House vacation rentals in Holiday

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Top-rated house rentals in Holiday

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Top guest favorite

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

4.94 out of 5 average rating, 177 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!

Guest favorite

A charming single-story home is set within a well-kept yard, featuring a vibrant red brick exterior. The front porch includes seating for relaxation, while a garage accommodates a vehicle. Lush greenery surrounds the space, enhancing the inviting atmosphere.

Home in Holiday

4.87 out of 5 average rating, 39 reviews

Simply Charming

Relax with the entire family at this peaceful place to stay. This two-bedroom home is simply charming. It is perfect for a romantic getaway or a family vacation. It a front and screened in back porch area with seats for relaxing mornings and evenings. It also has a washer and dryer. Central A/C and heating. It has all new appliances. It has a workspace, 2 large screen TVs. It's pet friendly. Completely fenced in backyard. Unique decor inside. Centrally located. Easy access to Tampa & St. Pete.

Guest favorite

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

Home in Holiday

4.97 out of 5 average rating, 78 reviews

Paradise!Renovated waterfront pool home.Sunsets!

No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

Guest favorite

Two black rocking chairs with Buccaneers branding are positioned on a light-colored deck. Lush green grass and palm trees frame the view, with a path leading to a screened-in patio visible in the background under a bright blue sky.

Home in Port Richey

4.94 out of 5 average rating, 103 reviews

Gulf Harbors Vacation Oasis

This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando – Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

Top guest favorite

A patio area is visible featuring a round table with chairs, surrounded by decorative plants. Kayaks are propped against the railing, while the shimmering water of the canal flows in the background, framed by palm trees and bright blue skies.

Home in Holiday

4.99 out of 5 average rating, 79 reviews

Nature Lovers Retreat

Relax and enjoy! Welcome to your 3 bedroom 2 bath vacation home. Newly renovated well equipped kitchen, new appliances and laundry room. Perfect for couples or families to make great memories. You can fish, kayak, paddleboat or just sit back and enjoy nature from our dock on Lake Connelly. Very centrally located in the Tampa Bay area and are close to plenty of things to do: Tarpon Springs Sponge docks, Dunedin, Safety Harbor, St. Pete, Honeymoon Island, Fred Howard Park and more

Guest favorite

A serene view from the screened lanai highlights a private heated pool, reflecting the soft colors of a sunset. The tranquil waters of the Anclote River can be seen beyond the pool, framed by lush greenery and trees along the riverbank.

Home in Holiday

4.98 out of 5 average rating, 42 reviews

River Home with Pool, Sunset, Dolphin & Fishing

Welcome to the waterfront oasis situated along the serene banks of Anclote River connecting to the Gulf. Enjoy privacy as no backyard neighbors, just a nature. Step outside to your own private paradise, where a screened lanai awaits with a private heated pool. Spend your days lounging poolside, soaking up the Florida sunshine, or marveling at dolphins and manatees. Close driving distance to the world famous beaches (Clearwater, Honeymoon Island), Tarpon Spring, Weeki Wachee & Tampa Bay

Superhost

The exterior features a light grey cottage with a blue door and an American flag displayed prominently. Two wire chairs are situated on a gravel porch area, bordered by white fences and a small palm plant. The landscape is lush, providing a welcoming entrance.

Home in New Port Richey

4.84 out of 5 average rating, 118 reviews

Downtown NPR Studio Private Home in Downtown!

You will love staying at this newly remodeled studio home minutes from Downtown New Port Richey,FL. Walking distance to the beautiful downtown area where you will find many great restaurants including: The Social, Kazu Sushi, and Hershel's Scratch Kitchen. Enjoy a drink at the many bars and breweries within walking distance. Visit Sims Park on the Cotee River, let your kids enjoy one of the best playgrounds around with splash pad all without having to even get in your car!

Guest favorite

A well-lit suite features a queen bed adorned with a patterned comforter. A small dining table is positioned near a window, adjacent to a kitchenette equipped with a refrigerator, microwave, and coffee maker. Light wood flooring complements the warm color scheme.

Home in Holiday

4.89 out of 5 average rating, 98 reviews

The Sunset Suite

The Perfect location for a short drive to Anclote River Park 12 min, where you can enjoy a day at the beach and see some amazing sunsets, we have seen dolphins right in the swimming area. Miss Vicki's restaurant on the water for a afternoon lunch or dinner, they offer some great seafood. Rent a boat and go to anclote Island and find some amazing shells. A quiet neighborhood, private suite, with private entrance, for two guest only and no babies no children, or pets.

Guest favorite

A screened-in lanai offers a comfortable seating area with a wicker couch and coffee table overlooking a swimming pool. The space is adorned with potted plants and hanging light fixtures. A dog sits by the couch. The backdrop features a private yard, enhancing the outdoor atmosphere.

Home in Holiday

4.93 out of 5 average rating, 14 reviews

Holiday Escape w/ Pool & Sand Volleyball

Your perfect getaway awaits in this pet-friendly 2BR/2BA retreat! Relax by the in-ground pool, play a game of sand volleyball, unwind on the deck or have a BBQ. The fully fenced yard offers privacy, while the covered outdoor seating, pool-side hammock, fire pit, and a variety of games make it fun for all. With WiFi, AC, and a workspace, it’s perfect for both short and long stays. Just minutes from the beach, dining, and entertainment. *no heat or jets in pool/jacuzzi

Top guest favorite

A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.

Home in Holiday

4.98 out of 5 average rating, 60 reviews

*NEW* Riverside Retreat w/Pool

Take it easy at this unique and tranquil getaway. Welcome to our Riverside Retreat where you will enjoy incredibly relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock and privacy fenced backyard on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beaches…

Superhost

A spacious outdoor area features a heated private pool surrounded by a screened lanai. Lounge chairs are positioned nearby, and a dining set provides a space for meals. Lush greenery is visible in the background, enhancing the tranquil atmosphere.

Home in Tarpon Springs

4.89 out of 5 average rating, 134 reviews

Game Room, Heated Pool, 5 minutes to Beach

Welcome to the old Florida with a complete modern design renovation. Located on the dead-end street this 1,945 sf house is your perfect gateway to beaches, Florida sunshine and hospitality. Heated private pool will ensure that you can enjoy the outdoors year round and for those rainy days, gather around for a game night or enjoy a game of Foosball, air hockey. Make it a vacation to remember!

Guest favorite

A clear view of the heated private pool, surrounded by a screened enclosure. The water is inviting with a light blue hue. Colorful pool floats and lounge chairs are visible, providing ample space for relaxation.

Home in Holiday

4.92 out of 5 average rating, 110 reviews

Tropical Escape • Pool + Beaches Nearby (5min)

🌴 Escape to your private Florida oasis ☀️ Enjoy a home with a private pool, fast WiFi, workspace, and full kitchen. Located near Tarpon Springs, Dunedin, Clearwater, and Tampa, with easy access to natural parks perfect for hiking and exploring. Relax, recharge, and make unforgettable memories. 🎯 Book now and experience the perfect getaway! 🌊🌿