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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, 178 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!

The exterior of the home is shown at night, featuring a well-maintained front yard and a concrete driveway. Soft lights illuminate the entrance, highlighting a welcoming doorway. A black car is parked in front, casting a shadow on the driveway.

Home in Holiday

4.78 out of 5 average rating, 27 reviews

Holiday Vacation Home

Welcome to the Holiday Vacation Home! Located near attractions like Tarpon Springs/Sponge Docks, Clearwater, New Port Richey, Tampa, St Pete, Dunedin, Fred Howard Park & more! Home includes a fully equipped kitchen, dining room, living room & family room! In true Florida fashion the home features a lanai leading to a small backyard patio. Brand new AC unit installed in 2024 to keep you comfortable! Perfect home to unwind in after a long day exploring the local beaches, restaurants and shops!

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

4.86 out of 5 average rating, 43 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.

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

4.96 out of 5 average rating, 82 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

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

4.93 out of 5 average rating, 107 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, 81 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

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

4.94 out of 5 average rating, 17 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 until the fall

The bedroom features a spacious bed adorned with a textured white coverlet and colorful decorative pillows. Two bedside tables with lamps flank the bed, while beach-themed artwork and signs are mounted on the walls. A comfortable armchair is positioned near the entrance, enhancing the cozy ambiance.

Home in Holiday

4.92 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. Miss Vicki's restaurant on the water for a afternoon lunch or dinner. Rent a boat and go to anclote Island and find some amazing shells. Don't forget The Sponge capital of the world in Tarpon Springs just a 11 minute drive from us. A quiet neighborhood, private suite, with private entrance, for two guest only and no babies,children, pets.

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

4.83 out of 5 average rating, 119 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!

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, 62 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…

The living area displays a comfortable brown couch adorned with soft green cushions, positioned near a rustic wooden coffee table. An open-concept kitchen is visible, featuring modern fixtures and shelving, with a dining area that includes two stools. Natural light filters through a window, enhancing the space.

Home in New Port Richey

4.92 out of 5 average rating, 131 reviews

1 block to dwnt/7min beach/King bed/Free parking

✨ Modern Villa in New Port Richey. Enjoy this beautifully remodeled 1-bedroom villa, fully equipped with everything you need for a comfortable stay. Nestled within walking distance of historic downtown and just minutes from the beach, this stylish retreat offers the perfect blend of convenience and relaxation. Everything inside is brand new, making it the ideal home base for your getaway.

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, 112 reviews

Pool Getaway · Near Tarpon Springs & Beaches. 5 mi

🌴 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! 🌊🌿

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Holiday house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A pristine pool is framed by smooth concrete decking and lush landscaping. The pool features a gently sloping entry and is surrounded by palm trees, creating a relaxed outdoor environment. A screened enclosure offers a view of the serene setting while providing protection from the elements.

Home in New Port Richey

4.83 out of 5 average rating, 52 reviews

Stunning *NEW Remodel RIVER FRONT Oasis!

Top guest favorite

A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.

Home in Tarpon Springs

4.96 out of 5 average rating, 370 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Top guest favorite

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

Home in Palm Harbor

4.99 out of 5 average rating, 140 reviews

Tropical Oasis Retreat w/ Heated Pool

A tranquil pool area is surrounded by lounge chairs, offering a space for relaxation. A gazebo is visible in the background, providing shaded seating. The scene is enhanced by a backdrop of lush trees and a colorful sunset sky, creating a serene outdoor environment.

Home in Spring Hill

4.87 out of 5 average rating, 146 reviews

Ranch Pool Resort with Horses jacuzzi nearby park

Top guest favorite

A fenced solar-heated swimming pool features smooth, blue water. Lounge chairs and a small table are positioned on the surrounding patio, while a floating pool toy and a colorful ball are visible in the water. A laundry drying rack stands beside the pool area.

Home in New Port Richey

4.93 out of 5 average rating, 142 reviews

Mackarosa Tampa Bay Luxury Pool House.

Home in Tarpon Springs

4.89 out of 5 average rating, 136 reviews

Game Room, Heated Pool, 5 minutes to Beach

A viewing deck equipped with several white chairs overlooks calm waterways. A small boat and two kayaks are visible at the dock, surrounded by lush reeds and gentle water reflections under a bright blue sky.

Home in Hernando Beach

4.97 out of 5 average rating, 116 reviews

Saltwater Pool • Kayaks • Pedal boat + more!

Top guest favorite

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

5 out of 5 average rating, 118 reviews

Coastal Escape: heated saltwater pool & beaches

Weekly house rentals

The collage showcases the cowboy pool surrounded by pebbled landscaping, a cozy bedroom with a spacious bed, a stylish living area with ample seating, and a fully equipped kitchen. Vibrant beach chairs and outdoor games are also visible, highlighting a welcoming atmosphere for relaxation and entertainment.

Home in Holiday

4.91 out of 5 average rating, 78 reviews

Lazy Day Oasis

A living area features a dark gray sectional sofa adorned with blue and white decorative pillows. A glass coffee table sits in the center, complemented by a flat-screen TV and a light fixture. Natural light enters through blinds on the windows, enhancing the spacious feel.

Home in Holiday

5 out of 5 average rating, 8 reviews

Florida Stay & Play Getaway Home

The exterior of a waterfront home is visible, featuring a white dock and a boat lift. A spacious lawn with palm trees is situated in front of the house, while colorful decorations are draped across the dock. Clear blue skies reflect in the calm water.

Home in Port Richey

4.97 out of 5 average rating, 35 reviews

Blue Marina House

A single-story beach house is presented with a well-maintained front lawn. A covered porch with decorative details is visible, alongside a driveway leading up to the entrance. The exterior showcases a fresh coat of paint, complemented by surrounding greenery.

Home in Port Richey

4.97 out of 5 average rating, 79 reviews

Blue Seahorse

An outdoor deck area is furnished with a glass-top dining table and four chairs, surrounded by vibrant potted plants. Lounge seating is positioned to one side, offering a relaxed space. The house is visible in the background, featuring a light exterior and a stylish mirror on the wall.

Home in Tarpon Springs

4.95 out of 5 average rating, 81 reviews

The Modern Farmhouse

The exterior of the vacation home is showcased, featuring a white stucco façade and three archways that frame the entrance. A clear path leads to the front door, bordered by low-maintenance landscaping with dark stones and green plants under a bright sky.

Home in Holiday

4.7 out of 5 average rating, 50 reviews

3 Bedroom 2 Bath Home in Holiday

Top guest favorite

A spacious living area is furnished with two comfortable sofas and a coffee table, complemented by a decorative rug. Artwork featuring seashells adorns the walls, and a large television provides entertainment. Natural light flows through the numerous windows, enhancing the open atmosphere.

Home in New Port Richey

4.96 out of 5 average rating, 46 reviews

Waterfront Getaway w/ Dock & Kayaks – Dog Friendly

The outdoor area features a well-maintained lawn with artificial grass. A set of blue chairs and a table provides a space for relaxation. The entrance is marked by wooden steps leading to a light-colored building with multiple windows, surrounded by a wooden fence and shade from trees.

Home in Port Richey

5 out of 5 average rating, 12 reviews

Tulip Studio

Private house rentals

A bright living area features large windows allowing natural light to flood the space. A floral artwork is displayed on a mounted television above a brick fireplace. A beige sectional sofa is paired with a glass coffee table, complementing the light wood flooring.

Home in New Port Richey

5 out of 5 average rating, 11 reviews

Cotee River Cottage

Top guest favorite

The private heated pool is surrounded by a spacious patio with a smooth stone finish. Features include a central fountain and two fire pit areas, creating a relaxing atmosphere. Lush greenery and a wooden fence provide privacy, enhancing the outdoor space.

Home in New Port Richey

5 out of 5 average rating, 62 reviews

Luxurious Pool Private Oasis, Nearby Beaches

The exterior of the house is shown, featuring a welcoming front entryway under a covered porch. A gravel path leads to the entry, with decorative plants placed along the side. A spacious driveway provides ample parking, with a white fence enclosing the yard.

Home in Holiday

4.89 out of 5 average rating, 45 reviews

Cheerful 3 bedroom home

An inviting outdoor space is showcased, featuring a private saltwater pool under a screened enclosure. Sun loungers are positioned beside the pool, with a view of the Anclote River visible through the screening. A 50” TV is mounted nearby for entertainment.

Home in Holiday

4.9 out of 5 average rating, 20 reviews

Waterfront Oasis-Tarpon Sunsets-Pool-Kayak-Fishing

Top guest favorite

A cozy front porch is shown, featuring two white seated chairs and a glass table on a patterned rug. Decorative welcome signage and lighting are present, along with potted plants that enhance the welcoming atmosphere.

Home in Palm Harbor

5 out of 5 average rating, 18 reviews

Lake Tarpon Waterfront-Private

Top guest favorite

A spacious living area is shown, featuring a large grey sectional sofa and a wooden entertainment unit with a flat-screen TV. Light-colored walls enhance the bright atmosphere, while a dining table with chairs is positioned in the background, complemented by wood-style flooring.

Home in Port Richey

4.96 out of 5 average rating, 94 reviews

Beachy 3 Bedroom Hot Tub and Saltwater Pool

A cozy bedroom features a queen-sized bed with a light pink quilt and decorative pillows. An air conditioning unit is mounted above, while natural light filters through the windows adorned with white blinds. A mirror and a bedside table with a lamp complete the tranquil setting.

4.93 out of 5 average rating, 28 reviews

The Weekender- Lake Access, Bikes, Outdoor Living

Top guest favorite

The exterior of the home is showcased with a well-maintained lawn, bordered by a circular driveway. The facade features neutral stone and brick materials, with a welcoming entrance illuminated by soft outdoor lighting. A flagpole stands proudly at the front, adding a classic touch.

Home in New Port Richey

5 out of 5 average rating, 19 reviews

Deluxe 3bd/2ba w/Heated Pool

Quick stats about house rentals in Holiday

Total rentals
100 properties
Nightly prices starting at
R350 ZAR before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool

Destinations to explore