
Holiday rentals with a pool in Gainesville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gainesville
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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!

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.

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. ***

The Farmhouse at Oaks | Full Kitchen • Near I75
Relax and Enjoy this fully renovated and stylish 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 10 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.

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.

Airy✨Eclectic 3BR 7min UF, stadium, shands
Our ✨spacious & bright eclectic town home is just what you’re looking for! Comfort and cleanliness is our priority! We're centrally located minutes from Shands hospital, UF, Shops, Stadium, downtown & several state parks. We've added a few touches we love having in our home like our Nest thermostat, Alexa dot with Apple Music & smart TVs. Keurig available in our kitchen along with all the cookware you'll need to stay in for meals. Washer & Dryer also available inside home.

| Haile Village Getaway 2/2 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 & 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

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.
Popular amenities for Gainesville rentals with a pool
House rentals with a pool

Coaches House - 1.5 mile from Ben Griffin Stadium

Family Oasis w/ Pool, Lanai & Basketball Court

Modern Home ~10 mins to UF w/Pool & Private Yard

Gated Golf Getaway close to Springs and UF

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

Vacation home, Pool,gazebo, yard

House in High Springs with Pool - Close to town

Backyard oasis for big groups, 10 min to stadium
Condo rentals with a pool

Close to UF Condo 2 Beds 1 Bath with parking

Walk to UF Health Shands! Reliable, Close, Safe!

Lovely Townhouse with pool and great locale

Ground Floor Condo - Near UF & Shands-Pool-Parking

Super Clean Oasis: Full Kitchen, Pool, Gym, Quiet

Modern 4-Bedroom/4-Bath Apt. near UF & Shands

✨️Spacious with 2 Master suites next to I-75&Mall

Entire condo super close to UF - no stairs
Other holiday rentals with a pool

Corner Cottage Oasis with Pool

The Secluded Sanctuary | Salt Pool+Lanai+Office

Mid-century home with pool, near UF and Shands

Entire Condo Across from Shands Hospital

Lakeside Retreat

Shands Hospital Guesthouse - Free Parking

Tranquil Townhome Gainesville

Farm Coachhouse Apt
When is the best time to visit Gainesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 NZD | $166 NZD | $166 NZD | $164 NZD | $187 NZD | $156 NZD | $149 NZD | $186 NZD | $161 NZD | $199 NZD | $196 NZD | $166 NZD |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 27°C | 27°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about holiday rentals with a pool in Gainesville

Total holiday rentals
Explore 400 holiday rentals in Gainesville

Verified guest reviews
Over 15,180 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
400 of Gainesville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Gainesville rentals

4.8 Average rating
Gainesville stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Gainesville's top spots, include Depot Park, Florida Museum of Natural History, and Royal Park Stadium 16
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- Ginnie Springs
- Ocala National Forest
- Rainbow Springs State Park
- University of Florida
- Manatee Springs State Park
- Ichetucknee Springs State Park
- Gilchrist Blue Springs State Park
- Paynes Prairie Preserve State Park
- World Equestrian Center
- Depot Park
- Ravine Gardens State Park
- Fanning Springs State Park
- Florida Museum of Natural History
- Lochloosa Lake
- K P Hole Park
- Cedar Lakes Woods & Gardens
- Florida Horse Park
- Sholom Park
- The Canyons Zip Line and Adventure Park
- Devil's Millhopper Geological State Park
- Osceola National Forest
- O' Leno State Park
- Poe Springs Park
- Don Garlits Museum of Drag Racing




