A calm lake with a dock, a boat, and a building surrounded by trees.

Search Holiday Rentals in Holiday

Q: What are some of the best holiday rentals that Holiday has to offer?

The Gemma by Brightwild : This holiday home rental outside of Holiday is located on the beach, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

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Dates

November 2026

December 2026

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Our top choices for Holiday holiday rentals

A bedroom with a bed, teal bedding, a white headboard, and teal curtains.

1. Rest apartament

Holiday

"The property was wonderful, clean, quiet, meticulously kept property, wonderful host, close to everything, ice cold air and comfortable bed. Very cozy and quiet. Stayed a month to help my dad 5 miles away. You need your own space away from others to regenerate your energy after working all day renovating plus working remotely. The weather was hot n humid as expected and rain sometimes daily a 1 hour but thats expected. Will be back again in Nov and Dec 2026"

Edward N.

includes taxes & fees

15 Nov - 16 Nov

A hot tub with a blue light, a window, and a wooden bench.

2. Charming Hot Tub Getaway by Tarpon

Holiday

Brandon S.

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a bed, a television on a glass table, a vase with flowers, and a mirror on the wall.

3. Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches

Holiday

4. Romantic suite just 5 minutes from the beach!

Country Estates

includes taxes & fees

12 Nov - 13 Nov

A compact living space with a kitchen, dining area, and a living room with a sofa.

5. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Colonial Hills

Andrew K.

includes taxes & fees

12 Nov - 13 Nov

A living room with a brown leather sofa, a glass coffee table, a dining area with a table and chairs, and a large window with curtains.

6. Convenient close to the sun and fun 3 bed home!

Holiday Lake Estates

Paul V.

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a grey sofa set, a round coffee table, and a wall-mounted TV.

7. Luxury Renovated Home Near Beaches. Pet Friendly.

Holiday

"Comfortable beds and couches. Very lovely modern updates in the aesthetic of the home. There are a couple of fit and finish details that I have contacted the owner about. Particularly for dog owners. One thing I will know is that there’s no direct access to the backyard as of when we rented this. So you have to go out the front and then through a gate to the back. For people with dogs that are challenging for verbal recall this means you have to put on the leash and collar and then go. Don’t...

Rachel R.

includes taxes & fees

1 Dec - 2 Dec

A covered outdoor area with a hot tub, seating, and a swimming pool.

8. Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

Holiday

Lex

includes taxes & fees

19 Nov - 20 Nov

A wooden dock extending into a calm body of water with a sunset in the background.

9. Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths

Park Place

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a sectional sofa, a small round table, and a bar area with stools.

10. Lakefront Paradise, with Heated Private Pool.

Tahitian Development

abner a.

includes taxes & fees

20 Nov - 21 Nov

A kitchen with white cabinets, a wooden island, a microwave, and a refrigerator.

11. The Burnside Bungalow where Vacation Awaits!

Holiday

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

12. Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

Holiday Lakes West

Kate G.

includes taxes & fees

16 Nov - 17 Nov

A covered patio with a glass table and four chairs, a ceiling fan, and a barbecue grill.

13. The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.

Colonial Hills

includes taxes & fees

14 Nov - 15 Nov

A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.

14. Canal‑Front Oasis w/Heated Pool Close to the Beach

Holiday Lake Estates

"The pictures don't do this place justice! It's beautiful. There is ample room for family and friends. The pool was perfect and relaxing. We enjoyed using it multiple times daily. The card table was perfect for us playing games each night. The kitchen had really good pans, which is unusual for most rentals. We did have a learning curve with the kitchen faucet but quickly discovered it was tap to start and stop. We might suggest a couple of kitchen towels, but otherwise the kitchen was very...

Chris S.

includes taxes & fees

12 Nov - 13 Nov

A dining area with a table set for two, featuring a vase of flowers, candles, and woven placemats.

15. Family-Friendly Home w/Heated Pool Near Beaches

Holiday

Terri R.

includes taxes & fees

12 Nov - 13 Nov

A covered outdoor seating area with a pool in the background.

16. Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

Holiday

Jason B.

includes taxes & fees

12 Nov - 13 Nov

A hammock on a wooden deck overlooking a lake with houses in the background.

17. GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

Holiday

Tim B.

A modern living room with a white sofa, a yellow armchair, a dining table with chairs, and artwork on the walls.

18. Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

Tahitian Development

includes taxes & fees

12 Nov - 13 Nov

19. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Tahitian Development

includes taxes & fees

14 Nov - 15 Nov

A modern dining area with a glass table, beige upholstered chairs, and a chandelier.

20. Elegant Holiday Escape w/Lanai & Heated Pool

Holiday Lakes West

Dana F.

includes taxes & fees

15 Nov - 16 Nov

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Find holiday rentals that suit your style

Top Holiday Hotel Reviews

A lobby with a reception desk, green upholstered seating, a white coffee table, and a blue patterned rug.

Fairfield Inn & Suites Holiday Tarpon Springs

Holiday

10/10 Excellent

Kevin

A modern reception area with a wooden panel wall, a crescent moon design, and a counter with computers.

Comfort Inn & Suites New Port Richey Downtown District

New Port Richey

10/10 Excellent

This is a newer Comfort Inn and the room was well laid out with plenty of room for luggage. Additionally :black out blinds, a night light in the bathroom, microwave and small fridge meant that it was well equipped. The beds were comfy and the shower/bath worked well, although it could have been hotter! Breakfast was sausages, French toast, scrambled eggs and make your own waffles. Also there were pastries, muffins, cereal, oatmeal, toast, yoghurt and fruit. The breakfast area is larger and not...

Diana

A spacious dining area with a long wooden table and matching chairs, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.

Hampton Inn & Suites Tarpon Springs

Tarpon Springs

10/10 Excellent

Daniel

A spacious lobby with a reception desk, blue armchairs, and a large table.

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Oldsmar

10/10 Excellent

Andrew

An outdoor patio area with a fire pit, wicker furniture, and umbrellas.

Residence Inn by Marriott Clearwater Downtown

Downtown Clearwater

10/10 Excellent

Aimee

A hotel with a central courtyard, palm trees, and a well-lit entrance.

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Downtown Dunedin

10/10 Excellent

Jemma

A modern lobby with a round seating area, a bar, and a dining area.

Fairfield Inn & Suites by Marriott Clearwater Beach

Clearwater Beach

10/10 Excellent

Billy

A hotel pool area with sun loungers and a clear blue pool.

ChartHouse Clearwater Beach Marina Hotel

Clearwater Beach

10/10 Excellent

Hotel is a great location, and extremely clean! We were on 8th floor, over looking marina which was great! We could see all the tour boats go in and out and even watch the dolphins! It was our tenth anniversary and the hotel put me in contact with a local balloon display company who they used themselves when they opened (Bubbly Balloons) who went in and decorated our room before we arrived. Highly recommend this hotel.

Ambet

An outdoor patio with stone flooring, green chairs, and a central fire pit.

SpringHill Suites by Marriott Tampa Suncoast Parkway

Land O' Lakes

10/10 Excellent

Robert

A covered outdoor seating area with a pool, lounge chairs, and a table.

Quality Inn & Suites Tarpon Springs South

Tarpon Springs

10/10 Excellent

Paul

A modern hotel lobby with a bar area, seating, and a kitchen in the background.

Hilton Garden Inn Tampa Suncoast Parkway

Lutz

8/10 Good

Geoffrey

A Holiday Inn Express & Suites building with a covered entrance, multiple floors, and a well-lit facade.

Holiday Inn Express & Suites Port Richey by IHG

Port Richey

10/10 Excellent

raymond

A pool area with a covered seating area, palm trees, and a building in the background.

Homewood Suites by Hilton Tampa - Port Richey

Port Richey

10/10 Excellent

Cherie

Find out more about Holiday

Everything you need to know about Holiday holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Holiday holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Holiday holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Holiday holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Holiday. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Holiday holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Holiday holiday rentals we have selected for you start as low as £94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Holiday rentals

At Expedia, we put the best Holiday holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Holiday rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Holiday holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Holiday. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Holiday?

Yes, there are holiday rentals close to the most popular sights in Holiday, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Holiday has a good selection of restaurants. Make sure you have time to check out the shopping and beaches during your trip.

What are some of the best holiday rentals that Holiday has to offer?

The Gemma by Brightwild: This holiday home rental outside of Holiday is located on the beach, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Holiday?

Choose from 63 Expedia holiday rentals in Holiday for a memorable holiday.

What can I see and do in Holiday?

Anclote River Park and Lake Conley are a couple of lovely local spots to get outside and enjoy nature. Key Vista Nature Park and Tarpon Springs Sponge Docks are a couple of places you'll find in the wider area.

What are holiday rentals like in Holiday?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Holiday. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.

Search Holiday Rentals in Holiday

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Holiday holiday rentals

1. Rest apartament

2. Charming Hot Tub Getaway by Tarpon

3. Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches

4. Romantic suite just 5 minutes from the beach!

5. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

6. Convenient close to the sun and fun 3 bed home!

7. Luxury Renovated Home Near Beaches. Pet Friendly.

8. Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

9. Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths

10. Lakefront Paradise, with Heated Private Pool.

11. The Burnside Bungalow where Vacation Awaits!

12. Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

13. The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.

14. Canal‑Front Oasis w/Heated Pool Close to the Beach

15. Family-Friendly Home w/Heated Pool Near Beaches

16. Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

17. GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

18. Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

19. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

20. Elegant Holiday Escape w/Lanai & Heated Pool

Find holiday rentals that suit your style

Top Holiday Hotel Reviews

Fairfield Inn & Suites Holiday Tarpon Springs

10/10 Excellent

Find out more about Holiday

Holiday holiday rentals: An excellent choice for every season

How to find incredible deals on Holiday rentals

Frequently Asked Questions

Can I find holiday rentals in Holiday?

What are some of the best holiday rentals that Holiday has to offer?

How many holiday rentals are there in Holiday?

What can I see and do in Holiday?

What are holiday rentals like in Holiday?

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