
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

Coastal Family Escape w/Private Pool•Near Beaches
Slip into vacation mode in this bright, newly renovated home just minutes from Gulf Coast beaches and the Tarpon Springs Sponge Docks. Plenty of shopping and restaurants nearby. With 2 living rooms, there’s space for movie nights, games, and foosball. Step outside to your private oasis with a heated pool, outdoor dining, and a BBQ grill. Whether you're exploring the famous Sponge Docks, hitting the beach, or simply soaking up the sun at home, this retreat makes every moment feel like vacation.

Waterfront studio great for Pasco scallop season!
Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

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

Charming Blue Bungalow With Amazing Yard
Don't miss a stay at the Blue Bungalow while enjoying the historic and beachy town of Tarpon Springs. This spacious 2-bedroom 1 bathroom home built in 1936 has been tastefully updated but still has much of it's original charm. Then there's the best backyard with a grill, dining area, a fire pit, cornhole court, and a spacious deck. The home is located minutes from several beaches, a dog park, the Pinellas Trail and Greek town. Restaurants, breweries and fun community events are abundant.

Lakefront Bungalow |Fenced Yard | 10 Min to Tarpon
Blue Shore Bungalow – Lakefront Getaway Near Tarpon Springs Welcome to The Blue Shore Bungalow — a charming 2-bedroom, 1.5-bath lakefront retreat fully fenced that sleeps 6. Relax with peaceful water views, coastal-inspired interiors, and a cozy outdoor space perfect for morning coffee or sunset lounging. Just minutes from Tarpon Springs, Dunedin, local beaches, restaurants, and shops. Ideal for couples, families, or friends looking for a quiet getaway close to everything.

Lake access studio near Tarpon Springs.
🌿 Enjoy a quiet private studio for 2 near Tarpon Springs beaches, perfect for a relaxing getaway, work trip, or calm stay close to nature. 🌅 Step through a short hallway to reach the peaceful outdoor lake area, then return to a queen bed, fast WiFi, workspace, fully equipped kitchen, private parking, and 24/7 self check-in. 📍 Close to Fred Howard Park, Sunset Beach, Dunedin, Clearwater, New Port Richey, restaurants, shops, and Tampa. Clean, easy, 5-star stay. ⭐

Cozy Beach Home w/Lake view and Kayak!
Enjoy an entire home, completely renovated located in Holiday, w/Lake view to relax and get away from home. Great locations, near beaches, parks, restaurants, Bush Gardens/Tampa. We have full amenities, full kitchen, living area, fenced yard, Lanai, washer, dryer, workstation w/internet access. Places to explore: -St Nicholas Boat Line -Tarpon Springs Sponge Docks -Tarpon Springs Aquarium -Key Vista Nature Park -Anclote Gulf Park -Anclote River Park

*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…

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.

Building Nest
Enjoy a unique lakefront stay with a game room (pool table, darts, dominoes, chess & Monopoly), home gym, lakeview workspace, fully equipped kitchen, laundry room, home theater with projector, record player, easel with canvas and paints, fishing rods, fire pit, BBQ grill, hammocks, complimentary honor bar, beach package (chairs, cooler, tent, balls & towels), pergola, beautiful magnolia tree, and lake views from every bedroom.

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.
Popular amenities for Holiday vacation rentals
Other great vacation rentals in Holiday

Modern style tiny house

Holiday fun canal home

Nature Lovers Retreat

Family Coastal Home w/ EV Charger, Bikes &Kayaks

Riverside Home with Kayaks

Private Upscale Home Near Tarpon Springs & Beaches

Beachy Holiday Hideaway- 3/2 up to 6 guests

Florida style home !
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $164 CAD | $181 CAD | $177 CAD | $177 CAD | $163 CAD | $167 CAD | $163 CAD | $156 CAD | $153 CAD | $144 CAD | $157 CAD | $166 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 vacation rentals in Holiday?
Holiday has more than 110 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 110 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 80 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!
Do apartment rentals in Holiday have air conditioning?
Absolutely! We offer over 20 apartment 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 130 house rentals with a kitchen in Holiday. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Holiday have wifi?
Absolutely! We offer over 20 apartment 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 20 apartment 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 a kitchen, over 130 homes with wifi, 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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- Family-friendly rentals Holiday
- Rentals with a washer and dryer Holiday
- Rentals with a fireplace Holiday
- Rentals with a firepit Holiday
- Pet-friendly rentals Holiday
- Rentals with beach access Holiday
- Rentals with outdoor seating Holiday
- Rentals with pools Holiday
- Rentals with lake access Holiday
- Rentals with a patio Holiday
- Waterfront rentals Holiday
- Apartment rentals Holiday
- House rentals Holiday
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Epperson Lagoon
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre
- River Strand Golf and Country Club
- Busch Gardens
- North Beach At Fort DeSoto Park
- Jannus Live





