
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.

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

Retreat, waterfront condo/boat slip/pool
This exclusive complex offers old Florida charm. Raised boardwalks, pool, dock with boat slip, scallop cleaning station and abundance of wildlife to watch. Perfect for a couple, allows up to four. We offer breath taking sunrise and sunset floor to ceiling views. Kayaking, scalloping, birdwatching, fishing, golf and swimming with manatees are all available locally. Fantastic seafood restaurants, grocery stores, and shopping all close by. Come experience the best Crystal River has to offers

Spacious 3BR home with HEATED POOL in Ocala
Relax and hang out with the whole family in this beautiful Ocala house! Soak up some sun in the screened in pool and lounge chairs, or enjoy the mini basketball court and outdoor grill. Just 25 min to the World Equestrian Center, it’s the perfect oasis to stay in while you or your family compete. Enjoy some peace and quiet with a short 20 min drive to a vibrant downtown. Just 5 min to the Marion Oaks Community Center with tennis and other activities, there is something here for everyone!

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.

Location Can’t be Beat! With cart!
Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Fabulous Courtyard Villa close to Sumter Landing
This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Easiest camping ever, RV & Golf cart included
Welcome to the Damon Nomad! Gated Lakefront campground. No RV experience needed. Across street salt springs. A short drive to Silver glen, Silver, Alexander & jupiter springs. Only RV I know of with a California King. Tons of stuff to do if you like the outdoors. Take the golf cart to the restraunts, bait store, dollar general or just cruise the campgrounds. $20 checkin fee for up 2 vehicles. If booked try: www.airbnb.com/h/paulapuma www.airbnb.com/h/tinytina

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.

Cozy pet-friendly home w/ private pool
Welcome to your Ocala getaway where open spaces, easy gathering spots, and year-round fun create a comfortable stay for families, friends & pups. - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private pool (not heated, open all year) - Detached game room w/ pool table & arcade - Screened lanai w/ dining & outdoor seating - Kitchen, laundry & workspace - Pet-friendly
Popular amenities for Ocala rentals with a pool
House rentals with a pool

Relax in Ocala Fl

Lake Dora Dream-Waterfront/Pool

Pam’s Vacation Casa

Relaxing House in The Villages

Peaceful Pool Home In Ocala

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

The Villages, Heated Pool Walk to Sawgrass

Near WEC & HITS - Huge Backyard
Condo rentals with a pool

Walk to River: Snowbird's Paradise in Homosassa

Pool Access & Lanai: Riverfront Welaka Condo!

Black Friday sale for 2026 bookings! Ending soon!

EarlyTimes on the Withlacoochee!

Crystal River Hideaway!

Sunset Getaway

Breath Deep: Relax by the Water

River Retreat
Other holiday rentals with a pool

Pool Home Great Location 3/2 & 2 Golf Carts

Ocala Oasis 4BR w/Pool/Cabana/GameRoom/MiniGolf

*No Service Fees* Ocala Equestrian Oasis w/Pool

Heated Pool Golf Cart Dog Friendly in The Villages

New home in the new part of the villages.

Lovely apartment in the Heart of Horse Country.

The Sunshine Retreat with Golf Car

Equestrian Elegance close to WEC
When is the best time to visit Ocala?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $318 NZD | $325 NZD | $320 NZD | $293 NZD | $318 NZD | $315 NZD | $299 NZD | $299 NZD | $297 NZD | $281 NZD | $297 NZD | $318 NZD |
| 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 $53 NZD per night before taxes and fees

Verified guest reviews
Over 4,300 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 of Ocala holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Fort Island Beach
- Paynes Prairie Preserve State Park
- Black Diamond Ranch
- World Woods Golf Club
- Bird Creek Beach
- Homosassa Springs Wildlife State Park
- Clerbrook Golf & RV Resort
- Depot Park
- Ironwood Golf Course
- Ravine Gardens State Park
- Plantation Inn and Golf Resort
- Hontoon Island State Park
- Ocala Golf Club
- Ocala National Golf Club
- Lake Griffin State Park
- Florida Museum of Natural History
- Arlington Ridge Golf Club
- Mount Dora Golf Club
- The Preserve Golf Club
- Crystal River Archaeological State Park
- Citrus Springs Golf & Country Club
- Sparacia Witherell Family Winery & Vineyard
- Lakeridge Winery & Vineyards




