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.

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Superhost
Home in Holiday
5.0 out of 5 average rating, 21 reviews

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

Top guest favourite
Home in Tarpon Springs
5.0 out of 5 average rating, 27 reviews

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!

Guest favourite
The exterior of the home is shown at night, featuring a well-maintained front yard and a concrete driveway. Soft lights illuminate the entrance, highlighting a welcoming doorway. A black car is parked in front, casting a shadow on the driveway.
Home in Holiday
4.86 out of 5 average rating, 50 reviews

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!

Guest favourite
Home in Holiday
4.71 out of 5 average rating, 14 reviews

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

Top guest favourite
A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.
Home in Holiday
4.96 out of 5 average rating, 109 reviews

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

Top guest favourite
Home in Holiday
5.0 out of 5 average rating, 7 reviews

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!

Top guest favourite
Home in Holiday
4.98 out of 5 average rating, 65 reviews

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

Guest favourite
A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.
Home in Holiday
4.95 out of 5 average rating, 85 reviews

*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…

Top guest favourite
A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.
Home in Holiday
4.92 out of 5 average rating, 154 reviews

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!

Guest favourite
Home in Holiday
4.9 out of 5 average rating, 20 reviews

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.

Top guest favourite
Home in Holiday
4.92 out of 5 average rating, 24 reviews

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.

Guest favourite
An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.
Home in Holiday
4.92 out of 5 average rating, 121 reviews

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

When is the best time to visit Holiday?

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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. temp17 °C18 °C20 °C23 °C26 °C28 °C29 °C29 °C28 °C25 °C21 °C18 °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.