Holiday rentals with a pool in New Port Richey

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.

4.99 out of 5 average rating, 70 reviews

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

A private solar-heated pool is surrounded by lush greenery, creating a serene outdoor space. Two lounge chairs are positioned poolside, with a small table nearby, inviting relaxation in a peaceful atmosphere.

4.79 out of 5 average rating, 121 reviews

Pool Paradise - Private Solar Heated Pool

Welcome to your private vacation gateway. Escape to Florida Sunshine Sanctuary in Tampa Bay Area. Our 2 Bedroom/ 2 Bathroom House is nested in a quiet suburb not far from the Tampa Airport. It is 25 miles from the famous Clearwater Beach and 30 miles from the Busch Gardens. Take the ultimate one day trip to DisneyWorld which is a 2 hour drive form the house. Also a 15 min drive to Greektown and Tarpon Springs Sponge Deck. House is nicely decorated with everything needed to create special memorie

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.

4.99 out of 5 average rating, 263 reviews

Heated & Screened in Pool-All Essentials Provided

🏡 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.

Two black rocking chairs with Buccaneers branding are positioned on a light-colored deck. Lush green grass and palm trees frame the view, with a path leading to a screened-in patio visible in the background under a bright blue sky.

4.94 out of 5 average rating, 116 reviews

Gulf Harbors Vacation Oasis

This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando – Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

Guest suite in Tarpon Springs

A heated saltwater pool is surrounded by lush tropical landscaping, with clear blue water reflecting the sky above. A colorful float rests on the water's surface. The screened enclosure provides a barrier while allowing for views of the serene outdoor space.

4.96 out of 5 average rating, 139 reviews

Private pool suite in heart of Tarpon Springs!

Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

4.92 out of 5 average rating, 143 reviews

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

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.

4.91 out of 5 average rating, 127 reviews

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Forest Hills

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!

Guesthouse in Spring Hill

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.

5 out of 5 average rating, 180 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.

4.93 out of 5 average rating, 148 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

A private outdoor heated pool is framed by a concrete patio, featuring a curved design and clear blue water. Four colorful chairs provide seating around the pool, with additional lounge chairs nearby. A wooden fence offers privacy in the background.

4.9 out of 5 average rating, 214 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.

5 out of 5 average rating, 149 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

4.92 out of 5 average rating, 103 reviews

An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.

Home in Holiday

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!

Popular amenities for New Port Richey rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 48 reviews

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

Beautiful sunsets, waterfront 2/2 pool home

A modern kitchen features white cabinetry and granite countertops, with stainless steel appliances including a refrigerator and stove. Natural light filters through the window treatments, illuminating the space. The adjoining area leads to a door, providing access to the rest of the home.

4.8 out of 5 average rating, 44 reviews

Pool Home in New Port Richey

4.83 out of 5 average rating, 53 reviews

Stunning *Newly Remodeled Riverfront Oasis - Kayak

A spacious salt-water pool is enclosed by a screened patio, featuring a curved edge and a gentle walkway. The pool is illuminated and complements the light tones of the surrounding patio. In the background, a kitchen area can be seen through glass doors.

4.9 out of 5 average rating, 88 reviews

Sunny Days Heated Pool Home, New Port Richey

A screened-in patio showcases a sparkling heated pool surrounded by a spacious deck. The tranquil pond is visible beyond the enclosure, framed by lush greenery and bright blue skies. Two lounge chairs are positioned nearby for relaxation.

4.65 out of 5 average rating, 155 reviews

Pool Home on Pond 3/2 in New Port Richey/Riverwood

A shaded tiki hut with a thatched roof sits by the water, featuring a seating area and colorful lounge chairs. The scene is complemented by a private pool and lush greenery, with the bayou visible in the background under a blue sky dotted with clouds.

4.96 out of 5 average rating, 49 reviews

Paradise on the bayou

4.8 out of 5 average rating, 5 reviews

Tranquil Waterfront Retreat Home -Dock Heated Pool

A spacious living area is shown, featuring a large grey sectional sofa and a wooden entertainment unit with a flat-screen TV. Light-colored walls enhance the bright atmosphere, while a dining table with chairs is positioned in the background, complemented by wood-style flooring.

4.96 out of 5 average rating, 96 reviews

Beachy 3 Bedroom Hot Tub and Saltwater Pool

Condo rentals with a pool

4.93 out of 5 average rating, 226 reviews

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

Condo in Tampa

Waterfront Condo - Sunset View of Tampa Bay

4.97 out of 5 average rating, 135 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

4.99 out of 5 average rating, 148 reviews

Ocean Breeze • Easy - Heated Pool Access

4.9 out of 5 average rating, 221 reviews

A bright living room features a gray couch with colorful accent pillows, positioned next to a coffee table. Large sliding glass doors open to a view of the patio. A rug with intricate designs lies on the floor, complemented by a cozy accent chair.

Condo in Largo

Modern and Cozy Condo 6 Minutes from the Beach !

4.98 out of 5 average rating, 101 reviews

Lovely Condo minutes from beach & King bed

An exterior view of a yellow condo building is depicted, featuring palm trees and shrubs. A pathway leads to a private entrance, while large windows allow ample natural light. The surrounding landscaping creates a welcoming atmosphere in the gated community.

4.96 out of 5 average rating, 135 reviews

Bright and Spacious 1Bed/1Bath condo.

4.94 out of 5 average rating, 133 reviews

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

Condo in Indian Shores

Tropical Beachfront Penthouse-Beach Cottages

Condo in Gulf Island Beach and Tennis Club

A boat glides across calm waters during sunset, with two individuals visible. The horizon is adorned with a vibrant orange and yellow sky, reflecting softly on the water's surface. Distant markers dot the serene seascape, enhancing the tranquil atmosphere of the moment.

4.73 out of 5 average rating, 143 reviews

GORGEOUS SUNSETS Starting at $69 night

Other holiday rentals with a pool

Apartment in Gulf Island Beach and Tennis Club

A large, tranquil pool area is framed by tall palm trees, with lounge chairs arranged around the pool. Clear blue skies and a serene water view enhance the relaxing setting, inviting guests to unwind and enjoy the outdoor environment.

4.88 out of 5 average rating, 26 reviews

Waterfront Condo with Tennis Court

A screened-in heated pool area is highlighted, featuring a clear blue pool surrounded by a spacious deck. Comfortable seating is arranged nearby, and floating toys add a playful touch. The enclosure provides a bright and airy feel with natural light streaming in.

5 out of 5 average rating, 87 reviews

Relaxing Beach-Theme Pool Home!

Four cushioned lounge chairs are arranged beside a tranquil pool, reflecting the surrounding waterfront. The sun illuminates the area, highlighting a nearby gazebo and lush greenery in the background. Calm waters stretch out, creating a serene outdoor setting.

5 out of 5 average rating, 26 reviews

Tropical Waterfront Beach House

4.97 out of 5 average rating, 31 reviews

3BR Home w/ Heated Pool, BBQ & Bikes – Family

A covered patio area features a swimming pool surrounded by a screen enclosure. Lush greenery is visible beyond the enclosure, offering a sense of privacy. A grill stands nearby, providing an option for outdoor cooking.

4.85 out of 5 average rating, 34 reviews

Secluded retreat w/ lg htd pool

4.88 out of 5 average rating, 77 reviews

A dolphin is captured leaping from the water, creating splashes as it breaks the surface. The serene Anclote River serves as a backdrop, with distant docks and lush greenery lining the shore.

Home in Forest Hills

Dolphin-Watch Waterway – Pool/Spa Tarpon

The enclosed pool area features a solar-heated swimming pool bordered by a spacious concrete deck. Lounge chairs are positioned for relaxation, with a dining table visible nearby. Lush greenery provides a natural backdrop, and views of the canal enhance the serene atmosphere.

5 out of 5 average rating, 30 reviews

Games|Kayaks|Bikes|Gulf Access Ramp&Docks|Htd Pool

A refreshing pool area features colorful inflatable beach balls and a large pineapple float. Several lounge chairs are positioned nearby under a blue tarp, providing shaded seating. The patio surface is smooth, and greenery can be seen beyond the fencing in the background.