Holiday rentals with a pool in Plant City

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Top-rated rentals with a pool in Plant City

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

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A spacious dining area features a round wooden table set for four, accompanied by comfortable high-back chairs. A modern kitchen with light gray cabinetry and granite countertops is visible in the background, complemented by large sliding glass doors providing natural light and views of the outdoor space.
Townhouse in Plant City
5 out of 5 average rating, 14 reviews

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.

Top guest favourite
The Tiny House is situated in a serene outdoor setting, featuring a light-blue exterior with a metal roof. A wooden porch with rocking chairs extends at the front, while the surrounding landscape includes lush green grass and landscaping along a gravel path.
Tiny home in Lakeland
4.99 out of 5 average rating, 141 reviews

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.

Top guest favourite
Home in Plant City
5 out of 5 average rating, 47 reviews

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!

Guest favourite
The exterior features a beige, single-story structure surrounded by lush greenery and palm fronds. Two entry doors are framed by neatly trimmed shrubbery, contributing to a welcoming atmosphere. A clear blue sky is visible overhead, enhancing the bright appearance of the entrance.
Apartment in Mulberry
4.89 out of 5 average rating, 106 reviews

Time Out!

Quiet and well appointed, Time Out! Is not a punishment, but a place to relax, regroup, and refresh. Spacious and comfortable, it has all the amenities of a home—fully equipped kitchen, baths, workspace, washer and dryer, WiFi, cable TV, and dining area. A heated community pool is available. The neighborhood has no through traffic—ideal for walking or running. Nearby are shopping and eating establishments, Lakeland-Linder airport, Publix headquarters, and I-4 for travel to Tampa or Orlando.

Top guest favourite
A bedroom showcases a leafy green accent wall, complemented by a light wood bed frame. Natural wood flooring adds warmth to the space. The bathroom features a modern vanity with dual sinks and a potted plant, while the outdoor area reveals a pool surrounded by a screened enclosure, illuminated by soft blue lighting.
Guest suite in Lakeland
5 out of 5 average rating, 112 reviews

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.

Top guest favourite
An aerial view showcases the property nestled among lush greenery along the Alafia River. A spacious yard is bordered by trees, and a covered pool area is visible. The river reflects the surrounding landscape, contributing to the tranquil setting of the retreat.
Guest suite in Riverview
4.99 out of 5 average rating, 160 reviews

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.

Guest favourite
A screened-in pool area features a spacious swimming pool accompanied by a spa. The surrounding paver deck offers ample space for lounging, with green landscaping visible through the screens. Natural light filters in, enhancing the serene environment.
Home in Seffner
4.87 out of 5 average rating, 157 reviews

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

Top guest favourite
An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.
Guest house in Dade City
4.95 out of 5 average rating, 231 reviews

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.

Guest favourite
A bright, open living area features modern furnishings, including a comfortable sofa and a sleek coffee table. Large windows provide ample natural light, enhancing the spacious ambiance. The dining area, with a long wooden table, is seen adjacent to a well-equipped kitchen showcasing granite countertops and stainless steel appliances.
Home in Seffner
4.93 out of 5 average rating, 211 reviews

Ping Pong - Pool - 4 Bedrooms - Modern - Gazebo

🏡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. 🌟

Guest favourite
Townhouse in Lakeland
4.87 out of 5 average rating, 216 reviews

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!

Guest favourite
Guest suite in Plant City
4.92 out of 5 average rating, 37 reviews

Sweet Plant City Suite

Centrally located between Tampa and Orlando - Just off Interstate 4. My home is located in a Quiet Gated Upscale Neighborhood that offers 2.5 miles of walking trails around lakes and conservation. A Playground, Backyard fishing, bring your Kayak or Canoe and get out on the lake to watch all the natural wildlife. Separate Entrance, Outdoor Patio with Propane grill - Fridge, Coffee Maker, Air-Fryer/Convection oven combo and microwave.

Top guest favourite
A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.
Home in Tampa
4.97 out of 5 average rating, 115 reviews

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Popular amenities for Plant City rentals with a pool

When is the best time to visit Plant City?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$233 SGD$242 SGD$259 SGD$243 SGD$227 SGD$223 SGD$228 SGD$193 SGD$134 SGD$145 SGD$141 SGD$196 SGD
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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 $38 SGD 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Plant City holiday rentals include wifi 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!