Holiday rentals with a pool in Pasco County

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!

Beach Gulf Oasis-Pool, Elevator, Tiki Hut & Dock

Bring the entire family to this stunning Gulf-front getaway, just minutes north of Clearwater! This luxurious 5-bedroom, 4-bathroom retreat comfortably sleeps 14 and is thoughtfully designed with accessibility, comfort, and unforgettable experiences in mind. Whether you're watching breathtaking sunsets from all 3 levels, relaxing in the heated saltwater pool or hot tub, or enjoying a meal under the tiki hut with outdoor TV, this home has everything you need for a perfect Florida vacation.

Heated & Screened in Pool/Coffee Bar/Fully Stocked

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

Oasis Getaway

Relax with the whole family at this peaceful place to stay. Perfect Getaway with amazing sunset views from the upstairs balcony and a floating dock on a canal perfect for kayaking and manatee sight seeing. This canal will also take you straight to the ocean. Very spacious home with a tennis table located on the first floor and a beautiful pool to enjoy! Close to many attractions like Weeki Wachee Springs, Outdoor trails, a Marina, Water Park, Hudson Beach and great seafood restaurants.

Sunny Pool Home • Near Tarpon & Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

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.

Spring Hill, Florida Quaint Paradise

The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

Ocean Views from Every Room • Pool • Bali Vibes

- Wake up to ocean views from every room. - This Balinese-inspired coastal retreat blends modern luxury with tropical serenity. This fully renovated 2-bedroom, 1-bath oceanview retreat was thoughtfully designed to feel like a private Balinese escape on the water. Every single room features ocean views — from the bedrooms to the living area and kitchen. Natural textures, warm wood tones, and curated décor, create an elevated atmosphere the moment you walk

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

If you are used to traveling in comfort,then this is best choice for you.House after renovation.High ceilings and beautiful decor will give you a pleasant feeling of comfort.The king bed,will give you pleasant sleep after an active day or a long trip.The kitchen has everything.The pool has a solar panel heated.Airport(35 min)Beaches(19min) Smoking in the house and living with animals are prohibited.After each gust the house is disinfected.Enjoy your stay

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.

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!

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!