A beach with people standing and facing the ocean, with their arms raised. There are two suitcases on the sand.

Holiday Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Holiday holiday rentals

1. Rest apartament

Rest apartament
Holiday
9.6 out of 10, Exceptional, (68 reviews)
"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"
United States
Edward N.
Rest apartament

2. Charming Hot Tub Getaway by Tarpon

Charming Hot Tub Getaway by Tarpon
Holiday
9.8 out of 10, Exceptional, (10 reviews)
"Our quick last minute stay was great here in Holiday/Tarpon Springs! Glenda was excellent to communicate with and the home is clean as can be. We could have stayed many nights with the amenities they have! Close to cool parks, kayaking, and Glenda provides nice beach cooler and chairs! Everything you need and want for a great getaway. Private hot tub is a plus!"
United States
Brandon S.
The price is NZ$315
includes taxes & fees
15 Nov - 16 Nov
Charming Hot Tub Getaway by Tarpon

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

Family-Friendly Home w/Heated Pool Near Beaches
Holiday
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our week here. The house was larger then photos looked. The pool was great! Everything was as described in the ad for home. Very friendly and helpful host."
United States
Terri R.
The price is NZ$834
includes taxes & fees
15 Nov - 16 Nov
Family-Friendly Home w/Heated Pool Near Beaches

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

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
3.0 star property
Tahitian Development
The price is NZ$1,169
includes taxes & fees
15 Nov - 16 Nov
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

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

Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8
Holiday
10.0 out of 10, Exceptional, (1 review)
"Great little weekend get away. The back yard is it’s on personal Oasis with grilling area along with ample space for games & fun. We brought all of our dogs and really enjoyed our stay."
United States
Jason B.
The price is NZ$844
includes taxes & fees
15 Nov - 16 Nov
Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

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

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
Colonial Hills
9.8 out of 10, Exceptional, (37 reviews)
"Awesome service, comfortable atmosphere and a pleasant place to stay will probably book again "
United States
Andrew K.
The price is NZ$253
includes taxes & fees
15 Nov - 16 Nov
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

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

Canal‑Front Oasis w/Heated Pool Close to the Beach
Holiday Lake Estates
10.0 out of 10, Exceptional, (2 reviews)
"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...
United States
Chris S.
Canal‑Front Oasis w/Heated Pool Close to the Beach

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

Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths
Park Place
The price is NZ$594
includes taxes & fees
15 Nov - 16 Nov
Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths

9. Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
10.0 out of 10, Exceptional, (27 reviews)
"Great place, location and amenities."
United States
abner a.
The price is NZ$781
includes taxes & fees
14 Dec - 15 Dec
Lakefront Paradise, with Heated Private Pool.

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

Convenient close to the sun and fun 3 bed home!
Holiday Lake Estates
8.4 out of 10, Very good, (17 reviews)
"Over all a great place to stay. Clean and just enough room us."
United States
Paul V.
The price is NZ$490
includes taxes & fees
18 Nov - 19 Nov
Convenient close to the sun and fun 3 bed home!

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

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
Holiday Lakes West
10.0 out of 10, Exceptional, (17 reviews)
"Cute, well-kept home with a great pool. We loved our stay!"
United States
Kate G.
The price is NZ$823
includes taxes & fees
13 Dec - 14 Dec
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

12. The Burnside Bungalow where Vacation Awaits!

The Burnside Bungalow where Vacation Awaits!
Holiday
The Burnside Bungalow where Vacation Awaits!

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

Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
Holiday
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place to relax, will definitely come back again?"
United States
Lex
The price is NZ$481
includes taxes & fees
16 Nov - 17 Nov
Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

14. Romantic suite just 5 minutes from the beach!

Romantic suite just 5 minutes from the beach!
Country Estates
The price is NZ$244
includes taxes & fees
27 Nov - 28 Nov
Romantic suite just 5 minutes from the beach!

15. Elegant Holiday Escape w/Lanai & Heated Pool

Elegant Holiday Escape w/Lanai & Heated Pool
Holiday Lakes West
9.0 out of 10, Wonderful, (2 reviews)
"Easy check in, great pool, nice layout."
United States
Dana F.
Elegant Holiday Escape w/Lanai & Heated Pool

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

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

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

Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
Tahitian Development
The price is NZ$1,110
includes taxes & fees
27 Nov - 28 Nov
Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

18. New Property— Palm & Paddle Lakeside w/heated Pool.

New Property— Palm & Paddle Lakeside w/heated Pool.
Tahitian Development
New Property— Palm & Paddle Lakeside w/heated Pool.

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

The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.
Colonial Hills
The price is NZ$734
includes taxes & fees
15 Nov - 16 Nov
The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.

20. Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches

Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches
Baileys Bluff Estates
10.0 out of 10, Exceptional, (11 reviews)
"Host was extremely responsive and easy to work with"
United States
Jeff S.
The price is NZ$1,073
includes taxes & fees
8 Dec - 9 Dec
Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Holiday Hotel Reviews

Find out more about Holiday

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Holiday holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Holiday. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Holiday. Seeing all the best attractions is bound to make you fall in love with Holiday. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Holiday short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

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.