Vacation rentals with a pool in Hudson

4.99 out of 5 average rating, 96 reviews

A heated salt-water pool is enclosed by a screened patio, providing a spacious area for relaxation. Comfortable lounge chairs are positioned nearby, with bright outdoor decor enhancing the inviting setting. Large glass doors open to the interior, allowing natural light to fill the space.

Home in Port Richey

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

ValueLocationBackyard

Superhost

4.8 out of 5 average rating, 5 reviews

Waterfront 4BD Pool Oasis! Billiards Kayaks & Dock

Waterfront 4BR/3BA retreat with private pool, deck, theater room, billiards, kayaks, cornhole & dock! Just 1 mile from Hudson Beach. Perfect for families, fishing trips & group getaways. Relax, play & make unforgettable memories! Treat yourself to free snacks, coffee, tea & hot cocoa w/the Keurig in the fully stocked kitchen. W/D in unit! Enjoy a hot shower or bath. Extra toiletries supplied. 1 King 3 Queens 1 Full 3 Twins 4 Smart TV's .8 miles to Ice Cream Parlor 1 mile to Public Boat Ramp

LocationFamilyParking

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.

5.0 out of 5 average rating, 69 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

LocationValueGetting around

4.99 out of 5 average rating, 290 reviews

Home in Port Richey

Screened in Heated 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.

LocationFamilyHiking

4.93 out of 5 average rating, 106 reviews

A spacious patio area surrounds the heated pool, featuring a table with an umbrella and several comfortable chairs. The screened enclosure allows for unobstructed views of the clear blue water and is complemented by a grill station nearby.

Home in Hernando Beach

Tiki Paradise · Heated Pool · Waterfront · Kayaks

Heated screened-in pool, waterfront with private dock and direct Gulf access. Less than 7 minutes to the Weeki Wachee River — kayaking with manatees. Tiki hut at the water's edge for sunsets, fishing, and dolphin watching. Two floors, sleeps 10. - 3 bedrooms, 3 full bathrooms - 1 king, 2 queens, 2 bunk beds - Loaded coffee bar (Keurig, drip, Nespresso) - Sunroom - Heated screened pool, October 15 – June 30 - Private dock — bring your boat - 4 kayaks, fishing rods, fish cleaning station

ValueFamilyCondition

Superhost

The exterior view of Seascape is captured, displaying a multi-level home by the water. Two boat docks are seen along the shoreline, with lush landscaping nearby. A screened patio is visible on the middle floor, while expansive water views stretch across the image.

Home in Hernando Beach

4.8 out of 5 average rating, 188 reviews

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...

FamilyValueView

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.

4.95 out of 5 average rating, 87 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.

ValueLocationOutdoor spaces

4.93 out of 5 average rating, 14 reviews

"Mako House" pool home!

Come relax with family and friends by the pool or at the dock fishing or kayak up to the beautiful mangroves. Home is located in a quiet family oriented community, close to restaurants, beaches and a short boat ride to the Gulf of America. Bring your boat and go out to island hopping or grab some good food, and watch beautiful sunsets. Tampa Airport, Busch Gardens within a hr, Walt Disney, Sea World within 2 hrs. Plus 5 mins up the road is SunWest Park. Please read the rules.

FamilyLocationBathroom

4.92 out of 5 average rating, 112 reviews

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.

Condo in Hudson

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.

ValueFamilyNearby

5.0 out of 5 average rating, 32 reviews

Pool • Ocean View • Walk to Beach & Restaurants

- 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

FamilyLocationBeach

5.0 out of 5 average rating, 15 reviews

The Salty Pineapple! CANAL Oasis w/ POOL – 4BR!

Welcome to The Salty Pineapple—a waterfront oasis on a deep canal with direct Gulf access just minutes away! This 4BR, 3.5BA retreat sleeps 12 (max of 8 adults) and offers a heated pool, private boat ramp, sandy beach-style shoreline, fire pit, and plenty of outdoor seating. With kayaks, bikes, smart TVs, and spacious living areas, it’s the perfect spot for boating, fishing, dolphin watching, or simply relaxing under the Florida sun with family and friends.

FamilyLocationHospitality