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, 301 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!

KitchenFamilyAmenities

4.83 out of 5 average rating, 121 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

KitchenFamilyPool

5 out of 5 average rating, 169 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

KitchenFamilyAccuracy

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.

KitchenIndoor spacesParks

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

Experience luxury and comfort in this fully remodeled 3BR home, just a 10-minute walk to the beach. Enjoy a brand-new saltwater heated pool, an open-concept floor plan, and spacious screened porches. The home boasts a modern kitchen, updated bathrooms, new flooring, and a new roof. Fully stocked with all essentials for a seamless family vacation, from kitchen tools to beach gear. Relax in the screened outdoor lounge and dining area for the perfect retreat. Max 6 guests | No pets allowed

FamilyIndoor spacesSleep quality

The outdoor area features a heated saltwater pool illuminated with a soothing blue hue. Surrounding palm trees and tropical landscaping enhance the tranquil atmosphere. A yellow and white striped umbrella provides shade beside the pool, offering a picturesque view of the waterway beyond.

4.9 out of 5 average rating, 101 reviews

OceanView~Golf Cart~Heated Pool~5k SqFt~Game Room

Welcome to paradise at Indian Rocks Beach! Our beautiful, modern home is ready to host your unforgettable escape. With breathtaking views from every room, a private pool, a fun-filled game room, and dockside dolphin watching, this is the perfect retreat for relaxation and adventure. Just minutes from pristine beaches, top-notch dining, and exciting local attractions, you’ll have everything you need for the ultimate getaway. Book your stay now and experience the best of coastal living!

Indoor spacesFamilyNearby

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, 210 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.

Indoor spacesFamilyParking

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.

4.93 out of 5 average rating, 120 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!

KitchenFamilyCheckout

4.93 out of 5 average rating, 162 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!

FamilyKitchenCheckout

5 out of 5 average rating, 248 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.

KitchenFamilyCheck-in

A cozy living area is depicted with a floral-patterned couch positioned near a TV. A potted plant adds greenery beside the white fireplace. Natural light flows through sheer curtains, illuminating the space, which features wooden flooring and a neutral color palette.

4.81 out of 5 average rating, 391 reviews

Cozy Beach Bungalow Retreat

Cozy bungalow located in a great location in Largo. Close to hospitals and beautiful beaches. Home is very comfortable with everything you need while on your business trip or vacation. Close to largo medical and the VA. Central to clear water and Saint Petersburg. Indian Rock beach is less than 5 minutes away. Parking also on premises. Easy hassle free self check in. Please read my reviews.

Indoor spacesKitchenLayout

4.81 out of 5 average rating, 113 reviews

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

Welcome to Sunny Palm Cottage — a bright, family-friendly retreat just minutes from the beach. Soak in the private hot tub, unwind by the fire pit, or enjoy backyard games like badminton. Inside, you’ll find a fully equipped kitchen, fast WiFi, washer/dryer, and thoughtful kid amenities. Private, comfortable, and easy self check-in — the perfect Florida escape.

FamilyKitchenCheckout

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, 149 reviews

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

KitchenFamilyWalkability

4.83 out of 5 average rating, 129 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

KitchenIndoor spacesGetting around

4.95 out of 5 average rating, 173 reviews

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

FamilyKitchenAir conditioning

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, 183 reviews

The Paradise Cove No. 1

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 220 reviews

Luxe Beach House B/Heated Pool/2 min walk to beach

FamilyKitchenBackyard

4.96 out of 5 average rating, 384 reviews

A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.

Home in Tarpon Springs

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

KitchenIndoor spacesAir conditioning

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, 197 reviews

Piece of paradise in Indian Rocks Beach.

FamilyKitchenCleanliness

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, 107 reviews

Sandy Morning Restored | Pool Spa

Indoor spacesFamilyQuiet

Family- and pet-friendly home rentals

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, 190 reviews

Cozy Stylish Home w/ Heated Pool & Big Parking

FamilyIndoor spacesBarbecue

4.97 out of 5 average rating, 119 reviews

The outdoor area presents a heated swimming pool surrounded by a patio made of stone. Lush greenery and tropical plants frame the pool, while a nearby gazebo offers shaded seating. Bright blue lounge chairs are positioned by the water, creating a relaxing environment.

Home in Clearwater

Paradise palms oasis Clearwater

Indoor spacesKitchenCheck-in

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, 218 reviews

Luxury Beach Cottage | Walk to Dining & Sunset

KitchenFamilyGetting around

4.98 out of 5 average rating, 114 reviews

Casa Flamingo - Private - Outdoor Bar+TV - Games

Indoor spacesFamilyCheck-in

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

4.93 out of 5 average rating, 155 reviews

12 Mins to Beach | Patio&Grill | Fenced Yard

KitchenIndoor spacesLocation

Cottage in Indian Rocks Beach

A spacious living area features a large sectional sofa in a neutral tone, accented by coastal-themed artwork on the walls. Light wood flooring complements the room, which includes a dining table and two bar stools, allowing for casual seating options. Bright natural light floods the space.

4.91 out of 5 average rating, 132 reviews

Coral Sands II ~Seaside Coastal Modern 2/2

FamilyIndoor spacesGetting around

4.99 out of 5 average rating, 372 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

FamilyIndoor spacesHospitality

4.83 out of 5 average rating, 274 reviews

Apartment in Largo

Upper Old Oaks Bungalow 15 min to Clearwater Beach

Indoor spacesKitchenOutdoor spaces

Family-friendly home rentals with a 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

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 50 reviews

Private Pool Oasis | 4BR • Game Room • Mini Golf

KitchenFamilyOutdoor spaces

5 out of 5 average rating, 21 reviews

Home in Belleair Bluffs

Private Heated Pool Home Mins to Indian Rock Beach

FamilyKitchenComfort

5 out of 5 average rating, 4 reviews

Home in Clearwater

Providence Cove | Heated Salt Pool • Sleeps 12

FamilyTVAmenities

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, 181 reviews

Poolside Palms Pool & Gameroom - Mins to the beach

FamilyIndoor spacesComfort

5 out of 5 average rating, 6 reviews

Stargazing Giant Hammock/HeatedPool/Spa/Near Beach

FamilyKitchenNearby

4.94 out of 5 average rating, 33 reviews

Waterfront, Screened Lanai, Pool, King Beds, BBQ

KitchenIndoor spacesView

A tranquil waterfront view is captured during sunset, featuring a heated pool and spacious hot tub. Surrounding palm trees add a touch of greenery, while the Belleair Bridge is visible in the distance against a colorful sky reflected in the water.