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Chipley Holiday Rentals

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Holiday Rentals in Chipley

Our top choices for Chipley holiday rentals

Calypso Beach Resort by Panhandle Getaways
View from room

Calypso Beach Resort by Panhandle Getaways

3.5 star property
8.8 out of 10, Excellent, (165)
"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"
Calypso Beach Resort by Panhandle Getaways
Splash Beach Resort by Panhandle Getaways
3 outdoor pools

Splash Beach Resort by Panhandle Getaways

3.5 star property
7.4 out of 10, Good, (199)
"We loved this property and all the employees was very nice and friendly and we will always stay here when we come to Florida every year. Thank you for giving us a nice stay. "
Splash Beach Resort by Panhandle Getaways
Margaritaville Beach Cottage Resort PCB
Exterior

Margaritaville Beach Cottage Resort PCB

4.5 star property
10.0 out of 10, Exceptional, (5)
"Absolutely relaxing and easy walk to beach and pool- accommodations just beautiful!"
Margaritaville Beach Cottage Resort PCB
Tidewater Beach Resort by Panhandle Getaways
View from property

Tidewater Beach Resort by Panhandle Getaways

3.5 star property
7.2 out of 10, Good, (171)
"There was a little construction going on, but it wasn’t bad. Our stay was great. Communication was awesome. They got back to you in a short amount of time. There was a few issues, but nothing major."
Tidewater Beach Resort by Panhandle Getaways
Grand Panama Beach Resort by Panhandle Getaways
Aerial view

Grand Panama Beach Resort by Panhandle Getaways

3.5 star property
8.4 out of 10, Very good, (99)
"Definitely would stay again! Clean, nice, beautiful views! Would definitely recommend to others "
Grand Panama Beach Resort by Panhandle Getaways
Sterling Breeze by Panhandle Getaways
View from room

Sterling Breeze by Panhandle Getaways

3.5 star property
8.4 out of 10, Very good, (31)
"Great place.. near the pier "
Sterling Breeze by Panhandle Getaways
Emerald Beach Resort by Southern Vacation Rentals
1 bedroom, individually decorated, individually furnished

Emerald Beach Resort by Southern Vacation Rentals

3.5 star property
7.6 out of 10, Good, (806)
"4th visit and was wonderful as always. Really enjoy staying here with my family."
Emerald Beach Resort by Southern Vacation Rentals
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
Property amenity

Edgewater Beach and Golf Resort by Southern Vacation Rentals VI

4.0 star property
8.0 out of 10, Very good, (59)
"Very helpful staff. Clean condo. Gated. "
Edgewater Beach and Golf Resort by Southern Vacation Rentals VI
Emerald Isle Beach Resort by Panhandle Getaways
View from room

Emerald Isle Beach Resort by Panhandle Getaways

3.5 star property
9.0 out of 10, Wonderful, (44)
"Stayed in 1902 and it was very clean with an awesome view. Very nice condo facility with great parking for that unit. The facility is not new but well maintained for the amount of use it has had. Would definitely go again. "
Emerald Isle Beach Resort by Panhandle Getaways
Edgewater Beach and Golf Resort by Southern Vacation Rentals
Pool

Edgewater Beach and Golf Resort by Southern Vacation Rentals

4.0 star property
7.4 out of 10, Good, (2200)
"Great place to stay"
Edgewater Beach and Golf Resort by Southern Vacation Rentals
Origin at Seahaven
Beach nearby

Origin at Seahaven

4.0 star property
9.0 out of 10, Wonderful, (69)
"Great place very convenient location "
The price is S$419
includes taxes & fees
16 Oct - 17 Oct
Origin at Seahaven
Emerald Beach Resort by Panhandle Getaways
3 outdoor pools

Emerald Beach Resort by Panhandle Getaways

3.5 star property
8.4 out of 10, Very good, (28)
"Condo was great, very clean."
Emerald Beach Resort by Panhandle Getaways
Edgewater Beach & Golf Resort by Panhandle Getaways
Fitness facility

Edgewater Beach & Golf Resort by Panhandle Getaways

3.5 star property
7.6 out of 10, Good, (38)
"Balcony overlooking pool was amazing! Spacious, clean and perfect for our group!"
Edgewater Beach & Golf Resort by Panhandle Getaways
Calypso Tower 3 by Panhandle Getaways
On the beach, white sand

Calypso Tower 3 by Panhandle Getaways

3.5 star property
8.6 out of 10, Excellent, (17)
"Wonderful stay!"
Calypso Tower 3 by Panhandle Getaways
BEAUTIFUL CONDO ON THE BEACH, UNIT 1708
Reception

BEAUTIFUL CONDO ON THE BEACH, UNIT 1708

4.5 star property
10.0 out of 10, Exceptional, (23)
"Excellent stay I recommend it to everyone"
The price is S$645
includes taxes & fees
27 Sept - 28 Sept
BEAUTIFUL CONDO ON THE BEACH, UNIT 1708
Southwind Condo Rentals by Panhandle Getaways
Aerial view

Southwind Condo Rentals by Panhandle Getaways

3.5 star property
8.2 out of 10, Very good, (31)
"Wonderful location. Walk right across the street to the beach. Condo was clean will be back!"
Southwind Condo Rentals by Panhandle Getaways
Aqua Beach Resort by Panhandle Getaways
View from property

Aqua Beach Resort by Panhandle Getaways

3.5 star property
9.6 out of 10, Exceptional, (11)
"Pools were great after a long day at the beautiful beach. Perfect place for our family of four."
Aqua Beach Resort by Panhandle Getaways
Edgewater Beach and Golf Resort by Southern Vacation Rentals V
Pool

Edgewater Beach and Golf Resort by Southern Vacation Rentals V

4.0 star property
8.8 out of 10, Excellent, (19)
"This resort was wonderful! Has everything you need for a fun family trip! From movie night at the pool to great restaurant and wonderful beach! The view from our balcony was great! "
Edgewater Beach and Golf Resort by Southern Vacation Rentals V
Origin At Seahaven
2 bedrooms, individually decorated, individually furnished

Origin At Seahaven

3.5 star property
7.0 out of 10, Good, (2169)
"My stay was wonderful very clean and pleasant and the staff was friendly and helpful "
Origin At Seahaven
Edgewater Beach and Golf Resort by SVR
Pool

Edgewater Beach and Golf Resort by SVR

3.5 star property
7.8 out of 10, Good, (16)
"I love the large pool and Oceans Bar and Grill...and that it was beachfront. I also love the fact that the resort was fenced and gated which made my stay feel more safe and secure."
Edgewater Beach and Golf Resort by SVR
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

Comfort Inn & Suites Panama City Beach - Pier Park Area

Comfort Inn & Suites Panama City Beach - Pier Park Area

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ I had a wonderful stay at this hotel! The staff were welcoming, friendly, and went out of their way to make sure everything was perfect. The room was clean, comfortable, and well-appointed, with everything I needed for a relaxing stay. The amenities were excellent, and I especially appreciated how quiet and peaceful the atmosphere was. Location was convenient, with easy access to Pier Park and beaches. Overall, it was an excellent experience, and I would absolutely stay here again and recommend it to others."
Emmanuel 2-night trip
Posted 1 day ago
Comfort Inn & Suites Panama City Beach - Pier Park Area

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?

Celadon Beach Resort: This holiday home rental outside of Chipley is located on the beach, and has an outdoor pool, a furnished balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. Kick off your shoes and enjoy yourself with an outdoor tennis court and 1 hot tub.

How many holiday rentals are there in Chipley?

Choose from 9 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.