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

Search Condos Rentals in Holiday from CA $199

  • 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 condo rentals

1. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (28 reviews)
"Very nice view onto copperhead course from the balcony. Spacious condo. Perfect for our stay."
United States
Clive C.
The price is CA $108
CA $401 total
includes taxes & fees
Aug 5 - Aug 6
Beautiful condo on Copperhead. Beaches nearby!

2. Cozy Condo Steps From Valspar! Putting, Wine, TV

Cozy Condo Steps From Valspar! Putting, Wine, TV
Palm Harbor
8.8 out of 10, Excellent, (12 reviews)
"Everything was easy and room was clean and located well within the resort."
United States
Greg S.
Cozy Condo Steps From Valspar! Putting, Wine, TV

3. CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
Clearwater
9.6 out of 10, Exceptional, (55 reviews)
"Nice stay! We used the pool, cooked and watch tv. "
United States
thomas r.
The price is CA $102
CA $360 total
includes taxes & fees
Aug 7 - Aug 8
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

4. Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex

Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex
Lutz
6.6 out of 10, (7 reviews)
"Both the host and amenities.(See comments in original post)"
United States
Ben B.
The price is CA $140
CA $301 total
includes taxes & fees
Aug 5 - Aug 6
Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex

5. Dunedin Condo on the Water

Dunedin Condo on the Water
Dunedin
9.2 out of 10, Wonderful, (15 reviews)
"Good location. Loved the hot tub looking out over the bay. Great place to watch the sunset."
United States
Jan D.
The price is CA $236
CA $450 total
includes taxes & fees
Aug 6 - Aug 7
Dunedin Condo on the Water

6. Literally: 15 steps to the Heated Pool/Ground Floor Condo/King Bed/Free Parking

Literally: 15 steps to the Heated Pool/Ground Floor Condo/King Bed/Free Parking
Clearwater
9.8 out of 10, Exceptional, (10 reviews)
"Great location for pool ... dated but very clean ... excellent communication with hostess ... our second year in this unit and we truly enjoyed our three-week stay!!"
United States
Carol K.
The price is CA $125
CA $397 total
includes taxes & fees
Aug 21 - Aug 22
Literally: 15 steps to the Heated Pool/Ground Floor Condo/King Bed/Free Parking

7. Bay View Themed Resort Condo w/ Heated Pool & Bar

Bay View Themed Resort Condo w/ Heated Pool & Bar
Rocky Point
10.0 out of 10, Exceptional, (3 reviews)
"Perfect for our 2 night stay. "
United States
Lauren J.
The price is CA $107
CA $407 total
includes taxes & fees
Aug 6 - Aug 7
Bay View Themed Resort Condo w/ Heated Pool & Bar

8. Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (76 reviews)
"Very nice for a quick relaxing getaway!"
United States
Stefanie M.
The price is CA $160
CA $360 total
includes taxes & fees
Aug 6 - Aug 7
Direct water view from Balcony-Pool

9. Water View*Ideal Location*Pool

Water View*Ideal Location*Pool
Rocky Point
9.4 out of 10, Exceptional, (24 reviews)
"Overall amazing stay! "
United States
Michael B.
The price is CA $133
CA $628 total
includes taxes & fees
Aug 6 - Aug 7
Water View*Ideal Location*Pool

10. Golden Oasis in Clearwater, 3 Heated Pools, 13 Minutes from the Beach! 🏝️

Golden Oasis in Clearwater, 3 Heated Pools, 13 Minutes from the Beach! 🏝️
Clearwater
10.0 out of 10, Exceptional, (9 reviews)
"It was the best place I ever stayed in Florida we go to Florida every year definitely I’m going back to the same place the host Gabrielle was amazing she helped us with everything i recommend this place better from any hotel"
United States
Elias S.
The price is CA $180
CA $496 total
includes taxes & fees
Aug 6 - Aug 7
Golden Oasis in Clearwater, 3 Heated Pools, 13 Minutes from the Beach! 🏝️

11. PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
Clearwater
10.0 out of 10, Exceptional, (89 reviews)
"Beautiful stay. Nice location, clean condo. "
United States
Sami A.
The price is CA $170
CA $517 total
includes taxes & fees
Aug 24 - Aug 25
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

12. Relax on your Private Balcony | Beautiful Bayview!

Relax on your Private Balcony | Beautiful Bayview!
Rocky Point
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location off the water. "
United States
Sonja C.
The price is CA $125
CA $397 total
includes taxes & fees
Aug 9 - Aug 10
Relax on your Private Balcony | Beautiful Bayview!

13. Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.2 out of 10, Wonderful, (41 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
The price is CA $150
CA $199 total
includes taxes & fees
Aug 6 - Aug 7
Tampa Bay 1BR - Pool, Balcony & Beach Access

14. Studio On The Beach - Heated Pool - Self Check-in

Studio On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.6 out of 10, Exceptional, (5 reviews)
"Our host was very helpful and quick to respond. The place was pefect for a getaway for 2! Close to everything and a quick walk to the beach. Would stay again!"
United States
STACIA B.
The price is CA $118
CA $299 total
includes taxes & fees
Sep 3 - Sep 4
Studio On The Beach - Heated Pool - Self Check-in

15. Studio On The Beach - Heated Pool - Self Check-in

Studio On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.2 out of 10, Wonderful, (15 reviews)
"Wonderful place! Will stay again. "
United States
Jerry R.
The price is CA $120
CA $300 total
includes taxes & fees
Aug 24 - Aug 25
Studio On The Beach - Heated Pool - Self Check-in

16. Beautiful Two Bedroom, Two Bath Condo at Sailport

Beautiful Two Bedroom, Two Bath Condo at Sailport
Rocky Point
10.0 out of 10, Exceptional, (5 reviews)
"We had a great time. The condo is beautiful. The view from the balcony is beautiful. The area was perfect and the tiki bar at the pool had great food and drinks. Already plan on going back. "
United States
Cheryl D.
The price is CA $168
CA $646 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful Two Bedroom, Two Bath Condo at Sailport

17. Modern Tampa Waterfront Condo | Heated Pool & Bar!

Modern Tampa Waterfront Condo | Heated Pool & Bar!
Rocky Point
10.0 out of 10, Exceptional, (3 reviews)
"Great location, amenities"
United States
malgorzata c.
The price is CA $93
CA $346 total
includes taxes & fees
Aug 5 - Aug 6
Modern Tampa Waterfront Condo | Heated Pool & Bar!

18. Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (299 reviews)
"Everything was amazing!"
United States
Paul R.
The price is CA $344
CA $614 total
includes taxes & fees
Aug 8 - Aug 9
Downtown Dunedin Walking District

19. Luxury Waterfront Condo with Heated Pool and Balcony

Luxury Waterfront Condo with Heated Pool and Balcony
Rocky Point
9.2 out of 10, Wonderful, (10 reviews)
"Enjoyed the view of the water and the central location."
United States
Wendy S.
The price is CA $168
CA $373 total
includes taxes & fees
Aug 7 - Aug 8
Luxury Waterfront Condo with Heated Pool and Balcony

20. Beachy Vibes, Game Day Fun on the Bay, Heated Pool

Beachy Vibes, Game Day Fun on the Bay, Heated Pool
Rocky Point
8.8 out of 10, Excellent, (35 reviews)
"Great price for the room. Beautiful vehicle of the sunset from the pool. Good people!"
United States
Kenneth S.
The price is CA $151
CA $346 total
includes taxes & fees
Aug 6 - Aug 7
Beachy Vibes, Game Day Fun on the Bay, Heated Pool
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

Holiday Condo Rentals information

Number of reviews
734
Accommodation
1265 Condo Rentals
Lowest Price
CA $199
Highest Price
CA $646

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from CA $199 to CA $646 per night. These stays provide loads of room for the whole family at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Holiday?
Choose from 1265 condos in Holiday. Whether you're vacationing with the family or planning a weekend escape with your besties, Expedia can help you find the ideal base for your crew.
Why book your condo in Holiday with Expedia?
Vacays shouldn't be hard, so if you're in search of condos at a competitive rate, Expedia has got you covered. Keep the budget in check and check in to something small and affordable, or book a luxury condo and really spoil your crew. Take advantage of our search filters to find a place in Holiday that suits you best.
How can I find cheap condos in Holiday?
Expedia can help you locate cheap condos in Holiday. To reserve your dream stay in a few quick keystrokes, simply use our handy filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Holiday near my condo?
If you'd like to explore the best of Holiday, check out Anclote River Park. It's a favorite among locals and visitors alike.

Explore a world of travel with Expedia