Vacation 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.

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!

Heated Pool•Gameroom•Firepit•3 King Bed•Near Tampa

Picture this: the screen door clicks shut behind you, the heated pool glows and someone is already floating with a cold drink while the kids cannonball off the deck. Tonight, 12 of your favorite people circle a fire pit lined with a dozen chairs, s'mores in hand. This is Sunshine Getaway, where a Florida vacation feels like one, and the only tough call is pool, game room, or fire pit first. 25 min – Downtown Tampa 35 min – Tampa International Airport 90 min – Disney 55 min -- Clearwater

Legoland Lakehouse Canoe & Kayak Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

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

Screened Heated Pool · 4BR Sleeps 12 · Game Room

🏡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. 🌟

Charming and Peaceful

Escape to this peaceful retreat nestled beside a scenic strawberry field. With 4 bedrooms and 2 full baths, there’s plenty of space for families or groups to relax. Take a dip in your private pool, enjoy the quiet country views, and let your pups roam safely in the fully gated dog run—perfect for furry friends to play while you unwind. Spacious, charming, and pet-friendly — the ideal getaway, peaceful yet at a short drive to shops and attractions.

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.

Welcome to your home away from home!

Enjoy a refreshing dip in the private pool or unwind in the serene outdoor space, perfect for soaking up the Florida sun. The separate office space is great for remote work or studying, ensuring you can balance productivity with leisure. We pride ourselves on being kid and pet friendly, making it easy for everyone to feel at home. Located near local attractions, parks, and dining options, you'll have everything you need at your fingertips.

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.

Hacienda Hideaway w/ heated pool

Welcome to the Hacienda Hideaway: a stunning Mediterranean-style retreat in historic West Tampa, Florida! Immerse yourself in the charm of this fully renovated and expertly designed home, boasting high-end finishes and luxurious touches throughout. Perfectly situated for convenience, the house is centrally located within ten minutes from the airport, stadium, downtown, shopping, restaurants, and the famous Riverwalk.

Private Pool + Waterfall | Sleeps 9 | Pet Friendly

- 1st pet: FREE, 2nd pet: $50 per stay, 3rd pet and each additional pet: $25 per pet, per stay - 3 comfy bedrooms (Queen • 2 Fulls • 2 Twins) - Full kitchen - Dedicated workspace & Gig-speed Wi-Fi - Fenced backyard with games, BBQ grill & smart TV - Free driveway parking for 4 cars - Minutes to shopping, dining and I-75. Ideal for families or friends seeking space, sunshine and year-round fun.