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.

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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
4.89 out of 5 average rating, 219 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

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
4.88 out of 5 average rating, 276 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
Condo in Clearwater
4.97 out of 5 average rating, 132 reviews

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

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Top guest favourite
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.
Apartment in Indian Rocks Beach
4.98 out of 5 average rating, 121 reviews

NEW! Manatee Way! Heated Pool! Steps to beach!

Everything is brand new in this newly renovated vacation rental. Located less than a block to the beach & across the street from a park. Enjoy the views of the pool & park from the unit or the private patio. A luxurious King DreamCloud Premier Hybrid Mattress provided in the master bedroom will ensure a glorious nights sleep! Out back is a large HEATED pool, lounge chairs, dining tables, Weber grill, fire pit and more. We provide all your beach needs, towels, umbrella, beach chairs, and more!

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, 118 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
A clear blue pool is surrounded by lush greenery, including palms and other tropical plants. A red umbrella provides shade over a seating area nearby, while lounge chairs are positioned along the pool's edge, inviting relaxation in a serene outdoor setting.
Guest suite in Largo
4.97 out of 5 average rating, 386 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee, tea and biscuits. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Superhost
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, 109 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.

Guest favourite
A well-appointed bedroom showcases a spacious bed with decorative pillows and clean, folded towels arranged neatly. Soft bedside lamps provide gentle lighting, while textured wallpaper adds warmth to the space. Closet doors are visible in the background, enhancing the room's functionality.
Apartment in Largo
4.97 out of 5 average rating, 158 reviews

LOVELY & SUNNY Condo 6 Minutes from the Beach!

You will love this first-floor unit! Bright, spacious and updated condo just a 6-minute drive to Indian Rocks Beach! Also nearby are various parks with trails and picturesque greenery. As well as close by there are several restaurants, grocery stores. Beautiful and interesting cities such as Clearwater, Tampa and St. Pete are just a stone's throw away, this is a paradise for everyone! This complex has a pool, gas BBQ for grilling, laundromat and free parking.

Superhost
Condo in Belleair Beach
4.82 out of 5 average rating, 103 reviews

Condo On The Beach - Heated Pool - Self Check-in

We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway! ☞ Beachfront ☞ Free parking ☞ Pool ☞ AC ☞ Self check-in ☞ Full Kitchen We are located on the beach at 3200 Gulf Blvd, Belleair Beach. Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions.

Top guest favourite
A spacious bedroom is equipped with a king-size bed, complemented by nightstands with lamps. A flat-screen smart TV is mounted on the wall. Artwork adorns the walls, and natural light filters through the windows, offering a view of the pool area from the ground floor.
Condo in Clearwater
4.94 out of 5 average rating, 117 reviews

By the POOL, Ground floor, King bed, NO PETS

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Walk-in distance to Publix grocery store and nearby restaurants. Location is central with short distance to nearby beaches, attractions and other nearby towns. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport and Disney World This location is loved by “snowbirds”

Top guest favourite
A spacious pool area features a large, inviting blue pool surrounded by lounge chairs and palm trees. A hot tub is situated near the pool, with umbrellas providing shade. The buildings of the gated community are visible in the background.
Condo in Clearwater
4.99 out of 5 average rating, 108 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Guest favourite
A spacious living area features a large blue sectional sofa adorned with yellow cushions, complemented by two upholstered chairs. A round mirror reflects natural light from the sliding glass doors, which open to a balcony offering views of surrounding greenery.
Condo in Indian Shores
4.94 out of 5 average rating, 156 reviews

Steps to Beach, Pool, Spacious 2/2, King Bed

Beautifully updated spacious condo overlooking the intracoastal, just steps from the white sands of the Gulf and Indian Shores. Convenient to shops, bars & restaurants. Fully equipped kitchen, dining table with extensions. Oversized master bedroom with ensuite, king bed, walk-in closet, work desk & access to balcony. pool & fishing dock (currently under repairs due to hurricanes) with direct access to intracoastal, great for kayaking!

Popular amenities for Harbor Bluffs rentals with a pool

When is the best time to visit Harbor Bluffs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$357 CAD$467 CAD$561 CAD$489 CAD$383 CAD$414 CAD$418 CAD$351 CAD$320 CAD$299 CAD$344 CAD$408 CAD
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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 $42 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!