Vacation rentals with a pool in Harbor Bluffs

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Harbor Bluffs

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favourite
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
4.9 out of 5 average rating, 220 reviews

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

Top guest favourite
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 Largo
4.91 out of 5 average rating, 104 reviews

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, grill, covered dining and relaxing hammock! You’ll love this quiet Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

Superhost
A private inground pool is surrounded by a paved patio with lounge chairs and umbrellas for shade. The tranquil water reflects the sky, while tropical plants encircle the area, adding greenery to the serene outdoor space.
Home in Seminole
4.9 out of 5 average rating, 122 reviews

Relax in Family-Friendly comfort at Octopus Garden

Outdoor Paradise Private 10,000-gallon PebbleTec pool (up to 8 ft deep) Cantina bar for poolside refreshments Teak lounge seating & chaise chairs Weber propane grill + rolling cooler Resort-style umbrellas & lush landscape for sun or shade Fully Equipped Kitchen Stainless steel appliances, cookware & utensils Coffee station fully stocked Air fryer + blender for smoothies & cocktails Unique Octopus Garden dining area Living Room Large ultra-comfy sectional 70” Samsung Smart TV Boa

Top guest favourite
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.
Home in Largo
4.89 out of 5 average rating, 280 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!

Guest favourite
A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.
Guest suite in Largo
4.91 out of 5 average rating, 324 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

Guest favourite
The outdoor space features a heated pool surrounded by a spacious patio. The clear blue water reflects the sky, with palm trees providing shade nearby. Lounge chairs are placed around the pool for relaxing in the sun.
Home in Largo
4.95 out of 5 average rating, 122 reviews

Largo Poolside Paradise Heated Pool 10Min To Beach

Escape to this stunning heated pool home in Largo, just 10 minutes from Florida’s top beaches! Relax in your private outdoor oasis featuring a large sectional, smart TV, fire pit, BBQ grill, and alfresco dining for six. Enjoy loungers, a daybed, and a large putting green with putters and golf balls. FREE beach chairs and umbrellas are included for your convenience. Book now for the ultimate getaway in Largo, and make memories that last a lifetime! Perfect for relaxation and fun under the sun.

Top guest favourite
Bungalow in Indian Rocks Beach
4.96 out of 5 average rating, 198 reviews

Your private Waterfront Pool home!

See photos for City holiday event dates! Boat parade ! Street parade! Tree lighting! 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

Top guest favourite
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.
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 167 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes IRB! 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 of Mexico 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!

Guest favourite
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.
Home in Largo
4.91 out of 5 average rating, 113 reviews

Heated Pool and Spa | 5 min to beach

** This house has no checkout requirements - just take your belongings and close the door on your checkout day. ** Experience the ultimate beach vacation in our stunning 3BR home, boasting a brand-new (Jun 2023), upscale pool for leisurely days under the sun and huge in-ground hot tub for relaxing evenings. The fully-equipped kitchen, thoughtfully arranged, provides all modern amenities. Each bedroom, with its plush bedding, is perfect for relaxation after a day’s activities.

Top guest favourite
The inviting pool area is surrounded by palm trees and features a vibrant pink flamingo float. Comfortable chaise loungers line the pool deck, offering relaxation options. A wooden fence provides privacy, and the outdoor space is designed for leisure and enjoyment.
Apartment in Indian Rocks Beach
4.96 out of 5 average rating, 137 reviews

Triplex- heated pool, bikes, across st from beach

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ Fire pit with relaxing swivel lounge chairs, bikes ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills

Top guest favourite
A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.
Bungalow in Indian Rocks Beach
4.9 out of 5 average rating, 144 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

An original early 1900 Indian Rocks Beach bungalow, beautiful and bright with pool! Across Gulf Boulevard from 8th Ave beach access with all the comforts of home. Rest in the tropical garden pool, hang out in the private tiki hut out back , hop on the trolley to explore the area. Many shops and restaurants are within walking distance. Splash Harbour water park at the Holiday Inn is walking distance for a day of fun! Have an unforgettable stay! City tax#1479

Guest favourite
Home in Largo
4.94 out of 5 average rating, 129 reviews

Swim-Out Bedrooms, Waterfall pool, Peace Place

Unique tropical oasis complete with swim out bedroom 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 Rental beach truck available at the home when you arrive. Inquire.

Popular amenities for Harbor Bluffs rentals with a pool

When is the best time to visit Harbor Bluffs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$349 CAD$457 CAD$548 CAD$479 CAD$375 CAD$405 CAD$444 CAD$312 CAD$290 CAD$287 CAD$336 CAD$399 CAD
Avg. temp17 °C18 °C20 °C23 °C26 °C28 °C29 °C29 °C28 °C25 °C21 °C18 °C

Quick stats about vacation rentals with a pool in Harbor Bluffs

  • Total vacation rentals

    Explore 50 vacation rentals in Harbor Bluffs

  • Nightly prices starting at

    Harbor Bluffs vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,880 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Harbor Bluffs vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Harbor Bluffs rentals

  • 4.8 Average rating

    Harbor Bluffs stays are highly rated by guests—averaging 4.8 out of 5!