Holiday rentals with a pool in Gainesville

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.

The Industrial at Oaks | Modern UF Condo + Parking

Relax and Enjoy this newly renovated & stylish boutique condo 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.

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.

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.

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!

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. ***

2BR Condo Near UF, Ben Hill Griffin & Vet School

Gated Condo Near UF, Shands, Celebration Pointe & Butler Plaza-Great Location. Welcome to Grantwood, a peaceful gated condo in central Gainesville. Just minutes from UF, Shands, VA, Butler Plaza, and Celebration Pointe, it’s perfect for business trips, Gators football weekends at Ben Hill Griffin Stadium, or events at Exactech Arena. Enjoy secure, convenient access to shopping, dining, nightlife, entertainment, and local attractions while relaxing in a comfortable, well-appointed home base.

Tiny House on the Grove

Kick back and relax in this calm, peaceful, and stylish space. This modern farmhouse brings convenience and country together. Located far enough from the hustle and bustle to stargaze at night and watch wildlife in the morning, but close enough to everything you need. Situated on an 8 acre mini farm with the cutest Zebu, goats, and donkeys. We have worked hard to cultivate a unique, relaxing and serene getaway that is inviting and refreshing. On the Grove, our guests become friends.

Short walk to Shands, VA, University of Florida 1

Comfortable condo located one block from Shands Hospital, VA Hospital, two blocks to the University of Florida Campus, and 1.5 miles to the football stadium (30 minute walk). The ground level condo is a two bedroom/1 bathroom. Each bedroom has a walk in closet, queen bed, chest of drawers. The kitchen is fully furnished with dishwasher, gas stove, microwave, and dishes. High Speed internet and cable are included. Sleeps 4 comfortably- No Dogs are allowed in the complex.

The Yin Yang Suite | Zen Condo w/ WiFi, King Bed

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 w/Heated Option

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.