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Chipley Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Chipley vacation rentals

Apartment (Four bedroom Gulf View) | Individually decorated, individually furnished, iron/ironing board
Origin At Seahaven

Origin At Seahaven

Origin At Seahaven
3.5 star property
Panama City Beach
7.0 out of 10, Good, (2170)
"Room was great loved the contactless "
United States
Avontay
The price is ₩91,604
₩322,900 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Origin At Seahaven
Condo, 3 Bedrooms, Ocean View (701E) | Balcony
Calypso Beach Resort by Panhandle Getaways

Calypso Beach Resort by Panhandle Getaways

Calypso Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (168)
"Randomly booked a solo trip here by myself and had a great time!! Walking distance to everything, views from the balcony and beach were beautiful! Definitely a vibe and will book again"
United States
Amanda
Calypso Beach Resort by Panhandle Getaways
Iron/ironing board, free WiFi
Landmark Holiday Beach

Landmark Holiday Beach

Landmark Holiday Beach
3.5 star property
Panama City Beach
8.6 out of 10, Excellent, (221)
"Kitchen has everything you need along with washer and dryer.. Beautiful beachfront view ."
United States
Judy
Landmark Holiday Beach
Smart TV
Sparrow

Sparrow

Sparrow
3.0 star property
Lynn Haven
8.0 out of 10, Very Good, (3)
"Great property. Everything was clean and well organized. Convenient to Lynn Haven grocery stores and shopping. Affordable and great spot for family if you don’t mind being a little distance from the beach. "
United States
Sylvia
Sparrow
On the beach, white sand
Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways
3.5 star property
Panama City Beach
8.6 out of 10, Excellent, (18)
"Wonderful stay!"
United States
Lisa
Calypso Tower 3 by Panhandle Getaways
Condo, 2 Bedrooms, Balcony, Ocean View (1110) | View from room
Tidewater by Book That Condo

Tidewater by Book That Condo

Tidewater by Book That Condo
4.0 star property
Panama City Beach
8.0 out of 10, Very Good, (30)
"Great time!!"
United States
Marcus
Tidewater by Book That Condo
Beach nearby
Grand Panama Beach Resort

Grand Panama Beach Resort

Grand Panama Beach Resort
4.0 star property
Panama City Beach
6.4 out of 10, (5)
"Nice!"
United States
Erik
The price is ₩146,261
₩618,798 total
includes taxes & fees
Dec 25 - Dec 26
Grand Panama Beach Resort
Fridge, microwave, stovetop, dishwasher
Michigan

Michigan

Michigan
3.5 star property
Lynn Haven
Michigan
Private beach, white sand, sun loungers, beach umbrellas
Studios at Fontainebleau Terrace

Studios at Fontainebleau Terrace

Studios at Fontainebleau Terrace
3.5 star property
Panama City Beach
7.4 out of 10, Good, (3)
"Nice employees clean room would have been perfect if it had a private balcony will come visit again! "
United States
Nicholas
Studios at Fontainebleau Terrace
Aerial view
Portside Resort – Pet Friendly by Panhandle Getaways

Portside Resort – Pet Friendly by Panhandle Getaways

Portside Resort – Pet Friendly by Panhandle Getaways
3.5 star property
Panama City Beach
5.0 out of 10, (2)
"The property was excellent but the only concern I had It was very hard to find the unit "
United States
Yolanda
Portside Resort – Pet Friendly by Panhandle Getaways
House, Accessible | 4 bedrooms, desk, Internet
Stunning 4BD Jacuzzi - 4 Min To Beach Panama City

Stunning 4BD Jacuzzi - 4 Min To Beach Panama City

Stunning 4BD Jacuzzi - 4 Min To Beach Panama City
2.0 star property
Panama City Beach
The price is ₩433,383
₩662,628 total
includes taxes & fees
Dec 24 - Dec 25
Stunning 4BD Jacuzzi - 4 Min To Beach Panama City
View from property
Tidewater Beach Resort by Panhandle Getaways

Tidewater Beach Resort by Panhandle Getaways

Tidewater Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
7.4 out of 10, Good, (176)
"The beach was beautiful! Clean and well kept!"
United States
Polly
The price is ₩185,157
₩817,203 total
includes taxes & fees
Dec 24 - Dec 25
Tidewater Beach Resort by Panhandle Getaways
11 outdoor pools
Gulf Highlands by Panhandle Getaways

Gulf Highlands by Panhandle Getaways

Gulf Highlands by Panhandle Getaways
3.0 star property
Panama City Beach
6.0 out of 10, (3)
"It’s was the perfect size for my family. Centrally located to places we wanted to go "
United States
Stephanie
Gulf Highlands by Panhandle Getaways
Living area
Georgia

Georgia

Georgia
3.0 star property
Lynn Haven
2.0 out of 10, (1)
"The place looked a little better in the photos. Only stayed an hour because there were mosquitoes everywhere in our room and we were getting eaten alive. Waist of money."
United States
Dajae
Georgia
Beach nearby
2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!

2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!

2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!
4.0 star property
Panama City Beach
10.0 out of 10, Exceptional, (1)
The price is ₩182,374
₩734,379 total
includes taxes & fees
Dec 25 - Dec 26
2BR Gulf Front Condo w/ Pool, Gym, Hot Tub + Free Attraction Tickets!
Condo, 1 Bedroom, Beach View, Oceanfront | View from room
Summit Beach Resort by Panhandle Getaways

Summit Beach Resort by Panhandle Getaways

Summit Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
7.6 out of 10, Good, (52)
"Wonderful stay Condo was great."
United States
Donald
Summit Beach Resort by Panhandle Getaways
Condo, 1 Bedroom, Ocean View (1504E) | View from room
Splash Beach Resort by Panhandle Getaways

Splash Beach Resort by Panhandle Getaways

Splash Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
7.4 out of 10, Good, (200)
"Clean and as advertised "
United States
Jason
The price is ₩219,791
₩1,080,901 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Splash Beach Resort by Panhandle Getaways
Beach nearby
Vintage Waves

Vintage Waves

Vintage Waves
4.0 star property
Laguna Beach Estates
Vintage Waves
Condo, Multiple Beds, Balcony, Ocean View (Tidewater 2315) | Beach | On the beach
Tidewater

Tidewater

Tidewater
3.5 star property
Panama City Beach
6.0 out of 10, (3)
"Road construction directly in front of condo was bad. The staff and the people at the desk were very friendly and helpful. The property was kept clean. "
United States
Robert
The price is ₩124,375
₩705,594 total
includes taxes & fees
Dec 24 - Dec 25
Tidewater
Beach nearby
6 Minutes to the Gulf, Cute & Coastal Cottage: Sleeps 6

6 Minutes to the Gulf, Cute & Coastal Cottage: Sleeps 6

6 Minutes to the Gulf, Cute & Coastal Cottage: Sleeps 6
2.5 star property
Panama City Beach
6 Minutes to the Gulf, Cute & Coastal Cottage: 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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Top Chipley Hotel Reviews

Hampton Inn & Suites Panama City Beach-Beachfront

Hampton Inn & Suites Panama City Beach-Beachfront

10/10 Excellent
"Enjoyed everything - clean bedroom , beautiful view of Gulf, friendly employees, nice breakfast bar. "
David 2-night trip
Posted 1 day ago
Hampton Inn & Suites Panama City Beach-Beachfront

Find out more about Chipley

Search for Vacation rentals in Chipley on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Chipley using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Chipley?

Yes, there are vacation rentals close to popular points of interest in Chipley, or you can go with a secluded option if you'd like a relaxing place to stay. Chipley is known for its churches and lake views. Make sure you have time to check out the forests while you're in the area.

How many vacation rentals are there in Chipley?

Choose from 10 Expedia vacation rentals in Chipley for a memorable vacation.

What can I see and do in Chipley?

Falling Waters State Park and Lucas Lake are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Pal's Park and Moss Hill Methodist Church.

What are vacation rentals like in Chipley?

Vacation rentals are private accommodations you can book for a couple days or more in Chipley. Vacation rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.