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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Holiday vacation rentals

A bedroom with a bed, teal bedding, a white headboard, and teal curtains.

1. Rest apartament

Rest apartament
Holiday
9.6 out of 10, Exceptional, (67 reviews)
"Very nice place, looked exactly like the photos, Great Hospitality also."
United States
Marcael Y.
$120 nightly
The price is $132
Oct 25 - Oct 26
Total with taxes and fees
Rest apartament
A lifeguard tower with a flat roof, multiple windows, and a metal railing.

2. 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, (94 reviews)
"We loved this place. Very peaceful and quiet. Loved watching the wildlife and my little old dog loved chasing the geckos. Has everything you need for a great stay. We will definitely be returning."
United States
Kim D.
$511 nightly
The price is $565
Oct 31 - Nov 1
Total with taxes and fees
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
A covered outdoor seating area with a pool in the background.

3. Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches

Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches
Holiday
10.0 out of 10, Exceptional, (1 review)
"Great little weekend get away. The back yard is it’s on personal Oasis with grilling area along with ample space for games & fun. We brought all of our dogs and really enjoyed our stay."
United States
Jason B.
$449 nightly
The price is $496
Oct 25 - Oct 26
Total with taxes and fees
Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches
A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.

4. Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby

Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby
Holiday Lake Estates
10.0 out of 10, Exceptional, (2 reviews)
"The pictures don't do this place justice! It's beautiful. There is ample room for family and friends. The pool was perfect and relaxing. We enjoyed using it multiple times daily. The card table was perfect for us playing games each night. The kitchen had really good pans, which is unusual for most rentals. We did have a learning curve with the kitchen faucet but quickly discovered it was tap to start and stop. We might suggest a couple of kitchen towels, but otherwise the kitchen was very...
United States
Chris S.
$443 nightly
The price is $489
Oct 25 - Oct 26
Total with taxes and fees
Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby
A hot tub with a blue light, a window, and a wooden bench.

5. Charming Hot Tub Getaway by Tarpon

Charming Hot Tub Getaway by Tarpon
Holiday
9.8 out of 10, Exceptional, (10 reviews)
"Apartment was very clean and had everything needed for our stay. Hot tub was amazing after a long road trip. We would definitely stay here again. "
United States
David G.
$165 nightly
The price is $182
Oct 26 - Oct 27
Total with taxes and fees
Charming Hot Tub Getaway by Tarpon
A wooden swing with metal chains, overlooking a beach with clear turquoise water and a cloudy sky.

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

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
Colonial Hills
9.8 out of 10, Exceptional, (37 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
Oct 25 - Oct 26
Total with taxes and fees
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
A beach with white sand, palm trees, and a pier in the background.

7. Coastal Family Escape with Heated Private Pool•Near Beaches

Coastal Family Escape with Heated Private Pool•Near Beaches
Holiday
10.0 out of 10, Exceptional, (3 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.
$443 nightly
The price is $489
Oct 25 - Oct 26
Total with taxes and fees
Coastal Family Escape with Heated Private Pool•Near Beaches
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

8. 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, (17 reviews)
"Cute, well-kept home with a great pool. We loved our stay!"
United States
Kate G.
$399 nightly
The price is $441
Oct 29 - Oct 30
Total with taxes and fees
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
A modern living room with a white sofa, a yellow armchair, a dining table with chairs, and artwork on the walls.

9. 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
Oct 25 - Oct 26
Total with taxes and fees
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
A modern living room with a sectional sofa, a small round table, and a bar area with stools.

10. Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
10.0 out of 10, Exceptional, (25 reviews)
"Great place, location and amenities."
United States
abner a.
$407 nightly
The price is $450
Oct 25 - Oct 26
Total with taxes and fees
Lakefront Paradise, with Heated Private Pool.
Beach

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

Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.
Holiday
8.0 out of 10, Very good, (3 reviews)
"Everything was great"
United States
Fallon H.
$255 nightly
The price is $283
Oct 26 - Oct 27
Total with taxes and fees
Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.
Room

12. Romantic suite just 5 minutes from the beach!

Romantic suite just 5 minutes from the beach!
Country Estates
$130 nightly
The price is $143
Oct 25 - Oct 26
Total with taxes and fees
Romantic suite just 5 minutes from the beach!
A kitchen with white cabinets, a wooden island, a microwave, and a refrigerator.

13. The Burnside Bungalow where Vacation Awaits!

The Burnside Bungalow where Vacation Awaits!
Holiday
$386 nightly
The price is $428
Oct 25 - Oct 26
Total with taxes and fees
The Burnside Bungalow where Vacation Awaits!
An outdoor swimming pool with a hot tub, surrounded by a white fence, and equipped with outdoor furniture and lighting.

14. Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
Holiday
10.0 out of 10, Exceptional, (3 reviews)
"Everything was clean, beds were comfortable, backyard was private, and just an overall wonderful stay."
United States
Nancy E.
$238 nightly
The price is $263
Nov 1 - Nov 2
Total with taxes and fees
Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
A living room with a glass coffee table, a television, and decorative plants.

15. Cozy Private Apartment Near Tarpon Springs, Sponge Docks, and Beaches

Cozy Private Apartment Near Tarpon Springs, Sponge Docks, and Beaches
Holiday
$123 nightly
The price is $135
Oct 26 - Oct 27
Total with taxes and fees
Cozy Private Apartment Near Tarpon Springs, Sponge Docks, and Beaches
A modern living room with a white sofa, a yellow armchair, a dining table with chairs, and artwork on the walls.

16. 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
Oct 25 - Oct 26
Total with taxes and fees
Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
A modern living room with a grey sofa set, a round coffee table, and a wall-mounted TV.

17. Luxury Renovated Home Near Beaches. Pet Friendly.

Luxury Renovated Home Near Beaches. Pet Friendly.
Holiday
8.0 out of 10, Very good, (1 review)
"Comfortable beds and couches. Very lovely modern updates in the aesthetic of the home. There are a couple of fit and finish details that I have contacted the owner about. Particularly for dog owners. One thing I will know is that there’s no direct access to the backyard as of when we rented this. So you have to go out the front and then through a gate to the back. For people with dogs that are challenging for verbal recall this means you have to put on the leash and collar and then go. Don’t...
United States
Rachel R.
$267 nightly
The price is $295
Oct 27 - Oct 28
Total with taxes and fees
Luxury Renovated Home Near Beaches. Pet Friendly.
A covered patio with a glass table and four chairs, a ceiling fan, and a barbecue grill.

18. The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.

The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.
Colonial Hills
$381 nightly
The price is $423
Oct 28 - Oct 29
Total with taxes and fees
The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.
A waterfront hotel with multiple balconies, a dock, and a reflective water surface.

19. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (782 reviews)
"Friendly staff, great location and wonderful views"
United States
Gina
$135 nightly
The price is $150
Oct 25 - Oct 26
Total with taxes and fees
Beso Del Sol Resort
A turquoise house with a front porch, surrounded by a garden with a stone pathway leading to the entrance.

20. East Riverside Downtown Bungalow

East Riverside Downtown Bungalow
Downtown
10.0 out of 10, Exceptional, (68 reviews)
"This is a must stay, if your visiting Down Town New Port Richey, Hudson and surrounding towns. Lovely host and great spots to dine and walk around. Also the house is beautiful."
United States
Chris
$264 nightly
The price is $292
Oct 27 - Oct 28
Total with taxes and fees
East Riverside Downtown Bungalow
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

Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

10/10 Excellent
"We've stayed in the past and have always enjoyed it, but they've improved the property since. The only issue we had was difficulty reaching them by phone to inform them we might be checking in late. Fortunately, Expedia was able to reach the property on our behalf. Fantastic place and will stay again."
Steven 1-night trip
Posted 13 hours ago
Pelican Pointe Clearwater Beach 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 $148 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 63 Expedia vacation rentals in Holiday for a memorable vacation.

What can I see and do in Holiday?

Anclote River Park and Lake Conley are a couple of lovely local spots to get outside and enjoy nature. Key Vista Nature Park and Tarpon Springs Sponge Docks 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.