Vacation rentals with a pool in Ocala

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ocala

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A heated pool is enclosed in a screened lanai, featuring a modern design with clear water reflecting evening lights. Surrounding areas are adorned with soft lighting, enhancing the relaxing ambiance. The pool deck is finished in smooth tiles, providing ample space for lounging.

Home in The Villages

4.95 out of 5 average rating, 133 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

Guest favorite

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.

Home in Ocala

4.93 out of 5 average rating, 130 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!

Top guest favorite

A sparkling blue pool is centered in a landscaped area, bordered by a smooth concrete deck. Lush greenery and colorful flowers create a serene atmosphere. A shaded seating area is visible in the background, enhancing the inviting outdoor space.

Home in Lady Lake

4.96 out of 5 average rating, 320 reviews

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.

Top guest favorite

The pool area features a large saltwater pool with a paved deck. Several white lounge chairs are arranged near the water, and the back of the property is adorned with windows that provide natural light. Lush greenery surrounds the area, enhancing the tranquil setting.

Guesthouse in Leesburg

4.98 out of 5 average rating, 402 reviews

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

Top guest favorite

A tranquil pool area is surrounded by palm trees and wooden decking. Sun loungers are arranged along the edge of the pool, which features clear blue water reflecting the sunlight. The space is enclosed, providing a relaxed atmosphere for guests.

Condo in Crystal River

4.99 out of 5 average rating, 129 reviews

Waterfront Condo in Sawgrass Landing

A unique setting surrounded by palm trees and water with a boardwalk to your front door. This quiet location is canal front with views to the Salt River. The Gulf of Mexico is accessible via Crystal River located just across the Salt River from the condo. Wonderful seafood restaurants and activities, such as kayaking, snorkeling, swimming with the manatees, scalloping, biking, golfing, saltwater and freshwater fishing are all available nearby. A public beach is located 4 miles from the condo.

Top guest favorite

A small group of goats is gathered in a grassy area surrounded by fallen leaves and trees. The goats, varying in color from light brown to black, are seen grazing on the grass, creating a serene scene of farm life.

Farm stay in Crystal River

4.98 out of 5 average rating, 137 reviews

Barn Style Tiny Home on Mini-Farm

We have baby 🐷🐽! Scalloping Season! Tiny home on a rescue farm near springs, tubing rivers, and beaches! It is 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!

Guest favorite

The outdoor pool area is framed by lush greenery, showcasing a clear blue sky. Lounge chairs line the deck, and a section of the pool features a shallow entry with steps. Nearby, raised boardwalks lead to scenic views of the surrounding wildlife.

Condo in Crystal River

4.95 out of 5 average rating, 154 reviews

Retreat, waterfront condo/boat slip/pool

This exclusive complex offers old Florida charm. Raised boardwalks, pool, dock with boat slip, scallop cleaning station and abundance of wildlife to watch. Perfect for a couple, allows up to four. We offer breath taking sunrise and sunset floor to ceiling views. Kayaking, scalloping, birdwatching, fishing, golf and swimming with manatees are all available locally. Fantastic seafood restaurants, grocery stores, and shopping all close by. Come experience the best Crystal River has to offers

Top guest favorite

An expansive above-ground pool is surrounded by a wooden deck and lush green lawn. A gazebo is visible nearby, featuring seating, providing a relaxing outdoor space. The clear blue water invites leisure activities under the sun.

Home in Ocala

4.97 out of 5 average rating, 117 reviews

Private Fall Escape: Family & Pup Fun w/ Pool

Welcome to Henry’s Hideaway! Splash in the pool, relax on the screened patio & let kids or pups roam free. *3 comfy bedrooms, 5 beds *Fast Wi-Fi & smart TVs *Fully stocked kitchen *Over-sized Above Ground Pool *Screened Lanai w/sectional, dining table-8 *Game-ready backyard & fire pit *Detached Game room w/Pool Table, 64 Game Arcade, Sofa converts to queen bed *Family- & pet-friendly touches let everyone feel at home *Local Tips: Short drive to Dining, Parks, Downtown, WEC & Trails

Top guest favorite

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

5 out of 5 average rating, 203 reviews

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.

Guest favorite

Camper/RV in Marion County

4.92 out of 5 average rating, 215 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

Top guest favorite

Cottage in Clermont

4.91 out of 5 average rating, 119 reviews

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

Top guest favorite

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

4.96 out of 5 average rating, 135 reviews

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.