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

Holiday Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Holiday vacation rentals

1. Rest apartament

Rest apartament
Holiday
9.6 out of 10, Exceptional, (67 reviews)
"The property was wonderful, clean, quiet, meticulously kept property, wonderful host, close to everything, ice cold air and comfortable bed. Very cozy and quiet. Stayed a month to help my dad 5 miles away. You need your own space away from others to regenerate your energy after working all day renovating plus working remotely. The weather was hot n humid as expected and rain sometimes daily a 1 hour but thats expected. Will be back again in Nov and Dec 2026"
United States
Edward N.
The price is CA $70
CA $173 total
includes taxes & fees
Nov 2 - Nov 3
Rest apartament

2. 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
The price is CA $138
CA $206 total
includes taxes & fees
Nov 1 - Nov 2
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

3. Romantic suite just 5 minutes from the beach!

Romantic suite just 5 minutes from the beach!
Country Estates
The price is CA $112
CA $200 total
includes taxes & fees
Nov 2 - Nov 3
Romantic suite just 5 minutes from the beach!

4. Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches

Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches
Holiday
The price is CA $88
CA $189 total
includes taxes & fees
Nov 22 - Nov 23
Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches

5. Charming Hot Tub Getaway by Tarpon

Charming Hot Tub Getaway by Tarpon
Holiday
9.8 out of 10, Exceptional, (10 reviews)
"Our quick last minute stay was great here in Holiday/Tarpon Springs! Glenda was excellent to communicate with and the home is clean as can be. We could have stayed many nights with the amenities they have! Close to cool parks, kayaking, and Glenda provides nice beach cooler and chairs! Everything you need and want for a great getaway. Private hot tub is a plus!"
United States
Brandon S.
The price is CA $133
CA $245 total
includes taxes & fees
Nov 2 - Nov 3
Charming Hot Tub Getaway by Tarpon

6. 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.
Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.

7. Convenient close to the sun and fun 3 bed home!

Convenient close to the sun and fun 3 bed home!
Holiday Lake Estates
8.6 out of 10, Excellent, (18 reviews)
"Over all a great place to stay. Clean and just enough room us."
United States
Paul V.
The price is CA $103
CA $395 total
includes taxes & fees
Nov 3 - Nov 4
Convenient close to the sun and fun 3 bed home!

8. 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.
The price is CA $152
CA $422 total
includes taxes & fees
Nov 30 - Dec 1
Luxury Renovated Home Near Beaches. Pet Friendly.

9. The Burnside Bungalow where Vacation Awaits!

The Burnside Bungalow where Vacation Awaits!
Holiday
The price is CA $210
CA $611 total
includes taxes & fees
Nov 2 - Nov 3
The Burnside Bungalow where Vacation Awaits!

10. 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.
The price is CA $197
CA $372 total
includes taxes & fees
Nov 2 - Nov 3
Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

11. 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.
The price is CA $216
CA $604 total
includes taxes & fees
Nov 2 - Nov 3
Lakefront Paradise, with Heated Private Pool.

12. 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.
The price is CA $224
CA $629 total
includes taxes & fees
Nov 2 - Nov 3
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

13. 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 absolutely loved our stay at this sparkling clean home! Elaine was a phenomenal host—communication was a breeze and check-in was incredibly easy. Plus, having our pets stay for free made the trip even better! We spent unforgettable quality time together by the perfect pool and fell in love with the peaceful lake, which was teeming with beautiful birds and wildlife. It is the ultimate vacation spot: just minutes from the excitement of Tampa, but tucked away in a relaxing, scenic paradise. We...
United States
Lorel V.
The price is CA $279
CA $785 total
includes taxes & fees
Nov 2 - Nov 3
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

14. 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
The price is CA $245
CA $589 total
includes taxes & fees
Nov 6 - Nov 7
The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.

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

Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
Tahitian Development
The price is CA $306
CA $874 total
includes taxes & fees
Nov 2 - Nov 3
Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

16. Family-Friendly Home w/Heated Pool Near Beaches

Family-Friendly Home w/Heated 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.
The price is CA $263
CA $656 total
includes taxes & fees
Nov 2 - Nov 3
Family-Friendly Home w/Heated Pool Near Beaches

17. Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8
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.
The price is CA $263
CA $693 total
includes taxes & fees
Nov 1 - Nov 2
Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

18. Canal‑Front Oasis w/Heated Pool Close to the Beach

Canal‑Front Oasis w/Heated Pool Close to the Beach
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.
The price is CA $263
CA $656 total
includes taxes & fees
Nov 1 - Nov 2
Canal‑Front Oasis w/Heated Pool Close to the Beach

19. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
3.0 star property
Tahitian Development
The price is CA $381
CA $949 total
includes taxes & fees
Nov 2 - Nov 3
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Holiday Hotel Reviews

Find out more about Holiday

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Holiday. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.