
House vacation rentals in Holiday
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Top-rated house rentals in Holiday
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Holiday Vacation Home
Welcome to the Holiday Vacation Home! Located near attractions like Tarpon Springs/Sponge Docks, Clearwater, New Port Richey, Tampa, St Pete, Dunedin, Fred Howard Park & more! Home includes an equipped kitchen, dining room, living room & family room! In true Florida fashion the home features a lanai leading to a small patio. New AC unit installed in 2024 to keep you comfortable! Laundry available for long term stays. Perfect home to unwind after a day exploring the beaches, shops and more!

Paradise!Renovated waterfront pool home.Sunsets!
No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

Heated & Screened in Pool/Coffee Bar/Fully Stocked
🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

Downtown Darling
Bring the whole family to this great property with lots of room for fun. 3 king bedrooms with pillow top mattresses, one bunk bed room that sleeps 3 kids. Large kitchen, large laundry room. Home has been completely renovated. Less than a 10 minute walk to all the activities on Main Street, Restaurants, breweries, roof top restaurant, axle throwing bar, sims park with weekly activities and a brand new playground and splash pad for the kids. Walk in the evening down the river boardwalk.

Nature Lovers Retreat
Relax and enjoy! Welcome to your 3 bedroom 2 bath vacation home. Newly renovated well equipped kitchen, new appliances and laundry room. Perfect for couples or families to make great memories. You can fish, kayak, paddleboat or just sit back and enjoy nature from our dock on Lake Connelly. Very centrally located in the Tampa Bay area and are close to plenty of things to do: Tarpon Springs Sponge docks, Dunedin, Safety Harbor, St. Pete, Honeymoon Island, Fred Howard Park and more

Sunny Pool Home • Near Tarpon & Beaches 5 mi
🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

*NEW* Riverside Retreat w/Pool
Take it easy at this unique and tranquil getaway. Welcome to our Riverside Retreat where you will enjoy incredibly relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock and privacy fenced backyard on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beaches…

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Heated Pool, Hot Tub & Sand Volleyball
Your perfect getaway awaits in this pet-friendly 2BR/2BA retreat! Relax by the in-ground pool and hot tub, play a game of sand volleyball, unwind on the deck or have a BBQ. The fully fenced yard offers privacy, while the covered outdoor seating, pool-side hammock, fire pit, and a variety of games make it fun for all. With WiFi, AC, and a workspace, it’s perfect for both short and long stays. Just minutes from the beach, dining, and entertainment.

Private 3 Bedroom House w/ Heated SaltWater Pool
Spend your holidays in HOLIDAY, FL! We welcome you to our cozy, fully renovated house with a large, heated private in-ground, SALTWATER pool. The house has three bedrooms and enough room for 7 guests, along with two full bathrooms. The kitchen is stocked with all cookware essentials needed. The house has everything you need for vacations, so you may kick back and relax. It is centrally located to many attractions if you're up for a drive.

Relaxing Lake House
Take it easy at our tranquil getaway. Observe local and migrating birds right from the backyard, fish from the dock, or just relax and enjoy the view from the screened in porch. Minutes from New Port Richey and Tarpon Springs famous Sponge Docks and less than an hour from all the Tampa attractions and Clearwater Beach. Take a day hike at Honeymoon Island Osprey and Pelican Trail and end the hike with a swim at the beach.

Lakefront Paradise with Heated Saltwater Pool
Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!
Popular amenities for Holiday house rentals
House rentals with a pool

Gulf Harbors Getaway Home with Pool

Waterfront Retreat with Heated Pool, Hot Tub&Dock

Lazy Day Oasis

Coastal Paradise Waterfront with Dock, Gulf Access

Relaxing Beach-Theme Pool Home!

Family 2BR Oasis w/Private Pool & HDTV, PAWsitive

River Side Home. Three mins to Downtown.

Luxury Private Pool House ! Mackarosa ! Tampa Bay.
Weekly house rentals

Blue Marina House

Sunny family Oasis by Tarpon *Hot Tub & Playground

Harry's River House “The charm of the river”

Luxury Pool HomeNear ClearwaterTarponSprings Oasis

Beachy Holiday Hideaway- 3/2 up to 6 guests

Waterfront Retreat W / Floating Dock & Kayaks

3bed 2bath updated modern home!

Anclote River House #3
Private house rentals

Stunning *Newly Remodeled Riverfront Oasis - Kayak

Modern Build 3/2 Bungalow | Walk to Downtown NPR

Cozy Florida Home - 10 Minutes to Downtown NPR

Pool-Sauna-Water Dolphin view house - sleeps 10

Relaxing Getaway in New Port Richey

Family home

Beautiful Home with a Pontoon!

Waterfront Getaway w/ Dock & Kayaks – Dog Friendly
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,936 GYD | G$31,165 GYD | G$32,629 GYD | G$28,655 GYD | G$26,982 GYD | G$26,773 GYD | G$26,145 GYD | G$25,727 GYD | G$24,263 GYD | G$23,426 GYD | G$24,681 GYD | G$26,563 GYD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about house rentals in Holiday

Total vacation rentals
Explore 120 vacation rentals in Holiday

Nightly prices starting at
Holiday vacation rentals start at G$4,183 GYD per night before taxes and fees

Verified guest reviews
Over 2,910 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
120 of Holiday vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Holiday rentals

4.7 Average rating
Holiday stays receive an average rating of 4.7 out of 5 from guests
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