Vacation rentals with a pool in Gainesville

Rare & Spacious Family Oasis • Private Pool &Games

Have fun and be endlessly entertained with the whole family at this stylishly designed oasis w/pool. Modernly renovated w/fire pit, game room, outdoor dining, 4 bdrms and fully fenced-in back yard. Enjoy a movie in the living room, or get some work done at the desk space. Located 6 minutes from UF, 10 minutes to downtown, 2 minutes to Publix Supermarket, Walmart, and 5 minutes to Devil's Millhopper State Park; as well as minutes to several restaurant and an outdoor skatepark. Time to have fun!

Location · Family · Condition

Like NEW: 2/2 Townhome close to UF Clean, Comfy

2 bedroom/2 bath townhome located in quiet subdivision, less than five miles to UF campus and football stadium. Short walk to bus and many stores, restaurants. Totally Remodeled a few years ago with bathrooms completely redone last year, spacious, clean. Walk in showers. Parking right in front of unit. Backyard with spacious deck; backs up to city park. Shared pool.We have Ring Security installed at doorbell, parking area and back door; notifications off when guests present. NO cameras inside.

Value · Location · TV

Coaches House - 1.5 mile from Ben Griffin Stadium

Come stay at this lovely 5 bedroom/5 bathroom house built by former UF coach Doug Dickey! It is conveniently located 1.5 miles from the Ben Hill Griffin Stadium, 2.8 miles from UF Shands Hospital, and 1.3 miles from University of Florida. This pristine house is in a beautiful neighborhood on a large property lot. With enough room to sleep 16 people, it's perfect for families and large groups. Cool off and relax by the gorgeous private pool or hang out and play games in 1 of our 3 living rooms!

Family · Location · Access

3BR Condo with En-Suite Bath at Celebration Point

This well-appointed condo offers the perfect home base for your Gainesville visit—just minutes from the UF, Shands, and the city’s best shopping and dining. Ideal for families or groups, the spacious layout features three bedrooms, each with its own private bath, ensuring comfort and convenience. Nestled in a quiet, gated community, you’ll enjoy access to a recreation complex complete with: swimming pool & hot tub, fitness room, tennis and basketball courts. Plus, just ¾ mile from I-75 Exit 384.

Value · Family · Parking

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.

Location · Family · Parks

Salt Pool Oasis | Firepit+Pergola Near UF Stadium

Relax in your private saltwater pool oasis, minutes from UF & downtown Gainesville. 🏊 Saltwater Pool Oasis – Commercial-size pool with shade sail & remodeled deck. 🔥 Built-in Firepit + Pergola – Picnic table & bistro lights for cozy nights. 🎮 Game Room Fun – 500+ arcade games, foosball & board games. 📍 Prime Location – Walk to Publix & restaurants, just 1 mile to UF. 🚗 Free parking & ⚡ fast WiFi for work, study, or streaming. ✨ Perfect for families, groups & game-day stays in Gainesville!

Family · Location · Condition

Botanical Retreat: King Comfort & Poolside Peace

Immerse yourself in a dreamy retreat with thoughtful extras like an essential oil diffuser, cooking supplies, and a comfy bed. You can take a refreshing dip in our pool or soak in the hot tub, even in November! Enjoy comfy furnishings and a great layout, with the added convenience of a washer/dryer. Our exceptional host provides you with a professional, accommodating experience, ensuring you have a truly restful stay. Book now and enjoy !!! *** If you have any questions, send us a message. ***

Value · Family · Solo travel

The Kindred at Oaks | Full Kitchen • Near I75

Relax and Enjoy this fully-renovated Stylish Sanctuary in the Heart of Gainesville, right off I-75 and 3 miles from UF. You'll have the entire apartment to yourself--2 bedrooms & 2.5 baths. With the extra beds, the condo can accommodate up to 8 guests. This is the perfect spot to access everything the Gainesville area offers; it's near shopping, eating, natural springs, and down the road from UF. Perfect for couples, families, or friends who want all the amenities with a touch of luxury.

Value · Location · Parking

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

Value · Location · TV

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

Location · Value · Hot tub

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.

Location · Family · Pool

Cozy Retreat 2BR Escape Near Celebration Pointe

Stay in this stylish, renovated Gainesville condo with a private one-car garage and reserved parking. Centrally located, you’re steps from restaurants, coffee shops, dessert spots, shopping, and a movie theater. Perfect for UF events, Gators football, graduations, or visits to Shands/UF Health, this modern, comfortable retreat offers everything you need for a relaxing, hassle-free stay with easy access to Midtown Gainesville and downtown attractions.

Value · Location · Walkability