
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!

Pool Paradise - Private Solar Heated Pool
Welcome to your private vacation gateway. Escape to Florida Sunshine Sanctuary in Tampa Bay Area. Our 2 Bedroom/ 2 Bathroom House is nested in a quiet suburb not far from the Tampa Airport. It is 25 miles from the famous Clearwater Beach and 30 miles from the Busch Gardens. Take the ultimate one day trip to DisneyWorld which is a 2 hour drive form the house. Also a 15 min drive to Greektown and Tarpon Springs Sponge Deck. House is nicely decorated with everything needed to create special memorie

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

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!

The Cozy Spot !
“Our space is designed to make you feel at home from the very first moment.What makes this place special is its perfect mix of comfort, style, and location.A cozy and modern atmosphere, ideal for both relaxing and working. Comfortable beds and well-organized spaces, created with your comfort in mind. Outdoor area perfect for enjoying your morning coffee or a glass of wine at sunset Great location/ shopping centers / restaurants / local attractions] yet quiet enough for peaceful rest.

Modern Waterfront Home with Hot Tub, Dock, Kayaks
This luxury, waterfront home is situated in an upscale community. The home faces West for excellent sunset views. The inlet is perfect for bird watching, fishing or watching dolphins swim by and offers fantastic opportunities for kayaking through the Eagle Point Park Wildlife Preserve. There are three kayaks and a stand up paddle board at the house for you to use. If you would like to rent a Pontoon boat, sailboat, john boat or deep sea fishing charters are a few blocks from home.

Simply Charming
Relax with the entire family at this peaceful place to stay. It is 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. Go to watch your favorite MLB, NHL or NFL team in person. Minutes from Spring Training ball fields.

Modern style tiny house
Welcome to your cozy retreat! Escape to our charming guest house. This beautifully decorated space offers a perfect combination 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 Free coffee Free tea Free parking on the premises Security cameras

Newly Remodeled Condo In The Heart Of Innisbrook
Newly remodeled, fully furnished second floor, one bedroom condo with 1 King bed and 1 Queen sofa. The condo has a fully equipped kitchen for your convenience and comfort. You will have access to the ("no fee")laundry room and hotel Ice maker on the same floor. Free parking is conveniently outside your building door.

1928 Riverfront Bungalow with boat dock
Waterfront ranch Bungalow. Quaint with FP, orig refin hardwood floors, New kitchen with SS appliances, granite countertops, 2 master suites, one with river views. Screened in front porch, garage & floating dock. Washer & dryer. Completely furnished with antiques. Walking path along the river. Step back in time.

The Melody Hideaway
Relax with the whole family at this newly renovated and peaceful place to stay. All is included to make this a home for 1 day or as long as you’d like. There are TVs in all 3 rooms, 2 full bathrooms, a full kitchen, a garage to park your car, washer and dryer, and a beautiful backyard with a grill and fire pit.
Popular amenities for Holiday holiday rentals
Other great holiday rentals in Holiday

Beautiful home near the beaches

Sunny- Home away from home, Calm & Cozy

Waterfront Gulf Coast Home!

Holiday Peaceful Studio

Renovated Pool Home • Sleeps 7 • Downtown NPR

2-Story Apt • Aquatic Center + 3 min Downtown

Castaway on Treasure Island NPR

Nice and Cozy Apartment great location.
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 109 | € 107 | € 108 | € 108 | € 99 | € 102 | € 99 | € 95 | € 93 | € 88 | € 96 | € 101 |
| 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 € 9 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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- Rentals with a fireplace Holiday
- House rentals Holiday
- Rentals with beach access Holiday
- Rentals with a firepit Holiday
- Pet-friendly rentals Holiday
- Rentals with a patio Holiday
- Rentals with outdoor seating Holiday
- Rentals with a washing machine and dryer Holiday
- Waterfront rentals Holiday
- Rentals with pools Holiday
- Family-friendly rentals Holiday
- Rentals with lake 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
- North Beach At Fort DeSoto Park
- Fort Island Beach
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Tampa Convention Center
- The Don CeSar
- Gulfport Beach Recreation Area
- Fred Howard Park




