Holiday rentals with a pool in Ocala

Stunning Private Oasis with Pool near WEC

Relax and unwind in this stunning fully renovated modern home with an incredible golf course view from the outdoor living area. Grill poolside or cook in with the gourmet kitchen, lounge by the fire pit poolside or cozy up on the large sofa by the fireplace. Located on Ocala National Golf Course 8 min. to World Equestrian Center 20 min. to Historic Downtown Ocala Square 40 min. to Univ of FL (Gainesville) 45 min to Gainesville Airport Exterior security cameras: pool, driveway, front door

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!

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

Unwind in this newly renovated 3BR/2BA pool home in a peaceful central Ocala location. Minutes from World Equestrian Center, Silver Springs State Park, Rainbow River and more! Some amazing amenities include a LARGE shared pool, spacious living areas, fully stocked kitchen with new appliances, washer & dryer, a work space, and an overall cozy, welcoming homey feel. The home is also close to Publix, restaurants, & shopping. You will enjoy lifelong memories with friends and family in this home!

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 oaks, enjoy the rustic barn, or lounge by the pool. It’s a stylish, zen-filled escape designed for peace. There are 5 doors into the home, the front door will be permanently locked until a custom door has been installed. Book 3+ nights and get a FREE movie of your choice!

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

This elegant, designer decorated and newly renovated home, is the ideal rental retreat for equestrian enthusiasts, golfers and those looking for central location and yet quiet space to relax. Nestled in a park-like-setting on a quiet cul-de-sac it features a screened in patio and pristine swimming pool. This home overlooks the 15th hole of the Ocala National Golf Course & within less than 5 minutes of Golden Ocala Country Club, WEC-The World Equestrian Center & easy access to OBS & HITS!

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.

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.

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.

Dog-friendly hideaway w/ pool & game room

Welcome to Henry's Hideaway - a dog-themed family retreat on 1.5 fenced acres just outside downtown Ocala, perfect for groups, families & pet lovers. - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private pool (open year-round, unheated) + lanai, gas BBQ & fire pit - Detached game room w/ pool table, arcade games, & 55" Smart TV - Family-ready: playroom, baby gear on request & safety gates - Full kitchen, washer/dryer, Keurig & workspace - Pet-friendly (dogs welcome) - $99/pet

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!