Family-friendly vacation rentals in Harbor Bluffs

4.89 out of 5 average rating, 219 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 !

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.

4.88 out of 5 average rating, 273 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!

Superhost

A unique dome structure is surrounded by a landscaped area featuring low plants and trees. The exterior is composed of light-colored bricks, while two arched windows provide natural light. A tall tree with hanging moss is visible alongside the dome, contributing to the serene setting.

Dome in Largo

4.88 out of 5 average rating, 348 reviews

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

4.97 out of 5 average rating, 382 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 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, 177 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.

Superhost

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, 108 reviews

Heated Pool and Spa | 5 min to beach

** This house has no checkout requirements - just take your belongings and close the door on your checkout day. ** Experience the ultimate beach vacation in our stunning 3BR home, boasting a brand-new (Jun 2023), upscale pool for leisurely days under the sun and huge in-ground hot tub for relaxing evenings. The fully-equipped kitchen, thoughtfully arranged, provides all modern amenities. Each bedroom, with its plush bedding, is perfect for relaxation after a day’s activities.

4.99 out of 5 average rating, 102 reviews

A silhouette of a person stands on a paddleboard, gliding over shimmering ocean waves. The sun's reflection creates a sparkling pathway on the water, enhancing the serene atmosphere of the coastline.

Guest suite in Seminole

Pesky Pelican Studio 3 miles to Madeira Beach

Relax and recharge in this cozy studio-perfect for 2. This property is located in a friendly, laid-back neighborhood just a 6min drive to Madeira Beach. Easy access to several gulf beaches, bars, restaurants and airports. Spend the day relaxing on the patio or fun in the sun at the beach. Book one of the many adventure tours out of Johns Pass Village and make this a vacation you won’t forget! Tiki Boats/Jet Ski/Parasail. Queen bed, coastal tiled bathroom, kitchenette, patio

4.96 out of 5 average rating, 103 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

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!

4.84 out of 5 average rating, 271 reviews

A tranquil bedroom features a queen-sized bed with a patterned blue quilt and decorative pillows. Soft lighting from two bedside lamps enhances the calm ambiance. A ceiling fan is positioned above, and art pieces are displayed on the walls. A doorway leads to other areas of the apartment.

Apartment in Largo

Upper Old Oaks Bungalow 15 min to Clearwater Beach

NOTE: We lost two big trees in the backyard so the paving walkway is a little out of sorts & the train track in the back is visible. Please check post-hurricane photos of the backyard. We priced it accordingly. If any of these concern you, we encourage you to book elsewhere. Apartment is newly remodeled. New kitchen & bathroom w/ standing shower (no tub). New photos soon! You're renting half of a duplex. You will be staying upstairs.

4.93 out of 5 average rating, 117 reviews

Swim-Out Bedroom, Waterfall pool! The Peace Place

Unique tropical oasis complete with swim out bedroom 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 Rental beach truck available at the home when you arrive. Inquire.

5 out of 5 average rating, 203 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.

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.