
Holiday rentals in Holiday
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Top-rated holiday rentals in Holiday
Guests agree: these stays are highly rated for location, cleanliness and more.

Simply Charming
Summertime is here! Perfect place to stay. Relax with the entire family at this peaceful place. It is also perfect for a romantic getaway or a family vacation. It has a screened in back porch. It also has a washer and dryer. Central A/C and heating. It has a workspace, & 2 large screen TVs. It's pet friendly. Completely fenced in backyard. Centrally located. Easy access to Tampa, Dunedin, Clearwater, and St. Petersburg. Easy access to beaches. Book now and hit the beach! Visit "Greek Town" too!

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

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
š“ Heated private pool oasis (NovāMar) 5 mi to Tarpon Springsāideal to recharge. š” 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, š 24/7 self check-in, and š on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ⨠Note: pool heat available NovāMar (weather permitting). ā³ Last-minute promos activeābook and lock in your dates!

The Bohemian Studio: Separate Entry & Fenced Patio
šØ Unbeatable Dealā¼ļøSerene Countryside Escape. Surrounded by nature & near everything. This cozy studio offers total privacy, separate entrance & self check-in Great location, minutes away from hospitals, restaurants, springs & beaches 30 min from Tampa Bay Area š³ 2 Acres & Fenced Patio š³ Fully Equipped Kitchen & bathroom š» High-Speed Internet, ethernet & FREE Netflix š FREE Parkings Perfect for traveling nurses, visiting family or romantic escapes. The best of both worlds!

Warmth In Holiday
Tiny Living In Holiday offers a delightful and peaceful ambiance, ideal for a serene getaway. Conveniently located near stunning beaches, guests can revel in the beauty of the coast. The room creates a warm and homely atmosphere, ensuring guests feel snug and content during their stay. Furthermore, the room features a handy air fryer microwave oven combo, allowing guests to effortlessly prepare meals at their convenience. Listing does not accommodate infants/toddlers.

Cozy Private Apt near beach/2 parking
Private & cozy apartment with independent entrance and free parking for two vehicles. Located in a quiet and safe area just minutes from the beach and Tarpon Springs (āLittle Greeceā) and just minutes from Fred Howard Park Beach.Enjoy a fully equipped kitchen, comfortable bedroom with work desk, Smart TV, fast WiFi, spacious bathroom, and outdoor terrace. Perfect for couples, small families, or remote workers Scan the QR in the last photo for a full video tour

*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 beachesā¦

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, itās perfect for both short and long stays. Just minutes from the beach, dining, and entertainment.

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 holiday rentals
Other great holiday rentals in Holiday

Modern Build 3/2 Bungalow | Walk to Downtown NPR

Cozy Florida Home - 10 Minutes to Downtown NPR

Cozy Home w/ Fire Pit & Outdoor Lounge

Sunny family Oasis by Tarpon *Hot Tub & Playground

Cozy place! Pet are welcome!

Luxurious holiday home

Home with access to the Gulf.

Steps to Downtown ⢠7 Mins to Beach + Parking
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £86 | £95 | £93 | £93 | £86 | £88 | £86 | £82 | £80 | £76 | £83 | £87 |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Holiday?
Holiday has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Holiday?
Experience the best of Holiday with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Holiday?
Four-legged friends are welcome in Holiday. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Holiday?
Yes! Work meets play with ease at over 70 vacation rentals in Holiday featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Holiday vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Holiday, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Holiday?
Make yourself at home in Holiday by choosing from our most frequently booked neighborhoods. We have over 950 vacation rentals in Orangewood Village, over 540 vacation rentals in Forest Hills, and over 450 vacation rentals in Buena Vista.
Do apartment rentals in Holiday have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Holiday have a kitchen?
Absolutely! We offer over 120 house rentals with a kitchen in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Holiday have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Holiday have free parking?
Absolutely! We offer over 120 house rentals with free parking in Holiday. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Holiday

Total holiday rentals
Explore 150 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 3,970 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
150 of Holiday holiday rentals include wifi 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
Destinations to explore
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- Rentals with lake accessĀ Holiday
- Pet-friendly rentalsĀ Holiday
- Family-friendly rentalsĀ Holiday
- Rentals with a firepitĀ Holiday
- Flat rentalsĀ Holiday
- Waterfront rentalsĀ Holiday
- Rentals with a washing machine and dryerĀ Holiday
- Rentals with beach accessĀ Holiday
- Rentals with outdoor seatingĀ Holiday
- Rentals with a fireplaceĀ Holiday
- Rentals with a patioĀ Holiday
- House rentalsĀ Holiday
- Rentals with poolsĀ Holiday
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Sand Key Beach
- Dunedin Beach
- Hard Rock Casino
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- University of South Florida
- Busch Gardens
- ZooTampa at Lowry Park
- Fort Island Beach
- North Beach At Fort DeSoto Park
- The Don CeSar





