.

FamilyLocationCondition

4.78 out of 5 average rating, 131 reviews

Guest favourite

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!

FamilyValueSleep quality

4.95 out of 5 average rating, 129 reviews

Top Guest favourite

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

Orlando Relaxing Pool Guesthouse and Hammock time

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.

FamilyLocationKitchen

4.96 out of 5 average rating, 78 reviews

Top Guest favourite

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 quiet yard and pool with hosts. 1 hr. from Disney & the beaches. 12 yr & older only. Single Sofa bed for 3rd guest. NOT a heated pool. Not Handicap Certified, but most wheelchair guests have not had issues. Narrowest opening 32" Ramp into unit by pool. Shower no steps. Queen bed height 29"-standard cabinets. Grab bars in bathroom. Airbnb's Accessibility Policy has exempted this listing from accepting Service & Emotional Support Animals due to owner's severe health condition.

ValueFamilyBathroom

4.98 out of 5 average rating, 143 reviews

Guest favourite

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.

ValueLocationHospitality

4.91 out of 5 average rating, 148 reviews

Top Guest favourite

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.

FamilyValueGetting around

4.97 out of 5 average rating, 154 reviews

Guest favourite

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.

Guesthouse in Sanford

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!

LocationFamilyBiking

4.93 out of 5 average rating, 148 reviews

Guest favourite

Guesthouse in Winter Park

Cozy RV Glamping Backyard Oasis

Ever wanted to go glamping without owning an RV or booking a campsite? Nook Haven makes it easy. Enjoy a cozy backyard glamping retreat beneath beautiful oak trees with your very own private patio and a oasis featuring a pool, hot tub, fire pit, outdoor TV, and peaceful water features. Wake up to birds singing and unwind surrounded by nature. A perfect central location away from the tourist crowds, yet minutes from shopping, dining, and Orlando’s top attractions. ✨

ValueFamilyAccuracy

4.94 out of 5 average rating, 100 reviews

Top Guest favourite

Guesthouse in Maitland

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

ValueFamilyKitchen

4.88 out of 5 average rating, 444 reviews