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

Holiday Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Holiday vacation rentals

Interior

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 P16,710
P41,568 total
includes taxes & fees
Aug 15 - Aug 16
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
Iron/ironing board, WiFi (free)

2. Secluded Hideaway - Private Retreat

Secluded Hideaway - Private Retreat
2.0 star property
Highpoint
The price is P87,751
P109,534 total
includes taxes & fees
Sep 2 - Sep 3
Secluded Hideaway - Private Retreat
Lunch and dinner served

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 P7,177
P10,417 total
includes taxes & fees
Aug 16 - Aug 17
Beso Del Sol Resort
Exterior

4. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very Good, (5,174 reviews)
"Great hospitality"
United States
Edith
The price is P6,828
P8,852 total
includes taxes & fees
Aug 30 - Aug 31
Sailport Waterfront Suites
View from property

5. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
8.8 out of 10, Excellent, (1,090 reviews)
"Another awesome trip in the books staying at Pelican Pointe!!"
United States
Toni
The price is P6,806
P11,188 total
includes taxes & fees
Aug 30 - Aug 31
Pelican Pointe Clearwater Beach Hotel
Interior

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 P7,345
P12,531 total
includes taxes & fees
Aug 27 - Aug 28
Fish & Kayak: Palm Harbor Studio w/ Pool Access!
Terrace/patio

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 P12,303
P16,323 total
includes taxes & fees
Aug 15 - Aug 16
The Avalon Club
2 bedrooms, desk

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 P15,400
P27,983 total
includes taxes & fees
Aug 27 - Aug 28
Vibrant 2BR 2BA w King Bed Pool Gym 11
Exterior

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 P4,049
P14,413 total
includes taxes & fees
Aug 16 - Aug 17
The Hemingway
3 bedrooms, iron/ironing board, WiFi (free)

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 P11,153
P21,860 total
includes taxes & fees
Sep 11 - Sep 12
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
Exterior

11. Ocean Front Beach in Clearwater 2BB 2BA

Ocean Front Beach in Clearwater 2BB 2BA
3.0 star property
Clearwater Beach
7.0 out of 10, Good, (10 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 P6,733
P21,686 total
includes taxes & fees
Aug 27 - Aug 28
Ocean Front Beach in Clearwater 2BB 2BA
6 bedrooms, premium bedding, memory foam beds, laptop workspace

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 P50,497
P98,216 total
includes taxes & fees
Aug 16 - Aug 17
The Gemma by Brightwild
Interior

13. 2631 Cedarglen Drive

2631 Cedarglen Drive
3.0 star property
Barrington Hills
The price is P144,453
P200,317 total
includes taxes & fees
Aug 16 - Aug 17
2631 Cedarglen Drive
Interior

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 P8,263
P13,568 total
includes taxes & fees
Aug 27 - Aug 28
6 Mi to Honeymoon Island: Studio w/ Pool Access
2 bedrooms, desk

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 P13,951
P26,339 total
includes taxes & fees
Aug 27 - Aug 28
Modern 2BR 2BA Pool Gym Near Airport 9
Interior

16. 3485 Floral Drive SE

3485 Floral Drive SE
3.0 star property
Largo
The price is P144,453
P187,927 total
includes taxes & fees
Aug 16 - Aug 17
3485 Floral Drive SE
Interior

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 P17,077
P34,221 total
includes taxes & fees
Aug 16 - Aug 17
Outdoor Oasis & All-ages Fun! Gulf Coast Getaway
Exterior

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
Spacious 3BR 2BA w Pool Gym Near Airport 4
Interior

19. 1465 Satsuma Street

1465 Satsuma Street
2.5 star property
Clearwater
The price is P144,453
P196,899 total
includes taxes & fees
Aug 16 - Aug 17
1465 Satsuma Street
Interior

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

'driftwood Beach Suite' - Walk to Clearwater Bch
3.0 star property
Clearwater Beach
The price is P15,425
P31,814 total
includes taxes & fees
Aug 17 - Aug 18
'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

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"What is expected . Lovely place good location friendly staff"
Tracy 3-night trip
Posted 1 hour ago
Wyndham Grand Clearwater Beach

Find out more about Holiday

Search for holiday rentals in Holiday on Expedia! You can easily find your home rentals, villas, holiday apartments in Holiday using one of the methods below:

  • View our selection of featured holiday rentals in Holiday
  • Use the map to find apartments and other holiday homes in the Holiday neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Holiday while they last

Look no further and take a look at our great range of rental properties in Holiday!

Frequently asked questions

Can I find vacation rentals in Holiday?

Yes, we offer vacation rentals close to popular points of interest in Holiday, or you can go with a more secluded option if you're looking for relaxation. Our travelers 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 vacation rentals that Holiday has to offer?

The Gemma by Brightwild: This vacation home rental outside of Holiday is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill 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 you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Holiday?

Choose from 66 Expedia vacation rentals in Holiday for a memorable vacation.

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 larger area.

What are vacation rentals like in Holiday?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Holiday. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.