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

Holiday Holiday Rentals

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Our top choices for Holiday holiday rentals

1. 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$1,152
includes taxes & fees
16 Aug - 17 Aug
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

2. Secluded Hideaway - Private Retreat

Secluded Hideaway - Private Retreat
2.0 star property
Highpoint
The price is NZ$3,037
includes taxes & fees
16 Aug - 17 Aug
Secluded Hideaway - Private Retreat

3. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (755 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is NZ$262
includes taxes & fees
15 Sept - 16 Sept
Beso Del Sol Resort

4. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,178 reviews)
"Great hospitality"
United States
Edith
The price is NZ$230
includes taxes & fees
30 Aug - 31 Aug
Sailport Waterfront Suites

5. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
8.8 out of 10, Excellent, (1,095 reviews)
"Another awesome trip in the books staying at Pelican Pointe!!"
United States
Toni
The price is NZ$310
includes taxes & fees
30 Aug - 31 Aug
Pelican Pointe Clearwater Beach Hotel

6. Fish & Kayak: Palm Harbor Studio w/ Pool Access!

Fish & Kayak: Palm Harbor Studio w/ Pool Access!
3.0 star property
Palm Harbor
The price is NZ$347
includes taxes & fees
16 Aug - 17 Aug
Fish & Kayak: Palm Harbor Studio w/ Pool Access!

7. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (587 reviews)
"The staff are all so friendly and respond immediately via text whenever we needed anything. Room was clean and had perfect view of the ocean as described. Short walk to everything…."
United States
Malany
The price is NZ$429
includes taxes & fees
16 Aug - 17 Aug
The Avalon Club

8. Vibrant 2BR 2BA w King Bed Pool Gym 11

Vibrant 2BR 2BA w King Bed Pool Gym 11
3.0 star property
Town 'n' Country
10.0 out of 10, Exceptional, (1 review)
"Sehr groß und sauber. Alle Möbel waren sauber und funktionsfähig."
Germany
Kim Viola
The price is NZ$594
includes taxes & fees
7 Sept - 8 Sept
Vibrant 2BR 2BA w King Bed Pool Gym 11

9. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.4 out of 10, Very good, (33 reviews)
"The location was amazing!"
United States
Amy
The price is NZ$382
includes taxes & fees
16 Aug - 17 Aug
The Hemingway

10. Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic
3.0 star property
Town 'n' Country
2.0 out of 10, (6 reviews)
"This place was double booked. I never received any type of communication from the property then had to find a place to stay because I wasn’t told it was double booked until I showed up and there was people already in the house. I do NOT recommend this place. "
United States
Savanah
The price is NZ$605
includes taxes & fees
29 Aug - 30 Aug
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

11. Ocean Front Beach in Clearwater 2BB 2BA

Ocean Front Beach in Clearwater 2BB 2BA
3.0 star property
Clearwater Beach
7.4 out of 10, Good, (11 reviews)
"Great location, easy walk to the beach and local spots and the apartment itself was beautiful and a great view. Will be back!!"
United States
Chris
The price is NZ$601
includes taxes & fees
17 Aug - 18 Aug
Ocean Front Beach in Clearwater 2BB 2BA

12. The Gemma by Brightwild

The Gemma by Brightwild
5.0 star property
Clearwater Beach
9.8 out of 10, Exceptional, (6 reviews)
"Amazing property"
United States
Rusty
The price is NZ$2,497
includes taxes & fees
16 Aug - 17 Aug
The Gemma by Brightwild

13. 2631 Cedarglen Drive

2631 Cedarglen Drive
3.0 star property
Barrington Hills
The price is NZ$5,463
includes taxes & fees
25 Aug - 26 Aug
2631 Cedarglen Drive

14. 6 Mi to Honeymoon Island: Studio w/ Pool Access

6 Mi to Honeymoon Island: Studio w/ Pool Access
3.0 star property
Palm Harbor
The price is NZ$376
includes taxes & fees
16 Aug - 17 Aug
6 Mi to Honeymoon Island: Studio w/ Pool Access

15. Modern 2BR 2BA Pool Gym Near Airport 9

Modern 2BR 2BA Pool Gym Near Airport 9
3.0 star property
Westchase
The price is NZ$594
includes taxes & fees
7 Sept - 8 Sept
Modern 2BR 2BA Pool Gym Near Airport 9

16. 3485 Floral Drive SE

3485 Floral Drive SE
3.0 star property
Largo
The price is NZ$5,165
includes taxes & fees
12 Sept - 13 Sept
3485 Floral Drive SE

17. Outdoor Oasis & All-ages Fun! Gulf Coast Getaway

Outdoor Oasis & All-ages Fun! Gulf Coast Getaway
3.0 star property
Hudson
The price is NZ$949
includes taxes & fees
16 Aug - 17 Aug
Outdoor Oasis & All-ages Fun! Gulf Coast Getaway

18. Spacious 3BR 2BA w Pool Gym Near Airport 4

Spacious 3BR 2BA w Pool Gym Near Airport 4
3.0 star property
Westchase
10.0 out of 10, Exceptional, (1 review)
"Hard to find but other than that it was great"
United States
willona
The price is NZ$827
includes taxes & fees
7 Sept - 8 Sept
Spacious 3BR 2BA w Pool Gym Near Airport 4

19. 1465 Satsuma Street

1465 Satsuma Street
2.5 star property
Clearwater
The price is NZ$5,301
includes taxes & fees
23 Aug - 24 Aug
1465 Satsuma Street

20. 'driftwood Beach Suite' - Walk to Clearwater Bch

'driftwood Beach Suite' - Walk to Clearwater Bch
3.0 star property
Clearwater Beach
The price is NZ$882
includes taxes & fees
17 Aug - 18 Aug
'driftwood Beach Suite' - Walk to Clearwater Bch
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.
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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.

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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 66 Expedia holiday rentals in Holiday for a memorable holiday.

What can I see and do in Holiday?

Anclote River Park and Key Vista Nature Park are a couple of lovely local spots to get outside and enjoy nature. Lake Conley 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.