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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

9.8 out of 10, Exceptional, (29)
"There was an issue when we booked it and it apparently didn’t come through on Vrbo to the property manager about us booking it until the morning of. So we kinda of freaked out because we got no check in or check out process email. But finally got them on the phone and it was fine after that. It was overall pretty clean. Hasn’t been dusted good in a while and the floors turned our feet and socks black. It was right around the corn from pier park! Close to the beach. That was nice! "
Newly Listed! Beach House w/ Salt Water Pool; Steps from the Beach and Pier Park

Private Home | New Construction / Quiet West End | FLPCB63

10.0 out of 10, Exceptional, (7)
"The house was perfect, nice yard, rooms were great. The kitchen had a nice open feel to it. The Tv’s are hugeee!!. Everything was truly amazing and the price was great . Would definitely recommend staying here for any big family or friend group."
Private Home | New Construction / Quiet West End | FLPCB63

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

9.6 out of 10, Exceptional, (15)
"We had the best time on our winter getaway. This place is perfect! The private upper and lower decks were perfect and we were literally steps to the gorgeous ocean. We were in a great location to all things PCB. We will love to stay here again. "
CoCo Beach at Premier! New to VRBO! Pet Friendly Beachfront Townhome

Spring Break and Summer deals are heating up!

10.0 out of 10, Exceptional, (18)
"Wow, this house is large and beautiful and the beach is amazing and very low traffic area. House had everything my family looks for when booking for our family vacation. It truly felt like a home away from home. We had 4 families and everyone had their own space plus lots of extra room for kids to play. The kitchen is large and spacious and stocked with 2 refrigerators. Beach is a short walk but would definitely rent the golf cart. It was great for a fast ride to Thomas donuts and Pier Park. The...
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

10.0 out of 10, Exceptional, (12)
"We loved our time here! The back yard was where we spent most of our time. So thankful the pool could be heated! Short walk to the beach. Very quiet neighborhood, well stocked kitchen and very large bedrooms. We will stay again!"
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

8.2 out of 10, Very good, (143)
"Family spent Christmas on PCB. House was perfect location. We enjoyed our stay. "
Panama City Sea Ease Beach House Spring & Summer Deals - Pets & Ages 18-25 OK

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

9.6 out of 10, Exceptional, (14)
"House was nice and in a beautiful location "
Beachfront Bliss: Spacious Deck, Grill & Unmatched Gulf Views!

New to VRBO - Lovely beachfront townhome on west end of PCB - Del Sol

9.8 out of 10, Exceptional, (8)
"Location and proximity to beach can’t be beat. Outdoor patio was amazing. Furnishings were very comfortable. Check in was easy."
New to VRBO - Lovely beachfront townhome on west end of PCB - Del Sol

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

9.4 out of 10, Exceptional, (33)
"We had an amazing stay at this beautiful ranch-style home in Florida! The house was spacious, with three comfortable bedrooms and two full bathrooms, perfect for our family. Everything felt new and impeccably clean, which made us feel right at home.The kitchen was a standout feature, modern and perfect for cooking meals during our stay. We also loved the enclosed yard, with a private pool, offering a private, relaxing and serene space.The location was ideal, just a short walk to the beach, which...
The price is AU$889
includes taxes & fees
1 Mar - 2 Mar
Private Pool, Tanning Ledge / Pet-Friendly / Golf Cart Friendly / FLPCB8

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

9.8 out of 10, Exceptional, (284)
"Was a good place to stay "
Beachside Joy! Adorable, Cozy, and Beachfront -- Not a Condo!!!

Immaculate home in gated La Valencia Beach Resort! MONTHLY rates available!

10.0 out of 10, Exceptional, (89)
"Good communication. Nice location of the property. Washing machine was a disaster and didn’t work. Both machines were pretty old. Better Television operation would be helpful. "
Immaculate home in gated La Valencia Beach Resort! MONTHLY rates available!

Beachfront Townhome! Drive Up to Your Door! Pet Friendly! Sleeps 6. Remodeled!

9.4 out of 10, Exceptional, (37)
"This was our second stay with our pup at this location and it once again didn't disappoint and we stand by our previous review of a 10/10. More so since this time we didn't have any of the little issues that we noticed last time. We had amazing views being right on the beach, and the weather this time was amazing so we got to enjoy the deck much more than last time. Having an area that is dog friendly is amazing, as we hate to leave our furbaby behind when we go on adventures and for us that is...
Beachfront Townhome! Drive Up to Your Door! Pet Friendly! Sleeps 6. Remodeled!

FINS - The Perfect Getaway for Family & Friends

10.0 out of 10, Exceptional, (20)
"10/10 would recommend booking this for your next family / friend vacation. Listing pictures don’t do the space justice. We had 6 adults and 2 kids and there was way more than enough space to be comfortable! Could definitely fit 6 adults and 6 kids comfortably. Pool is perfect for cooling off. Golf cart is perfect for scooting around town. Location is perfect for families, situated among Christian dorm housing, I was never concerned for riff raff."
FINS - The Perfect Getaway for Family & Friends

5 Heated pools, Beach Pool Pickle Ball, Tennis. Street Legal Golf Cart,4 bedroom

9.8 out of 10, Exceptional, (22)
"Awesome condo….had so much recreation opportunities in the complex and the security made us feel safe!! The owners were very nice. Would stay here again!!!"
The price is AU$1,542
includes taxes & fees
1 Mar - 2 Mar
5 Heated pools, Beach Pool Pickle Ball, Tennis. Street Legal Golf Cart,4 bedroom

BeachFRONT~Huge Balcony~Remodeled~Wet Bar~Beachside West 13

8.4 out of 10, Very good, (29)
"The property has a great location and plenty of room for our large family. Having beach access is great. I would stay here again."
BeachFRONT~Huge Balcony~Remodeled~Wet Bar~Beachside West 13

RENOVATED BEACH HOUSE WITH PRIVATE POOL. CLOSE TO THE BEACH! GAME ROOM!

9.0 out of 10, Wonderful, (20)
"We loved our stay!! Everything was just as pictured. Would definitely stay here again "
RENOVATED BEACH HOUSE WITH PRIVATE POOL. CLOSE TO THE BEACH! GAME ROOM!

Reats Retreat @ Gulf Highlands Beach Resort Dog Friendly Sleeps 6

9.4 out of 10, Exceptional, (12)
"My family and I enjoyed this place. It was a close walk to the beach. Clean and comfortable. "
Reats Retreat @ Gulf Highlands Beach Resort Dog Friendly Sleeps 6

Beautiful Beach House

9.6 out of 10, Exceptional, (32)
"Loved it great for family "
Beautiful Beach House

Luxury Gulf Front, Private Pool, 6-Seater Golf Cart

9.2 out of 10, Wonderful, (24)
"Excellent "
Luxury Gulf Front, Private Pool, 6-Seater Golf Cart

Beach front! Pet Friendly Townhome. West end PCB. Sleeps 6!

9.4 out of 10, Exceptional, (42)
"This place had everything we needed to include fantastic views, soft white sand and glowing sunsets! "
Beach front! Pet Friendly Townhome. West end PCB. Sleeps 6!
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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Other property types in Chipley

Tidewater Beach Resort

3.5 star property
8.0 out of 10, Very good, (658)
"Hotel room as a whole was fine, but the upholstery on the funiture needed cleaning."
The price is AU$599
includes taxes & fees
27 Feb - 28 Feb
Tidewater Beach Resort

Landmark Holiday Beach Resort

3.5 star property
8.6 out of 10, Excellent, (198)
"Great location nice staff"
The price is AU$186
includes taxes & fees
5 Mar - 6 Mar
Landmark Holiday Beach Resort

Origin at Seahaven

4.0 star property
8.8 out of 10, Excellent, (47)
"The area was great. Beautiful pool and easy to beach. "
The price is AU$407
includes taxes & fees
1 Mar - 2 Mar
Origin at Seahaven
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.