Holiday rentals with a pool in Zephyrhills

‼️3BR in Wesley Chapel, Private Pool, Pet Friendly

》♡ Tap 'Save' and get ready for a sunny stay in this cheerful 3BR home with a private pool in Wesley Chapel! ✦ Sleeps 8 comfortably with 3 cozy queen beds + a handy sofa bed ✦ Splash around in your own private backyard pool — pool toys included ✦ Cook up your favorites in a fully stocked kitchen ✦ Enjoy movie nights with Smart TVs + Netflix & cable in 3 rooms ✦ Stay fresh with all the essentials ✦ Pet-friendly and comes with free driveway parking Your Florida poolside getaway is just a click a

🌟Historic 1924💕Carriage House🏡Quaint & Cozy☀️🪂

Step into history with this 600 sq ft Carriage House, located in the heart of Zephyrhills’ Historic District. Built in 1924, the main house is lovingly lived in by the owners, while the Carriage House offers guests a private and unique stay on the same estate. 🌟 Prime Location: 2-minute stroll to Downtown Zephyrhills 8 minutes to Skydive City Z-Hills 15 minutes to Hillsborough River State Park Whether for adventure, history, or relaxation, this enchanting retreat makes exploring a breeze.

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.

Designers Villa @ Saddlebrook

A Beautiful completely remodeled 3 bedroom 3 bathroom villa with pool, in the prestigious 24 hr guard gated community of Saddlebrook Resort in Wesley Chapel FL. Surrounded with mature landscaping, the community boast 2 of Florida's most Picturesque Arnold Palmer Golf Courses & 45 tennis courts. Everything you need for a great stay is here! Tons of area restaurants as well as onsite! Everything is NEW, TV in every room, printer, fireplace & more! You will absolutely love it here!! See you soon!

3 Bed 2 Bath private golf course villa

Peaceful and relaxing Villa includes 3 bedrooms: King bed master with en suite double vanity bath, 2 other rooms with queen beds. Desk for work or writing. 2nd shared full bathroom with bathtub. Washer & dryer. Private lanai with outdoor space. Access to 2 swimming pools, gym, basketball and tennis courts, pickleball, play ground. All located on a beautiful golf course. Wonderful place to relax and play golf. Ideal rental for vacation or for remote workers. Close to shopping and attractions.

"High-End Big, Bold & Beautiful.

Come relax in our newly built 3,500 sq. ft. 5-bedroom, 4-bath retreat, tucked away in a peaceful Wesley Chapel/Zephyrhills subdivision. Thoughtfully designed for comfort and style, this spacious home accommodates up to 12 guests and features an open-concept main floor with plush seating, abundant natural light, and a fully equipped gourmet kitchen with a double oven and modern stove. Enjoy complimentary Wi-Fi, a dedicated office space for remote work, and a cozy coffee and tea

Welcome to Our Charming Tiny Home in Zephyrhills

Located on a peaceful, family-friendly half-acre property inhabited by its owners, it feels welcoming. Inside, enjoy a queen-size bed, a 50-inch Smart TV, a fully equipped kitchen, and soft night lights. Guests can enjoy private parking, WI-FI, the shared pool at the main house, operating on a schedule. Laundry is available upon request. Just a 2-minute drive to Zephyr Park and Airport, known for skydiving, 6 minutes to downtown, 12 minutes to Hillsborough River State Park.

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

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.

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Villa #9 at Lake Jovita Golf & Country Club

Villa #9 Stay and Play: Stay on the signature hole in this furnished 3BR/2BA villa overlooking the 18th & 9th greens, pond, and fountain of Lake Jovita’s renowned South Championship Course. Play a top‑tier layout with rolling hills and pristine greens, then relax on your screened lanai. Includes 4‑person golf cart for easy access to clubhouse, pro shop, and dining. 30 min to Tampa, near Dade City & Saint Leo.

Extended Stay Retreat | Saddlebrook | 30-Night Min

When you book with our property management company, you’ll have the option to access Saddlebrook Resort amenities for an additional fee. If chosen, the additional amenities would include the heated Super Pool, heated Lakeside Pool, and fitness center. Championship golf (27 scenic holes), tennis, and pickleball are also available at prevailing guest rates arranged through Saddlebrook Resort.