Mother and father with their children standing on the beach with suitcases.

Holiday Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Holiday vacation rentals

Sun loungers, beach towels

Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview

Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview
Holiday
9.8 out of 10, Exceptional, (134 reviews)
"Great location"
United States
James C.
$284 nightly
The price is $314
Jun 11 - Jun 12
Total with taxes and fees
Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview
Terrace/patio

Charming Hot Tub Getaway by Tarpon

Charming Hot Tub Getaway by Tarpon
Holiday
9.8 out of 10, Exceptional, (7 reviews)
"Nice location . Very clean and quiet"
United States
Daniel R.
$165 nightly
The price is $182
Jun 11 - Jun 12
Total with taxes and fees
Charming Hot Tub Getaway by Tarpon
TV

Sunny family Oasis by Tarpon - Hot Tub & Playground

Sunny family Oasis by Tarpon - Hot Tub & Playground
Holiday
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was great. There is something for everyone in the backyard, the kids had a blast on the trampoline even though it rained. The host even left us some treats which was a nice surprise. "
United States
Rain T.
$237 nightly
The price is $262
Jun 11 - Jun 12
Total with taxes and fees
Sunny family Oasis by Tarpon - Hot Tub & Playground
Sun loungers, beach towels

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
Colonial Hills
9.6 out of 10, Exceptional, (34 reviews)
"This place was very clean and well thought out floor plan. Also was very convenient for going into town."
United States
Thomas
$133 nightly
The price is $147
Jul 2 - Jul 3
Total with taxes and fees
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
TV

Convenient close to the sun and fun 3 bed home!

Convenient close to the sun and fun 3 bed home!
Holiday Lake Estates
8.0 out of 10, Very Good, (12 reviews)
"The host replied quickly when I needed to ask a question. The backyard was nice, with a firepit and the house itself was fine for our needs. "
United States
Marty L.
$273 nightly
The price is $302
Jun 14 - Jun 15
Total with taxes and fees
Convenient close to the sun and fun 3 bed home!
Private kitchen

Charming and Spacious 4-bedroom House Near Beaches

Charming and Spacious 4-bedroom House Near Beaches
Holiday
6.0 out of 10, (2 reviews)
"Great place!"
United States
Vivian J.
$239 nightly
The price is $264
Jun 11 - Jun 12
Total with taxes and fees
Charming and Spacious 4-bedroom House Near Beaches
Beach

Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.

Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.
Holiday
7.0 out of 10, Good, (2 reviews)
"The house was roomy and well presented. Welcoming upon arrival and thoughtfully decorated.Conviniant location for beach, restaurants and shopping.Pet friendly was the best because it can be a challenge to find at times. We found the mattres rather uncomfortable. The host was an excellent comunicator and fast responder."
United States
P C.
$288 nightly
The price is $318
Jun 15 - Jun 16
Total with taxes and fees
Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.
House (4 Bedrooms) | Front of property

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
3.0 star property
Tahitian Development
$578 nightly
The price is $644
Jun 11 - Jun 12
Total with taxes and fees
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
Beach nearby, sun loungers, beach towels

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Holiday
9.8 out of 10, Exceptional, (87 reviews)
"The house was perfect and Elaine was incredibly personal and very informative with excellent communication!!"
United States
Eric H.
$508 nightly
The price is $562
Jun 22 - Jun 23
Total with taxes and fees
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Fridge, microwave, oven, stovetop

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
Holiday Lakes West
10.0 out of 10, Exceptional, (11 reviews)
"The house was very clean. Perfect for a little getaway. "
United States
Dajana S.
$402 nightly
The price is $445
Jul 1 - Jul 2
Total with taxes and fees
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
Smart TV, fireplace, video games

Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
9.6 out of 10, Exceptional, (18 reviews)
"We enjoyed everything "
United States
Jane M.
$343 nightly
The price is $379
Jun 14 - Jun 15
Total with taxes and fees
Lakefront Paradise, with Heated Private Pool.
Microwave, oven, stovetop

beaches house near by beach

beaches house near by beach
Ridgewood Gardens
$291 nightly
The price is $322
Jun 11 - Jun 12
Total with taxes and fees
beaches house near by beach
TV

Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
Tahitian Development
$576 nightly
The price is $635
Jun 11 - Jun 12
Total with taxes and fees
Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
Sun loungers, beach towels

Coastal Family Escape with Private Pool•Near Beaches

Coastal Family Escape with Private Pool•Near Beaches
Holiday
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our week here. The house was larger then photos looked. The pool was great! Everything was as described in the ad for home. Very friendly and helpful host."
United States
Terri R.
Coastal Family Escape with Private Pool•Near Beaches
Dining

Elegant Coastal Oasis Near Beaches & Private Pool

Elegant Coastal Oasis Near Beaches & Private Pool
Holiday Lakes West
8.0 out of 10, Very Good, (1 review)
"Property was clean host was very easy to communicate with. "
United States
Shelby S.
$472 nightly
The price is $522
Jun 14 - Jun 15
Total with taxes and fees
Elegant Coastal Oasis Near Beaches & Private Pool
Outdoor pool, a heated pool

Luxe Retreat with Resort-Style Pool Backyard

Luxe Retreat with Resort-Style Pool Backyard
Holiday
$440 nightly
The price is $486
Jun 11 - Jun 12
Total with taxes and fees
Luxe Retreat with Resort-Style Pool Backyard
Outdoor pool, a heated pool

Canal-Front Getaway•Poolside Relaxation•Fishing

Canal-Front Getaway•Poolside Relaxation•Fishing
Holiday Lake Estates
$429 nightly
The price is $475
Jun 18 - Jun 19
Total with taxes and fees
Canal-Front Getaway•Poolside Relaxation•Fishing
Microwave, coffee/tea maker, cookware/dishes/utensils, spices

Beautiful and comfortable room Apt # 2

Beautiful and comfortable room Apt # 2
Tampa
10.0 out of 10, Exceptional, (44 reviews)
"Very clean property and the check in / check out process was seamless. Would stay here again! "
United States
Akeim B.
$133 nightly
The price is $148
Jun 11 - Jun 12
Total with taxes and fees
Beautiful and comfortable room Apt # 2
Pool

Cozy Studio with Microwave, Mini Fridge & Coffee Maker, Perfect for Short Stays!

Cozy Studio with Microwave, Mini Fridge & Coffee Maker, Perfect for Short Stays!
Pinecrest West Park
9.4 out of 10, Exceptional, (13 reviews)
"Very clean and nice property to stay in. Would stay here again."
United States
Christian
$101 nightly
The price is $111
Jun 14 - Jun 15
Total with taxes and fees
Cozy Studio with Microwave, Mini Fridge & Coffee Maker, Perfect for Short Stays!
Shower, hair dryer, towels, soap

Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (41 reviews)
"Space was perfect for our stay! Close to airport, and central to downtown/clearwater making day trips easy! Was clean and well put together. "
United States
Halie S.
$121 nightly
The price is $134
Jun 11 - Jun 12
Total with taxes and fees
Escape By The Bay
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

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent
"Beautiful property! Love this place, and close enough to the beach to walk."
Joel 1-night trip
Posted 2 hours ago
ChartHouse Clearwater Beach Marina Hotel

Find out more about Holiday

Everything you need to know about Holiday vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Holiday vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Holiday vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Holiday vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Holiday. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Holiday in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Holiday rentals

At Expedia, we put the best Holiday vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Holiday rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Holiday vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Holiday. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Holiday?

Yes, we offer vacation rentals close to popular points of interest in Holiday, or you can go with a more secluded option if you're looking for relaxation. Our travelers say Holiday has a good selection of restaurants. Make sure you have time to check out the shopping and beaches during your trip.

What are some of the best vacation rentals that Holiday has to offer?

The Gemma by Brightwild: This vacation home rental outside of Holiday is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Holiday?

Choose from 66 Expedia vacation rentals in Holiday for a memorable vacation.

What can I see and do in Holiday?

Anclote River Park and Key Vista Nature Park are a couple of lovely local spots to get outside and enjoy nature. Tarpon Springs Sponge Docks and Sunset Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Holiday?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Holiday. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.