Holiday 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 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, 277 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!

Top guest favourite
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.
Home in Largo
4.93 out of 5 average rating, 150 reviews

Poolside Palms Private Pool & Game Room - 7 Min to Indian Rocks 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!

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, 389 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.

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, 111 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
A heated pool is surrounded by palm trees, with two blue sunshelf loungers partially submerged in the water. Spacious chaise loungers are positioned around the pool area, featuring a light-colored stone deck and privacy provided by a wooden fence in the background.
Flat in Indian Rocks Beach
4.97 out of 5 average rating, 146 reviews

Triplex- walk to beach, heated pool, bikes

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared heated pool with sun shelf and chaise loungers ☀ 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 ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior

Guest favourite
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
4.96 out of 5 average rating, 103 reviews

Boho Beach Condo

UPDATE: This condo community was NOT affected by the hurricane. I am very fortunate. There was NO flooding or wind damage. Kick back and relax at this roomy 1 bed, 1 bath boho beach condo. This community offers a heated pool, bbq grills and reserved, onsite laundry and parking. Stroll down the sidewalk (half mile to beach) and take in the fresh, gulf breezes as you enjoy Indian Rocks Beach. Beautiful sunsets, amazing food and a calm, relaxing beach community awaits you!

Guest favourite
Home in Indian Rocks Beach
4.96 out of 5 average rating, 125 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.

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, 141 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

Top guest favourite
A modern kitchen is showcased with stainless steel appliances and a central island featuring bar seating. Sleek cabinetry and a bright light fixture enhance the space. Natural light fills the room, emphasizing the clean lines and functional design.
Apartment in Clearwater
4.97 out of 5 average rating, 114 reviews

Cozy Retreat, private unit, 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 private in-ground pool is surrounded by lush landscaping, featuring a unique unicorn float. A shaded umbrella stands nearby, offering a cozy spot to relax while enjoying the tranquil outdoor setting.
Home in Largo
4.96 out of 5 average rating, 162 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!!

Guest favourite
Home in Largo
4.94 out of 5 average rating, 128 reviews

Swim-Out Bedroom, Waterfall pool! The 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.

Top guest favourite
Home in Indian Rocks Beach
4.94 out of 5 average rating, 105 reviews

Beach Nook • Heated Pool/Spa • Golf Cart • Pets OK

Newly renovated 2-bed, 1-bath beach cottage just 2 blocks from Indian Rocks Beach. Enjoy a heated saltwater pool, overflow spa, tanning deck, and 4-passenger golf cart for breezy beach days. Pet-friendly and tucked in a quiet, safe neighborhood, it’s the perfect escape for couples, small families, and memory-making moments. BTR# 2041

Popular amenities for Harbor Bluffs rentals with a pool

When is the best time to visit Harbor Bluffs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$333 SGD$436 SGD$524 SGD$457 SGD$358 SGD$387 SGD$424 SGD$298 SGD$277 SGD$274 SGD$321 SGD$381 SGD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Quick stats about holiday rentals with a pool in Harbor Bluffs

  • Total holiday rentals

    Explore 50 holiday rentals in Harbor Bluffs

  • Nightly prices starting at

    Harbor Bluffs holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Harbor Bluffs holiday 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!