Family-friendly holiday rentals in Plant City

4.95 out of 5 average rating, 113 reviews

An inviting porch area features two rattan chairs and a matching bench, arranged around a low table. A patterned area rug anchors the space, while string lights add a touch of warmth. Lush greenery is displayed on the wall, complementing the welcoming atmosphere.

Home in Dover

The Little White House

A little bit of country with modern touches and amenities. The Little White House sits on a 1/2 acre overlooking a strawberry field. It is located halfway between Tampa and Orlando so if you decide to go anywhere its close to the Hard Rock Casino, Keel & Curley Winery and Ybor City. There are restaurants, and plenty nightlife. Just an hour away are theme parks, sporting events and Gulf Beaches. Also, a straight shot to the State Fair and Strawberry Festival. Convenient to airports and hospitals.

4.99 out of 5 average rating, 587 reviews

A cozy bedroom is highlighted by a spacious bed adorned with a patterned blue and white coverlet. Light-colored walls and exposed beams create a bright atmosphere, while a rustic cabinet and organized wooden crates add functional charm. A window offers natural light and views of the outdoors.

Farm stay in Plant City

Farm Experience~Family Fun~Animals~20 minTampa.

This unique find farm stay is an adventure! Hand feed cows, goats & chickens, explore the creek & garden, roast s'mores, drive a tractor, lay in the tree swing on our 5+acres! This peaceful oasis is more than just a place to sleep, it's a dreamcation. Located 8min to winery, 25min to Tampa, 45min to beaches/Disney. This barn farmhouse has a bedroom, loft, kitchen and bathroom. Everything you need for a family getaway. If you're looking to get away from the city and slow down, this is for you!

4.9 out of 5 average rating, 470 reviews

A spacious studio apartment features a queen bed with a patterned comforter and decorative lamps on either side. A small sitting area includes two loveseats and a TV. Soft carpeting and natural light from the window enhance the inviting atmosphere.

Guest suite in Dover

Private Guesthouse. I-4/75 Convenient, Cozy, Cool

A great stop off between Tampa and Orlando or north and south on 75. Completely private entrance. Your own bathroom. Queen bed and loveseats, single folding cot setup on request. 1 mile from I-4. Busch Gardens-10 min, 14 miles-downtown Tampa, 10 mi.-Ybor City, 45 min to Orlando theme parks, Close to the center of Brandon. 7 miles central to State Fairgrounds & Amphitheater, Seminole Hard Rock Casino, Plant City Festivalgrounds Our puppet studio is on property if you'd like a peek.

4.94 out of 5 average rating, 190 reviews

Cute, Historic District Home - GREAT LOCATION

Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!

A quaint green cabin is nestled among tall trees, featuring a sloping roof and large windows that invite natural light. String lights are visible, adding a touch of charm, while the front porch offers a welcoming space for relaxation.

4.88 out of 5 average rating, 160 reviews

The Woodsy Weekender

Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

A single-story cottage is presented with a light blue exterior and bold yellow front door. A spacious driveway leads to a garage on the left, while lush greenery surrounds the property, enhancing the inviting outdoor space. A clear sky provides a bright backdrop.

4.92 out of 5 average rating, 228 reviews

Strawberry Patch Cottage

Come make the Strawberry Patch Cottage your home away from home! Enjoy your stay in the country while only minutes away from everything the vibrant life of Plant City has to offer. Stay in an immaculately cleaned fully remodeled cottage with WIFI, central heat and air and sleep in the lap of luxury on the high end mattresses made with cooling materials with adjustable head base! At the Strawberry Patch Cottage you will have no keys to worry about with our keyless entry code of your choice.

4.99 out of 5 average rating, 135 reviews

Apartment in Lakeland

Matty’s Citrus Connection

You are going to love this Citrus themed hideaway with its Old Florida feel that takes you back to simpler times. Rest and relax in this backyard paradise while enjoying all that Lakeland has to offer. Whether you choose a relaxing day enjoying the many local activities , take a day trip to a beautiful Florida-beach , or decide to visit one of Florida’s theme parks , this is the place to stay . We are centrally located and have quick access to Polk Pkwy , so your adventures are unlimited .

4.98 out of 5 average rating, 122 reviews

An inviting living space features wooden walls with a high ceiling. A cozy sofa rests next to a coffee table on a textured rug. A black refrigerator and white cabinetry are present in the kitchen area. Large windows provide natural light and views of the outdoors.

Tiny home in Plant City

Creekside Tiny House on Horse Ranch

Escape to our charming tiny home, nestled by a serene creek on a 10 acre horse ranch in Plant City. Surrounded by majestic horses and lush pastures, this unique retreat offers a peaceful experience where you can unwind and reconnect with nature. Enjoy the soothing sounds of the creek, the beauty of the ranch, and the nearby attractions, all while immersing yourself in a tranquil, equestrian-inspired setting. Perfect for nature lovers, adventurers, or anyone seeking a refreshing getaway.

4.99 out of 5 average rating, 356 reviews

The tiny home is set amidst a lush forest backdrop, featuring a welcoming entrance that is framed by large windows. A spacious wooden deck is adorned with comfortable seating, including two bright blue chairs and two red chairs. A black hammock hangs between trees, inviting relaxation.

Campsite in Thonotosassa

The Palm Tree Getaway

Want to reconnect with Nature? Cross it off the bucket list with our ‘Tiny-Home’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This Modern Luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 5G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

5.0 out of 5 average rating, 213 reviews

The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.

Farm stay in Zephyrhills

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Shipping container in Plant City

A cozy seating area features a plush loveseat adorned with decorative pillows. A patterned area rug lies beneath, and wall-mounted lights provide soft illumination. Bookshelves filled with various items flank the space, while a small desk and chair are positioned nearby.

Life in a Shipping Container!

Peace and quiet on a small country farmstead. Off the beaten path yet conveniently located halfway between Disney World and Clearwater Beach. Historic Plant City, famous for their strawberry farms, has a cute downtown area with antique shops, bistros and cafes. Relax on your private back deck overlooking our organic vegetable garden. Say good morning to a variety of birds (including welcoming our newest chicks) living on the property and goats, cows and horses living nearby.

4.88 out of 5 average rating, 145 reviews

4.9 out of 5 average rating, 187 reviews

A cozy living area showcases a stone fireplace as the central feature, flanked by modern shelving units. Two leather sofas provide comfortable seating, complemented by a wooden coffee table. A ceiling fan above encourages airflow, while natural light enters through window treatments.

Farm stay in Plant City

Charming Farmhouse Getaway in Plant City

Escape to the peaceful countryside of Plant City in this farmhouse retreat. Perfect for a relaxing getaway, this home offers both comfort and convenience, ideal for remote workers with an office space and high-speed internet. Unwind in the game room, and a lounge area. You'll have the chance to encounter friendly farm animals, right outside your door. Whether you're here to work, play, or simply relax, our farmhouse offers a memorable stay in the heart of the country.

Popular amenities for Plant City family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 162 reviews

An outdoor space features a sparkling swimming pool surrounded by a screened enclosure. A hot tub is adjacent to the pool under warm string lights. Various games are available, including a ping pong table and a billiard table, providing entertainment options for guests.

Villa in Brandon

Resort pool/ hot tub/game room near Tampa airport

4.99 out of 5 average rating, 157 reviews

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

Charming Tiny House on 5 acres with POOL/ HOT TUB

4.91 out of 5 average rating, 149 reviews

Home in Brandon

Pool + Hot Tub + Pond | Family Retreat Near Tampa

4.96 out of 5 average rating, 116 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

4.97 out of 5 average rating, 144 reviews

Home in Davenport

Magical 2 pool-Spa & Game Room Villa near “Disney”

4.96 out of 5 average rating, 102 reviews

A screened-in pool area features a clear, inviting swimming pool surrounded by comfortable lounge chairs. A basketball hoop is positioned at one end of the pool, with a scenic view of the lake and trees visible through the enclosure.

Home in Haines City

Southern Dunes Lakeview Poolhome

4.99 out of 5 average rating, 140 reviews

The living area features leather couches in gray and blue accents, arranged around a glass coffee table. Natural light filters through the large window, with sheer curtains allowing for privacy. A ceiling fan is visible, contributing to a comfortable atmosphere.

Home in Riverview

Family friendly home, 2 king beds, free parking.

4.95 out of 5 average rating, 171 reviews

A spacious lawn is framed by large oak trees draped with Spanish moss. Comfortable lounge chairs are positioned facing the tranquil water, creating a serene outdoor space. The lake is visible in the background, enhancing the natural beauty of the setting.

Home in Auburndale

Lake Whistler Beach House with lakefront pool

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 139 reviews

Swan City Get-Away (Lakeland, FL Vacation Home)

A serene lakeside view showcases the tranquil waters of Lake Hollingsworth, surrounded by lush greenery and walking paths. Patterns of vegetation are visible along the shoreline, while distant trees line the horizon, creating a peaceful natural landscape.

4.98 out of 5 average rating, 113 reviews

Lakeland LakeFront 4BD | 3BA FSC SEU Sun & Fun Tigers

Superhost

Home in Bloomingdale

Private Pool + Waterfall | Sleeps 9 | Pet Friendly

4.75 out of 5 average rating, 117 reviews

4.97 out of 5 average rating, 291 reviews

A cozy living area features a dark futon sofa adorned with striped cushions, a wooden dining table with stationery, and a small kitchenette equipped with essential appliances. A partial divider provides privacy to the sleeping area, which contains a full-sized bed, contributing to the space's functional design.

Apartment in Lakeland

Karen's Cottage

A spacious living area features a sectional sofa with an ottoman and two accent chairs, set on a soft, light rug. A ceiling fan provides cooling, while natural light filters through a large window dressed with sheer curtains. A small side table with a lamp complements the decor.

4.82 out of 5 average rating, 130 reviews

Heart of South Lakeland in adorable neighborhood!

5.0 out of 5 average rating, 109 reviews

A welcoming porch features a swing adorned with cushions and a decorative pillow. A vibrant area rug lies underfoot, featuring intricate patterns in hues of blue and coral. Lush greenery and ornamental pumpkins enhance the inviting atmosphere, complemented by a small sign stating 'thankful.'

Cottage in Lakeland

Dixieland Delight

The living room features a vintage vinyl record wall that adds character. A spacious white sofa and a brown leather couch are positioned for relaxation. Natural light filters through shuttered windows, illuminating the hardwood floor and a round area rug with a geometric pattern.

4.96 out of 5 average rating, 102 reviews

LKLD Legacy near Downtown Lakeland

Superhost

Home in Seffner

Ping Pong - Pool - 4 Bedrooms - Modern - Gazebo

4.93 out of 5 average rating, 219 reviews

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 161 reviews

Home in Seffner

Tampa Bay area OASIS

5.0 out of 5 average rating, 119 reviews

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

Casa Planta Cozy Tropical Oasis Pool View Suite

4.91 out of 5 average rating, 164 reviews

A private outdoor space features a clear swimming pool surrounded by concrete. Several chairs and a table are positioned near a large umbrella, providing shade. Lush green foliage frames the area, while the house with multiple windows is visible in the background.

Home in Brandon

Newly Renovated Pool House - Central

4.96 out of 5 average rating, 118 reviews

Home in Brandon

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

4.94 out of 5 average rating, 446 reviews

A serene outdoor area features a decorative fountain surrounded by pavers. Lush grass and mulch create a natural border. In the background, a pool reflects sunlight, while lounge chairs and an outdoor seating area are arranged for relaxation.

Guesthouse in Lakeland

Quaint and Charming Pool Cottage....

A large private pool is set in a serene backyard, surrounded by lush greenery. The house features a light-colored exterior with large windows, allowing natural light to fill the space. The sky is painted in soft sunset hues, creating a peaceful ambiance.

4.97 out of 5 average rating, 67 reviews

Tampa/Lakeland/Theme Parks Pool Home 2 mins to I-4

Superhost

A private pool is enclosed within a screened patio, offering protection from insects. The clear, inviting water reflects sunlight, while the surrounding tiled deck provides space for relaxation. The backyard is bordered by a wooden fence, enhancing privacy.

4.8 out of 5 average rating, 203 reviews

Modern Private Pool Retreat in Plant City