
House vacation rentals in Holiday
Find and book unique houses on Airbnb
Quick stats about house rentals in Holiday

Total vacation rentals
Explore 140 vacation rentals in Holiday

Nightly prices starting at
Holiday vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 3,240 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 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 house rentals in Holiday
Guests agree: these houses are highly rated for location, cleanliness, and more.

Waterfront home w/dock-Kayaks & Jon Boat included!
Escape to this charming two-bedroom waterfront duplex, complete with a floating dock offering direct access to the Gulf of Mexico. Spend your days exploring the area's picturesque mangroves and scenic waterways using the provided battery-powered Jon boat or kayaks. Step outside to a backyard that feels like your own tropical retreat. A surround-sound music system extends throughout the property, creating the perfect atmosphere for entertaining, lounging, or simply soaking in the vacation vibes
LocationValueIndoor spaces

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
FamilyLocationHospitality

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
LocationFamilyBeach

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
LocationFamilyBathroom

Screened in Heated Pool/Coffee Bar/Fully Stocked
🏡 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.
LocationFamilyKitchen

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!
FamilyLocationBeach

Cozy Retreat! Walk to Crystal Beach/Park
Cozy Crystal Beach Retreat – Pet Friendly Enjoy this charming 2BR, 1BA home with queen beds and a pull-out sofa. Pets welcome with fee! Relax in the fully fenced backyard with picnic table, perfect for outdoor meals or your furry friend to play. Walk to the water or explore the nearby Pinellas Trail. Just minutes to downtown Dunedin (7 mi), Honeymoon Island (7.5 mi), Clearwater Beach (13 mi), and Tampa Intl Airport (22 mi). Ideal for couples, families, or a relaxing getaway!
LocationFamilyAccuracy

*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…
LocationValueDecor

Family Getaway Near Beaches | Sleeps 8
Welcome to Your Florida Family Getaway 🌴 Relax and enjoy the New Port Richey area from our private 3-bedroom, 2-bathroom home, sleeping up to 8 guests. 🏡 Relax & Enjoy After a day at the beach or exploring the area, unwind in the private backyard with a BBQ grill. Gather, cook, and enjoy time together. Inside, you'll find a comfortable living area, a fully equipped kitchen, cozy bedrooms, Wi-Fi, and everything you need for a relaxing stay.
FamilyLocationComfort

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!
FamilyValueSleep quality

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.
LocationFamilyLaundry

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.
FamilyLocationView
Popular amenities for Holiday house rentals
House rentals with a pool

Pelican House, Game Room, Pool, 5 min to Beach
ValueFamilyDecor

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

LAST Minutes OFFER-Weekend available at River Side
ValueLocationComfort

Luxury Private Pool House ! Mackarosa ! Tampa Bay!
ValueLocationBathroom

Waterfront, Sunsets & Heated Pool & Pet Stay Free!
LocationFamilyTV

Tropical Oasis Retreat w/ Heated Pool
LocationFamilyPets

Private pool, Golf Cart, Completely Renovated!
ValueLocationNearby

River Home with Pool, Sunset, Dolphin & Fishing
FamilyLocationCleanliness
Weekly house rentals

Riverside Home with Kayaks
FamilyValueWalkability

Relax & Recharge Getaway minutes from Howard Park
LocationValueComfort

Nature Lovers Retreat
FamilyValueOutdoor spaces

Old Florida Charmer
ValueLocationGetting around

Reel Retreat | Lakefront Home with Hot Tub
FamilyLocationCondition

Holiday Vacation Home
ValueFamilyCheckout

Private Upscale Home Near Tarpon Springs & Beaches
LocationFamilyCleanliness

Beachy Holiday Hideaway- 3/2 up to 5 guests
LocationValueBathroom
Private house rentals

Canal-Front Getaway•HTD Pool Relaxation•Fishing
FamilyLocationCleanliness

Cozy Beach Home w/Lake view and Kayak!
LocationFamilyAccuracy

Holiday fun canal home
LocationFamilyAmenities

Anclote River Casita#3
LocationConditionNearby

Endless Summer
FamilyLocationHospitality

Gulf Harbors Getaway Home with Pool
FamilyValueHospitality

Florida style home !
FamilyLocationKitchen

Holiday Coast Hideaway
ValueFamilyPool
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 455 | ﺩ.ﺇ 547 | ﺩ.ﺇ 573 | ﺩ.ﺇ 555 | ﺩ.ﺇ 466 | ﺩ.ﺇ 477 | ﺩ.ﺇ 459 | ﺩ.ﺇ 452 | ﺩ.ﺇ 426 | ﺩ.ﺇ 411 | ﺩ.ﺇ 433 | ﺩ.ﺇ 466 |
| 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 |
Destinations to explore
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- 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
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Three Sisters Springs
- River Strand Golf and Country Club
- Busch Gardens
- Splash Harbour Water Park





