Beachfront holiday rentals in Hillsborough County

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️Escape to Shore Thing🏖️ RENOVATED 2025 🌅Mesmerizing Sunsets: Capture breathtaking sunsets. 🐬 Spot Dolphins & Manatees: Experience the magic of marine life. ✨ Elegant Interiors: Revel in my chic, coastal, modern decor. 🚶 Steps from the Beach: Just a short stroll to the sandy shores and crystal-clear waters. 🍽️ Gourmet Kitchen: Cook your meals in the fully equipped, high-end kitchen. 👩‍💼 Customer-Centric Service: I am here to ensure your stay is nothing short of perfection.

2 bdrm/2 bath - Shore Haven Condo - Indian Shores

Welcome to Shore Haven - our Indian Shores Oasis! * Gorgeous 2 bedroom, and 2 bath condo in a peaceful 18-unit beachside community * Family-owned and managed * No high rise or noisy pool - just steps from the white, sandy beach! * Wake up to the sunrise over the intercoastal from the master bedroom, or unwind on the patio while enjoying the sunset over the Gulf of Mexico * Close proximity to all that the greater Clearwater/St Pete area has to offer * Beach trolley pick-up, just steps away

Tranquil One Bedroom Condo on Pass-a-Grille Beach

Located in the heart of historic Pass-a-Grille steps away from the Gulf beach. Live music, marine wildlife and beach combing abound! The colors of the sunsets don't even look real, but they are...they are amazing. PAG is mostly a quiet little historic town reminiscent of early Florida. For big savings, skip renting a car and just Uber from airport and use free ride or Uber to get around and Instacart to deliver groceries. It does get busy on weekends and holidays and parking can be tight.

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

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!

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Ocean Front Beach Condo Summer Sale

Escape to paradise at this beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Beachfront Condo w/ Ocean View - Newly Renovated!

Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.