Beach house holiday rentals in Tarpon Springs

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.

Location · Biking · Accuracy

Amazing Heated & Screen Pool w/ Stunning Design!

🏡Step inside to discover a harmonious blend of comfort and style. The open-concept layout invites you to gather, dine, and relax with loved ones. The home features warm wood cabinetry, stone countertops, modern stainless-steel appliances, and tropical-inspired furnishings that make the space feel both upscale and inviting. Enjoy a resort-style screened pool area, complete with festive string lights, colorful floaties, patio seating, outdoor dining, and a covered tiki-inspired hangout space.

Family · Location · Bathroom

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!

Family · Location · Parks

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.

Family · Value · Bathroom

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

Family · Location · Hospitality

Hudson Waterfront Home "The Surf Shack"

We're not just a place to sleep at night; we're full of fun things to do! We are pool tables, foosball, board games, corn hole, and get togethers outside under the pergola. Use the dock to fish or spot wildlife or to simply relax. Our home is walking distance to Hudson Beach and Robert J. Strickland Park boat ramp! Ollie's on the Beach is 0.4 miles away and Sam's Beach Bar is 0.6 miles. We foresee lots of great sunsets in your future. Allow us to make your stay one of the best!

Location · Getting around · Checkout

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

Family · Location · Comfort

Near Trail & Pier | Crystal Beach Bungalow

Welcome to our 3-bedroom, 2-bath Crystal Beach home — a fully remodeled retreat with bright open spaces and a private backyard gazebo. • Fully updated interior with a modern coastal feel • Bright living area with a smart TV and fast WiFi • Fenced backyard with outdoor dining under the gazebo • About 1 block to the Pinellas Trail and 3 min drive to Crystal Beach Pier Settle in and enjoy an easy Palm Harbor stay with room to relax, cook, and head out on the trail.

Location · Accuracy · Walkability

Pool • Ocean View • Walk to Beach & Restaurants

- Wake up to ocean views from every room. - This Balinese-inspired coastal retreat blends modern luxury with tropical serenity. This fully renovated 2-bedroom, 1-bath oceanview retreat was thoughtfully designed to feel like a private Balinese escape on the water. Every single room features ocean views — from the bedrooms to the living area and kitchen. Natural textures, warm wood tones, and curated décor, create an elevated atmosphere the moment you walk

Location · Family · Condition

Gulf-Front Oasis | Stunning Sunsets +Nature Views!

Escape to Osowaw Oasis, a peaceful Gulf-front retreat on over an acre with 600' of waterfront. Enjoy breathtaking sunsets, coastal charm, and 2,000 sq ft of outdoor entertaining space. Lounge on the upstairs porch, launch kayaks, or watch for dolphins and manatees. Just 10 minutes from Weeki Wachee, this cozy, dog-friendly home is perfect for families, nature lovers, and anyone craving Old Florida charm.

Location · Family · Condition

Mobbly House

A cozy dwelling in the quaint neighborhood of Oldsmar. Golfcart town and 30 minutes from Clearwater Beach and Honeymoon Island state park. Mobbly House is across the street from Mobbly wildlife preserve nature park and beach on Old Tampa Bay with empower zip lines one mile away. Also check out our other listing, Fountain House if available.

Value · Location · Bathroom

Island Retreat w/ Hot Tub, Cold Plunge + Game Room

Escape to Indian Bluff Island in this relaxing Palm Harbor retreat featuring a hot tub, cold plunge, and a fun game room. Take the kids fishing at the marina just down the street, or unwind in your private outdoor spaces after a day at the beach. The perfect mix of island charm, family fun, and coastal comfort.

Location · Family · Cleanliness