Holiday rentals in Gulf Harbors

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Top-rated holiday rentals in Gulf Harbors

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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
4.97 out of 5 average rating, 175 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
The front exterior of Cooper Cottage features a welcoming porch with two black rocking chairs and potted plants. A pathway leads to the entrance, while large windows allow natural light to illuminate the space. Lush trees provide shade and a tranquil atmosphere.
Cottage in Tarpon Springs
4.99 out of 5 average rating, 179 reviews

Cooper Cottage: Cozy, Convenient and Comfortable

Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue.

Top guest favourite
An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.
Flat in Tarpon Springs
5 out of 5 average rating, 100 reviews

Waterfront studio w/Hot Tub and Putting Green

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

Top guest favourite
A swimming pool is surrounded by palm trees, offering a refreshing atmosphere. The clear water reflects the blue sky, and a glimpse of the waterfront is visible beyond the pool area. The serene setting encourages relaxation and enjoyment.
Home in New Port Richey
4.99 out of 5 average rating, 87 reviews

Waterfront Pool Dock Golf Boat Rent Beach 2K/2T/2b

This waterfront home, sitting on 220 feet of deep water dock, watch dolphins and manatees, has a relaxing, clean, contemporary décor, located in New Port Richey, FL and is able to sleep up to 6 people, two special comfort Kings and two comfort Twins. Golfers! High speed internet for working remotely, watching Smart TV and school work! 220' dock on deep water, so not suitable for any pets/animals or small children under 8 years old. ADT Cameras exterior only around house and Ring doorbell

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, 17 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.

Top guest favourite
A serene lakefront view is framed by tall trees draped with Spanish moss. A wooden dock extends into the calm water, providing a space for relaxation. Soft shadows are cast across the lush green lawn, inviting guests to enjoy the peaceful surroundings.
Cottage in Lutz
4.97 out of 5 average rating, 138 reviews

A little piece of Heaven

2 people max cozy cottage with all the amenities of home with a lakefront view. There's a firepit for those colder nights and kayaks & peddleboats for the more adventurous ones, or just sit back and take in some sun on our beautiful dock. Centrally located in between the Veterans Expressway and I 275, minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone, don't let your friends and family stay in a hotel, we've got it all waiting right here!

Top guest favourite
A private pool is set within a fenced area, with sunlight reflecting off the clear water. Lush greenery and palm trees are visible in the background, framing the tranquil canal views. Steps lead into the pool from a covered patio area.
Home in Port Richey
4.93 out of 5 average rating, 58 reviews

Waterfront Pool Home

Relax and Enjoy renovated home on waterfront communty. Enjoy your stay on a sprawling 3 bedroom 2 bath home with pool overlooking canal. Close to all fun Gulf water activities and amenities. Equipped with 2 smart TVs ready to tie into your streaming sevices. Includes high speed wifi internet. Savor your morning coffee with majestic sunrise poolside and lounge the afternoon carefree. Kitchen has granite counters and provides an inviting coffee station with beverage cooler.

Top guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.96 out of 5 average rating, 120 reviews

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 beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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.
Guest house 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.

Guest favourite
Home in New Port Richey
4.89 out of 5 average rating, 9 reviews

Home with access to the Gulf.

Relax with the whole family at this peaceful place to stay. The house has new pool with LED lights and water heater. You can see dolphins and manatee at the back canal of the house. Newly remodeled home with direct Gulf access, no bridge. Bring your boat and enjoy salt water fishing with a private dock. Perfect location, near to beaches, parks, restaurants and stores.

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
4.94 out of 5 average rating, 16 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.

Guest favourite
The exterior of a transformed school bus is displayed in a garden setting, surrounded by greenery. Warm lights illuminate the entrance, which features a wooden deck with seating. A stone path leads to the bus, enhancing the natural ambience of the private outdoor area.
Tiny home in Tampa
4.97 out of 5 average rating, 121 reviews

Cozy AF Medusa the Bus-Lux

Welcome to the Cozy AF Medusa: The Bus Lux! This one-of-a-kind school bus has been transformed into a luxurious tiny house, handcrafted with custom 3D-printed designs and Medusa-inspired decor. Every corner has been thoughtfully designed to tell a story, making your stay as immersive as it is unforgettable.

Popular amenities for Gulf Harbors holiday rentals

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