Holiday rentals in Saint Joseph Sound

Walk to Downtown and Waterfront - Private Yard

Steps to Main Street and minutes to beaches, yet tucked away on a quaint prime downtown street. Private yard with grill in terrific location. Walk to restaurants, breweries, shops, and live music. Walk to Dunedin's gorgeous sunsets or drive minutes to award-winning beaches such as Honeymoon & Caladesi Island & Clearwater Beach. Sleeps 6. Two king bed suites and a luxury leather couch that sleeps 2 more. Loaded for kids, pets and beach days. Treat yourself and book this Dunedin favorite today!

Lakefront home near beaches w/ waterview, pets ok

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

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!

Palm Harbor/ Innisbrook/ 1 bedroom apartment

This Palm Harbor, Florida condo is a great place to relax and is centrally located to many attractions. This updated apartment is equipped with a fully stocked kitchen. - 3 mi from Crystal Beach. - 5 on-site restaurants including Packard's Steakhouse and Market Salamander Grille. Osprey Bar and Turnberry Pub are also offer extensive wine and beer menus. - 2 mi from the Gulf of Mexico. - 10 minutes' drive from Honeymoon Island - 23 mi from Tampa International Airport.

Escondido Boutique Bungalow in Crystal Beach

This quaint 2 bedroom cottage is perfect for couples to get away. There is so much here to explore. From exceptional restaurants and breweries to the beaches and PinellasTrail. If you have a boat bring it! Two minutes away we have the Sutherland Bayou Boat Ramp. Come and visit our quaint Crystal Beach, you will return again! You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night.

Airy Ozona East on the Gulf! Newly Renovated

Welcome to beautiful Ozona, Florida. Gulf of Mexico just steps away! Walk/ bike to local Seafood & Bars in Ozona or on the near by Pinellas trail. Newly renovated apartment in a triplex with custom kitchen, bathroom, living room and bedroom with new mattress. Approx 5 miles to lively Downtown Dunedin, Honeymoon Island and Clearwater Beach! Relax in this custom Florida home. A bright, clean and airy home away from home !

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

Welcome to Island Oasis, your waterfront paradise in Palm Harbor, FL! ☀️🌊 This 3BR, 2BA retreat sleeps 8 and is minutes from Dunedin, Tarpon Springs, and Honeymoon Island. Start your day with coffee on the private dock, explore beaches or bike the Pinellas Trail, then unwind with stunning sunsets over the water. Perfect for families, couples, or friends—come experience true island life in your own slice of paradise! 🌴

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Bungalow on Bay

Nestled in the heart of the charming coastal town of Ozona, Florida. Guests have access to this home in a charming, walkable neighborhood near restaurants, a brewery, and joining the locals at the end of the street as they gather by the Gulf for sunset. Just a short drive to Clearwater Beach, Downtown Palm Harbor, Dunedin and the famous Sponge Docks in Tarpon Springs. Come enjoy the easy-going charm of Ozona.

Quiet Locale King Beds 1 Mile To Honeymoon Island

Welcome to Mai Tai Suites Dunedin With over 200 online reviews ☞ 2 King Beds ☞ Parking Onsite 1 Space ☞ No Cleaning Fee ☞ Wifi ☞ 2 Smart TVs (largest is 65 inches) ☞ Dog Friendly ☞ Fully Equipped + Stocked Kitchen ☞ Self Check-In ☞ Onsite Washer + Dryer ☞ Beach Towels & Cooler Provided 》35 Mins to airport 》2 Mins to Honeymoon Island 》15 Mins to Clearwater Beach 》 Not Small Child Friendly age 13+ is OK

Rooftop+Balcony- Luxury Stay in Downtown Dunedin

These luxury townhomes were thoughtfully built as vacation havens in the heart of Downtown Dunedin, a place we proudly call home. Designed with privacy in mind, each home features professionally built lockout units between floors and neighboring townhomes, allowing guests to book individual spaces or entire homes - while always maintaining complete privacy and comfort.

Eat, Drink, Beach · Steps to Downtown

Welcome to Palm Paradise - a boutique coastal retreat tucked into one of the most walkable and charming pockets of Palm Harbor. Thoughtfully renovated with warm modern finishes and relaxed coastal touches, this space was designed to feel clean, comfortable, and effortlessly inviting whether you're here for a weekend getaway, extended stay, or remote-work escape.