
Family-friendly holiday rentals in Holiday
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Top-rated family-friendly rentals in Holiday
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

King Bed Luxury & Queen 2/1/1âPatio+Laundry+3TVs
Transport back to the 50âs when staying at this coastal retro 2 BD/1BA home. The charming mid-century design throughout boasts top-of-the-line amenities including 3 Roku Smart TVâs, a fully equipped kitchen, a delightful King & Queen mattress, a dedicated workspace, an enclosed garage, outdoor patio, beach towels, a washer & dryer. Indulge in all the luxuries while being near Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi), Honeymoon Island State Park(16.2mi), several restaurants & more!

Cooper Cottage: Cozy, Convenient and Comfortable
Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue.

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.

Luxury Private Pool House ! Mackarosa ! Tampa Bay
Experience comfort and style in this beautifully renovated home with high ceilings and elegant design. Bright, airy spaces create a relaxing atmosphere, and the king bed offers restful sleep after a day of travel or exploring. Fully equipped kitchen. Private pool with solar heating â perfect year-round. Airport â 35 min ⢠Beaches â 19 min No smoking. No pets. Professionally cleaned and disinfected after each stay. Located in a quiet, safe neighborhood â ideal for families and peaceful stays.

Heated & Screened in Pool/Coffee Bar/Fully Stocked
đĄ 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 porchâperfect for enjoying the outdoors without the bugs. đ 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.

HORSE FARM Retreat, Newer Built Private Guesthouse
Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making sâmores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

Warmth In Holiday
Tiny Living In Holiday offers a delightful and peaceful ambiance, ideal for a serene getaway. Conveniently located near stunning beaches, guests can revel in the beauty of the coast. The room creates a warm and homely atmosphere, ensuring guests feel snug and content during their stay. Furthermore, the room features a handy air fryer microwave oven combo, allowing guests to effortlessly prepare meals at their convenience. Listing does not accommodate infants/toddlers.

Private Studio with Lake Access Near Beaches
Your perfect stay near the water. Private studio for 2, ideal to relax, work comfortably, and enjoy a peaceful lake view just a few steps away through a short hallway. Enjoy self check-in 24/7, private parking, a queen bed, fast WiFi, a workspace, and a fully equipped kitchen. Near Tarpon Springs and beaches like Fred Howard and Sunset Beach, with easy access to Dunedin, Clearwater, New Port Richey, and Tampa. ⨠Promotions may apply. Save or book today.

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.

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.

Pelican House, Game Room, Pool, 5 min to Beach
Escape to your private 1900+ sq ft coastal retreat, just a 5-min drive from Sunset Beach! This family-friendly home comfortably sleeps 8 and features a sparkling heated saltwater pool, a fully-equipped game room with a foosball table, and a dedicated workspace. Enjoy modern amenities and endless entertainment in this beautifully renovated home, perfect for your next vacation.
Popular amenities for Holiday family-friendly rentals
Family-friendly home rentals with a hot tub

Lush Harbor Oasis with Private Hot Tub

Cozy AF Tiny-House Oasis

[Top Pick] Family Fun Getaway | Heated Pool

Endless Summer

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

Ranch Pool Resort with Horses jacuzzi nearby park

Rooms with a Pool

Best Celebration - Heated Pool - Hot Tub - Arcade
Family- and pet-friendly home rentals

Holiday fun canal home

Lazy Day Oasis

Gulf Access, Heated Pool, Near Islands, Beaches

Heated pool, golf, grill! Fun-Packed Family Oasis

Family 2BR Oasis w/Private Pool & HDTV, PAWsitive

Home with access to the Gulf.

Tropical Oasis Retreat w/ Heated Pool

The Cozy Spot !
Family-friendly home rentals with a pool

Gulf Harbors Getaway Home with Pool

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

River Home with Pool, Sunset, Dolphin & Fishing

Relaxing Beach-Theme Pool Home!

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

CanalâFront Oasis w/Heated Pool Close to the Beach

Coastal Escape: heated saltwater pool & playground

Tropical Pool Retreat in Tarpon Springs
When is the best time to visit Holiday?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 SGD | $201 SGD | $228 SGD | $194 SGD | $169 SGD | $187 SGD | $180 SGD | $169 SGD | $159 SGD | $158 SGD | $167 SGD | $182 SGD |
| 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 holiday rentals that are family-friendly in Holiday

Total holiday rentals
Explore 100 holiday rentals in Holiday

Nightly prices starting at
Holiday holiday rentals start at $64Â SGD per night before taxes and fees

Verified guest reviews
Over 2,700 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 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
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- House rentals Holiday
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- Rentals with pools Holiday
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- Pet-friendly rentals Holiday
- Family-friendly rentals Pasco County
- Family-friendly rentals Florida
- Family-friendly rentals United States
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- Raymond James Stadium
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