Vacation 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, 155 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!

ValueFamilySleep quality

4.96 out of 5 average rating, 352 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.

FamilyLocationKitchen

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, 121 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!

LocationFamilyCheck-in

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.

4.84 out of 5 average rating, 125 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.

FamilyLocationHeating

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, 113 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.

FamilyValueGetting around

4.81 out of 5 average rating, 130 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.

FamilyValueTV

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, 138 reviews

Private pool & game room - mins to Silver Springs

Welcome to Henry's Hideaway - a wiener dog-themed Ocala retreat on 1.5 fenced acres, made 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, arcade & 55" Smart TV - Fire pit, gas grill & spacious fenced backyard - Pet-friendly w/ $99/pet fee | Baby gear available on request - Mins to Silver Springs, World Equestrian Center & downtown Ocala

ValueFamilyBeach

4.97 out of 5 average rating, 39 reviews

Magazine Featured Ranch Home on 11 Serene Acres

Experience Chozen Acres: A magazine-featured luxury modern A-frame estate nestled on 11 serene, private acres. This architecturally stunning retreat offers an exclusive zen-filled escape featuring a vibrant pond, private waterfall, gazebo, scenic footbridge, and majestic oaks. Relax by the private pool and enjoy the rustic charm. . Perfect for discerning travelers seeking ultimate peace, privacy, and style. Proud Superhost with a legacy of 5-star luxury hospitality.

LocationFamilySleep quality

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, 116 reviews

Ocala Oasis 4BR w/Pool/Cabana/GameRoom/MiniGolf

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!

LocationFamilyParks

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, 127 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.

FamilyValueAccuracy

4.93 out of 5 average rating, 147 reviews

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

FamilyLocationHospitality

4.97 out of 5 average rating, 159 reviews

A serene pool area is enclosed by a mesh screen, featuring clear blue water and a decorative fountain. A stone statue adorns the poolside, alongside a woven basket filled with towels. Lush greenery and a calm lake are visible in the background.

Home in Wildwood

Fenney Waterview Retreat w/Pool in The Villages

If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.

ValueFamilyGetting around

Popular amenities for Ocala rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a single-story house is illuminated by warm lighting at night. The structure features a central circular window and flanked by palm trees. Lush greenery and gravel landscaping surround the home, offering a welcoming presence against the darkened sky.

4.92 out of 5 average rating, 167 reviews

Relax in Ocala Fl

ValueLocationOutdoor spaces

4.92 out of 5 average rating, 156 reviews

A screened lanai features comfortable seating and is positioned adjacent to a well-maintained backyard. A tree is situated in the grassy area, providing shade, while a concrete pathway leads to the entrance. A white fence encloses the yard, enhancing privacy.

Home in The Villages

Briar Meadow Villa - Dogs are welcome!

ValueFamilyBackyard

A serene pool area is surrounded by lush green grass and vibrant landscaping featuring colorful plants. A covered seating area provides shade, while the in-ground swimming pool reflects the clear sky. Paths made of stone lead from the house to the inviting outdoor space.

4.93 out of 5 average rating, 87 reviews

Relaxing, Cozy 3BR Pool Home with King Suite!

FamilyLocationAmenities

5.0 out of 5 average rating, 19 reviews

Pool, BBQ & Large Yard in Historic Downtown Ocala

FamilyLocationPool

5.0 out of 5 average rating, 4 reviews

Peaceful 3BR Home | Perfect for Professionals

LocationComfortCleanliness

A spacious single-story home is set against a backdrop of greenery, featuring an orange exterior and a dark shingle roof. The well-manicured front yard is framed by large trees, and a walkway leads to the front door, providing a welcoming entrance.

5.0 out of 5 average rating, 42 reviews

Private Pool | 7.5 miles to WEC |2.5 Miles to FAST

LocationFamilyNearby

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

FamilyLocationCheck-in

5.0 out of 5 average rating, 10 reviews

Backyard Oasis w/ pool & hot tub

FamilyLocationDecor

Condo rentals with a pool

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, 141 reviews

Waterfront Condo in Sawgrass Landing

LocationValueCheck-in

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.

4.84 out of 5 average rating, 219 reviews

Crystal River Bungalow with boat slip

LocationValueRiver

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, 178 reviews

Retreat, waterfront condo/boat slip/pool

ValueFamilyAmenities

5.0 out of 5 average rating, 23 reviews

The Chubby Mermaid!

LocationParksOutdoor spaces

5.0 out of 5 average rating, 8 reviews

Condo in Welaka

Bring your Boat to the Condo on the River

Sleep qualityComfortCheckout

4.94 out of 5 average rating, 31 reviews

Condo in Inverness

Wafflemaker Pool Waterfront condo 2BRfull ensuite

FamilyLocationCleanliness

4.75 out of 5 average rating, 12 reviews

Condo in Welaka

Riverfront, Fishing and Boating Paradise, Pool!

FamilyLocationIndoor spaces

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.

Condo in Welaka

Sunset Getaway

River

Other vacation rentals with a pool

5.0 out of 5 average rating, 95 reviews

A geodesic dome structure is illuminated against a twilight sky, showcasing its triangular window panels. Surrounding oak trees create a natural frame, and soft lighting from within enhances the inviting atmosphere. Spacious outdoor decking is visible, set against a backdrop of the tranquil forest.

Dome in Lecanto

Geodesic Dome Retreat w/ Plunge Pool & Firepit

LocationValueSleep quality

5.0 out of 5 average rating, 20 reviews

Cabin in Reddick

Guest Cabina | Hot Tub | Tropical Pool Oasis

LocationFamilyDecor

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

ValueFamilyComfort

4.83 out of 5 average rating, 24 reviews

The Poolside Paradise Retreat

LocationFamilyGrill

A cozy living area features a green sofa, two blue armchairs, and a white coffee table. Natural light filters through large windows, illuminating the hardwood floor and a decorative area rug. A fireplace is situated beneath a minimalist mantel, enhancing the room's comfort.

4.87 out of 5 average rating, 83 reviews

Cheerful 4 Bedroom Pet Friendly with Pool

LocationValueAir conditioning

4.68 out of 5 average rating, 72 reviews

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

LocationFamilyIndoor spaces

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.

4.93 out of 5 average rating, 40 reviews

Pam’s Vacation Casa

LocationValueKitchen

A tranquil outdoor space features a private heated pool and an attached hot tub, surrounded by a screened enclosure. Lush green landscaping and open skies create a serene atmosphere, while lounging chairs are positioned nearby for relaxation.