Book Holiday Homes in Chipley

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Featured Holiday Homes in Chipley

AWESOME BEACHFRONT townhouse!  RENOVATED, Spectacular VIEWS!  Pet Friendly!

AWESOME BEACHFRONT townhouse! RENOVATED, Spectacular VIEWS! Pet Friendly!

Panama City Beach
Book a stay at this beach vacation home in Panama City Beach. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Pier Park and ...
AWESOME BEACHFRONT townhouse! RENOVATED, Spectacular VIEWS! Pet Friendly!
Historic Saint Andrews Townhome

Historic Saint Andrews Townhome

Panama City
Stay at this vacation home in Panama City. Enjoy a water park, patios, and an in-room coffeemaker. Popular attractions St. Andrews State Park and Thomas Drive ...
Historic Saint Andrews Townhome
Beach front! Pet Friendly Townhome. West end PCB. Sleeps 6!

Beach front! Pet Friendly Townhome. West end PCB. Sleeps 6!

Panama City Beach
Book a stay at this beach vacation home in Panama City Beach. Enjoy a beach locale, a water park, and patios. Popular attractions Pier Park and Frank Brown Park ...
Beach front! Pet Friendly Townhome. West end PCB. Sleeps 6!
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Pier Park Beach Paradise! The Ultimate PCB Home. Pool. New!

Pier Park Beach Paradise! The Ultimate PCB Home. Pool. New!

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy free WiFi, private pools, and a water park. Popular attractions Pier Park and Frank Brown Park are located ...
Pier Park Beach Paradise! The Ultimate PCB Home. Pool. New!
5 Heated pools, Beach Pool Pickle Ball, Tennis. Street Legal Golf Cart,4 bedroom

5 Heated pools, Beach Pool Pickle Ball, Tennis. Street Legal Golf Cart,4 bedroom

Panama City Beach
Book a stay at this beach vacation home in Panama City Beach. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Pier Park and Shipwreck ...
5 Heated pools, Beach Pool Pickle Ball, Tennis. Street Legal Golf Cart,4 bedroom
BeachFRONT~Huge Balcony~Remodeled~Wet Bar~Beachside West 13

BeachFRONT~Huge Balcony~Remodeled~Wet Bar~Beachside West 13

Panama City Beach
Book a stay at this beach vacation home in Panama City Beach. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Pier Park and Frank Brown ...
BeachFRONT~Huge Balcony~Remodeled~Wet Bar~Beachside West 13
Two-story townhouse with patio, pools, hot tub, grills & gym

Two-story townhouse with patio, pools, hot tub, grills & gym

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy a water park, a fitness center, and tennis courts. Popular attractions Pier Park and Frank Brown Park ...
Two-story townhouse with patio, pools, hot tub, grills & gym
Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park

Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy free WiFi, private pools, and a water park. Our guests praise the pool in our reviews. Popular attractions ...
Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park
1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!

1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy free WiFi, private pools, and a garden. Our guests praise the pool in our reviews. Popular attractions ...
1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chipley Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chipley vacation homes are the perfect way for you to wing it.

Holiday houses in Chipley let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chipley in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chipley adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chipley with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chipley vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chipley Holiday Homes essential information

Accommodation
1943 Holiday Homes
Lowest Price
NZ$149
Highest Price
NZ$284
Popular accommodation
AWESOME BEACHFRONT townhouse! RENOVATED, Spectacular VIEWS! Pet Friendly!, Historic Saint Andrews Townhome, Beach front! Pet Friendly Townhome. West end PCB. Sleeps 6!, Pier Park Beach Paradise! The Ultimate PCB Home. Pool. New!, 5 Heated pools, Beach Pool Pickle Ball, Tennis. Street Legal Golf Cart,4 bedroom, BeachFRONT~Huge Balcony~Remodeled~Wet Bar~Beachside West 13, Two-story townhouse with patio, pools, hot tub, grills & gym, Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park, 1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!

Top trending hotels in Chipley

Palmetto Beachfront Hotel, a By the Sea Resort

Palmetto Beachfront Hotel, a By the Sea Resort

2 out of 5
17255 Front Beach Road, Panama City Beach, FL
Fully refundableReserve now, pay when you stay
The price is NZ$149 per night from 21 Apr to 22 Apr
NZ$149
includes taxes & fees
21 Apr - 22 Apr
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in ...
Palmetto Beachfront Hotel, a By the Sea Resort
Seahaven Beach Hotel

Seahaven Beach Hotel

2 out of 5
15285 Front Beach Rd, Panama City Beach, FL
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 21 Apr to 22 Apr
NZ$170
includes taxes & fees
21 Apr - 22 Apr
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Seahaven Beach Hotel
Radisson Panama City Beach - Oceanfront

Radisson Panama City Beach - Oceanfront

3 out of 5
15325 Front Beach Road, Panama City Beach, FL
Fully refundable
The price is NZ$233 per night from 28 Apr to 29 Apr
NZ$233
includes taxes & fees
28 Apr - 29 Apr
Stay at this 3-star beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Radisson Panama City Beach - Oceanfront
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Hampton Inn & Suites Panama City Beach-Beachfront

Hampton Inn & Suites Panama City Beach-Beachfront

2.5 out of 5
15505 Front Beach Road, Panama City Beach, FL
Fully refundableReserve now, pay when you stay
The price is NZ$284 per night from 21 Apr to 22 Apr
NZ$284
includes taxes & fees
21 Apr - 22 Apr
Book a stay at this beach hotel in Panama City Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the pool in our ...
Hampton Inn & Suites Panama City Beach-Beachfront
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See all available properties in Chipley
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.