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
With a stay at this vacation home in Panama City Beach (Miramar Beach), you'll be within a 15-minute drive of Pier Park and Alys Beach.
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 AU$1,005 per night from 27 Dec to 28 Dec
AU$1,005
includes taxes & fees
27 Dec - 28 Dec
With a stay at this vacation home in Panama City Beach, you'll be on the beach, a 3-minute walk from Panama City Beaches and a 2-minute drive from Pier ...
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 AU$1,183 per night from 5 Jan to 6 Jan
AU$1,183
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at this vacation home in Panama City Beach, you'll be on the beach, within a 15-minute drive of Pier Park and St. Andrews State Park.
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
With a stay at this vacation home in Panama City Beach (Bahama Beach), you'll be within a 10-minute drive of Pier Park and Panama City Beaches.
🌴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
When you stay at this vacation home in Panama City Beach, you'll be on the beach, within a 5-minute walk of Pier Park and Panama City Beaches.
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
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 Frank Brown ...
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
When you stay at this vacation home in Panama City Beach, you'll be by the sea, within a 15-minute drive of Pier Park and St. Andrews State Park.
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
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!!
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
A stay at this vacation home places you in the heart of Lynn Haven, a 1-minute drive from St. Andrews Bay and 6 minutes from Kaleidoscope Theater.
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
AU$98
Highest Price
AU$1,183
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 AU$98 per night from 19 Jan to 20 Jan
AU$98
includes taxes & fees
19 Jan - 20 Jan 2025
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
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$170 per night from 3 Jan to 4 Jan
AU$170
includes taxes & fees
3 Jan - 4 Jan 2025
With a stay at Radisson Panama City Beach - Oceanfront in Panama City Beach, you'll be on the beach, within a 5-minute drive of Pier Park and Panama City ...
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 AU$103 per night from 24 Dec to 25 Dec
AU$103
includes taxes & fees
24 Dec - 25 Dec
Located in Panama City Beach, La Quinta by Wyndham PCB Coastal Palms is a 1-minute drive from Naval Support Activity Panama City and 6 minutes from Florida State ...
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 AU$183 per night from 2 Jan to 3 Jan
AU$183
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at Hampton Inn & Suites Panama City Beach-Beachfront in Panama City Beach, you'll be on the beach, a 4-minute walk from Panama City Beaches and 11 ...
Hampton Inn & Suites Panama City Beach-Beachfront
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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.