Holiday holiday rentals

We found 1,440 holiday rentals — enter your dates for availability
Discover a selection of 69 homes and other holiday rentals in Holiday that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a fireplace. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Holiday

Showing deals for:25 Dec - 1 Jan

The heated pool makes night swims possible!
Fully equipped kitchen with all essentials and a full coffee station
Cook, chill, dine & watch shows outdoors with fridge, BBQ & hammock nearby
Room
Exceptional
(42 reviews)

Summer Wonderland! - Year round Pool, Bikes, Trials, FUN!

Palm Harbor

8% off
AU$8,205
for 7 nights, 1 home
AU$1,172 per night
includes taxes & fees
Summer Wonderland! - Year round Pool, Bikes, Trials, FUN!
Private kitchen
Dining
Pool
Living area
Wonderful
(17 reviews)

2BR Home w/ Private Pool & 2 King Beds / Near Springs

Port Richey

7% off
AU$1,855
for 7 nights, 1 home
AU$265 per night
includes taxes & fees
2BR Home w/ Private Pool & 2 King Beds / Near Springs
Wood Burning Fire Place in Great Room
Back Yard at Sunset, Fire Pit
Upstairs Bedroom with King
Front of Home
Exceptional
(10 reviews)

Near Beaches

Tarpon Springs

7% off
AU$3,938
for 7 nights, 1 home
AU$563 per night
includes taxes & fees
Near Beaches
Living area
Pool
Dining
Living area
Exceptional
(64 reviews)

Gulf of Mexico Canal Cottage with Boat Dock and Heated Pool

New Port Richey

7% off
AU$2,639
for 7 nights, 1 cottage
AU$377 per night
includes taxes & fees
Gulf of Mexico Canal Cottage with Boat Dock and Heated Pool
Interior
Interior
Living area
Interior
Exceptional
(13 reviews)

House is your House, quiet, nice and cool place, close to the beach & the river

Hudson

7% off
AU$1,013
for 7 nights, 1 home
AU$145 per night
includes taxes & fees
House is your House, quiet, nice and cool place, close to the beach & the river
Property grounds
Main house
Living area
Interior
Exceptional
(57 reviews)

❤️English Tudor Guest House fenced yard PET WELCOME WITH FEE.Mini Donkey to pet❤️

New Port Richey

7% off
AU$1,245
for 7 nights, 1 room
AU$178 per night
includes taxes & fees
❤️English Tudor Guest House fenced yard PET WELCOME WITH FEE.Mini Donkey to pet❤️
Very private backyard HEATED pool.
Beach
brand new kitchen October 2018
Private kitchen
Exceptional
(17 reviews)

Palm Harbor style family resort

Palm Harbor

7% off
AU$4,193
for 7 nights, 1 home
AU$599 per night
includes taxes & fees
Palm Harbor style family resort
Private kitchen
Beach
Dining
Living area
Exceptional
(38 reviews)

Lakefront home near beaches with waterview, pets ok

Palm Harbor

8% off
AU$4,561
for 7 nights, 1 home
AU$652 per night
includes taxes & fees
Lakefront home near beaches with waterview, pets ok
Room
Pool
Property grounds
Outdoor dining
Exceptional
(21 reviews)

Saltwater Pool, 110-Inch Game Room - Palm Harbor

Palm Harbor

5% off
AU$4,439
for 7 nights, 1 home
AU$634 per night
includes taxes & fees
Saltwater Pool, 110-Inch Game Room - Palm Harbor
Exterior
Private kitchen
Living area
Interior
Exceptional
(33 reviews)

Beautiful home on a deep water canal leading to the Gulf of America.

New Port Richey

7% off
AU$2,189
for 7 nights, 1 home
AU$313 per night
includes taxes & fees
Beautiful home on a deep water canal leading to the Gulf of America.
Property grounds
Pool
Gym
Kitchen entry
Exceptional
(84 reviews)

LUXURY Vacation Home in Palm Harbor

Crystal Beach

7% off
AU$4,592
for 7 nights, 1 home
AU$656 per night
includes taxes & fees
LUXURY Vacation Home in Palm Harbor
Pool
Private kitchen
Dining
Exterior
Wonderful
(33 reviews)

Sunny Escape: Vibrant Pool Home

Port Richey

7% off
AU$2,189
for 7 nights, 1 home
AU$313 per night
includes taxes & fees
Sunny Escape: Vibrant Pool Home
Bar
Exterior
Exterior detail
Living room
Exceptional
(31 reviews)

Beaches, Downtown, Breweries, Trail, Gameroom, Bikes, Kayaks & Fully Renovated!

Palm Harbor

8% off
AU$5,390
for 7 nights, 1 home
AU$770 per night
includes taxes & fees
Beaches, Downtown, Breweries, Trail, Gameroom, Bikes, Kayaks & Fully Renovated!
Interior
Interior
Living area
Outdoor spa tub
Exceptional
(10 reviews)

3Gulls Inn Ozona2-Boutique Hotel-SwimSpa-King Suite-Pets Stay Free-Dtntwn Ozona

Palm Harbor

8% off
AU$2,799
for 7 nights, 1 room
AU$400 per night
includes taxes & fees
3Gulls Inn Ozona2-Boutique Hotel-SwimSpa-King Suite-Pets Stay Free-Dtntwn Ozona
Living area
Private kitchen
Living area
Property grounds
Exceptional
(10 reviews)

Coastal Breeze Retreat - On a scenic canal with dock & direct Gulf access

Hudson

7% off
AU$2,411
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Coastal Breeze Retreat - On a scenic canal with dock & direct Gulf access
Room
Full kitchen view
Dining
Screened porch
Exceptional
(16 reviews)

Holiday Retreat

Holiday

7% off
AU$2,680
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
Holiday Retreat
Interior
Outdoor spa tub
Dining
Exceptional
(5 reviews)

3Gulls Inn Ozona3-Boutique Hotel-SwimSpa-King Suite-Full Kitchen-Pets Stay Free

Palm Harbor

8% off
AU$2,799
for 7 nights, 1 room
AU$400 per night
includes taxes & fees
3Gulls Inn Ozona3-Boutique Hotel-SwimSpa-King Suite-Full Kitchen-Pets Stay Free
Interior
View from dining room
Dining
Private kitchen
Exceptional
(7 reviews)

Gulf Front home! Great fishing off the dock! Amazing Sunsets! Dolphin shows free

Tarpon Springs

9% off
AU$5,752
for 7 nights, 1 home
AU$822 per night
includes taxes & fees
Gulf Front home! Great fishing off the dock! Amazing Sunsets! Dolphin shows free
Private kitchen
Pool
Dining
Outdoor dining
Exceptional
(8 reviews)

Private House with Heated Pool, Close to Attractions!

Holiday

7% off
AU$2,482
for 7 nights, 1 home
AU$355 per night
includes taxes & fees
Private House with Heated Pool, Close to Attractions!
Coffee on the front patio.
Kitchen
Bonus room with 2 sofabeds.
Primary king bedroom with ensuite.
Exceptional
(26 reviews)

Family Getaway - Relax, Enjoy, Adventure Sleeps 8

Tarpon Springs

8% off
AU$2,725
for 7 nights, 1 home
AU$389 per night
includes taxes & fees
Family Getaway - Relax, Enjoy, Adventure Sleeps 8
Eat in kitchen and sliders off to the fenced in backyard
Property grounds
Property grounds
Living area
Exceptional
(11 reviews)

❤️Stroll along the RIVERWALK PETS OK WITH FEE. FISH ACROSS THE STREET🎣🐕🐱🐈

New Port Richey

7% off
AU$1,480
for 7 nights, 1 home
AU$211 per night
includes taxes & fees
❤️Stroll along the RIVERWALK PETS OK WITH FEE. FISH ACROSS THE STREET🎣🐕🐱🐈
Exterior
Pool
Outdoor dining
Property grounds
Exceptional
(8 reviews)

Relaxing Lake House: Heated Pool, Birds, Fishing, Sunset Skies & Pool Table

Port Richey

5% off
AU$2,745
for 7 nights, 1 home
AU$392 per night
includes taxes & fees
Relaxing Lake House: Heated Pool, Birds, Fishing, Sunset Skies & Pool Table
Living area
Dining
Room
Exterior
Exceptional
(43 reviews)

Quaint Bungalow just off Main Street!

Dunedin

8% off
AU$3,773
for 7 nights, 1 cottage
AU$539 per night
includes taxes & fees
Quaint Bungalow just off Main Street!
Outdoor spa tub
Interior
Bar (on property)
Exceptional
(8 reviews)

3Gulls Inn Ozona1-Boutique Hotel-Swimspa-King Studio-Spa-Like Bath-Pets Free

Palm Harbor

8% off
AU$2,799
for 7 nights, 1 room
AU$400 per night
includes taxes & fees
3Gulls Inn Ozona1-Boutique Hotel-Swimspa-King Studio-Spa-Like Bath-Pets Free

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

The friendly city of Holiday awaits you

The wildlife and beaches create a pretty picture of Holiday. This welcoming city attracts visitors thanks to its shopping and restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Holiday

Are you hoping to discover attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Holiday a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Innisbrook Golf Club (5.1 mi / 8.1 km)
  • Tampa Bay Downs (10.7 mi / 17.2 km)
  • Celebration Station (12.9 mi / 20.8 km)
  • TPC of Tampa Bay (13 mi / 21 km)
  • Tarpon Springs Aquarium (2.4 mi / 3.8 km)
  • Lansbrook Golf Club (6.1 mi / 9.9 km)

Exploring the natural landscape of Holiday

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Holiday is a great spot to appreciate mother nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Anclote River Park (2.9 mi / 4.7 km)
  • Lake Tarpon (3.3 mi / 5.3 km)
  • Sunset Beach (4.1 mi / 6.5 km)
  • Green Key Beach (5 mi / 8.1 km)
  • Jay B. Starkey Wilderness Park (7.7 mi / 12.5 km)
  • Dunedin Beach (8.2 mi / 13.2 km)

How to get to and around Holiday

The nearest airport is in Tampa, FL (TPA-Tampa Intl.), located 18.8 mi (30.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), which is 19.3 mi (31 km) away.

Frequently asked questions

What is the best area to stay in Holiday when booking a holiday rental?
When considering a holiday rental in Holiday, Florida, one of the most appealing areas to stay is close to the coastline, particularly near the Anclote River. This neighbourhood offers a charming atmosphere with easy access to the water, making it ideal for those who enjoy fishing or boating. The scenic Anclote River Park is a highlight, where visitors can relax on the beach or take in the natural beauty of the surroundings.Another excellent option is the area surrounding Key Vista Nature Park, which is superb for nature lovers. This park features walking trails and opportunities for birdwatching, allowing guests to immerse themselves in the local wildlife. Additionally, nearby attractions such as the Tarpon Springs Sponge Docks provide a unique cultural experience, with quaint shops and delicious dining options focused on the region's rich Greek heritage.There are a variety of holiday rental properties available in these areas, suiting different preferences and group sizes. Whether you're looking for a spacious family home or a cozy retreat for two, you are likely to find a suitable option.
Where are the best areas for renting a beach house in Holiday?
For renting a beach house in Holiday, Florida, the area around Anclote Gulf Park is a prime location. This picturesque spot offers beach access and is ideal for families looking to enjoy the sun and sand. Many rental properties in this vicinity come with amenities such as outdoor patios, private pools, and barbecue facilities, allowing guests to fully embrace the coastal lifestyle. The nearby Tarpon Springs area, known for its sponge docks and charming shops, provides additional options for holiday rentals, often featuring waterfront views and easy access to local restaurants.Further along the coast, properties in the vicinity of the Gulf Harbors community offer direct access to the beach and are superb for water enthusiasts. Many of these homes are equipped with amenities like kayaks, fishing gear, and boat docks, suiting those looking to explore the waters. The surrounding area also boasts beautiful nature trails and parks, ideal for walking and birdwatching, enhancing the overall experience for travellers seeking both relaxation and adventure.
What is the most popular type of holiday rental accomodation in Holiday?
In Holiday, holiday houses are the predominant type of holiday rental, with around 268 available throughout the area. These spacious homes typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or groups looking to relax together. The surroundings are generally quiet and residential, allowing for a peaceful retreat while still being close to local amenities. Additionally, there are about 20 cottages, which offer a charming and cosy atmosphere, great for those seeking a quaint getaway. For travellers looking for alternative options, there are also a few mobile homes, apartments, and condos available, although these are less common.
Are there any family house rentals in Holiday?
In Holiday, Florida, there are numerous family-friendly house rentals available, with around 46 options to choose from. This community offers a variety of accommodations suitable for families, featuring spacious layouts and amenities that enhance comfort and convenience. Many properties come equipped with full kitchens, allowing families to prepare meals together, and comfortable living areas superb for relaxation after a day of exploring.Visitors can find homes with outdoor spaces, such as private gardens or patios, ideal for children to play safely. Additionally, some rentals may include amenities like pools or game rooms, providing entertainment for guests of all ages.The locale is conveniently situated near the beautiful Gulf Coast beaches, where families can enjoy sun-soaked days and engage in various water activities. Nearby parks also offer playgrounds and picnic areas, ensuring that there are plenty of options for outdoor fun.
Can I rent a holiday home with a pool or hot tub in Holiday?
In Holiday, Florida, there are around 30 holiday homes available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation and leisure. This suburban area, located along the Gulf Coast, offers a variety of neighbourhoods where these properties can be found, including the waterfront areas that provide scenic views and easy access to local amenities.Travellers can expect a range of amenities in these rentals, such as private swimming pools, inviting hot tubs, and spacious outdoor patios superb for sunbathing or al fresco dining. Many homes also come equipped with fully functioning kitchens, allowing for home-cooked meals, and comfortable living areas for family gatherings. Some properties may even feature additional luxuries like barbecue facilities and lush gardens, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Holiday?
In Holiday, Florida, there are numerous pet-friendly house rentals available, offering a variety of amenities to accommodate both travellers and their furry companions. Many of these rentals come equipped with features such as private pools, spacious backyards, and fully furnished kitchens, providing a comfortable home away from home.The area is known for its proximity to picturesque parks, making it an excellent choice for pet owners. Nearby, the Key Vista Nature Park features walking trails and picnic areas where pets are welcome, allowing for enjoyable outings amidst nature. Furthermore, the Anclote River Park offers a beautiful waterfront setting ideal for leisurely strolls with pets along the beach, enhancing the overall experience for visitors looking to enjoy the outdoors.
Are there any remote work holiday rentals in Holiday?
In Holiday, Florida, there are plenty of options for remote work-friendly holiday rentals, with around 308 properties available. This area offers a variety of accommodations that cater to those looking to balance work and leisure during their stay. Many of these rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas, allowing for a productive environment while enjoying the beautiful surroundings.The local area is conveniently located near points of interest like the picturesque Anclote River Park, which is superb for outdoor activities and relaxation after work hours. Additionally, the proximity to the Gulf Coast means that residents can easily enjoy the stunning beaches and local dining options. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Holiday?
In Holiday, Florida, popular rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios that provide outdoor space for relaxation. Onsite parking is also a common feature, making it convenient for those travelling by car. Many rentals come equipped with coffee and tea makers, ensuring that guests can enjoy a warm beverage at their leisure.
When is the best time to visit Holiday for a holiday rental?
The best time to visit Holiday, Florida, for a holiday rental is during the charming month of September. This period offers a delightful mix of pleasant weather and fewer crowds. As the summer heat begins to wane, daytime temperatures typically range from 20 to 30 degrees Celsius, making it an ideal time for outdoor activities such as exploring local parks or enjoying the nearby beaches.While the peak season runs from February to April, attracting many sun-seeking travellers, September provides a more relaxed atmosphere. This quieter time allows for enjoyable sightseeing and leisurely strolls along the coastline without the bustling crowds often seen in the high season.If you're looking for a more budget-friendly option, consider visiting in November. This month is great for those who appreciate a tranquil experience, as it offers the chance to enjoy the natural beauty of the area without the usual tourist rush. The weather remains warm, allowing for comfortable outdoor adventures at a more affordable rate.
What are the top attractions in Holiday?
In Holiday, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local charm. The Anclote River Park is a popular spot, featuring scenic picnic areas, walking trails, and access to the waterfront, making it great for a leisurely day outdoors. Another great attraction is the nearby Jay B. Starkey Wilderness Park, where nature enthusiasts can explore extensive trails for hiking and biking, as well as opportunities for wildlife viewing.For those interested in local culture, the Tarpon Springs Sponge Docks, just a short drive away, offers a unique glimpse into the area's history with its bustling shops, restaurants, and the chance to learn about the sponge diving industry. Additionally, the area boasts several lovely beaches, such as Key Vista Nature Park, which provides stunning views of the Gulf of Mexico and ample space for sunbathing and beachcombing.For a more relaxed atmosphere, visitors can explore the local dining scene, where seafood restaurants and casual eateries abound, allowing guests to savour the flavours of the region.
Are all fees included in the Holiday holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Holiday holiday homes with parking?
Stayz offers a wide selection of holiday homes in Holiday with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Holiday holiday homes?
You can find great discounts on holiday homes in Holiday on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Holiday holiday home booking on Stayz?
To find Holiday holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Holiday?
A long-stay holiday home in Holiday is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Holiday holiday home?
Book your Holiday holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Holiday?
Prices for holiday homes in Holiday vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Holiday to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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