Family-friendly holiday rentals in Thonotosassa

4.95 out of 5 average rating, 110 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.

KitchenIndoor spacesBathroom

4.97 out of 5 average rating, 115 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!

Welcome to The Poolside Retreat! Bring the family, unwind, & have fun at our modern Tampa home, located just a short distance away from beautiful downtown Tampa and other local attractions. If you are looking for a spacious place to stay that incorporates the perfect mix of indoor and outdoor fun, look no further. 4 bedrooms to accommodate 8 guests with fully stocked kitchen and outdoor bar/grilling area. Outside you will find a pool (heated during winter), outdoor seating and covered patio.

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 586 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!

Indoor spacesKitchenParks

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.

KitchenFamilyBathroom

4.98 out of 5 average rating, 240 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.

FamilyIndoor spacesHospitality

4.99 out of 5 average rating, 351 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.

Indoor spacesFamilyAmenities

4.92 out of 5 average rating, 228 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.

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 231 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.

Indoor spacesKitchenAccuracy

5 out of 5 average rating, 212 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)

Indoor spacesKitchenCheck-in

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.

Indoor spacesFamilyLocation

4.87 out of 5 average rating, 161 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

FamilyIndoor spacesOutdoor spaces

4.93 out of 5 average rating, 217 reviews

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. 🌟

KitchenFamilyParks

Popular amenities for Thonotosassa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.98 out of 5 average rating, 619 reviews

Cozy AF Tiny-House Oasis

Indoor spacesFamilyDecor

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.

4.93 out of 5 average rating, 137 reviews

The Jungalow SOHO - Pool/Hot Tub

Indoor spacesKitchenNearby

4.94 out of 5 average rating, 202 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

FamilyKitchenView

4.91 out of 5 average rating, 149 reviews

Home in Brandon

Pool + Hot Tub + Pond | Family Retreat Near Tampa

KitchenFamilyLayout

4.91 out of 5 average rating, 236 reviews

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.

Home in Town 'n' Country

Rooms with a Pool

KitchenFamilyCleanliness

4.92 out of 5 average rating, 168 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

KitchenIndoor spacesCondition

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 250 reviews

Centrally Located Cozy 1-bed Private Cottage!

FamilyIndoor spacesParking

4.93 out of 5 average rating, 249 reviews

Guesthouse in Tampa

Red Comfort Trip Private Jacuzzi, pool

Indoor spacesFamilyCleanliness

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 639 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!

KitchenFamilySolo travel

4.97 out of 5 average rating, 104 reviews

A two-story farmhouse with a light green exterior is positioned amidst trees. A covered porch with black railings and steps provides access to the front door. Gravel pathways lead to the home, enhancing the rural setting.

Home in Zephyrhills

Cute farmhouse in a park like setting on 10 acres

FamilyIndoor spacesLayout

4.98 out of 5 average rating, 121 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

KitchenIndoor spacesValue

4.98 out of 5 average rating, 65 reviews

Alice House on the River

KitchenIndoor spacesQuiet

4.57 out of 5 average rating, 69 reviews

A sleeping area features a spacious bed with a light-colored quilt and two teal accent pillows. Natural light streams through two windows framed by rustic wood walls, highlighting the warm wood flooring.

Home in Thonotosassa

Beautiful 3 bedroom log cabin.

FamilyIndoor spacesNearby

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

Indoor spacesFamilyAccuracy

4.89 out of 5 average rating, 104 reviews

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.

Home in Seffner

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

KitchenFamilyPets

A spacious living area features a comfortable seating arrangement complemented by a large television. The open kitchen showcases modern appliances, while a dining table provides ample seating for gatherings. An exterior view reveals a well-maintained yard with a cozy fire pit and outdoor seating.

4.95 out of 5 average rating, 198 reviews

Plush sheets, Games!, Huge backyard, Massage Chair

FamilyKitchenAir conditioning

Family-friendly home rentals with a pool

4.64 out of 5 average rating, 14 reviews

Home in Brandon

Private Pool Access Peaceful Retreat

Indoor spacesFamilyBathroom

Guesthouse 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.

4.99 out of 5 average rating, 196 reviews

J&M Homestead

Indoor spacesKitchenQuiet

5 out of 5 average rating, 24 reviews

Allison Palms Luxury Tampa Townhome + Pool

Indoor spacesKitchenTV

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, 126 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

FamilyIndoor spacesAccess

Campervan/RV in Thonotosassa

4.84 out of 5 average rating, 31 reviews

Beautiful & Well-maintained RV just outside Tampa

Indoor spacesFamilyComfort

4.98 out of 5 average rating, 47 reviews

A spacious living area features a comfortable brown leather couch and a dark chair, with a natural wood coffee table at the center. A large area rug with an abstract design is laid beneath. The open layout extends toward a bright kitchen with bar stools and wooden beams.

Home in Dover

Sydney Ranch Farmhouse

KitchenFamilyBackyard

4.88 out of 5 average rating, 137 reviews

Enjoy every moment

KitchenFamilyCondition