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!

FamilyIndoor spacesBeach

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

FamilyIndoor spacesBathroom

4.84 out of 5 average rating, 123 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

FamilyKitchenCheckout

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, 130 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.

Indoor spacesFamilyCleanliness

4.83 out of 5 average rating, 131 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

Enjoy best of Florida in this Updated and Newly Furnished 4 bed, 3 bath with PRIVATE SCREENED HEATED SALT WATER POOL and HOT TUB + FLORIDA ROOM+ GAME ROOM located short 3 miles to the beach. This home is in the quiet neighborhood, close to shopping, restaurants, grocery shops and beach. House accommodates up to 10 guests and has 1 KING BED and 3 QUEEN BEDS and 1 Bunk Bed for sleeping arrangements Both Living room and Florida room have Large Sectional Sofas Grill is available in the backyard

KitchenIndoor spacesLaundry

4.92 out of 5 average rating, 135 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.

Indoor spacesFamilyBackyard

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.

KitchenIndoor spacesAmenities

4.98 out of 5 average rating, 231 reviews

Home in Clearwater

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

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Indoor spacesFamilyLocation

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!

FamilyKitchenLaundry

4.93 out of 5 average rating, 163 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!

Indoor spacesFamilyBeach

Condo in Indian Rocks Beach

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.98 out of 5 average rating, 167 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Indoor spacesFamilyView

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.

KitchenIndoor spacesGetting around

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

Indoor spacesFamilyTV

A cozy living area features two comfortable sofas adorned with cushions, centered around a round coffee table. Natural light filters through a window, illuminating a plant and decorative items on the table. Light-colored walls and a simple rug enhance the welcoming ambiance.

4.98 out of 5 average rating, 119 reviews

4BD/3BA + Pool + Hot Tub + Game Rm—5 mi to Beach!

FamilyIndoor spacesAccuracy

Superhost

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, 176 reviews

AMAZING HEATED POOL HOME in Largo *Close to Beach

FamilyKitchenParking

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.

4.88 out of 5 average rating, 231 reviews

Beautiful Heated Pool and Hot Tub Oasis*Near Beach

FamilyIndoor spacesHospitality

Villa in Indian Rocks Beach

4.93 out of 5 average rating, 157 reviews

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

Indoor spacesFamilyCleanliness

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.

5.0 out of 5 average rating, 109 reviews

Sandy Morning Restored | Pool Spa

Indoor spacesKitchenCheckout

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.

Indoor spacesFamilyLocation

4.93 out of 5 average rating, 137 reviews

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

KitchenIndoor spacesSleep quality

Family- and pet-friendly home rentals

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, 231 reviews

Your private Waterfront Pool home!

FamilyIndoor spacesBiking

Townhouse in Indian Rocks Beach

The two-story condo building features a light-colored exterior, spacious balconies, and palm trees lining the entrance. The proximity to the sandy beach and vibrant blue Gulf water is visible in the background, showcasing a serene coastal atmosphere.

4.96 out of 5 average rating, 160 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

FamilyKitchenValue

4.91 out of 5 average rating, 196 reviews

The Oasis - Arcades - Golf & Games - HTD Pool

FamilyIndoor spacesCheckout

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

KitchenFamilyCleanliness

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 +

FamilyIndoor spacesAmenities

Superhost

4.84 out of 5 average rating, 143 reviews

Clearwater Playhouse! Heated Pool, Mini Golf

KitchenIndoor spacesSleep quality

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, 195 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

FamilyKitchenAir conditioning

Superhost

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

KitchenFamilyCondition

Family-friendly home rentals with a 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, 182 reviews

Poolside Palms Pool & Gameroom - Mins to the beach

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 127 reviews

A spacious backyard is featured, showcasing a heated saltwater pool surrounded by a large paver deck. Lush green grass fills the area, bordered by well-maintained landscaping. Tall trees provide shade in the background, contributing to the serene outdoor environment.

Home in Seminole

JOJO'S Beachside 1Acre Estate-New Pool

Indoor spacesFamilyAccuracy

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

FamilyIndoor spacesComfort

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

Indoor spacesKitchenCheckout

5.0 out of 5 average rating, 9 reviews

Harbor Villa | Waterfront Pool & Spa | Firepit

Indoor spacesQuietView

A private pool is surrounded by lush greenery and features a shallow entry with steps leading into the water. A brightly colored inflatable flamingo floats in the pool, while an outdoor dining area is visible in the background, complete with a covered patio.

5.0 out of 5 average rating, 28 reviews

Relax, Play & Stay | Pool, Spa & Beach Nearby

Indoor spacesKitchenBeach

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.

4.87 out of 5 average rating, 55 reviews

511 Harbor: Heated Pool, Golf Cart & Beach Access

Indoor spacesFamilyBathroom