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

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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, (29 reviews)
"Very nice view onto copperhead course from the balcony. Spacious condo. Perfect for our stay."
United States
Clive C.
The price is CA $106
CA $393 total
includes taxes & fees
Sep 23 - Sep 24
Beautiful condo on Copperhead. Beaches nearby!

2. BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (121 reviews)
"Yes great experience !the heated pool i loved! Would do again."
United States
Barbara S.
The price is CA $99
CA $351 total
includes taxes & fees
Sep 23 - Sep 24
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

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, (58 reviews)
"Nice stay! We used the pool, cooked and watch tv. "
United States
thomas r.
The price is CA $99
CA $355 total
includes taxes & fees
Sep 22 - Sep 23
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

4. Dunedin Condo on the Water

Dunedin Condo on the Water
Dunedin
9.2 out of 10, Wonderful, (16 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 $208
CA $417 total
includes taxes & fees
Sep 22 - Sep 23
Dunedin Condo on the Water

5. Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes

Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes
Dunedin
9.6 out of 10, Exceptional, (96 reviews)
"Perfect for a mini vacation to visit Honeymoon Island and Calideci Island. On site restaurant and bar was great."
United States
ARTHUR G.
The price is CA $193
CA $513 total
includes taxes & fees
Sep 28 - Sep 29
Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes

6. Waterfront Oasis on the Gulf

Waterfront Oasis on the Gulf
Hudson
10.0 out of 10, Exceptional, (38 reviews)
"We had a fantastic time. Beautiful place Bill and Michelle were wonderful hosts"
Canada
Stan H.
The price is CA $189
CA $543 total
includes taxes & fees
Oct 17 - Oct 18
Waterfront Oasis on the Gulf

7. PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Clearwater
9.8 out of 10, Exceptional, (53 reviews)
"This is a great place"
United States
James B.
The price is CA $123
CA $400 total
includes taxes & fees
Oct 8 - Oct 9
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

8. 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)
"Great place to stay in Clearwater! We had everything we needed inside. The condo was very clean!"
United States
Rachel D.
The price is CA $154
CA $494 total
includes taxes & fees
Sep 27 - Sep 28
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

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)
"Loved the place. Neighbors are great"
United States
Connie E.
The price is CA $140
CA $298 total
includes taxes & fees
Sep 22 - Sep 23
Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex

10. Pelican Pointe 116:Walk to Beach~Pool~Free Parking

Pelican Pointe 116:Walk to Beach~Pool~Free Parking
Clearwater Beach
9.8 out of 10, Exceptional, (14 reviews)
"We highly recommend it"
United States
Robert
The price is CA $147
CA $275 total
includes taxes & fees
Sep 22 - Sep 23
Pelican Pointe 116:Walk to Beach~Pool~Free Parking

11. 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, (48 reviews)
"Great time. Location was perfect for walking everywhere. "
United States
Laura M.
The price is CA $133
CA $258 total
includes taxes & fees
Sep 22 - Sep 23
Pelican Pointe 418:Walk to Beach~Pool~Free Parking

12. 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.
Golden Oasis in Clearwater, 3 Heated Pools, 13 Minutes from the Beach! 🏝️

13. Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (300 reviews)
"Great stay!"
United States
Barbara B.
The price is CA $343
CA $612 total
includes taxes & fees
Sep 22 - Sep 23
Downtown Dunedin Walking District

14. 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 $151
CA $334 total
includes taxes & fees
Sep 22 - Sep 23
Direct water view from Balcony-Pool

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

Condo On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.8 out of 10, Exceptional, (15 reviews)
"Very close to the beach"
United States
Brandon L.
The price is CA $175
CA $424 total
includes taxes & fees
Sep 22 - Sep 23
Condo On The Beach - Heated Pool - Self Check-in

16. Bay Breeze – Balcony, Heated Pool + Bar & Grill

Bay Breeze – Balcony, Heated Pool + Bar & Grill
Rocky Point
10.0 out of 10, Exceptional, (3 reviews)
"Great location, amenities"
United States
malgorzata c.
The price is CA $94
CA $312 total
includes taxes & fees
Sep 22 - Sep 23
Bay Breeze – Balcony, Heated Pool + Bar & Grill

17. NEW! Modern King Suite | Steps to the Beach!

NEW! Modern King Suite | Steps to the Beach!
Clearwater
10.0 out of 10, Exceptional, (2 reviews)
"Everything was amazing!! I would definitely recommend this place."
Canada
Julie H.
The price is CA $208
CA $345 total
includes taxes & fees
Sep 22 - Sep 23
NEW! Modern King Suite | Steps to the Beach!

18. 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 $129
CA $309 total
includes taxes & fees
Sep 22 - Sep 23
Studio On The Beach - Heated Pool - Self Check-in

19. Clearwater Beach, Stunning 2/2.5, City View, 304

Clearwater Beach, Stunning 2/2.5, City View, 304
Clearwater Beach
9.6 out of 10, Exceptional, (103 reviews)
"Very friendly and responsive staff. Rooms were clean and location was perfect!"
United States
Tara M.
The price is CA $210
CA $700 total
includes taxes & fees
Sep 22 - Sep 23
Clearwater Beach, Stunning 2/2.5, City View, 304

20. Family-Friendly 1BR w/ Pool Bar & Restaurant

Family-Friendly 1BR w/ Pool Bar & Restaurant
Rocky Point
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my stay. It was a nicely renovated unit with ample parking and a great little poolside cafe/bar. There were fantastic views of sunrise and sunset from the balcony. I highly recommend this little getaway spot.The host was super friendly and responsive."
United States
Tina H.
The price is CA $150
CA $198 total
includes taxes & fees
Sep 23 - Sep 24
Family-Friendly 1BR w/ Pool Bar & Restaurant
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

Holiday Condo Rentals information

Number of reviews
8,996
Accommodation
1265 Condo Rentals
Lowest Price
CA $109
Highest Price
CA $950

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from CA $109 to CA $950 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.

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