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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Guest favourite

Guest suite in Tarpon Springs

4.95 out of 5 average rating, 108 reviews

Private suite in heart of Tarpon Springs!

House centrally located in a safe, residential area. Enjoy a clean, cozy & comfortable private suite with private entrance! Next to Downtown Tarpon, Tarpon Springs Sponge Docks, Sunset Beach, Safety Harbor, and many other attractions. Less than 5 minutes from the beach! Enjoy fast wifi, cable, and a cozy queen bed! Full kitchen. During your stay you’ll have access to bicycles, plenty of beach towels, hats, beach toys. Beach chairs, chairs umbrellas, small cooler and a variety of sunscreens

15–22 Nov

$116 SGD per night

Superhost

Home in Port Richey

4.85 out of 5 average rating, 130 reviews

Penwood Pool Villa

If our dates are open, the house is ready for you, you don’t need to confirm with us. Instant book! PRIVATE POOL! 5 min from kayak trail 15 min from Sun West Beach 25 min from Weeki Wachee Springs 25 min from Tarpon Springs 30 min from Honeymoon Island 45 min from Busch Gardens 50 min from Downtown Tampa Riverwalk 50 min from Clearwater Beach 40 min from TD Ball Park 50 min from Three Sisters Springs Our backyard is fully equipped with Grill, hammock, outdoor seating and lighted pool!

7–14 Dec

$211 SGD per night

Superhost

Home in Hernando Beach

4.85 out of 5 average rating, 133 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...

14–21 Feb

$690 SGD per night

Guest favourite

Apartment in Hudson

5.0 out of 5 average rating, 31 reviews

Sea Da View

The Ultimate view of the Gulf of Mexico. Sea Da View is a newly renovated (non-smoking, 25 or older) 1 bed 1 bath condo located at the Gulf Island Beach/Tennis Club in Hudson FL. Known for it's amazing views and breathtaking sunsets with an olympic heated pool, rec room and fitness room, an ideal place to get your zen back. Morning Pickleball games and short nature walks make a wonderful way to start the day. Great restaurants nearby and major Florida cities less than an hour away.

25 Oct – 1 Nov

$177 SGD per night

Guest favourite

Guest house in Spring Hill

5.0 out of 5 average rating, 111 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.

5–12 Sep

$184 SGD per night

Guest favourite

Campervan/Motorhome in Brooksville

4.94 out of 5 average rating, 155 reviews

Mini-farm! Delightful 1bd camper w/ pool.

Stay at our hidden mini-farm! A 2017 Camper with a queen sized Murphy bed, 2 bunk beds, and a couch bed. Free wake-up calls provided by our Peacocks. Walk our nature path in the mornings. Feed the piggy, goats, mini zebu or mini-horses treats, and meet our cats, dogs, reptiles, birds, and squirrel! Swim in our pool in the forest. Relax by the fire. Free kayak drop off and pick up to one of the beautiful rivers and springs in our area with a 3 night stay. Safe, gated entry and parking.

2–9 Nov

$105 SGD per night

Guest favourite

Guest suite in Hudson

4.91 out of 5 average rating, 143 reviews

UVlite sanitized guest suite w/private entrance.

Our 300 square foot guest suite is good for couples and solo adventurers. It offers many amenities for a small space. Step outside to enjoy the patio, pool and gazebo! Great location for those wanting to experience Florida's nature coast, but still be close enough to everything the Tampa Bay area has to offer at a reasonable price. For the safety of our guests, in addition to extensive cleaning and disinfection I am also using a UV/ozone sanitizing light before guests arrive.

4–11 Oct

$89 SGD per night

Superhost

Guest suite in New Port Richey

4.91 out of 5 average rating, 110 reviews

Tropical Suite on Treasure Island’s Bayou NPR

Located in a quiet neighborhood on Treasure Island in NPR. This is a beautiful waterfront vacation rental for two... Enjoy a romantic evening on your private, covered balcony after a day of lounging poolside or fishing and kayaking from the backyard. Being west of 19 and close to Main St, we are in walking distance of all of the fun events in New Port Richey. We hope that you have some time to enjoy the local restaurants, pubs, and events in Downtown New Port Richey!

11–18 Nov

$161 SGD per night

Guest favourite

Apartment in Hudson

5.0 out of 5 average rating, 6 reviews

New and Stunning, 3/2 Waterfront, sleeps up to 7!

Fully remodeled in 2023! Beautiful, fresh, and clean condo with 3 bedrooms, 2 baths, and a waterfront private balcony overlooking the Gulf of Mexico. This 3 bedroom, 2 bath unit is located in the gated Gulf Island Beach and Tennis Club Community. Enjoy breathtaking views of the Gulf of Mexico, gorgeous sunsets, and watch the dolphins playing in the lagoon. This unit is equipped with everything you need for that perfect vacation. There is a small private beach-like area.

31 May – 7 Jun

$159 SGD per night

Guest favourite

Apartment in Hudson

4.9 out of 5 average rating, 89 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.

25 Aug – 1 Sep

$180 SGD per night

Guest favourite

Home in Port Richey

4.92 out of 5 average rating, 173 reviews

"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.

24 Nov – 1 Dec

$221 SGD per night

Guest favourite

Guest house in Dade City

4.95 out of 5 average rating, 162 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

20–27 Jan

$92 SGD per night