Holiday 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.

Palm & Peace Suite Private Studio in Wesley Chapel

Disfruta de una estancia cómoda y relajante en Palm & Peace Suite, un estudio privado con entrada independiente, diseñado para dos personas. Ubicado dentro de una propiedad residencial en una zona tranquila de Wesley Chapel, este alojamiento combina elegancia y confort para que te sientas como en casa, ya sea por trabajo o descanso. A pocos minutos de tiendas, restaurantes y opciones de entretenimiento, lo que hace de este lugar una excelente opción para explorar Wesley Chapel y sus alrededores.

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!

Cozy Private Tiny Casita•Patio & Separate Entry

Welcome to your private retreat! This standalone Tiny Casita features a private entrance, fenced outdoor area, and dedicated parking. Perfect for solo travelers or couples, it includes a cozy Queen bed, full bathroom, and kitchen with fridge, microwave, and cooktop. Relax in your private outdoor sitting area and enjoy comfort, convenience, and privacy just minutes from Mouratoglou Tennis academy, Skydive City and Epperson lagoon. Close to local shops, Tampa outlets and Krate at the Grove.

The Cozy Cabana

Cozy Cabana Retreat: Your Perfect Getaway Between Disney and the Beaches! Welcome to your idyllic escape—a charming home nestled between Disney and the beautiful beaches of Florida! This cozy property is designed for relaxation and fun, making it the ideal destination for families, couples, or friends seeking an unforgettable vacation experience. Wanna stay home, enjoy the Cabana's private hot tub, make s'mores around the fire pit or compete with the kids in a game of putt-putt golf.

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)

Saddlebrook Lake View Bungalow!

Kick back and relax in this calm, stylish space, with relaxing views of the lake, with the bonus of a unique modern Moroccan-style salon. Our two-bedroom / two-bathroom condo is surrounded by trees, and windows throughout, helping you to relax and enjoy nature. The Moroccan salon serves as an additional space to watch the game on the 80" TV or move the cushions and the two large seating areas convert into a wonderful twin-size, sleeping space that accommodates two additional people.

Saddlebrook Resort, 2B/2B Private Stay!

2 Bedroom 2 Bathroom first floor lake side unit in Saddlebrook. Newly renovated and furnished with mid century modern décor. Unit is less than 40 minutes away from Tampa International Airport and Downtown Tampa. Also located near Advent Health Wesley Chapel Hospital and Moffit Cancer Center. Also located within 10 minutes from Advent Health Center Ice for all of your ice hockey and figure skating needs. Approximately 1 hour to Clearwater Beach and 1 hour 20 minutes to Disney World.

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.

Saddlebrook, Wesley Chapel - 2 BR/2 BA Condo

Relax in the private, gated community of Saddlebrook Resort. This spacious, fully-furnished, 2 BR / 2 BA condo is conveniently located on the 1st floor and offers breathtaking lakeside and golf course views. Bedroom 1 offers a lakeside view, King bed, and full bathroom with a shower. Bedroom 2 offers two XL Twin beds with a full bath, including a tub and shower. The large patio is a great place to unwind with a cup of coffee and take in the beautiful surroundings.

Saddlebrook Resort Pool & Gym Access |Golf Views

Experience Saddlebrook. Bring the family. Make the memories. Booking with our property management company includes access to Saddlebrook Resort amenities, including the heated Super Pool, heated Lakeside Pool, and fitness center. Championship golf (27 scenic holes), tennis, and pickleball are available at preferred discounted guest rates arranged through our company. Enjoy on-site dining at RARE 1981 steakhouse, Palmhaus, and Brew, plus the full-service spa.