Book Holiday Homes in Chipley

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Featured Holiday Homes in Chipley

Sands of Time! Private Pool! Dog Friendly! 600ft to Beach! Sleeps 18

Sands of Time! Private Pool! Dog Friendly! 600ft to Beach! Sleeps 18

Panama City Beach FL
When you stay at this vacation home in Panama City Beach, you'll be by the sea, a 1-minute drive from Panama City Beaches and 6 minutes from Pier Park.
Opens in a new windowSands of Time! Private Pool! Dog Friendly! 600ft to Beach! Sleeps 18
Beachfront Luxury! 4BR Townhouse w/Pool & Stunning Gulf Views! Sleeps 10!

Beachfront Luxury! 4BR Townhouse w/Pool & Stunning Gulf Views! Sleeps 10!

Panama City Beach FL
When you stay at this vacation home in Panama City Beach, you'll be on the beach, within a 5-minute drive of Panama City Beaches and Frank Brown Park.
Opens in a new windowBeachfront Luxury! 4BR Townhouse w/Pool & Stunning Gulf Views! Sleeps 10!
 Sandpiper Cottage • Private Pool • 1 Block to Beach • FREE 6‑Person Golf Cart

Sandpiper Cottage • Private Pool • 1 Block to Beach • FREE 6‑Person Golf Cart

Panama City Beach FL
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 Rosemary ...
Opens in a new window Sandpiper Cottage • Private Pool • 1 Block to Beach • FREE 6‑Person Golf Cart
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⭐Beach Across the Street-Pool+Hot Tub-The Palms A6⭐

⭐Beach Across the Street-Pool+Hot Tub-The Palms A6⭐

Panama City Beach FL
When you stay at this vacation home in Panama City Beach, you'll be on the beach, a 1-minute drive from Panama City Beaches and 6 minutes from Pier Park.
Opens in a new window⭐Beach Across the Street-Pool+Hot Tub-The Palms A6⭐
☀️Stunning Beachfront Views-Great Location-Ocean Bliss☀️

☀️Stunning Beachfront Views-Great Location-Ocean Bliss☀️

Panama City Beach FL
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 ...
Opens in a new window☀️Stunning Beachfront Views-Great Location-Ocean Bliss☀️
Stunning Three Story PCB House - Pool - Pet Friendly - Gulf Views

Stunning Three Story PCB House - Pool - Pet Friendly - Gulf Views

Panama City Beach FL
With a stay at this vacation home in Panama City Beach (El Centro Beach), you'll be within a 5-minute drive of Panama City Beaches and Frank Brown Park.
Opens in a new windowStunning Three Story PCB House - Pool - Pet Friendly - Gulf Views
Walk to Beach | Sleeps 8 | Firepit | Beachcombers Nook | Panama City Beach

Walk to Beach | Sleeps 8 | Firepit | Beachcombers Nook | Panama City Beach

Panama City Beach FL
When you stay at this vacation home in Panama City Beach, you'll be by the sea, a 2-minute drive from Panama City Beaches and 5 minutes from Pier Park.
Opens in a new windowWalk to Beach | Sleeps 8 | Firepit | Beachcombers Nook | Panama City Beach
The Serenity Sea

The Serenity Sea

Panama City Beach FL
With a stay at this vacation home in Panama City Beach, you'll be within a 5-minute drive of Shipwreck Island Waterpark and Thomas Drive.
Opens in a new windowThe Serenity Sea
Fantastic Beachfront Townhome in Panama City Beach

Fantastic Beachfront Townhome in Panama City Beach

Panama City Beach FL
The price is AU$1,162 per night from 14 May to 15 May
AU$1,162
14 May - 15 May
includes taxes & fees
With a stay at this vacation home in Panama City Beach, you'll be steps from Panama City Beaches and a 3-minute drive from Pier Park.
Opens in a new windowFantastic Beachfront Townhome in Panama City Beach
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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
1875 Holiday Homes
Lowest Price
AU$128
Highest Price
AU$1,162
Popular accommodation
Sands of Time! Private Pool! Dog Friendly! 600ft to Beach! Sleeps 18, Beachfront Luxury! 4BR Townhouse w/Pool & Stunning Gulf Views! Sleeps 10!, Sandpiper Cottage • Private Pool • 1 Block to Beach • FREE 6‑Person Golf Cart, ⭐Beach Across the Street-Pool+Hot Tub-The Palms A6⭐, ☀️Stunning Beachfront Views-Great Location-Ocean Bliss☀️, Stunning Three Story PCB House - Pool - Pet Friendly - Gulf Views, Walk to Beach | Sleeps 8 | Firepit | Beachcombers Nook | Panama City Beach, The Serenity Sea, Fantastic Beachfront Townhome in Panama City Beach

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$274 per night from 25 May to 26 May
AU$274
25 May - 26 May
includes taxes & fees
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 ...
Opens in a new windowPalmetto Beachfront Hotel, a By the Sea Resort
Radisson Beachfront Hotel - Panama City Beach

Radisson Beachfront Hotel - Panama City Beach

3 out of 5
15325 Front Beach Road Panama City Beach FL
The price is AU$177 per night from 17 May to 18 May
AU$177
17 May - 18 May
includes taxes & fees
When you stay at Radisson Beachfront Hotel - Panama City Beach in Panama City Beach, you'll be on the beach, within a 5-minute drive of Panama City Beaches and ...
Opens in a new windowRadisson Beachfront Hotel - Panama City Beach
Chateau Beachfront Hotel, A By The Sea Resort

Chateau Beachfront Hotel, A By The Sea Resort

2.5 out of 5
12525 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 14 May to 15 May
AU$128
14 May - 15 May
includes taxes & fees
When you stay at Chateau Beachfront Hotel, A By The Sea Resort in Panama City Beach, you'll be on the beach, within a 15-minute walk of Panama City Beaches and ...
Opens in a new windowChateau Beachfront Hotel, A By The Sea Resort
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Hyatt Place Panama City Beach

Hyatt Place Panama City Beach

3 out of 5
15727 FRONT BEACH ROAD Panama City Beach FL
The price is AU$303 per night from 17 May to 18 May
AU$303
17 May - 18 May
includes taxes & fees
When you stay at Hyatt Place Panama City Beach in Panama City Beach, you'll be on the beach, within a 10-minute walk of Pier Park and Panama City Beaches.
Opens in a new windowHyatt Place Panama City Beach
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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.