Photo by Anthony Creamer

Search and Rent Chipley Condos

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Condo 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. "
$576 nightly
The price is $648
Oct 11 - Oct 12
Total with taxes and fees
Splash Beach Resort 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
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 "
$644 nightly
The price is $729
Sep 27 - Sep 28
Total with taxes and fees
Sterling Breeze by Panhandle Getaways
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."
$539 nightly
The price is $610
Oct 11 - Oct 12
Total with taxes and fees
Tidewater 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
Beachfront, on the water, walk to Pier Park
Property grounds

Beachfront, on the water, walk to Pier Park

9.4 out of 10, Exceptional, (154)
"*Excellent view*Lots of space in the condo*Great location*Good communication from host"
Beachfront, on the water, walk to Pier Park
Book Now!! Balcony is right on the beachside. Great view of the Emerald Water!
On the beach

Book Now!! Balcony is right on the beachside. Great view of the Emerald Water!

9.8 out of 10, Exceptional, (248)
"Look forward to staying again "
$262 nightly
The price is $292
Sep 28 - Sep 29
Total with taxes and fees
Book Now!! Balcony is right on the beachside. Great view of the Emerald Water!
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. "
$694 nightly
The price is $785
Oct 8 - Oct 9
Total with taxes and fees
Emerald Isle Beach Resort by Panhandle Getaways
SUNRISE BEACH 2105, 2 BED 2 BA. balcony hOt TUB PoolS!
Property grounds

SUNRISE BEACH 2105, 2 BED 2 BA. balcony hOt TUB PoolS!

$334 nightly
The price is $372
Oct 2 - Oct 3
Total with taxes and fees
SUNRISE BEACH 2105, 2 BED 2 BA. balcony hOt TUB PoolS!
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
Oceanfront Paradise! with Beach Chairs, and Free Activities Each Day +More
On the beach

Oceanfront Paradise! with Beach Chairs, and Free Activities Each Day +More

9.2 out of 10, Wonderful, (48)
"The property was exactly as showed very nice had a good bit of space very clean we really enjoyed our stay and definitely didn’t want to leave"
$520 nightly
The price is $575
Sep 29 - Sep 30
Total with taxes and fees
Oceanfront Paradise! with Beach Chairs, and Free Activities Each Day +More
Splash Resort , 2 Beachfront Master bedrooms, 3 Balconies, Free Beach Chair Set
Dining

Splash Resort , 2 Beachfront Master bedrooms, 3 Balconies, Free Beach Chair Set

10.0 out of 10, Exceptional, (11)
"We had a great time at this condo! It had everything to make you feel at home! The only thing I wish the pool had was more chairs but that’s at no fault of the condo owner! Will definitely stay here again! "
Splash Resort , 2 Beachfront Master bedrooms, 3 Balconies, Free Beach Chair Set
Paradise for Kids and Parents, 2BR 2Bath Penthouse on the west side of the PCB.
Interior

Paradise for Kids and Parents, 2BR 2Bath Penthouse on the west side of the PCB.

9.8 out of 10, Exceptional, (9)
$471 nightly
The price is $525
Sep 30 - Oct 1
Total with taxes and fees
Paradise for Kids and Parents, 2BR 2Bath Penthouse on the west side of the PCB.
The Calypso Resort in PCB , Family Friendly,11 Floor, Free Beach Chairs Service
Smart TV

The Calypso Resort in PCB , Family Friendly,11 Floor, Free Beach Chairs Service

9.8 out of 10, Exceptional, (161)
"Great stay"
$316 nightly
The price is $352
Sep 30 - Oct 1
Total with taxes and fees
The Calypso Resort in PCB , Family Friendly,11 Floor, Free Beach Chairs Service
Beach Chair Service Included, Great Gulf Views, Close to Pier Park!! 5th Floor!
Property grounds

Beach Chair Service Included, Great Gulf Views, Close to Pier Park!! 5th Floor!

9.8 out of 10, Exceptional, (142)
"This was a really nice place and the host was very great with communication :)"
Beach Chair Service Included, Great Gulf Views, Close to Pier Park!! 5th Floor!
********Low Rates!!! Book Now!!!! Beach View, Large 1 bedroom**2 Bath*****
On the beach

********Low Rates!!! Book Now!!!! Beach View, Large 1 bedroom**2 Bath*****

9.8 out of 10, Exceptional, (201)
"Really enjoy this condo and its location. There was a small arcade across the street, we rented a golf cart to cruise, and enjoyed the really high condo level and views. "
$320 nightly
The price is $357
Oct 15 - Oct 16
Total with taxes and fees
********Low Rates!!! Book Now!!!! Beach View, Large 1 bedroom**2 Bath*****
Book Your Gulf Front Ground Floor Condo with Bunks & Pool - Well Stocked & More!
On the beach

Book Your Gulf Front Ground Floor Condo with Bunks & Pool - Well Stocked & More!

9.8 out of 10, Exceptional, (9)
"We loved the property, location is great, clean"
Book Your Gulf Front Ground Floor Condo with Bunks & Pool - Well Stocked & More!
★ PANORAMIC OCEANFRONT ★ LARGE BALCONY ★ 2Br/2Ba ★WELCOME SNOWBIRDS★
Property grounds

★ PANORAMIC OCEANFRONT ★ LARGE BALCONY ★ 2Br/2Ba ★WELCOME SNOWBIRDS★

9.6 out of 10, Exceptional, (60)
"Everything was just as we expected. Beautiful condo with incredible views. We had everything we needed for a wonderful vacation. "
★ PANORAMIC OCEANFRONT ★ LARGE BALCONY ★ 2Br/2Ba ★WELCOME SNOWBIRDS★
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 19 hours ago
The Reef at Seahaven Beach Resorts

Find out more about Chipley

Find out more about Chipley

Chipley Condo Rentals information

Number of reviews
2,526
Accommodation
4854 Condo Rentals
Lowest Price
$292
Highest Price
$785

Explore a world of travel with Expedia

Explore a world of travel with Expedia