Holiday 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!

1BR Condo Near UF, Shands & Ben Hill Griffin

Stylish Gated 1-Bedroom Condo This beautifully updated 1-bedroom condo is located near I-75, just minutes from Celebration Pointe, Alachua County Event Ctr Shopping, restaurants, UF, Shands, & the VA Hospital. Enjoy spacious living areas with high-speed WiFi, Smart TVs, a fully equipped kitchen, and a washer/dryer for convenience. Relax on the outdoor patio or take advantage of the community amenities, including a pool, hot tub, and basketball courts. Perfect for both short and extended stays!

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.

Modern 3BR Pool Home | Near UF, Downtown & Dining

Modern 3BR Pool Home • 5 Mins to UF & Downtown 🏊 Modern 3BR home with private pool & patio 🚗 5 min to UF campus, stadium & downtown dining 🍳 Fully stocked kitchen + spacious living areas 🛏️ King bed + comfy bedrooms for restful sleep 🔥 Firepit & outdoor lounge for evening gatherings ✅ Free parking, WiFi & easy self check-in ✨ Relax & recharge in a private pool retreat just minutes from UF and Downtown Gainesville. Perfect for families, groups, or game-day stays. BOOK NOW! Dates fill fast!

Luxurious three-bedroom condo 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.

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.

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

Haile Village 2 bed/2 bath w Pool & Gym Access

Welcome to your Haile Village getaway, an ideal spot for short-term and mid-term stays. Nestled in the vibrant Haile Village Center, you're just steps away from Hawkstone Golf Course, cozy coffee shops, delightful restaurants, and a bustling weekly farmers market. - 7 miles to UF - 7 miles to Shands - 6 miles to North FL Regional Medical Center A great place to relax after visiting family, a day of golf, a shift at the hospital, a UF Gator event & much mor

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.

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.

The Nomad at Gables | King Bed • Pool • Garage

The Nomad Retreat | Urban Getaway ▻ 2 min drive to Celebration Pointe, Butler Plaza, Interstate 75 ▻ 10 min drive to Shands Hospital and UF ▻ 3 beds for up to 5 guests (incl. 1 King) ▻ Fully-equipped and family-friendly (incl. Pack n' Play) ▻ Private Garage, Communal Pool and Gym ▻ Midcentury-modern design This is the perfect spot to access everything the Gainesville area offers; it's near Shands and UF and the best shopping and eating in town!