Holiday rentals with a pool in Ocala

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!

Family · Location · Check-in

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.

Location · Family · Grill

Private Spa *Heated Pool* & Firepit Near Manatees!

Unwind in your private hot tub or relax in the pool heated to your desired temp while enjoying the 65" outdoor TV🌴. Relish the designer decor, 4K game experience, pool table, and firepit under the stars. Yours just minutes from Crystal River’s famous “Swimming with the Manatees” 🐋, Rainbow Springs swimming/tubing/kayaking , Gulf scalloping, Devil’s Den exploring, and World Equestrian Center discovering🐴. Perfect for families, couples, or friends looking to have fun and make forever memories!

Family · Value · Layout

Rainbow River Retreat: Kayak | Games | Heated Pool

Discover your family's perfect Dunnellon getaway! Minutes from Rainbow Springs State Park and KP Hole with free kayaks for adventures. Unwind with a heated pool, pool table, ping pong, and poker setup, plus comfortable bedrooms for everyone. Gather around the fire pit for memorable evenings under the stars. From water activities to cozy nights by the fire, create special family moments that last a lifetime in beautiful Central Florida! Make Unforgettable Dunnellon Memories - Learn More Below!

Family · Value · Access

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!

Family · Location · Check-in

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.

Family · Location · Pool

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.

Family · Location · Cleanliness

Serene Paradise Heated Pool/HotTub/TikiBar 4 BR's

Looking for a getaway for the whole family, a few couples, or a fantastic friends trip? If you are looking for Florida Heaven, you found it! Welcome to Paradise Palms! THIS is a amazing 4000 sq ft property! Our place sleeps up to 16! Its a newly furnished coastal beauty! You will feel like you are at a private resort! Step outside to a unique custom made Tiki bar, a huge Hot Tub, as well as a Salt water pool and waterfall. All this nestled on 2 acres for endless privacy and seaclusion!

Family · Value · Sleep quality

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.

Location · Value · Quiet

Hidden Treasure NE. Ocala Ft King. Pool.

"Hidden Treasure is a comfy 60s home with 4 bedrooms, two baths, large(130x250) FENCED 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 dog.50$ no cats.swim at your own risk. 12 miles to WEC..cameras on home are non functional..guest house price negotiable.

Value · Location · Cleanliness

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!

Value · Family · Kitchen

Pet-friendly pool home w/ arcade & fire pit

Welcome to Henry's Hideaway - a wiener dog-themed Ocala retreat on 1.5 fenced acres for families, friends & pups! - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private pool (open year-round, not heated) & screened lanai w/ dining for 8 - Detached game room w/ pool table, 60-game arcade & 55" Smart TV - Fire pit, gas grill & outdoor dining in a fully fenced backyard - Pet-friendly - $99/pet - Mins to Silver Springs, World Equestrian Center & downtown Ocala

Family · Value · Condition