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.

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.

Salt Pool Oasis w/ Firepit, Pergola & Picnic Table

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!

Convenient & Inviting - Fully-Equipped 2BD Condo

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.

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.

*Updated* Modern Muse with Heated Pool

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.

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.