Holiday rentals with a pool in Harbor Bluffs

4.9 out of 5 average rating, 229 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 !

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

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.

4.88 out of 5 average rating, 292 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!

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, 113 reviews

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

Welcome to Coastal Comfort-- just 5 miles from the beach! • Brand New Heated Pool & Hot Tub • Game Room • Comfortable Beds for 12 • Brand New Appliances • Complimentary Coffee & Youtube TV • Water Purifier This stylish retreat offers the perfect blend of comfort and convenience, making it ideal for your next vacation. Whether you're seeking quality family time, a romantic getaway, or a fun-filled adventure with couples, friends, teams or colleagues, Coastal Comfort has everything you need!

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, 123 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.

4.94 out of 5 average rating, 167 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!

The outdoor pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.

4.83 out of 5 average rating, 365 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

A private backyard features a heated pool surrounded by a spacious patio area. A shaded dining space and lounge chairs are visible alongside the pool. Lush greenery and palm trees provide a natural setting, while a fire pit seating area is positioned on the lawn.

4.96 out of 5 average rating, 100 reviews

Heated Pool-Near Beaches-3 Bikes-Firepit-OutsideTV

Family time and Relax! This spacious 2 bed, 1 bath home opens to an amazing backyard that offers a HEATED POOL, outdoor TV,lounge area,outdoor dining area, fire pit and games. 3 adult bikes included! Bring your family and you are set! Beach chairs, blanket, cooler, sand toys, life jackets, floats, wagon, umbrella, beach bag all included!! Friendly neighborhood - 1.5 mil to Indian Rocks Beach, 9 mil to Clearwater,13 mil to St Pete’s, 23 mil to UTampa,Tampa Airport,10 mil to PI

Condo 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, 135 reviews

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

Just 150 feet from the beach, this renovated 1 bedroom, 1 bath condo is the perfect coastal escape. Simply walk across the street to the beach, or explore several restaurants just a short stroll away. Enjoy parking directly in front of the unit and easy ground level access with no stairs. Inside, you’ll find a comfortable, welcoming space to relax after a day in the sun. Ideal for couples or solo travellers looking for convenience, comfort and an unbeatable beach location.

4.94 out of 5 average rating, 152 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!

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.

4.96 out of 5 average rating, 216 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

Cottage in Indian Rocks Beach

An inviting heated saltwater pool is softly lit in the evening, surrounded by sun loungers. The vibrant mural features a large tropical flower. A close-up shows a decorative pillow with the word 'SUNSET.' The living area offers a cozy seating arrangement with colorful cushions and a decorative coffee table.

4.97 out of 5 average rating, 181 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Welcome to Mango! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits! 🥭

4.94 out of 5 average rating, 267 reviews

Heated Pool, SleepNumber Beds, Bikes, Near Beach

Featured on HGTV! Private heated pool, elegant barbecue, beach cruiser bikes, and SleepNumber beds...all within 5 minutes of Indian Rocks Beach. Relax in your own warm and glistening pool, nestled in a tropical backyard setting complete with full privacy fence, poolside barbecue. Or take a break from the sun and enjoy the view from the screened lanai.

Popular amenities for Harbor Bluffs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 4 reviews

Modern Oceanfront Hideaway

5 out of 5 average rating, 8 reviews

Backyard Oasis • Heated Pool • Tiki Bar • Hot Tub

5 out of 5 average rating, 12 reviews

Sunrise Harbor in Indian Rocks Beach

5 out of 5 average rating, 208 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

5 out of 5 average rating, 13 reviews

Home in Belleair Bluffs

Private Heated Pool Home Mins to Indian Rock Beach

5 out of 5 average rating, 60 reviews

Waterfront with Dock, Heated Pool, Kayaks, Games

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.

4.96 out of 5 average rating, 74 reviews

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

A private pool with a screened enclosure is surrounded by a spacious patio. Several loungers are placed around the pool area, while outdoor dining furniture is positioned under a covered space. Lush greenery and trees provide a natural backdrop, enhancing the outdoor environment.

4.95 out of 5 average rating, 19 reviews

Waterfront, Screened Lanai, Pool, King Beds, BBQ

Condo rentals with a pool

Condo in Indian Rocks Beach

4.91 out of 5 average rating, 134 reviews

Oceanfront View, Spacious Townhouse, Heated Pool

4.98 out of 5 average rating, 167 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.

Condo in Clearwater

Ocean Breeze • Easy - Heated Pool Access

4.94 out of 5 average rating, 120 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.

Condo in Largo

Boho Beach Condo

4.72 out of 5 average rating, 523 reviews

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.

Condo in Belleair Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

4.93 out of 5 average rating, 103 reviews

A cozy living area is furnished with a light brown sofa adorned with colorful throw pillows. A wooden coffee table sits atop a patterned area rug with floral designs. A large television is mounted on the wall, and a kitchen area is visible in the background.

Condo in Indian Shores

Coastal Condo with Pool Near Beach & Intracoastal

Condo in Indian Rocks Beach

A bright living area is furnished with comfortable couches and a round coffee table. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through large windows and a door leading to the patio. Decorative items are placed on shelves.

4.92 out of 5 average rating, 127 reviews

Beautiful condo on the beach with heated pool!

4.94 out of 5 average rating, 130 reviews

A cozy bedroom is illuminated by natural light streaming through large windows adorned with patterned curtains. A spacious bed is dressed with floral bedding, accompanied by decorative pillows. A bedside table holds a lamp, and a framed art piece enhances the calming atmosphere, with the pool view visible outside.

Condo in Clearwater

POOL VIEW IN A MODERN CONDO - Feel at Home

4.98 out of 5 average rating, 290 reviews

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Other holiday rentals with a pool

Villa in Indian Rocks Beach

An aerial view showcases a coastal neighborhood along the intracoastal waterway, featuring a single-story home with a gray roof and a landscaped front yard. Palm trees line the driveway, and nearby properties reflect a variety of architectural styles, emphasizing the serene waterfront setting.

5 out of 5 average rating, 45 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

4.95 out of 5 average rating, 39 reviews

A modern living area features a dark blue sectional sofa accompanied by a light gray accent chair. A decorative wall art piece adds visual interest above the sofa. A round wall clock and a lamp with a patterned shade are positioned for added ambiance, alongside a glass coffee table.

Apartment in Largo

Southern Bliss! Beautiful 2br & 2 full bathroom.

4.96 out of 5 average rating, 54 reviews

Fabulous Indian Rocks Beach Pool Home

An inviting outdoor space features a heated pool surrounded by stone tiles and tropical plants. Lounge chairs are positioned nearby, while a shaded seating area offers a cozy spot. Soft lighting casts a warm glow over the setting, contributing to a relaxed ambiance.

4.74 out of 5 average rating, 62 reviews

Beachside Bliss: 4BR/4BA Home w/ Heated Pool

4.93 out of 5 average rating, 28 reviews

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

5 out of 5 average rating, 3 reviews

Short Drive to Beach! Updated!~Rosemary's Hacienda

5 out of 5 average rating, 6 reviews

The Aqua Oasis-Heated Pool Free!