Holiday rentals with a pool in Plant City

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.

Location · Family · Condition

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Location · Value · Checkout

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.

Family · Value · Hot tub

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!

Family · Location · Comfort

Horse Haven

Welcome to your spacious haven in The Grand Pines of Lakeland, where luxury meets functionality. This immaculate four-bedroom, two-bathroom home is a true retreat, offering an array of upscale features. Lakeland is known for its beautiful parks and green spaces, including Hollis Garden, a botanical garden with an impressive collection of plants and flowers. Additionally, Lake Mirror and Lake Hollingsworth Park are popular spots for outdoor activities and sports

Value · Location · Indoor spaces

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

Value · Location · Walkability

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. 🌟

Family · Value · Accuracy

Casa Planta Cozy Tropical Oasis Pool View Suite

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. 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.

Family · Value · Hospitality

Lakeview Private Guest Suite Pet Friendly Near I-4

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. Private Entrance, Outdoor Patio with Propane grill - Fridge, Coffee Maker, Air-Fryer/Convection oven combo and microwave.

Family · Location · Bathroom

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.

Family · Value · Sleep quality

Sydney Ranch Farmhouse

Sydney Ranch Farmhouse is centrally located by all the finest attractions while still being able to feel like you’re in the country and offers peace, comfort and a great place to relax. Enjoy sitting on the back deck by the pool. Bonfires and marshmallows are another way to enjoy an evening. Traveling with a boat or RV? we have the space to accommodate you.

Family · Location · Quiet

3/2 Beautiful Pool Home + Garage + Pet Friendly

Experience resort-style living in this elegant 3-bedroom, 2-bath pool retreat. Unwind by the sparkling pool and enjoy the fenced yard, perfect for kids and pets . Relax in sophisticated comfort and enjoy secure garage parking. Thoughtfully designed with upscale finishes and timeless style—your luxurious Lakeland escape awaits. PET FEE apply

Family · Location · Cleanliness