
House vacation rentals in Holiday
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Top-rated house rentals in Holiday
Guests agree: these houses are highly rated for location, cleanliness, and more.

King Bed Ensuite+Queen 2/2/1—2 Living Spaces+4TVs
Step through the cheery door into your 2BD/2BA mid-century oasis. This home provides an elegant, yet comfortable vibe while featuring lavish amenities including 4 Smart TVs, a fully equipped kitchen, 2 living spaces, a dedicated workspace, a master ensuite, luxury mattresses, private patio, garage parking, a washer & dryer. Enjoy all the comforts while being minutes to grocery stores, restaurants, Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi) Honeymoon Island State Park(16.2mi) & more!

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

Heated & Screened in Pool-All Essentials Provided
🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

Gulf Harbors Vacation Oasis
This lovely Gulf Harbors home with open floor plan & in-ground heated pool is the perfect getaway! Home on canal that leads directly to the Gulf in minutes-amazing view & quiet, safe neighborhood! Perfect home base for shopping, restaurants, kayaking, exploring, & especially Scalloping in Pasco county! This region includes all state waters south of the Hernando – Pasco county line & north of the Anclote Key Lighthouse in northern Pinellas County,& includes all waters of the Anclote River.

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

Our Gemini Place: Comfort & Charm in Old Tarpon
Welcome to Gemini Place, a cool, quiet 2/2 filled with an easy charm. This solid 1,100- sq. ft house is in the heart of old Tarpon and is a perfect, simple escape for a few days, a few weeks or longer. The north-facing house sits on a one-way brick street and is an easy walk to everything in this quaint, Greek-flavored town. We are close to some of the best beaches in the U.S. We're pet friendly but do have restrictions and a fee that is determined by several factors. Please inquire.

The Sunset Suite
The Perfect location for a short drive to Anclote River Park 12 min, where you can enjoy a day at the beach and see some amazing sunsets. Miss Vicki's restaurant on the water for a afternoon lunch or dinner. Rent a boat and go to anclote Island and find some amazing shells. Don't forget The Sponge capital of the world in Tarpon Springs just a 11 minute drive from us. A quiet neighborhood, private suite, with private entrance, for two guest only and no babies,children, pets.

Tree House Treasure
We're a quiet, small, serene old neighborhood on the end of a cul-de-sac and nearly floating on a lagoon! Florida nature at it's finest. The home is just 4 feet off the sea wall so the home is best suited for adults that are looking for that quiet get-a-way. Upper has 2 beds & a tri-fold mattress. Our driveway is shared so we can accommodate for one vehicle and it must fit under our carport and there is no street parking. No smoking, vaping, or illegal drugs permitted.

*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…

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.

5 mi to Tarpon & Beaches• House with Heated Pool
Oasis with a private pool heated Nov–Mar and a patio, 5 miles from Tarpon Springs, near Dunedin and a short drive to Clearwater/Tampa. Perfect for family or friends: fast Wi-Fi, workspace, fully equipped kitchen, and BBQ. 24/7 self check-in and on-site parking. Quiet for restful nights; beaches and parks minutes away. Note: pool heating available November–March (weather-dependent). Last-minute promos active. Book today!

Game Room, Heated Pool, 5 minutes to Beach
Welcome to the old Florida with a complete modern design renovation. Located on the dead-end street this 1,945 sf house is your perfect gateway to beaches, Florida sunshine and hospitality. Heated private pool will ensure that you can enjoy the outdoors year round and for those rainy days, gather around for a game night or enjoy a game of Foosball, air hockey. Make it a vacation to remember!
Popular amenities for Holiday house rentals
House rentals with a pool

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Your Home away from Home , Nice inground pool.

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Tropical Oasis Retreat w/ Heated Pool

Mackarosa Tampa Bay Luxury Pool House

Saltwater Pool • Kayaks • Pedal boat + more!

Coastal Escape: heated saltwater pool & beaches

"Wet Feet Retreat" pool home
Weekly house rentals

Poinsettia Place A, Tarpon Springs! Fully Fenced!

Luxury getaway, Heated Pool, Weeki Wachee

Cozy Beach Home w/Lake view and Kayak!

The Weekender- Lake Access, Bikes, Outdoor Living

‘Boho bungalow’ Holiday home 2/1.5 up to 4 guests

Cozy home New Port Richey

Modern Waterfront Home with Hot Tub, Dock, Kayaks

The Shady Cove
Private house rentals

Harbor Getaway

Gulf Harbors Getaway Home with Pool

Cheerful 3 bedroom home

Dog Friendly House w/ Fenced Backyard

Florida style home !

THE SEAFORD HOME - Spacious, Private, Near Beach

Waterfront Gem Near Clearwater • Swim Spa + Nature

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 USD | $139 USD | $140 USD | $137 USD | $129 USD | $128 USD | $125 USD | $123 USD | $116 USD | $129 USD | $128 USD | $135 USD |
| 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 |
Quick stats about house rentals in Holiday

Total vacation rentals
Explore 100 vacation rentals in Holiday

Nightly prices starting at
Holiday vacation rentals start at $10 USD per night before taxes and fees

Verified guest reviews
Over 2,890 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Holiday vacation rentals include wi-fi access

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

4.8 Average rating
Holiday stays are highly rated by guests—averaging 4.8 out of 5!
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- Waterfront rentals Holiday
- Rentals with outdoor seating Holiday
- Rentals with pools Holiday
- Rentals with a washer and dryer Holiday
- Rentals with a patio Holiday
- Rentals with a fireplace Holiday
- Rentals with a fire pit Holiday
- Family-friendly rentals Holiday
- Pet-friendly rentals Holiday
- Rentals with lake access Holiday
- Rentals with beach access Holiday
- House rentals Pasco County
- House rentals Florida
- House rentals United States
- Anna Maria Island
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Weeki Wachee Springs
- Dunedin Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- Fort Island Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Don CeSar Hotel
- Fred Howard Park




