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Search and Rent Holiday Condos

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Our top choices for Holiday condo rentals

8.8 out of 10, Excellent, (6)
"Great place to stay with family visiting our son at USF. "
United States
Brad M.
$324 nightly
The price is $363
Jan 6 - Jan 7, 2026
Total with taxes and fees
Relaxing 4BR condo w/ pool & gym access
10.0 out of 10, Exceptional, (9)
"Great place and area to avoid the high rises. "
United States
Scott J.
$201 nightly
The price is $225
Jan 14 - Jan 15, 2026
Total with taxes and fees
Condo On The Beach - Heated Pool - Self Check-in
10.0 out of 10, Exceptional, (1)
"The Hemmingway provided the right amount of space for our family during our stay in Tampa. Beautiful view from the room and wonderful bay front lounging areas around the property. There is also a nice little pool side restaurant. Would highly recommend this property."
United States
Lisa D.
$266 nightly
The price is $288
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hemingways Waterfront & Beach Access, Heated Pool!
10.0 out of 10, Exceptional, (2)
"I could not be more happy with this stay. Extremely clean and updated unit that was close to all golf courses, restaurants and grocery! "
United States
Scott S.
$253 nightly
The price is $265
Dec 31 - Jan 1, 2026
Total with taxes and fees
Luxury 1BR Condo Near Palm Harbor Beach – Sleeps 4, Gated Community
9.8 out of 10, Exceptional, (46)
"Super nice. Close to pier 60 super quiet location multiple restaurants with in walking distance. Will come again."
United States
Robert
$267 nightly
The price is $298
Jan 5 - Jan 6, 2026
Total with taxes and fees
PROMO PRICES- POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

Condo in Milton Park Magnolia Heights

Mediterranean Apartment 5 min from the 🏝⛱🏖
9.4 out of 10, Exceptional, (14)
"Clean and quiet stay. Just what I needed."
United States
Shaun G.
$194 nightly
The price is $216
Jan 3 - Jan 4, 2026
Total with taxes and fees
Mediterranean Apartment 5 min from the 🏝⛱🏖

Condo in Clearwater

445 Clearwater Hamden
$360 nightly
The price is $408
Jan 6 - Jan 7, 2026
Total with taxes and fees
445 Clearwater Hamden
9.6 out of 10, Exceptional, (22)
"Great stay for golfers at Innsbrook!"
United States
judy
$305 nightly
The price is $339
Jan 5 - Jan 6, 2026
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
9.0 out of 10, Wonderful, (4)
"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.
$231 nightly
The price is $259
Jan 3 - Jan 4, 2026
Total with taxes and fees
Discounted rates for the holidays! You need this view for Christmas!
9.6 out of 10, Exceptional, (79)
"We loved our stay at this condo. Had everything we needed for my 2 kids and I. The pull out couch was comfy. We also loved having bikes to use! "
United States
Abby R.
$233 nightly
The price is $260
Jan 2 - Jan 3, 2026
Total with taxes and fees
Condo in Gulf Waterfront Resort - Clearwater & Honeymoon Beach, Free Bikes
8.6 out of 10, Excellent, (8)
"Host was great and very responsive to questions. This is a nice unit but I would not call it a “condo” like many other units in Innisbrook. No table, couch, etc but the pictures show it. It was more hotel-room like but did have microwave and small fridge. The adjoining room had a very noisy family with kids and there is not a lot of noise-reduction with a shared interior door. It is a 3rd floor unit so be ready to climb steps which I was good with. We would stay again. "
United States
Keri
$221 nightly
The price is $247
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy Condo Steps From Valspar! Putting, Wine, TV
9.6 out of 10, Exceptional, (53)
"We had everything we needed and the condo was clean. Truly enjoyed our stay and would definitely go back again."
United States
Susan D.
$313 nightly
The price is $349
Jan 10 - Jan 11, 2026
Total with taxes and fees
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
9.8 out of 10, Exceptional, (116)
"Nice condo in clearwater, not too far from the beach. Decent midway point between clearwater beach and Tampa. We enjoyed our stay. The provided beach chairs and beach toys were a nice touch. "
United States
Candice B.
$326 nightly
The price is $364
Jan 3 - Jan 4, 2026
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
9.8 out of 10, Exceptional, (10)
"everything about this property was amazing ! "
United States
Cree
$268 nightly
The price is $299
Jan 1 - Jan 2, 2026
Total with taxes and fees
Mangrove Bay - Hidden Gem, Eco Paradise
9.4 out of 10, Exceptional, (39)
"Perfect location, free parking near beach, clean and good value"
United States
David C.
$179 nightly
The price is $200
Jan 13 - Jan 14, 2026
Total with taxes and fees
Pelican Pointe 418:Walk to Beach~Pool~Free Parking
9.8 out of 10, Exceptional, (32)
"Great place to stay while in the Tampa area. Place was clean, comfortable and as advertised. The tiki bar by the pool is awesome, good food and drinks. Will definitely stay here again. "
United States
Rob L.
$245 nightly
The price is $275
Jan 13 - Jan 14, 2026
Total with taxes and fees
Waterfront Retreat - Waves & Wellness, Serene Views

Condo in Clearwater

SEASALT BREEZE cozy spot
10.0 out of 10, Exceptional, (30)
"I would stay again"
United States
Kent D.
$247 nightly
The price is $276
Jan 14 - Jan 15, 2026
Total with taxes and fees
SEASALT BREEZE cozy spot
8.8 out of 10, Excellent, (21)
"It was very good value for money, all he facilities you need and ideal for the beach which was very quiet."
United Kingdom
eric f.
$206 nightly
The price is $230
Jan 12 - Jan 13, 2026
Total with taxes and fees
Condo On The Beach - Ocean Side View Balcony
9.8 out of 10, Exceptional, (70)
"I have been through multiple properties throughout all of October into November and this was by far the best one. "
United States
Chelsea H.
$271 nightly
The price is $302
Dec 31 - Jan 1, 2026
Total with taxes and fees
Ground floor, King bed, private unit - COURTYARD-VIEW
9.8 out of 10, Exceptional, (12)
"Clean, nicely decorated room with comfortable King bed! They had chairs to take to the beach and the pool area was very nice as well. Would recommend for a family beach vacation. "
United States
Courtney S.
$190 nightly
The price is $212
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pelican Pointe 116:Walk to Beach~Pool~Free Parking
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
458
Accommodation
1263 Condo Rentals
Lowest Price
$200
Highest Price
$408

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from $200 to $408 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 1263 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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