
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 €18 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 & 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

Wi-Fi availability
180 of Holiday vacation rentals include wi-fi 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

Cozy Home, Country Setting, Close to Gulf Beaches
Why stay at a hotel when you can have everything right at your fingertips! Remodeled 3 bedroom ranch home, compete with beautiful updated kitchen, granite counter tops and new cabinets and appliances with a well stocked kitchen. The master bedroom has king size sleep number bed. All 3 bedrooms have TV's. Step out back into a beautiful pool (heater available $25 per day) and patio area to begin your relaxation. Close to Tarpon Springs beaches, Honeymoon Island and the famous Clearwater Beach!

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

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

River Home with 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

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.

Memories
This home is perfect for an extended stay—not just because you’ll enjoy 10% off when you book 7 nights or 20% off for monthly stays, but because it has everything you need to feel at home. Enjoy a fully equipped kitchen, laundry room, a lakeview workspace, home gym, and comfortable bedrooms. Cook, work remotely, relax, and enjoy every day in a place designed for long-term comfort. Perfect for families and remote workers.

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.

Lake access studio near Tarpon Springs.
🌿 Wake up just steps from a peaceful lake and enjoy a stay designed for relaxation, remote work, or exploring Florida's Gulf Coast. This private studio for 2 features a queen bed, fast WiFi, a dedicated workspace, a fully equipped kitchen, private parking, and 24/7 self check-in. Minutes from Fred Howard Park, Sunset Beach, Tarpon Springs, Dunedin, Clearwater, restaurants, and shops. Your perfect escape starts here.
Popular amenities for Holiday vacation rentals
Other great vacation rentals in Holiday

Tarpon Family Retreat-Heated Pool, Fire Pit & Fun!

Family Coastal Home w/ EV Charger, Bikes &Kayaks

Coastal Holiday Home w/Pool - Minutes to Beaches

Riverside Home with Kayaks

Canal-Front Getaway•Poolside Relaxation•Fishing

Simply Charming

Deluxe 3bd/2ba w/Heated Pool

Heated Pool, Hot Tub & Sand Volleyball
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €102 | €112 | €110 | €110 | €101 | €104 | €101 | €97 | €95 | €90 | €97 | €103 |
| 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 house rentals in Holiday?
Experience the best of Holiday with our house rentals, starting at about $20 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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals 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 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 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 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 Apartment Rentals in Holiday?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
All about Holiday
Located just outside of Tampa Bay, Holiday combines the convenience of suburban living with easy access to Central Florida’s most popular natural attractions. The town’s Main Street offers everything from craft breweries to farmer’s markets, as well as an array of locally-owned shops and restaurants. Just west of downtown, you can find Key Vista Nature Park, a sprawling oceanfront park that has its own boardwalk and dog park, and is quite popular for hiking, fishing, and wildlife spotting. From Holiday, it is just a 30-minute drive to Honeymoon Island State Park and its four miles of white sand beaches leading to the Gulf of Mexico.
The three-mile Osprey Trail runs through a virgin slash pine forest, where you can spot eagles, great horned owls, and osprey circling overhead. Clearwater Beach, known as one of Florida’s best beaches, is only 20 minutes away, while the nearby city of St. Petersburg has a collection of world-class museums, such as The Dalí (Salvador Dalí Museum), the Florida Holocaust Museum, and the Chihuly Collection, which showcases glass sculptures.
What are the top things to do in Holiday?
Key Vista Nature Park
Located just west of Holiday, the Key Vista Nature Park stretches out for more than 100 acres along the ocean and allows you to immerse in the beautiful natural surroundings without leaving the suburbs. The park features a lovely boardwalk through the forest, an observation tower looking over the Gulf of Mexico, and well-maintained hiking trails where you may see squirrels, peacocks, snakes, and an abundance of birds.
Whimzeyland
Part family home, part art installation, Whimzeyland provides a major splash of color to the nearby suburb of Safety Harbor. This rainbow-colored house started just like any other house in the neighborhood, but the owners have added works of art to the interior and exterior over the past few decades. You will find a psychedelic garden, a gallery of bowling balls, an enormous moon statue, and decorated cars. The house is accessible on guided tours and offers some fantastic photo opportunities.
Historic Sponge Docks
In the early 20th century, many newly arrived immigrants from Greece settled in Tarpon Springs to work in the local sponge industry. This fascinating waterfront area brings the region’s Greek culture to life with scores of authentic Greek restaurants and historic sailboats that wouldn’t look out of place in the Aegean Sea. The sponge docks are just a 10-minute drive from Holiday.
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- Rentals with a washer and dryer Holiday
- Family-friendly rentals Holiday
- Apartment rentals Holiday
- House rentals Holiday
- Rentals with a fireplace Holiday
- Rentals with a fire pit Holiday
- Rentals with outdoor seating Holiday
- Pet-friendly rentals Holiday
- Rentals with beach access Holiday
- Rentals with pools Holiday
- Rentals with lake access Holiday
- Rentals with a patio Holiday
- Waterfront rentals Holiday
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Tropicana Field
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Busch Gardens
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park





