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.

4.89 out of 5 average rating, 302 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!

5.0 out of 5 average rating, 170 reviews

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

Coastal Escape: Heated Pool, Playground&Family fun

★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras

4.84 out of 5 average rating, 124 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, 131 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.

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, 182 reviews

Poolside Palms Pool & Gameroom - Mins to the 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!

4.92 out of 5 average rating, 137 reviews

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.

Home in Belleair Bluffs

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, covered dining, and relaxing hammock! You’ll love this quaint Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

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, 143 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 well-maintained bungalow is set back from a paved driveway, surrounded by greenery. Large trees provide shade, and palm trees add a tropical feel. The exterior features a light-colored facade with a single garage door, complemented by bright blue skies and a hint of clouds.

4.95 out of 5 average rating, 215 reviews

The Seafoam Bungalow - close to beaches!

Welcome to The Seafoam Bungalow! You will enjoy easy access to everything from this centrally-located home: - Beaches such as Indian Rocks & Bellair are about a 3mi drive over either causeway along w/ Clearwater beach being only 8mi - Nearest grocery store; 1mi (Publix) - Largo mall/shops; 3mi The house is also very close to the main road that will take you across the bridge into Tampa - airport being only 20 miles away, along downtown Saint Petersburg being only 20 miles away.

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, 122 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!

4.92 out of 5 average rating, 165 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!

Cottage in Indian Rocks Beach

4.99 out of 5 average rating, 218 reviews

Beach Cottage | Pool | Walk to Dining & Sunset

Welcome to Coco Cottage! Your coastal cottage retreat in Indian Rocks Beach cottage just a 3-minute walk from the Gulf! Spend your mornings on the sand, afternoons lounging in the heated saltwater pool, and evenings strolling to local coffee shops, restaurants & cocktails. Inside, enjoy a king bedroom, thoughtfully stocked kitchen and relaxed coastal style. Beach chairs, wagon, coolers & more are provided—so pack light and settle into the IRB lifestyle.

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.

4.94 out of 5 average rating, 127 reviews

Mac Crillus Beach House Pet friendly

Escape to this beautiful 2-bedroom, 2-bath home in a quiet Largo neighborhood, just minutes from Indian Rocks Beach and Clearwater Beach. This spacious home features a screened-in pool, a fully fenced backyard, and everything you need for a relaxing stay. Located near John S. Taylor Park, you'll enjoy easy access to walking trails, nature, dining, shopping, and Florida's beautiful Gulf Coast beaches.

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

4.95 out of 5 average rating, 174 reviews

10 Min to Beach | Heated Pool, Hot Tub, Arcades

4.92 out of 5 average rating, 132 reviews

Beach House | Heated Pool & Spa | Golf Cart

4.82 out of 5 average rating, 115 reviews

Sunny Palm Cottage | Hot Tub, Fire Pit, Near Beach

4.83 out of 5 average rating, 133 reviews

A spacious pool area features a heated saltwater pool and a hot tub surrounded by tropical landscaping. Lounge chairs are positioned nearby, and a grill is visible, providing an inviting outdoor space. The screened enclosure offers a sense of privacy and comfort.

Home in Belleair Bluffs

Hidden Oasis W Screened Heated Salt Pool / Hot Tub

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, 177 reviews

AMAZING HEATED POOL HOME in Largo *Close to Beach

4.93 out of 5 average rating, 138 reviews

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

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, 199 reviews

Piece of paradise in Indian Rocks Beach.

4.83 out of 5 average rating, 120 reviews

Villa Bella with Heated Pool

Family- and pet-friendly home rentals

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, 135 reviews

Sleeps 9 | Pool + Game Room Near Beach

A front view of the home showcases a welcoming porch, vibrant mural, and carefully landscaped green lawn with palm trees. The outdoor space is complemented by a paved driveway and surrounding trees, while the interior is partially visible through the open door.

4.91 out of 5 average rating, 103 reviews

5 min Beaches~Mini Golf~Pool Table~Pets~KING BED +

4.91 out of 5 average rating, 197 reviews

The Oasis - Arcades - Golf & Games - HTD Pool

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, 191 reviews

Cozy Stylish Home w/ Heated Pool & Big 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.

4.97 out of 5 average rating, 232 reviews

Your private Waterfront Pool home!

4.99 out of 5 average rating, 373 reviews

The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.

Guesthouse in Largo

Paradise Cottage Largo Beaches 1 mile High ground

A shaded outdoor space features two hanging egg chairs and a wooden coffee table, surrounded by a striped rug. A comfortable seating area with a love seat and additional chairs faces the pool, while large glass doors provide access to the interior.

4.95 out of 5 average rating, 161 reviews

Palm Paradise - Family Amenities+Central Location

4.91 out of 5 average rating, 104 reviews

Waterfront house w/ dock, Walk to Beach, Dogs OK!

Family-friendly home rentals with a pool

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, 165 reviews

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

The inviting pool area features a heated pool with clear turquoise water, surrounded by lounge chairs and a spacious pool deck. A dining area and outdoor kitchen can be seen, with a large TV mounted on the wall, creating a welcoming space for relaxation and entertainment.

4.97 out of 5 average rating, 179 reviews

Palm Oasis | Heated Pool | Near Beaches

4.98 out of 5 average rating, 231 reviews

Home in Clearwater

Specious home W/ Heated Pool ! ! ! Great Location.

4.95 out of 5 average rating, 128 reviews

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.

Condo in Largo

Boho Beach Condo

4.9 out of 5 average rating, 235 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 !

5.0 out of 5 average rating, 10 reviews

Harbor Villa | Waterfront Pool & Spa | Firepit

A heated pool is surrounded by a stone patio, with lounge chairs and tables set around it. Large sliding glass doors open to the home, and string lights add a soft ambiance as the sun sets in the background.

4.89 out of 5 average rating, 74 reviews

10 Mins to Beach-Heated Pool~Ping Pong+Pool Table

A tranquil pool area overlooks the waterway, featuring a heated pool with a hot tub. Lush greenery surrounds the space, and two lounge chairs are positioned at the water's edge, inviting relaxation while enjoying the picturesque scenery.