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

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.

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!

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!

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.

Hidden Treasure NE. Ocala Ft King. Pool.
"Hidden Treasure is a comfy 60s home with 4 bedrooms, two baths, large(130x250) FENCED 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 allowed with permission and additional fee dog.50$ no cats.swim at your own risk. 12 miles to WEC..cameras on home are non functional..guest house price negotiable.

Beautiful country house
Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates

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 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.

Pet-friendly home w/ pool & lanai
Welcome to your peaceful Ocala retreat - a spacious, pet-friendly stay where you can relax, play, and reconnect with family and friends: - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private outdoor pool (not heated) - Detached game room w/ pool table, arcade games - Fully fenced backyard, fire pit, BBQ grill & outdoor dining area - Fully equipped kitchen, wifi & dedicated workspace - Pet-friendly & family-ready w/ crib, high chair & playroom

Magazine Featured Ranch Home on 11 Serene Acres
Experience Chozen Acres, a magazine-featured modern A-frame on 11 serene acres. This 2-bedroom + loft retreat offers ultimate relaxation with a stunning pond, waterfall, gazebo, and charming bridge. Wander among majestic live oaks, enjoy the rustic barn, or lounge by the pool. It’s a stylish, zen-filled escape designed for peace. Special Offer: Book 3+ nights and get a FREE movie of your choice!

Fenney Waterview Retreat w/Pool in The Villages
If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.

Peacock Paradise
Peacock Paradise: Luxe 4BR/3BA retreat with heated saltwater pool. Fully-stocked kitchen, TVs in every room, deluxe master suite. Privacy for all with a split floor plan. Explore easily: 3.5mi to Ocala, 12mi to Equestrian Center, 42mi to UF, 65mi to Orlando Theme Parks. Book your dream stay!
Popular amenities for Ocala rentals with a pool
House rentals with a pool

Blue Sky Farm Pool Home Getaway: New Pool Deck

5BR Ocala Farm Home With Heated Pool, 6Min To WEC

Welcome to Oasis Ocala!

*HEATED POOL*NEAR RAINBOW RIVER & CRYSTAL RIVER*

Poolside Family Retreat-Near the Springs!

Pool & Bar Oasis: 3-BR House Near Horse Parks

Cheerful 4 Bedroom Pet Friendly with Pool

Ocala WEC & HITS Serenity Oasis
Apartment rentals with a pool

Citrus Hills Condo close to all amenities

Riverfront, Fishing and Boating Paradise, Pool!

Crystal River Bungalow with boat slip

Riverside Retreat

Sunset Getaway

River Retreat

Waterfront Condo in Sawgrass Landing

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

Pam's Vacation Casa

Relaxing Ocala Oasis w/ Private Pool

Crownwood Modern New 3bd 2ba WEC equestrian FAST

Heated Pool Golf Cart Dog Friendly in The Villages

Villa turquesa, Very close to Silver Spring

Pool/Spa Golf Course Community Home 190

Springs Equestrian Lodge| Pool |Historic District

Poolside Paradise • 3BR w/ Game Room & Pool Table!
When is the best time to visit Ocala?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹16,618 | ₹16,989 | ₹16,711 | ₹15,318 | ₹16,618 | ₹16,432 | ₹15,597 | ₹15,597 | ₹15,504 | ₹14,111 | ₹15,597 | ₹15,318 |
| 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 ₹2,785 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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- Rainbow Springs State Park
- Ocala National Forest
- University of Florida
- Fort Island Beach
- Paynes Prairie Preserve State Park
- World Equestrian Center
- Crystal River Archaeological State Park
- Three Sisters Springs
- Homosassa Springs Wildlife State Park
- World Woods Golf Club
- Depot Park
- King's Landing
- Ravine Gardens State Park
- Florida Museum of Natural History
- Lochloosa Lake
- The Canyons Zip Line and Adventure Park
- De Leon Springs State Park
- Hunters Spring Park
- K P Hole Park
- Cedar Lakes Woods & Gardens
- Crystal River
- Florida Horse Park
- Crystal River National Wildlife Refuge
- Kelly Park




