Photo by Anthony Creamer

Chipley Holiday Rentals

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Holiday Rentals in Chipley

On the beach
Beachfront!! Free Beach Chairs!! Over 241 Five Star Reviews!
10.0 out of 10, Exceptional, (252)
"The place was as advertised, couple of minor issues that were addressed immediately. Properly manager was in continuous cotact just making sure everything was perfect. Would stay again, thanks."
The price is HK$1,131
HK$3,655 total
includes taxes & fees
23 May - 24 May
Beachfront!! Free Beach Chairs!! Over 241 Five Star Reviews!
On the beach, sun-loungers
Beachfront Condo With Free Beach Chairs & Umbrella Set Up
9.8 out of 10, Exceptional, (62)
"The propriety was close to the event we attended. Beach access was very good. I would book it again."
Beachfront Condo With Free Beach Chairs & Umbrella Set Up
Aerial view
Newly Remodeled!! 500 Feet to Beach!!
9.6 out of 10, Exceptional, (4)
"We chose this property because our son was participating in the Iron Man competition. After studying the route on the IRONMAN website, I felt like this was in close proximity to the course. Little did I know, the running portion of the race goes directly in front of the house! It worked out perfectly! The property was clean and comfortable. A little bit small, but worked very well for us. It was myself, my husband, one adult child and one grandchild. Definitely recommend this spot! Convenience...
Newly Remodeled!! 500 Feet to Beach!!
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Beach nearby
Steps to the beach! 2 br/1 bath Sleeps 6, ground floor Condo
9.6 out of 10, Exceptional, (40)
"The unit was exactly as pictured. Everything was clean and well appointed. We had return home sooner than expected due to unforeseen issues, so we weren't able to explore the whole area like we had planned."
Steps to the beach! 2 br/1 bath Sleeps 6, ground floor Condo
Beach nearby
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
9.6 out of 10, Exceptional, (195)
"Love this place perfect location. Quite location but we have stayed here twice and both times we have had cleaning issues. Not owner fault. The owners are amazing people. We will definitely stay again and again"
The price is HK$1,943
HK$3,967 total
includes taxes & fees
7 Jun - 8 Jun
Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!!
Beach nearby
🏖️300 feet to the beach - Remodeled - FREE Tkts to ACTIVITIES! West PCB!🏖️
9.6 out of 10, Exceptional, (8)
"This is THE hidden gem of the Emerald Coast! Booking literally took less than 20 minutes. The unit was exceptionally clean, neat and in order. You are within walking distance of Pier Park and soo much more! You can get up, get dressed and take a 5 to 10 minute walk to Coconuts for breakfast. There are so many little beach shops between this hidden gem and Pier Park that it would be near impossible to name them all. There is a beach access point directly across from the condominium parking lot...
The price is HK$1,054
HK$3,564 total
includes taxes & fees
16 Jun - 17 Jun
🏖️300 feet to the beach - Remodeled - FREE Tkts to ACTIVITIES! West PCB!🏖️
On the beach
“On the Sands” Luxury Beach front Townhouse – 4BR/4 BA (8 beds and sleeps 14)
9.6 out of 10, Exceptional, (29)
"Limited parking but condo was great, easy access to beach, restaurants and events"
“On the Sands” Luxury Beach front Townhouse – 4BR/4 BA (8 beds and sleeps 14)
Property grounds
⭐⭐⭐⭐⭐Tidewater 2302-Spectacular 3BD Beach Condo, Pools, Arcade,HotTubs!
9.6 out of 10, Exceptional, (201)
"This property is worth every penny! It is awesome in every way!"
The price is HK$1,242
HK$5,425 total
includes taxes & fees
23 May - 24 May
⭐⭐⭐⭐⭐Tidewater 2302-Spectacular 3BD Beach Condo, Pools, Arcade,HotTubs!
On the beach
High-rise condo with pool, hot tub, central AC, & free WiFi
9.4 out of 10, Exceptional, (64)
"Absolutely love the Emerald Isle Resort. Staff is friendly and the beach is gorgeous. This is our second year there and we will be back next year!!"
High-rise condo with pool, hot tub, central AC, & free WiFi
Aerial view
Newly Remodeled Two bedroom Two bath! 500 Feet to Beach!
9.2 out of 10, Wonderful, (10)
"We loved the place, it was very clean and really close to the beach. The checking in and checking out process was very easy. Also, the place is very close to many restaurants and stores, we didn’t have to drive very far. You can even walk to the stores and restaurants if you want to. The only thing I would recommend changing it would be the beds, they were not very comfortable. Other then that everything was great 👍"
Newly Remodeled Two bedroom Two bath! 500 Feet to Beach!
A heated pool
Gulf-front condo with balcony, beach access, hot tub, pool & gym
9.2 out of 10, Wonderful, (27)
"We enjoyed everything about this place."
Gulf-front condo with balcony, beach access, hot tub, pool & gym
On the beach
Tidewater Beach Luxury Penthouse w/ Resort Amenities and a View!
9.2 out of 10, Wonderful, (22)
"It was great! We had such a great time can’t wait to go back. The condo was very nice. The view from the balcony and master was amazing! So close to everything! Hopefully going back next year."
The price is HK$2,872
HK$6,168 total
includes taxes & fees
21 Jun - 22 Jun
Tidewater Beach Luxury Penthouse w/ Resort Amenities and a View!
Exterior
TIDEWATER 8th Fl 2BR/3BA + Bunk Beachfront near Pier Park & Beach Chairs too!
9.0 out of 10, Wonderful, (163)
"Quiet, wonderful place to be at the beach. Easy check in and out also parking a breeze."
TIDEWATER 8th Fl 2BR/3BA + Bunk Beachfront near Pier Park & Beach Chairs too!
On the beach
NEW RENTAL! ENJOY THE UPDATES! GREAT VIEWS TOO!
9.0 out of 10, Wonderful, (41)
"Our stay was amazing! The views were beautiful."
NEW RENTAL! ENJOY THE UPDATES! GREAT VIEWS TOO!
A heated pool
Recently Renovated with Gulf View w/ Free Beach Service - Amazing Location
9.0 out of 10, Wonderful, (96)
"Condo was clean, accurately represented. Good location, adequate space for a couple or small family. Master shower was hot and good water flow. Easy check in process and staff at the desk were very nice."
Recently Renovated with Gulf View w/ Free Beach Service - Amazing Location
Beach
Origin at Seahaven
4.5 star property
8.8 out of 10, Excellent, (16)
"The property was nice and pleasant "
The price is HK$496
HK$1,966 total
includes taxes & fees
28 May - 29 May
Origin at Seahaven
Indoor pool, a heated pool
Corner Unit! Wall To Wall Ocean Views! Close To Pier Park!
8.8 out of 10, Excellent, (53)
"The condo was smaller than it looked in the pictures. It was only 2 of us so we didn’t mind. Views were spectacular! The floor to ceiling windows were awesome! Kitchen was sufficient with everything we needed. Check in email did not include the parking info and directed us to the complex, not the parking garage where we were supposed to go. Overall it was a lovely condo, pools were very nice and we enjoyed our stay!"
Corner Unit! Wall To Wall Ocean Views! Close To Pier Park!
Exterior
Gulf Front condo PRIVATE JACUZZI BATH and almost a mile of private gated beach.
8.6 out of 10, Excellent, (41)
"Nice room with a nice view! The weather and the waves were perfect. The laundry was right by us which was handy so no dirty clothes to bring home!"
The price is HK$694
HK$1,730 total
includes taxes & fees
28 May - 29 May
Gulf Front condo PRIVATE JACUZZI BATH and almost a mile of private gated beach.
Pool
Edgewater Beach and Golf Resort by Southern Vacation Rentals VII
3.5 star property
8.4 out of 10, Very good, (14)
"Very comfortable for my large family "
Edgewater Beach and Golf Resort by Southern Vacation Rentals VII
Pool
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
4.0 star property
8.2 out of 10, Very good, (19)
"Great resort!"
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
Don't see what you're looking for?
See all available properties in Chipley
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.

Other types of properties in Chipley you may be interested in

Iron/ironing board, free WiFi, bed sheets
Palmetto Beachfront Hotel, a By the Sea Resort
2.0 star property
8.8 out of 10, Excellent, (1003)
"Very nice establishment only thing I wished the bed was a little softer. "
The price is HK$619
HK$907 total
includes taxes & fees
23 May - 24 May
Palmetto Beachfront Hotel, a By the Sea Resort
View from room
Hampton Inn & Suites Panama City Beach-Beachfront
2.5 star property
8.8 out of 10, Excellent, (1268)
"I liked pretty much everything about the property. Only issue was not getting room on floor I had requested back in January when I made the reservations. I had requested room on floor 1, 2, or 3. Assigned room was on 6th floor. However, all 3 elevators were in operation and had no problem in long waits for elevator. "
The price is HK$1,475
HK$1,668 total
includes taxes & fees
23 May - 24 May
Hampton Inn & Suites Panama City Beach-Beachfront
View from room
Radisson Panama City Beach - Oceanfront
3.0 star property
7.4 out of 10, Good, (1502)
"Shower was leaking, suspect the room has painted over mold. Allergies were off the chart for us both."
The price is HK$968
HK$1,320 total
includes taxes & fees
23 May - 24 May
Radisson Panama City Beach - Oceanfront
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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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?

2000.00 a month Winter Rental! Newly Remodeled!! 500 Feet to Beach!!: This holiday home rental outside of Chipley is located near the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Lucas Lake are a couple of lovely local spots to get outside and enjoy nature. Pal's Park and Moss Hill Methodist Church 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.

Recent reviews of Chipley properties
Expedia verified reviews

SpringHill Suites by Marriott Panama City Beach Beachfront

SpringHill Suites by Marriott Panama City Beach Beachfront

5/5 Excellent
"Absolutely incredible stay. Everything was wonderful and we felt like high class the whole time. Will definitely be back again soon!!!! "
A verified traveller stayed at SpringHill Suites by Marriott Panama City Beach Beachfront
Posted 11 hours ago
SpringHill Suites by Marriott Panama City Beach Beachfront