Book Holiday Homes in Chipley

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Featured Holiday Homes in Chipley

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
CoCo Beach at Premier!  New to VRBO!  Pet Friendly Beachfront Townhome

CoCo Beach at Premier! New to VRBO! Pet Friendly Beachfront Townhome

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 Museum of Man ...
CoCo Beach at Premier! New to VRBO! Pet Friendly Beachfront Townhome
Private Home | New Construction / Quiet West End | FLPCB63

Private Home | New Construction / Quiet West End | FLPCB63

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy free WiFi, a water park, and concierge services. Popular attractions Pier Park and Museum of Man in the ...
Private Home | New Construction / Quiet West End | FLPCB63
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Spring Break and Summer deals are heating up!

Spring Break and Summer deals are heating up!

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 Paul Brent Gallery are located ...
Spring Break and Summer deals are heating up!
Surf-N-Santa, 6 BR/4 BA, Private Pool with Hot Tub, West End PCB, Sleeps 18

Surf-N-Santa, 6 BR/4 BA, Private Pool with Hot Tub, West End PCB, Sleeps 18

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy private pools, a water park, and a garden. Popular attractions Pier Park and Paul Brent Gallery are located ...
Surf-N-Santa, 6 BR/4 BA, Private Pool with Hot Tub, West End PCB, Sleeps 18
Panama City Sea Ease Beach House Spring & Summer Deals - Pets & Ages 18-25 OK

Panama City Sea Ease Beach House Spring & Summer Deals - Pets & Ages 18-25 OK

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy private pools, a beach locale, and patios. Our guests praise the helpful staff in our reviews. Popular ...
Panama City Sea Ease Beach House Spring & Summer Deals - Pets & Ages 18-25 OK
Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!

Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!

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 Museum of ...
Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!
Private Pool, Tanning Ledge / Pet-Friendly / Golf Cart Friendly / FLPCB8

Private Pool, Tanning Ledge / Pet-Friendly / Golf Cart Friendly / FLPCB8

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy private pools, a water park, and concierge services. Popular attractions Pier Park and Alys Beach are ...
Private Pool, Tanning Ledge / Pet-Friendly / Golf Cart Friendly / FLPCB8
Beachside Joy! Adorable, Cozy, and Beachfront -- Not a Condo!!!

Beachside Joy! Adorable, Cozy, and Beachfront -- Not a Condo!!!

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 Museum of ...
Beachside Joy! Adorable, Cozy, and Beachfront -- Not a Condo!!!
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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
1570 Holiday Homes
Lowest Price
NZ$110
Highest Price
NZ$298
Popular accommodation
Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park, CoCo Beach at Premier! New to VRBO! Pet Friendly Beachfront Townhome, Private Home | New Construction / Quiet West End | FLPCB63, Spring Break and Summer deals are heating up! , Surf-N-Santa, 6 BR/4 BA, Private Pool with Hot Tub, West End PCB, Sleeps 18, Panama City Sea Ease Beach House Spring & Summer Deals - Pets & Ages 18-25 OK, Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!, Private Pool, Tanning Ledge / Pet-Friendly / Golf Cart Friendly / FLPCB8, Beachside Joy! Adorable, Cozy, and Beachfront -- Not a Condo!!!

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$110 per night from 29 Jan to 30 Jan
NZ$110
includes taxes & fees
29 Jan - 30 Jan
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Palmetto Beachfront Hotel, a By the Sea Resort
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$169 per night from 29 Jan to 30 Jan
NZ$169
includes taxes & fees
29 Jan - 30 Jan
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
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$206 per night from 23 Feb to 24 Feb
NZ$206
includes taxes & fees
23 Feb - 24 Feb
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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Holiday Inn Express & Suites Panama City Beach - Beachfront, an IHG Hotel

Holiday Inn Express & Suites Panama City Beach - Beachfront, an IHG Hotel

3 out of 5
12907 Front Beach Rd, Panama City Beach, FL
Fully refundable
The price is NZ$298 per night from 29 Jan to 30 Jan
NZ$298
includes taxes & fees
29 Jan - 30 Jan
Stay at this 3-star 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 ...
Holiday Inn Express & Suites Panama City Beach - Beachfront, an IHG Hotel
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.