Beach house holiday rentals in Clearwater

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, 64 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, 29 reviews

Home in Treasure Island

Tropical Oasis Near Treasure Island Beach

Welcome to The Break, your tropical escape near Treasure Island Beach. - 2 bedrooms, 1 bath for up to 4 guests - Soothing hot tub and BBQ in the tropical backyard - Fully-equipped kitchen for gourmet meals - Welcoming living room with smart TV and board games - Beach gear provided for your convenience - Step into our little corner of paradise at our newly refurbished property, a true family-friendly sanctuary with a Florida twist. - Short walk to local attractions and the 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.

4.87 out of 5 average rating, 30 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, 35 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!

4.95 out of 5 average rating, 22 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 from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy beach chairs, 2 kayak with a launche and fishing docks, walkable rentals, and a beach trolley every 30 minutes. Close to dining, live music, and beach-town fun. Please note: this is a pet-free property to help keep the space fresh and comfortable for all guests.

The backyard is highlighted by a heated pool and a hot tub, surrounded by white gravel and tropical plants. Cozy seating areas with lounge chairs and a hammock invite relaxation, while string lights above enhance the ambiance for evening enjoyment.

4.98 out of 5 average rating, 228 reviews

Luxe Beach House A/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, 67 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 ❤️

Superhost

5 out of 5 average rating, 4 reviews

Mel's Beach Retreat with Pool and Dock

Welcome to Mel's Beach Retreat, a stunning waterfront getaway. - 3 Bedrooms, 2 Bathrooms - Professionally decorated interiors with a dual fireplace - Chef’s kitchen with high-end appliances - Private dock with direct Intracoastal access - Resort-style outdoor living with a pool and outdoor TV - Complimentary kayaks and paddle board included This isn’t just a stay—it’s a waterfront experience. Book your getaway today and start living the Florida coastal dream.

4.92 out of 5 average rating, 151 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

Superhost

Home in Clearwater

4.9 out of 5 average rating, 10 reviews

Sandy Shores | Steps to Beach • Pet Friendly

SUNNY ORANGE STAYS presents… 🌴 Sandy Shores Unit 1 Discover a hidden gem in the heart of Clearwater Beach! This charming 2-bedroom single-level home puts you just seconds from the sugar-white sands and sparkling Gulf waters. Located right next to local favorites like Frenchy's Rockaway Grill and Palm Pavilion, it is pet-friendly too! Perfect for couples, small families, and fur babies looking to live the local beach lifestyle. Learn more below…👇

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