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Chipley Vacation Rentals

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Sep 27 - Sep 28
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Vacation Rentals in Chipley

Calypso Beach Resort by Panhandle Getaways
Condo, 3 Bedrooms, Ocean View (201E) | 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
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
Condo, Multiple Beds, Balcony, Ocean View (1131 - No Pets Allowed) | 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
Condo (2 Bedrooms) | 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
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
Emerald Isle Beach Resort by Panhandle Getaways
Condo, 2 Bedrooms, Ocean View (609) | 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 ￥14,153
￥45,615 total
includes taxes & fees
Sep 28 - Sep 29
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
5-Bed Beach House with Private Pool
Property grounds

5-Bed Beach House with Private Pool

9.0 out of 10, Wonderful, (2)
"was in great location pool was alittle smaller than expected but all in all was a beautiful place."
5-Bed Beach House with Private Pool
Serene Gulf Escape | Stylish Oceanfront Condo w/ King Bed & Summer Deals
Pool

Serene Gulf Escape | Stylish Oceanfront Condo w/ King Bed & Summer Deals

8.6 out of 10, Excellent, (12)
"We loved our stay and thoroughly enjoyed ourselves! The only drawback was that our room was on the street side instead of the beach side, and it was very noisy late into the night."
The price is ￥13,328
￥58,238 total
includes taxes & fees
Oct 9 - Oct 10
Serene Gulf Escape | Stylish Oceanfront Condo w/ King Bed & Summer Deals
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
Entire Home with GOLF CART & just 0.2 miles from the beach! Pet-Friendly!
Beach

Entire Home with GOLF CART & just 0.2 miles from the beach! Pet-Friendly!

9.6 out of 10, Exceptional, (7)
"Very nice place to stay. Close to the beach and all the attractions but not overly crowded. It was perfect "
Entire Home with GOLF CART & just 0.2 miles from the beach! Pet-Friendly!
Gulf Front Getaway-Sleeps 12-On the Beach-Experienced, Heartfelt Host
Property grounds

Gulf Front Getaway-Sleeps 12-On the Beach-Experienced, Heartfelt Host

10.0 out of 10, Exceptional, (174)
"We enjoyed our stay at the property. It was nice, clean and beach convenient. A lovely property."
Gulf Front Getaway-Sleeps 12-On the Beach-Experienced, Heartfelt Host
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
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 Reef at Seahaven Beach Resorts

The Reef at Seahaven Beach Resorts

10/10 Excellent
"We love how easy access it is to the at beach level. Will recommend to anyone. This place is surrounded with lots of activity, food, restaurants, and souvenir store."
Ted 9-night trip
Posted 2 days ago
The Reef at Seahaven Beach Resorts

Find out more about Chipley

Find out more about Chipley

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

  • View our selection of featured holiday rentals in Chipley
  • Use the map to find apartments and other holiday homes in the Chipley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chipley while they last

Look no further and take a look at our great range of rental properties in Chipley!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.

What's the top vacation rental that Chipley has to offer?

Celadon Beach Resort: You might want to consider this vacation home rental near Chipley, which is located on the beach and has an outdoor pool, a furnished balcony, and a barbecue grill 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 a hot tub.

How many vacation rentals are there in Chipley?

Choose from 9 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.