
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!

Cooper Cabin: Cute, Adorable, Standalone Studio
Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

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!

Modern Home Great Location
Welcome to your home away from home. Our guests’ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

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.

Heated Pool • Near Tarpon & Gulf 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!

Nice and Cozy Apartment great location.
Enjoy a comfortable and convenient stay in this charming space, perfect for up to 3 guests. The unit features one queen bed and a sofa bed, making it ideal for couples, friends, or solo travelers looking for a relaxing getaway. Just steps away from U.S. 19, you’ll have easy access to grocery stores, bars, and great local restaurants. Plus, you’re only a 10-minute drive from Tarpon Springs, the famous Greek village known for its sponge docks, delicious food, and vibrant atmosphere.

Cheery Private Room Efficiency-Kitchenette
Normally host long-term stays. Bright, cheery guest suite in house with kitchenette amenities. A cozy space suitable for 1 person. Take a break, unwind at this peaceful retreat. Close to Anclote Park Beach (Gulf). 15-min walk to Key Vista Nature Park walking trails. Close walk to Rec Complex (tennis/pickle ball courts, paddle ball courts). Nr Tarpon Springs & Howard Park Beach & kayaking. Short distance to Clearwater Beach, Busch Gardens, 2 hours Walt Disney World & Universal.

The palm trees
Relax in this quiet and elegant newly made space, it offers all the comforts starting with a comfortable queen bed. Its entrance is independent as is the parking lot. This accommodation is perfect for vacationing due to the location near beaches and parks, it is only 3.3 miles from Tarpon Springs considered this city the world capital of sponges, visitors can enjoy visiting Greek restaurants, craft shops, boat trips and more.

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&Private|Big Parking|Near Beach
Cozy and private apartment with no cleaning fee, spacious parking, and just minutes from the beach and Little Greece. Located in a quiet and safe area, it’s ideal for relaxing or working from home. Enjoy : ✔ Fully equipped kitchen ✔ Bedroom with work desk ✔ Smart TV, WiFi ✔ Spacious bathroom with high-capacity shower ✔ Free parking Ideal for couples or solo travelers seeking peace near the sea.

Cozy apartment private retreat
Welcome to Your Cozy Retreat! Escape to our charming guest house. This beautifully decorated space offers a perfect blend of comfort and style, making it an ideal getaway for couples, solo adventurers, and business travelers alike. Amenities: Free Wi-Fi Air conditioning and heating Complimentary coffee. Towels and chairs Free parking on premises. Security Cameras
Popular amenities for Holiday holiday rentals
Other great holiday rentals in Holiday

Spacious Tropical Vibes-King Bed/Private Back Yard

Cozy Florida Home - 10 Minutes to Downtown NPR

The Colonial Suite

Waterfront studio w/Hot Tub and Putting Green

*NEW* Riverside Retreat w/Pool

Quiet and clean home for relaxing stay

Charming Blue Bungalow With Amazing Yard

Waterfront Retreat W / Floating Dock & Kayaks
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £94 | £92 | £93 | £93 | £86 | £88 | £86 | £82 | £81 | £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 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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 house rentals 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 house rentals in Holiday have free parking?
Absolutely! We offer over 110 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 140 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at £7 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
- Seminole Holiday rentals
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- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Rentals with a firepit Holiday
- Waterfront rentals Holiday
- Rentals with a patio Holiday
- Rentals with a fireplace Holiday
- Family-friendly rentals Holiday
- Rentals with pools Holiday
- Rentals with a washing machine and dryer Holiday
- Rentals with outdoor seating Holiday
- Pet-friendly rentals Holiday
- Rentals with lake access Holiday
- House rentals Holiday
- Rentals with beach access Holiday
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Vinoy Park
- Dunedin Beach
- Amalie Arena
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- Fort Island Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- The Don CeSar
- Gulfport Beach Recreation Area
- Fred Howard Park
- Tampa Convention Center




