Holiday Vacation Homes

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

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Our top choices for Holiday holiday homes

A compact living space with a kitchen, dining area, and a living room with a sofa.

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

Colonial Hills

Thomas

HK$1,158 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with white cabinets, granite countertops, and a central island.

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

Holiday

Fallon H.

HK$2,278 total

includes taxes & fees

31 Oct - 1 Nov

A kitchen with white cabinets, a wooden island, a microwave, and a refrigerator.

3. The Burnside Bungalow where Vacation Awaits!

Holiday

HK$3,372 total

includes taxes & fees

31 Oct - 1 Nov

A modern living room with a grey sofa set, a round coffee table, and a wall-mounted TV.

4. Luxury Renovated Home Near Beaches. Pet Friendly.

Holiday

"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...

Rachel R.

HK$2,313 total

includes taxes & fees

27 Oct - 28 Oct

A covered outdoor area with a hot tub, seating, and a swimming pool.

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

Holiday

Nancy E.

HK$2,065 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a sectional sofa, a small round table, and a bar area with stools.

6. Lakefront Paradise, with Heated Private Pool.

Tahitian Development

abner a.

HK$3,530 total

includes taxes & fees

27 Oct - 28 Oct

A hammock on a wooden deck overlooking a lake with houses in the background.

7. GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

Holiday

"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...

Lorel V.

HK$4,431 total

includes taxes & fees

31 Oct - 1 Nov

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!

Holiday Lakes West

Kate G.

HK$3,432 total

includes taxes & fees

29 Oct - 30 Oct

A covered patio with a glass table and four chairs, a ceiling fan, and a barbecue grill.

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

Colonial Hills

HK$3,298 total

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a white sofa, a yellow armchair, a dining table with chairs, and artwork on the walls.

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

Tahitian Development

HK$5,130 total

includes taxes & fees

27 Oct - 28 Oct

A dining area with a table set for two, featuring a vase of flowers, candles, and woven placemats.

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

Holiday

Terri R.

HK$3,836 total

includes taxes & fees

27 Oct - 28 Oct

A covered outdoor seating area with a pool in the background.

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

Holiday

Jason B.

HK$3,888 total

includes taxes & fees

27 Oct - 28 Oct

A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.

13. Cozy Canal-Front Getaway•Heated Pool•Fire Pit•Relaxation•Fishing•Beaches Nearby

Holiday Lake Estates

"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...

Chris S.

HK$3,836 total

includes taxes & fees

27 Oct - 28 Oct

A modern dining area with a glass table, beige upholstered chairs, and a chandelier.

14. Elegant Coastal Oasis Near Beaches & Heated Private Pool

Holiday Lakes West

Dana F.

HK$4,236 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a large bed, a brown leather sofa, a small table, and a window with curtains.

15. Beautiful suite with separate entrance.

North Park

Maria N.

HK$1,035 total

includes taxes & fees

27 Oct - 28 Oct

A compact room with a dark sofa, a small desk with a chair, and a white shelving unit.

16. Cozy suite with separate entrance.

North Park

Terri D.

HK$1,255 total

includes taxes & fees

27 Oct - 28 Oct

A turquoise house with a front porch, surrounded by a garden with a stone pathway leading to the entrance.

17. East Riverside Downtown Bungalow

Downtown

Chris

HK$2,298 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

18. Cozy & Modern Coastal Retreat- Steps from the Sponge Docks!

Tarpon Springs Greektown Historic District

Shelley R.

HK$2,999 total

includes taxes & fees

27 Oct - 28 Oct

A covered outdoor area with a stone wall, a tiled column, and potted plants.

19. Eirini’s Home

Tarpon Springs Greektown Historic District

"The house was immaculate Perfect location if you want to visit sponge docks (5 min walk) the host left snacks and the kids love that getting in at two in the morning with nothing open. That was very nice of them. I would definitely rent from her again.. this is the first five star review I’ve written for a house rental First house rental that I didn’t have to run out and buy TP, paper towels, soaps shampoo/ conditioner / coffee first thing Thank you for the lovely stay ❤️"

thomas

HK$3,140 total

includes taxes & fees

27 Oct - 28 Oct

A covered outdoor seating area with wicker furniture and teal cushions, overlooking a lush green landscape.

20. Great accomodation within walking distance of Port Richey atractions.

Port Richey

Michael F.

HK$1,414 total

includes taxes & fees

28 Oct - 29 Oct

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Top Holiday Hotel Reviews

Wyndham Grand Clearwater Beach

10/10 Excellent

"Great experience overall and very helpful staff. Great location!!"

Gulfview Hotel on the Beach

8/10 Good

"We were pleasantly surprised by the comfort of the room, the view of the water from our room and the cleanliness of the property. The staff were ALL very nice, helpful and welcoming. We only stayed one night but wished for more time! It is an older property, with one elevator and ice machine, but I would stay there again."

Hyatt Regency Clearwater Beach Resort and Suites

8/10 Good

"Pretty hotel with nice staff - in particular the parking valets. Pool was in the shade most of the day and the hot tub was closed due to private events being held near it. Room was spacious and comfortable. Didn’t love the beach set up. You have to rent chairs which was discounted which I appreciate but the beach was wall-to-wall cabanas making it difficult to navigate around and blocked the views of the water."

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