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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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Holiday holiday rentals

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

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 S$869
includes taxes & fees
1 Oct - 2 Oct
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
A beach with thatched umbrellas and lounge chairs, a sandy shore, and a sunset in the background.

2. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,244 reviews)
"Great location with fun pool and bar!"
United States
Amy
The price is S$181
includes taxes & fees
12 Oct - 13 Oct
Sailport Waterfront Suites
A waterfront hotel with multiple balconies, a dock, and a reflective water surface.

3. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (768 reviews)
"Loved the view, pool area very nice"
United States
Tracey
The price is S$204
includes taxes & fees
27 Sept - 28 Sept
Beso Del Sol Resort
A hotel with a pool area, palm trees, and a view of the ocean.

4. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,136 reviews)
"loved the stay"
United States
Carina Yamilet
The price is S$200
includes taxes & fees
28 Sept - 29 Sept
Pelican Pointe Clearwater Beach Hotel
A balcony with wicker furniture overlooking a beach.

5. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (606 reviews)
"Perfect location on the beach and close to many shops and restaurants."
United States
Robert
The price is S$390
includes taxes & fees
7 Oct - 8 Oct
The Avalon Club
A beach with thatched umbrellas and sun loungers facing the ocean.

6. The Palm Exclusive Tropical Luxury on the Water

The Palm Exclusive Tropical Luxury on the Water
3.0 star property
Rocky Point
7.0 out of 10, Good, (4 reviews)
"It is not on the beach. Pictures misleading….Door was broken, bathtub flooded in minutes and fire alarm would go off when a hot shower was took. Quick to take ur money for early check-in/late check out almost could feel the greed. But nice pool war with amazing bartender and food."
United States
Rehan
The price is S$267
includes taxes & fees
7 Oct - 8 Oct
The Palm Exclusive Tropical Luxury on the Water
A sandy beach path with vegetation on either side.

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

'driftwood Beach Suite' - Walk to Clearwater Bch
3.0 star property
Clearwater Beach
The price is S$687
includes taxes & fees
12 Oct - 13 Oct
'driftwood Beach Suite' - Walk to Clearwater Bch
A beachside seating area with a fire pit and chairs, overlooking the ocean.

8. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.6 out of 10, Excellent, (40 reviews)
"The property was beautiful,loved the pool and bar restaurant,everyone was so nice.Perfect location to everything"
United States
Michelle
The price is S$310
includes taxes & fees
7 Oct - 8 Oct
The Hemingway
A bedroom with a bed, a ceiling fan, a flat-screen TV, a dresser, a mirror, and a walk-in closet.

9. 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 S$456
includes taxes & fees
26 Sept - 27 Sept
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

10. 2631 Cedarglen Drive

2631 Cedarglen Drive
3.0 star property
Barrington Hills
The price is S$4,017
includes taxes & fees
27 Sept - 28 Sept
2631 Cedarglen Drive
A swimming pool with hot tubs, a covered patio area, and a well-lit interior space.

11. Tampa Oasis: Pool & Hot Tub Retreat for Families

Tampa Oasis: Pool & Hot Tub Retreat for Families
3.5 star property
Lake Magdalene
Tampa Oasis: Pool & Hot Tub Retreat for Families
A modern kitchen with a large island, white cabinetry, and a dining area with a table and chairs.

12. The Gemma by Brightwild

The Gemma by Brightwild
5.0 star property
Clearwater Beach
9.8 out of 10, Exceptional, (7 reviews)
"Amazing property"
United States
Rusty
The price is S$1,882
includes taxes & fees
29 Sept - 30 Sept
The Gemma by Brightwild
A stone pool surrounded by tropical plants and palm trees.

13. 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 S$462
includes taxes & fees
21 Oct - 22 Oct
Vibrant 2BR 2BA w King Bed Pool Gym 11
A modern kitchen with a large island, stainless steel appliances, and a chandelier.

14. Furnished Outdoor Area! Family Home in Spring Hill

Furnished Outdoor Area! Family Home in Spring Hill
3.0 star property
Spring Hill
8.0 out of 10, Very good, (1 review)
"The house is fresh inside and accommodated our family of 4 wonderfully. We had extra towels and extra pillows which went a long way. Loved the washer and dryer option and the pool. "
United States
Alicia
Furnished Outdoor Area! Family Home in Spring Hill
A modern living room with a blue sofa, a wooden floor, and a ceiling light fixture.

15. 1465 Satsuma Street

1465 Satsuma Street
2.5 star property
Clearwater
The price is S$3,911
includes taxes & fees
29 Sept - 30 Sept
1465 Satsuma Street
A pool area with palm trees, lounge chairs, and umbrellas.

16. Serenity on the Sea Luxury Condo w Prvt Balcony

Serenity on the Sea Luxury Condo w Prvt Balcony
2.0 star property
Rocky Point
8.0 out of 10, Very good, (5 reviews)
"Close to the airport. The beach was great with lounge chairs, tables and umbrellas, but no access to the water. A pool and pool bar was appreciated. The unit was clean, but needed some improvements. The sofa bed and furniture were cheap and not sturdy. More towels are necessary when 4 people are staying."
United States
amy
The price is S$308
includes taxes & fees
28 Sept - 29 Sept
Serenity on the Sea Luxury Condo w Prvt Balcony
A sandy beach path leading to the sea with sparse vegetation.

17. Clearwater Beach Hideaway: Walkable Location!

Clearwater Beach Hideaway: Walkable Location!
3.5 star property
Clearwater Beach
The price is S$1,111
includes taxes & fees
28 Sept - 29 Sept
Clearwater Beach Hideaway: Walkable Location!
A modern kitchen with a granite countertop, stainless steel appliances, and white cabinetry.

18. 3442 Azalea Pl

3442 Azalea Pl
2.0 star property
Largo
The price is S$3,884
includes taxes & fees
29 Sept - 30 Sept
3442 Azalea Pl
A beach with a thatched umbrella, sandy shore, and calm sea.

19. Palm Court a Bayview 2 Bed Suite Heated Pool

Palm Court a Bayview 2 Bed Suite Heated Pool
2.0 star property
Rocky Point
10.0 out of 10, Exceptional, (1 review)
The price is S$307
includes taxes & fees
29 Sept - 30 Sept
Palm Court a Bayview 2 Bed Suite Heated Pool
A single-story house with a garage, a fenced yard, and a large tree.

20. 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 S$262
includes taxes & fees
26 Sept - 27 Sept
Fish & Kayak: Palm Harbor Studio w/ Pool Access!
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

8/10 Good
"Great breakfast nice people"
Jessica 5-night trip
Posted less than an hour ago
Wyndham Grand Clearwater Beach

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 69 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.