Holiday rentals with outdoor seating in Gainesville

"Nest" in the Guest House up in the Trees near UF

Kick back and "nest" in this calm, stylish and private space up in the trees in the heart of Gainesville, walking distance to the University of Florida and Ben Hill Griffin Stadium. The newly renovated guest house is filled with natural light, casual furnishings and simple Scandinavian style. If you are looking for a cozy getaway with all the amenities, a welcoming place to stay for pleasure, Gator sporting event, college visit, commencement, or business travel, with parking, look no further.

Stylish w firepit, close to UF & central, pets ok!

An adorable stay with exceptional value in Gainesville! Beautifully renovated & centrally located with LOTS of personality! ☀️ Double-ensuite floor plan (1 king & 1 queen) with centralized living space ☀️ Private fully-fenced backyard ☀️ String lights and private firepit ☀️ Vaulted ceilings & well-equipped kitchen ☀️ High-end, comfortable mattresses and linens ☀️ High Speed Wi-Fi & desk for remote work ☀️ Single level, no stairs ☀️ PET-FRIENDLY ☀️ 2 miles from UF, Ben Hill Stadium & Shands

Cozy 1930s Cottage Walk to Downtown + Grove Street

Stylish cottage in the heart of Gainesville's historic Pleasant Street. 3 min walk to dining and shops. 5 min walk downtown. 1 mile to UF campus. This fully renovated 1930s cottage has vintage charm with modern comfort. Brand new appliances, comfy beds, Smart TVs, and stylish furniture complement the original clawfoot tub, beadboard walls & hardwood floors. Relax or dine on the spacious deck, or let your dog roam the fully fenced yard or park. Up to 2 pets welcome with a $40 fee

Walk to UF! Historic King Bed Loft w/ Private Deck

If you are visiting Gainesville, look no further than Camellia Loft. This historic gem was built in 1924 and has been freshly renovated to bring it into the modern era. Enjoy the birdsong and majestic trees from your private deck overlooking the backyard—or relax inside as light streams through the loft's massive skylights. Only 0.5 miles to UF campus and exactly 1 mile to the stadium, you can easily walk to campus or games. Unwind by the shared fire pit or enjoy cooking on the grill

The Freeman House

Newly renovated 2 bedroom home in the Historic Bed & Breakfast District. Walking distance to downtown Gainesville and Depot Park. Close to the University of Florida (1.5 miles) & Gainesville Hawthorne Trail. Whether you are in Gainesville visiting for work, family or vacation, The Freeman House is the perfect quiet location. The house is equipped with all new appliances, custom built kitchen and modern decor. We are just a 5 minute walk to downtown restaurants/bars and entertainment.

Beautiful House, Historic District, Micanopy

My Beautiful House is located in the heart of the historic district of Micanopy, Florida. Relaxing is a breeze in this wonderful home. Two large bedrooms and two equally spacious living areas are furnished with comfort in mind. There are two televisions with Directv service and free WiFi. The large backyard has lots of space and privacy! Established in 1821, Micanopy is the oldest inland town and the town that time forgot. Convenient to both Gainesville and Ocala via I-75 and SR 441.

Cozy Gem, minutes from UF & Celebration Pointe

Welcome to our relaxing, comfortable, quiet, safe home that is perfect for your visit to the university, vacation at the Springs, stay-cation in town, or whatever else brings you to Gainesville. The house is conveniently located in SW Gainesville. Celebration Pointe & Butler Plaza are close, with Starbucks, Target, Chipotle, Whole Foods, Publix, Sephora, Nike Outlet, Cheesecake Factory, Texas Roadhouse, First Watch, and more. There is quick access to 75 as well.

Stylish Private Studio | Walk to UF

NEWLY RENOVATED | WALK TO UF | PRIVATE STUDIO Wake up minutes from campus in a light-filled, mid-century modern studio — just 0.5 miles from UF. Perfect for game days, campus visits, graduations, and hospital stays (2 miles to UF Health Shands & HCA). This private, detached guest house features modern finishes, natural light, a comfortable bed, kitchenette, mini fridge, Smart TV, fast WiFi, and a workspace. Quiet, central location near UF and downtown Gainesville.

Modern Muse w/Firepit, Salt Pool and Cabanas

Enjoy a Luxury stay for your next getaway. This MODERN PARADISE provides you everything and more. All lighting, TV’s and Living Area surround sound (Sonos) are Alexa controlled allowing you to sit and relax while Alexa does the work. Wonderful amenities range from heated toilet seat bidets, 4 system shower panels with rain shower, a Heated Pool Add-On Option and Cabannas, 72in Fireglass Firepit, Gym Area w/TV for Streaming Workouts, Beverage Bar and more

Le Chic - Near Celebration Pointe, UF, Shands

Enjoy this gorgeous gated 1 bedroom condo located near I-75 and minutes away great shops and restaurants. Whether you're in town visiting Gainesville, at the University of Florida for an event, or on a clinical rotation, this place is in a great location. Enjoy spacious living areas, Wifi, TV, a washer and dryer, a fully equipped kitchen, seated outdoor patio, and access to neighborhood amenities which includes basketball court, tennis court, and pool.

Charming escape | Sauna | Hot tub Oasis | Nursery

Welcome to your Gainesville retreat—a beautifully restored 2-bedroom cottage with an attached nursery and 1.5 bathrooms, nestled in the heart of the historic Duckpond neighborhood just minutes from downtown. Blending timeless character with modern comforts, this thoughtfully designed home offers a warm and inviting escape, perfect for relaxing, working remotely, or exploring all that Gainesville has to offer.

Little Willa- an open plan guesthouse with kitchen

Kick back and relax in this calm, stylish space. Pet friendly and located in the quiet Duckpond neighborhood just a mile walk from the center of downtown Gainesville. Tom Petty Park at the end of our street includes playground, vollleyball net, tennis courts, dog park etc. Gainesville Bike Trail entrance just 1/2 mile from house. Private entrance to guesthouse with shared brick courtyard and parking.