Family-friendly holiday rentals in Harbor Bluffs

4.86 out of 5 average rating, 177 reviews

A bright and airy suite features a comfortable sleeping area with a flat-screen TV mounted on the wall. A kitchenette is visible, alongside a private gym corner with motivational wall art. Nearby, beach accessories are neatly organized, emphasizing convenience for guests.

Guest suite in Largo

Private Suite · Patio · BBQ · GYM · Beach: 5 Miles

☀️ Private Suite: Exclusive Entrance & Patio ☀️ ✈ TPA Airport - 25min ✔ 15 min to Clearwater Beach ✔ 1 Bedroom: Queen Bed + Sofa Bed (Sleeps 4) ✔ 46" LED TV: Netflix & Amazon Prime included ✔ Private Fitness Room ✔ Full Bathroom: Shower & Hair Dryer ✔ Kitchenette: Mini Fridge& Freezer, Microwave, Induction Burner, Tea&Coffee Maker ✔ Private Fenced Patio: Table, 4 Chairs, Gas Grill ✔ Beach Chairs, Umbrella, Roller Cooler ✔ Fast Free WIFI : Streaming & Work ✔ Personal A/C Unit ✔ 2 FREE Parking Spots

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!

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, 184 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.

4.94 out of 5 average rating, 126 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.

4.94 out of 5 average rating, 125 reviews

Flat in Clearwater

Central Clearwater 2 bdrm Duplex Apt.

Keep it simple at this peaceful and centrally-located, spacious, newly renovated 2 Bedroom apartment. Strong Wifi, Top Quality Mattress, Stainless Steel appliances, Washer and Dryer in the unit, and free parking on your side of the driveway. Some outdoor seating. Gas grill. Clearwater Beach is a straight drive West (about 4 miles, or 15 minutes).

A well-lit bedroom features a spacious bed adorned with a patterned quilt and decorative pillows. Soft lighting is provided by two bedside lamps, while a window with sheer curtains allows natural light to filter in. A small desk is positioned near the window.

4.86 out of 5 average rating, 250 reviews

Quaint Cottage 5 miles to the beaches

The cottage features a fully fenced yard, ideal for guests traveling with pets. Relax on the small covered patio with your morning coffee or enjoy an evening under the stars. Inside, you’ll find everything you need for a comfortable stay, including a full kitchen, in-unit washer and dryer, and cozy living spaces.

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

Short term rental studio for vacation with friends, romantic getaway or business trip within 3 miles to the beach. Private outdoor space with garden, seating area, and BBQ. Fast internet for streaming or working. We have all the essentials covered so just bring yourself and be prepared for a nice relaxing time.

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

A private backyard features a heated swimming pool surrounded by lounge chairs and a hammock. Colorful inflatable rafts float in the water. Shade is provided by a patio umbrella over a dining table, creating a perfect space for relaxation and outdoor enjoyment.

4.98 out of 5 average rating, 131 reviews

[Top Pick] Family Fun Oasis | Heated Pool, Hot Tub

4.96 out of 5 average rating, 190 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guest house in Dunedin

Tiki Hut Cottage

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, 171 reviews

The Paradise Cove No. 1

4.9 out of 5 average rating, 112 reviews

Home in Clearwater

Clearwater Escape • Pool • Spa • Pet Friendly

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.

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

4.99 out of 5 average rating, 328 reviews

A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.

Home in Seminole

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 142 reviews

An outdoor area features a large black and white checkered board for giant chess and checkers. A heated pool is visible through a screened enclosure, surrounded by vibrant greenery and soft grass. Sunlight reflects off the water, creating a bright and inviting atmosphere.

Home in Pinellas Park

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

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

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

Flat in Indian Rocks Beach

A heated pool area features a curved blue swimming pool surrounded by a stone deck. Several lounge chairs are positioned around the pool, and umbrellas provide shade. Lush palm trees are visible in the background, contributing to the relaxed atmosphere.

4.97 out of 5 average rating, 135 reviews

Coral Reef~90° Heated Pool~Remodeled~2 min 2 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!

Guest suite in St. Petersburg

A welcoming exterior showcases a bright yellow door framed by grey walls and distinctive column accents. Lush green grass surrounds the entrance, complemented by flowering shrubs near the pathway. Two large windows allow natural light to illuminate the space, creating an inviting first impression.

4.91 out of 5 average rating, 280 reviews

Sweet & Simple guest suite Close to Everything.

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

Superhost

A peaceful heated pool area is framed by a tranquil beachfront. Loungers are arranged around the pool, with the ocean and a warm sunset visible in the background. The building's facade features balconies, offering a glimpse of the inviting coastal scenery.

Apartment in Belleair Beach

4.84 out of 5 average rating, 100 reviews

Courtyard View - Steps From The Sand - Pool

The entrance to the Avalon condo complex is presented, featuring a decorative fountain surrounded by lush greenery and palm trees. A welcoming sign indicates the name of the property. The building showcases a well-maintained façade under a clear blue sky.

4.88 out of 5 average rating, 111 reviews

Amazing main floor condo at Avalon

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.

4.94 out of 5 average rating, 145 reviews

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

Superhost

The heated swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing atmosphere. The pool area features a spacious deck with light-colored paving, while nearby buildings provide a serene backdrop, enhancing the inviting outdoor setting.

4.81 out of 5 average rating, 164 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

5 out of 5 average rating, 122 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 saltwater pool & beaches

Flat in Indian Rocks Beach

A heated pool is surrounded by palm trees, with two blue sunshelf loungers partially submerged in the water. Spacious chaise loungers are positioned around the pool area, featuring a light-colored stone deck and privacy provided by a wooden fence in the background.

4.97 out of 5 average rating, 143 reviews

Triplex- walk to beach, heated pool, bikes

A spacious pool area features a large, inviting blue pool surrounded by lounge chairs and palm trees. A hot tub is situated near the pool, with umbrellas providing shade. The buildings of the gated community are visible in the background.