Callaway holiday rentals

We found 11,577 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Callaway that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Callaway

Showing deals for:11 Dec - 18 Dec

Heated pool with the best ocean view
Property grounds
The exact ocean view from the balcony at the 19th floor
Living area
Exceptional
(116 reviews)

Special Aug 22-Sept-October-USD120Wkd,150Wknd, USD783 wkly +cln& park+tax

Panama City Beach

8% off
S$1,284
for 7 nights, 1 apartment
S$183 per night
includes taxes & fees
Special Aug 22-Sept-October-USD120Wkd,150Wknd, USD783 wkly +cln& park+tax
Terrace/patio
Private kitchen
Dining
Interior
Exceptional
(11 reviews)

Luxury PCB! 5BR Beach House w/ Pool, Elevator, Outdoor Grill, Arcade – Sleeps 16

Panama City Beach

7% off
S$4,753
for 7 nights, 1 home
S$679 per night
includes taxes & fees
Luxury PCB! 5BR Beach House w/ Pool, Elevator, Outdoor Grill, Arcade – Sleeps 16
Private kitchen
Interior
Dining
Interior
Exceptional
(10 reviews)

Cozy Cul-de-sac in southern Panama City. Close to town and Beaches

Panama City

9% off
S$2,187
for 7 nights, 1 home
S$312 per night
includes taxes & fees
Cozy Cul-de-sac in southern Panama City. Close to town and Beaches
Dining
Outdoor dining
Room
Living area
Exceptional
(38 reviews)

Massive Balcony Paradise - Front seat view to the beautiful Gulf!

Panama City Beach

7% off
S$4,887
for 7 nights, 1 apartment
S$698 per night
includes taxes & fees
Massive Balcony Paradise - Front seat view to the beautiful Gulf!
Kitchen
Ocean view from the balcony
Fitness facility
Hallway
Exceptional
(139 reviews)

Splash - Beachfront Family Friendly Condo With Free Beach Chair Service

Panama City Beach

7% off
S$1,119
for 7 nights, 1 apartment
S$160 per night
includes taxes & fees
Splash - Beachfront Family Friendly Condo With Free Beach Chair Service
Beachfront Tiki Bar located between the 2 pools
Pools and Tiki Bar are just steps away from the gulf.
Dining area and kitchen
Beach chair rentals, parasailing, & wave runner rentals available on our beach.
Exceptional
(175 reviews)

L👀K!! ⭐️ TOP-RATED DIRECT BEACHFRONT @Calypso — 2 King Beds + FREE Beach Chairs!

Panama City Beach

7% off
S$2,563
for 7 nights, 1 apartment
S$366 per night
includes taxes & fees
L👀K!! ⭐️ TOP-RATED DIRECT BEACHFRONT @Calypso — 2 King Beds + FREE Beach Chairs!
Property grounds
Pool
Living area
Interior
Exceptional
(220 reviews)

Amazing Gulf Front View

Panama City Beach

5% off
S$1,346
for 7 nights, 1 apartment
S$192 per night
includes taxes & fees
Amazing Gulf Front View
Views from that Jetted tub!!!! Oh yea.
Heavy duty sliding doors with safety latches (child / sleepwalker locks) Beach!
Kiddie fun
Brand New sofa & loveseat, new queen sofa sleeper . Open concept
Exceptional
(101 reviews)

Million-Dollar Gulf Views • Majestic Beach Resort 504 Tower 1• Beachfront • Pool

Panama City Beach

5% off
S$2,117
for 7 nights, 1 apartment
S$302 per night
includes taxes & fees
Million-Dollar Gulf Views • Majestic Beach Resort 504 Tower 1• Beachfront • Pool
LR with corner TV
LR looking from kitchen
Living area
Private kitchen
Exceptional
(73 reviews)

Beautiful 4th Floor Condo, Bunk Room, Beach Service, Great for families!

Panama City Beach

56% off
S$2,177
for 7 nights, 1 apartment
S$311 per night
includes taxes & fees
Beautiful 4th Floor Condo, Bunk Room, Beach Service, Great for families!
Property grounds
Beautiful night view off the balcony!
Seating at the dining room table for 6.
Lobby
Exceptional
(115 reviews)

Sterling Breeze 801! Lovely Beachfront Condo 3 Bed/3 Bath! Beach Chair Svc Incl.

Panama City Beach

6% off
S$2,644
for 7 nights, 1 apartment
S$378 per night
includes taxes & fees
Sterling Breeze 801! Lovely Beachfront Condo 3 Bed/3 Bath! Beach Chair Svc Incl.
You are here!
View from kitchen
Amazing views even from the kitchen.
1 of 2 outdoor pools with ample seating
Exceptional
(60 reviews)

FABULOUS 7th FLOOR END UNIT**FREE RESERVED PARKING*FREE FRONT ROW BEACH SERVICE.

Panama City Beach

6% off
S$2,246
for 7 nights, 1 apartment
S$321 per night
includes taxes & fees
FABULOUS 7th FLOOR END UNIT**FREE RESERVED PARKING*FREE FRONT ROW BEACH SERVICE.
Private kitchen
Aerial View of Calypso - Beachside
Tiki bar by the pool
One of Two Pools at Calypso Towers
Exceptional
(127 reviews)

Calypso Tower 2 Gulf-Front Condo – Your Perfect Panama City Beach Getaway!

Panama City Beach

7% off
S$1,970
for 7 nights, 1 apartment
S$281 per night
includes taxes & fees
Calypso Tower 2 Gulf-Front Condo – Your Perfect Panama City Beach Getaway!
View of Treasure Island from the Gulf
Enjoy a soak in the Hot Tub!
Additional dining/seating at kitchen counter
Treasure Island Pool overlooking the Gulf, heated seasonally
Exceptional
(100 reviews)

Oceanfront Penthouse-Legendary Sunset Views -Free Beach Chairs & New 65” TV!

Panama City Beach

7% off
S$2,463
for 7 nights, 1 apartment
S$352 per night
includes taxes & fees
Oceanfront Penthouse-Legendary Sunset Views -Free Beach Chairs & New 65” TV!
Pool
Beach
Outdoor dining
Private kitchen
Exceptional
(83 reviews)

Beachy Gulf-View 1BR on the 14th Floor with Seasonal Beach Chairs at the Summit

Panama City Beach

7% off
S$1,547
for 7 nights, 1 apartment
S$221 per night
includes taxes & fees
Beachy Gulf-View 1BR on the 14th Floor with Seasonal Beach Chairs at the Summit
Living area
Pool
Exterior
Living area
Exceptional
(54 reviews)

Low Floor, beautiful ocean views, seasonal beach chair service. No elevator wait

Panama City Beach

7% off
S$1,372
for 7 nights, 1 apartment
S$196 per night
includes taxes & fees
Low Floor, beautiful ocean views, seasonal beach chair service. No elevator wait
.
Property grounds
Beach
Interior
Exceptional
(108 reviews)

Sterling Breeze 1603 16th Floor Walk to Pier Park Free Beach Chairs service

Panama City Beach

7% off
S$1,094
for 7 nights, 1 apartment
S$156 per night
includes taxes & fees
Sterling Breeze 1603 16th Floor Walk to Pier Park Free Beach Chairs service
Pool
Beach
Exterior
Property grounds
Exceptional
(143 reviews)

AQUA - REMODELED 2026! -2 King Beds & Bunks -2 Beach Chairs & Umbrella INCLUDED!

Panama City Beach

21% off
S$2,451
for 7 nights, 1 apartment
S$350 per night
includes taxes & fees
AQUA - REMODELED 2026! -2 King Beds & Bunks -2 Beach Chairs & Umbrella INCLUDED!
Breakfast bar area with 4 bar stools
Beach view from the balcony
We provide 2 beach chairs and 1 umbrella in season.
2 outside pools and 2 outside hot tubs
View of Tidewater from the outdoor pool
Exceptional
(27 reviews)

15 Floor Gulf Condo, 3 Pools, Family Resort

Panama City Beach

7% off
S$1,458
for 7 nights, 1 apartment
S$208 per night
includes taxes & fees
15 Floor Gulf Condo, 3 Pools, Family Resort
Huge beachside pool
Dining tables beside tiki bar
Spacious living room & kitchen
State of the art workout room
Exceptional
(105 reviews)

L👀K!!! ⭐️ TOP RATED CONDO ⭐️ 3 Pools ⭐️ Breathtaking Ocean Views !!!

Panama City Beach

6% off
S$1,223
for 7 nights, 1 apartment
S$175 per night
includes taxes & fees
L👀K!!! ⭐️ TOP RATED CONDO ⭐️ 3 Pools ⭐️ Breathtaking Ocean Views !!!
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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Friendly Callaway will entice you

Enjoy the entertainment and other features of Callaway. This welcoming and relaxing city entices travellers with its beaches and spas. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Callaway

Do you want to find things to do during your stay? Venture out of your holiday home and experience everything that makes Callaway a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Nicklaus Course at Bay Point Resort (9.4 mi / 15.2 km)
  • Signal Hill Golf Course (14.6 mi / 23.5 km)
  • WonderWorks Panama City Beach (14.8 mi / 23.7 km)
  • Golf Course at Edgewater (16.1 mi / 25.9 km)
  • Holiday Golf Club (17.7 mi / 28.4 km)
  • Fox Run Country Club (4.2 mi / 6.8 km)

Exploring the natural features in Callaway

Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Callaway. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Mexico Beach (17.3 mi / 27.8 km)
  • Panama City Beaches (17.6 mi / 28.4 km)
  • St. Andrews Bay (18 mi / 28.9 km)
  • Saint Joe Beach (19.9 mi / 32 km)
  • Cove Park (5 mi / 8.1 km)
  • Delwood Beach (9.5 mi / 15.3 km)

Seasonal weather averages in Callaway

If warm-weather activities are high on your list, August, July, June and September are the hottest months to visit, when temperatures average 28°C.

How to get to and around Callaway

The nearest airport is in Panama City, FL (ECP-Northwest Florida Beaches Intl.), located 20.4 mi (32.8 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Callaway?
The most desirable types of holiday rentals in Callaway are houses. Looking for something different? Vrbo has many options to match our guests' unique needs, so you'll see holiday homes in lots of sizes and shapes. The ideal home away from home is waiting for you — get yours today.
How much does it cost to rent a holiday rental in Callaway?
Property type, season and length of stay are some of the conditions that can influence the price of a holiday home. Simply enter your dates of travel to find your ideal fit. From cosy country cottages to sprawling luxury villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Callaway?
Prices for beach houses in Callaway may differ depending on the size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to narrow your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday rentals in Callaway?
Pack a squeezy toy and a bone for the pooch in your life because Callaway has four holiday homes that throw out the welcome mat to doggie guests. Let your four-legged pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates then check the "Pets allowed" filter box.
What are popular rental amenities in Callaway?
When it comes to rental amenities that guests search for in Callaway, a garden, nearby museums and free WiFi rank highest. With Vrbo holiday homes, there are choices to fit your taste and style, whether you're going away with family members, friends or even pets.
Are there holiday rentals in Callaway that welcome kids?
Callaway has four family-friendly holiday homes to pick from. And tracking down a stay that welcomes kiddos is easy with Vrbo's "Properties good for families" filter. On top of having the entire place to yourselves, you can also look forward to amenities and perks like extra bedrooms, yards and private pools.
What are the top attractions for families in Callaway?
Keep your kids entertained at these fabulous family-friendly attractions in Callaway:
  • Junior Museum of Bay County
  • Science and Discovery Centre of Northwest Florida
  • Panama City Mall
Can I find two-bedroom holiday rentals in Callaway?
Gather your nearest and dearest and relax in total privacy and comfort in one of the three two-bedroom holiday properties Callaway has to offer.
Are there holiday rentals with WiFi in Callaway?
Callaway has two holiday rentals with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to posting pics on social media, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in Callaway?
There are three holiday rentals with air conditioning in Callaway providing that cool, cool breeze and extra bit of comfort. Enter your dates of travel and then take advantage of our filters to help you book stays with air conditioning.
How old do you have to be to rent a holiday rental in Callaway?
The minimum required age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so check the rules of your preferred Callaway stay before booking your trip.
How long can I rent a holiday rental in Callaway for?
The amount of time you can book a Callaway holiday rental for is up to each property. Simply enter your preferred travel dates to browse available options that offer long-term stays. They feature all the things you need to make your extended getaway more enjoyable and comfortable, such as air conditioning and kitchens. Some holiday homes may also offer weekly or monthly discounts, so you can stick around for longer for less.