Holiday rentals in Saint Joseph Sound

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

Historic 1922 Home • Walk to Downtown & Blue Jays

Stay in a beautifully preserved 1922 Dunedin home passed down through 6 generations. Walk to downtown, restaurants, breweries, the marina, and the Trail. With 3 full bathrooms, and a prime location, this home offers character, and convenience What sets this home apart is its rare combination of location, space, and history — something you simply won’t find in typical vacation rentals. Thoughtfully maintained, this home offers a more elevated and memorable stay than standard listings in the area

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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!

The Nest Romantic Boutique style getaway

Where 'Key West meets French Quarter', the Nest Boutique at BananaBay is an invitation to the charm of old Florida, making it easy to plan your visit. Enjoy a cozy restful night in a Tommy Bahama style King bed. Whether it's restaurants and micro breweries, biking and walking trails, beaches and sunsets, your explorations begin right here. Bikes included! 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.

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!

Cozy Retreat! Walk to Crystal Beach/Park

Cozy Crystal Beach Retreat – Pet Friendly Enjoy this charming 2BR, 1BA home with queen beds and a pull-out sofa. Pets welcome with fee! Relax in the fully fenced backyard with picnic table, perfect for outdoor meals or your furry friend to play. Walk to the water or explore the nearby Pinellas Trail. Just minutes to downtown Dunedin (7 mi), Honeymoon Island (7.5 mi), Clearwater Beach (13 mi), and Tampa Intl Airport (22 mi). Ideal for couples, families, or a relaxing getaway!

Serene Locale King Beds 1 Mile To Honeymoon Island

Mai Tai Suites Dunedin with Over 200 Online Reviews Self-Check-In Beach Towels & Cooler Provided 2 King Beds Onsite Washer + Dryer Parking Onsite 1 Space No Cleaning Fee 2 Smart TVs 2 Mins to Honeymoon Island 15 Mins to Clearwater Beach Not Small Child Friendly age 13+ is OK Traveling with friends or family? Mai Tai Suites offers 6 beautifully maintained condos within the same peaceful property. This is perfect for groups wanting to stay close while enjoying private space.

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.

Gulf View on Bay: Newly Renovated

Your cozy getaway awaits in Palm Harbor at this enchanting house. Great view of the Gulf from the living room, back porch and upstairs bedroom. Nice relaxing front deck with rocking chairs. With two spacious bedrooms featuring king beds and a living room that includes a twin bed pullout, guests have plenty of room to relax. The two bathrooms offer both a soothing bathtub and a refreshing shower, perfect for unwinding after a day of adventure.

Coastal Cottage Near Beaches w/ Golf Cart Rental!

Driftwood Cottage is our charming coastal home in Palm Harbor, FL offering a relaxing and enjoyable getaway close to beaches and lots to do! ✨ Enjoy the breathtaking Florida sunsets from the front porch or unwind in the spacious backyard complete with a pergola, outdoor couch, and swing. Adventure seekers can Rent our Golf Cart, borrow bikes, fishing poles, & beach chairs! 🌴 Honeymoon Island - 10 min 🌴 Clearwater beach - 25 min

Walk to Main St and Waterfront, Mins to Beaches

Experience modern coastal luxury at this designer 2-bedroom, first-floor cottage in Downtown Dunedin. Steps from Main Street and a short stroll to waterfront sunsets, shops, restaurants, and nightlife. Minutes to Honeymoon Island, Caladesi Island, and Clearwater Beach. Beautifully designed and fully stocked for families, pets, and beach days. Treat yourself to the perfect coastal getaway at Barefoot Parrot Cottages.