Tiny house holiday rentals in Florida

Costa Rica Vibes in Orlando Free Bikes to Explore

Romantic lakefront cabin with Costa Rica vibes in Orlando. Wake to sunrise views from your heated king bed. Sip Cuban espresso in the garden, walk or bike to Baldwin, Winter Park & Downtown or explore The Cady Way Trail. Enjoy a couple’s rain shower, grill, fire pit, and hammock. Guests love the peaceful setting, artful touches, and location minutes from the airport, arena & trails. Perfect for anniversaries, solo stays, and creative escapes. ⚠️Sorry - there is no lake or lake dock access.

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ‘tiny-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This brand new luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Unique Container "Caja Verde" 1 Mile UF & Downtown

Our home is less than a mile to UFHealth at Shands and the Malcom Randall Veterans Medical Center. We are a mile to the University of Florida campus. Amazingly, also a short bike ride (1-2 miles) to Downtown Gainesville. Close to Depot Park, art studios, restaurants, music venues, and theater. Nature parks close too. The bonus is we live on 2 acres, tucked back in a quiet neighborhood. Our pool is deep & cool; we have bikes to borrow. The container is perfect for a solo traveler, or a couple.

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

Oasis2 in Key Largo With a million dollar view

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

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.

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

Couple's Cottage - Serene Getaway!

Enjoy the retreat of this tiny home tucked away in the back of a 50-acre gated equestrian farm in north Ocala. Couples have access to a private outdoor shower, can walk among the peaceful garden trail, and enjoy the presence of resident horses, goats, and farm cats. Guests will be greeted with a welcome packet containing organic, natural products made right here on the farm! Whether a quick weekend trip or an extended stay, book your farm retreat today!

Crystal River Tiny Cottage

Get away from it all! Our tiny cottage (The Lilly) is available only. These 2 cottages are located on 1 acre. Each cottage features a fenced back yard. Nestled between the cottages is the court yard. Hot tub pending repair. Layout: Studio style, 2 Lofts- storage & lounge. Well water, star link internet, Roku . Bring your boat(s)/ sxs/ atvs. We are located 15 mins to Lake Rousseau, Gulf, Three Sisters Springs, & Rainbow River. In the country.