Vacation rentals with a pool in Harbor Bluffs

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.

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

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.

4.89 out of 5 average rating, 281 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!

Apartment in Indian Rocks Beach

An aerial view captures a heated pool surrounded by lounge chairs and umbrellas. The pool features a unique shape and is bordered by paver stones. Nearby, a dining area and grill are visible, along with lush greenery framing the space.

4.94 out of 5 average rating, 142 reviews

Heated Pool! Steps 2 beach! Luxurious King bed

Everything is brand new in this completely renovated vacation rental. Located less than a block to the beach and across the street from a park. Enjoy the views of the pool & park from the unit or the private balcony. A luxurious $3,000+ King Puffy Royal Hybrid Mattress provided in the master bedroom will ensure you are sleeping well! Out back is a large HEATED pool, lounge chairs, dining tables, grill, fire pit and more. We provide all your beach needs, towels, umbrella, beach chairs, and more!

4.91 out of 5 average rating, 324 reviews

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

"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.

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.

4.91 out of 5 average rating, 113 reviews

Heated Pool and Spa | 5 min to beach

Welcome to our home in Largo, Florida. This is a modern and comfortable place with a heated pool and spa, just minutes from Clearwater and Indian Rocks beaches. The kitchen has everything you need, and the living spaces are meant for relaxed stays with family or friends. The house has 3 bedrooms and 2 bathrooms and sleeps up to 6 guests comfortably. Whether you spend the day at the beach or by the pool, you’ll have an easy place to unwind and enjoy your time here. We hope you feel at home.

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.

4.95 out of 5 average rating, 123 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.

4.97 out of 5 average rating, 395 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.

A comfortable living area is furnished with a plush sofa and a large Smart TV, complemented by natural light from the window. The screened patio features blue seating, overlooking a lush courtyard with palm trees. A well-maintained pool area is shown, surrounded by lounge chairs.

4.83 out of 5 average rating, 248 reviews

Peaceful 2-bedroom 6 min from Beach!

Just a short 6 min drive from Indian Rocks Beach! Plenty of restaurants and grocery stores along the way. There is a golf course 0.3 mi away, and a few different parks with trails and beautiful greenery less than 10 min away! Peaceful 2nd floor unit with screened patio overlooking courtyard fountain. High end hotel branded mattresses. Pool in the complex, including a gas BBQ for grilling. We provide towels and beach chairs. For indoor fun, there are family games and fully equipped kitchen.

Superhost

Condo in Belleair Beach

4.81 out of 5 average rating, 121 reviews

Cozy Suite On The Beach - Heated Pool

We’re pleased to announce that our property is now open, fully operational, and in excellent condition following the recent hurricane. Book with confidence and enjoy! ☞ Free Parking ☞ Heated Pool ☞ Self-check-in We are located on the beach at 3200 Gulf Blvd, Belleair Beach. Features include a comfortable bedroom, free parking, and a heated pool. Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions.

Superhost

A private outdoor pool is surrounded by a spacious patio, featuring tropical landscaping and palm trees. The pool area includes a shallow ledge for lounging. The exterior of the home, with light-colored stucco, is visible in the background alongside a securely fenced yard.

4.86 out of 5 average rating, 174 reviews

The Paradise Cove No. 1

Welcome to The Paradise Cove No. 1. This remodeled home sits right next door to the Paradise Cove No. 2 in Largo, FL. Paradise Cove No. 1 has a private outdoor heated pool and hot tub with tropical landscaping perfect for sunbathing, perfect for relaxing in the shade with a book. This home when booked with its neighboring home makes a great choice for larger or multi-families to vacation together and still have privacy when desired. Only 10 minutes away from Indian Rocks Beach.

Cottage in Indian Rocks Beach

A vibrant tropical mural featuring large flowers adds a pop of color to the room, while a cozy seating area includes a sofa adorned with decorative pillows. A small dining table with tropical-patterned chairs provides a space for meals. The outdoor area showcases a lit pool, creating a serene evening ambiance.

4.99 out of 5 average rating, 199 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

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.

4.95 out of 5 average rating, 104 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!

Popular amenities for Harbor Bluffs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 146 reviews

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

Tootsie’s Beachside Retreat-New Heated Pool

A refreshing pool area is highlighted by crystal-clear water. A large canopy provides shade over the space, while comfortable seating arrangements can be seen nearby. Lush greenery and palm plants enhance the outdoor ambiance, and a well-maintained fence ensures privacy.

4.93 out of 5 average rating, 127 reviews

Family Oasis with Pool & Game Room

Home in Indian Rocks Beach

4.96 out of 5 average rating, 127 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

A fenced-in pool is featured, showcasing a clear blue water surface. Bright green floats rest on the water. Two teal Adirondack chairs are positioned beside the pool, creating an inviting leisure area. Sunlight brightens the scene, surrounded by decorative landscaping.

4.97 out of 5 average rating, 106 reviews

Coastal Escape w/ Pool & Game Room

A spacious living room with high vaulted ceilings features a large, comfortable sectional sofa adorned with various colorful pillows. A decorative area rug lies beneath a central coffee table. The wall displays playful artwork, complemented by soft lighting and neutral tones throughout the space.

4.87 out of 5 average rating, 154 reviews

Clearwater Game House! Bowling, Golf, Heated Pool

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.

4.93 out of 5 average rating, 152 reviews

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

4.93 out of 5 average rating, 101 reviews

Home in Seminole

Modern Executive Home - Game Room - Htd. Pool

4.95 out of 5 average rating, 106 reviews

The image displays a collage of the Splash House. Upper left shows a cozy seating area with modern furnishings in light colors. Upper right features a bright bedroom with a spacious bed and decorative accents. Lower left highlights a tranquil pool area surrounded by a patio. Lower right showcases a bathroom with modern fixtures and a stylish double sink.

Home in Seminole

Splash House - Relaxation Haven/Private Pool

Condo rentals with a pool

4.96 out of 5 average rating, 145 reviews

An aerial view captures the vibrant community pool surrounded by palm trees, with the serene blue waters of the Gulf in the background. The layout of the condo complex is visible, showcasing its proximity to the beach and inviting outdoor spaces.

Condo in Indian Shores

Serenity by the Sea * Steps to the Ocean*

4.97 out of 5 average rating, 135 reviews

Condo in Clearwater

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

4.97 out of 5 average rating, 112 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

4.86 out of 5 average rating, 352 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans at Redington Beach ( Studio )

4.94 out of 5 average rating, 220 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!

4.94 out of 5 average rating, 131 reviews

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

Condo in Indian Shores

Tropical Beachfront Penthouse-Beach Cottages

4.94 out of 5 average rating, 125 reviews

A cozy bedroom is illuminated by natural light streaming through large windows adorned with patterned curtains. A spacious bed is dressed with floral bedding, accompanied by decorative pillows. A bedside table holds a lamp, and a framed art piece enhances the calming atmosphere, with the pool view visible outside.

Condo in Clearwater

POOL VIEW IN A MODERN CONDO - Feel at Home

4.98 out of 5 average rating, 280 reviews

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Other vacation rentals with a pool

4.86 out of 5 average rating, 63 reviews

A cozy dining area is positioned next to expansive glass windows offering a view of the ocean. A round table with two white chairs is complemented by rustic decor, while light-colored curtains frame the scene, enhancing the openness and connection to the seaside.

Condo in Belleair Beach

Belleair Beach 215 Beachfront Gem Steps from Sand

The kitchen features modern appliances with a gas stove and ample counter space. Open shelving displays dishware against a green backsplash. A dining table with wooden chairs sits nearby, complemented by a woven pendant light. A coastal-themed art piece decorates the wall.

5 out of 5 average rating, 21 reviews

The Poolside Escape

Condo in Indian Rocks Beach

A bright living room showcases upgraded flooring and coastal-themed decorations. A comfortable sectional sofa and plush armchair are arranged around a coffee table. A large flatscreen TV is mounted on the wall, while sliding glass doors provide natural light and views of the outdoors.

5 out of 5 average rating, 36 reviews

Bright & Airy 2/2 with side ocean view!

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.

4.96 out of 5 average rating, 67 reviews

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

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, 9 reviews

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

Superhost

The living room features comfortable sofas adorned with colorful cushions, a wooden coffee table at its center, and a flat-screen TV on a media console. Large sliding glass doors lead to the patio, offering a view of the beachfront and outdoor dining area.

Condo in Belleair Beach

5 out of 5 average rating, 8 reviews

Aldea 3 | Beachfront Paradise

Condo in Indian Rocks Beach

A living area features a brown leather sofa adorned with a decorative pillow. A round coffee table is positioned in front of the sofa, while a fully equipped kitchen with white cabinetry and stainless steel appliances is visible in the background. Two bar stools sit at the kitchen counter.

4.97 out of 5 average rating, 65 reviews

Crimson Sunset Rentals

A bright living area features a patterned sofa with coral accents alongside a glass coffee table. A round dining table is set for four, and light streams through large sliding doors, leading to a screened outdoor area. A cozy armchair adds to the inviting ambiance.