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 · Value · Parking

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 · Hot tub

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.

Family · Value · Walkability

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.

Location · Family · Laundry

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 · View

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 · Value · Air conditioning

Gated Golf Getaway close to Springs and UF

A clean and comfortable home, situated in a gated community with a public 18 hole golf course and practice range, reasonably priced restaurant, swimming pool (seasonally, quick walk or drive), playground, and tennis courts available to guests. The home features a screened patio with table, chairs and gas grill. There are 3 bedrooms each with a queen bed. Located on U.S. highway 441 just 20 minutes from U.F. sports stadiums and Hospitals. Convenient shopping and restaurants 10 minutes by car.

Value · Family · Quiet

The Landing at Oaks | Full Kitchen • Near I75

Relax and Enjoy this charming and updated condo in the Heart of Gainesville, right off I-75 & 3 miles from UF. You'll have the entire apt to yourself--2 bedrooms & 2.5 baths. With the extra beds, the condo can accommodate up to 9 guests. This is the perfect spot to access everything Gainesville offers, near shopping, eating, and down the road from UF. Plus, it's recently updated and sparkling clean. Perfect for couples, families, or friends who want all the amenities with a touch of luxury.

Location · Family · Walkability

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

Location · Family · Pool

The YinYang | King Bed • Workspace • Full Kitchen

Fully renovated Zen condo perfect for your visit to Gainesville. Located a stone's throw from I-75, North Florida Regional Medical Center, and not far from UF and Shands, this updated cozy yet modern apartment has everything you need for a pleasant stay. Fully equipped with a KING bed, pullout sofa, and dedicated workplace. Enjoy your morning coffee or evening drink in the outdoor patio. Whether you're traveling for work or leisure, this apartment has it all.

Family · Location · Sleep quality

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 · Grill

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 · Parking