
Vacation rentals with a pool in Ocala
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Ocala

Total vacation rentals
Explore 150 vacation rentals in Ocala

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

Verified guest reviews
Over 5,510 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
150 of Ocala vacation rentals include wi-fi 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!
Top-rated rentals with a pool in Ocala
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Family escape w/ pool & games near Silver Springs
Welcome to Henry's Hideaway - a dog-themed, pet-friendly Ocala retreat on 1.5 fenced acres, perfect for families & friend groups seeking space, fun & easy access to Silver Springs! - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private pool (open year-round, not heated) & fire pit on 1.5 fenced acres - Detached game room w/ pool table, 60-game arcade & 55" TV - Screened lanai w/ outdoor dining & gas grill - Fully equipped kitchen, in-unit laundry & dedicated workspace - Pet-friendly ($99/pet fee)

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!

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!

Dreamy Studio in The Heart of Horse Country
Magical is how our guests most describe their experience with us. You'll discover just why we are an all 5 star review property. Giant Granddaddy Oaks draped in moss, and the lush full gardens of our estate. You'll feel welcomed to seclusion, paradise, and more. Near to restaurants, bars, shopping, and entertainment, yet still isolated from the bustle of life. Relax by the pool, or soak away your worries in our hot tub. And then there's Sox the cat, and Spike, our St. Berdoodle pup as well.

Pool Oasis/Game Room/Lanai Hangout/Sleeps 8
Step into a coastal-inspired retreat where the charm of an ocean resort meets the comfort of home. This spacious 4-bedroom, 2-bath getaway offers everything you need for a memorable family vacation—from a uniquely designed swimming pool to a lively game room and a serene lanai perfect for unwinding. Inside, the open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a warm and welcoming space ideal for gathering, entertaining, and making lasting memories.

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 food 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

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.

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.

Ocala Oasis 4BR w/Pool/Cabana/Game Room/Mini Golf
Welcome to our stunning Airbnb located in the beautiful city of Ocala. This exceptional property offers a range of amenities that will make your stay truly unforgettable. With a cabana, a huge pool, a game room, a fire pit, and even a miniature golf course, this is the perfect place to relax and have fun. The ps4 has 7 games you can bring your own as well, ensuring endless entertainment for everyone. The spacious 4-bedroom, 2-bathroom layout provides ample space!

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.

Private Country House | 16 Guests | Gatherings
Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

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

Modernized 3BR Pool Home near downtown, i75, & WEC

Ocala Equestrian Oasis w/Pool

WEC, HITS, Golf, Pets, Pool- Luxury Designer Villa

Stunning Private Oasis with Pool near WEC

Peacock Paradise

Backyard Oasis w/ pool & hot tub

Briar Meadow Villa - Dogs are welcome!

Peaceful 3BR Home | Perfect for Professionals
Condo rentals with a pool

Riverfront, Fishing and Boating Paradise, Pool!

Crystal River Bungalow with boat slip

Riverside Retreat

Sunset Getaway

The Chubby Mermaid!

Bring your Boat to the Condo on the River

Summer Sale from Jun- Oct only 100 per day W pool.

Waterfront Condo in Sawgrass Landing
Other vacation rentals with a pool

3BR w/HUGE pool, patio near WEC/FAST

New! Beautiful 10 acre Ocala farm w/sparkling pool

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

Crownwood Modern New 3bd 2ba WEC equestrian FAST S

Guest Cabina | Hot Tub | Tropical Pool Oasis

The Poolside Paradise Retreat

Private Pool | 7.5 miles to WEC |2.5 Miles to FAST

Ocala's Oasis
When is the best time to visit Ocala?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €150 | €165 | €177 | €144 | €156 | €154 | €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 |
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- Rainbow Springs State Park
- University of Florida
- Ocala National Forest
- King's Landing
- Fort Island Beach
- Three Sisters Springs
- Crystal River Archaeological State Park
- Kelly Park
- World Equestrian Center
- Paynes Prairie Preserve State Park
- Homosassa Springs Wildlife State Park
- Rock Springs
- Depot Park
- The Canyons Zip Line and Adventure Park
- K P Hole Park
- De Leon Springs State Park
- Lakeridge Winery & Vineyards
- Ravine Gardens State Park
- Cedar Lakes Woods & Gardens
- Silver Glen Springs Recreation Area
- Crystal River National Wildlife Refuge
- Hunters Spring Park
- Sholom Park
- Florida Museum of Natural History





