Photo by Anthony Creamer

Holiday Homes in Chipley

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Chipley

Our top choices for Chipley holiday homes

The Yard - Walking distance to Sharkys - Steps to the beach!

8.0 out of 10, Very good, (23)
"The property was adorable, clean and accurately described. The check in and out was seamless. Will look to book again. "
The Yard - Walking distance to Sharkys - Steps to the beach!

#215 Polynesian Village RIGHT BY PIER PARK

8.2 out of 10, Very good, (16)
"Location this place has it . Access to the Beach got that too . Price excellent ."
#215 Polynesian Village RIGHT BY PIER PARK

Margaritaville Resort | 6BR Beach Villa | Pool

9.8 out of 10, Exceptional, (6)
"Everyone loved the location and the Beach Villa. Overall best place we have stayed at in Panama City."
Margaritaville Resort | 6BR Beach Villa | Pool

5-Bed Beach House with Private Pool

9.0 out of 10, Wonderful, (2)
"was in great location pool was alittle smaller than expected but all in all was a beautiful place."
5-Bed Beach House with Private Pool

Pier Park Beach Paradise! The Ultimate PCB Home. Pool. New!

9.8 out of 10, Exceptional, (9)
Pier Park Beach Paradise! The Ultimate PCB Home. Pool. New!

Luxe 4BR | Walk to Beach | Pool, Fire Pit, Theater

10.0 out of 10, Exceptional, (16)
"We had such a great time here! It's very well stocked, and we enjoyed the pool and backyard. We'd love to stay again soon!"
Luxe 4BR | Walk to Beach | Pool, Fire Pit, Theater

Celadon Beach Resort

3.0 star property
8.4 out of 10, Very good, (165)
"The condo was clean and comfortable. The property is well maintained. The elevators were a hassle. They stopped at every floor and one was not working. Overall our stay was enjoyable. "
Celadon Beach Resort

Beach House! Spacious 4BR Retreat, Steps to Beach, Gulf Views & Viewing Deck!

9.4 out of 10, Exceptional, (13)
"We have zero complaints about this property. Very spacious and plenty of beds. Pictures do no justice, this place is very clean and has everything you need to enjoy your stay, plenty of toiletries and towels. Host was very quick to respond to messages. We highly recommend this property. "
Beach House! Spacious 4BR Retreat, Steps to Beach, Gulf Views & Viewing Deck!

Entire Home with GOLF CART & just 0.2 miles from the beach! Pet-Friendly!

9.6 out of 10, Exceptional, (7)
"we had a amazing time at house."
Entire Home with GOLF CART & just 0.2 miles from the beach! Pet-Friendly!

20% off 4+ days -Big dog-friendly steps to beach, 2 kitchens, game & dressing Rm

9.2 out of 10, Wonderful, (21)
"We had a great time! Sandy was very helpful and responsive, and the house was spacious and as advertised."
20% off 4+ days -Big dog-friendly steps to beach, 2 kitchens, game & dressing Rm

Fully Fenced, Single level, pet friendly, golf cart,bikes,large patio and grill

10.0 out of 10, Exceptional, (11)
"We loved everything about this rental! Quiet neighborhood, close to popular attractions, plenty of space and parking and every amenity we could possibly need. The Warrens were excellent hosts and super helpful when we decided to extended our stay. We will definitely stay again! "
Fully Fenced, Single level, pet friendly, golf cart,bikes,large patio and grill

1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!

10.0 out of 10, Exceptional, (171)
"The house is perfect! The house is super nice and well supplied with towels,beach towel and beach toys for the kids. The pool and golf cart really make your vacation even better! Thank you so much ! We will book again!"
1 Block to the Beach, Private POOL and FREE 6-Person golf cart!!

Beachside Bungalow 3 Blocks from Private Beach! Just 3 miles to Pier Park!

10.0 out of 10, Exceptional, (34)
"The house was beautiful and very clean! Super close to the beach with emerald green waters 💚. Host was very commutative and sweet, we will definitely use this home again! "
Beachside Bungalow 3 Blocks from Private Beach! Just 3 miles to Pier Park!

AWESOME BEACHFRONT townhouse! RENOVATED, Spectacular VIEWS! Pet Friendly!

10.0 out of 10, Exceptional, (40)
"My family had a wonderful stay at the Three Dolphins for spring break this year! All the information in the listening is accurate and you really can't beat the view from the deck or the master bedroom."
AWESOME BEACHFRONT townhouse! RENOVATED, Spectacular VIEWS! Pet Friendly!

Spacious Beautiful 2BD/2.5BA Two Story Beach House W/ GOLF CART!

9.6 out of 10, Exceptional, (8)
"Really quit area and very clean place. We plan on staying again in the future. "
The price is AU$507
includes taxes & fees
27 Aug - 28 Aug
Spacious Beautiful 2BD/2.5BA Two Story Beach House W/ GOLF CART!

Sparrow

3.0 star property
8.0 out of 10, Very good, (2)
"The property was roomy and very comfortable. However there should be some soundproofing against the adjoining property as conversations and other noises are easily heard. The shower stall should be replaced. I really enjoyed the location and the layout of the property. I would stay there again."
Sparrow

Townhome in Gulf Highlands with 11 pools and short walk to the beach

10.0 out of 10, Exceptional, (45)
"Great Place to stay! Convenient to many restaurants and attractions. Close to sports complex if staying for a baseball tournament."
Townhome in Gulf Highlands with 11 pools and short walk to the beach

Inviting townhouse with golf nearby, pool, central AC, W/D, working desk & chair

8.0 out of 10, Very good, (5)
"Very clean and great location! Would stay again!!"
Inviting townhouse with golf nearby, pool, central AC, W/D, working desk & chair

Pool in Backyard and steps to beach

10.0 out of 10, Exceptional, (8)
"Beautiful area. Close to everything. House was clean and beautiful. Very spacious. Host replied always within minutes. Great option for a family vacation "
Pool in Backyard and steps to beach

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

8.2 out of 10, Very good, (154)
"Great location right on the beach. We enjoyed our stay. Property could use a few updates and repairs. Overall, we enjoyed our time at this property. "
Panama City Sea Ease Beach House Summer & Fall Deals - Pets & Ages 18-25 OK
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chipley Hotel Reviews

Find out more about Chipley

Find out more about Chipley

Chipley Holiday Homes information

Number of reviews
667
Accommodation
1976 Holiday Homes
Lowest Price
AU$507
Highest Price
AU$507