Family-friendly holiday rentals in Callaway

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

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!

Callaway's Casita|Close to Tyndall|Pet friendly

Welcome to Callaway’s Casita! This cozy retreat is located halfway between Panama City Beach and Mexico Beach (~21 miles each way) and just 10 minutes from Tyndall Air Force Base. This entire home sleeps 2–3 guests and features one bedroom with a queen bed, one oversized couch, one bathroom, a private fenced backyard, grill, fire pit with seating, and side-gate access. Enjoy a peaceful stay close to beaches, dining, and local attractions, with easy self check-in and a quiet neighborhood setting.

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.

A Luxury Bayfront Retreat | Resort-Style Pool

Welcome to The Treehouse, a luxury bayfront getaway designed for guests who want something truly special. Nestled away in a prime location, our organically designed single-family private oasis provides an ideal home base for exploring nearby beaches & attractions. Featuring a resort-style heated pool, private dock, 2 kayaks, outdoor grill & dining area, fire pit, and much more. Discover the blend of modern design and homely comfort that makes this rental a unique choice for your next adventure.

The "Heather Marie" - Stylish and Modern Rambler

Discover coastal comfort in our newly renovated, stylish home on the Emerald Coast. Perfect for families, professionals, and groups seeking modern amenities. Enjoy premium features including stainless appliances, quartz countertops, dual bathroom vanities, spacious living areas, and a large fenced yard. Centrally located: 4.5 miles - Tyndall AFB 6 miles - Ascension Sacred Heart Bay 6.5 miles - Downtown Panama City 8.5 miles - HCA Florida Gulf Coast Hospital 16 miles - Panama City Public Beach

Home away from Home And Cozy with Salt Water Pool

Located in a nice safe neighborhood this house is about 2,000 sq ft and has everything you will need and love. You also can soak up the sun laying next to the pool out back, or you can take a 10 to 15 min drive and be standing with your toes on the white sandy beaches in Panama City Beach. There is a Hot Tub out back by the pool you can enjoy after a long day. There will be fresh linens and towels upon arrival. You will feel right at home here! Come check it out and see for yourself.

Heated Pool | King Bed | Kitchen | Quiet Retreat

🌿 Welcome to CovaCabana A quiet guesthouse retreat tucked into Panama City’s historic Cove Terrace. You’ll be close to everything, but worlds away from the noise. Perfect for couples who want rest, privacy, and a bit of magic. Comfort, Connection & Sleep ☞ Luxurious resort style king bed ☞ Ultra-soft bamboo linens, plush towels & robes ☞ Spa-style walk-in shower ☞ Full kitchen + Nespresso and drip coffee bar ☞ Record player & vinyl collection & Bluetooth speaker ☞ Private Entrance

3BR/2BA Bayfront Home w/prvt. bch. Dog friendly

We are located in the beautiful historic neighborhood of St. Andrews. This is not just a 3BR/2BA house for rent, it was the family home of the current owners . Newly renovated, it feels like a home away from home for guests. The house is fully stocked for comfort & is pet friendly. Private beach, huge bayside yard w/deck, incredible views day and night. Everything you need for supplies, dining, shopping and entertainment is within one to two miles of the house.

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.

Classic cottage in the Cove

Welcome to a classic cottage in the cove in historic Panama City. The cove neighborhood was established in 1913. Enjoy the mid century vibe of this cottage with a clean and modern feel. Ample parking in front of the cottage and a cute backyard to enjoy. Great location close to downtown Panama City and Beck ave. Only 11 miles to the beaches. The cottage is a short walk to the bay where you can enjoy a beautiful sunset.