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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Chipley holiday rentals

Aerial view

Edgewater by Book That Condo

Edgewater by Book That Condo
4.0 star property
Panama City Beach
The price is 10.910.323 ₫
23.979.015 ₫ total
includes taxes & fees
20 May - 21 May
Edgewater by Book That Condo
Smart TV

Sparrow

Sparrow
3.0 star property
Lynn Haven
8.0 out of 10, Very good, (3 reviews)
"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
The price is 1.919.384 ₫
3.633.481 ₫ total
includes taxes & fees
11 May - 12 May
Sparrow
Condo, 3 Bedrooms, Ocean View (701E) | Balcony

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, (175 reviews)
"Stayed for the local Ironman event. Perfect location for the event. We really enjoyed our stay and would recommend!"
United States
Peter
The price is 3.115.656 ₫
15.885.277 ₫ total
includes taxes & fees
29 Apr - 30 Apr
Calypso Beach Resort by Panhandle Getaways
Beach nearby

Portside Resort D1: Gulf Retreat With Pools, Beach & Family Adventures!

Portside Resort D1: Gulf Retreat With Pools, Beach & Family Adventures!
2.0 star property
Panama City Beach
The price is 2.858.803 ₫
11.353.722 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Portside Resort D1: Gulf Retreat With Pools, Beach & Family Adventures!
Condo, Multiple Beds (Emerald Beach 2325) | Interior

Emerald Beach 2325

Emerald Beach 2325
3.0 star property
Panama City Beach
The price is 3.264.672 ₫
10.443.496 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Emerald Beach 2325
Fridge, microwave, stovetop, dishwasher

Michigan

Michigan
3.5 star property
Lynn Haven
4.0 out of 10, (1 review)
"The listing was misleading. I did not realize I was renting the pool house in the backyard. A family and I both pulled up in the driveway at the same time. They had the house that I thought I was renting and I was in the pool house. It was definitely awkward. The property definitely needs some maintenance and updating. The entire unit smelled like a weed festival."
United States
cynthia
The price is 2.274.826 ₫
4.718.105 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Michigan
Condo, 2 Bedrooms (908-1) | View from room

Grand Panama Beach Resort by Book That Condo

Grand Panama Beach Resort by Book That Condo
4.0 star property
Panama City Beach
9.0 out of 10, Wonderful, (41 reviews)
"I was moved by book that condo to boardwalk beach redort"
United States
Jennifer
The price is 11.966.004 ₫
23.720.286 ₫ total
includes taxes & fees
21 May - 22 May
Grand Panama Beach Resort by Book That Condo
House, 5 Bedrooms, Private Pool | Balcony

Beach House - Stairway to Heaven By Panhandle Getaways

Beach House - Stairway to Heaven By Panhandle Getaways
3.5 star property
Laguna Beach
The price is 20.062.698 ₫
49.009.854 ₫ total
includes taxes & fees
16 May - 17 May
Beach House - Stairway to Heaven By Panhandle Getaways
Private beach, white sand, sun-loungers, beach umbrellas

Studios at Fontainebleau Terrace

Studios at Fontainebleau Terrace
3.5 star property
Panama City Beach
7.4 out of 10, Good, (3 reviews)
"Nice employees clean room would have been perfect if it had a private balcony will come visit again! "
United States
Nicholas
The price is 5.989.847 ₫
9.935.196 ₫ total
includes taxes & fees
4 May - 5 May
Studios at Fontainebleau Terrace
House, Accessible | 4 bedrooms, desk, Internet

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 8.084.812 ₫
15.979.210 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Stunning 4BD Jacuzzi - 4 Min To Beach Panama City
Beach

Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis

Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis
2.0 star property
Panama City Beach
The price is 2.858.803 ₫
15.821.226 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Family-friendly Beach Retreat w/ Pools, Hot Tub & Tennis
House, 5 Bedrooms, Partial Sea View | View from room

Beach House - Riviera Retreat by PHG

Beach House - Riviera Retreat by PHG
3.5 star property
Sunnyside
The price is 9.142.661 ₫
38.193.797 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Beach House - Riviera Retreat by PHG
Condo, 1 Bedroom, Ocean View (1504E) | View from room

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, (207 reviews)
"Perfect for families especially with small children. Amazing view! Perfect location! Will stay again! "
United States
Sabrina
The price is 2.630.430 ₫
13.402.314 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Splash Beach Resort by Panhandle Getaways
House, 2 Bedrooms | Living area

Paradise By The Pier 2 Bedroom Home by RedAwning

Paradise By The Pier 2 Bedroom Home by RedAwning
2.0 star property
Lullwater Beach
The price is 5.076.565 ₫
28.360.835 ₫ total
includes taxes & fees
3 May - 4 May
Paradise By The Pier 2 Bedroom Home by RedAwning
Apartment (2 Bedrooms) | Front of property

"the Wave" PCB Townhome w/ Pools + Beach Access

"the Wave" PCB Townhome w/ Pools + Beach Access
4.0 star property
Panama City Beach
The price is 3.212.016 ₫
11.280.232 ₫ total
includes taxes & fees
11 May - 12 May
"the Wave" PCB Townhome w/ Pools + Beach Access
Beach nearby

Grand Panama Beach Resort

Grand Panama Beach Resort
4.0 star property
Panama City Beach
6.4 out of 10, (5 reviews)
"Nice!"
United States
Erik
The price is 3.340.624 ₫
13.318.765 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Grand Panama Beach Resort
Indoor pool, 2 outdoor pools

Splash Beach Resort by Book That Condo

Splash Beach Resort by Book That Condo
4.0 star property
Panama City Beach
9.4 out of 10, Exceptional, (16 reviews)
"Love the family vibes."
United States
Ashley
Splash Beach Resort by Book That Condo
Exterior

Coastal Condo 607 by Brightwild Beachfront

Coastal Condo 607 by Brightwild Beachfront
2.0 star property
Panama City Beach
The price is 4.822.921 ₫
17.931.465 ₫ total
includes taxes & fees
5 May - 6 May
Coastal Condo 607 by Brightwild Beachfront
Condo, Multiple Beds, Balcony, Ocean View (Tidewater 1316) | Property grounds

Tidewater

Tidewater
3.5 star property
Panama City Beach
6.0 out of 10, (3 reviews)
"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 2.216.291 ₫
12.573.291 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Tidewater
Apartment (3 Bedrooms) | Interior

Panama City Beachfront Condo w/ Breathtaking Views

Panama City Beachfront Condo w/ Breathtaking Views
3.5 star property
Panama City Beach
The price is 9.636.414 ₫
21.097.954 ₫ total
includes taxes & fees
20 May - 21 May
Panama City Beachfront Condo w/ Breathtaking Views
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

The Flamingo Hotel and Tower

The Flamingo Hotel and Tower

10/10 Excellent
"This our third stay I love the hotel it meet our accommodations when we visit close to the pier and restaurants.The rooms are getting improvements will be back soon "
tonja 2-night trip
Posted 2 hours ago
The Flamingo Hotel and Tower

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.

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. In the wider area, you’ll find Pal's Park and Moss Hill Methodist Church.

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.