Holiday rentals with a pool in Gainesville

Rare & Spacious Oasis w/Pool

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.

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. ***

Tiny Farmhouse on The Grove

Take it easy at this unique and peaceful getaway just minutes outside the city of Alachua and 20 minutes from Gainesville. A tiny house on the farm surrounded by nature, wildlife, and farm animals. We have 2 goats, 2 zebus, and 4 donkeys that make up our little farmhouse retreat. The cabin is stylish and cozy offering a full size bed, futon, WiFi and TV. . Has everything you need for a relaxing getaway. 7 min to Alachua 17 min to High Springs 15 min to Gainesville 28 min to Ginnie Springs

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.

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.

Modern Muse w/Firepit & Heated Pool 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

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.