Book Holiday Homes in Chipley

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Featured Holiday Homes in Chipley

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!
Beachfront 2bdr THome drive up to door sleeps 6. Remodeled. Beachsidetownhomes

Beachfront 2bdr THome drive up to door sleeps 6. Remodeled. Beachsidetownhomes

Panama City Beach
The price is NZ$1,099 per night from 27 Dec to 28 Dec
NZ$1,099
includes taxes & fees
27 Dec - 28 Dec
Book a stay at this beach vacation home in Panama City Beach. Enjoy a beach locale, a water park, and patios. Popular attractions Frank Brown Park and Pier Park ...
Beachfront 2bdr THome drive up to door sleeps 6. Remodeled. Beachsidetownhomes
Heated Beach pool, Pickle Ball, Tennis. Street Legal Golf Cart.

Heated Beach pool, Pickle Ball, Tennis. Street Legal Golf Cart.

Panama City Beach
The price is NZ$1,294 per night from 2 Jan to 3 Jan
NZ$1,294
includes taxes & fees
2 Jan - 3 Jan 2025
Book a stay at this beach vacation home in Panama City Beach. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Panama City Beaches and ...
Heated Beach pool, Pickle Ball, Tennis. Street Legal Golf Cart.
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🌴ALOHA BEACH HOUSE RETREAT🌴Hot tub,SAUNA, Cold plunge,GAME ROOM,Putting green.

🌴ALOHA BEACH HOUSE RETREAT🌴Hot tub,SAUNA, Cold plunge,GAME ROOM,Putting green.

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. Our guests praise the helpful staff in our reviews. ...
🌴ALOHA BEACH HOUSE RETREAT🌴Hot tub,SAUNA, Cold plunge,GAME ROOM,Putting green.
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
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 Frank Brown Park and Pier Park ...
CoCo Beach at Premier! New to VRBO! Pet Friendly Beachfront Townhome
Sandpiper Retreat | 2 Bed, 2.5 Bath

Sandpiper Retreat | 2 Bed, 2.5 Bath

Panama City Beach
Stay at this vacation home in Panama City Beach. Enjoy free WiFi, a fitness center, and patios. Popular attractions Panama City Beaches and Pier Park are located ...
Sandpiper Retreat | 2 Bed, 2.5 Bath
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!!
Home Away from Home and Cozy with Salt Water Pool  and Hot Tub

Home Away from Home and Cozy with Salt Water Pool and Hot Tub

Lynn Haven
Book a stay at this family-friendly vacation home in Lynn Haven. Enjoy free WiFi, private pools, and a garden. Popular attractions Kaleidoscope Theater and Panama ...
Home Away from Home and Cozy with Salt Water Pool and Hot Tub
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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
1565 Holiday Homes
Lowest Price
NZ$109
Highest Price
NZ$1,294
Popular accommodation
Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!, Beachfront 2bdr THome drive up to door sleeps 6. Remodeled. Beachsidetownhomes, Heated Beach pool, Pickle Ball, Tennis. Street Legal Golf Cart., 🌴ALOHA BEACH HOUSE RETREAT🌴Hot tub,SAUNA, Cold plunge,GAME ROOM,Putting green., Panama City Sea Ease Beach House Spring & Summer Deals - Pets & Ages 18-25 OK, CoCo Beach at Premier! New to VRBO! Pet Friendly Beachfront Townhome, Sandpiper Retreat | 2 Bed, 2.5 Bath, 1 Block to the Beach, Private POOL and FREE 6-Person golf cart!! , Home Away from Home and Cozy with Salt Water Pool and Hot Tub

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$109 per night from 6 Jan to 7 Jan
NZ$109
includes taxes & fees
6 Jan - 7 Jan 2025
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$188 per night from 3 Jan to 4 Jan
NZ$188
includes taxes & fees
3 Jan - 4 Jan 2025
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
La Quinta by Wyndham PCB Coastal Palms

La Quinta by Wyndham PCB Coastal Palms

2.5 out of 5
7115 Coastal Palms Blvd., Panama City Beach, FL
Fully refundableReserve now, pay when you stay
The price is NZ$114 per night from 24 Dec to 25 Dec
NZ$114
includes taxes & fees
24 Dec - 25 Dec
Book a stay at this business-friendly hotel in Panama City Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
La Quinta by Wyndham PCB Coastal Palms
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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$202 per night from 2 Jan to 3 Jan
NZ$202
includes taxes & fees
2 Jan - 3 Jan 2025
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.

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