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!

Stylish Sanctuary King Beds Upscale Condo

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.

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.

Gated Golf Getaway close to Springs and UF

A clean and comfortable home, situated in a gated community with a public golf course, reasonably priced restaurant, swimming pool (seasonally, quick walk or drive), playground, and tennis courts available to guests. The home features a gas fireplace and screened patio with table, chairs and 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.

Ying Yang Suite | King Bed - Zen Condo

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.

*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

Orange Blossom Retreat | Pool, Hot Tub, and Game's

Welcome to the Orange Blossom Retreat! This home has an above ground pool surrounded by a deck, a hot tub under a wooden gazebo, and a climate controlled garage with a game room! The living room features a large couch facing the 75inch Tv and sound bar. The master bed has a nectar king mattress with a Tv for late night television. Orange Blossom Retreat is centrally located in Gainesville making it an easy commute to any side of town.