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

Search and Rent Holiday Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

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.
$255 nightly
The price is $284
Aug 10 - Aug 11
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!

2. 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.
$222 nightly
The price is $248
Aug 7 - Aug 8
Total with taxes and fees
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

3. 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.
$285 nightly
The price is $318
Aug 7 - Aug 8
Total with taxes and fees
Dunedin Condo on the Water

4. 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.
$256 nightly
The price is $285
Aug 21 - Aug 22
Total with taxes and fees
Literally: 15 steps to the Heated Pool/Ground Floor Condo/King Bed/Free Parking

5. 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.
$332 nightly
The price is $370
Aug 24 - Aug 25
Total with taxes and fees
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

6. 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.
$212 nightly
The price is $236
Aug 26 - Aug 27
Total with taxes and fees
Studio On The Beach - Heated Pool - Self Check-in

7. 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.
$315 nightly
The price is $351
Aug 8 - Aug 9
Total with taxes and fees
Golden Oasis in Clearwater, 3 Heated Pools, 13 Minutes from the Beach! 🏝️

8. 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.
$127 nightly
The price is $142
Aug 7 - Aug 8
Total with taxes and fees
Tampa Bay 1BR - Pool, Balcony & Beach Access

9. 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.
$190 nightly
The price is $210
Aug 9 - Aug 10
Total with taxes and fees
Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex

10. 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.
$285 nightly
The price is $303
Aug 10 - Aug 11
Total with taxes and fees
Bay View Themed Resort Condo w/ Heated Pool & Bar

11. Condo On The Beach - Ocean Side View Balcony

Condo On The Beach - Ocean Side View Balcony
Belleair Beach
10.0 out of 10, Exceptional, (5 reviews)
"Perfect location….on the beach, with a heated pool to enjoy on cooler mornings and evenings. The condo and the property is super clean and well maintained! I love how quiet this property is and easy access to restaurants, shopping, and beach! Perfect getaway!!!"
United States
Jackie B.
$248 nightly
The price is $276
Aug 26 - Aug 27
Total with taxes and fees
Condo On The Beach - Ocean Side View Balcony

12. Bayfront Condo: Resort & Views

Bayfront Condo: Resort & Views
Rocky Point
8.8 out of 10, Excellent, (10 reviews)
"Such a cute place and super convenient! Would definitely come back!"
United States
Chelsea T.
$246 nightly
The price is $264
Aug 7 - Aug 8
Total with taxes and fees
Bayfront Condo: Resort & Views

13. Newly remodeled with sunset views! Heated pool, private beach and family owned!

Newly remodeled with sunset views! Heated pool, private beach and family owned!
Rocky Point
9.4 out of 10, Exceptional, (8 reviews)
"The place was great. Thanks for everything "
Canada
Ashley I.
$185 nightly
The price is $207
Aug 7 - Aug 8
Total with taxes and fees
Newly remodeled with sunset views! Heated pool, private beach and family owned!

14. 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.
$394 nightly
The price is $439
Aug 8 - Aug 9
Total with taxes and fees
Downtown Dunedin Walking District

15. 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.
$260 nightly
The price is $279
Aug 9 - Aug 10
Total with taxes and fees
Relax on your Private Balcony | Beautiful Bayview!

16. Cozy Bay View Condo w/ Pool

Cozy Bay View Condo w/ Pool
Rocky Point
8.0 out of 10, Very Good, (5 reviews)
"Great space for the 2 of us who stayed there. The view from the balcony is great. The pool and bar were awesome they had live music on Friday. The food & drinks were great. We enjoyed the location as well. Hosts were very communicative & easy check in/out process. I would stay here again!"
United States
Vanessa G.
$220 nightly
The price is $240
Aug 9 - Aug 10
Total with taxes and fees
Cozy Bay View Condo w/ Pool

17. Renovated Beachfront Condo W/Pool

Renovated Beachfront Condo W/Pool
Belleair Beach
9.6 out of 10, Exceptional, (137 reviews)
"very nice view, clean property, great location"
United States
David A.
$449 nightly
The price is $500
Aug 9 - Aug 10
Total with taxes and fees
Renovated Beachfront Condo W/Pool

18. Pelican Pointe 418:Walk to Beach~Pool~Free Parking

Pelican Pointe 418:Walk to Beach~Pool~Free Parking
Clearwater Beach
9.6 out of 10, Exceptional, (47 reviews)
"Great time. Location was perfect for walking everywhere. "
United States
Laura M.
$176 nightly
The price is $197
Aug 30 - Aug 31
Total with taxes and fees
Pelican Pointe 418:Walk to Beach~Pool~Free Parking

19. 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.
$221 nightly
The price is $248
Aug 7 - Aug 8
Total with taxes and fees
Beachy Vibes, Game Day Fun on the Bay, Heated Pool

20. 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.
$420 nightly
The price is $455
Aug 11 - Aug 12
Total with taxes and fees
Water View*Ideal Location*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
845
Accommodation
1268 Condo Rentals
Lowest Price
$142
Highest Price
$500

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from $142 to $500 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 1268 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