Family-friendly holiday rentals in Thonotosassa

4.99 out of 5 average rating, 547 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!

4.91 out of 5 average rating, 217 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

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.

4.98 out of 5 average rating, 215 reviews

Flat 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, 204 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)

4.99 out of 5 average rating, 307 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-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This 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, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

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, 150 reviews

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

Welcome to A Little Havana in Tampa Florida! Located just 6 mins from Busch Gardens, 7 mins from the Hard Rock Casino, Florida Fairgrounds and less than 10 miles to downtown Tampa. Easily accesible to the James A Hanley VA Hosp, Moffit Cancer Ctr and USF. Enjoy your unique stay in this one of a kind home. It features a vibrant design, a fully equiped game room with projector, a screened inground pool, a firepit with BBQ grill, outdoor seating and a yoga space for your enjoyment.

Tiny home in Ybor City Historic District

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

4.99 out of 5 average rating, 583 reviews

Cozy AF Tiny-House Oasis

Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

4.9 out of 5 average rating, 174 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.

Guest house 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.

5 out of 5 average rating, 106 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.

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.

4.86 out of 5 average rating, 155 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

4.96 out of 5 average rating, 120 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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.

4.93 out of 5 average rating, 207 reviews

Stunning Heated Pool House Close to Tampa & Casino

🏡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. 🌟

Popular amenities for Thonotosassa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 203 reviews

A fenced outdoor deck features a private spa tub surrounded by tropical landscaping. Comfortable lounge chairs and a shaded seating area create a relaxing space, while the vibrant turquoise cottage provides a cheerful backdrop. The scene is brightened by natural light filtering through the trees.

Cottage in Safety Harbor

Lush Harbor Oasis with Private Hot Tub

The outdoor space features a pool surrounded by lounge chairs. A gazebo provides shaded seating, while a nearby charcoal grill is positioned on a stone-paved area. Lush greenery surrounds the scene, enhancing the tranquil atmosphere.

4.93 out of 5 average rating, 115 reviews

River Front Heated Pool Estate-Busch Garden/USF

4.94 out of 5 average rating, 118 reviews

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.

Home in Palma Ceia

The Jungalow SOHO - Pool/Hot Tub

4.88 out of 5 average rating, 172 reviews

Home in Spring Hill

Ranch Pool Resort with Horses jacuzzi nearby park

A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.

4.91 out of 5 average rating, 229 reviews

Rooms with a Pool

4.92 out of 5 average rating, 151 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

Home in South Seminole Heights

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, 306 reviews

Pool + Park + Private = Perfect Place

4.91 out of 5 average rating, 148 reviews

A private pool area is surrounded by lush greenery, featuring a spacious pool with a spa at one end. Sunlight reflects off the clear water, highlighting the relaxing atmosphere of the outdoor space.

Home in Sunset Park

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Family- and pet-friendly home rentals

A single-story home with a light-colored exterior stands on a spacious grassy lot. A decorative wreath adorns the dark front door. Flowering plants and shrubs are arranged along the front, complemented by a blue recycling bin and a black trash bin nearby.

4.92 out of 5 average rating, 178 reviews

Quiet home on large property

4.91 out of 5 average rating, 138 reviews

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.

Flat in Land O' Lakes

Studio with Pool

4.94 out of 5 average rating, 109 reviews

Cheerful Country Home 5 min Amphitheater/Fairgroun

4.98 out of 5 average rating, 106 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

4.91 out of 5 average rating, 140 reviews

A saltwater pool is featured with a large yellow inflatable duck wearing sunglasses. Water splashes create a lively ambiance, while a shaded patio area is visible in the background. Roller coasters can be seen beyond the pool area, highlighting the proximity to attractions.

Villa in Tampa

Busch Gardens Deluxe Edition w/heatedpool

4.93 out of 5 average rating, 150 reviews

Home in New Port Richey

Luxury Private Pool House ! Mackarosa ! Tampa Bay

4.94 out of 5 average rating, 131 reviews

A spacious living area features a grey sectional sofa adorned with decorative pillows. A coffee table sits at the center of the room, complemented by a large window that floods the space with natural light. A vibrant plant adds a touch of greenery to the atmosphere.

Home in Riverview

Chelsea’s Cozy Place

Superhost

A landscaped outdoor area is featured, featuring a pool surrounded by a wooden deck with sun loungers. A gazebo is positioned adjacent to the pool, and a pathway of stepping stones leads through green grass, enhancing the space's inviting ambiance.

4.88 out of 5 average rating, 92 reviews

Great Patio/Pool/ I-4 & 75 Busch Gardens Sleeps 10

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 85 reviews

Tropical Luxury Escape with Backyard Oasis & Pool

5 out of 5 average rating, 6 reviews

Home in Brandon

Lakefront 4-Bedroom Home with Pool

Guest house in Spring Hill

A screened-in pool area is highlighted by a clear blue sky and scattered clouds. The pool, partially covered, is surrounded by light-colored pool decking. Lush greenery and palm fronds frame the scene, providing a relaxing outdoor space.

5 out of 5 average rating, 184 reviews

J&M Homestead

5 out of 5 average rating, 13 reviews

Allison Palms Luxury Tampa Townhome + 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.

4.97 out of 5 average rating, 101 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

4.96 out of 5 average rating, 104 reviews

A modern single-story home is set amidst lush grass and tropical landscaping. Palm trees frame the structure, which features a clean exterior and large windows. The driveway leads to a two-car garage, enhancing the home’s welcoming curb appeal.

Home in New Tampa

Poolside Paradise Retreat-spacious 4 bedroom home!

Superhost

4.88 out of 5 average rating, 120 reviews

Enjoy every moment