Beach house holiday rentals in Clearwater Beach

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.

4.96 out of 5 average rating, 24 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.

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Home in Madeira Beach

4.87 out of 5 average rating, 97 reviews

Lux Madeira Beachfront Home

Wake up to endless Gulf views in this rare single-family beachfront home w/ direct access to the sand. Set directly on Madeira Beach, this coastal retreat offers multiple levels of living, incredible natural light, and panoramic views throughout. Designed for relaxed beach living, the home features an outdoor BBQ, patio & balconies & everything needed for effortless days on the shore, including beach gear. Unmatched views, privacy, and location make this a truly special beachfront escape.

5 out of 5 average rating, 28 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!

4.98 out of 5 average rating, 50 reviews

An aerial view captures the beach retreat nestled amid surrounding buildings. The serene shoreline is visible in the background, while the sandy area, bordered by palm trees, stretches toward the ocean. Nearby structures and parked cars indicate convenient access to local amenities.

Home in Treasure Island

Sunshine Lane

Treasure Island is waiting for you at this 3-bedroom retreat on the beach. Enjoy the privacy of your own home, while still being walking distance to John's Pass and a variety of other restaurants and bars. Your 2 story deck overlooks the ocean and is equipped with a grill, hammocks, lounge chairs, ping pong table, foosball table, cornhole set, and more. Enjoy the relaxing views from the comfort of your home, or walk downstairs and put your toes in the sand. Book now, paradise awaits.

The backyard features a heated hot tub and an above-ground pool, surrounded by tropical landscaping. Lounge chairs are positioned on the gravel near the pool, providing a relaxing atmosphere. String lights are hung overhead, offering gentle illumination in the space.

4.98 out of 5 average rating, 221 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

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A spacious living area is highlighted by large arched windows, allowing ample natural light. A coffee table with a wood finish is centrally placed on a patterned rug. Two comfortable sofas are adorned with decorative pillows, and a dining area is visible in the background.

4.88 out of 5 average rating, 155 reviews

Luxury 3 Bedroom Beach Home with Game Room!

The perfect beach home DOES exist! Perfectly positioned 2 blocks away from direct beach access, kick up your feet & relax in our cozy 3 bedroom + 2.5 bathrooms with a killer garage space turned game room! While you’re not soaking up the sun on the beach, hang out downstairs and battle it out between air hockey, foosball, giant Jenga & Connect 4 and board games such as Cards Against Humanity. You'll feel right at home in our newly renovated & professionally decorated vacation home!

5 out of 5 average rating, 20 reviews

Bougie Bungalow: Golf Cart | Pizza Oven | 1 GB WiFi

Bougie Bungalow ~ Waterfront Remodelled Retreat with Golf Cart & Dock! ★ "One of the best features in this house were the beds! Amazingly comfy!" ☞ Patio w/ outdoor kitchen, BBQ, pizza oven ☞ 2 Master suites: w/ king + bathroom ☞ Beach essentials (chairs + wagons) ☞ Fully equipped + stocked kitchen ☞ Espresso + Nespresso machine ☞ Parking w/driveway (4 cars) ☞ Multiple smart TVs ☞ 1 Gbps WiFi 4 mins → DT Indian Rocks Beach 22 mins → St. Pete–Clearwater International Airport ✈

4.92 out of 5 average rating, 145 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

4.9 out of 5 average rating, 10 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.

5 out of 5 average rating, 9 reviews

Home in Treasure Island

High tide hideout

Escape to this laid-back 1-bedroom, 1-bath apartment just a 2 block walk from the gorgeous beaches of Treasure Island 🌊 we provide beach chairs and gear to make your stay even better. Located near John’s Pass Village, you’ll be minutes from top restaurants, boat rentals around the corner, shops, and many waterfront activities. Enjoy sunny beach days and stunning Gulf sunsets. This cozy coastal space is perfect to relax and recharge.☀️🏝️👙🌊

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