
Holiday rentals in Holiday
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Holiday
Guests agree: these stays are highly rated for location, cleanliness and more.

Jungle Studio 1BR/1BA, Fenced Patio, Full Kitchen
🌿 MAY SPECIAL‼️Escape the stress! Enjoy a relaxing, private & affordable Florida Getaway. Instant Booking Enabled. A quiet countryside studio located near everything in town, with a separate entrance , a spacious bathroom, 2 full closets for long stays, 1 BE w/a queen bed, full kitchen, high-speed WiFi , a fenced patio & 2 FREE parking spots ⭐️Prime Location ⭐️ 10 min to hospitals (ideal for nurses!), shops, beaches, Tarpon Springs 30 min to Tampa Perfect x couples, golfers & family visitors

Waterfront studio w/Hot Tub and Putting Green
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.

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

Cozy Private Apt near beach/2 parking
Private & cozy apartment with independent entrance and free parking for two vehicles. Located in a quiet and safe area just minutes from the beach and Tarpon Springs (“Little Greece”) and just minutes from Fred Howard Park Beach.Enjoy a fully equipped kitchen, comfortable bedroom with work desk, Smart TV, fast WiFi, spacious bathroom, and outdoor terrace. Perfect for couples, small families, or remote workers Scan the QR in the last photo for a full video tour

*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…

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Heated Pool, Hot Tub & Sand Volleyball
Your perfect getaway awaits in this pet-friendly 2BR/2BA retreat! Relax by the in-ground pool and hot tub, play a game of sand volleyball, unwind on the deck or have a BBQ. The fully fenced yard offers privacy, while the covered outdoor seating, pool-side hammock, fire pit, and a variety of games make it fun for all. With WiFi, AC, and a workspace, it’s perfect for both short and long stays. Just minutes from the beach, dining, and entertainment.

Private 3 Bedroom House w/ Heated SaltWater Pool
Spend your holidays in HOLIDAY, FL! We welcome you to our cozy, fully renovated house with a large, heated private in-ground, SALTWATER pool. The house has three bedrooms and enough room for 7 guests, along with two full bathrooms. The kitchen is stocked with all cookware essentials needed. The house has everything you need for vacations, so you may kick back and relax. It is centrally located to many attractions if you're up for a drive.

Private Lake Access Studio Near Tarpon Beaches
Relax near the water in a private studio for 2, perfect for a peaceful getaway, remote work, or a quiet stay close to nature. Enjoy a lake view just a few steps away through a short hallway, plus 24/7 self check-in, private parking, queen bed, fast WiFi, workspace, and a fully equipped kitchen. Near Tarpon Springs, Fred Howard Park, Sunset Beach, restaurants, shops, Dunedin, Clearwater, New Port Richey, and Tampa. ✨ Save or book today.

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.

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!

Palm Hideaway on the Cotee River
Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.
Popular amenities for Holiday holiday rentals
Other great holiday rentals in Holiday

Lazy Day Oasis

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Endless Summer

New Port Richey.Private heated pool(solar panels).

Home with access to the Gulf.

The Cozy Spot !

Deluxe 3bd/2ba w/Heated Pool

Anclote River House #3
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £86 | £95 | £93 | £93 | £86 | £88 | £86 | £82 | £80 | £76 | £83 | £87 |
| 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 100 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 $50 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 70 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 60 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!
Where should I stay in Holiday?
Make yourself at home in Holiday by choosing from our most frequently booked neighborhoods. We have over 950 vacation rentals in Orangewood Village, over 540 vacation rentals in Forest Hills, and over 450 vacation rentals in Buena Vista.
Do apartment rentals in Holiday have air conditioning?
Absolutely! We offer over 10 apartment 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 10 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 120 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 150 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 3,970 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 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
150 of Holiday holiday rentals include wifi access

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

4.7 Average rating
Holiday stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- Rentals with beach access Holiday
- Waterfront rentals Holiday
- Rentals with pools Holiday
- House rentals Holiday
- Family-friendly rentals Holiday
- Rentals with a patio Holiday
- Rentals with a firepit Holiday
- Rentals with a fireplace Holiday
- Rentals with a washing machine and dryer Holiday
- Pet-friendly rentals Holiday
- Rentals with outdoor seating Holiday
- Rentals with lake access Holiday
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Hard Rock Casino
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- ZooTampa at Lowry Park
- Tropicana Field
- University of South Florida
- Fort Island Beach
- Busch Gardens
- North Beach At Fort DeSoto Park
- The Don CeSar





