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 $207

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Holiday condo rentals

Microwave, oven, stovetop, dishwasher

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 $141
CA $302 total
includes taxes & fees
Jun 20 - Jun 21
Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex
Beach nearby, sun loungers, beach towels

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (117 reviews)
"Everything was great!"
United States
Mani S.
The price is CA $125
CA $392 total
includes taxes & fees
Jun 28 - Jun 29
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Interior

Bayfront 2BR/2BA Condo at Sailport – Minutes from Beaches & Downtown Attractions

Bayfront 2BR/2BA Condo at Sailport – Minutes from Beaches & Downtown Attractions
Rocky Point
The price is CA $180
CA $662 total
includes taxes & fees
Jul 13 - Jul 14
Bayfront 2BR/2BA Condo at Sailport – Minutes from Beaches & Downtown Attractions
Sun loungers, beach towels

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, (51 reviews)
"Great unit. Close to pool. Comfortable. "
Canada
Gary P.
The price is CA $140
CA $447 total
includes taxes & fees
Jun 22 - Jun 23
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Beach

Pool View 1BR Condo w/ Pool Bar & Restaurant

Pool View 1BR Condo w/ Pool Bar & Restaurant
Rocky Point
9.0 out of 10, Wonderful, (2 reviews)
"Great location and cute spot with a fun pool bar/restaurant!"
United States
Amy D.
The price is CA $157
CA $207 total
includes taxes & fees
Jul 12 - Jul 13
Pool View 1BR Condo w/ Pool Bar & Restaurant
Smart TV

Amazing main floor resort style condo at Avalon

Amazing main floor resort style condo at Avalon
Clearwater
9.8 out of 10, Exceptional, (44 reviews)
"Very nice place"
Canada
Peter K.
The price is CA $106
CA $403 total
includes taxes & fees
Jun 30 - Jul 1
Amazing main floor resort style condo at Avalon
Exterior

Wake up to the ocean breeze! Sailport Resort Condo

Wake up to the ocean breeze! Sailport Resort Condo
Rocky Point
9.8 out of 10, Exceptional, (7 reviews)
"Great Place!! So easy to book, very quick responses, beautiful view and everything is exactly how you see it in the pictures upon booking! Great service by the pool area where the staff calls you by name. Overall great experience!! We will definitely be back!! "
United States
Cynthia G.
The price is CA $191
CA $362 total
includes taxes & fees
Jun 21 - Jun 22
Wake up to the ocean breeze! Sailport Resort Condo
1 bedroom, iron/ironing board, WiFi, bed sheets

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)
"Clean room, great communication. "
United States
Tracey
The price is CA $93
CA $315 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Condo Steps From Valspar! Putting, Wine, TV
Beach nearby

Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (75 reviews)
"Perfect. The place was fantastic"
United States
David W.
The price is CA $161
CA $364 total
includes taxes & fees
Jul 19 - Jul 20
Direct water view from Balcony-Pool
Property grounds

Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (27 reviews)
"Great stay for golfers at Innsbrook!"
United States
judy
The price is CA $109
CA $407 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful condo on Copperhead. Beaches nearby!
On the beach

Hemingways Writer Retreat | Waterfront Heated Pool

Hemingways Writer Retreat | Waterfront Heated Pool
Rocky Point
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our 2 night stay. "
United States
Lauren J.
The price is CA $147
CA $431 total
includes taxes & fees
Jun 23 - Jun 24
Hemingways Writer Retreat | Waterfront Heated Pool
Sun loungers

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 price is CA $177
CA $360 total
includes taxes & fees
Jun 30 - Jul 1
Newly remodeled with sunset views! Heated pool, private beach and family owned!
TV

Beautiful Two Bedroom, Two Bath Condo at Sailport

Beautiful Two Bedroom, Two Bath Condo at Sailport
Rocky Point
10.0 out of 10, Exceptional, (4 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 $154
CA $630 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful Two Bedroom, Two Bath Condo at Sailport
On the beach, sun loungers, beach towels

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.
Waterfront Oasis on the Gulf
Pool

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)
"I love the area we were in. Very quiet and low key. The property manager was very helpful and pleasant. "
United States
Diane B.
The price is CA $168
CA $365 total
includes taxes & fees
Jun 21 - Jun 22
Studio On The Beach - Heated Pool - Self Check-in
Smart TV

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 $152
CA $355 total
includes taxes & fees
Jun 23 - Jun 24
Luxury Waterfront Condo with Heated Pool and Balcony
Marina

Relaxing Avalon Condo with Heated Pool, Min. to Beaches - King Size Bed

Relaxing Avalon Condo with Heated Pool, Min. to Beaches - King Size Bed
Clearwater
9.6 out of 10, Exceptional, (7 reviews)
"We had a wonderful week in this condo! Everything was so comfortable & just as described, & we were so impressed with the attention to detail - beach towels & chairs; spices, Ziploc bags, etc in the pantry; plenty of extra bath linens, etc. The pool area was nice, & the location was convenient to multiple beaches. The host was very responsive, also. Would definitely stay here again."
United States
erin w.
The price is CA $113
CA $413 total
includes taxes & fees
Jun 25 - Jun 26
Relaxing Avalon Condo with Heated Pool, Min. to Beaches - King Size Bed
Outdoor pool, a heated pool

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 $141
CA $418 total
includes taxes & fees
Jul 16 - Jul 17
Literally: 15 steps to the Heated Pool/Ground Floor Condo/King Bed/Free Parking
Interior

Sunset over Tampa Bay! Cozy 1-bedroom condo with private balcony!

Sunset over Tampa Bay! Cozy 1-bedroom condo with private balcony!
Rocky Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was as described, we only stayed 2 nights but lots of amenities to enjoy. Mark had extra items we weren’t expecting so that was a nice touch too. We would go back again."
United States
Lisa D.
The price is CA $204
CA $349 total
includes taxes & fees
Jun 23 - Jun 24
Sunset over Tampa Bay! Cozy 1-bedroom condo with private balcony!
Pool

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 $139
CA $328 total
includes taxes & fees
Jun 21 - Jun 22
Studio On The Beach - Heated Pool - Self Check-in
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

Clearwater Beach Hotel

Clearwater Beach Hotel

10/10 Excellent
"Nice hotel"
Ruben 2-night trip
Posted less than an hour ago
Clearwater Beach Hotel

Find out more about Holiday

Holiday Condo Rentals information

Number of reviews
430
Accommodation
1301 Condo Rentals
Lowest Price
CA $207
Highest Price
CA $662

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from CA $207 to CA $662 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 1301 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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