A waterfall cascading over a rocky cliff surrounded by lush green ferns and foliage.

Chipley Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chipley holiday rentals

A beach view with a pier extending into the ocean, clear skies, and a balcony overlooking the scene.

1. Calypso Beach Resort Tower 2 by Panhandle Getaways

Calypso Beach Resort Tower 2 by Panhandle Getaways
3.5 star property
Panama City Beach
8.8 out of 10, Excellent, (193 reviews)
"Gorgeous view of the ocean. The condo was really nice and modern. This was our first time staying at the Calypso. We will definitely be back!"
United States
Cheryl
The price is S$790
includes taxes & fees
12 Oct - 13 Oct
Calypso Beach Resort Tower 2 by Panhandle Getaways
A beach with rows of blue umbrellas and white beach chairs, a sandy shore, and the ocean in the background.

2. Calypso Tower 3 by Panhandle Getaways

Calypso Tower 3 by Panhandle Getaways
3.5 star property
Panama City Beach
9.2 out of 10, Wonderful, (41 reviews)
"The property was very clean and in an excellent location . We weren’t on the beach , but we had a great view of the ocean and the pools I would highly recommend"
United States
Thomas
The price is S$765
includes taxes & fees
15 Oct - 16 Oct
Calypso Tower 3 by Panhandle Getaways
A beach with clear blue water, a pier, and rows of blue beach umbrellas.

3. Calypso Beach Resort Tower 1

Calypso Beach Resort Tower 1
4.5 star property
Panama City Beach
9.2 out of 10, Wonderful, (14 reviews)
"My wife and I loved that everything was close by. Qill definitely stay again 10/10"
United States
shawn
The price is S$729
includes taxes & fees
7 Oct - 8 Oct
Calypso Beach Resort Tower 1
A bedroom with a bed, a framed sign on the wall, and a door.

4. Octa Collection on Front Beach

Octa Collection on Front Beach
4.5 star property
Long Beach
The price is S$566
includes taxes & fees
4 Oct - 5 Oct
Octa Collection on Front Beach
A wide sandy beach with footprints, a clear blue sky, and a distant pier.

5. Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool & Tennis Court

Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool & Tennis Court
4.0 star property
Panama City Beach
10.0 out of 10, Exceptional, (1 review)
"Great area !!"
United States
Diana
The price is S$530
includes taxes & fees
3 Oct - 4 Oct
Beachwalk 10B by Avantstay PCB Condo Across From the Beach + Pool & Tennis Court
A balcony with a view of the beach and ocean, featuring a table and chairs.

6. Calypso Resort and Towers by Book That Condo

Calypso Resort and Towers by Book That Condo
4.0 star property
Panama City Beach
9.4 out of 10, Exceptional, (9 reviews)
"My stay was excellent however I think we needed linen replacements for the duration of the stay"
United States
andre
The price is S$1,073
includes taxes & fees
9 Oct - 10 Oct
Calypso Resort and Towers by Book That Condo
A balcony with wicker furniture and a view of the ocean.

7. Aqua Beach Resort by Panhandle Getaways

Aqua Beach Resort by Panhandle Getaways
3.5 star property
Panama City Beach
9.4 out of 10, Exceptional, (15 reviews)
"Great stay"
United States
Justin
The price is S$779
includes taxes & fees
14 Oct - 15 Oct
Aqua Beach Resort by Panhandle Getaways
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

Chateau Beachfront Hotel, A By The Sea Resort

Chateau Beachfront Hotel, A By The Sea Resort

10/10 Excellent
"Pool closed too early"
Tonya 4-night trip
Posted less than an hour ago
Chateau Beachfront Hotel, A By The Sea Resort

Frequently asked questions

Can I find holiday rentals in Chipley?

Yes, there are holiday rentals close to the most popular sights in Chipley, or you can select a more secluded option if you're looking for a relaxing 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.

What are some of the best holiday rentals that Chipley has to offer?

Beach House - Sunset Paradise by PHG: This holiday home rental outside Chipley is located by the ocean, and offers a private balcony, air conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience.

How many holiday rentals are there in Chipley?

Choose from 6 Expedia holiday rentals in Chipley for a memorable holiday.

What can I see and do in Chipley?

Falling Waters State Park and Pal's Park are a couple of lovely local spots to get outside and enjoy nature. Lucas Lake and River Lake are other places to visit while you're in town.

What are holiday rentals like in Chipley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chipley. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.