Holiday rentals with a pool in Ocala

Farm stay in Crystal River

A small, brightly painted red barn home is surrounded by greenery, with Spanish moss hanging from nearby trees. An outdoor picnic table sits on a concrete path, and two Adirondack chairs are positioned nearby. A black structure is attached, offering shade and comfort.

4.98 out of 5 average rating, 149 reviews

Barn Style Tiny Home on Mini-Farm

Books fast! Manatee season! Tiny home on a rescue farm minutes to manatees, springs, rivers, and beaches! A refuge for fainting goats, ducks, chickens, baby piglets, an OUTDOOR hot/cold shower, and a COMPOST toilet. Adventures, fishing, while manatees, dolphins, and other wildlife can be spotted near year-round. Sit by a fire and relax in Adirondack chairs, hammock or at a picnic table. Bring water toys, kayaks, ATVs, RV/trailer, boats, and fur babies for the ultimate GLAMPING getaway! Read all!

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.

4.93 out of 5 average rating, 135 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!

4.96 out of 5 average rating, 328 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.

4.98 out of 5 average rating, 415 reviews

The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.

Guest house in Leesburg

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

4.93 out of 5 average rating, 138 reviews

Pool, golf cart, private backyard. Paradise!

Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your own, small, private pool (not heated). "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A new custom 2021 Yamaha QuieTech golf cart is included!

5 out of 5 average rating, 204 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.

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.

4.95 out of 5 average rating, 107 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 a outdoor Basketball hoop, ample 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.

4.9 out of 5 average rating, 137 reviews

Guest house in Inverness

Tranquil guest home with beautiful salt water pool

Our tranquil getaway! Whether on vacation or traveling for work, this is the place to stay! With a beautiful pool and gigantic screened in area with comfortable patio furniture and a place to have your meals outside, you can't beat our guest house for enjoying Florida's weather. Inside, we have just added a stunningly comfortable new Queen sized bed with a "Purple" mattress on an adjustable frame. We have hi speed wi-fi and a large screen TV with Amazon Prime, Netflix, and more.

The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.

4.97 out of 5 average rating, 100 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

4.96 out of 5 average rating, 111 reviews

An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.

Home in Tavares

Lake Dora Dream-Waterfront/Pool

Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

4.89 out of 5 average rating, 240 reviews

A serene outdoor pool area is enclosed by a screened patio, featuring steps leading into the refreshing water. Lush greenery surrounds the pool, complemented by vibrant tropical plants. A decorative fountain adds a tranquil touch, enhancing the inviting atmosphere.

Home in Crystal River

Tropical Garden w/ Heated Pool* 3 mins Sis Spring

❤️Few Reasons Why Booked with us❤️ ➡️Amazing Tropical Private Backyard ➡️Clean Heated Pool ➡️BBQ / Fire Pit ➡️Private & Calm location ➡️Near Crystal River Attractions Indulge in an extraordinary getaway when you book this vacation rental. Located in the heart of Crystal River, yet secluded and private, with nearby access to beach and local amenities. Start your day with the sweet sounds of birds. This rental offers a range of amenities for your family's pleasure

Campervan/Motorhome in Marion County

A serene lake reflects the surrounding greenery and the structures nearby. The clear water reveals silhouettes beneath its surface, hinting at aquatic life. Palm trees frame the scene, enhancing the natural beauty of this gated campground.

4.92 out of 5 average rating, 223 reviews

Easiest camping ever, RV & Golf cart included

Welcome to the Damon Nomad! Gated Lakefront campground. No RV experience needed. Across street salt springs. A short drive to Silver glen, Silver, Alexander & jupiter springs. Only RV I know of with a California King. Tons of stuff to do if you like the outdoors. Take the golf cart to the restraunts, bait store, dollar general or just cruise the campgrounds. $20 checkin fee for up 2 vehicles. If booked try: www.airbnb.com/h/paulapuma www.airbnb.com/h/tinytina

Popular amenities for Ocala rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor pool area is enclosed by a screened lanai, allowing for unobstructed views of the lush surroundings. Comfortable seating is positioned beside the heated pool, which reflects the sky, while the lawn offers a spacious, inviting atmosphere.

4.96 out of 5 average rating, 23 reviews

5BR Ocala Farm Home With Heated Pool, 6Min To WEC

An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.

4.96 out of 5 average rating, 139 reviews

Villages-Private Heated Pool-Central Location

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.

4.87 out of 5 average rating, 47 reviews

*No Service Fees* Ocala Equestrian Oasis w/Pool

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, 80 reviews

Peaceful Pool Home In Ocala

An open-concept living space is featured with a modern kitchen equipped with stainless steel appliances and a seating island. A comfortable sectional sofa is positioned near a sleek coffee table, while a large wall-mounted TV offers entertainment options. Natural light fills the room, enhancing the inviting atmosphere.

5 out of 5 average rating, 7 reviews

Crownwood Modern New 3bd 2ba WEC equestrian FAST

Home in Ocala Historic District

The kitchen features a large central island with four blue stools, surrounded by warm wooden cabinetry and exposed brick walls. Modern appliances include a stainless steel dishwasher and gas range, with ample natural light coming through the nearby windows.

4.92 out of 5 average rating, 62 reviews

Pool, bbq & large backyard in charming downtown

A screened pool area features a clear blue pool, with a colorful beach ball floating on the surface. Surrounding the pool, a tiled deck is equipped with lounge chairs, and the background includes the house and outdoor seating.

4.98 out of 5 average rating, 50 reviews

Ocala WEC & HITS Serenity Oasis

An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.

4.99 out of 5 average rating, 87 reviews

New Luxury Home-Pool-Waterfront View-3 King Suites

Apartment rentals with a pool

The exterior of a two-story condo is shown, featuring a light-colored stucco facade with a tiled roof. A paved driveway leads to a single-car garage, while low-maintenance landscaping surrounds the entrance. Lush greenery is visible in the background, contributing to a serene setting.

Apartment in Homosassa

4.94 out of 5 average rating, 16 reviews

Walk to River: Snowbird's Paradise in Homosassa

A furnished screened-in lanai contains a round wooden dining table surrounded by four rattan chairs. Large windows provide views of the outdoor pool and the surrounding greenery, enhancing the serene atmosphere complemented by natural light.

Apartment in Welaka

4.77 out of 5 average rating, 13 reviews

Pool Access & Lanai: Riverfront Welaka Condo!

Superhost

Apartment in Welaka

4.75 out of 5 average rating, 8 reviews

Riverfront, Fishing and Boating Paradise, Pool!

Superhost

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, 179 reviews

Crystal River Bungalow with boat slip

5 out of 5 average rating, 3 reviews

Crystal River Hideaway!

An aerial view captures the community, highlighting a serene waterway bordered by trees. Several docks are visible alongside the water, with boats moored. Nearby, a diverse array of residences is situated, complemented by well-maintained landscaping and open spaces for recreation.

5 out of 5 average rating, 4 reviews

Breath Deep: Relax by the Water

4.81 out of 5 average rating, 16 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

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

Other holiday rentals with a 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, 22 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.

4.97 out of 5 average rating, 32 reviews

Pam’s Vacation Casa

The exterior of the home displays a well-manicured front yard with decorative plants and a white picket fence. A paved driveway leads to a two-car garage featuring a symmetrical design, accompanied by a clear blue sky above.

4.96 out of 5 average rating, 90 reviews

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

5 out of 5 average rating, 5 reviews

The Villages Oasis

4.96 out of 5 average rating, 69 reviews

A spacious sleeping area features a full-size bed dressed in dark blue bedding. Two wooden armoires stand on either side, complemented by bedside tables. A chandelier illuminates the room from above, and two chairs are placed in front of a small table.

Flat in Ocala

Lovely apartment in the Heart of Horse Country.

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 out of 5 average rating, 39 reviews

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

The home's exterior showcases a well-maintained yard with green grass and flowering shrubs. A driveway leads to a garage, illuminated by a front porch light. The sunset sky adds a warm glow to the charming façade, featuring light-colored siding and red accents around the windows.

4.94 out of 5 average rating, 35 reviews

New beautiful 3x2 listing in The Villages!

The exterior of the home is displayed, featuring a spacious lawn with manicured greenery and landscaping. Tall palm trees provide shade in the front yard, and the façade includes large windows and a welcoming entrance. An American flag is visible, enhancing the home's charm.