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 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.
$190 nightly
The price is $210
Jun 21 - Jun 22
Total with taxes and fees
Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex
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.
$274 nightly
The price is $294
Jun 23 - Jun 24
Total with taxes and fees
Hemingways Writer Retreat | Waterfront Heated Pool
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
$416 nightly
The price is $465
Jul 13 - Jul 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, (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.
$203 nightly
The price is $228
Jul 8 - Jul 9
Total with taxes and fees
Wake up to the ocean breeze! Sailport Resort Condo
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.
$131 nightly
The price is $146
Jul 12 - Jul 13
Total with taxes and fees
Pool View 1BR Condo w/ Pool Bar & Restaurant
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
$256 nightly
The price is $285
Jun 21 - Jun 22
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
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.
$225 nightly
The price is $253
Jul 19 - Jul 20
Total with taxes and fees
Direct water view from Balcony-Pool
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)
"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.
$254 nightly
The price is $283
Jun 30 - Jul 1
Total with taxes and fees
Amazing main floor resort style condo at Avalon
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.
$246 nightly
The price is $275
Jun 28 - Jun 29
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY 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.
$280 nightly
The price is $312
Jun 22 - Jun 23
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
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)
"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.
$209 nightly
The price is $234
Jun 30 - Jul 1
Total with taxes and fees
Newly remodeled with sunset views! Heated pool, private beach and family owned!
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
$189 nightly
The price is $211
Jun 24 - Jun 25
Total with taxes and fees
Cozy Condo Steps From Valspar! Putting, Wine, TV
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.
$219 nightly
The price is $246
Jun 23 - Jun 24
Total with taxes and fees
Luxury Waterfront Condo with Heated Pool and Balcony
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.
$217 nightly
The price is $243
Jun 23 - Jun 24
Total with taxes and fees
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
9.6 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.
$221 nightly
The price is $247
Jun 29 - Jun 30
Total with taxes and fees
Studio On The Beach - Heated Pool - Self Check-in
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.
$221 nightly
The price is $247
Jun 29 - Jun 30
Total with taxes and fees
Studio On The Beach - Heated Pool - Self Check-in
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)
"Nice stay! We used the pool, cooked and watch tv. "
United States
thomas r.
$246 nightly
The price is $275
Jun 21 - Jun 22
Total with taxes and fees
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
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.
$258 nightly
The price is $288
Jun 23 - Jun 24
Total with taxes and fees
Relaxing Avalon Condo with Heated Pool, Min. to Beaches - King Size Bed
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.
$213 nightly
The price is $239
Jun 21 - Jun 22
Total with taxes and fees
Beachy Vibes, Game Day Fun on the Bay, Heated Pool
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.
$265 nightly
The price is $296
Jul 16 - Jul 17
Total with taxes and fees
Literally: 15 steps to the Heated Pool/Ground Floor Condo/King Bed/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

The Westin Tampa Bay

The Westin Tampa Bay

10/10 Excellent
"Clean room, friendly staff. For the price, parking should be included."
Cady 1-night trip
Posted less than an hour ago
The Westin Tampa Bay

Find out more about Holiday

Holiday Condo Rentals information

Number of reviews
19,431
Accommodation
1259 Condo Rentals
Lowest Price
$74
Highest Price
$648

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from $74 to $648 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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