Beach house holiday rentals in Clearwater Beach

A private pool area is surrounded by a variety of patio furniture, including lounge chairs and colorful umbrellas. Palm trees provide shade, while inflatable floats are scattered in the water. The spacious deck features a mix of vibrant seating options, enhancing the outdoor leisure space.

4.95 out of 5 average rating, 60 reviews

Beach access! Private Pool! Whole house 2 Kitchens

This PRIVATE oasis has beach access off the pool patio, just a 2 minute walk down the shell lined Beach Trail! Boasting full remodel in 2025 with two kitchens & PRIVATE POOL, outdoor shower & multiple patio areas! Located on the beach side of Gulf Blvd, we are a fan favorite among returning guests who enjoy many restaurants within walking distance! Free Parking on property! 4 parking spaces included. Dock your boat just 3 blocks away at Harborside Marina! Golf cart rental also available nearby.

5 out of 5 average rating, 6 reviews

Newly Rnvtd 4BR Beach Retreat, Steps to the Sand!

Experience Indian Rocks Beach coastal luxury just steps from the beach! This spacious 4-bedroom, 3-bath apartment combines modern style, comfort, and family-friendly charm. Enjoy spa-like bathrooms, a fully equipped chef’s kitchen, and a private balcony for morning coffee or sunset views. Designed for families and groups, it’s the perfect retreat to relax, reconnect, and enjoy the best of beachside living. Private 2nd-floor beach apartment, stairs accessible only, that truly feels like home.

A dining area features a wooden table set for six with simple dishware. Surrounding the table, woven chairs offer a natural touch. A stone fireplace serves as a focal point, complemented by soft lighting and colorful artwork adorning the walls. An inviting living space is visible in the background.

4.86 out of 5 average rating, 28 reviews

Oceanfront Boho Bungalow Breeze

Step into the soul of Indian Rocks Beach with this newly restored stone beach cottage, offering direct access to the sand that blends nostalgic charm with modern luxury. This coastal gem is one of IRB’s original stone cottages, lovingly updated while preserving its unique architectural character. Inside, you’ll find a boho-inspired interior with all the modern conveniences. Walk barefoot from your door to the shore. This is not your average rental—it’s an authentic luxurious experience.

5 out of 5 average rating, 32 reviews

Home in Crystal Beach

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

An outdoor backyard area features a hot tub surrounded by palm trees and ambient lighting. Several Adirondack chairs are arranged around a small table on a gravel surface. Stairs lead to an upper level, creating a layered outdoor space for relaxation.

4.98 out of 5 average rating, 226 reviews

Luxe BeachHouseA/Heated Pool/2 min walk to Beach

Welcome to your home away from home. Sand, sun and ocean breeze are waiting for you. BeachHouse is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built four story house with nice and private backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation. BeachHouse is in a quiet neighborhood and walking distance from restaurants, bars and stores. BTR#2099

A cozy living area features brown leather couches arranged around a wooden coffee table, with a large TV mounted on the wall. Natural light filters through sheer curtains, creating a relaxed atmosphere.

4.85 out of 5 average rating, 62 reviews

WOW! Beach Front Cottage - Unbeatable Experience

⭐️ Welcome to "Somerset House" ⭐️ 🏠 Discover your beachfront coastal escape at this beautifully appointed 4-bedroom, 2-bath vacation rental in Indian Rocks Beach. This tropical retreat, nestled under a canopy of swaying palm trees, offers a peaceful sanctuary for up to 8 guests. Picture yourself unwinding in a hammock on the spacious, water-facing deck as you watch the sun dip below the horizon, casting golden hues across the Gulf. Professionally Managed by 👑 Emperor Rentals ❤️

4.93 out of 5 average rating, 149 reviews

High-end Beach heaven, Sleeps 10, 3 private decks!

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

4.94 out of 5 average rating, 17 reviews

Home in Redington Shores

Billy's Beach Bungalow

Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across the street from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy provided beach chairs, nearby kayak launch and fishing docks, walkable rentals, and a beach trolley running every 30 minutes. Close to great dining, live music, and classic beach-town fun, it’s the perfect spot to relax and explore.

4.99 out of 5 average rating, 117 reviews

An aerial view showcases a coastal area with a sandy beach and turquoise water. The newly built home is highlighted, situated across the street from the beach. Nearby structures and recreational activities are visible, illustrating the vibrant environment of the location.

Home in Madeira Beach

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

4.89 out of 5 average rating, 37 reviews

Two vibrant red Adirondack chairs sit on the sandy beach, overlooking the tranquil Gulf waters. Lush greenery and patches of grass frame the scene, while the horizon stretches into a clear, blue sky. A peaceful atmosphere is created by the gentle waves in the background.

Home in Indian Shores

Casa Del Sol | Private Beachfront, Pool Table

Welcome to Casa Del Sol! Get ready to relax and unwind at this charming 3-bedroom, 2-bathroom home, complete with its own scenic beach access. Whether you're sipping your morning coffee on the top balcony with stunning views of the Gulf of Mexico, or enjoying quality time with loved ones in the cozy outdoor sitting area downstairs, this little slice of paradise has everything you need for an unforgettable vacation. * Under new management

5 out of 5 average rating, 14 reviews

Home in Treasure Island

Stunning Gulf Views, Direct Beach Access #513SC

Directly on the beach — step outside and your feet are in the sand! This 2BR/2BA fifth-floor condo offers stunning Gulf views, a king in the master, queen in the guest, and a shared balcony for sunsets. Walk just 3 minutes to Caddy’s and live music. Private beach area out front, our team is in the area 24/7, and the location is unbeatable — peaceful mornings, fun nights, and the best views on Treasure Island!