
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.

King Bed Luxury & Queen 2/1/1—Patio+Laundry+3TVs
Transport back to the 50’s when staying at this coastal retro 2 BD/1BA home. The charming mid-century design throughout boasts top-of-the-line amenities including 3 Roku Smart TV’s, a fully equipped kitchen, a delightful King & Queen mattress, a dedicated workspace, an enclosed garage, outdoor patio, beach towels, a washer & dryer. Indulge in all the luxuries while being near Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi), Honeymoon Island State Park(16.2mi), several restaurants & more!

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 a fully equipped kitchen, dining room, living room & family room! In true Florida fashion the home features a lanai leading to a small backyard patio. Brand new AC unit installed in 2024 to keep you comfortable! Perfect home to unwind in after a long day exploring the local beaches, restaurants and shops!

Gulf Access, Heated Pool, Near Islands, Beaches
Vacation on the Gulf of Mexico near Islands Places to visit * Key Vista Nature Preserve: .05 miles * Anclote Gulf Park: 1.4 miles * Anclote River Park: 2.6 miles * Tarpon Springs Docks: 5.7 miles * Fred Howard Park Beach: 8.5 miles * Downtown Palm Harbor: 11 miles * Dunedin Causeway Beach: 16 miles * Honeymoon Island State Park: 17 miles * Clearwater Beach: 23 miles *Downtown Tampa: 34 miles Theme Parks * Busch Gardens: 31 miles * Adventure Island: 31 miles * Florida Aquarium Tampa: 35 miles

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

River Home with Pool, Sunset, Dolphin & Fishing
Welcome to the waterfront oasis situated along the serene banks of Anclote River connecting to the Gulf. Enjoy privacy as no backyard neighbors, just a nature. Step outside to your own private paradise, where a screened lanai awaits with a private heated pool. Spend your days lounging poolside, soaking up the Florida sunshine, or marveling at dolphins and manatees. Close driving distance to the world famous beaches (Clearwater, Honeymoon Island), Tarpon Spring, Weeki Wachee & Tampa Bay

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!

Private Apt near to Fred Howard Beach| Big 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 (“Little Greece”) 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

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!

Cozy Carriage House at Spring Bayou
This is a beautiful large one bedroom apartment located in the heart of Tarpon Springs. The entire "2nd floor" apartment is yours to enjoy. Close to shopping, Greek village on the Anclote River , and many fine dining establishments. We are minutes from some of the most beautiful beaches in Florida. We are central to most of Florida's popular vacation attractions. You will love it.

Summer Breezes Holiday
Welcome to Summer Breezes, a quiet, private, and elegant suite attached to the main house and near the beautiful Florida beaches. We have thought of every detail so that you feel comfortable and make the most of your vacation. Located just a 12-minute drive from beautiful beaches, in addition to various places of interest that will fill your days with colors and fun.
Popular amenities for Holiday holiday rentals
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Cozy Home, Country Setting, Close to Gulf Beaches

River Hills Home! Downtown 3 mins away!

Dream Home in Holiday with POOL & SPA and More
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £95 | £94 | £94 | £94 | £87 | £89 | £87 | £83 | £82 | £77 | £84 | £88 |
| 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 90 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 $40 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 70 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 910 vacation rentals in Orangewood Village, over 500 vacation rentals in Forest Hills, and over 420 vacation rentals in Buena Vista.
Do house rentals in Holiday have air conditioning?
Absolutely! We offer over 110 house 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 110 house rentals with a kitchen in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Holiday have wifi?
Absolutely! We offer over 110 house rentals with wifi in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Holiday have free parking?
Absolutely! We offer over 10 apartment 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 140 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at £8 per night before taxes and fees

Verified guest reviews
Over 3,910 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 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
130 of Holiday holiday rentals include wifi access

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

4.8 Average rating
Holiday stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- House rentals Holiday
- Rentals with a firepit Holiday
- Rentals with a fireplace Holiday
- Pet-friendly rentals Holiday
- Rentals with beach access Holiday
- Waterfront rentals Holiday
- Rentals with outdoor seating Holiday
- Rentals with pools Holiday
- Rentals with lake access Holiday
- Rentals with a washing machine and dryer Holiday
- Family-friendly rentals Holiday
- Rentals with a patio Holiday
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Fort Island Beach
- Busch Gardens
- Splash Harbour Water Park
- Adventure Island
- The Don CeSar
- Gulfport Beach Recreation Area
- Tropicana Field




