
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.

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

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.

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!

"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.

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.

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

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes! Welcome to #MangoIRB, 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, #MangoIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

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.

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.

Seasalt Breeze, by the pool, NO hidden fees
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. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

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!

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.
Popular amenities for Harbor Bluffs rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

Lux Waterfront Canal Heated Pool Outdoor Kitchen

The Paradise Cove No. 1

Beautiful Heated Pool and Hot Tub Oasis*Near Beach

Palm Oasis | Heated Pool | Near Beaches

Beach Vacation Dream Pool Home-5 Mins to Beach

511 Harbor: Heated Pool, Golf Cart & Beach Access
Apartment rentals with a pool

Blue Sea Renity -Steps to Beach| Heated Pool

Very cozy quality place close to Clearwater Beach.

Royal Orleans and Redington Beach ( Studio )

Boho Beach Condo

2025 Renovated Suite On The Beach - Heated Pool

Dolphins from private balcony! Heated pool hottub

Peaceful 2-bedroom 6 min from Beach!

Indian Shores Beach Getaway
Other holiday rentals with a pool

IRB Harbor House Semiprivate Waterfront Pool Villa

Modern 3BR w/ Heated Pool & Pool Table, Near Beach

Belleair Beach 215 Beachfront Gem Steps from Sand

Waterfront Manatee Home Pool, Dock, Optional Boat

POOL , Lanai w/ BAR, Close to Beach, Fully Stocked

Sonrisa 1 - | Beachfront Condo in Belleair Beach

CasaHelena:5min to Beaches/Heated Pool/BBQ/IRB/CLW

Best Celebration - Heated Pool - Hot Tub - Arcade
When is the best time to visit Harbor Bluffs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £191 | £251 | £301 | £263 | £206 | £222 | £244 | £171 | £159 | £158 | £185 | £219 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°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 £23 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!
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