Holiday rentals with a pool in Ocala

A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.

4.96 out of 5 average rating, 136 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

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, 148 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, 133 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, 326 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, 412 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

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, 106 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.

4.84 out of 5 average rating, 106 reviews

An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.

Villa in The Villages

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

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, 222 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

4.89 out of 5 average rating, 238 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 Oasis w/ Heated Pool* 3 mins Sis Spring

❤️Why Stay here?❤️ ➡️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

A fire pit is surrounded by four red adirondack chairs on a grassy yard. The area is spacious, featuring a circular stone border around the fire pit. Lush greenery and a wooden fence create a serene backdrop under a partly cloudy sky.

4.97 out of 5 average rating, 118 reviews

Pet-friendly retreat w/ pool & fenced yard

Welcome to Henry’s Hideaway – a peaceful Ocala retreat for families, friends & pups to relax, play & reconnect across 1.5 fenced acres: - Sleeps 9 | 3 bedrooms | 5 beds | 2 baths - Private pool (open year-round) - Detached game room w/ pool table & arcade - Screened lanai w/ dining & lounge seating - Indoor fireplace & children’s playroom - Pet-friendly & family-ready w/ baby gear

A spacious living area features high ceilings and large windows allowing natural light to fill the space. A sectional sofa sits invitingly in front of a wall-mounted television, while a decorative rug adds comfort. Sheer curtains softly diffuse the light coming through the windows.

4.91 out of 5 average rating, 23 reviews

Pool house in Ocala

Welcome to your perfect peaceful pool retreat! this 3-bedroom haven invites relaxation & fun. Features to Enjoy: Pool Fun: Unwind on the screened-in lanai and dive into a huge pool. The space Sleeping Arrangements: 3 comfortable bedrooms: 2 queen beds, 1 pull out twin bed and Queen pull-out sofa in the living room. Kitchen Amenities: Fully stocked with all cooking essentials.

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.

4.91 out of 5 average rating, 149 reviews

Relax in Ocala Fl

4.96 out of 5 average rating, 107 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

A heated pool is featured with a smooth, curvaceous shape and clear water reflecting surrounding shadows. Access is provided by steps leading into the water. The pool area is enclosed by a screen, allowing views of the lush green yard and nearby homes.

5 out of 5 average rating, 41 reviews

Pool Home Great Location 3/2 & 2 Golf Carts

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.

4.95 out of 5 average rating, 21 reviews

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

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.

4.94 out of 5 average rating, 86 reviews

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

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, 79 reviews

Peaceful Pool Home In Ocala

5 out of 5 average rating, 5 reviews

The Villages Oasis

Superhost

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.

4.86 out of 5 average rating, 88 reviews

Elegant Ocala Oasis w/Pool: Unwind in Luxury

Apartment rentals with a pool

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

4.86 out of 5 average rating, 14 reviews

Apartment in Inverness

Hidden gem Waterfront condo 2BR full ensuites pool

A comfortable living area features a dark sofa adorned with colorful throw pillows. Natural light enters through two windows with wooden blinds. A small coffee table and a soft ottoman complement the cozy atmosphere. Indoor plants add a touch of greenery to the space.

Apartment in Dunnellon

EarlyTimes on the Withlacoochee!

4.88 out of 5 average rating, 64 reviews

The living area features two comfortable sofas adorned with decorative pillows, arranged around a patterned area rug. A dining set with wooden chairs is visible nearby, while a spiral staircase leads to the upper level. Ample natural light enters through multiple windows.

Apartment in Inverness

Cypress Cove Waterfront Townhome

The image depicts a waterfront community along the Withlacoochee River, surrounded by lush greenery. Multiple buildings can be seen, featuring balconies and outdoor seating areas. A wooden dock leads to the river, with a shaded spot ideal for relaxation.

Apartment in Dunnellon

4.25 out of 5 average rating, 4 reviews

1BR condo with amazing views of river, pool

4.96 out of 5 average rating, 25 reviews

The living area features a spacious reclining sofa and chair, providing comfort for relaxation. A round dining table with woven chairs is positioned nearby. Soft lighting from ceiling fans creates a welcoming ambiance, complemented by wall art and a small coffee station.

Apartment in Hernando

Relaxing Condo w/ Patio | Pool, Golf, Tennis

An open living and dining area features a modern glass dining table surrounded by four chairs. A comfortable seating arrangement is situated nearby, illuminated by natural light from sliding glass doors that lead to an outdoor space. Soft décor elements create a welcoming environment.

Apartment in Hernando

Heated Pool: Citrus Hills Condo Near Golfing!

Other holiday rentals with a pool

5 out of 5 average rating, 9 reviews

Home in Sumterville

Spacious 3BR in The Villages | King Bed | Golfcart

Superhost

A large swimming pool area is framed by lounge chairs, with an azure umbrella providing shade. The pool's clear water reflects the sky, while the surrounding deck offers ample space for relaxation. The backdrop includes modern buildings with large windows.

5 out of 5 average rating, 4 reviews

3 Pools w/Golf. Golf Cart Included in 55+ Resort

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

5 out of 5 average rating, 23 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

4.96 out of 5 average rating, 80 reviews

A single-story house features a white exterior with a gabled roof and a two-car garage. A white picket fence and manicured shrubs border the front yard, while a concrete driveway provides ample parking space. Clear blue skies are visible in the background.

Home in Wildwood

New home in the new part of the villages.

A single-story home features a simple façade with a covered entryway and a spacious driveway. Lush green grass borders the driveway, complemented by small landscaping elements. The neighborhood displays well-maintained properties on either side, under a clear blue sky.

4.97 out of 5 average rating, 60 reviews

The Sunshine Retreat with Golf Car

A private outdoor space showcases a solar-heated pool surrounded by a screen enclosure. A seating area is visible nearby, along with a barbecue grill on a concrete patio. Lush green grass borders the area, with a view of neighboring homes in the background.

5 out of 5 average rating, 20 reviews

Equestrian Elegance close to WEC