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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Guest favorite

Guesthouse in Leesburg

4.98 out of 5 average rating, 333 reviews

Silver Lake Guest Pool House

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.

Oct 16 – 23

ﺩ.ﺇ376 per night

Guest favorite

Home in The villages Florida

4.97 out of 5 average rating, 207 reviews

The Village’s Coffee or cocktails on the course !

EXCELLENT ROBUST WI FI FOR THE ENTIRE PROPERTY . CHECK OUT TIME IS 10AM Wake up with Coffee or afternoon cocktails on the fifth hole of the Tierra Del Sol Country Club close to Spanish Springs and Lake Sumter Landing town squares. In the Village of Santiago. Free live music 365 days at each of three town squares. CLose to shopping, golf and pools. Enjoy day of golf, swimming, a country club dinner and dancing on the square NO smoking environment. NO children Also, no pets allowed.

Dec 9 – 16

ﺩ.ﺇ536 per night

Guest favorite

Home in Ocala

4.92 out of 5 average rating, 12 reviews

Whispering Pages Ocala Retreat

>>Relish in our serene Ocala Retreat just minutes from Downtown, World Equestrian Center & Silver Springs. Enjoy an inviting Library, cozy crackling Fireplace & plush leather couch overlooking the charming back Patio and Pool framed by palms and beckoning lounge chairs. Serenade on the piano, or relax in the egg chair, while basking in expansive flowerbed views through grand windows. Enjoy a spacious Master Suite and relaxing shower. Count pages instead of time as you unwind & recharge in Ocala.

Sep 18 – 25

ﺩ.ﺇ488 per night

Guest favorite

Home in Lady Lake

4.97 out of 5 average rating, 270 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.

Aug 30 – Sep 6

ﺩ.ﺇ341 per night

Guest favorite

Condo in Gainesville

4.99 out of 5 average rating, 334 reviews

Condo in the Heart of Haile Village-Great Location

Stay in the heart of award-winning Haile Village, located within the community of Haile Plantation. Condo balcony overlooks a popular tranquil park. Enjoy relaxing sounds from the large fountain and twinkling lights at night. Walk to restaurants, coffee & dessert shop, plus wine & gift shopping. Condo is the perfect location for Village Hall weddings & events! Saturday morning Farmers Market, spa and kids play space are just feet away! Enjoy Haile's nature trails, Turtle Pond and nature views.

Jul 19 – 26

ﺩ.ﺇ449 per night

Guest favorite

Guesthouse in Gainesville

4.98 out of 5 average rating, 640 reviews

Unique Container "Caja Verde" 1 Mile UF & Downtown

Our home is less than a mile to UFHealth at Shands and the Malcom Randall Veterans Medical Center. We are a mile to the University of Florida campus. Amazingly, also a short bike ride (1-2 miles) to Downtown Gainesville. Close to Depot Park, art studios, restaurants, music venues, and theater. Nature parks close too. The bonus is we live on 2 acres, tucked back in a quiet neighborhood. Our pool is deep & cool; we have bikes to borrow. The container is perfect for a solo traveler, or a couple.

Jul 3 – 10

ﺩ.ﺇ330 per night

Guest favorite

Home in Ocala

4.88 out of 5 average rating, 123 reviews

Swaying Palms, Sunrise Serenity, Poolside Retreat

Only 19 minutes from the WEC, this bright, central Florida, cul-de-sac home is perfect for a family vacation. Come for a relaxing time by the pool that overlooks a beautiful pasture with breathtaking sunrises. Not only is Ocala the Horse Capital of the World and keeper of the phenomenal Silver Springs State Park, it's also a geographical oddity in that it's only a short drive away from Orlando, Tampa, St Augustine, Daytona, and Gainesville. We are excited to share this magical home with you.

Oct 12 – 19

ﺩ.ﺇ735 per night

Guest favorite

Condo in Crystal River

4.95 out of 5 average rating, 116 reviews

Retreat, waterfront condo/boat slip Crystal River

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

Oct 29 – Nov 5

ﺩ.ﺇ557 per night

Guest favorite

Guest suite in Ocala

5.0 out of 5 average rating, 183 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.

Sep 13 – 20

ﺩ.ﺇ470 per night

Guest favorite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 705 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

Jan 27 – Feb 3

ﺩ.ﺇ510 per night

Guest favorite

Tiny home in Fort McCoy

4.91 out of 5 average rating, 139 reviews

Tiny house w/ golf cart included. 5 local spring

Tiny Tina offers comfort of a home in a campground. Golf Cart Included! Everything is set up and ready for your vaca. Pools, Hot tub ,Rec Room, High Speed Internet, dog park, fishing pier & ramp,hiking,.Golf cart, ocala atv is close. Across street to Salt Springs, 15 min to Silver Springs, 20 min to Juniper Springs. There is a one time $10 checkin fee for up to 2 vehicles. Try my other listings as well. www.airbnb.com/h/paulapuma www.airbnb.com/h/damonnomad

Mar 27 – Apr 3

ﺩ.ﺇ331 per night

Guest favorite

Home in Micanopy

4.92 out of 5 average rating, 135 reviews

Quaint Guest Apartment

Conveniently located just south of Gainesville in Historic Micanopy, this fully furnished, temporary stay, private rental situated on 10 secluded acres would be ideal for parents visiting their children at UF, folks interested in catching a football game, couples driving down south for vacation and individuals here on business. This space is an extension of our home. It is cleaned and cared for by us and is not "just a business".

Jan 1 – 8

ﺩ.ﺇ352 per night