
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.

Barn Style Tiny Home on Mini-Farm
Books fast! Manatee season! Tiny home on a rescue farm minutes to manatees, springs, rivers, and beaches! A refuge for fainting goats, ducks, chickens, baby piglets, an OUTDOOR hot/cold shower, and a COMPOST toilet. Adventures, fishing, while manatees, dolphins, and other wildlife can be spotted near year-round. Sit by a fire and relax in Adirondack chairs, hammock or at a picnic table. Bring water toys, kayaks, ATVs, RV/trailer, boats, and FUR BABIES for the ultimate GLAMPING getaway! Read all!

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

Pool, golf cart, private backyard. Paradise!
Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your own, small, private pool (not heated). "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A new custom 2021 Yamaha QuieTech golf cart is included!

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.

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!

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.

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. $35 checkin fee for up 2 vehicles. If booked try: www.airbnb.com/h/paulapuma www.airbnb.com/h/tinytina
Popular amenities for Ocala rentals with a pool
House rentals with a pool

2/2 custom pool home with 4 person gas golf cart

Villages-Private Heated Pool-Central Location

Family Tides 3 Richmond

Stunning Private Oasis with Pool near WEC

Crownwood Modern New 3bd 2ba WEC equestrian FAST

The Villages, Heated Pool Walk to Sawgrass

Ocala WEC & HITS Serenity Oasis

Pirates & Parrots - The Villages - w/Golf Car !
Apartment rentals with a pool

Walk to River: Snowbird's Paradise in Homosassa

Riverfront, Fishing and Boating Paradise, Pool!

Crystal River Bungalow with boat slip

Crystal River Hideaway!

Sunset Getaway

Breath Deep: Relax by the Water

St Johns River Retreat in Welaka w/ Dock Access

River Retreat
Other holiday rentals with a pool

Mid Century Living on Lake Eustis. Dock available.

Tranquil guest home with beautiful salt water pool

Private Spa *Heated Pool* & Firepit Near Manatees!

Orley farm guesthouse

Relaxing House in The Villages

Waterfront Oasis - Crystal River

Heart of The Villages-guest pass for pool, golf

Lovely apartment in the Heart of Horse Country.
When is the best time to visit Ocala?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹16,070 | ₹16,429 | ₹16,160 | ₹14,813 | ₹16,070 | ₹15,891 | ₹15,083 | ₹15,083 | ₹14,993 | ₹14,185 | ₹14,993 | ₹16,070 |
| 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 ₹2,693 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
70 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
- 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
- Ravine Gardens State Park
- Ocala National Golf Club
- Ironwood Golf Course
- Ocala Golf Club
- Hontoon Island State Park
- Plantation Inn and Golf Resort
- Lake Griffin State Park
- Florida Museum of Natural History
- Arlington Ridge Golf Club
- Mount Dora Golf Club
- Crystal River Archaeological State Park
- The Preserve Golf Club
- Sparacia Witherell Family Winery & Vineyard
- Citrus Springs Golf & Country Club
- Lakeridge Winery & Vineyards




