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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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.
$190 nightly
The price is $210
Jul 15 - Jul 16
Total with taxes and fees
Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex
Children's area

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.
$408 nightly
The price is $442
Jul 15 - Jul 16
Total with taxes and fees
Water View*Ideal Location*Pool
On the beach

Sleep in an Escape Room! 1920s Themed Resort Condo

Sleep in an Escape Room! 1920s Themed Resort Condo
Rocky Point
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our 2 night stay. "
United States
Lauren J.
$259 nightly
The price is $278
Jul 15 - Jul 16
Total with taxes and fees
Sleep in an Escape Room! 1920s Themed Resort Condo
Property grounds

Blue Heaven Paradise Luxury unit - Tampa bay views

Blue Heaven Paradise Luxury unit - Tampa bay views
Rocky Point
9.8 out of 10, Exceptional, (6 reviews)
"Very nice quaint one bedroom. Very clean, updated and had everything we needed. Beautiful view and nice smaller pool. Communication between owner/ manager was great and very thorough! Thanks!"
United States
Brenda B.
$242 nightly
The price is $271
Jul 19 - Jul 20
Total with taxes and fees
Blue Heaven Paradise Luxury unit - Tampa bay views
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, (5 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.
$406 nightly
The price is $454
Aug 3 - Aug 4
Total with taxes and fees
Beautiful Two Bedroom, Two Bath Condo at Sailport
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.
$230 nightly
The price is $258
Jul 16 - Jul 17
Total with taxes and fees
Direct water view from Balcony-Pool
Outdoor dining

Sunset and Serenity @ Sailport Tampa

Sunset and Serenity @ Sailport Tampa
Rocky Point
10.0 out of 10, Exceptional, (2 reviews)
"My stay was quick and easy at Sailport. I didn’t get a chance to go to any of the amenities but getting into the VRBO was nice and easy after having some communication with the host. I had everything I needed and there was a nice convenient shop if I did miss anything. I’d definitely stay here again."
United States
Tony C.
$314 nightly
The price is $352
Jul 15 - Jul 16
Total with taxes and fees
Sunset and Serenity @ Sailport Tampa
Interior

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.
$277 nightly
The price is $297
Jul 20 - Jul 21
Total with taxes and fees
Relax on your Private Balcony | Beautiful Bayview!
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
$271 nightly
The price is $303
Jul 20 - Jul 21
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
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 place was great. Thanks for everything "
Canada
Ashley I.
$199 nightly
The price is $223
Jul 17 - Jul 18
Total with taxes and fees
Newly remodeled with sunset views! Heated pool, private beach and family owned!
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, (45 reviews)
"Condo was very nice and clean. Host was very friendly and attentive to make sure that we were all comfortable. Would stay here again! "
United States
Partie B.
$257 nightly
The price is $287
Jul 15 - Jul 16
Total with taxes and fees
Amazing main floor resort style condo at Avalon
Beach

Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.0 out of 10, Wonderful, (36 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
$131 nightly
The price is $146
Jul 27 - Jul 28
Total with taxes and fees
Tampa Bay 1BR - Pool, Balcony & Beach Access
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
$432 nightly
The price is $483
Aug 13 - Aug 14
Total with taxes and fees
Bayfront 2BR/2BA Condo at Sailport – Minutes from Beaches & Downtown 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, (8 reviews)
"This unit had great views - perfect for the sunsets. Everything was neat and clean and the check in/out process was very easy - we were given great instructions from the host. The condo is within walking distance of several restaurants a short drive to/from the airport and beaches."
United States
Laura G.
$221 nightly
The price is $247
Jul 23 - Jul 24
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
8.8 out of 10, Excellent, (12 reviews)
"Everything was easy and room was clean and located well within the resort."
United States
Greg S.
$193 nightly
The price is $216
Jul 20 - Jul 21
Total with taxes and fees
Cozy Condo Steps From Valspar! Putting, Wine, TV
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.
$220 nightly
The price is $246
Jul 20 - Jul 21
Total with taxes and fees
Sunset over Tampa Bay! Cozy 1-bedroom condo with private 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.
$236 nightly
The price is $264
Jul 19 - Jul 20
Total with taxes and fees
Beachy Vibes, Game Day Fun on the Bay, Heated Pool
Beach nearby

Modern Tampa Waterfront Condo | Heated Pool & Bar!

Modern Tampa Waterfront Condo | Heated Pool & Bar!
Rocky Point
10.0 out of 10, Exceptional, (3 reviews)
"Great location, amenities"
United States
malgorzata c.
$246 nightly
The price is $264
Jul 19 - Jul 20
Total with taxes and fees
Modern Tampa Waterfront Condo | Heated Pool & Bar!
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.
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Outdoor pool, a heated pool

Clearwater Condo w/Pool Access, 4Mi to Beach!

Clearwater Condo w/Pool Access, 4Mi to Beach!
Clearwater
10.0 out of 10, Exceptional, (30 reviews)
"The host, amenities and location. "
Canada
Dennis L.
Clearwater Condo w/Pool Access, 4Mi to Beach!
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 Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

10/10 Excellent
"Everything was good my kids loved the pools"
Gloria 1-night trip
Posted 3 hours ago
Clearwater Beach Sheraton Resort on Sand Key

Find out more about Holiday

Holiday Condo Rentals information

Number of reviews
318
Accommodation
1259 Condo Rentals
Lowest Price
$146
Highest Price
$483

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from $146 to $483 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 1259 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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