
Holiday rentals with a pool in Plant City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Plant City
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Serenity Townhouse|Pool, Gym, Hiking & Parks
Escape to this peaceful townhome retreat, just 25 minutes from Tampa and 1 hour from Orlando! Perfect for families, featuring 2 queen bedrooms w/ smart tv's, and a 3rd room converted to an entertainment room! Relax under the covered back patio surrounded by nature views. Enjoy resort amenities including 2 pools, a gym, dog park, and hiking trails. Ideal for visiting the strawberry festival and those looking to explore the best of Plant City/Tampa/Orlando! Sleeps up to 7 with parking for 4 cars.

Charming Tiny House on 5 acres with POOL/ HOT TUB
Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Farmhouse Oasis w Treehouse, Spa, Pool & Arcade i4
Adventure Farmhouse w/ Pool, Game Room & Treehouse – Near Tampa & Lakeland Welcome to your ultimate getaway—a stunning navy blue farmhouse set on over an acre of private land, just minutes from both Tampa and Lakeland. This isn’t just a home—it’s a full-scale adventure retreat designed for families, friends, and unforgettable memories. Relax under oak trees, dive into the huge pool, grill on the deck, or enjoy movies in the treehouse theater—this unique retreat has something for everyone!

Bamboo Bus -Sauna/ Pool/Fire pit/Grill
Bamboo Bus is a unique, romantic and tranquil spa like getaway, perfect for relaxing with your significant other, family or friends. Enjoy the pool, unwind in the barrel sauna, grill your favorite meals and gather around the fire pit for s’mores under the stars. Located less than a mile from Lake Pierce, bring your kayaks and explore nearby lakes and state parks. Just 20 mins to LEGOLAND and 50 mins to Disney, it’s the perfect peaceful escape with easy access to Central Florida attractions.

CasaPlanta Cozy Tropical Guest Suite plantsinrehab
Casa Planta is a garden-inspired oasis where nature & relaxation meet. Our tropical landscape is currently in a seasonal restoration phase due to extreme winter freezes, w/ an evolving garden setting. Recovering plants won't be pruned until April. Enjoy a peaceful walk to your private entrance & unwind poolside in your 2BR/1BA suite. The pool and interior remain exactly as pictured—private, comfy, & serene. The guest suite is attached to the main house but completely blocked off from it.

The Guest House at Riverbend Retreat Fla.
True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Spring Hill, Florida Quaint Paradise
The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

Tampa Bay area OASIS
This hidden gem is full of mature LIVE OAK trees, azaleas and camellias. RELAX by the pool(POOL AND SPA NOT HEATED), fish in the POND, and expect to see critters or even OWLS hooting at night. A very SPACIOUS and comfortable home! AIRPORT-22 mi.; Ybor/Downtown-14/15 mi.; CASINO-8 mi.; Busch Gardens-14 mi.; Gulf BEACHES-39 mi.; DISNEY-55 mi.; Shopping MALL-9 mi. Locals must contact host before requesting to book. NO PARTIES NO PARTIES NO PARTIES

Hickory Breeze Guest House
We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Stunning Heated Pool House Close to Tampa & Casino
🏡Discover your home away from home at our newly renovated Seffner, FL property, presented by Emperor Rentals! Boasting three spacious bedrooms, two modern bathrooms, and accommodating up to 10 guests, this inviting retreat is perfect for families or groups. Unwind in style with our screened saltwater pool, complete with optional heating for your ultimate comfort. 🌟 For any inquiries, our team is available 24/7 to ensure an exceptional stay. 🌟

TRENDY TOWNHOME *Btw beach & Disney+ smart TVs*
The BEST home and BEST service in the state of Florida. Modern, trendy townhome right off highway I-4 between Disney and Gulf Beaches! 3 bed, 2.5 bath townhome. 3 smart Tv’s to make your vacation that much more relaxing. And newly renovated kitchen, stocked with every appliance for short or long term stays. You won't find a better place in lakeland whether you are hosting a couples getaway, traveling for work, or vacationing with your family!

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport
Popular amenities for Plant City rentals with a pool
House rentals with a pool

Private Pool + Fenced Yard | Family Getaway

Horse Haven

Lakeland Paradise Villa

2/1 Pool & Pet Friendly Spanish Cottage

Spacious Pool Home in South Lakeland

3/2 Pool Home in Lakeland, Pet friendly!

4bd/2.5ba Heated Pool Home w. Pond View

Lakeland Highlands Oasis - 3BR Heated Pool Home
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

The thrill of luxurious living just 15 min/Disney!

Tiki Themed Waterfront Condo on Tampa Bay

Tampa Bay Waterfront Views Rocky Point

Little Harbor Resort #109 Tampa Bay FL Beach, Pool

Sea La Vie- Studio by the bay!

Spectacular beach to bay views from this resort.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Other holiday rentals with a pool

Lake Oasis Heated Pool

Villa Bellissima w/Golf Course &Busch Gardens Near

Christina 3/2.5 pool getaway

Beautiful & Well-maintained RV just outside Tampa

Winter Haven Waterfront Retreat

Huge pool, deck & yard- Sleeps 7- feels like home

Lúa Studio | 6 PPL | Heated Pool | Office

Designers Villa @ Saddlebrook
Quick stats about holiday rentals with a pool in Plant City

Total holiday rentals
Explore 20 holiday rentals in Plant City

Nightly prices starting at
Plant City holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Plant City holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Plant City rentals

4.8 Average rating
Plant City stays are highly rated by guests—averaging 4.8 out of 5!
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- Walt Disney World Resort
- Orange County Convention Center
- Walt Disney World Resort Golf
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Raymond James Stadium
- Universal's Volcano Bay
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- John's Pass
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Vinoy Park
- Amalie Arena
- Aquatica
- Dunedin Beach
- Disney's Hollywood Studios
- Sand Key Beach




