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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Our top choices for Holiday vacation rentals

1. Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview

Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview
Holiday
9.8 out of 10, Exceptional, (138 reviews)
"Great location for our needs and very clean and a nice stay ! "
United States
Jerome D.
The price is CA $138
CA $343 total
includes taxes & fees
Aug 16 - Aug 17
Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview

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, (90 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.
The price is CA $244
CA $745 total
includes taxes & fees
Aug 13 - Aug 14
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

3. Rest apartament

Rest apartament
Holiday
9.8 out of 10, Exceptional, (63 reviews)
"Room was clean and included everything I needed. Neighborhood was quiet."
United States
Lee
The price is CA $70
CA $184 total
includes taxes & fees
Aug 13 - Aug 14
Rest apartament

4. Charming Hot Tub Getaway by Tarpon

Charming Hot Tub Getaway by Tarpon
Holiday
9.8 out of 10, Exceptional, (8 reviews)
"Nice location . Very clean and quiet"
United States
Daniel R.
The price is CA $132
CA $254 total
includes taxes & fees
Aug 13 - Aug 14
Charming Hot Tub Getaway by Tarpon

5. 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, (35 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 $153
CA $223 total
includes taxes & fees
Aug 13 - Aug 14
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

6. Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
10.0 out of 10, Exceptional, (24 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.
The price is CA $194
CA $538 total
includes taxes & fees
Aug 25 - Aug 26
Lakefront Paradise, with Heated Private Pool.

7. 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.
The price is CA $182
CA $368 total
includes taxes & fees
Aug 23 - Aug 24
Sunny family Oasis by Tarpon - Hot Tub & Playground

8. Canal-Front Getaway•Poolside Relaxation•Fishing

Canal-Front Getaway•Poolside Relaxation•Fishing
Holiday Lake Estates
10.0 out of 10, Exceptional, (1 review)
"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 $250
CA $673 total
includes taxes & fees
Aug 13 - Aug 14
Canal-Front Getaway•Poolside Relaxation•Fishing

9. 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, (16 reviews)
"Very nice home that suited our family well. The outdoor area makes a nice comfortable place to relax."
United States
Robert G.
The price is CA $299
CA $671 total
includes taxes & fees
Aug 24 - Aug 25
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

10. Luxe Retreat with Resort-Style Pool Backyard

Luxe Retreat with Resort-Style Pool Backyard
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 $250
CA $682 total
includes taxes & fees
Aug 13 - Aug 14
Luxe Retreat with Resort-Style Pool Backyard

11. 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 $380
CA $945 total
includes taxes & fees
Aug 13 - Aug 14
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

12. Coastal Family Escape with Private Pool•Near Beaches

Coastal Family Escape with 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.
The price is CA $256
CA $682 total
includes taxes & fees
Sep 1 - Sep 2
Coastal Family Escape with Private Pool•Near Beaches

13. beaches house near by beach

beaches house near by beach
Ridgewood Gardens
The price is CA $262
CA $488 total
includes taxes & fees
Aug 31 - Sep 1
beaches house near by beach

14. 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.
The price is CA $263
CA $734 total
includes taxes & fees
Aug 13 - Aug 14
Elegant Coastal Oasis Near Beaches & Private Pool

15. 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.
Convenient close to the sun and fun 3 bed home!

16. 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.
The price is CA $104
CA $393 total
includes taxes & fees
Aug 13 - Aug 14
Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.

17. The Burnside Bungalow where Vacation Awaits!

The Burnside Bungalow where Vacation Awaits!
Holiday
The price is CA $209
CA $600 total
includes taxes & fees
Aug 13 - Aug 14
The Burnside Bungalow where Vacation Awaits!

18. 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 $305
CA $911 total
includes taxes & fees
Aug 13 - Aug 14
Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

19. 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 $141
CA $405 total
includes taxes & fees
Aug 31 - Sep 1
Luxury Renovated Home Near Beaches. Pet Friendly.

20. Private 2 bedroom 2 bathroom whole home dog friendly quiet Hideaway in Tampa Bay

Private 2 bedroom 2 bathroom whole home dog friendly quiet Hideaway in Tampa Bay
Lutz
10.0 out of 10, Exceptional, (37 reviews)
"Everything was great!"
United States
Lawrence W.
The price is CA $118
CA $281 total
includes taxes & fees
Aug 15 - Aug 16
Private 2 bedroom 2 bathroom whole home dog friendly quiet Hideaway in Tampa 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

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.

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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 65 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. Lake Conley 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.