Holiday houses in Gulf Harbors

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Top-rated holiday rentals in Gulf Harbors

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Top Guest favourite

The exterior of the retro home features a gravel driveway bordered by illuminated garden lights, creating a welcoming ambiance. Two front doors are framed by windows, and potted plants add a touch of greenery. A white fence encompasses the property, enhancing its charm against a twilight sky.

Home in Holiday

4.95 out of 5 average rating, 191 reviews

King Bed Luxury & Queen 2/1/1—Patio+Laundry+3TVs

Transport back to the 50’s when staying at this coastal retro 2 BD/1BA home. The charming mid-century design throughout boasts top-of-the-line amenities including 3 Roku Smart TV’s, a fully equipped kitchen, a delightful King & Queen mattress, a dedicated workspace, an enclosed garage, outdoor patio, beach towels, a washer & dryer. Indulge in all the luxuries while being near Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi), Honeymoon Island State Park(16.2mi), several restaurants & more!

Top Guest favourite

Home in New Port Richey

5 out of 5 average rating, 8 reviews

Waterfront, Fishing, Firepit @ The Pier Cottage

Escape to The Pier Cottage, a stunning waterfront house in New Port Richey, Florida! This beautiful property offers breathtaking water views and a serene atmosphere, perfect for a relaxing getaway. With three spacious bedrooms and 3.5 bathrooms, there's plenty of room for families or groups. Enjoy modern amenities like a fully equipped kitchen, air conditioning, and Wi-Fi. Outdoor features include a BBQ grill, a complimentary pier to park your boat and kayak/jet ski ramp, fire pit, and a patio f

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, 170 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

Top Guest favourite

An aerial view reveals a spacious residential area with waterfront properties, showcasing a variety of rooftops and well-maintained yards. The nearby canals and waterways are visible, along with the open Gulf of Mexico in the distance, illustrating the community's scenic and accessible location.

Home in New Port Richey

4.96 out of 5 average rating, 48 reviews

Reel Life

Bring your Boat/ jet ski! Boats no larger than 26 ft. Park your own boat at our private dock - includes direct access to the Gulf of Mexico for your out shore fishing and the local sand bars and islands. Enjoy salt water fishing from your own private dock. Relax with the whole family at this peaceful completely updated home. Enjoy kayaking on the canal looking for manatees, sea turtles and dolphins. If you don't have a boat no problem boat rental just a couple minutes away. Enjoy our home !!

Top Guest favourite

A spacious outdoor area features a heated saltwater pool and hot tub, surrounded by light-colored tiles. Palm trees provide shade, and seating is arranged along the poolside. The dock extends into the water, showcasing a tiki hut and boats in the distance under a clear sky.

Home in New Port Richey

5 out of 5 average rating, 16 reviews

Beach Gulf Oasis-Pool, Elevator, Tiki Hut & Dock

Bring the entire family to this stunning Gulf-front getaway, just minutes north of Clearwater! This luxurious 5-bedroom, 4-bathroom retreat comfortably sleeps 14 and is thoughtfully designed with accessibility, comfort, and unforgettable experiences in mind. Whether you're watching breathtaking sunsets from all 3 levels, relaxing in the heated saltwater pool or hot tub, or enjoying a meal under the tiki hut with outdoor TV, this home has everything you need for a perfect Florida vacation.

Guest favourite

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Holiday

4.91 out of 5 average rating, 133 reviews

Sunny Pool Home • Near Tarpon & Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

Guest favourite

A heated saltwater pool is framed by a spacious patio, featuring several lounge chairs. A pink flamingo float adds a playful touch to the water. The view includes surrounding palm trees and a serene waterway, enhancing the outdoor relaxation space.

Home in New Port Richey

4.89 out of 5 average rating, 19 reviews

Waterfront Oasis

Ideal for boating (rentable boat lift) , fishing, and kayaking/paddle boarding or exploring nearby islands. Bring your own boat. . Breathtaking sunrises and sunsets from patio. Heated saltwater pool (upon request and $50 fee daily) Grill in the outdoor kitchen. The master bathroom offers a private commercial grade steam room. Enjoy a dedicated pool table room with a fireplace, a retro gaming station and many family board/card games. Pets are welcome with a $450 non refundable fee.

Top Guest favourite

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

Guesthouse in Tampa

4.97 out of 5 average rating, 129 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

Top Guest favourite

An outdoor seating area is situated on a lawn, featuring a small black table and two chairs. The view includes the serene Pithlachascotee River, along with a dock and decorative features, framed by lush trees and greenery.

Guesthouse in New Port Richey

5 out of 5 average rating, 197 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

Superhost

An aerial view showcases a luxury home with a bright exterior and a tiled roof, surrounded by lush palm trees. A sparkling pool can be seen adjacent to the home, with a deck overlooking a deep water canal, and boats moored at the private dock.

Home in New Port Richey

5 out of 5 average rating, 9 reviews

Waterfront Home - Private Marina, Piano, Roof Top

Luxury waterfront retreat featuring a private pool, rooftop deck, game room, kayaks, and 200’ of deep‑water canal frontage with two boat slips. Enjoy spacious coastal living, stunning Gulf‑view sunsets, and resort‑style amenities in a quiet gated community—just minutes from beaches, dining, and downtown New Port Richey. Perfect for families, boaters, and relaxing getaways.

Guest favourite

A light-filled living room is furnished with a teal sofa, patterned ottoman, and two wooden chairs. A ceiling fan circulates air, while a floor lamp adds gentle lighting. The kitchen area is visible, equipped with modern appliances and a breakfast bar.

Apartment in New Port Richey

4.97 out of 5 average rating, 70 reviews

Walk Everywhere! 1-Bedroom Gem in Downtown Hub

Carpe Otium #1 - Stylish 1BD/1BA duplex just one block from Railroad Square in downtown New Port Richey. Walk to restaurants, shops, nightlife, and the riverwalk. Newly renovated and nestled under grandfather oaks, this cozy retreat offers smart locks, high-speed WiFi, and two TVs with Netflix and Prime. Enjoy all the comforts of home in a peaceful, central location.

Top Guest favourite

A spacious screened-in patio features a heated pool surrounded by tiled flooring. Several lounge chairs are positioned near the water, offering relaxation options. The area is bordered by lush greenery, and large sliding doors lead into the home, enhancing accessibility to both indoor and outdoor spaces.

Home in New Port Richey

5 out of 5 average rating, 15 reviews

3 Bedroom Waterfront Pool Home, sleeps 8, Seaway

3 Bedroom Waterfront Home with a Pool, sleeps up to 8! This lovely 2058sf 3-bedroom, 2.5 bath home rests at the end of a canal leading to the Gulf of Mexico. Romp in the lovely inground heated pool, fish in the canal off of the new dock, or watch TV poolside! Sorry, guests cannot bring or dock a boat, however guests may fish off of, or lounge on the dock.