Guesthouse holiday rentals in Lake County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Lake County

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

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Top Guest favourite

A charming dining area is set with a vase of red roses and blue hydrangeas. The table features elegant dishware, including floral-patterned plates and cups, accompanied by fresh strawberries and cookies. Textured cushions add comfort to the inviting seating area nearby.

Guesthouse in Mount Dora

4.99 out of 5 average rating, 175 reviews

Private Cottage in Mount Dora's Historic District

The Wishbone Cottage is a private one-bedroom bungalow located in the heart of the historic district of Mount Dora, a quaint village over 140 years old that overlooks Lake Dora. Nestled between palm trees and birds of paradise and surrounded by a privacy fence which offers seclusion and, at the same time, convenience to Mount Dora's abundant dining, shopping, and festivities, the cottage is the guest house of a larger historic bungalow. Please allow two day notice to book. Check in 3:00-6:30

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Top Guest favourite

Guesthouse in Deer Island

4.96 out of 5 average rating, 143 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!

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Top Guest favourite

An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.

Guesthouse in Ocoee

5.0 out of 5 average rating, 147 reviews

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

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Top Guest favourite

The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.

Guesthouse in Leesburg

4.98 out of 5 average rating, 439 reviews

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool. Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from food stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers.

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Top Guest favourite

A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.

Guesthouse in Orlando

4.98 out of 5 average rating, 150 reviews

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

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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

4.98 out of 5 average rating, 142 reviews

"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.

LocationFamilyHiking

Guest favourite

A covered porch is showcased, adorned with climbing plants and vibrant foliage. Two sets of double doors lead into the cottage. A mix of potted plants and outdoor seating arrangements provides a welcoming atmosphere, inviting guests to enjoy the surrounding natural beauty.

Guesthouse in Mount Dora

4.88 out of 5 average rating, 355 reviews

A Lakeshore Cottage vintage 1926

What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

LocationValueLong stay

Superhost

A cozy living space features a large television mounted on the wall and a wooden dresser. In the foreground, two bar stools are positioned by a counter. The kitchen area is visible in the background, showcasing wooden cabinetry and a tile backsplash.

Guesthouse in Tavares

4.99 out of 5 average rating, 159 reviews

The Landing Pad+Short Stroll to Heart of Tavares!

We are located in heart of Taveras where everything is walking distance-restaurants, pubs, the seaport, Wooton Park & the history museum! Sit on the patio while using the electric grill. Bring your boat! Plenty of off street park with easy access using the alleyway. Bathroom has a rain shower with 2 speeds. Full kitchen including all the basic amenities+kureig with refillable cups. Come & relax at this fun little spot & enjoy all we have to offer thanks for landing here!

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Guest favourite

A small, charming retreat is nestled among large, sprawling oak trees and lush greenery. A gravel path leads to the cabin, surrounded by ferns and undergrowth. A bicycle is parked nearby, adding to the serene and natural setting.

Guesthouse in Tavares

4.94 out of 5 average rating, 114 reviews

Peaceful, adorable, guest cottage on Apopka Canal.

This special place with an "out in the country" feel is actually close to everything, making it easy to plan your visit. It is close to the cute shops and restaurants of Mt. Dora and Tavares, yet only an hour from all the attractions in the Orlando area. This 15 acre peace of paradise is right on the Apopka Canal with easy access to the Harris Chain of Lakes. Launch your boat from the boat ramp just across the canal from The Acorn at Lake Jem park.

ValueLocationOutdoor spaces

Guest favourite

A wooden walkway extends from the dock to the cottage, surrounded by a lush green lawn. The cottage features a screened-in porch, and trees provide shade on the property. Reflections of the surroundings are visible on the calm water.

Guesthouse in Tavares

4.91 out of 5 average rating, 170 reviews

Private cottage on Lake Saunders

This very private cottage is located on Lake Saunders and is perfect for a fishing get away or just spending some quiet time on the water. In just three steps off of the patio, you are down on the walkway out to the dock. Grocery stores and restaurants are very close by. Close to Mount Dora shopping and dining, this little gem offers a quiet, nature filled experience. Pets are welcome as long as they are on leash outside.

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Top Guest favourite

Guesthouse in Mount Dora

4.95 out of 5 average rating, 258 reviews

Relaxing Cottage Retreat | Walk to Downtown

Welcome to your cozy Mount Dora retreat — a bright boutique-style cottage filled with vintage Florida charm, warm wood floors, soft coastal colors, and relaxing spaces to unwind. Enjoy coffee in bed, stroll downtown for shops and dining, then return to your peaceful cottage escape beneath the trees. Perfect for couples, weekend getaways, festival visits, girls’ trips, and relaxing stays near downtown Mount Dora.

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Top Guest favourite

The exterior of a modern cottage is shown, featuring a white stucco facade and a distinctive red double door. Lush green grass surrounds the structure, complemented by colorful plants and trees. A paved pathway leads to the entrance, providing a welcoming approach.

Guesthouse in Tavares

4.98 out of 5 average rating, 230 reviews

Cypress Point Cottage (A Smoke-Free Property)

A quaint, quiet cottage nestled in the Cypress trees. This smoke-free property is host to birds of prey, wood ducks and gators! Enjoy the beauty of this gem in a secluded neighborhood. We are a smoke free property. Absolutely no smoking or vaping allowed.

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