Tiny house holiday rentals in Lake County

Quiet Garden Cottage Downtown

Nestled behind my 1920s bungalow in Orlando’s beloved College Park neighborhood, this cozy guest cottage is close to everything, yet quiet. Enjoy coffee (French press + Keurig) or tea, and snacks before exploring downtown. The Kia Center, Orlando City Soccer Stadium, Lake Eola, AdventHealth, Camping World Stadium, Universal, and Winter Park are all short Uber away. Perfect for couples, business travelers, concertgoers, and guests looking to experience Orlando beyond the tourist corridor.

Location · Value · Walkability

Lovely Meadow Farm Cottage

This lovely farm cottage can be found in a secluded meadowland under various oaks and pines along a natural cypress dome. Spectacular star lit night skies accompanied by hooting owls, whippoorwills, and fire flies make for an unforgettable camp fire atmosphere. Amenities include an outdoor shower, washer, dryer, barbecue, fire pit, fishing and outdoor wrap around patio. Ponds, canals, and Florida wetland host a variety of birds, mammals, fish and reptiles including the Florida gator.

Location · Value · Solo travel

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

Value · Family · Getting around

Waterfront Cottage on The Harris Chain in Leesburg

Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

Family · Value · Backyard

Bright + Modern Downtown Guesthouse near Lake Eola

Best location in Orlando. No need for a car. This beautiful, historic 1947 garage apartment is a 5-minute walk to Lake Eola, and within walking distance of many lovely cafes, restaurants, and bars. We are very proud of our little guesthouse behind our home. We would love to host you and show off our beautiful city. Driving distances to major attractions: - Dr Phillips Center || 5 min (1.2 miles) - Amway Center || 5 min (1.5 miles) - Universal Studios || 20 min - Disney || 30 min

Value · Family · Bathroom

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

Family · Value · Pets

Peaceful Tiny House on 2.5 Acres Near Springs

Welcome to our cozy tiny house in Apopka the perfect home base for couples, families, solo travelers, and business guests. Nestled on 2.5 private acres, this charming studio offers everything you need for a comfortable stay, including a private entrance, small kitchen, comfortable bed, fast Wi-Fi, free parking, and your own outdoor space to relax under the Florida sky. Spend your days exploring Florida's beautiful natural springs, hiking trails, kayaking, or wildlife parks.

Location · Family · Walkability

Luxury Shipping Container-HotTub- 30 min to Disney

Step into this unique experience: a shipping container transformed into a luxury 1 bedroom 1 bathroom suite. The space is perfect for couples, business travelers, tourists, and families. After a busy day in the parks or shopping, come back to a cozy outdoor paradise with lights strung up under a covered pergola. Lounge on the couch and enjoy a gas fireplace table, grill a meal on the Weber Spirit 2 gas grill, and soak your tired feet in the hot tub.

Family · Location · Accuracy

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.

Value · Location · Outdoor spaces

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!

Value · Location · Sleep quality

Location Location Location! KING bed!

Charming Downtown Cottage in the Heart of Mount Dora! There is no closer home in downtown Mount Dora! Welcome to your cozy home-away-from-home, just steps from the best that Mount Dora has to offer! This adorable cottage is tucked right in the heart of downtown, meaning you’re only a short walk to local boutiques, delicious restaurants, scenic parks, and the lakefront.

Family · Value · Hospitality

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.

Location · Value · Nearby