Holiday rentals in Saint Joseph Sound

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Top-rated holiday rentals in Saint Joseph Sound

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Top guest favourite
A cozy living area showcases a modular blue sofa, adorned with soft pillows and a warm throw. A light wooden coffee table rests in the center, complemented by decorative items. Natural light enters through a window, creating a bright and welcoming atmosphere.
Cottage in Dunedin
4.99 out of 5 average rating, 363 reviews

Walk to Downtown and Waterfront - Private Yard

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

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 169 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite
An outdoor tiki seating area features comfortable wicker furniture arranged around a circular table. Soft cushions in shades of blue add a pop of color. A thatched roof provides shade, and tropical plants enhance the inviting setting.
Guest house in Palm Harbor
4.9 out of 5 average rating, 84 reviews

Beachy Abode: 7 Min to Shore

Welcome to your tropical Palm Harbor paradise! This stunning coastal-themed house offers two bedrooms and two bathrooms, with two queen beds and one bunk bed. Feel like you're staying in a high-end hotel with all the amenities of a home. The tropical tiki outdoor seating area and tiki bar with a grill are perfect for unforgettable evenings. Located 10 minutes from Honeymoon Island, 24 minutes from Clearwater Beach, 2 minutes from downtown Palm Harbor, and 12 minutes from downtown Dunedin.

Top guest favourite
Home in Palm Harbor
5 out of 5 average rating, 27 reviews

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!

Top guest favourite
A private backyard pool area is featured, showcasing a clear blue in-ground pool surrounded by lounge chairs and sunbeds with striped cushions. Lush greenery and potted plants add a tranquil touch, while a shaded umbrella stands at one end for comfort.
Guest house in Palm Harbor
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
A spacious bedroom is adorned with modern decor. A large bed with textured pillows is positioned across from two stylish chairs and small side tables. Natural light filters through three windows, creating a bright and airy atmosphere.
Flat in Dunedin
4.96 out of 5 average rating, 276 reviews

Private Balcony Apt Overlooking Dunedins Main St

This newly updated studio apartment is located in downtown Dunedin on Main Street. The large private balcony is the real gem. Inside you’ll find quality furnishings and attention to detail throughout. We are centrally located to both Tampa and St. Pete. Our award winning white sandy beaches are a short drive from the unit. Steps from your door you’ll find shopping breweries and dining options to please just about all. This unit is above a Pub/Bar, noise may be an issue.

Top guest favourite
A bright living area is featured, with light streaming through white-blinded windows. A soft, cream-colored sofa is positioned next to a cozy armchair, complemented by a patterned area rug. A small potted plant and a woven pouf add natural elements to the space.
Home in Palm Harbor
4.95 out of 5 average rating, 22 reviews

Crystal Beach Cottage

Take a break and unwind at this peaceful oasis in Crystal Beach. Walking distance to the waterfront park where you’ll see the most beautiful sunsets and can go for a stroll on the waterfront walking trail. The Pinellas Trail is also steps away where you can rent or bring your own bike and enjoy the local breweries and restaurants. Crystal Beach is centrally located to several beaches and less than an hour from beautiful fresh water springs and everything Tampa has to offer.

Guest favourite
A charming farmhouse exterior is showcased under large trees, with a welcoming front porch featuring red seating and decorative plants. A spacious gravel parking area is visible, complemented by a green landscape in the background, enhancing the tranquil setting.
Home in Palm Harbor
4.91 out of 5 average rating, 152 reviews

Peaceful Pet friendly 2 BR cottage with hot tub.

Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today and experience the tranquility of country living!

Superhost
Home in Palm Harbor
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
An outdoor patio space features a sectional couch in light blue, paired with a coffee table. Bright turquoise Adirondack chairs are positioned nearby under a pergola with retractable shade. The enclosed backyard is visible, showcasing green grass and a white fence surrounding the area.
Home in Palm Harbor
4.98 out of 5 average rating, 61 reviews

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

Top guest favourite
The image captures a serene view of the canal with calm, reflective waters. Lush greenery lines the banks, while several boats are seen docked along the shore. Bright sunlight illuminates the scene, highlighting the tranquility of the waterfront setting.
Home in Palm Harbor
4.99 out of 5 average rating, 108 reviews

Tarpon Lake Escape LLC

Key West-inspired, newly furnished house on Lake Tarpon. Decorated in bright Key West style! 3 bedrooms, 2 bathrooms, 2 porches, and a ping pong table on a corner lot with over 190 feet of water property. One of the best properties on the lake! Innisbrook Golf Resort is 1/2 mile away Clearwater Beach 15 mi Tarpon Springs Sponge Docks 5 mi Downtown Dunedin 9.6mi Honeymoon Island 8.7mi TPA airport 20mi Raymond James Stadium 20mi

Top guest favourite
An open-concept kitchen and living area showcases modern design elements. A large island with a sink and sleek countertop is highlighted, accompanied by elegant pendant lighting. Expansive windows bring in natural light, while a comfortable seating area and dining space are visible in the background.
Townhouse in Dunedin
5 out of 5 average rating, 42 reviews

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.

Popular amenities for Saint Joseph Sound holiday rentals