
Vacation rentals in Holiday
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Holiday

Total vacation rentals
Explore 180 vacation rentals in Holiday

Nightly prices starting at
Holiday vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 4,390 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
180 of Holiday vacation rentals include wifi access

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

4.6 Average rating
Holiday stays receive an average rating of 4.6 out of 5 from guests
Top-rated vacation rentals in Holiday
Guests agree: these stays are highly rated for location, cleanliness, and more.

Dream Home in Holiday with POOL & SPA and More
Dream home in Holiday with POOL & SPA,This beautifully remodeled 3-bedroom, 2-full-bathroom residence offers modern and comfort. Key Features, Updates: Benefit from recent upgrades, including a new roof , kitchen, appliances, Bathrooms, Doors and fresh paint . Step into stylish luxury brand new luxury vinyl wood flooring. Outdoor Oasis: Relax in your fully Pcv fenced backyard with your pool and spa. The jacuzzi and the Pool is Not Heated, Pet Allow (Only ONE)with a fee $100 Please ask you host

Reel Retreat | Lakefront Home with Hot Tub
Reel Retreat is a stylish mid-century lakefront escape on Lake Tarpon, perfect for a relaxing getaway. This spacious 3-bedroom, 2-bath home features an open layout, game area, and thoughtfully designed spaces. Take in breathtaking lake views, unwind on the wraparound deck, soak in the hot tub, or gather by the fire pit. With a hammock, grill, and dock access, it’s the perfect spot for peaceful mornings and stunning sunsets. 2 kayaks on property for the lake.Come stay with us for a reel retreat!

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!

Angel's Waterfront Home Fishing Dock Heated Pool
We love giving families peaceful getaway memories! +Backwaters of Gulf +Heated pool +Fishing, yes tarpon! +Big dock, BBQ, dining +Dolphin & Manatee watching +3 BRs: 1 King, 2 Queens +2 full baths +Easy to cancel +Pet friendly +Quiet neighborhood +Games +10 min to Tarpon Springs +9 min to Anclote River Park +20 min to Fred Howard Park +43 min to Tampa Airport +52 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

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

Lake House w/ Kayaks, Fishing & Heated Comm Pool
Relax at this peaceful 3BR/2BA lake house! Minutes from Tarpon Springs Sponge Docks & beaches, the home has a fully remodeled modern interior, and a fully equipped kitchen with wine fridge & a coffee station. Enjoy the back patio & 2 decks for outdoor lounging. Kayaks & fishing poles are available to explore the lake & wildlife. Down the street, guests have access to a community pool & lounge area with a lanai, BBQ, games & relaxing spaces. Bikes are available to ride to the pool and parks!

River Home Heated 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

*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…

Private pool home near Tarpon Springs 5 mi
🌴 Private pool home near Tarpon Springs, Gulf beaches, restaurants, and local attractions—perfect for a relaxing Florida getaway. Enjoy a fenced patio, BBQ area, fast WiFi, workspace, fully equipped kitchen, 24/7 self check-in, and on-site parking. Easy access to Dunedin, Clearwater, Tampa, and nearby beaches. ✨ Note: pool heat is available Nov–Mar, weather permitting. ⏳ Last-minute promos active—book and lock in your dates!

Cozy Home w/ Fire Pit & Outdoor Lounge
Cozy and stylish home in Holiday, FL perfect for families, couples, or small groups ✨ Enjoy a private backyard with a fire pit, covered patio, and outdoor seating—perfect for relaxing after a beach day. Inside you’ll find comfortable beds, a fully equipped kitchen, fast WiFi, and bright cozy spaces designed to feel like home. Located in a quiet neighborhood just minutes from beaches, restaurants, shopping, and local attractions.

Tarpon Family Retreat-Heated Pool, Fire Pit & Fun!
Discover your perfect Florida getaway just minutes from the Tarpon Springs Sponge Docks, vibrant downtown, and Anclote River Park! This spacious 3BR/2BA beach-themed home offers a private, caged heated pool, cozy fire pit, and lush backyard oasis backing onto a peaceful easement for total privacy. Enjoy coastal charm, modern comfort, and sunny relaxation—ideal for families or travelers seeking warmth, space, and serenity.

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 vacation rentals
Other great vacation rentals in Holiday

Riverside Home with Kayaks

Coastal Holiday Home w/Pool - Minutes to Beaches

Cozy Home, Country Setting, Close to Gulf Beaches

Relaxing Lake House

Beachy Holiday Hideaway- 3/2 up to 5 guests

Waterfront Retreat H/Pool Private Dock Gulf Access

Nature Lovers Retreat

Northern Point of Treasure Island NPR
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $161 CAD | $178 CAD | $173 CAD | $176 CAD | $153 CAD | $160 CAD | $160 CAD | $153 CAD | $150 CAD | $142 CAD | $154 CAD | $162 CAD |
| 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 house rentals in Holiday?
Holiday has more than 110 family-friendly house rentals. 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 house rentals in Holiday?
Four-legged friends are welcome in Holiday. Choose from more than 80 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Holiday?
Yes! Work meets play with ease at over 70 house 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!
Do house rentals in Holiday have air conditioning?
Absolutely! We offer over 140 house rentals with air conditioning in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Holiday have a kitchen?
Absolutely! We offer over 20 apartment 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 130 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 140 house rentals with free parking in Holiday. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Holiday?
Enhance your stay in our House Rentals with the most popular amenities: over 130 homes with wifi, over 130 homes with a kitchen, over 140 homes with free parking, over 140 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Anna Maria Island
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Hard Rock Casino
- Dunedin Beach
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- John's Pass
- Tropicana Field
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Fort De Soto Park
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Three Sisters Springs
- Busch Gardens
- Splash Harbour Water Park
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