
Family-friendly holiday rentals in Callaway
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Callaway

Total holiday rentals
Explore 60 holiday rentals in Callaway

Nightly prices starting at
Callaway holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,170 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Callaway holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Callaway rentals

4.8 Average rating
Callaway stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Callaway
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Water front amazing views and private beach
Cute and cozy 550 sq ft bungalow perfect for couples. Located directly on the bay. Boat ramp 1/4 mile away. Boat dock with slips in your backyard! Work from the kitchen table and watch boats go by. This duplex offers breathtaking views. Fish from your backyard or off the newly built dock. PCB is a 30 min. drive. Mexico Beach is 18 mi. Large back deck, amazing sunsets. Fishing charter option available. Complementary paddle board and kayaks! Quiet and a great place to reset, relax and reconnect!

Bay Beach Bungalow waterfront family vacation home
Bring the whole family to our waterfront getaway. Enjoy your own St. Andrews Bay Beach access, including private dock. Experience over water dining, fishing, sunbathing, Kayaking, or SUP. Enjoy Dolphins, Turtles, and Birds. Bring your own boat and anchor offshore, or rent a boat from the marina right across the street. This is a great family destination. Trust us with your vacation, relax and enjoy the private bay beach, views and space. Absolutely no weddings or parties are allowed. Thank you

Shell Island Luxury Coastal Inspired 4-Bedroom
You and your family & friends will enjoy the quiet neighborhood of Callaway Corners! There is a small playground just 2 houses down. There are plenty of restaurants and shops within blocks, plus Tyndall and Sacred Heart Hospital are only 10 minutes away! The beach at Saint Andrew's State Park and Mexico Beach are only 30 minutes away! This home is basically brand new; built in 2021 with beautiful finishes. The main bedroom features a king size bed with custom upholstered bed and down comforter.

"The Wine Cellar" Perfect Private Getaway
Perfect spot for a getaway & on a budget. The ever popular "Wine Cellar" at The Hideaway Panama City, is a quiet, cozy efficiency apt w/private entry. Approx. 650 sq. ft., 7' high ceiling, French wine barrel table, Luxury queen bed, bath & full kitchen. Relax & enjoy our 2 decks w/Bay views & dolphin sightings. Be just steps away from door to the water. Boat mooring. Fish, paddle board or kayak. Bicycles avail too. We are a Super Host with 7 other homes on the property. Dog Friendly.

Luxury Retreat - Pickleball Court - PS5
Welcome to your ultimate beach getaway! This luxurious second-floor unit offers the perfect blend of comfort, style, and convenience. Boasting peek-a-boo water views of the bay across the street, you'll start each day with a glimpse of paradise. Just a 9-minute drive from the pristine white sandy beaches and St. Andrews State Park. Close to the marina and dining hotspots. The property features its very own pickleball court, perfect for some fun and friendly competition during your stay!

Waterfront-Pets/Kayaks*LT Discounts
Escape to tranquility at our professionally decorated 3-bedroom retreat nestled along the serene waterfront of Callaway Bayou! This waterfront haven promises a perfect blend of comfort, style, and adventure, offering a dreamy getaway for families or groups seeking relaxation and recreation alike. The house offers 2 master suites with amazing views and en-suite bathrooms. Discover beaches, charming local shops, restaurants in Mexico Beach or Panama City/PCB, all just a short drive away.

The Bunkie on Wetappo Creek
Enjoy a tranquil getaway in this cozy and comfortable studio cottage overlooking the water. Are you working remotely and looking for the perfect retreat space? A couple looking to leave it all behind for a bit and recharge? Come and enjoy the peaceful sounds of happy birds and whispering pines, all while being a short 15 minute drive away from the Gulf of Mexico and its white sand beaches. This private and peaceful space surrounded by Mother Nature invites you to relax and unwind.

Mother-in-law studio near St. Andrews
This is a newly remodeled studio apartment in Panama City. It is less then 1 mile to the restaurants in St. Andrews and is 20 mins away from Panama City Beach. It has a queen size bed, 1 bathroom and a small kitchen; great for two people. Everything in the apartment is brand new. It also has a covered patio with furniture for lounging. This is a small and cozy place but has great access to all the activities in the area. Wifi with Amazon Prime is included.

Sweet Studio in the Cove
Relax in the peaceful studio apartment located in the Historic Cove neighborhood. The Studio is attached to the main home but is self contained with private entrance and access to backyard.conveniently located near Downtown Panama City, Historic St Andrews and 11 miles to the worlds most beautiful beaches. There are restaurants,bars,coffee shops close by. Walk to the bay for a beautiful sunset view or for a morning coffee just a few blocks away.

Cozy Cul-de-sac
This home has recently been renovated, with a full kitchen & dining area, 2 baths, 3 bedrooms, 2 living spaces, one with an overhead nook, and 2 separate entertainment areas. Situated just 15 min from historic St. Andrews, and 30 min from Panama City Beach(W) and Mexico Beach(E). There are 4 smart TVs, a foosball table, and upstairs a comfy couch and table for reading and board games. Lastly our loft with two beds gives that camping like feel.

Pineapple Paradise By The Bay
THEMED HOUSE! Enjoy a relaxing experience at 3 bedroom, 2 bathrooms, house, with a game room and pond in the backyard with your very own ducks. We have turned this into a fun, fancy, fantastic experience. From the jungle to the bottom of Davey Jones Locker where the pirates & mermaids are. We are 15 minutes from Mexico Beach & 30 from pcb. Queen pullout couch and twin mattress and two child cots. Minutes from stores.

"Bliss On The Bay" Guesthouse W/Kitchen
Keep it simple at this peaceful and centrally-located place. We are on the water bring your boat keep it at the dock and only 15 minutes from Shell Island. The entire studio apartment is just minutes from Historic downtown Panama City and St. Andrews Bay where there's local restaurants Hunts Oyster Bar, Uncle Ernie's , Alice's on Bayview and Captains Table .Also inquire about monthly rates.
Popular amenities for Callaway family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Beach Condo with Stunning Gulf Views

Majestic 212 | PCB Beachfront

Summer Ready! | Pool | Foosball | Dog Friendly

Home away from Home And Cozy with Salt Water Pool

The Hydeaway Inlet Beach

Sea 11: Chic Condo/Shabby Building!

*Exclusive 0ceanfront House 4/3 Heated P00L Hottub

Beautiful Gem! Close to St Andrew’s & Shell Island
Family- and pet-friendly home rentals

A Luxury Bayfront Retreat | Resort-Style Pool

~La Conchita ~ Private Pool, Firepit

Walk to dinner at sunset! Pets OK! 15 min to beach

Kenzie Cottage Downtown North Panama City, FL

Cozy Cottage in Florida Panhandle

3BR Pet-Friendly | Walk to Beach | Outdoor Patio

Location! Private Beach/Estates/Rm for boat/Pet(s)

Sunset Dreams TOO • King Bed • 5 Min Walk to Beach
Family-friendly home rentals with a pool

Private Pool, Fire pit, Pet-friendly Home

Sunset Sips on North Wells Street

Pool | No Crowds | 25 Mins to Beach | Kitchen

Vacation Home near Tyndall AFB.

Sleeps 10 | Heated Pool | Game room | steps 2 bch

Lakefront Retreat with Hot Tub, Pool and Fire Pit

Private Pool- Mins to 30A-Golf Cart- Bikes!

Surf Shack: Fire pit, arcade, pool, 4 min to beach
When is the best time to visit Callaway?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £108 | £124 | £112 | £123 | £138 | £139 | £121 | £97 | £108 | £100 | £111 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
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- St. Andrews State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Blue Mountain Beach
- Aqua Resort
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- St. Andrew State Park Pier
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