Family-friendly vacation rentals in Belleair Beach

4.93 out of 5 average rating, 117 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.

Apartment in Largo

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

Short-Term Rental Studio Near the Beach — Relax, Unwind & Enjoy Privacy Escape to our cozy studio designed for vacations with friends, romantic getaways, or even a productive business trip — all just 3 miles from the beautiful Gulf beaches. Step outside into your private backyard oasis, featuring both sunny and shaded seating so you can lounge however you like. Enjoy a peaceful garden setting, a comfortable outdoor dining area, and a BBQ grill perfect for laid-back evenings at home. Inside, y

4.9 out of 5 average rating, 220 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

4.95 out of 5 average rating, 229 reviews

Two beach bungalows are visible on either side of the sandy pathway leading towards the shore. The vibrant blue bungalow is located on the left, while a pastel-colored bungalow stands to the right, both elevated on pilings. Lush greenery borders the sandy area.

Home in Belleair Beach

Steps to a Private Beach Clearwater Belleair

Looking better than ever! So many upgrades!. You will love our design! No surrounding construction - 100% 5 stars reviews after renovation. An amazing Key West style beach bungalow retreat 20 steps to the Shore. The bungalow is located on the third row of houses with direct access to the beach. 5-Star bright and spacious PRIVATE beach Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wan

4.97 out of 5 average rating, 134 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Apartment in Indian Rocks Beach

An aerial view captures a heated pool surrounded by lounge chairs and umbrellas. The pool features a unique shape and is bordered by paver stones. Nearby, a dining area and grill are visible, along with lush greenery framing the space.

4.94 out of 5 average rating, 140 reviews

Heated Pool! Steps 2 beach! Luxurious King bed

Everything is brand new in this completely renovated vacation rental. Located less than a block to the beach and across the street from a park. Enjoy the views of the pool & park from the unit or the private balcony. A luxurious $3,000+ King Puffy Royal Hybrid Mattress provided in the master bedroom will ensure you are sleeping well! Out back is a large HEATED pool, lounge chairs, dining tables, grill, fire pit and more. We provide all your beach needs, towels, umbrella, beach chairs, and more!

4.91 out of 5 average rating, 324 reviews

A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.

Guest suite in Largo

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

4.88 out of 5 average rating, 259 reviews

Modern/8min by car to beach/queen bed/Free parking

✨ You’ll adore this stylish getaway . Natural light fills the space, highlighting its modern furnishings & remodeled design, created just for your comfort. Conveniently located just 8 minutes from the pristine beaches and only a few blocks from vibrant downtown Largo🚲 With the scenic Pinellas Trail right across the street & supermarket & restaurants within walking distance, everything you need is at your doorstep. Explore nearby Largo Central Park or take a quick trip downtown for dining.

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.

4.82 out of 5 average rating, 105 reviews

Courtyard View - Steps From The Sand - Pool

We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway! No hidden fees or complicated check-out instructions. ☞ Free parking ☞ Pool ☞ AC ☞ Self check-in ☞ Full Kitchen Essentials (linen, towels, toiletries) are provided at the start of your stay. We recommend getting more supplies for extended stays. We are located on the beach at 3200 Gulf Blvd, Belleair Beach.

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, 167 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes IRB! Welcome to Mango, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

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, 179 reviews

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

✳ DAYDREAMERS ✳ This new Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer.

4.95 out of 5 average rating, 103 reviews

Apartment in Largo

Hidden Oasis #3, *construction discount!*

*Construction discount! The yards and upstairs apartment are undergoing renovations. Please note the seating on the decks is limited and there may be noise in this unit during the day from the work above.* Walk into this welcoming apartment and find your paradise! This cozy space has shared access to a large courtyard w/ grill & smoker. Short 10-minute drive to the best world-famous Gulf beaches. Free bikes! Come make yourself at home in this Hidden Oasis 🌴

4.93 out of 5 average rating, 105 reviews

Two beachfront bungalows appear side by side, showcasing distinct architectural styles. The blue bungalow features a balcony, while the other is elevated with a vibrant color scheme. Sandy ground and greenery frame the scene, illustrating a welcoming coastal environment.

Home in Belleair Beach

Steps to Private Beach Perfect Family Vacation

Full designer renovation and looking better than ever. Beach is expanded. 100% 5 stars reviews after renovation. 5-Star bright and spacious PRIVATE beachfront Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wants to spend a quality stay at the center of Belleair and Clearwater Beach. The house is perfect for 5 adults .

Popular amenities for Belleair Beach 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, 138 reviews

[Kids Favourite] Family Fun Oasis | Heated Pool, H

4.96 out of 5 average rating, 191 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.

Guesthouse in Dunedin

Tiki Hut Cottage

The exterior view features a well-maintained landscape with palm trees and lush greenery. A brick border outlines a mulched garden bed, enhancing the curb appeal. The entrance is flanked by a two-car garage, offering convenient parking. Sunlight brightens the scene on a clear day.

4.97 out of 5 average rating, 135 reviews

Crescent Beach House Pet friendly

4.91 out of 5 average rating, 177 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

Condo in Indian Rocks Beach

A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

5 out of 5 average rating, 101 reviews

Beach Days & Family Fun - Last Minute Openings

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, 180 reviews

Piece of paradise in Indian Rocks Beach.

4.85 out of 5 average rating, 495 reviews

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.

Condo in St. Petersburg

Waterfront condo on top floor @ Boca Ciega Resort

Townhouse in Clearwater Beach

The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.

4.99 out of 5 average rating, 117 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Family- and pet-friendly home rentals

Apartment in Indian Rocks Beach

A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.

4.95 out of 5 average rating, 203 reviews

Vintage Florida Beach Efficiency

4.92 out of 5 average rating, 118 reviews

A cozy living area showcases a dark sectional couch complemented by a decorative wall featuring framed artwork. A round mirror reflects light, while a nearby table with a geometric lamp adds warm illumination. Soft textures are provided by the area rug beneath.

Home in Seminole

Suite w/ Private Entrance

4.97 out of 5 average rating, 150 reviews

Home in Pinellas Park

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

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.

4.92 out of 5 average rating, 132 reviews

12 Mins to Beach | Patio&Grill | Fenced Yard

4.96 out of 5 average rating, 178 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

The outdoor space features a heated pool surrounded by a spacious patio. The clear blue water reflects the sky, with palm trees providing shade nearby. Lounge chairs are placed around the pool for relaxing in the sun.

4.95 out of 5 average rating, 123 reviews

Largo Poolside Paradise Heated Pool 10Min To Beach

4.96 out of 5 average rating, 240 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

Beautiful Private entry & yard, non shared space.

A shaded outdoor space features two hanging egg chairs and a wooden coffee table, surrounded by a striped rug. A comfortable seating area with a love seat and additional chairs faces the pool, while large glass doors provide access to the interior.

4.95 out of 5 average rating, 125 reviews

Palm Paradise - Family Amenities+Central Location

Family-friendly home rentals with a pool

A cozy dining area is positioned next to expansive glass windows offering a view of the ocean. A round table with two white chairs is complemented by rustic decor, while light-colored curtains frame the scene, enhancing the openness and connection to the seaside.

4.85 out of 5 average rating, 62 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

A sandy pathway leads to a tranquil beach, flanked by lush greenery and coastal plants. Gentle waves can be seen in the distance under a clear blue sky, creating a serene atmosphere that invites relaxation.

4.92 out of 5 average rating, 53 reviews

NEW Beautiful Beachfront Apt with Beach & Pool

A circular arrangement of six turquoise Adirondack chairs surrounds a central fire pit, which is built from stone. The area is laid out with white gravel and bordered by lush greenery, including palm trees, offering a cozy setting for outdoor gatherings.

5 out of 5 average rating, 23 reviews

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

4.99 out of 5 average rating, 145 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Condo in Clearwater

Seasalt Breeze - Easy pool access, Free parking.

Bungalow in Indian Rocks Beach

A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.

4.9 out of 5 average rating, 144 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

4.83 out of 5 average rating, 46 reviews

A modern kitchen features an expansive marble countertop with bar seating. Two pendant lights hang above, illuminating the space. Stainless steel appliances are seamlessly integrated, and a sliding glass door opens to a small balcony with outdoor seating for two.

Apartment in Clearwater

Avalon Sun-kissed Boutique: Luxury-free parking

A bright, inviting living space is revealed, featuring a comfortable sofa and a round coffee table. A modern kitchen with stainless steel appliances is visible, alongside a dining area with white chairs. Floor-to-ceiling windows offer views of the Gulf and fill the room with natural light.

4.82 out of 5 average rating, 60 reviews

BBC110 Renovated Beachfront Condo W/Pool