Family-friendly holiday 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.

Apartment 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

4.83 out of 5 average rating, 279 reviews

Flat in Largo

Cozy Largo Studio

Fantastic studio consisting of a comfortable queen bed, and small kitchenette, perfect for a long term stay or weekend get away. Parking on premises. Unit was newly renovated and is impeccably kept. Minutes away from popular Indian Rocks beach / Belleair beach and clear water beach. Easy hassle free check in. (This is a one room studio with 1 queen bed as shown) this is a private apartment with its own front door. Not a shared space. Close to the Largo hospital, medical students welcome!

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, 275 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!

A side view of the duplex showcases a light grey exterior with landscaped front yard featuring varied plants and stones. A small pathway leads to the entrance doors, with a driveway visible at the back of the unit. Nearby trees provide a natural setting.

4.84 out of 5 average rating, 144 reviews

SeaSalt Gray Cottage 1 - few miles to beaches

Enjoy a stylish experience at this centrally-located place near Florida's beautiful beaches. This private, pet-friendly apartment has been outfitted with a beach/coastal theme to inspire your relaxing stay, and we hope you will enjoy our little slice of lovely Florida. We are minutes away from the scenic John S. Taylor Park, an excellent place for a picnic and other outdoor activities. Belleair Beach, Indian Rocks Beach, and Clearwater Beach are all within the 6-mile radius of this property.

4.96 out of 5 average rating, 211 reviews

A modern kitchen space features a marble countertop with two bar stools. Colorful wall art adorns the light-colored walls. Pendant lights hang above, casting a warm glow over the dining setup with turquoise dishes and a fruit bowl in view.

Guest house in Seminole

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

4.97 out of 5 average rating, 386 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, 183 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.

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.

4.91 out of 5 average rating, 109 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.

The living area features a cozy blue sectional couch adorned with orange accent pillows, creating a welcoming space. A round coffee table sits at the center, complemented by a patterned rug. Bright leaf-patterned wallpaper decorates the walls, enhancing the vibrant ambiance.

4.8 out of 5 average rating, 184 reviews

8min to Beach by car/King Bed/fenced yard/prking

🌞 Just 6 minutes from the beach, this freshly remodeled 1BR Largo retreat offers comfort and convenience in the heart of Florida living. Relax outdoors in the fenced turf yard or unwind under the covered carport seating area. 🚲 With the scenic Pinellas Trail right across the street and supermarket and restaurants within walking distance, everything you need is at your doorstep. Explore nearby Largo Central Park or take a quick trip downtown for dining and entertainment.

4.94 out of 5 average rating, 125 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, 206 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.

Guest suite in Clearwater

A modern bedroom features a spacious bed with grey upholstery and decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Framed artwork hangs above the bed, and a stylish table is placed nearby, accentuated by a small plant.

4.91 out of 5 average rating, 236 reviews

Home away from home!

This 1 bedroom guest house in Clearwater, is truly a fantastic retreat. Feel at home with all the amenities. Great location, safe surroundings, fenced private courtyard for smoking, 5 miles from Clearwater beach. Affordable, queen bed, kitchen, shower, Netflix, free driveway parking on premise. Thoroughly cleaned after every guest check out. Come and enjoy in this beautiful city.

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

4.93 out of 5 average rating, 111 reviews

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.

Flat in Largo

Cozy Studio w/ jacuzzi 5 mi to Beach - with yard

4.84 out of 5 average rating, 266 reviews

Dome in Largo

HoneyMoon Dome | Romantic stay

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.

4.88 out of 5 average rating, 170 reviews

The Paradise Cove No. 1

Home in Indian Rocks 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.

5 out of 5 average rating, 178 reviews

Piece of paradise in Indian Rocks Beach.

Campervan/Motorhome in Seminole

An outdoor area features a hot tub surrounded by a green lawn. A red umbrella provides shade over a seating arrangement that includes two blue chairs and a small table. A decorative bicycle in pink enhances the lively ambiance, along with string lights overhead.

4.88 out of 5 average rating, 191 reviews

Magical RV+ Private Hot Tub

4.95 out of 5 average rating, 129 reviews

A vibrant mural reading 'Sunshine State of Mind' adorns the exterior wall of the house near the saltwater pool. Smooth concrete surrounds the pool, and large windows provide a view into the inviting indoor space, contributing to a cheerful outdoor atmosphere.

Home in Seminole

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

4.91 out of 5 average rating, 110 reviews

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

Apartment in St. Petersburg

A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.

4.86 out of 5 average rating, 486 reviews

Waterfront condo on top floor @ Boca Ciega Resort

Family- and pet-friendly home rentals

Townhouse in Indian Rocks Beach

A multi-level condo building is shown, featuring a sturdy grey roof and pastel-colored walls. A paved driveway leads to garages below, framed by well-maintained landscaping. The backdrop reveals the Gulf of Mexico's turquoise waters and white sandy beach, with palm trees dotting the surroundings.

4.98 out of 5 average rating, 176 reviews

♥ BEACH CONDO ♥ NEW ♥ SLEEPS 10 ♥ 3 BD 2.5 BA ♥ U4

4.92 out of 5 average rating, 143 reviews

A stylish kitchen countertop features a decorative sign reading 'HOME sweet HOME' beside a woven basket filled with assorted items. Nearby, neatly arranged containers for salt and other spices complement the modern aesthetic, while a small succulent plant adds a touch of greenery.

Home in Clearwater

NEW! renovated duplex minutes from the Beach!

4.92 out of 5 average rating, 271 reviews

A charming Florida bungalow features a turquoise exterior with natural stone accents. The front porch is accessed by a concrete pathway lined with greenery, including tropical plants. A small entry door and window allow for natural light, framed by neatly placed shutters and landscaping.

Home in Barrington Hills

Wonderful family friendly home in Dunedin FL

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.

4.96 out of 5 average rating, 161 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.

4.97 out of 5 average rating, 104 reviews

5 Min Beach Escape | Pool & Game Nights

4.89 out of 5 average rating, 191 reviews

Flat in Clearwater

*Special Pricing* Studio Apt, 3 mi from beach

Guest suite in St. Petersburg

A spacious sleeping area features a large bed with white linens and a textured blue throw. Natural light filters through two windows adorned with light curtains. Decorative elements, including a small vase, add a subtle touch to the room's design.

4.82 out of 5 average rating, 366 reviews

Cozy St Pete Suite near beaches

4.96 out of 5 average rating, 223 reviews

A cozy guest suite is shown, featuring a spacious bed against a soft blue wall. A colorful octopus-patterned rug adds charm to the room. Nearby, a coffee station is visible alongside a potted plant, with a well-lit seating area in the background.

Guest suite in Seminole

Non Shared Space, Guest suite, Priv yard & Entry!

Family-friendly home rentals with a pool

Apartment in Indian Shores

A waterfront view showcases the community pier lined with palm trees, providing access to the Intracoastal waterway. The nearby building features balconies and patio furniture under blue umbrellas, enhancing the leisure atmosphere. Multiple docks extend into the clear water, inviting relaxation.

4.99 out of 5 average rating, 108 reviews

Blue Sea Renity -All in between Sunrise to Sunset

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, 149 reviews

Palm Oasis | Heated Pool | Near Beaches

Apartment in Belleair Beach

4.81 out of 5 average rating, 102 reviews

Condo On The Beach - Heated Pool - Self Check-in

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, 148 reviews

Poolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach

4.94 out of 5 average rating, 145 reviews

A modern living area features a large television mounted on the wall, framed by a stylish red console. Two comfortable chairs and a table are arranged in front of a sliding glass door, which opens to a private balcony with tropical greenery visible outside.

Apartment in Clearwater

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

4.95 out of 5 average rating, 111 reviews

A private backyard pool area is surrounded by lush tropical landscaping and tall palm trees. Comfortable lounge chairs are placed along the poolside, and a fenced perimeter provides seclusion. The clear blue water of the pool reflects the sky above, creating a serene environment.

Home in Seminole

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

Home in Indian Rocks Beach

A spacious living area showcases a large sectional sofa with colorful accent pillows. A light wooden coffee table is centered on a textured rug, while a flat-screen TV hangs on the wall opposite. Bright natural light filters through window treatments, illuminating the inviting ambiance.

4.97 out of 5 average rating, 129 reviews

Turtle's Nest-Golf Cart-Steps to Beach

An inviting outdoor space features a heated pool and a shaded area adorned with cafe lights. Two hanging egg chairs and comfortable seating arrangements complement the modern wooden furniture. The stylish striped rug enhances the atmosphere, while the pool's tranquil blue water is visible in the background.