Holiday rentals with a pool in Hudson

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Top-rated rentals with a pool in Hudson

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Home in Hudson
5 out of 5 average rating, 3 reviews

New Pool • Oceanview • Walk to Beach • Bali Design

• 3 Bedrooms • 2 Modern Bathrooms (walk-in showers) • 2 Full Kitchens • 2 Living Areas • Private Pool • 80” Smart TV in main living room • 40” Smart TV in secondary unit • Walk to Beach, Restaurants, and Bars in 10min Experience the entire oceanview retreat — combining both units into one expansive 3-bedroom, 2-bath coastal compound. Perfect for extended families, groups, or multi-couple stays who want shared space with built-in privacy. Ocean views from every room across the entire property.

Top guest favourite
A spacious heated pool area is surrounded by a screened enclosure, featuring clear blue water under bright sunlight. A view of the waterfront is visible beyond the pool, with palm trees and homes reflected in the water. Potted plants add a touch of greenery.
Home in Hudson
5 out of 5 average rating, 52 reviews

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

Top guest favourite
Apartment in Gulf Island Beach and Tennis Club
4.95 out of 5 average rating, 61 reviews

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.

Top guest favourite
A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.
Home in Port Richey
4.99 out of 5 average rating, 273 reviews

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.

Guest favourite
An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.
Home in Spring Hill
4.95 out of 5 average rating, 144 reviews

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.

Guest favourite
The image captures an aerial view of a spacious two-story home in a serene setting. A pool is visible in the backyard, alongside a floating dock leading to a canal. Lush greenery and outdoor seating areas enhance the outdoor space.
Home in Hudson
4.91 out of 5 average rating, 147 reviews

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.

Top guest favourite
A screened-in pool area is highlighted by a clear blue sky and scattered clouds. The pool, partially covered, is surrounded by light-colored pool decking. Lush greenery and palm fronds frame the scene, providing a relaxing outdoor space.
Guest house in Spring Hill
5 out of 5 average rating, 184 reviews

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.

Guest favourite
A spacious outdoor deck features comfortable seating paired with a BBQ grill, overlooking serene water views. A cozy plunge pool is visible in the yard, accompanied by lounge chairs for relaxation. An elegant bathroom offers a large rock bathtub, complemented by natural light from nearby windows.
Home in Hudson
4.95 out of 5 average rating, 78 reviews

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.

Guest favourite
A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.
Apartment in Gulf Island Beach and Tennis Club
4.91 out of 5 average rating, 105 reviews

Florida Breeze

If you are looking to stay in a quite and safe place here in the Sunshine estate, this may be the right place for you. This a gated condo with beautiful sunset offer lot of amenities . Kick back relax enjoy a nice cold beverage while watching the sunset and you might see a some dolphins. This location is 28 miles from honeymoon island ,36 miles from clearwater beach and 15 miles from weeki wachee spring. There is also great restaurants nearby and trail walks.

Guest favourite
A screened-in pool area features a clear, inviting pool with a waterfall and soft blue water. Surrounding greenery provides privacy, while lounge chairs are positioned near the water. Sunlight filters through the mesh enclosure, creating a bright and airy atmosphere.
Home in Spring Hill
4.94 out of 5 average rating, 130 reviews

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.

Top guest favourite
Home in New Port Richey
4.93 out of 5 average rating, 149 reviews

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

Top guest favourite
A heated pool is framed by a spacious deck, offering access via a sturdy ladder. Colorful loungers line the pool area, alongside a picnic table under a shaded umbrella. Lush green grass and water views enhance the outdoor setting, inviting relaxation.
Home in Hernando Beach
5 out of 5 average rating, 100 reviews

Heated Pool | Waterfront | Dock | Kayaks | Beach

Waterfront escape with heated pool, private beach, and fast Gulf access. Dock your boat, fish from the seawall, or paddle out using four included kayaks. Watch dolphins from the backyard, relax under the shaded awning, or gather around the firepit. The fenced outdoor area features loungers, a grill, and dining space. Inside are three comfortable bedrooms, a full kitchen, and bright living areas. Less than a mile to the public boat ramp.

Popular amenities for Hudson rentals with a pool

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Quick stats about holiday rentals with a pool in Hudson

  • Total holiday rentals

    Explore 60 holiday rentals in Hudson

  • Nightly prices starting at

    Hudson holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Hudson holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hudson rentals

  • 4.8 Average rating

    Hudson stays are highly rated by guests – averaging 4.8 out of 5!

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