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Vacation 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.

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Home in Ocala

4.83 out of 5 average rating, 100 reviews

Hidden Treasure NE. Pool,Dogs,WEC,SilverSpring SP.

"Hidden Treasure is a comfy family home with 4 bedrooms, two baths, large level yard, parking for vehicles and large built in pool. There is a guest suite on the property that can be booked for an additional fee. parking for large-scale vehicles behind guest house 220x40..room for horse trailers! dogs are allowed with permission and additional fee per dog.50$ per dog, no cats.swim at your own risk. 12 miles to WEC..cameras on home are non functional..guest house can be reserved for 50$per night.

Home in Ocala

5 out of 5 average rating, 35 reviews

Peaceful Pool Home In Ocala

Welcome to Ocala's Tranquil Pool Home!!! This haven is in one of Ocala's most sought-after neighborhoods designed with the utmost comforts of home. This home features a fully screened in front porch, a screened in back lanai, a large pool, fully fenced yard for privacy, and outdoor dining gazebo. It showcases 4 bedrooms including an ensuite primary, fully equipped kitchen, washer, dryer, and more. Pack light - just bring your clothes and swimsuits. Book now and enjoy this serene Ocala retreat!!!

Guesthouse in McIntosh

4.83 out of 5 average rating, 158 reviews

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 the bikes for a ride. 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. There is everything you need.

Home in Ocala

4.91 out of 5 average rating, 64 reviews

Spacious Home with Pool Near HITS (Horse Country)

Newly updated mid-century home designed with all the top amenities. Truly one of a kind with amazing architectural design. Every detail has been preserved for your entertainment. Great home for family time and entertaining friends. There are 3 spacious bedrooms, a full bar area, patio with games, and pool for your enjoyment. The home is located minutes to Silver Springs and Downtown Ocala. It is located about an hour from Daytona Beach, Disney World & Orlando area. Also near HITS & WEC.

Guest suite in Ocala

5 out of 5 average rating, 193 reviews

Modern Guest Suite w/pool, near Paddock Mall & WEC

Beautiful 3 room apartment in upscale, gated community close to Paddock Mall w/ easy access to restaurants, WEC, HITS, Springs, State Parks, etc. Owners live onsite opposite pool across from the suite. Our peaceful neighborhood has oaks, owls etc. Suite is clean & comfortable with private access & opens to pool & walled courtyard patio area. Kitchenette provides simple cooking with skillet, etc. but no range. Master bed has queen bed with own TV and there's a large TV in living area.

Home in Alachua

4.82 out of 5 average rating, 210 reviews

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.

Tiny home in Florida

4.88 out of 5 average rating, 108 reviews

"Cowboy's Cabana" - Detached Suite w/ Pool & Porch

Enjoy your visit to the Springs Heartland at Cowboy's Cabana! This small but sweet detached guest suite is steps away from a fully screened in (not heated) pool and only two blocks from the Ichetucknee River! Visit Ichetucknee Springs, the Santa Fe River, the Suwannee River, Ginnie Springs and much more! Enjoy seasonal fresh eggs! Long term stays welcome *Currently recovering from Hurricane Idalia driveway and landscape damages* *Guests must have prior 5 star reviews to book*

Home in Gainesville

4.91 out of 5 average rating, 152 reviews

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

Home in Ocala

5 out of 5 average rating, 32 reviews

Hot tub, pool, bbq, game room near downtown

This two-story dream home has location, amenities and space that can't be beat! - 4 mins to downtown with restaurants, shopping center, live music & more - 6 mins to the Hospital - 13 mins to Silver Springs State Park - 18 mins to World Equestrian Center Located in a quiet neighborhood where you can relax and recharge but be close to the action. Privacy walled pool, bbq, lounge and dining area will have you feeling like your at a private resort.

Rental unit in Gainesville

5 out of 5 average rating, 4 reviews

The cozy stay! With a pool

The Cozy Stay," your perfect family-friendly getaway! This charming retreat features four comfortable beds, accommodating up to eight guests with ease. Enjoy the convenience of one and a half bathrooms, ensuring a stress-free stay. Relax and unwind by the pool on the premises, offering a refreshing escape. Whether you're planning a family vacation or a group retreat, Cozy Stay provides the comfort and amenities needed for a memorable experience.

Home in Gainesville

4.91 out of 5 average rating, 128 reviews

Luxury Modern Home w/Heated Pool. Go Gators!

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 and Cabannas, 72in Fireglass Firepit, Gym Area w/TV for Streaming Workouts, Beverage Bar and more

Guesthouse in Trenton

4.88 out of 5 average rating, 158 reviews

Springs capital of the world

Secluded, peaceful, country property in the heart of springs country. Come relax, enjoy the peace and quiet and the bright stars. This cabin offers everything you need. This is our farm where we have free roaming chickens, dogs and cats. Your well behaved small pets are more than welcome to join you during your visit. There are many springs nearby, all within 10-30 minutes away. Escape from the city and enjoy the tranquil country life.

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Popular amenities for Gainesville rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Ocala

4.78 out of 5 average rating, 23 reviews

Serene Spacious 3 Bedroom w/Pool by WEC!

Home in Gainesville

4.96 out of 5 average rating, 26 reviews

Mid-century modern house with pool

Home in Ocala

4.93 out of 5 average rating, 15 reviews

3BR pool house minutes from WEC!

Home in Ocala

4.88 out of 5 average rating, 17 reviews

Spacious 3 Bedroom Pool Home 4 Minutes from WEC

Home in Ocala

4.83 out of 5 average rating, 23 reviews

SE Ocala, 3BR /2BA, King Suite, Pool, Office, Yard

Home in Ocala

4.93 out of 5 average rating, 43 reviews

Cheerful 4 Bedroom Pet Friendly with Pool

Home in Gainesville

4.88 out of 5 average rating, 16 reviews

Luxe Getaway with Pool + Firepit

Home in Gainesville

4.88 out of 5 average rating, 51 reviews

New! Saltwater Pool home, Hot Tub & Games!

Condo rentals with a pool

Condo in Gainesville

4.95 out of 5 average rating, 20 reviews

Exclusive~Appt 5 mins to UF/Shands/ VA hospital

Condo in Haile Plantation

4.97 out of 5 average rating, 114 reviews

Chic Haile Village Getaway

Condo in Gainesville

4.92 out of 5 average rating, 110 reviews

Spacious 1 BR Condo @ Celebration Pointe

Condo in Gainesville

4.79 out of 5 average rating, 233 reviews

Private townhouse at Foxmoor - just blocks to UF

Condo in Gainesville

4.96 out of 5 average rating, 112 reviews

Ying Yang Suite | King Bed - Zen Condo

Condo in Gainesville

4.91 out of 5 average rating, 231 reviews

Le Chic - Near Celebration Pointe, UF, Shands

Condo in Gainesville

4.85 out of 5 average rating, 137 reviews

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

Condo in Alachua

5 out of 5 average rating, 11 reviews

Serene Waterviews King Condo- 2/2 pool

Quick stats about vacation rentals with a pool in Gainesville

Total rentals
360 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
210 properties have a dedicated workspace

Destinations to explore