Vacation 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.

Condo in the Heart of Haile Village-Great Location

Stay in the heart of award-winning Haile Village, located within the community of Haile Plantation. Condo balcony overlooks a popular tranquil park. Enjoy relaxing sounds from the large fountain and twinkling lights at night. Walk to restaurants, coffee & dessert shop, plus wine & gift shopping. Condo is the perfect location for Village Hall weddings & events! Saturday morning Farmers Market, spa and kids play space are just feet away! Enjoy Haile's nature trails, Turtle Pond and nature views.

Charming Lakefront Log Home

Welcome to your perfect lake retreat! Located on a no public access lake. This charming log home has a private dock and boat ramp suitable for launching your boat for fishing or skiing. There are kayaks on premises for use. This is an ideal location to enjoy North Florida’s lake life with family, friends, or work retreat. Includes a fully stocked kitchen, covered porch, fire pit, gas grill, and WiFi if you feel the need to plug in. NOT suitable for parties or events. NO loud noise, please.

Kait's House - 2 miles to Shands - 2.5 to Stadium

1 mile to downtown, 2.4 miles to Ben Griffin Stadium, 3 miles to 1-75 On-site Laundry Kid Essentials provided Fenced yard for pets Private driveway and street parking Walk to Depot Park Cozy and clean Our cozy 2-bedroom, 1-bathroom historic rental near downtown, with quick access to highway, offers cleanliness and comfort, with thoughtful touches for those traveling with kids. Pets allowed with $100 pet fee. Our rental is owned and run by our family, and we pour love into every detail.

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

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.

Luxury, newly built modern & spacious house

Welcome to The Luxury, Newly Built Modern and Spacious House!!! Absolutely stunning contemporary, stylish & modern vibe in this “Like New” home in Brytan! The home overlooks a beautiful park/greenspace in the safe community & great curb appeal. You definitely enjoy peaceful and amazing time in this convenient house with your family and friends on special occasions. Amenities of our community with a pool and play ground and more can be found here www.skobel.homes/Communities/BRYTAN

Azalea Guesthouse - Close to UF and downtown

Lots of character in this brand-new guest house located in the heart of town on a quiet canopied neighborhood and walking distance to UF, stores and coffee shops. Wake up in the morning to birds singing in the lush backyard, enjoy your coffee on the deck, or an evening stroll around the quiet neighborhood. Just a few blocks from UF and downtown, this retreat is perfect for your next Gator game weekend or to enjoy the nature, art and culture Gainesville has to offer!

Stylish Private Studio | Walk to UF

NEWLY RENOVATED | WALK TO UF | PRIVATE STUDIO Stay in a stylish mid-century modern studio just 0.5 miles from the University of Florida—perfect for game days, campus visits, and graduations. Located 2 miles from UF Health Shands and HCA hospitals, ideal for medical stays. This private, detached guest house features modern finishes, natural light, a kitchenette, mini fridge, Smart TV, fast WiFi, and workspace. Quiet, central location near UF and downtown.

Remodeled 2 bedroom/1 bath HOUSE close to downtown

Remodeled 2/1 house just blocks from downtown, 1.6 miles from UF, 2 miles to Shands & the VA hospital. Enjoy new kitchen with granite counter tops, nice appliances, & 49" TV to watch Netflix on. About half a mile from Gainesville's Depot Park, the Cade Museum & our 16 mile long Gainesville-Hawthorne bike trail to enjoy the outdoors. Lots of restaurants downtown to enjoy that are a short 13 minute walk away.

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.

Cozy Hideaway in the Duck Pond area of Gainesville

Stay in a charming 1930 home in Gainesville’s historic Duck Pond. This remodeled downstairs apartment blends vintage character with modern comfort, featuring an open living area, full kitchen, and spacious bedroom with multiple beds. Enjoy a fully fenced yard with seating, grill, and whimsical garden touches—all just minutes from downtown, UF, parks, and local dining.