Vacation rentals with a pool in Harbor Bluffs

4.89 out of 5 average rating, 219 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, 275 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!

4.97 out of 5 average rating, 131 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3m 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.

4.97 out of 5 average rating, 385 reviews

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

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.

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, 108 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.

Home in Indian Rocks Beach

A private heated pool is surrounded by a spacious deck featuring lounge chairs and a dining area. Palm trees provide shade while boats are visible at the dock. String lights overhead create a relaxed ambiance, and the tranquil water reflects the blue sky.

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.

4.97 out of 5 average rating, 158 reviews

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

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.

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, 192 reviews

Your private Waterfront Pool home!

Fully permitted rebuilding after Helene is complete. 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

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.

4.96 out of 5 average rating, 160 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!

4.93 out of 5 average rating, 122 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.

A screened lanai offers a relaxing seating area with two white lounge chairs and a small round table. A tropical plant is positioned in a large pot, with a view of the private heated pool visible through expansive glass doors.

4.95 out of 5 average rating, 256 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.

The exterior of a single-story home is presented, featuring a light-colored brick facade and a concrete driveway. Lush green grass surrounds the property, and young trees are planted in the front yard. A garage is visible on the left side, with a welcoming blue front door.

4.93 out of 5 average rating, 121 reviews

Mac Crillus Beach House Pet friendly

This a beautiful 2 Bedroom 2 Bathroom home in Largo very close to Indian Rocks Beach and Clearwater Beach. This house is very spacious and has a screened in pool area and completely fenced in yard. It is very close to Taylor Park. Located in a quiet neighborhood. This house is the perfect spot for your best vacations.

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, 9 reviews

Fall Waterfront Deal, Pool, Dock, Tiki, GM Room

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.

4.95 out of 5 average rating, 65 reviews

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

An outdoor space features a heated pool surrounded by a light gray deck and lounge chairs with red cushions. Palm trees provide shade, while a covered seating area is visible in the background. The yard is enclosed, showcasing a serene atmosphere.

4.95 out of 5 average rating, 172 reviews

Tropical Oasis | Pet-Friendly + Pool | Clearwater

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.

5 out of 5 average rating, 4 reviews

2035 SqFt | King Bds | BBQ | W/D | No C/O Instr

An inviting outdoor space features a heated pool and a shaded area adorned with cafe lights. Two hanging egg chairs and comfortable seating arrangements complement the modern wooden furniture. The stylish striped rug enhances the atmosphere, while the pool's tranquil blue water is visible in the background.

4.95 out of 5 average rating, 114 reviews

Palm Paradise - Family Amenities+Central Location

Home in Indian Rocks Beach

A spacious living area is presented with a large grey sectional sofa adorned with various cushions. A wooden coffee table sits in front, with two ceiling fans above providing airflow. The open layout connects seamlessly to a modern kitchen visible in the background.

4.98 out of 5 average rating, 108 reviews

Dolphin Dreamer-6-Seat Golf Cart!

4.93 out of 5 average rating, 134 reviews

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

Home in Clearwater

Clearwater Gameroom- Pool/Mini golf/Home Theatre

The outdoor area showcases a screened-in heated saltwater pool, featuring clear blue water reflecting the evening sky. Surrounding greenery is visible through the screens, providing a sense of privacy. The pool's edge is accented by pavers, adding a touch of elegance to the space.

4.87 out of 5 average rating, 52 reviews

Private Heated SaltWater Pool/SPA 3 Bdrm Home

Condo rentals with a pool

4.97 out of 5 average rating, 104 reviews

A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.

Condo in Indian Shores

Relax in a Newly Renovated Beach Front Paradise

A resort-style pool is situated within a gated community, featuring clear blue water and a gently curving shape. Surrounding the pool are lounge chairs, a shaded seating area, and lush landscaping with palm trees, enhancing the tranquil setting.

4.9 out of 5 average rating, 216 reviews

Very cozy quality condo close to Clearwater Beach

4.86 out of 5 average rating, 138 reviews

Condo in Redington Beach

Island Chic Cutie @theBeach@HeatedPool

4.84 out of 5 average rating, 116 reviews

A serene view of the heated pool, surrounded by lounge chairs, overlooking the beach. The golden sunset casts a warm glow over the tranquil ocean waters, while the building stands to the right, providing a welcoming backdrop to this coastal retreat.

Condo in Belleair Beach

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

4.94 out of 5 average rating, 214 reviews

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

Condo in St. Petersburg

Sea La Vie- Studio by the bay!

4.98 out of 5 average rating, 146 reviews

A serene sunset is captured over the calm ocean, with vibrant orange and yellow hues reflecting on the water's surface. Silhouettes of palm fronds frame the view, while a faint outline of the shoreline can be seen in the foreground.

Condo in Indian Shores

The Seascape Premier Beachfront Cottage-Gulf View

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.

4.99 out of 5 average rating, 107 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

4.86 out of 5 average rating, 308 reviews

An inviting balcony view overlooks a spacious pool area and the intercoastal waters, framed by palm trees. A light-filled living area features comfortable furnishings and a television, while the dining space and kitchen are visible, providing a warm atmosphere for relaxation and enjoyment.

Condo in St. Petersburg

Breathtaking Waterview & Pool View Condo

Other vacation 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, 34 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

5 out of 5 average rating, 48 reviews

Wonderful Condo at Avalon - Fully Renovated

A sparkling pool sits in the center of a landscaped outdoor area, surrounded by comfortable lounge chairs and umbrellas. Adjacent to the pool, a covered patio offers a dining area, while a well-maintained lawn with vibrant greenery enhances the inviting atmosphere.

5 out of 5 average rating, 21 reviews

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

5 out of 5 average rating, 33 reviews

The backyard features a heated pool surrounded by tropical landscaping, including palm trees and vibrant plants. A Tiki bar with thatched roofing stands nearby, with outdoor seating available. Lounge chairs are positioned to overlook the pool, enhancing the inviting outdoor space.

Villa in Largo

Resort Backyard! Heated Pool! Pool Table! PingPong

A spacious home exterior is shown, featuring a large driveway leading to a two-car garage. Lush green grass and palm trees surround the entrance, which is accentuated by a welcoming front porch. The building is designed with a modern, open layout and large windows.

4.94 out of 5 average rating, 49 reviews

Lux 6bds sleeps 20 Free Heated Pool Spa by Beach

A heated pool with vibrant blue water is surrounded by lounge chairs featuring bright cushions. A colorful inflatable donut float rests on the pool's surface. Sunlight filters through a sheer canopy, while tropical plants provide a lush backdrop.

4.98 out of 5 average rating, 43 reviews

Bay Breeze - Htd. Pool | King Beds | Arcade | Golf

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.

4.91 out of 5 average rating, 98 reviews

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach