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Search Vacation Homes in Chipley

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Compare 1462 Vacation Homes in Chipley with updated reviews, rates, and availability.

Beach nearby
Waves for Daze: Beautifully Renovated Beach Cottage w Fenced In Yard!
9.8 out of 10, Exceptional, (6)
"Wonderful place! We enjoyed our time here. It was nice to be off the beaten path. It was everything we hoped it would be. Would definitely stay here again."
Waves for Daze: Beautifully Renovated Beach Cottage w Fenced In Yard!
Sun loungers, beach towels
Laguna Beach 1 bedroom 1 bath, private entrance in the back of my home!!
9.4 out of 10, Exceptional, (37)
"Listing was accurate, unit was small, comfy, and clean. Host was very accommodating and easy to work and communicate with. Response time was quick. Allowed last minute reservation adjustment for grandchild unexpected travel arrangements. I returned minor repair in exchange for arrangement change out of appreciation to host. Will consider another stay in the future. Thank you to the host"
Laguna Beach 1 bedroom 1 bath, private entrance in the back of my home!!
On the beach
BEACHFRONT! COMPLETE RENOVATION 2022! EVERYTHING NEW! INCREDIBLE VIEWS!
8.6 out of 10, Excellent, (37)
"Would love to come back, great spot and property"
BEACHFRONT! COMPLETE RENOVATION 2022! EVERYTHING NEW! INCREDIBLE VIEWS!
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Property grounds
Stunning Three Story PCB House / Pool / Pet Friendly / Gulf of Mexico Views
10.0 out of 10, Exceptional, (209)
"Needed a respite from the city life. Exceptional hospitality and great location for the beach life experience. 3 bedrooms and 3 baths of pure relaxation. Pool was perfect. Beach was spectacular. Advertising of this house was spot on. All the amenities needed to cook like a professional chef. The absolute best worry-free vacation I have taken in years. Everyone deserves this luxury lifestyle and you should treat yourself, friends and family to this beach haven."
Stunning Three Story PCB House / Pool / Pet Friendly / Gulf of Mexico Views
Property grounds
Gulf Front Beach House-Step off the balcony steps & walk onto beach-2680 sq ft.
10.0 out of 10, Exceptional, (142)
"We enjoyed our stay!"
Gulf Front Beach House-Step off the balcony steps & walk onto beach-2680 sq ft.
A heated pool
Private Pool, Tanning Ledge / Pet-Friendly / Golf Cart Friendly / FLPCB8
9.6 out of 10, Exceptional, (21)
"We loved everything about our stay! The pool was the selling point for us. It was perfect to lounge around, tan, and swim. Quiet, friendly neighborhood for the most part except for the traffic on the other side of the fence, but inside the house you can’t hear a thing. I’m 6 months pregnant and got the best sleep! The mattress and pillows were heavenly. Short drive to everything, but also out of the way of the way of the spring breakers. Great communication/updates with the hosts as well! We...
The price is $203
$535 total
includes taxes & fees
May 7 - May 8
Private Pool, Tanning Ledge / Pet-Friendly / Golf Cart Friendly / FLPCB8
Pool
Directly on the Beach~Private Sun Deck~Outdoor Shower~Jetted Tub~Covered Balcony
8.8 out of 10, Excellent, (57)
"Would stay again"
Directly on the Beach~Private Sun Deck~Outdoor Shower~Jetted Tub~Covered Balcony
Property grounds
Gulf Front Paradise w/ Hot Tub, Endless Views, New Deck and All New Decor!
9.8 out of 10, Exceptional, (41)
"We had a wonderful time staying at this property. The house was very accommodating and suited the needs of the two families we had there. The beach couldn’t have been nicer and the deck was a great place to hangout all day and night."
Gulf Front Paradise w/ Hot Tub, Endless Views, New Deck and All New Decor!
Beach nearby
2024 Remodel! One Minute Walk from the Beach and pool! Front Door Parking!
8.0 out of 10, Very Good, (29)
"Location to beach very nice. The place a little dirty and needs a good deep cleaning. Also could use more bath towels, wash cloths, and blankets. Definitely not enough provided for 6 people."
2024 Remodel! One Minute Walk from the Beach and pool! Front Door Parking!
On the beach
“On the Sands” Luxury Beach front Townhouse – 4BR/4 BA (8 beds and sleeps 14)
9.6 out of 10, Exceptional, (28)
"We truly enjoyed our stay over spring break. The property was clean and just as advertised."
“On the Sands” Luxury Beach front Townhouse – 4BR/4 BA (8 beds and sleeps 14)
Pool
Across Street From Beach~2 Pools~Private Patio + Balcony~Sand Castles West T6
9.0 out of 10, Wonderful, (11)
"Good place"
Across Street From Beach~2 Pools~Private Patio + Balcony~Sand Castles West T6
Property grounds
🌴ALOHA BEACH HOUSE RETREAT🌴Hot tub,SAUNA, Cold plunge,GAME ROOM,Putting green.
10.0 out of 10, Exceptional, (17)
"This property is the perfect private beach house! From the excellent communication with Tim to all the thoughtful amenities that are included like sound machines in each room and phone/watch chargers to 8 beach chairs, you won’t be lacking anything. We all enjoyed the hot tub, sauna, cold plunge and outside showers daily and are leaving refreshed and rejuvenated!"
🌴ALOHA BEACH HOUSE RETREAT🌴Hot tub,SAUNA, Cold plunge,GAME ROOM,Putting green.
Beach nearby
✨GET FREE NIGHT✨Newly Built, A+ Location, Private Pool, Game Rm, Walk to Beach❤️
10.0 out of 10, Exceptional, (21)
"This property was absolutely beautiful! The property managers were amazing with responding if I needed something. It was enough space if you have a big group, and it's convenient because it's right by the beach and it's also by Pier Park. 10/10 recommend to everyone! :)"
The price is $270
$1,114 total
includes taxes & fees
May 2 - May 3
✨GET FREE NIGHT✨Newly Built, A+ Location, Private Pool, Game Rm, Walk to Beach❤️
On the beach
Luxury Beach Front Townhouse – 4BR/3.5 BA Slps 14!
10.0 out of 10, Exceptional, (6)
"One of our friends booked this home for us after they had truly enjoyed their recent stay. The house is located on the quiet part of the beach, away from the high rise condos and crowd. Pictures don’t do it justice, especially the incredible sunsets from the balcony off of the master bedroom. The home came with everything we needed. It slept 10 very comfortably, there was plenty of room for everyone. One thing we truly appreciated was the generous supply of towels. The home is nicely decorated...
Luxury Beach Front Townhouse – 4BR/3.5 BA Slps 14!
Pool
Luxurious Beach Front Home With No Stairs
9.6 out of 10, Exceptional, (49)
"Plenty of room. Walk to restaurants and pier park. Kitchen is well stocked. Some minor things need attention, the back door sticks, and one dishwasher rack needs repair but overall the place is really nice."
Luxurious Beach Front Home With No Stairs
Interior
Spacious home ready for the whole family!
10.0 out of 10, Exceptional, (22)
"awesome place recommended 100%"
Spacious home ready for the whole family!
Fridge, microwave, oven, stovetop
Family Friendly Townhome - 5 min walk to beach - NO PET FEE
10.0 out of 10, Exceptional, (22)
"The condo was great and Nancy was even better. We loved the treats she left for us, the kids, and our pups. We will definitely be back!"
Family Friendly Townhome - 5 min walk to beach - NO PET FEE
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!
Property grounds
The Lucky Beach House
8.8 out of 10, Excellent, (3)
"Great location with room for everyone."
The Lucky Beach House
A heated pool
Bright Townhouse with Private Beach Access, Shared Pools, & Central A/C
8.8 out of 10, Excellent, (28)
"Loved it will be back"
The price is $74
$377 total
includes taxes & fees
May 2 - May 3
Bright Townhouse with Private Beach Access, Shared Pools, & Central A/C
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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 property types in Chipley

Condo, 2 Bedrooms | Beach | Beach nearby
Origin at Seahaven
4.5 star property
8.4 out of 10, Very Good, (12)
"Property’s surrounding very noisy, unsafe"
The price is $60
$248 total
includes taxes & fees
May 5 - May 6
Origin at Seahaven
Condo, Multiple Beds, Balcony, Ocean View (T2 704) | Property grounds
Edgewater Beach and Golf Resort by Southern Vacation Rentals
4.0 star property
7.4 out of 10, Good, (2160)
"The condo was perfect for our stay. 2 bathrooms is awesome. The balcony with ocean and beach view made for the perfect perch when not down by the water. The main pool area had some policies that I did not care for. Specifically, are not permitted to be turned to face the sun. Of course if you want to rent a cabana then there are perks. 🙄 Great stay and I look forward to a return trip."
Edgewater Beach and Golf Resort by Southern Vacation Rentals
Condo, 3 Bedrooms, Beachfront (817) | Balcony view
Tidewater Beach Resort by Panhandle Getaways
3.5 star property
7.2 out of 10, Good, (116)
"I just didn’t like elevator it takes too long of waiting "
The price is $133
$609 total
includes taxes & fees
May 12 - May 13
Tidewater 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.

Chipley Vacation Homes information

Number of reviews
662
Accommodation
1462 Vacation Homes
Lowest Price
$74
Highest Price
$270

Recent reviews of Chipley hotels
Expedia verified reviews