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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Holiday condo rentals

Beach

Spacious condo w/pool, gym & pet-friendly

Spacious condo w/pool, gym & pet-friendly
Lutz
7.0 out of 10, Good, (13 reviews)
"Farthest condo to the beach. NO GYM. "
United States
carmen
$593 nightly
The price is $664
May 11 - May 12
Total with taxes and fees
Spacious condo w/pool, gym & pet-friendly
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, (50 reviews)
"We had a great experience at this property. Everything was very clean, updated, and exactly as advertised. The location was perfect—just a few steps away from the pool—and the communication with the host was outstanding throughout our stay. This was our second time staying here, and we would definitely stay here again!"
Canada
Neil M.
$270 nightly
The price is $301
May 7 - May 8
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
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
$443 nightly
The price is $496
May 11 - May 12
Total with taxes and fees
Bayfront 2BR/2BA Condo at Sailport – Minutes from Beaches & Downtown Attractions
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)
"Great location, clean and convenient place to stay!!"
United States
Jennifer M.
$232 nightly
The price is $258
May 13 - May 14
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
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)
"Clean! Beautiful sunset views over the Bay from the balcony. "
United States
Erica D.
$226 nightly
The price is $253
May 10 - May 11
Total with taxes and fees
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
8.6 out of 10, Excellent, (11 reviews)
"The room was hot at night and we were not able to adjust the temperature. I personally had an issue trying to receive messages from the host. The app did not recognize my stay. Also, I wish I could have received check in information earlier than the day of, due to both the hard time accessing the App/message and because I was traveling."
United States
Kathy
$186 nightly
The price is $208
May 7 - May 8
Total with taxes and fees
Cozy Condo Steps From Valspar! Putting, Wine, TV
1 bedroom, in-room safe, iron/ironing board, free WiFi

Mediterranean Apartment 5 min from the 🏝⛱🏖

Mediterranean Apartment 5 min from the 🏝⛱🏖
Milton Park Magnolia Heights
9.6 out of 10, Exceptional, (17 reviews)
"Everything was great. Super simple in and out process. Parking is convenient. The only negative comment I have, is that whatever cleaning product is used, the smell is very overwhelming. "
United States
Tom
$219 nightly
The price is $245
May 11 - May 12
Total with taxes and fees
Mediterranean Apartment 5 min from the 🏝⛱🏖
Beach nearby

Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (74 reviews)
"Perfect. The place was fantastic"
United States
David W.
$237 nightly
The price is $265
May 10 - May 11
Total with taxes and fees
Direct water view from Balcony-Pool
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, (3 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.
$419 nightly
The price is $468
May 7 - May 8
Total with taxes and fees
Beautiful Two Bedroom, Two Bath Condo at Sailport
On the beach

Vintage 2 Bed Waterfront Condo & Heated Pool!

Vintage 2 Bed Waterfront Condo & Heated Pool!
Rocky Point
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our 2 night stay. "
United States
Lauren J.
$306 nightly
The price is $330
May 31 - Jun 1
Total with taxes and fees
Vintage 2 Bed Waterfront Condo & Heated Pool!
Sun loungers

Heated pool, private beach and views! Newly remodeled. No fees

Heated pool, private beach and views! Newly remodeled. No fees
Rocky Point
9.2 out of 10, Wonderful, (7 reviews)
"My husband and I had a wonderful stay at the property, and it met our needs perfectly! It is in a great location, between St. Pete's and Tampa with restaurants within walking distance. "
United States
Colleen C.
$212 nightly
The price is $237
May 12 - May 13
Total with taxes and fees
Heated pool, private beach and views! Newly remodeled. No fees
Beach nearby, sun loungers, beach towels

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)
"We had everything we needed and the condo was clean. Truly enjoyed our stay and would definitely go back again."
United States
Susan D.
$232 nightly
The price is $258
May 15 - May 16
Total with taxes and fees
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
Sun loungers, beach towels

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, (86 reviews)
"Beautiful stay. Nice location, clean condo. "
United States
Sami A.
$350 nightly
The price is $390
May 14 - May 15
Total with taxes and fees
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
Marina

Cozy Condo in Heart of Avalon, Heated Pool, Min. to Beaches - King Size Bed

Cozy Condo in Heart of Avalon, 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.
$267 nightly
The price is $298
May 13 - May 14
Total with taxes and fees
Cozy Condo in Heart of Avalon, Heated Pool, Min. to Beaches - King Size Bed
Pool

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

Studio On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.0 out of 10, Wonderful, (14 reviews)
"Perfect location- just steps from the beach. Awesome shelling, tons of amazing local restaurants nearby to try. Just what we needed! "
United States
Kimberly W.
$244 nightly
The price is $272
May 25 - May 26
Total with taxes and fees
Studio On The Beach - Heated Pool - Self Check-in
Beach

Family-Friendly 1BR w/ Pool Bar & Restaurant

Family-Friendly 1BR w/ Pool Bar & Restaurant
Rocky Point
$155 nightly
The price is $173
May 24 - May 25
Total with taxes and fees
Family-Friendly 1BR w/ Pool Bar & Restaurant
Smart TV

Luxury Waterfront Condo with Heated Pool and Balcony

Luxury Waterfront Condo with Heated Pool and Balcony
Rocky Point
9.4 out of 10, Exceptional, (9 reviews)
"It was a pleasant stay. The online photos gave me a different expectation of what the area and surrounding area would look like but an overall good trip."
United States
Latasha S.
$226 nightly
The price is $253
May 7 - May 8
Total with taxes and fees
Luxury Waterfront Condo with Heated Pool and Balcony
Beach nearby

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.
$247 nightly
The price is $277
May 26 - May 27
Total with taxes and fees
Beachy Vibes, Game Day Fun on the Bay, Heated Pool
TV

Renovated Beachfront Condo W/Pool

Renovated Beachfront Condo W/Pool
Belleair Beach
9.6 out of 10, Exceptional, (125 reviews)
"Great view of the beach and pet friendly. Very nice condo. Would definitely stay there again."
United States
Douglas J.
$395 nightly
The price is $441
May 10 - May 11
Total with taxes and fees
Renovated Beachfront Condo W/Pool
Pool

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

Condo On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.2 out of 10, Wonderful, (15 reviews)
"Check in was easy, room was clean pool was cold. Overall a good stay"
United States
Debbie V.
$266 nightly
The price is $296
May 26 - May 27
Total with taxes and fees
Condo 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

Holiday Inn & Suites Clearwater Beach by IHG

Holiday Inn & Suites Clearwater Beach by IHG

10/10 Excellent
"no beach"
Rory 4-night trip
Posted 1 hour ago
Holiday Inn & Suites Clearwater Beach by IHG

Find out more about Holiday

Holiday Condo Rentals information

Number of reviews
573
Accommodation
1229 Condo Rentals
Lowest Price
$173
Highest Price
$664

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from $173 to $664 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 1229 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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