Holiday rentals with a pool in Hudson

Angelita's Lake Home 3br3ba w/heated pool

+Spacious family retreat on lake +Free heated pool +Huge last-minute discounts +Big deck, BBQ, dining & firepit +Private backyard lakefront +3 bedrooms, 1 king, 1 queen, 2 twin +3 full baths +Easy to cancel +Pet friendly +Fishing +Games +Quiet serene safe +5 minutes to Gulf sunsets +5 min to Sims Park +20 min to Tarpon Springs +39 min to Tampa airport +50 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking & garage +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

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

Cozy Gulf Island Resort Condo #603 in Hudson

Enjoy a relaxing waterfront getaway to the Sunshine State at this 1 bedroom vacation rental located in Hudson. Set in the Gulf Island Beach and Tennis Club. The condo offers access to amazing on-site amenities such as a heated pool, game room, fitness center and close proximity to white sandy beaches and attractions. Wake up with a cup of coffee in the morning and relax at the end of the day enjoying your private waterfront balcony overlooking the the spectacular view over the Gulf of Mexico.

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.

*NEW* - Waterfront - Heated Pool - 4 Kayak - grill

Waterfront Oasis w/ Heated Pool, Dock + Kayaks! Unwind in your private screened-in heated pool or fish right from the private dock. Bring your boat (up to 26’) & furry friends (small fee). Loaded kitchen, grill (propane included), complimentary coffee bar, snow cone machine, & 4 kayaks for fun on the water. Open floor plan, unbeatable backyard views, and the ultimate Florida waterfront escape — perfect for families, boaters, or couples! Don't miss this 5-star waterfront Florida escape!

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!

“Couples Retreat” jacuzzi horses pool Apt 2

Take it easy at this unique and tranquil getaway. This is a one of a kind barndominium with all the luxuries of a paradise getaway. Indulge in the beautiful resort style pool area this is truly a stunning property gated on 6 acres private and secluded. Bike trail access is also included, so bring your bikes for a nice outing. We also have a private fire pit and outdoor dining exclusive to you! 4 horses are also on the property as well as a goat and 2 mini horses connect with nature!

Gulf Getaway w/ Heated Pool Near Parks & Beaches!

Welcome to The Gulf Getaway! This beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and convenience. Nestled in a serene neighborhood, this property is an ideal retreat for families or anyone looking for a cozy yet comfortable vacation space. For stays over 30 days it is required to have monthly cleans. The charge is $150 per month. This will NOT be reflected in your reservation but will be added once the reservation is accepted.

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.

"Wet Feet Retreat" pool home

Cozy beach themed 1,000sq ft pool home in Port Richey, FL. Relax by your private outdoor heated year round pool or take a drive over to the sponge docks in Tarpon Springs to sample authentic greek cuisine. Want to swim with the Manatees or go scalloping? Then check out the nearby city of Weeki Wachee. Close to multiple beaches, state parks, restaraunts, and local attractions. Fishing poles and equipment on site to take with you to the beach or pier.