Family-friendly holiday rentals in Thonotosassa

4.96 out of 5 average rating, 105 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, 577 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.

4.98 out of 5 average rating, 228 reviews

An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.

Tiny home in Dade City

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

4.99 out of 5 average rating, 339 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

Ever stayed the night in the woods? 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.

4.97 out of 5 average rating, 228 reviews

A modern living area features a gray pullout sofa and a low black coffee table positioned on a soft area rug. Potted plants add greenery, while floor-to-ceiling blue curtains frame a window allowing natural light. A contemporary light fixture hangs above.

Apartment in Tampa

Tampa Bay Gem: 2BR Modern Apartment Hideaway

Welcome to your stylish oasis in Tampa Bay. Our thoughtfully designed apartment combines modern sophistication with the comforts of home, making it the perfect base for your next adventure. Minutes away from your desired Tampa Bay attractions plus more. Don't miss the chance to experience a stay from the comfort of this Hidden gem. Whether you're here for business or leisure, our apartment is your home away from home. Book your stay now and make memories that will last a lifetime.

5 out of 5 average rating, 208 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)

4.91 out of 5 average rating, 184 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.

Guesthouse in Zephyrhills

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A coffee table sits in front, with a tray positioned on top. The kitchen in the background includes a black refrigerator and a dining table surrounded by chairs, illuminated by pendant lighting.

4.99 out of 5 average rating, 119 reviews

Under The Oaks Cottage

A charming cottage nestled beneath majestic oak trees, combining country living within reach of city amenities. This comfortable space features one bedroom with a king size bed along with built in bunk beds in the main living area. Savor a morning cup of coffee in the screened back porch while enjoying the beautiful tropical foliage. Chickens, goats, cows, and a horse forage nearby. You could possibly be entertained by the goats playing on the roof-tops.

4.87 out of 5 average rating, 159 reviews

Home in Seffner

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

4.93 out of 5 average rating, 216 reviews

A screened porch area features comfortable seating arranged around a dark table. Lush green artificial grass cushions the space, while a saltwater pool is visible beyond the enclosure. Sunlight brightens the scene, surrounded by a privacy fence and greenery.

Home in Seffner

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. 🌟

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.

Home in Plant City

4.81 out of 5 average rating, 200 reviews

Modern Private Pool Retreat in Plant City

🏡 Modern & stylish pool home 🏊 Private pool with screened enclosure 👨‍👩‍👧 Perfect for families, couples & business travelers 📶 Fast WiFi for work or streaming 🛏️ Comfortable, clean & relaxing space 🛍️ Close to shopping, dining & local attractions ☀️ Designed for comfort, privacy & a stress-free stay

Popular amenities for Thonotosassa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 188 reviews

A fire pit with a diamond-shaped design showcases flames surrounded by decorative glass stones. The structure is positioned on a paved patio with a clear view of a heated pool and lake at sunset, creating a relaxing outdoor gathering space.

Home in Riverview

Cheerful 4 Bd home w/ Heated Salt Water Pool & Spa

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

4.94 out of 5 average rating, 131 reviews

The Jungalow SOHO - Pool/Hot Tub

4.99 out of 5 average rating, 175 reviews

This outdoor space features a large spa surrounded by tropical plants and private fencing. The area includes a pergola offering shade, with comfortable seating arranged nearby. A grill can also be seen, set against the backdrop of a bright blue sky punctuated by fluffy white clouds.

Apartment in Brandon

Paradise in Brandon with luxurious 6 person spa

4.93 out of 5 average rating, 198 reviews

A cozy glamping tent is featured under a wooden shelter, showcasing a queen bed inside. Two red Adirondack chairs are positioned outside, complemented by a potted plant. A colorful patterned rug adds a vibrant touch, and a fan is visible within the tent.

Tent in Lutz

Tiny House/Glamping/Camping Tent & Garden Retreat

4.91 out of 5 average rating, 146 reviews

A refreshing pool area is enclosed by a screen, featuring clear blue water and two colorful inflatable loungers. Sunlight filters through, and two lounge chairs are positioned nearby, offering an inviting space for relaxation.

Home in Brandon

Pool + Hot Tub + Pond | Family Retreat Near Tampa

A screened lanai surrounds a clear salt-water pool, featuring a floating pink flamingo. Colorful lounge chairs are positioned nearby on a sunlit deck, with tropical greenery visible in the background, enhancing the private outdoor space.

4.98 out of 5 average rating, 313 reviews

Pool + Park + Private = Perfect Place

4.93 out of 5 average rating, 162 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

4.99 out of 5 average rating, 161 reviews

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

The Guest House at Riverbend Retreat Fla.

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 634 reviews

A two-story house is set among lush greenery, featuring a welcoming porch with black railings. Vibrant pink flowers hang from a planter, adding a touch of color. The open space underneath the house provides parking options, surrounded by trees and landscaped grounds.

Home in Plant City

The Stilt House by Strawberry Fields!

Apartment in Land O' Lakes

A private pool area is featured, enclosed by a screened structure that allows for natural light. The serene water is illuminated by sunlight, while the surrounding space is finished with a smooth surface. A comfortable seating area is seen in the distance, accompanied by nearby decorative landscaping.

4.92 out of 5 average rating, 146 reviews

Studio with Pool

Superhost

The backyard features a spacious patio area with a pergola that provides shade over a dining table. Surrounding the patio are comfortable chairs and a fire pit, creating an inviting outdoor space perfect for gatherings. Lush greenery complements the tranquil setting.

Home in Brandon

4.86 out of 5 average rating, 118 reviews

Charming Family Oasis - Dog-Friendly - Backyard

4.98 out of 5 average rating, 265 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

4.93 out of 5 average rating, 134 reviews

Private House with Pool and Cabana

A bright living area features a plush, mustard-colored sofa adorned with colorful cushions. In the background, a modern kitchen is visible, equipped with stainless steel appliances and white cabinetry. Pendant lights hang above the kitchen island, enhancing the open-concept layout.

4.95 out of 5 average rating, 158 reviews

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*

A comfortable bedroom features a spacious bed dressed in white linens, accented by decorative pillows. A tasteful wooden nightstand and a console table with a television provide functionality. Natural light filters through the closed blinds and two windows, illuminating the warm wood floors.

4.88 out of 5 average rating, 280 reviews

Cozy BrickHouse Retreat •Seminole Heights• Tampa

4.92 out of 5 average rating, 225 reviews

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.

Home in Plant City

Strawberry Patch Cottage

Family-friendly home rentals with a pool

A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.

4.98 out of 5 average rating, 120 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

Campervan/RV in Thonotosassa

4.89 out of 5 average rating, 28 reviews

Beautiful & Well-maintained RV just outside Tampa

Superhost

4.89 out of 5 average rating, 130 reviews

Enjoy every moment

4.97 out of 5 average rating, 34 reviews

A serene lake view is framed by the structure, with vibrant clouds reflecting hues of orange, pink, and purple as the sun sets. The calm water ripples gently, adding to the tranquil atmosphere of the scene.

Cottage in Thonotosassa

Tampa-Retreat I Homestead with 5th Gen Floridians

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.

4.97 out of 5 average rating, 128 reviews

Lakeview Retreat with Private Pool Perfect Getaway

5 out of 5 average rating, 167 reviews

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

Coastal Escape: Heated Pool, Playground&Family fun

4.94 out of 5 average rating, 163 reviews

Home in Apollo Beach

Waterfront Pool Oasis Kayaks, Games & Beach Vibe