
Vacation 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

Sapphire Cottage - sleeps 6, on 5 acres with canal
On 5 beautiful wooded acres with a boat dock on the canal. Relax by the shared pool, enjoy a BBQ by the firepit, fish from the boat dock, enjoy nature, or simply read a book in the gazebo. Sapphire Cottage has a Master with a queen size bed, a fully equipped kitchen, 2 full size sofa-beds, dinning area for 6, and a full size bathroom. Whether you are looking to relax, enjoy the farm animals, or a bit of adventure we have the perfect location. We live in the main house across the cottage.

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!

Tranquil guest home with beautiful salt water pool
Our tranquil getaway! Whether on vacation or traveling for work, this is the place to stay! With a beautiful pool and gigantic screened in area with comfortable patio furniture and a place to have your meals outside, you can't beat our guest house for enjoying Florida's weather. Inside, we have just added a stunningly comfortable new Queen sized bed with a "Purple" mattress on an adjustable frame. We have hi speed wi-fi and a large screen TV with Amazon Prime, Netflix, and more.

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.

Pet-friendly retreat w/ game room & fire pit
Welcome to Henry’s Hideaway, a relaxed Ocala retreat where families, friends, and pups can spread out, unwind, and enjoy time together. - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private outdoor pool(not heated) - available all year, open 24 hours - Detached game room w/ pool table, arcade games & Smart TV - Screened lanai, fire pit, BBQ grill & fenced backyard - Pet-friendly & family-ready w/ baby gear on request - Single level home, smart lock & dedicated workspace

Hidden Treasure NE. Ocala FL. Pool! Large Yard!
"Hidden Treasure is a comfy 60s home with 4 bedrooms, two baths, large(170x250) 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 per dog.50$ no cats.swim at your own risk. 12 miles to WEC..cameras on home are non functional..guest house price negotiable.
Popular amenities for Ocala rentals with a pool
House rentals with a pool

Villages home with unique elevated front porch

Villages-Private Heated Pool-Central Location

*No Service Fees* Ocala Equestrian Oasis w/Pool

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Relaxing House in The Villages

Brownwood Square - Villages Home

Pool, Hot Tub and Silver Springs State Park!

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

Riverfront, Fishing and Boating Paradise, Pool!

Citrus Hills Condo close to all amenities

Crystal River Bungalow with boat slip

Crystal River Hideaway!

Sunset Getaway

Breath Deep: Relax by the Water

River Retreat

Waterfront Condo in Sawgrass Landing
Other vacation rentals with a pool

Stunning 2022 2 room 1.5 bath Rv 🤩

2 acre Oasis Retreat! lake view, Pool, Kayak

Orley farm guesthouse

SleepyOak-Cala

Welcome to the Villages

4 BR/2 BA, Heated Pool, 2 King Beds & 2218 FT!

Near WEC & HITS - Huge Backyard

Pool & Bar Oasis: 3-BR House Near Horse Parks
When is the best time to visit Ocala?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 150 | € 153 | € 150 | € 138 | € 150 | € 148 | € 140 | € 140 | € 140 | € 132 | € 140 | € 150 |
| 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 vacation rentals with a pool in Ocala

Total vacation rentals
Explore 130 vacation rentals in Ocala

Nightly prices starting at
Ocala vacation rentals start at € 25 per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
130 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!
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- Ocala National Forest
- University of Florida
- Rainbow Springs State Park
- Fort Island Beach
- Paynes Prairie Preserve State Park
- Three Sisters Springs
- Homosassa Springs Wildlife State Park
- World Woods Golf Club
- World Equestrian Center
- Depot Park
- Ravine Gardens State Park
- Crystal River Archaeological State Park
- Florida Museum of Natural History
- Lakeridge Winery & Vineyards
- Crystal River
- Waterfront Park
- King's Landing
- Lochloosa Lake
- Rock Springs
- Crystal River National Wildlife Refuge
- Hunters Spring Park
- K P Hole Park
- Florida Horse Park
- The Canyons Zip Line and Adventure Park




