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Search and Rent Holiday Condos

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Nov 21 - Nov 23
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Nov 28 - Nov 30
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Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

Condo Rentals in Holiday

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, (115)
"I enjoyed everything!"
United States
Margarie W.
$261 nightly
The price is $291
Nov 17 - Nov 18
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
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, (53)
"It was the best place I every stayed in while vacationing"
United States
Roshando C.
$259 nightly
The price is $289
Nov 16 - Nov 17
Total with taxes and fees
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
Sport court
The Hemingway Subtropical Bayview balcony htd pool

The Hemingway Subtropical Bayview balcony htd pool

Rocky Point
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.
$230 nightly
The price is $240
Nov 21 - Nov 22
Total with taxes and fees
The Hemingway Subtropical Bayview balcony htd pool
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, (45)
"Recently stayed for a week. Owner was quick to answer questions. Very clean & comfortable. Located right by the pool which was very convenient. Lovely place to stay. "
United States
Sharon H.
$262 nightly
The price is $292
Nov 17 - Nov 18
Total with taxes and fees
PROMO PRICES- POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
On the beach
BBC111 Renovated Beachfront Condo W/Pool

BBC111 Renovated Beachfront Condo W/Pool

Belleair Beach
9.6 out of 10, Exceptional, (112)
"Great place, as advertised."
United States
jason b.
BBC111 Renovated Beachfront Condo W/Pool
Interior
Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!

Palm Harbor
9.6 out of 10, Exceptional, (20)
"Lovely stay. Good location for visiting friends."
United States
Anonymous traveler
$276 nightly
The price is $308
Nov 18 - Nov 19
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
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, (83)
"The condo was easy to find, cute and very clean. Checkin and checkout were quick and easy. The short term rental application was a bit tedious and seems excessive for a one night stay. "
United States
Deborah H.
$319 nightly
The price is $355
Nov 18 - Nov 19
Total with taxes and fees
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
Beach nearby
Pelican Pointe 411:Walk to Beach~Pool~Free Parking

Pelican Pointe 411:Walk to Beach~Pool~Free Parking

Clearwater Beach
9.8 out of 10, Exceptional, (8)
"10/10 Will be booking in the future!"
United States
Sara
$195 nightly
The price is $218
Nov 16 - Nov 17
Total with taxes and fees
Pelican Pointe 411:Walk to Beach~Pool~Free Parking
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
8.8 out of 10, Excellent, (3)
"Loved the place. Neighbors are great"
United States
Connie E.
$192 nightly
The price is $212
Nov 13 - Nov 14
Total with taxes and fees
Brithday Suit Suite with WiFi in Paradise Lakes Clothing Optional Complex
Beach
Mangrove Bay - Hidden Gem, Eco Paradise

Mangrove Bay - Hidden Gem, Eco Paradise

Rocky Point
10.0 out of 10, Exceptional, (8)
"everything about this property was amazing ! "
United States
Cree
$212 nightly
The price is $236
Nov 13 - Nov 14
Total with taxes and fees
Mangrove Bay - Hidden Gem, Eco Paradise
Beach nearby
Pelican Pointe 116:Walk to Beach~Pool~Free Parking

Pelican Pointe 116:Walk to Beach~Pool~Free Parking

Clearwater Beach
9.8 out of 10, Exceptional, (12)
"It was great for our trip, we stayed 4 people for one night, the staff was very nice and kind, Heidi helped us with our check in and was very nice. The room was clean, we could walk to the beach and to any restaurant around the area, the location is perfect. the room was very comfortable and cozy, we would definitely come back"
United States
Andrea G.
$169 nightly
The price is $189
Nov 19 - Nov 20
Total with taxes and fees
Pelican Pointe 116:Walk to Beach~Pool~Free Parking
Beach
Cool Notes - Enjoy the sounds of the Bay

Cool Notes - Enjoy the sounds of the Bay

Rocky Point
10.0 out of 10, Exceptional, (4)
"Beautiful and fun place. Loved the little beach and the food at the pool"
United States
heather
$214 nightly
The price is $238
Nov 13 - Nov 14
Total with taxes and fees
Cool Notes - Enjoy the sounds of the Bay
Children's area
Water View*Ideal Location*Pool

Water View*Ideal Location*Pool

Rocky Point
9.4 out of 10, Exceptional, (19)
"Property was super clean and nice.All staff were amazing! Especially Shelley by the pool. Host was very easy to communicate with and get a hold of. Amazing couples trip"
United States
Rikki S.
$301 nightly
The price is $301
Nov 16 - Nov 17
Total with taxes and fees
Water View*Ideal Location*Pool
Outdoor pool, a heated pool
Condo in Gulf Waterfront Resort - Clearwater & Honeymoon Beach, Free Bikes

Condo in Gulf Waterfront Resort - Clearwater & Honeymoon Beach, Free Bikes

Dunedin
9.6 out of 10, Exceptional, (79)
"Everything you would want in a small condo comfortable and well equipped May was great with communication and will definitely book again"
United States
Darcee L.
$234 nightly
The price is $260
Nov 16 - Nov 17
Total with taxes and fees
Condo in Gulf Waterfront Resort - Clearwater & Honeymoon Beach, Free Bikes
Fridge, microwave, oven, stovetop
Mediterranean Apartment 5 min from the 🏝⛱🏖

Mediterranean Apartment 5 min from the 🏝⛱🏖

Clearwater
9.4 out of 10, Exceptional, (14)
"Looove it. The location, the place, the AC A, very comfortable. Close to the beach. Thank you so much. Definitely coming back"
United States
Milivette C.
$194 nightly
The price is $216
Nov 13 - Nov 14
Total with taxes and fees
Mediterranean Apartment 5 min from the 🏝⛱🏖
Interior
Steps to Restaurants & Main Street. Pet friendly

Steps to Restaurants & Main Street. Pet friendly

Safety Harbor
10.0 out of 10, Exceptional, (3)
"Very cute and plenty of space for my getaway. Nicole responded to any questions I had very promptly, and the location is ideal! Shopping and restaurants are within walking range, and as a jogger, I loved being able to jog from the front door down to the paths along the water easily! Will definitely keep this place in mind for future visits!"
United States
Susan H.
$337 nightly
The price is $375
Nov 15 - Nov 16
Total with taxes and fees
Steps to Restaurants & Main Street. Pet friendly
On the beach
On the Rocks! - Seaside Serenity, Wave Melodies

On the Rocks! - Seaside Serenity, Wave Melodies

Rocky Point
9.0 out of 10, Wonderful, (24)
"This was the perfect place to stay with my teen ; plenty to do and great property . "
United States
moshe k.
$229 nightly
The price is $256
Nov 15 - Nov 16
Total with taxes and fees
On the Rocks! - Seaside Serenity, Wave Melodies
Beach
Tropical Serenity-Water View, Heated Pool Tiki Bar

Tropical Serenity-Water View, Heated Pool Tiki Bar

Rocky Point
9.6 out of 10, Exceptional, (14)
"The one bedroom Condo was packed with amenities. We loved the Tiki Bar access and the sunsets."
United States
S C.
$219 nightly
The price is $244
Nov 13 - Nov 14
Total with taxes and fees
Tropical Serenity-Water View, Heated Pool Tiki Bar
Pool
Waterfront Oasis ⚡ Near Lightning & Bucs Games

Waterfront Oasis ⚡ Near Lightning & Bucs Games

Rocky Point
9.4 out of 10, Exceptional, (53)
"Excellent location."
United States
Melissa R.
$220 nightly
The price is $246
Nov 13 - Nov 14
Total with taxes and fees
Waterfront Oasis ⚡ Near Lightning & Bucs Games
Marina
Coastal Charm Reimagined•8-Minute Walk to Paradise

Coastal Charm Reimagined•8-Minute Walk to Paradise

Clearwater
9.4 out of 10, Exceptional, (37)
"Great location!"
United States
Marsha L.
$376 nightly
The price is $420
Nov 13 - Nov 14
Total with taxes and fees
Coastal Charm Reimagined•8-Minute Walk to Paradise
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

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"BEST STAYCATION EVER! Loved everything about our stay! "
Edward 1-night trip
Posted 1 day ago
Wyndham Grand Clearwater Beach

Find out more about Holiday

Holiday Condo Rentals information

Number of reviews
652
Accommodation
1266 Condo Rentals
Lowest Price
$189
Highest Price
$375

Frequently asked questions

How much do condos in Holiday cost?
Condos in Holiday range from $189 to $375 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 1266 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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