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
The price is AU$990 per night from 25 Apr to 26 Apr
AU$990
includes taxes & fees
25 Apr - 26 Apr
With a stay at this vacation home in Panama City Beach, you'll be on the beach, a 4-minute walk from Panama City Beaches and a 2-minute drive from Pier ...
AWESOME BEACHFRONT townhouse! RENOVATED, Spectacular VIEWS! Pet Friendly!
Historic Saint Andrews Townhome

Historic Saint Andrews Townhome

Panama City
When you stay at this vacation home in Panama City, you'll be on a lake, within a 15-minute drive of Shipwreck Island Waterpark 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
When you stay at this vacation home in Panama City Beach, you'll be on the beach, within a 5-minute drive of Pier Park and Panama City Beaches.
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
With a stay at this vacation home in Panama City Beach (Lullwater Beach), you'll be steps from Panama City Beaches and 5 minutes by foot from Pier Park.
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
When you stay at this vacation home in Panama City Beach, you'll be on the beach, within a 5-minute drive of Shipwreck Island Waterpark and Thomas Drive.
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
With a stay at this vacation home in Panama City Beach (Laguna Beach), you'll be a 1-minute drive from Panama City Beaches and 6 minutes from Pier Park.
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
When you stay at this vacation home in Panama City Beach, you'll be by the sea, within a 5-minute drive of Pier Park and Panama City Beaches.
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
With a stay at this vacation home in Panama City Beach, you'll be by the sea, a 4-minute walk from Panama City Beaches and 14 minutes by foot from Pier ...
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
With a stay at this vacation home in Panama City Beach (Laguna Beach Estates), you'll be a 1-minute drive from Panama City Beaches and 8 minutes from Pier ...
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
1927 Holiday Homes
Lowest Price
AU$138
Highest Price
AU$990
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 AU$138 per night from 22 Apr to 23 Apr
AU$138
includes taxes & fees
22 Apr - 23 Apr
Located in Panama City Beach, Palmetto Beachfront Hotel, a By the Sea Resort is by the ocean, within a 5-minute drive of Museum of Man in the Sea and Russell-Fields ...
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 AU$158 per night from 22 Apr to 23 Apr
AU$158
includes taxes & fees
22 Apr - 23 Apr
With a stay at Seahaven Beach Hotel in Panama City Beach, you'll be on the beach, steps from Panama City Beaches and a 2-minute drive from Pier Park.
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 AU$217 per night from 28 Apr to 29 Apr
AU$217
includes taxes & fees
28 Apr - 29 Apr
With a stay at Radisson Panama City Beach - Oceanfront in Panama City Beach, you'll be on the beach, steps from Panama City Beaches and a 2-minute drive from ...
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 AU$270 per night from 28 Apr to 29 Apr
AU$270
includes taxes & fees
28 Apr - 29 Apr
Located in Panama City Beach, Hampton Inn & Suites Panama City Beach-Beachfront is on the beach, a 4-minute walk from Panama City Beaches and 11 minutes by foot ...
Hampton Inn & Suites Panama City Beach-Beachfront
Don't see what you're looking for?
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.