Holiday rentals with a pool in Hudson

Beautiful sunsets, waterfront 2/2 pool home

Unwind with your loved ones at Sunset Shore, a meticulously renovated 2/2 *heated pool home accommodating 6 guests. The residence boasts a stunning outdoor living area, perfect for taking in breathtaking sunsets from the screened porch. A spacious patio w/ firepit table connects to the boat dock, ideal for fishing, kayaking, observing marine life, even occasional manatee sightings. Home is near Nature Coast beaches, the fresh waters spring in Homosassa & more. *Pool heating additional charge

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.

Weeki Wachee Springs heated pool home retreat

Relax with the whole family at this Weekie Wachee/Springhill Heated pool home. 5 minutes from the crystal clear springs of Weekie Wachee state park and Buccaneer Bay that has spring fed beach with water slides , tiki bars and mermaid shows. It’s also located 10-15 minutes from Rodgers Park located on the river where you can swim, kayak with manatees and enjoy fun family time! Also 15 minutes away is Pine Island Beach Park and SunWest Beach Park for skiing, wake boarding and obstacle course.

Gulf Harbors Vacation Oasis

This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando – Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

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.

Heated Pool • Near Tarpon & Gulf 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.

On the Water! *Pool & Golf Cart

2 Bedroom, 2 Bath home on the water with a screened in pool, dining area and lounging area. Also has a floating dock (cleats available to tie your personal boat up to) located on a canal with direct access to the Gulf of Mexico. This home has a fenced back yard (dog friendly) on the water for fishing, entertaining, grilling out, and relaxing by the firepit. Also included is a golf cart to tour the golf cart friendly town of Hudson, with many restaurant's to choose from.

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.

Waterfront Condo with Tennis Court

Welcome to your dream vacation retreat! Our charming 2-bedroom, 2-bathroom condo boasts stunning water views and a beautiful pool. Just steps away, explore Hudson Beach, delicious local eateries, and vibrant shops. Perfect for relaxing or adventure, enjoy kayaking, fishing, or a scenic drive to Tarpon Springs. With breathtaking sunsets from the balcony, this cozy condo is your perfect getaway for unforgettable memories! Book now for a fun and rejuvenating stay!

Family 2BR Oasis w/Private Pool & HDTV, PAWsitive

Nice 2 bedroom,, 2 bath 1 shower 2 bath tubs ,,,,pool home pool is not heated. ,,,. Fully furnished , great neighborhood . Nice one car garage huge island kitchen . Within. 3 miles to shopping , malls , restaurants . Great location. Hudson beach, sunwest beach, casino boat, weeki wachee springs , all close by .pets fees 115.00 non refundable max 2 pets 30 lbs under pets must be on reservation

Beach House!

Great for Family Vacation! Close to restaurants ,water view, gulf access and more!If you looking for a breathtaking view to go along with your coffee or drink, look no further than waterfront bar overlooking the swimming pool in our backyard. Our bar offers a unique blend of style, functionality and ambiance, transforming backyard into a social hub. You would enjoy the sunrise and sunset!!!