Beach house holiday rentals in Tampa Bay

Carissa B | Beachside Retreat | Golf Cart | Pool

Carissa Loft B🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!

Beach front cottage on Treasure Island, FL

Beautiful brand new cottage located directly on the Gulf of Mexico. Quiet and quaint, old style cottage that has miles of beach to walk and enjoy. The cottage is newly built, and includes state of the art bathroom and kitchenette. The kitchen includes fridge with ice maker, microwave, airfryer, induction cooktop, and fully equipped. The cottage is within walking distance to grocery store, trolley transit, dining, and is only 15-20 minutes to downtown St. Pete. Mainly weekly or monthly rentals.

Payton's Place | Private Heated Saltwater Pool/Spa

Slow down, settle in, and soak up the island pace of life. Your family will be close to everything when you stay at this centrally located private home — just a short stroll to local restaurants, charming shops, and the free trolley stop at the end of the street by the library. The white sand beaches and turquoise Gulf waters are only a 7-minute walk away. Spend your mornings at the beach, your afternoons by the heated saltwater pool, and your evenings under the stars in your private spa.

Lake by the Beach by Duncan Real Estate

Welcome to Lake by the Beach! This newly renovated and updated, lakeside family home in Holmes Beach, an easy walk to the glorious white beaches of Anna Maria Island. Enjoy the serene water view from almost every room. This house is very comfortable, with a fully equipped kitchen, large dining area, plush furnishings, flat screens, wireless, all linens and beach towels. The house has a split layout with one wing dedicated to the main suite and the other side of the house with a king ...

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!

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

LUX BEACH HOME*Gulf Views*Rooftop lounge*Steps2Bch

Experience elevated coastal luxury in this stunning beach retreat, just steps from the sand. Soak in breathtaking Gulf views from the second and third levels through expansive walls of glass, unwind by the resort-style pool and spa, and enjoy the rooftop lounge accessed by a striking spiral staircase. Designer furnishings, premium appliances, and sophisticated finishes create an unforgettable stay. Luxury, comfort, and spectacular views come together for the ultimate beach escape.

Luxury Waterfront Sunset Beach with Jacuzzi

Pure Luxury at Sunset Beach with a Premium Jacuzzi Live like a Celebrity at this spectacular waterfront 3 story house all to yourself in Sunset Beach!! Fresh and Completely Renovated with impressive views of the water from every level! Your own private dock where you can pull up your own jet ski or boat! This location extremely unique with full Waterfront access & view from the house, and you can walk just steps away to the perfect white sands & warm ocean on Sunset Beach

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

Luxe 4BR w/ Pool & Hot Tub- Mini Golf

Welcome to Ocean Rise by Ren’s Retreats—your private Florida family retreat designed for comfort, connection, and effortless coastal living. • 5 mins to Indian Shores Beach • 5–15 mins to Redington Shores, Indian Rocks & Madeira Beach • Minutes to parks, trails, dining & shops Unwind after sun-soaked beach days with space to gather, relax, and feel right at home. Please note: The primary guest must be 21+ and present for the full reservation.

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