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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, 180 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

4.79 out of 5 average rating, 28 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!

Top guest favorite

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

Home in Palm Harbor

4.92 out of 5 average rating, 119 reviews

Lakefront home near beaches w/ waterview, pets ok

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

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 Forest Hills

4.96 out of 5 average rating, 83 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.

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!

The exterior of a two-story home is featured, set in a lush, green environment near a tranquil lagoon. Tall trees and hanging moss frame the structure, which is elevated slightly above the water. The calm water reflects the house and surrounding foliage.

Home in Tarpon Springs

4.94 out of 5 average rating, 232 reviews

Tree House Treasure

We're a quiet, small, serene old neighborhood on the end of a cul-de-sac and nearly floating on a lagoon! Florida nature at it's finest. The home is just 4 feet off the sea wall so the home is best suited for adults that are looking for that quiet get-a-way. Upper has 2 beds & a tri-fold mattress. Our driveway is shared so we can accommodate for one vehicle and it must fit under our carport and there is no street parking. No smoking, vaping, or illegal drugs permitted.

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 Forest Hills

4.98 out of 5 average rating, 63 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…

Top guest favorite

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

5 out of 5 average rating, 145 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Top guest favorite

An aerial view of the tropical backyard reveals a spacious layout with colorful lounge chairs and umbrellas scattered across a gravel surface. Several dining areas, outlined by lush greenery, create inviting spots for relaxation and gatherings, surrounded by the tranquility of the natural setting.

Home in Tarpon Springs

4.99 out of 5 average rating, 113 reviews

Tropical Pool Retreat in Tarpon Springs

Welcome to your sun-kissed Florida escape! - Spacious 3 bedroom home for up to 8 guests - Tastefully decorated living area with smart TVs - Large, fully equipped kitchen for meal preparation - Heated saltwater pool and screened lanai for relaxation - Game Room with table tennis, foosball, and more - Complimentary bikes for local exploration - Close to Tarpon Springs Sponge Docks and Fred Howard Park

Top guest favorite

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

4.91 out of 5 average rating, 134 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.

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Popular amenities for Holiday house rentals

Free parking on premises

Air conditioning

House rentals with a pool

An open-concept living space features a blend of seating options, including two patterned armchairs and a plush blue sofa. A round coffee table is centrally positioned on a textured area rug. The kitchen area includes modern appliances and bar stools around a kitchen island.

Home in Palm Harbor

4.96 out of 5 average rating, 174 reviews

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Top guest favorite

A private heated pool is set within a screened patio, featuring a smooth gray deck. A ladder provides access to the water, which is surrounded by lounge chairs and a dining table with chairs. Large windows offer views into the home.

Home in Spring Hill

4.96 out of 5 average rating, 129 reviews

Weeki Wachee Springs heated pool home retreat

Home in Port Richey

4.89 out of 5 average rating, 159 reviews

Your Home away from Home , Nice inground pool.

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

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, 147 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, 146 reviews

Mackarosa Tampa Bay Luxury Pool House.

Home in Tarpon Springs

4.88 out of 5 average rating, 137 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, 117 reviews

Saltwater Pool • Kayaks • Pedal boat + more!

Weekly house rentals

A well-appointed bedroom features a spacious bed dressed in black and white linens, complemented by decorative pillows. A cozy chair sits in the corner beside a side table, with a lamp providing soft light. Natural light filters through dual-window blinds.

Home in Holiday

4.74 out of 5 average rating, 104 reviews

Stay near beaches- Cozy and relaxing - 6 Guests

The modern kitchen features sleek white cabinetry and stainless steel appliances. A spacious island is centered, offering additional countertop space. Natural light is provided by a window above the sink, enhancing the airy feel of the room. Decorative elements include a plant and minimalistic kitchenware.

Home in New Port Richey

4.93 out of 5 average rating, 89 reviews

Downtown Darling

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

Top guest favorite

An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.

Home in Palm Harbor

4.95 out of 5 average rating, 79 reviews

Private pool, Golf Cart, Completely Renovated!

A serene lake view is captured at sunset, with soft colors reflecting on the water's surface. Lush greenery borders the edge, framing the scene and creating a peaceful atmosphere. The silhouettes of trees are visible against the evening sky, enhancing the tranquil setting.

Home in Holiday

4.96 out of 5 average rating, 24 reviews

Cozy Beach Home w/Lake view and Kayak!

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

The living room features two comfortable sofas adorned with yellow accent pillows. A coffee table is centered in front of the seating area, while a large wall-mounted Smart TV displays various streaming options. Natural light filters in through a set of windows, enhancing the inviting space.

Home in Holiday

4.8 out of 5 average rating, 61 reviews

‘Boho bungalow’ Holiday home 2/1.5 up to 4 guests

Top guest favorite

A heated salt-water pool is enclosed by a screened patio, providing a spacious area for relaxation. Comfortable lounge chairs are positioned nearby, with bright outdoor decor enhancing the inviting setting. Large glass doors open to the interior, allowing natural light to fill the space.

Home in Port Richey

4.98 out of 5 average rating, 48 reviews

Angelita's Lake Home 3br3ba w/heated pool

Private house rentals

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

Top guest favorite

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, 84 reviews

The Modern Farmhouse

A comfortable living area is depicted, featuring a light-colored sofa and two accent chairs. A round coffee table sits on a patterned area rug, complemented by a ceiling fan and soft lighting from a nearby lamp. A potted plant adds a touch of greenery.

Home in Tarpon Springs

4.95 out of 5 average rating, 91 reviews

Cozy, Quiet 2-Bedroom 2-Bath Downtown

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 Forest Hills

4.9 out of 5 average rating, 20 reviews

Waterfront Oasis-Tarpon Sunsets-Pool-Kayak-Fishing

Top guest favorite

A waterfront property is surrounded by lush greenery, featuring a spacious outdoor patio with seating arrangements and a private dock visible along the river. A boat is moored at the dock, indicating easy access for water activities.

Home in New Port Richey

5 out of 5 average rating, 36 reviews

Waterfront River & Gulf - Boat Rental Available!

A screened porch is visible, framed by palm trees, overlooking the serene waterfront. The sunset casts a warm glow across the scene, reflecting on the water. Comfortable seating arrangements are positioned on the porch, creating an inviting space to relax and enjoy the view.

Home in Holiday

4.87 out of 5 average rating, 67 reviews

Home with a View and heated pool/ solar panels

Top guest favorite

A private pool area features sparkling blue water, surrounded by a well-maintained deck. A wooden pergola offers shaded seating nearby, while tropical plants provide a natural backdrop. The sky is mostly clear, creating a bright and inviting atmosphere.

Home in Holiday

5 out of 5 average rating, 48 reviews

Florida style home !

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

Quick stats about house rentals in Holiday

Total rentals
100 properties
Nightly prices starting at
G$4,185 GYD 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