Holiday rentals with a pool in 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, 120 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

The screened-in pool area features a relaxing blue pool surrounded by a concrete deck. Two red chairs are positioned on one side, while a barbecue grill is accessible nearby. Lush greenery and a lawn are visible in the background, providing a tranquil environment.

4.87 out of 5 average rating, 30 reviews

Pool & Grill, Outdoor Living @ Marlin's Palm Oasis

Welcome to the relaxing Marlin's Palm Oasis! Unwind in our 3 bedroom, fully equipped home w/ complimentary toiletries. Enjoy the spa shower w/ 4 body jets, take a dip in the pool or relax in the comfortable outdoor dining area, while grilling with your family and friends. We're in a central place: Only 5 min away from Werner-Boyce Salt Springs State Park (fun place to kayak); easy access to the beach, Weeki Wachee, Tarpon Springs and Crystal River. Book now and enjoy an amazing vacation spot!

A modern kitchen space features deep blue cabinetry and stainless steel appliances. A large island with a white countertop is centered in the room, surrounded by light grey stools. Natural light filters through a nearby glass door, enhancing the bright atmosphere.

5 out of 5 average rating, 19 reviews

HGTV Style home- Heated Pool- On the Water

Kick back and relax in this gorgeous pool house on the water. Whether you’re working remote, visiting Florida for the weather or seeking to enjoy life by the water, this home will have you wanting to make your stay permanent. Included: Tandem Kayak Stand-up paddle board Just a short drive from the adorable Florida town of TARPON SPRINGS, take a dolphin tour while you’re there and be sure to try the famous Rusty Bellies Restaurant. Near Florida hidden Gem - HONEYMOON ISLAND- rent jet skis!

A collage showcases various aspects of the home, including a spacious living area with a dining space, a modern kitchen with bar seating, and a serene outdoor pool area surrounded by lounge chairs. The front view highlights the two-car garage and well-maintained landscaping.

4.96 out of 5 average rating, 27 reviews

Heated Pool, Fire Pit & Fishing Dock – Book Now!

Welcome to this exquisite 3-bedroom, 2-bath haven with a stunning private pool (heated), fire-pit, and dock for fishing where comfort, elegance, and relaxation blend seamlessly. Nestled in a tranquil neighborhood, this home offers an ideal retreat from the bustling world while providing modern amenities. For stays over 30 days it is required to have monthly cleans. The charge is $150 per month. This will NOT be reflected in your reservation but will be added once the reservation is accepted.

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, 261 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, 115 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, 138 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!

Guest house 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, 178 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.

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.

A tranquil swimming pool is surrounded by a spacious patio with lounge chairs and a bright umbrella. The well-maintained outdoor area includes a nearby pool bar and large glass doors, creating a seamless flow between indoor and outdoor spaces.

5 out of 5 average rating, 24 reviews

Beach House!

Great for Family Vacation! Close to restaurants ,water view, gulf access and more!If you looking for a breathtaking view to go along with your coffee or drink, look no further than waterfront bar overlooking the swimming pool in our backyard. Our bar offers a unique blend of style, functionality and ambiance, transforming backyard into a social hub. You would enjoy the sunrise and sunset!!!

A decorative fountain with three tiers is prominently featured in the yard, surrounded by colorful flowers and greenery. The home’s entrance is framed by large arched windows, and the pathway leads to a welcoming entryway, enhancing the overall curb appeal.

4.87 out of 5 average rating, 38 reviews

“The Fountain Palm” Pool Home

Welcome to The Fountain Palm. This home in Port Richey is a gorgeous oasis with 4 bedrooms, 2 bathrooms, and a fully renovated home that has an outdoor screened porch, patio, privacy fence and pool. Central AC/ Heat along side mini splits in home. Florida has everything you need to have a great vacation.

Popular amenities for Port Richey rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 127 reviews

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

Spring Hill, Florida Quaint Paradise

4.91 out of 5 average rating, 125 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

A heated saltwater pool is framed by a spacious patio, featuring several lounge chairs. A pink flamingo float adds a playful touch to the water. The view includes surrounding palm trees and a serene waterway, enhancing the outdoor relaxation space.

4.89 out of 5 average rating, 19 reviews

Waterfront Oasis

4.91 out of 5 average rating, 117 reviews

An inviting outdoor space features a heated saltwater pool framed by paved stones. Two lounge chairs are positioned nearby on a grassy area, alongside a modern seating arrangement. Lush green plants in white planters enhance the environment, and wooden fencing provides privacy.

Home in Clearwater

Pet-friendly Beach Home with Heated Pool & Spa

4.96 out of 5 average rating, 136 reviews

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

Weeki Wachee Springs heated pool home retreat

The outdoor area features a fully enclosed heated pool with a spacious deck. Lounge chairs and tables surround the pool, while string lights add a subtle ambiance. Large sliding glass doors offer a view of the indoor spaces, enhancing the connection between indoor and outdoor living.

4.93 out of 5 average rating, 90 reviews

Heated pool, golf, grill! Fun-Packed Family Oasis

An outdoor patio area features a spacious pool surrounded by lounge chairs and seating arrangements. Lounge chairs are positioned for relaxation under a covered area, while palm trees and the waterway are visible in the background.

4.91 out of 5 average rating, 66 reviews

“Seaside Gem” Port Richey-3 Bdrm/2Bath Heated Pool

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, 46 reviews

Paradise on the bayou

Apartment rentals with a pool

Apartment in Independence Square

A private balcony offers a cozy seating area with blue cushions and a small table. Palm trees and beach views are visible beyond the railing, where the sand meets the water, enhancing the relaxing beach atmosphere.

4.9 out of 5 average rating, 122 reviews

Oceanfront View, Spacious Townhouse, Heated Pool

4.97 out of 5 average rating, 135 reviews

Apartment in Clearwater

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

Apartment in Clearwater Beach

A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.

4.99 out of 5 average rating, 172 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

4.99 out of 5 average rating, 146 reviews

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.

Apartment in Clearwater

Seasalt Breeze - Easy pool access, Free parking.

4.96 out of 5 average rating, 134 reviews

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.

Apartment in Clearwater

Bright and Spacious 1Bed/1Bath condo.

Apartment in St. Petersburg

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

4.94 out of 5 average rating, 222 reviews

Sea La Vie- Studio by the bay!

Apartment in Redington Beach

The image shows a heated pool surrounded by a patio area with lounge chairs. Palm trees provide shade, and the two-story building encircling the pool features balconies. Well-maintained landscaping adds greenery to the setting, creating a peaceful atmosphere.

4.87 out of 5 average rating, 175 reviews

Royal Orleans at Redington Beach ( Studio 203 )

Apartment 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

The image showcases a heated in-ground pool bordered by light-colored pavers, overlooking a calm canal. Docked boats and palm trees line the water's edge, reflecting under a clear blue sky. The well-kept lawn adds a touch of green to the serene waterside setting.

4.72 out of 5 average rating, 170 reviews

Gulf Harbors Getaway Home with Pool

4.83 out of 5 average rating, 53 reviews

Stunning *Newly Remodeled Riverfront Oasis - Kayak

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

Flat 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

4.96 out of 5 average rating, 68 reviews

A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.

Home in Forest Hills

*NEW* Riverside Retreat w/Pool

A swimming pool is surrounded by palm trees, offering a refreshing atmosphere. The clear water reflects the blue sky, and a glimpse of the waterfront is visible beyond the pool area. The serene setting encourages relaxation and enjoyment.

4.99 out of 5 average rating, 86 reviews

Waterfront Pool Dock Golf Boat Rent Beach 2K/2T/2b

An above-ground pool occupies a central position in the outdoor area, surrounded by tropical plants. A pool ladder is visible, along with a lounge chair and a shaded area featuring a hammock. The patio is paved, providing ample space for relaxation.

4.95 out of 5 average rating, 37 reviews

Blue Dolphin

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.