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, 143 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!

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.

4.95 out of 5 average rating, 107 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!

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.

4.85 out of 5 average rating, 118 reviews

GameRoom*Pool+LanaiHangOut*OpenConcept*

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.

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.

4.85 out of 5 average rating, 104 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.

5 out of 5 average rating, 211 reviews

A private courtyard features a shimmering pool surrounded by a colorful patio. Bright orange and red accents are visible on outdoor furniture, complemented by potted plants. A striped umbrella offers shade, while the adjoining home displays large windows and inviting hues.

Guest suite in Ocala

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.

Place to stay in The Villages

An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.

5 out of 5 average rating, 117 reviews

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!

4.8 out of 5 average rating, 116 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.

4.82 out of 5 average rating, 147 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.

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.

4.91 out of 5 average rating, 100 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!

4.92 out of 5 average rating, 138 reviews

Cottage in Clermont

Beautiful country house

Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates

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.

4.92 out of 5 average rating, 119 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.

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, 126 reviews

Pet-friendly home w/ pool & arcade

Welcome to your Ocala retreat - a peaceful spot for families, friends & furry companions to relax and reconnect on 1.5 fenced acres. - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private outdoor pool (not heated) - Detached game room w/ pool table, arcade games & 65 inch HDTV - Fire pit, BBQ grill: gas & screened lanai - Pet-friendly (no pet fee) - Fully equipped kitchen, wifi & dedicated workspace

Popular amenities for Ocala rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 9 reviews

Home in Anthony

Blue Sky Farm Pool Home Getaway: New Pool Deck

4.91 out of 5 average rating, 101 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

4.77 out of 5 average rating, 26 reviews

Grand 1920s Estate with Pool, Spa, & Gym

A screened-in pool area features a rectangular pool surrounded by a spacious deck. Lounge chairs are positioned nearby, offering a relaxing space. Lush greenery is visible through the screened walls, allowing for an unobstructed view of the outdoor environment.

4.96 out of 5 average rating, 25 reviews

Pool House 1 Mile From World Equestrian Center

An outdoor patio area features a glass table surrounded by four chairs. A pool is visible in the background, framed by well-maintained grass and trees. A charcoal grill is located to the right, providing a space for outdoor dining and relaxation.

4.93 out of 5 average rating, 28 reviews

Spacious 3 Bedroom Pool Home 1 mile from WEC

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.

5 out of 5 average rating, 84 reviews

Peaceful Pool Home In Ocala

A refreshing pool is framed by a spacious patio featuring lounge chairs. Lush greenery surrounds the pool area, with a privacy fence in the background. Soft towels are neatly placed on the lounge chair, inviting relaxation under a bright blue sky dotted with clouds.

4.87 out of 5 average rating, 46 reviews

Villa turquesa, Very close to Silver Spring

The exterior of the home features elegant curved architecture, complemented by a vibrant red front door. Large arched windows allow natural light to fill the interior, while the well-manicured lawn and landscaping enhance the welcoming feel of the property.

4.82 out of 5 average rating, 95 reviews

Elegant Ocala Oasis w/Pool: Unwind in Luxury

Apartment rentals with a pool

4.9 out of 5 average rating, 111 reviews

A spacious pool area is surrounded by lush palm trees and lounge chairs. A shaded gazebo provides seating nearby, while the clear blue water of the pool reflects the sunny sky. Access steps and a gentle slope lead into the inviting pool.

Apartment in Gainesville

Cozy Retreat 2BR Escape Near Celebration Pointe

Apartment in Haile Plantation

4.95 out of 5 average rating, 140 reviews

Haile Village 2 bed/2 bath w Pool & Gym Access

Apartment in Crystal River

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.

4.83 out of 5 average rating, 198 reviews

Crystal River Bungalow with boat slip

4.89 out of 5 average rating, 109 reviews

Apartment in Gainesville

Short walk to Shands, VA, UF -2bed 1bath

4.92 out of 5 average rating, 293 reviews

Apartment in Gainesville

Le Chic - Near Celebration Pointe, UF, Shands

4.8 out of 5 average rating, 20 reviews

A serene swimming pool area is framed by lush greenery and overlooks a calm body of water. Comfortable blue lounge chairs are arranged around the pool, complemented by potted plants. The clear sky and surrounding nature create a peaceful outdoor setting.

Apartment in Dunnellon

River Retreat

Apartment in Crystal River

A welcoming sign for Sawgrass Landing is surrounded by lush green landscaping and natural elements. The sign features decorative script and stylized plant graphics, indicating the entrance to the community.

4.99 out of 5 average rating, 134 reviews

Waterfront Condo in Sawgrass Landing

Apartment in Haile Plantation

A peaceful park scene is presented, featuring a brick pathway meandering between manicured hedges and trees. Benches are positioned along the path, and a fountain is visible in the distance. Festive decorations adorn nearby structures, enhancing the inviting atmosphere of the community.

4.99 out of 5 average rating, 412 reviews

Condo in the Heart of Haile Village-Great Location

Other holiday rentals with a pool

4.66 out of 5 average rating, 62 reviews

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

4.75 out of 5 average rating, 20 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

An aerial view of the home showcases a spacious backyard with a screened-in pool area. The pool is surrounded by a concrete deck and lush green grass, while the house features a red roof and ample outdoor space for relaxation.

5 out of 5 average rating, 23 reviews

Welcome to Oasis Ocala!

A private pool area features clear blue water, with a sun shelf and steps leading out. White lounge chairs are positioned beside the pool. A wooden table with matching chairs provides outdoor dining options, all enclosed in a screened-in patio surrounded by trees.

4.92 out of 5 average rating, 36 reviews

Pam's Vacation Casa

5 out of 5 average rating, 10 reviews

Crownwood Modern New 3bd 2ba WEC equestrian FAST S

5 out of 5 average rating, 24 reviews

The private pool area is enclosed by a screened lanai, illuminated by string lights. A relaxing area features loungers beside the pool, with a raised spa and gentle water feature. Lush greenery surrounds the space, creating a serene atmosphere.

Villa in Lady Lake

Heated Pool Golf Cart Dog Friendly in The Villages

4.84 out of 5 average rating, 38 reviews

The exterior view showcases a two-story cottage with a spacious pool in the foreground. The pool is surrounded by a concrete deck and features clear blue water. A large wooden deck is visible, providing access to the upper level of the cottage, complemented by lush greenery.

Cottage in Ocala

Springs Equestrian Lodge| Pool |Historic District