Holiday rentals with a pool in Harbor Bluffs

A covered patio area is visible, featuring comfortable wooden chairs with blue cushions and a wooden table. The scene is framed by a screened enclosure, providing an unobstructed view of a private pool surrounded by lush tropical plants.

4.89 out of 5 average rating, 302 reviews

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach

Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!

4.9 out of 5 average rating, 235 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.

Apartment in Largo

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

4.84 out of 5 average rating, 125 reviews

Sunshine, Beaches & Refreshing Pool/Screen Patio

Step inside, you’re greeted by an open living area, and beautifully updated kitchen and appliances. Step outside to your private paradise! The large screened-in pool lanai beckons you to relax, lounge around, take a dip, fire up the grill and unwind in the Florida sunshine. This is where unforgettable memories are made. ☑ 5 mi to beautiful Sand Key Beach park and Clearwater Beach! ☑ 10 mi to John’s Pass Boardwalk. ☑ 9 mi to CLW/St Pete Airport & 23 mi to Tampa INTL. ☑ Sun room w/ping pong tabl

An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.

4.92 out of 5 average rating, 131 reviews

Heated Pool and Spa | 5 min to beach

Welcome to our home in Largo, Florida. This is a modern and comfortable place with a heated pool and spa, just minutes from Clearwater and Indian Rocks beaches. The kitchen has everything you need, and the living spaces are meant for relaxed stays with family or friends. The house has 3 bedrooms and 2 bathrooms and sleeps up to 6 guests comfortably. Whether you spend the day at the beach or by the pool, you’ll have an easy place to unwind and enjoy your time here. We hope you feel at home.

A spacious outdoor area is highlighted by a large pool surrounded by a stone patio. A dining table with multiple chairs sits beneath a wooden pergola adorned with lights. Lush palm trees and an elevated deck complete the inviting ambiance of the space.

4.93 out of 5 average rating, 182 reviews

Poolside Palms Pool & Gameroom - Mins to the beach

Poolside Palms - Just minutes from Indian Rocks Beach, Restaurants & Attractions! An indulgent getaway awaits in our fabulous 4BR/3.5BA home that features amazing indoor/outdoor entertaining space plus all the amenities to accommodate a large group of 14! Luxurious design, high-end bedrooms, comfortable and stylish furnishings, this two-level home boasts a game room & private pool and patio! Bright Livingroom, Incredible Kitchen, Elevated deck on a corner lot! Look no further - Just Book it!

4.92 out of 5 average rating, 137 reviews

The backyard features an inground pool surrounded by a smooth deck, with lounge chairs positioned beside it. Lush greenery and palm trees are seen throughout the space, enhancing the outdoor living area. A covered pergola provides shade, and a grassy area is included for relaxation.

Home in Belleair Bluffs

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

Welcome to BELLEAIR BEACH OASIS! This luxuriously updated 2BR/1BA POOL HOME is minutes away from beaches and golf courses! Walking distance to Belleair grocery, coffee shops, restaurants and more. Enjoy the private and fully fenced resort-style outdoor living featuring: inground pool, modern pergola w/lounge chairs, covered dining, and relaxing hammock! You’ll love this quaint Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

Home in Indian Rocks Beach

4.96 out of 5 average rating, 142 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Superhost

4.92 out of 5 average rating, 165 reviews

Swim-Out Bedrooms, Waterfall pool, Peace Place

Unique tropical oasis complete with 2 swim out bedrooms, Tiki Hut and tiki bar! LGBTQIA + welcome! Hablo Español. Pet haven. Tropical Airbnb retreat! Our unique resort-style heated PRIVATE pool with waterfalls and dual sun-shelves, / in pool loungers, surrounded by lush landscaping, is a private oasis. 3 bedrooms, with Large 3rd bedroom with 2 queen beds At night the outdoor space comes alive with pool and landscape lighting! You wont want to leave the house!

Cottage in Indian Rocks Beach

4.99 out of 5 average rating, 218 reviews

Beach Cottage | Pool | Walk to Dining & Sunset

Welcome to Coco Cottage! Your coastal cottage retreat in Indian Rocks Beach cottage just a 3-minute walk from the Gulf! Spend your mornings on the sand, afternoons lounging in the heated saltwater pool, and evenings strolling to local coffee shops, restaurants & cocktails. Inside, enjoy a king bedroom, thoughtfully stocked kitchen and relaxed coastal style. Beach chairs, wagon, coolers & more are provided—so pack light and settle into the IRB lifestyle.

Bungalow in Indian Rocks Beach

A decorative lamp features a mermaid holding a round, glowing orb. The lamp is set against a backdrop of a colorful wave painting and neatly folded towels, adding a touch of coastal charm to the workspace.

4.97 out of 5 average rating, 232 reviews

Your private Waterfront Pool home!

Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

An outdoor seating area is illuminated by string lights, featuring a table with a fire pit at its center. Two wine glasses filled with red wine are positioned next to a bottle of wine. Nearby, two red cups and several beer bottles add to the relaxed atmosphere.

4.95 out of 5 average rating, 191 reviews

Cozy Stylish Home w/ Heated Pool & Big Parking

Welcome to Your Cozy & Stylish Home with Heated Pool + Big Parking! Our newly renovated house combines modern style and cozy comfort with rare amenities you’ll love – a heated private pool and a large parking area for up to 8 cars or even an RV. Perfect for a family trip, a friends’ getaway, a work retreat, or just a relaxing stop on your road adventure – this home is designed to make every stay easy and enjoyable!!

The exterior of a single-story home is presented, featuring a light-colored brick facade and a concrete driveway. Lush green grass surrounds the property, and young trees are planted in the front yard. A garage is visible on the left side, with a welcoming blue front door.

4.94 out of 5 average rating, 127 reviews

Mac Crillus Beach House Pet friendly

Escape to this beautiful 2-bedroom, 2-bath home in a quiet Largo neighborhood, just minutes from Indian Rocks Beach and Clearwater Beach. This spacious home features a screened-in pool, a fully fenced backyard, and everything you need for a relaxing stay. Located near John S. Taylor Park, you'll enjoy easy access to walking trails, nature, dining, shopping, and Florida's beautiful Gulf Coast beaches.

Popular amenities for Harbor Bluffs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.83 out of 5 average rating, 133 reviews

A spacious pool area features a heated saltwater pool and a hot tub surrounded by tropical landscaping. Lounge chairs are positioned nearby, and a grill is visible, providing an inviting outdoor space. The screened enclosure offers a sense of privacy and comfort.

Home in Belleair Bluffs

Hidden Oasis W Screened Heated Salt Pool / Hot Tub

Home in Indian Rocks Beach

A tranquil scene features a white heron standing beside a crystal-clear private pool. Vibrant blue lounge chairs are positioned around the pool, framed by lush green landscaping and palm trees. A serene waterway is visible in the background under a bright blue sky.

4.88 out of 5 average rating, 100 reviews

Pelican Bay Heated Pool, Water View & Nearby Beach

4.98 out of 5 average rating, 231 reviews

Home in Clearwater

Specious home W/ Heated Pool ! ! ! Great Location.

A cozy open-concept living area features a spacious light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, positioned on a striped area rug. Elegant pendant lights hang above a large kitchen island with a granite countertop, contributing to a welcoming ambiance.

4.98 out of 5 average rating, 165 reviews

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Superhost

A private outdoor pool is surrounded by a spacious patio, featuring tropical landscaping and palm trees. The pool area includes a shallow ledge for lounging. The exterior of the home, with light-colored stucco, is visible in the background alongside a securely fenced yard.

4.85 out of 5 average rating, 184 reviews

The Paradise Cove No. 1

A cozy living area features two comfortable sofas adorned with cushions, centered around a round coffee table. Natural light filters through a window, illuminating a plant and decorative items on the table. Light-colored walls and a simple rug enhance the welcoming ambiance.

4.98 out of 5 average rating, 120 reviews

4BD/3BA + Pool + Hot Tub + Game Rm—5 mi to Beach!

A heated pool is surrounded by a stone patio, with lounge chairs and tables set around it. Large sliding glass doors open to the home, and string lights add a soft ambiance as the sun sets in the background.

4.89 out of 5 average rating, 74 reviews

10 Mins to Beach-Heated Pool~Ping Pong+Pool Table

A private outdoor space showcases a sparkling salt-water pool alongside a connected spa. Lush tropical plants and palm trees surround the area, offering a serene environment. The pool is framed by a laid stone patio, creating a welcoming atmosphere for relaxation and entertainment.

4.95 out of 5 average rating, 78 reviews

Tropical 4 Bed* Heated Pool* Min to the Beaches!

Apartment rentals with a pool

Apartment in Indian Rocks Beach

The inviting living space is furnished with a blue sofa, two armchairs, and a white coffee table. A starfish-patterned rug adds a nautical touch. Natural light filters through window blinds, illuminating the area. The open layout connects to the kitchen, visible in the background.

4.97 out of 5 average rating, 147 reviews

Beach Across the St | No Stairs |Parking in Front!

Apartment in Indian Rocks Beach

A light blue living room features two armchairs and a sectional sofa, complemented by a white coffee table at the center. Large windows with blinds allow natural light to brighten the space, while a decorative throw and small lamp add subtle accents. A rug covers the floor.

4.93 out of 5 average rating, 112 reviews

The Shack at IRB

4.95 out of 5 average rating, 128 reviews

A heated swimming pool is surrounded by neatly arranged loungers, with palm trees providing shade. A clear sky and vibrant sunset colors reflect on the water's surface. The pool area is enclosed by a black fence, ensuring a private and relaxing environment.

Apartment in Largo

Boho Beach Condo

Apartment in Indian Rocks Beach

4.82 out of 5 average rating, 126 reviews

Beachfront corner condo 3 bedroom, 2 bathroom.

4.98 out of 5 average rating, 181 reviews

Apartment in Clearwater

Steps to Heated Pool • Near Beaches • Gated Condo

Apartment in Belleair Beach

A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.

4.72 out of 5 average rating, 543 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Apartment in Indian Shores

A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.

4.99 out of 5 average rating, 144 reviews

Five Star Beachfront Condo Newly Renovated

Apartment in Clearwater Beach

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

4.98 out of 5 average rating, 180 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Other holiday rentals with a pool

Flat in Indian Rocks Beach

An aerial view captures a large heated pool surrounded by a spacious patio area. Several lounge chairs are positioned near the water, with umbrellas offering shade. A dining table is visible near the grill, while the building in the background consists of multiple units.

4.98 out of 5 average rating, 153 reviews

New! Manatee Way! 90° Heated Pool! Steps to beach!

Bungalow in Indian Rocks Beach

A pool area is surrounded by vibrant tropical landscaping, featuring lounge chairs arranged around a circular pool. Soft lighting illuminates the scene, enhancing the greenery. In the background, a pink float adds a playful touch to the inviting ambiance of the outdoor space.

4.93 out of 5 average rating, 177 reviews

Neptune's Nest | Amazing Htd Pool | Steps to Beach

4.96 out of 5 average rating, 54 reviews

Private Pool Oasis | 4BR • Game Room • Mini Golf

5.0 out of 5 average rating, 13 reviews

Heated Pool + Outdoor Kitchen | Private Backyard

4.94 out of 5 average rating, 17 reviews

Villa in Belleair Beach

Gorgeous Villa with Heated Pool & Beach Views!

4.89 out of 5 average rating, 9 reviews

Home in Clearwater

Providence Cove | Heated Salt Pool • Sleeps 12

Superhost

Home in Indian Rocks Beach

4.89 out of 5 average rating, 9 reviews

Modern Oceanfront Hideaway

A sparkling pool sits in the center of a landscaped outdoor area, surrounded by comfortable lounge chairs and umbrellas. Adjacent to the pool, a covered patio offers a dining area, while a well-maintained lawn with vibrant greenery enhances the inviting atmosphere.