Vacation rentals in Saint Joseph Sound

Walk Downtown and to Waterfront, Mins to Beaches

Steps to Main Street ! Experience modern coastal luxury in this stylish, spacious upstairs 2-bedroom cottage. Professionally designed and fully stocked. Walk to Main Street Dunedin or take the short stroll to gorgeous sunsets at the waterfront. Quick drive to award winning beaches--Honeymoon Island & Clearwater Beach. Walk to restaurants, shops, & breweries. Pet-friendly w/ 2 king beds, a sleeper sectional, & lovely treetop views. Treat yourself today and escape to the Barefoot Parrot Cottages.

Comfy 1BR Near Beaches & Sponge Docks

Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

New Guesthouse with Pool in Palm Harbor

This Brand new Beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

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!

Private pool, steps to gulf, fishing, bike trails

Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

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!

Modern Vintage Retreat | Walk downtown

Offering a vintage twist with all the comfort of a modern hotel, Unit (A) is the perfect spot for a quick getaway or long-term stay. Close to local beaches, golfing, shopping, and fine dining—this centrally-located condo is a short drive away from endless attractions. 🎯 Walk to Downtown Pal Harbor and enjoy its many incredible restaurants, bars, and more! 🚴‍♀️ Bring your bikes! You are located right next to the Pinellas Trail. 🐾 Pet friendly.

Luxury Tiny Home 1 Bed - 1 Bath Unit B "Sandy"

Charming tiny home in Downtown Dunedin! 1 minute walk and you're in the heart the vibrant boutiques, breweries, sunsets, delicious restaurants & nightlife of Downtown Dunedin! Clean and modern retreat is 15 minutes from the stunning Clearwater Beach. Bike on the Pinellas Trail, go to a baseball game, rent a golf cart or Play Golf. Enjoy a fully equipped kitchen for all your culinary needs. Enjoy the FL sun on the property's private pool.

Cozy Apartment Overlooking Downtown Dunedin

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. Second floor 1 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more. Sit on the front porch and see all Dunedin has to offer.

Crystal Beach King 1 Bedroom Apartment Queen Sofa

4th House from the Gulf of Mexico. Walk to Crystal Beach. NO PETS No Shared Spaces! Everything is private. Own 1 Bedroom Apartment with King Bed, Kitchen, Living Room, Own Thermostat, Queen Sleeper Sofa, Private Entrance, WiFi, Roku, Private kitchenette with refrigerator and coffee maker. No Smoking inside but Smoking permitted outside. Private Patio, Big Yard, Quiet and Peaceful.

Crystal Beach Pier- Sunsets, Bikes, beach gear

* Honeymoon/Caladesi Islands (10min) * Dunedin & Tarpon Sponge Docks (10min) * Walk to the St Joseph sound for sunsets/fishing * Beach chairs, towels and beach toys provided! * Pinellas trail - 55-mile loop for walk/bike * Outdoor space w/gas grill, gazebo, & patio furniture * 2 adult bikes provided * Dedicated work space