
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.

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!

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.

Historic Huff cottage-Pet Friendly
Step back in time & stroll through the scenic streets of historic McIntosh. This 1 bedroom cottage is cozy like home. Say hello to the donkeys, goats, ponies, and the cows. Take a swim in the pool or sit back and relax with a cup of coffee & watch the sand hill cranes. Great fishing in Orange lake bring your boat. Boat ramp and slips less than a mile away. Great for a relaxing get-away to unwind for a short stay or extended stays. Please note the pool is closed from Nov-April.

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.

4 Bedrooms, Private Pool + HOT TUB
Hi I'm John with Gainesville STR. Check out our great ratings and reviews! Just a 10 minute drive to O'Connell Center for graduate/white coat ceremonies. Pool heating is available for extra fee. Message us for details. Your family home in Gainesville awaits - Close to the stadium and Shands with an 800 sq ft HEATED pool , hot tub, BBQ grill and XBOX Live. Ben Hill Griffin Stadium / O'Connell Center - 10 minutes Shands Medical Center - 12 minutes Ginnie Springs - 45 minutes

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.

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

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.

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.

Comfy 2B/2B across from Shands, walk to UF
A warm, comfy spot just across from Shands hospital and a short walk away from UF (you can walk to the stadium in 10min). Everything you need is within walking distance (CVS, Food, UF, Running Trails). Relax next to the pool, enjoy a worry free lodging with all necessary amenities provided such as WiFi, Pots/Pans, Tableware, etc..
Popular amenities for Gainesville rentals with a pool
House rentals with a pool

Rare & Spacious Oasis w/Pool

Corner Cottage Oasis with Pool

Grand Downtown Pool Home: 5 BR

House in High Springs with Pool - Close to town

Backyard oasis for big groups, 10 min to stadium

Casa de Luna • Quiet 2BR + Pool + Near Gainesville

Luxe Getaway with Pool + Firepit

The Boujee Bungalow ~with Soak Tub & Private Yard!
Apartment rentals with a pool

Close to UF Condo 2 Beds 1 Bath with parking

UF/Shands/Stadium - Park Free and Walk!

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

Haile Village Getaway Chic 2/2

Private townhouse at Foxmoor - just blocks to UF

Short walk to Shands, VA, University of Florida 1

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

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

Home with Pool and Hot Tub

Charming Mid-Century Condo - Walk to UF/Shands

Cozy Townhome: Near Butler Plaza, UF & Shands

Luxury 3Level 6Bedroom Villa Nature Reserve Views

Cozy UF condo off Archer RD - Near Shands & VA !

The Ritz-Karlen - Pool Home - 10 mins to CHI

Vacation home, Pool,gazebo, yard

Boho Chic with pool near UF and Santa Fe College.
When is the best time to visit Gainesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $114 SGD | $128 SGD | $128 SGD | $127 SGD | $145 SGD | $121 SGD | $116 SGD | $144 SGD | $125 SGD | $168 SGD | $159 SGD | $132 SGD |
| 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 15,660 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
390 of Gainesville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Manatee Springs State Park
- Ichetucknee Springs State Park
- Rainbow Springs State Park
- Gilchrist Blue Springs State Park
- Paynes Prairie Preserve State Park
- Depot Park
- Eagle Landing Golf Club
- Fanning Springs State Park
- Ravine Gardens State Park
- Ocala National Golf Club
- Ocala Golf Club
- Ironwood Golf Course
- Florida Museum of Natural History
- The Preserve Golf Club
- Citrus Springs Golf & Country Club
- Riverfront Park




