Family-friendly holiday rentals in Land O' Lakes

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.

Family · Indoor spaces · Outdoor spaces

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 the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Kitchen · Family · View

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.

Kitchen · Family · Hospitality

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.

Kitchen · Family · Long stay

Cute farmhouse in a park like setting on 10 acres

Come relax away from it all, in the middle of it all. Our super cute farm house is located on 10 peaceful acres in Wesley Chapel where you can sit on the covered porches and watch our abundant assortment of wildlife including deer, tortoises, and rabbits ALL while having your coffee or wine. You can see all of the stars in the night sky, yet you are 5 mins from shopping, dining and entertainment and a mere 15 mins from Tampa. 5 mins from I-75. Complete privacy, but centrally located.

Kitchen · Family · Biking

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)

Kitchen · Indoor spaces · Pets

Cozy Carrolwood centrally located to all 1/1

Our one bedroom, one bathroom apartment with a clean stocked kitchen is the perfect place for your next vacation! This is a complete space next to the main property with a private entrance , A/C , parking space, TV cable, Internet/WIFI, First AID, closet space and a sharing Dryer and Washer Machine. Towels, beach chairs and cooler for you to borrow! This premium location offers easy access to restaurants, pharmacies, hospitals, grocery stores and is about 11 miles to Busch Gardens.

Indoor spaces · Family · 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.

Indoor spaces · Kitchen · Wi-Fi

Serene Waterfront Cottage with Tranquil Setting

Bring your kayaks, paddle boards , and the whole family to this great place with lots of room for fun. There’s an outdoor fire pit, beach volleyball court, basketball hoop, ping-pong table, grill, swings, 2 hammocks, and lots more. Inside there’s a wood-burning fireplace, 2 large bathrooms, 3 bedrooms, separate master suite located upstairs with private bath, inside laundry room, separate dining area, spacious kitchen , and 2 large gathering areas.

Kitchen · Indoor spaces · Barbecue

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.

Family · Kitchen · Quiet

Home away from Home

Your family will be close to everything when you stay at this centrally-located place. Located in a premium area. Minutes away from shopping, restaurants, and indoor/ outdoor entertainment. Home is located in neighborhood with biking and jogging trails, basketball courts, and more. Home includes one King, one Queen, one Full, two twin beds, and queen blow-up upon request. ONLY 15 minutes from Tampa and 30 minutes from beaches!

Family · Kitchen · Laundry

Ranch Pool Resort with Horses jacuzzi nearby park

Take it easy at this unique and tranquil getaway. This is a country setting close to the city of tampa bay on 6 acres gated with every detail in mind Owner maintained ranch style property with 4 horses you will feel at home away from your home trees surround the outer perimeter as well as a huge pool with layout chairs. Take a stroll through the nature walk trail. Experience nature in luxury at this beautiful ranch home!

Family · Indoor spaces · Amenities