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

Holiday Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Holiday vacation rentals

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, (89 reviews)
"clean and well stocked home. attentive host. beautiful sunsets great Bird watching good area for water activities and the pool was a great way to end the day "
United States
Glenida R.
$479 nightly
The price is $530
Jul 26 - Jul 27
Total with taxes and fees
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
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, (137 reviews)
"Great location for our needs and very clean and a nice stay ! "
United States
Jerome D.
$224 nightly
The price is $248
Jul 26 - Jul 27
Total with taxes and fees
Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview
Smart TV, fireplace, video games

Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
10.0 out of 10, Exceptional, (21 reviews)
"Pool was great, plenty of room for dog to run, inside of house was comfortable. Could use some updating on outdoor chairs, indoor couch, and propane side of grill, but, it wasn't any reason not to give it 5 stars. Would rent it again as it was very peaceful during this time of year."
United States
Debra P.
$402 nightly
The price is $445
Jul 28 - Jul 29
Total with taxes and fees
Lakefront Paradise, with Heated Private Pool.
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Rest apartament

Rest apartament
Holiday
9.8 out of 10, Exceptional, (62 reviews)
"Room was clean and included everything I needed. Neighborhood was quiet."
United States
Lee
$120 nightly
The price is $132
Aug 1 - Aug 2
Total with taxes and fees
Rest apartament
Coffee/tea maker, fridge, microwave, oven

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, (13 reviews)
"Very nice home that suited our family well. The outdoor area makes a nice comfortable place to relax."
United States
Robert G.
$401 nightly
The price is $444
Jul 26 - Jul 27
Total with taxes and fees
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
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
Jul 27 - Jul 28
Total with taxes and fees
Charming Hot Tub Getaway by Tarpon
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, (2 reviews)
"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.
$418 nightly
The price is $463
Jul 26 - Jul 27
Total with taxes and fees
Coastal Family Escape with Private Pool•Near Beaches
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
$134 nightly
The price is $148
Jul 26 - Jul 27
Total with taxes and fees
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
House (4 Bedrooms) | Interior

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
3.0 star property
Tahitian Development
$606 nightly
The price is $679
Jul 26 - Jul 27
Total with taxes and fees
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
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.
$241 nightly
The price is $266
Jul 28 - Jul 29
Total with taxes and fees
Sunny family Oasis by Tarpon - Hot Tub & Playground
Microwave, oven, stovetop

beaches house near by beach

beaches house near by beach
Ridgewood Gardens
$292 nightly
The price is $323
Jul 26 - Jul 27
Total with taxes and fees
beaches house near by beach
TV

Convenient close to the sun and fun 3 bed home!

Convenient close to the sun and fun 3 bed home!
Holiday Lake Estates
8.2 out of 10, Very Good, (15 reviews)
"Place was clean host was responsive when any needs came up. Perfect place when traveling with dogs."
United States
Arthur W.
$264 nightly
The price is $292
Jul 27 - Jul 28
Total with taxes and fees
Convenient close to the sun and fun 3 bed home!
Private kitchen

The Burnside Bungalow where Vacation Awaits!

The Burnside Bungalow where Vacation Awaits!
Holiday
$268 nightly
The price is $297
Jul 26 - Jul 27
Total with taxes and fees
The Burnside Bungalow where Vacation Awaits!
TV

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

Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
Tahitian Development
$592 nightly
The price is $654
Jul 26 - Jul 27
Total with taxes and fees
Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
Outdoor pool, a heated pool

Luxe Retreat with Resort-Style Pool Backyard

Luxe Retreat with Resort-Style Pool Backyard
Holiday
Luxe Retreat with Resort-Style Pool Backyard
Living area

Luxury Renovated Home Near Beaches. Pet Friendly.

Luxury Renovated Home Near Beaches. Pet Friendly.
Holiday
$261 nightly
The price is $289
Aug 3 - Aug 4
Total with taxes and fees
Luxury Renovated Home Near Beaches. Pet Friendly.
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.
$266 nightly
The price is $294
Jul 27 - Jul 28
Total with taxes and fees
Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.
Lunch and dinner served

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (752 reviews)
"Excellent accommodations for the price point"
United States
Yvette
$165 nightly
The price is $185
Jul 26 - Jul 27
Total with taxes and fees
Beso Del Sol Resort
Property grounds

Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
9.8 out of 10, Exceptional, (75 reviews)
"Nice country feel yet close to everything. Dog loved the yard."
United States
Michelle M.
$331 nightly
The price is $371
Jul 26 - Jul 27
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Property grounds

Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (28 reviews)
"Very nice view onto copperhead course from the balcony. Spacious condo. Perfect for our stay."
United States
Clive C.
$255 nightly
The price is $284
Jul 26 - Jul 27
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
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
"The balcony was amazing!!! And room were clean all times."
Lluvia 3-night trip
Posted 5 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 $124 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 62 Expedia vacation rentals in Holiday for a memorable vacation.

What can I see and do in Holiday?

Anclote River Park and Anclote Gulf Park are a couple of lovely local spots to get outside and enjoy nature. While here, Lake Conley and Key Vista Nature Park are other places worth a visit.

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.