Family-friendly vacation rentals in Wesley Chapel

the Country House

Take a ride down a dirt road to a fully renovated home on a 2.5-acre wooded lot in rural Land O’ Lakes. Here, you’ll find a blend of rustic charm and modern comfort—far enough to feel like you’ve escaped, yet close enough to enjoy the convenience of city amenities. Wake up to the sound of birdsong, wander under the shady trees, or simply soak up the stillness of nature. Whether you’re seeking a weekend getaway or a longer retreat, this unique hideaway offers an escape from the everyday husttle.

Entire House with Game Room in Lutz - near Tampa

Entire house with a Game Room equipped with a pool table and a foosball table. Designated working area in Master Bedroom. One King Bed, one Queen Bed and two Twin Beds to accommodate a group of up to six people. A TV in each bedroom, living room and game room. Easy access to USF, Busch Gardens, restaurants, malls and beaches. Short distance to Tampa Premium Outlets and Advent Health Center Ice. Playground, Community Pool, Basketball and Tennis Courts are conveniently located across the street.

Breathtaking Sunset - Renovated Studio Saddlebrook

Relax in this fully Renovated large Studio, in the highly desirable SADDLEBROOK Golf & Tennis RESORT. The sudio features a beautiful terrace just on the lake with AMAZING VIEWS of the lake and golf green. For your comfort, a Queen bed with new mattress, a nice size kitchenette with: Refrigirator, Microwave, Large toaster-oven, coffee maker and sink. The Studio also offers a dining area, work space, and walk-in closet, as well as Wifi & Cable TV. In the Resort local restaurants and Pub.

J&M Homestead

Relax with the whole family at this peaceful place to stay. Close to I-75 and Suncoast Parkway in Pasco County. Located north of Land O Lakes, Florida, in Pasco Trails, a gated community of acreage and horses. Outlet mall, many eating establishments and sports complexes within half-hour drive. We have had to institute a policy of "no smoking. To be clear, we are retired couple who live in the main house. The apartment is attached but has its own entrance and is self contained.

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)

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.

Forest Theme Oasis | Peaceful Retreat Near Tampa

Escape to your own private forest-inspired retreat in Wesley Chapel 🌿✨ This beautifully designed 2-bedroom home blends comfort, tranquility, and convenience — located in one of the most desirable and growing areas near Tampa. Enjoy fast WiFi, free parking, a fully equipped kitchen, and peaceful garden views. Perfect for couples, small families, traveling professionals, or long stays. Just minutes from Tampa Premium Outlets, restaurants, shopping, hospitals, and I-75.

King Lake Hideaway

Experience something different Our Tiny house with the amenities of home. Enjoy our very private spot in nature. Beautiful lake view. This is a tiny house. 280 sq feet including the loft. Lots of natural light. It’s perfect for relaxing. We are close to beaches, Sporting venues, museums the aquarium and Busch Gardens in Tampa. Situated between Epperson and Mirada lagoons. Wesley Chapel has movie theaters, mini golf, shopping and restaurants within a short drive.

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 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

Delightful elegant lake home

Escape to a hidden slice of Florida paradise where luxury, tranquility, and breathtaking waterfront views create an unforgettable stay. This stunning lakefront retreat in beautiful Land O’ Lakes offers the perfect balance of upscale comfort and peaceful relaxation. Surrounded by serene bird sanctuary views and glowing Florida sunsets, this private getaway was designed for guests who want more than just a place to stay — they want an experience.

💙Tiny House New Build Near Park, Pond & Downtown

Experience a 2020 Tiny House on Foundation • One of three tiny houses on lot! • 360 SF / 1 Level • Weekly & Monthly Discounts • Private Front Porch • Steps to Beautiful Zephyr Park • 6 min. walk to Historic Downtown Main Street • Stocked + Equipped Kitchen • Charming Residential Neighborhood • Built by specialized FL Tiny Home Builder • Washer/Dryer • FiOS Wifi 500 Mbps • Onsite Private Parking • New sidewalk from parking pad to front steps