Family-friendly holiday rentals in Harbor Bluffs

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, 295 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!

4.83 out of 5 average rating, 118 reviews

Sunshine, Beaches & Refreshing Pool/Screen Patio

Step inside, you’re greeted by an open living area, and beautifully updated kitchen and appliances. Step outside to your private paradise! The large screened-in pool lanai beckons you to relax, lounge around, take a dip, fire up the grill and unwind in the Florida sunshine. This is where unforgettable memories are made. ☑ 5 mi to beautiful Sand Key Beach park and Clearwater Beach! ☑ 10 mi to John’s Pass Boardwalk. ☑ 9 mi to CLW/St Pete Airport & 23 mi to Tampa INTL. ☑ Sun room w/ping pong tabl

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, 127 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 pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.

4.82 out of 5 average rating, 369 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

4.93 out of 5 average rating, 135 reviews

Large home & hot tub-5 min to beach sleeps 10

"Sunshine Casita"! A Large luxury home with hot tub & tiki hut! 2 miles from the beach. We are nestled in a safe family neighborhood. We provide some beach items, so you can pack light! Our tropical backyard has 2 patios, tiki hut, patio dining area & access to a grill for out door cooking! If you prefer indoors, the large kitchen is fully equipped! If your taveling by RV or with your boat( boat ramp 2 mi drive), we have plenty of parking on site with our double driveway to accommodate.

A private outdoor pool is surrounded by tropical landscaping, featuring palm trees and colorful plants. Several lounge chairs are positioned alongside the pool, and umbrellas provide shade for outdoor relaxation. The area is enclosed by a white fence, creating a serene atmosphere.

4.88 out of 5 average rating, 138 reviews

The Paradise Cove No. 2

Welcome to The Paradise Cove No. 2! This newly remodeled home sits right next door to the original Paradise Cove No. 1 in Largo, FL. Paradise Cove No. 2 has a private outdoor heated pool 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.

A private backyard features a heated pool surrounded by a spacious patio area. A shaded dining space and lounge chairs are visible alongside the pool. Lush greenery and palm trees provide a natural setting, while a fire pit seating area is positioned on the lawn.

4.96 out of 5 average rating, 105 reviews

Heated Pool-1.5 mil to Beach-Firepit-Outside TV

Family time and Relax! This spacious 2 bed, 1 bath home opens to an amazing backyard that offers a HEATED POOL, outdoor TV,lounge area,outdoor dining area, fire pit and games. 3 adult bikes included! Bring your family and you are set! Beach chairs, blanket, cooler, sand toys, life jackets, floats, wagon, umbrella, beach bag all included!! Friendly neighborhood - 1.5 mil to Indian Rocks Beach, 9 mil to Clearwater,13 mil to St Pete’s, 23 mil to UTampa,Tampa Airport,10 mil to PI

A bright living room features a large gray sofa adorned with colorful cushions. A light wood coffee table sits at the center, while a flat-screen TV is mounted on a white unit. Natural light illuminates the space through sliding glass doors, leading to a backyard.

4.92 out of 5 average rating, 118 reviews

Cozy home minutes from the beach

Welcome to our warm and inviting Airbnb home, your personal sanctuary in sunny Largo, Florida. Our prime location grants easy access to the breathtaking Gulf of Mexico beaches, just minutes from Clearwater and St. Pete. The area offers amazing parks, charming boardwalks, delightful dining, and countless golf fields. It's a great place for water sports and adventure-seeking. We can't wait to extend our warmest welcome, ensuring that your stay is truly unforgettable!

4.94 out of 5 average rating, 158 reviews

Swim-Out Bedrooms, Waterfall pool, Peace Place

Unique tropical oasis complete with 2 swim out bedrooms, Tiki Hut 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 At night the outdoor space comes alive with pool and landscape lighting! You wont want to leave the house!

4.97 out of 5 average rating, 207 reviews

An inviting outdoor space features a swimming pool surrounded by a spacious patio. Colorful lounge chairs in turquoise and red are arranged under a shaded pergola. Lush palm trees enhance the tropical atmosphere, creating a private retreat for relaxation.

Home in Seminole

5 STAR! Hot Tub-freeHeated Pool 4BD/2Ba 2 King bed

PARADISE best describes this GORGEOUS newly renovated VACATION HOME!! 4 bed room 2 bath HEATED POOL and GIGANTIC HOT TUB! 7 miles to the many local sugar sand gulf beaches and 3/4 mile away from grocery stores , Local ER, MANY restaurants, banks and gas stations/ convenience stores, GOLF COURSE, hair and nail salons, Walmart . Swimming POOL IS HEATED FOR FREE 80-85 degrees from oct 15 - april 15 seasonally SUPER FAST WIFI 571 mbps

An outdoor seating area is illuminated by string lights, featuring a table with a fire pit at its center. Two wine glasses filled with red wine are positioned next to a bottle of wine. Nearby, two red cups and several beer bottles add to the relaxed atmosphere.

4.95 out of 5 average rating, 184 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!

5 out of 5 average rating, 242 reviews

A small outdoor seating area is depicted, featuring two bright green chairs and a matching table adorned with a potted plant. Lush green foliage rises around the space, creating a tropical ambiance. The background showcases a wooden fence and natural elements.

Guest suite in Largo

Cozy Private Bedroom Suite Private Entry King Bed

Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.

Popular amenities for Harbor Bluffs family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in Belleair Bluffs

An outdoor hot tub is positioned beside a wooden deck, featuring steps for easy access. Sunlight reflects off the water, while a lounge area with seating and umbrellas is visible in the background. A welcoming sign marks the entrance to the studio.

4.92 out of 5 average rating, 144 reviews

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

4.96 out of 5 average rating, 166 reviews

10 Min to Beach | Heated Pool, Hot Tub & Games

The pool area features a heated pool surrounded by a screened enclosure. A hot tub is positioned nearby, with modern chaise lounges and a dining table with chairs offering ample seating for relaxation. Lush greenery is visible beyond the enclosure, enhancing the space.

4.87 out of 5 average rating, 223 reviews

Beautiful Heated Pool and Hot Tub Oasis*Near Beach

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

4.99 out of 5 average rating, 194 reviews

Piece of paradise in Indian Rocks Beach.

The backyard features a heated pool with clear blue water, surrounded by a patio area. A hot tub is positioned nearby, and a covered dining area is visible. A children's playground, including a swing set and slide, is located on the grass, providing an inviting outdoor environment.

4.82 out of 5 average rating, 173 reviews

AMAZING HEATED POOL HOME in Largo *Close to Beach

An inviting outdoor space features a heated saltwater pool and spa surrounded by sun loungers. A dining area is visible next to the pool, with a backdrop of palm trees and a screened lanai. The bright sky enhances the relaxing atmosphere.

5 out of 5 average rating, 101 reviews

Sandy Morning Restored | Pool Spa

4.99 out of 5 average rating, 115 reviews

Best Celebration - Heated Pool - Hot Tub - Arcade

4.99 out of 5 average rating, 144 reviews

[Guest Favourite] Family Fun Retreat | Heated Pool

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 135 reviews

Villa in Largo

The Tropical Oasis, w/ Solar Heated Pool and Games

4.99 out of 5 average rating, 108 reviews

Casa Flamingo - Private - Outdoor Bar+TV - Games

Cottage in Indian Rocks Beach

An inviting heated saltwater pool is softly lit in the evening, surrounded by sun loungers. The vibrant mural features a large tropical flower. A close-up shows a decorative pillow with the word 'SUNSET.' The living area offers a cozy seating arrangement with colorful cushions and a decorative coffee table.

4.97 out of 5 average rating, 189 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

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.

4.92 out of 5 average rating, 132 reviews

Sleeps 9 | Pool + Game Room Near Beach

Aerial view of the property highlights a private dock with a kayak, surrounded by lush tropical landscaping. A tiki dining hut is situated on the spacious lawn, providing a serene outdoor space. The waterway can be seen flowing alongside the home, enhancing the natural setting.

5 out of 5 average rating, 62 reviews

Waterfront with Dock, Heated Pool, Kayaks, Games

4.94 out of 5 average rating, 194 reviews

Pool + Waterfall • Firepit• 5 min to IRB• Pets ok

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.

4.92 out of 5 average rating, 128 reviews

Splash House - Relaxation Haven/Private Pool

A vibrant room features a spacious bed with gray bedding, positioned on a patterned rug. A colorful mural with flowers and cartoon characters adorns one wall. A wooden desk with chairs and a dresser can be seen, creating a functional and stylish space.

5 out of 5 average rating, 59 reviews

Pike’s Graffiti Oasis Close To Beaches!

Family-friendly home rentals with a pool

A tranquil pool area is showcased, featuring a uniquely shaped pool with a sun shelf and three white loungers. Lush greenery surrounds the space, creating a serene atmosphere. Several lounge chairs are positioned near the pool, inviting relaxation under clear blue skies.

4.94 out of 5 average rating, 80 reviews

Cozy beach cottage with heated pool 3 miles 2beach

5 out of 5 average rating, 26 reviews

Breezy Blue-Pool, Hot Tub, Minutes to Beach, Games

A luxury heated pool is set amidst lush tropical landscaping, equipped with a tanning ledge and seating under a large umbrella. A red pool float rests on the water's surface, providing a pop of color against the clear blue water.

4.95 out of 5 average rating, 111 reviews

Insta-worthy Pool & Game Room; Luxury Florida Home

5 out of 5 average rating, 18 reviews

Home in Belleair Bluffs

Private Heated Pool Home Mins to Indian Rock Beach

A cozy open-concept living area features a spacious light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, positioned on a striped area rug. Elegant pendant lights hang above a large kitchen island with a granite countertop, contributing to a welcoming ambiance.

4.98 out of 5 average rating, 160 reviews

Modern Cozy 3BR | Walk to IRB Beach + 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.

4.94 out of 5 average rating, 173 reviews

Poolside Palms Pool & Gameroom - Mins to the beach

5 out of 5 average rating, 4 reviews

Harbor Villa | Waterfront Pool & Spa | Firepit