Holiday rentals with a pool in Ocala

An outdoor seating area features two woven sofas positioned around a central coffee table, offering a comfortable spot to relax. A ceiling fan hangs above, and a door leads to the interior. A screened enclosure allows for views of the pool and surrounding greenery.

4.94 out of 5 average rating, 158 reviews

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!

LocationFamilyCheckout

4.96 out of 5 average rating, 353 reviews

A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.

Home in Lady Lake

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.

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4.92 out of 5 average rating, 111 reviews

Collage showcasing outdoor activities and amenities. Top left: Guests kayaking in crystal-clear water. Top right: A pool table indoors, inviting for games. Bottom left: Bright orange chairs surrounding a fire pit in a lush yard. Bottom right: Refreshing drinks served beside a heated pool.

Home in Dunnellon

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!

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A dining area showcases a wooden table surrounded by six intricately designed chairs. Natural light filters through large windows, offering a view of the screened-in pool. The kitchen features modern blue cabinetry and sleek countertops, creating a cohesive and inviting space.

4.94 out of 5 average rating, 124 reviews

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!

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A cozy living room is presented with a comfortable sectional sofa and armchairs. A modern coffee table sits in the center, accompanied by decorative lanterns. A large television is mounted on the wall, and natural light enters through the nearby window.

4.83 out of 5 average rating, 127 reviews

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.

LocationFamilyLayout

An aerial view of a spacious mid-century home is presented, featuring a smooth roofline and an inviting pool area surrounded by lush green landscaping. The well-maintained yard includes palm trees and is accessible from a winding path leading to the entrance.

4.83 out of 5 average rating, 117 reviews

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.

ValueFamilyNearby

4.98 out of 5 average rating, 102 reviews

The pool area is illuminated at night with vibrant lights, casting colorful reflections on the water. The curved shape of the pool is complemented by a spa and surrounded by lush greenery. A safety fence surrounds the space, enhancing privacy.

Home in Lecanto

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!

ValueLocationHospitality

4.81 out of 5 average rating, 131 reviews

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.

FamilyValueHospitality

4.83 out of 5 average rating, 156 reviews

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.

ValueFamilyWifi

A large outdoor pool is surrounded by lush greenery and tall trees, providing a serene environment for relaxation. Clear blue water reflects the sky, and steps lead into the shallow end. A poolside chair is positioned nearby for convenient seating.

4.92 out of 5 average rating, 118 reviews

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!

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An aerial view captures a spacious property featuring a fully fenced yard with an above-ground pool, shaded by palm trees. The main house is positioned centrally, accompanied by a driveway leading to two storage buildings. Lush green grass complements the inviting outdoor space.

4.97 out of 5 average rating, 140 reviews

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

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A charming single-story home is set on a lush green lawn, surrounded by trees and landscaping. A welcoming front porch features a swing and a bright blue door, adding a touch of color to the natural surroundings.

4.93 out of 5 average rating, 130 reviews

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 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.

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Popular amenities for Ocala rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 103 reviews

An outdoor space features a heated swimming pool beside a lanai. A table with chairs and a television is situated under the screened roof, while a hot tub is positioned nearby. Two inflatable rings float in the clear water, surrounded by potted plants.

Home in Citrus Springs

Private Spa *Heated Pool* & Firepit Near Manatees!

FamilyValueAir conditioning

4.89 out of 5 average rating, 112 reviews

A sparkling pool is framed by a screened enclosure, showcasing a gentle curve leading to a relaxation area. The space features lounge chairs and potted plants, with a cozy seating arrangement visible in the background, offering a serene environment to unwind.

Home in Citrus Springs

Citrus Springs Oasis-Rainbow River, Manatees, Golf

ValueLocationBathroom

4.98 out of 5 average rating, 41 reviews

Magazine Featured Ranch Home on 11 Serene Acres

ValueLocationWifi

An inviting outdoor area features a spacious brick-paved pool deck surrounding a clear blue pool, accompanied by seating options including lounge chairs and shaded seating. A hot tub is situated at one end, while vibrant pool floats add a playful touch to the scene.

5.0 out of 5 average rating, 29 reviews

Cleopatra's Sunset

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The spacious living area features a large sectional sofa adorned with neutral pillows, positioned on a marbled area rug. A modern coffee table is centered in front of the sofa, while a decorative plant adds a touch of nature to the room. Natural light flows in through the front entryway.

4.93 out of 5 average rating, 27 reviews

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

LocationSleep qualityPets

An outdoor living area features a screened enclosure overlooking a golf course. The pool is surrounded by a spacious patio with a dining set, lounge chairs, and a seating area. Sunlight filters through tall trees, creating a serene atmosphere.

4.97 out of 5 average rating, 35 reviews

Stunning Private Oasis with Pool near WEC

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5.0 out of 5 average rating, 23 reviews

Pool, BBQ & Large Yard in Historic Downtown Ocala

LocationFamilySleep quality

4.9 out of 5 average rating, 20 reviews

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

LocationFamilyAccess

Apartment rentals with a pool

A wooden dock extends over calm waters, where a boat is moored alongside. Lush greenery and palm trees border the area, complemented by buildings in the background. The clear blue sky enhances the serene atmosphere of the waterfront setting.

4.85 out of 5 average rating, 222 reviews

Crystal River Bungalow with boat slip

FamilyLocationKitchen

4.99 out of 5 average rating, 146 reviews

Waterfront Condo in Sawgrass Landing

ValueLocationHeating

Several boats are docked alongside a wooden pier, surrounded by lush greenery and trees. A soft, golden light enhances the serene scene, while a rainbow stretches across the sky, adding a touch of color to the tranquil waters.

4.95 out of 5 average rating, 179 reviews

Retreat, waterfront condo/boat slip/pool

LocationValuePool

4.94 out of 5 average rating, 31 reviews

Apartment in Inverness

Wafflemaker Pool Waterfront condo 2BRfull ensuite

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 8 reviews

Apartment in Welaka

Bring your Boat to the Condo on the River

Sleep qualityCleanlinessCheck-in

5.0 out of 5 average rating, 26 reviews

The Chubby Mermaid!

LocationPoolQuiet

4.75 out of 5 average rating, 12 reviews

Apartment in Welaka

Riverfront, Fishing and Boating Paradise, Pool!

LocationFamilyGetting around

4.4 out of 5 average rating, 5 reviews

A cozy living area features a beige sofa and a blue armchair, accompanied by a low coffee table. Vintage maps adorn the wall, complemented by decorative items. A ceiling fan and a standing plant add natural elements to the space, which is illuminated by soft lighting.

Apartment in Welaka

Sunset Getaway

River

Other holiday rentals with a pool

4.82 out of 5 average rating, 28 reviews

A spacious two-story house is set in a lush green landscape, surrounded by tall trees. A horse grazes in the fenced area of the property, and a large balcony can be seen on the upper level, offering views of the serene environment.

Farm stay in Ocala

New! Beautiful 10 acre Ocala farm w/sparkling pool

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5.0 out of 5 average rating, 14 reviews

3 Min to WEC Ocala | 5BR Show Home w/ New Pool

LocationFamilyQuiet

An outdoor space features a pool surrounded by a concrete patio and a well-kept lawn. A gazebo with draping curtains offers shaded seating, while lounge chairs are positioned nearby. Lush trees are visible beyond the fence, providing a sense of privacy.

4.99 out of 5 average rating, 97 reviews

Peaceful Pool Home In Ocala

LocationFamilyOutdoor spaces

4.84 out of 5 average rating, 25 reviews

The Poolside Paradise Retreat

FamilyLocationQuiet

5.0 out of 5 average rating, 7 reviews

House on a golf course

FamilyLocationHospitality

4.61 out of 5 average rating, 74 reviews

3BR w/HUGE pool, patio near WEC/FAST

ValueFamilyKitchen

5.0 out of 5 average rating, 10 reviews

Backyard Oasis w/ pool & hot tub

LocationFamilyCleanliness