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

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.

Sunset in paradise @Hudson beach with pool

Relax with the whole family at this peaceful place to stay. Beautiful home in Hudson beach. Perfectly situated on the gulf Amazing outside area perfecting for enjoying the Florida sun. 3 bed room 2 bath Heated Pool Floating boat dock Kayaks Perfect place to relax and enjoy the sunset alone or with the family. Sit back enjoy the breeze, BBQ and fish Wi-Fi available. Easy access to beach, open gulf, near by bars, ice cream shops, adventure park, mini golf and so much more. Enjoy your paradise

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.

Seascape - WHOLE HOUSE 360 water views, pool, gulf

Enjoy the ENTIRE property at Seascape, a spectacular home with expansive water views, heated pool, and instant access to the Gulf. 4BRs, 3 baths + living + family + dining + 2 kitchens + heated salt-water pool + gym + 3 screened patios + 2 boat docks + large deck by water + Laundry room. Escape to kayaking, scalloping, fishing, pool and Florida sunshine all at Seascape! 5 mins drive to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, super Walmart...

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.

FISH HAVEN-Gulf Home w/ Elev, Pool, Boat Ramp,Dock

Open Now!,Gulf Vacation Escape - Sleeps 8 - 10 (6 Adults, 4 Children) - Secluded peninsula on the water. Built in 2023 with large deck and views of the gulf. Five Kayaks, paddle boards,beach chairs/tent, fishing gear included! Property has a boat ramp for up to one 32' boat so come fish or island hop! Enclosed Garage with Elevator so don't worry about the stairs! It is NOT a duplex but an entire home with large garage. Backyard is now fenced on both sides for pets! Plunge Pool.

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

Saltwater Pool • Kayaks • Pedal boat + more!

Welcome to Seaside Retreat! 🌴 Relax and unwind at this bright waterfront getaway in Hernando Beach!! 🏖️ Private pool & peaceful canal views 🩴 Fun coastal vibe, perfect for families & friends 🍳 2 bedrooms • 2 baths • full kitchen Spend your days lounging poolside, kayaking the canals, or watching golden sunsets from the dock. ✨ Book your stay today and let the seaside magic begin! ✨

Luxury 3BR Waterfront Escape and Boaters Dream

Looking for a great deal? Discounts are automatically applied based on your length of stay. No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price.