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 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (68 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 ￥7,901
￥19,594 total
includes taxes & fees
Nov 15 - Nov 16
Rest apartament
A hot tub with a blue light, a window, and a wooden bench.

2. 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 ￥15,011
￥27,557 total
includes taxes & fees
Nov 15 - Nov 16
Charming Hot Tub Getaway by Tarpon
A hotel room with a bed, a television on a glass table, a vase with flowers, and a mirror on the wall.

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

Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches
Holiday
Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches
Room

4. Romantic suite just 5 minutes from the beach!

Romantic suite just 5 minutes from the beach!
Country Estates
The price is ￥12,678
￥21,426 total
includes taxes & fees
Nov 11 - Nov 12
Romantic suite just 5 minutes from the beach!
A compact living space with a kitchen, dining area, and a living room with a sofa.

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
9.8 out of 10, Exceptional, (37 reviews)
"Awesome service, comfortable atmosphere and a pleasant place to stay will probably book again "
United States
Andrew K.
The price is ￥15,643
￥22,071 total
includes taxes & fees
Nov 11 - Nov 12
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
A living room with a brown leather sofa, a glass coffee table, a dining area with a table and chairs, and a large window with curtains.

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

Convenient close to the sun and fun 3 bed home!
Holiday Lake Estates
8.4 out of 10, Very good, (17 reviews)
"Over all a great place to stay. Clean and just enough room us."
United States
Paul V.
The price is ￥11,661
￥42,451 total
includes taxes & fees
Nov 11 - Nov 12
Convenient close to the sun and fun 3 bed home!
A modern living room with a grey sofa set, a round coffee table, and a wall-mounted TV.

7. 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 ￥16,591
￥44,590 total
includes taxes & fees
Dec 1 - Dec 2
Luxury Renovated Home Near Beaches. Pet Friendly.
A covered outdoor area with a hot tub, seating, and a swimming pool.

8. 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, (4 reviews)
"Beautiful place to relax, will definitely come back again?"
United States
Lex
The price is ￥22,346
￥41,921 total
includes taxes & fees
Nov 11 - Nov 12
Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
A wooden dock extending into a calm body of water with a sunset in the background.

9. Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths

Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths
Park Place
The price is ￥36,767
￥74,790 total
includes taxes & fees
Nov 15 - Nov 16
Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths
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, (27 reviews)
"Great place, location and amenities."
United States
abner a.
The price is ￥23,464
￥67,162 total
includes taxes & fees
Nov 15 - Nov 16
Lakefront Paradise, with Heated Private Pool.
A kitchen with white cabinets, a wooden island, a microwave, and a refrigerator.

11. The Burnside Bungalow where Vacation Awaits!

The Burnside Bungalow where Vacation Awaits!
Holiday
The price is ￥23,702
￥66,207 total
includes taxes & fees
Nov 11 - Nov 12
The Burnside Bungalow where Vacation Awaits!
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

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 ￥25,969
￥69,219 total
includes taxes & fees
Nov 16 - Nov 17
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
A covered patio with a glass table and four chairs, a ceiling fan, and a barbecue grill.

13. 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 ￥27,731
￥63,926 total
includes taxes & fees
Dec 11 - Dec 12
The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.
A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.

14. 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 ￥29,769
￥74,133 total
includes taxes & fees
Nov 11 - Nov 12
Canal‑Front Oasis w/Heated Pool Close to the Beach
A dining area with a table set for two, featuring a vase of flowers, candles, and woven placemats.

15. 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 ￥29,769
￥74,133 total
includes taxes & fees
Nov 11 - Nov 12
Family-Friendly Home w/Heated Pool Near Beaches
A covered outdoor seating area with a pool in the background.

16. 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 ￥29,769
￥75,176 total
includes taxes & fees
Nov 11 - Nov 12
Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8
A deck with a view of a lake, a grill, and a fence.

17. 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 ￥31,602
￥89,276 total
includes taxes & fees
Nov 18 - Nov 19
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
A modern living room with a white sofa, a yellow armchair, a dining table with chairs, and artwork on the walls.

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 ￥34,604
￥97,359 total
includes taxes & fees
Dec 11 - Dec 12
Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach
A modern living room with a white sofa, a yellow armchair, a dining table with chairs, and artwork on the walls.

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 ￥43,137
￥102,437 total
includes taxes & fees
Nov 12 - Nov 13
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
A modern dining area with a glass table, beige upholstered chairs, and a chandelier.

20. Elegant Holiday Escape w/Lanai & Heated Pool

Elegant Holiday Escape w/Lanai & Heated Pool
Holiday Lakes West
9.0 out of 10, Wonderful, (2 reviews)
"Easy check in, great pool, nice layout."
United States
Dana F.
Elegant Holiday Escape w/Lanai & Heated Pool
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

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

8/10 Good
"The staff was good. Loved the golf cart that took us to the beach and restaurant's. The breakfast was not good."
norma 3-night trip
Posted 3 hours ago
Fairfield Inn & Suites by Marriott Clearwater Beach

Find out more about Holiday

Search for holiday rentals in Holiday on Expedia! You can easily find your home rentals, villas, holiday apartments in Holiday using one of the methods below:

  • View our selection of featured holiday rentals in Holiday
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  • Enter your travel dates to view the best deals on holiday rentals in Holiday while they last

Look no further and take a look at our great range of rental properties in Holiday!

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.