
Holiday rentals with a pool in Ocala
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Top-rated rentals with a pool in Ocala
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Stunning Private Oasis with Pool near WEC
Relax and unwind in this stunning fully renovated modern home with an incredible golf course view from the outdoor living area. Grill poolside or cook in with the gourmet kitchen, lounge by the fire pit poolside or cozy up on the large sofa by the fireplace. Located on Ocala National Golf Course 8 min. to World Equestrian Center 20 min. to Historic Downtown Ocala Square 40 min. to Univ of FL (Gainesville) 45 min to Gainesville Airport Exterior security cameras: pool, driveway, front door

Beautiful Home with Pool Near HITS (Horse Country)
Relax with the whole family in this 3 bedroom, 2 bath updated home near HITS (Ocala’s Beautiful Horse Farms), Disney, Beaches & Springs. Home is 1 block from Publix Grocery Store & Restaurants. Located about an hour from Ormond/Daytona Beach, Disney World & Orlando area. If you like Florida’s nature areas, the home is about half an hour to Juniper Springs, Salt Springs & minutes to Silver Springs. Bring your kayaks/canoes. Gulf fishing and several lakes nearby. Just minutes from Downtown Ocala!

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Nature Coast Lakeside Getaway- Pool Home w/ Dock
Enjoy lakefront living close to everything the Nature Coast has to offer. Entire home is for your use with a private pool and boat dock. Beautifully decorated and comfortable living space to enjoy some family time. The 3 bedroom home has 2 king beds, 1 bunk bed (twin and full size) and 1 twin trundle bed. Sleeps 8. Enjoy using the 3 kayaks on the lake during the day, then challenge each other to a game of 8 ball at night on the billiards table. Swim and enjoy cocktails by the pool on the lanai.

Screened-In-Optional Heated Pool+Fence+Arcade +Bbq
Minutes away from I-75, ready for you and your family to venture off & explore any part of Florida. Garage turned into a game room & Enjoy the Pool Longer – Solar & Electric Heated for Extended Spring & Fall Comfort! Our solar-heated-screened in pool lets you enjoy swimming well into the early spring & late fall . For those extra chilly days, also for 50 dollars a day you can enjoy an electric pool heater to ensure the water stays comfortable. Swim season doesn’t have to end when summer does!

Blue Sky Farm Pool Home Getaway
Blue Sky Farm is located in the Farmland Preservation Area. The setting is picturesque with pastoral views surrounding the property. The property boosts a beautiful pool with a large lanai and 10 acres of privacy. It is quiet location, but yet is convenient to all that Ocala has to offer. 14 Miles to WEC. 10 miles to Downtown Ocala to enjoy restaurants, shopping, or the Saturday Farmers Market. 8 miles to Silver Springs Park to enjoy kayaking, manatees and old Florida. Great location!

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.

Ocala Oasis-3 Bedrooms and Heated Pool!
Relax in a safe neighborhood with a pool home that boasts 3 bedrooms and a game room with air hockey/pool/Foosball table. There is a outdoor Basketball hoop, ample pool side seating, fire pit, and kayaks for exploring The Silver Springs, which are 6 miles away. This home is spacious, quiet, and clean. Just minutes from downtown and 12 miles from World Equestrian Center. Have fun grilling by the pool or venturing out on the town. This home is central to everything Ocala has to offer.

Safari themed private addition with pool/hot tub.
This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Pet-friendly home w/ pool & BBQ grill
Welcome to Henry’s Hideaway - a peaceful Ocala retreat where families, friends & pups can relax, play & reconnect across wide open space. - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private outdoor pool (not heated) - Detached game room w/ pool table, arcade games & game console - Screened lanai w/ outdoor dining, fire pit & BBQ grill - Pet-friendly & family-ready (crib, pack ’n play, high chair on request) - Fully fenced backyard on 1.5 acres, smart lock & free garage parking

Modern 5 Bedroom Family Home w/Pool and Game Room!
We invite you to relax and unwind in our 5 Bedroom 3 bathroom, spacious pool home located in a quiet cul de sac. Complete with an upstairs game room with air hockey table. Rest and recuperate in the master suite with a custom made king size bed and an oversized jacuzzi tub. There is a large area for parking, will easily fit 4 cars. Easy no contact check in and check out. Whether your in town for fun or business our home has everything you will need to make your trip enjoyable.
Popular amenities for Ocala rentals with a pool
House rentals with a pool

Family home in quiet neighborhood

Hidden Treasure NE. Ocala Ft King. Pool.

Pam's Vacation Casa

*No Service Fees* Ocala Equestrian Oasis w/Pool

Crownwood Modern New 3bd 2ba WEC equestrian FAST

Ocala House with Pool, Gym*Gazebo*Fire Pit

Near WEC & HITS - Huge Backyard

Elegant Ocala Oasis w/Pool: Unwind in Luxury
Apartment rentals with a pool

Citrus Hills Condo close to all amenities

Crystal River Bungalow with boat slip

Riverside Retreat

Crystal River Hideaway!

Sunset Getaway

River Retreat

Waterfront Condo in Sawgrass Landing

Wafflemaker Waterfront condo 2BR full ensuite pool
Other holiday rentals with a pool

Relaxing Ocala Oasis w/ Private Pool

Orley farm guesthouse

Vernon House - Pool Home in Downtown Ocala

Luxury home with a pool and 3 bedroom

Springs Equestrian Lodge| Pool |Historic District

The Poolside Paradise Retreat

COZY 3BR/2BAFamily home close to WEC &Silver Sprin

Dog Friendly Get-A-Way! Golf cart included!
When is the best time to visit Ocala?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 157 | € 160 | € 157 | € 144 | € 157 | € 155 | € 147 | € 147 | € 146 | € 133 | € 147 | € 144 |
| 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 Ocala

Total holiday rentals
Explore 130 holiday rentals in Ocala

Nightly prices starting at
Ocala holiday rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 4,620 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 of Ocala holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ocala rentals

4.9 Average rating
Ocala stays are highly rated by guests – averaging 4.9 out of 5!
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- Ocala National Forest
- Rainbow Springs State Park
- Fort Island Beach
- Paynes Prairie Preserve State Park
- University of Florida
- World Equestrian Center
- Three Sisters Springs
- Crystal River Archaeological State Park
- Homosassa Springs Wildlife State Park
- Depot Park
- World Woods Golf Club
- Ravine Gardens State Park
- Florida Museum of Natural History
- King's Landing
- Lochloosa Lake
- The Canyons Zip Line and Adventure Park
- Hunters Spring Park
- De Leon Springs State Park
- Cedar Lakes Woods & Gardens
- K P Hole Park
- Florida Horse Park
- Lakeridge Winery & Vineyards
- Waterfront Park
- Crystal River




