Callaway holiday rentals

We found 11,550 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:25 Dec - 1 Jan

Games room
Interior
Interior
Dining
Exceptional
(10 reviews)

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

Panama City

9% off
S$2,267
for 7 nights, 1 home
S$324 per night
includes taxes & fees
Cozy Cul-de-sac in southern Panama City. Close to town and Beaches
Interior
Pool
Interior
Beach
Exceptional
(29 reviews)

Luxury Penthouse Style Condo rated the best views in PCB, at Treasure Island

Panama City Beach

7% off
S$4,131
for 7 nights, 1 apartment
S$590 per night
includes taxes & fees
Luxury Penthouse Style Condo rated the best views in PCB, at Treasure Island
View of Gulfcrest from the beach
Balcony overlooking the beach and Gulf
Pools and Beach at Gulfcrest
Additional seating at the kitchen counter
Exceptional
(129 reviews)

Gulf Crest Oceanfront Corner Condo – Unmatched Sunsets & Panoramic Balcony!

Panama City Beach

7% off
S$3,534
for 7 nights, 1 apartment
S$505 per night
includes taxes & fees
Gulf Crest Oceanfront Corner Condo – Unmatched Sunsets & Panoramic Balcony!
Watch the sunset from our gulfside tiki bar.
Our condo is just steps from the warm gulf waters.
Sugar white sand & emerald waters
Master bedroom features king bed, walk-in closet, & ensuite full bathroom.
Exceptional
(123 reviews)

L👀K!!! ⭐️ TOP RATED ⭐️ DIRECT BEACHFRONT Condo at Calypso + FREE Beach Chairs !!!

Panama City Beach

7% off
S$2,494
for 7 nights, 1 apartment
S$356 per night
includes taxes & fees
L👀K!!! ⭐️ TOP RATED ⭐️ DIRECT BEACHFRONT Condo at Calypso + FREE Beach Chairs !!!
Private kitchen
Living area
Pool
Exterior
Exceptional
(160 reviews)

BEACHFRONT MODERN & FRESH; 3-BR CALYPSO Unit 702W w/ Beach Chair Service for 4!

Panama City Beach

14% off
S$3,134
for 7 nights, 1 apartment
S$448 per night
includes taxes & fees
BEACHFRONT MODERN & FRESH; 3-BR CALYPSO Unit 702W w/ Beach Chair Service for 4!
Pool
Living area
Fitness facility
Beach
Exceptional
(59 reviews)

Stunning Sunsets! 1 bedroom Gulf Front Condo on quiet end of Panama City Beach

Panama City Beach

7% off
S$1,613
for 7 nights, 1 apartment
S$230 per night
includes taxes & fees
Stunning Sunsets! 1 bedroom Gulf Front Condo on quiet end of Panama City Beach
Private sitting area right outside your bedroom door.
The Emerald Coast is in your backyard.
Our expansive pool with on-site tiki bar, restaurant, and private cabanas.
Open concept kitchen gives you more time with your friends and family.
Exceptional
(15 reviews)

King Bed + Private Beach + Sunset + Resort Pool + Luxury Finishes = Perfection!

Panama City Beach

7% off
S$2,790
for 7 nights, 1 apartment
S$399 per night
includes taxes & fees
King Bed + Private Beach + Sunset + Resort Pool + Luxury Finishes = Perfection!
Private kitchen
Property grounds
Private kitchen
Exterior
Wonderful
(72 reviews)

Sunbird 210w-Cozy Beachfront Condo with Sunset Views – Prime PCB Location

Panama City Beach

8% off
S$2,847
for 7 nights, 1 apartment
S$407 per night
includes taxes & fees
Sunbird 210w-Cozy Beachfront Condo with Sunset Views – Prime PCB Location
Majestic Beach!
Private Gulf Front Balcony-9th Floor-Sunset Views
Enjoy the beach!
More pools!
Exceptional
(59 reviews)

⭐️ Wake up to this view! Majestic Beachfront -Beachfront Master Suite & Balcony!

Panama City Beach

7% off
S$2,502
for 7 nights, 1 apartment
S$357 per night
includes taxes & fees
⭐️ Wake up to this view! Majestic Beachfront -Beachfront Master Suite & Balcony!
The Tipsy Mermaid is located in Tower Four on the First Floor.
Pool
Living area
Property grounds
Exceptional
(35 reviews)

The Tipsy Mermaid: 1st Floor Beachfront Luxury at Long Beach Resort

Panama City Beach

8% off
S$2,827
for 7 nights, 1 apartment
S$404 per night
includes taxes & fees
The Tipsy Mermaid: 1st Floor Beachfront Luxury at Long Beach Resort
Beach
Pool
Living area
Living area
Exceptional
(54 reviews)

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

Panama City Beach

7% off
S$1,392
for 7 nights, 1 apartment
S$199 per night
includes taxes & fees
Low Floor, beautiful ocean views, seasonal beach chair service. No elevator wait
Pool
Property grounds
Interior
Exterior
Exceptional
(59 reviews)

Beachfront Majestic Condo - Pools, Views & Resort Fun, 6th floor convenience

Panama City Beach

7% off
S$2,203
for 7 nights, 1 apartment
S$315 per night
includes taxes & fees
Beachfront Majestic Condo - Pools, Views & Resort Fun, 6th floor convenience
Room
Pool
Private kitchen
Exterior
Wonderful
(14 reviews)

LAST MINUTE SAVINGS~STUDIO~🏝GULF FRONT

Panama City Beach

6% off
S$1,280
for 7 nights, 1 apartment
S$183 per night
includes taxes & fees
LAST MINUTE SAVINGS~STUDIO~🏝GULF FRONT
Living area
Property grounds
Dining
Pool
Exceptional
(52 reviews)

Stunning Gulf-Front 2BR 2BA Condo with Panoramic Views and Resort Amenities

Panama City Beach

7% off
S$3,439
for 7 nights, 1 apartment
S$491 per night
includes taxes & fees
Stunning Gulf-Front 2BR 2BA Condo with Panoramic Views and Resort Amenities
Property grounds
Beach
Exterior detail
Exterior
Exceptional
(144 reviews)

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

Panama City Beach

21% off
S$2,479
for 7 nights, 1 apartment
S$354 per night
includes taxes & fees
AQUA - REMODELED 2026! -2 King Beds & Bunks -2 Beach Chairs & Umbrella INCLUDED!
Brand new lazy boy glider chairs with a direct view of the ocean
Large heated pool with a lot of seating and a cocktail bar right next to it
Boardwalk beach resort building
Beautiful view of the ocean and beach from the balcony
Exceptional
(94 reviews)

Spacious Luxury Beachfront Condo with Amazing Views of the Ocean

Panama City Beach

9% off
S$2,866
for 7 nights, 1 apartment
S$409 per night
includes taxes & fees
Spacious Luxury Beachfront Condo with Amazing Views of the Ocean
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • 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)
  • Water Planet (11.5 mi / 18.5 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:

  • Edgewater Gulf Beach (16.3 mi / 26.2 km)
  • 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)

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.