Holiday houses in Callaway

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!

Family · Value · Cleanliness

Callaway's Casita

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.

Family · Location · Beach

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.

Value · Family · Amenities

Pool | No Crowds | 25 Mins to Beach | Kitchen

🌿 Escape to CovaCabana — Your Private Couples Oasis A quiet GUESTHOUSE retreat made for couples who want rest, privacy, and a bit of magic. Tucked into Panama City’s historic Cove Terrace, you’re close to everything, but worlds away from the noise. 🛏️ Designed for Comfort, Sleep & Connection ☞ Luxurious king bed (guests rave about the sleep) ☞ Ultra-soft bamboo linens, plush towels & robes ☞ Spa-style walk-in shower ☞ Full kitchen + curated coffee bar ☞ Record player with vinyl collection

Location · Value · Hospitality

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.

Value · Family · Long stay

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

Location · Family · Check-in

Speakeasy Finca Unit B Sleeps 3

Centrally located to StAndrews Downtown , Beaches only minutes away. Entire unit to yourselves with all amentites. Property has enough parking for trailer boat etc for guests. The property is 750 sqft unit 1-1 full kitchen, living room with extra bed sofa trundel, Bedroom seperate with Queen size bed along with closet. Outside we have patio set and grill bbq.The property has 2 other units which also can be rented as well together check for availibility enjoy with entire family together onsite.

Location · Value · Indoor spaces

Homestead haven

Enjoy your stay at a two bedroom guesthouse all to yourself. Our homestead has plenty of dogs, chickens, and ducks that we are always more than happy to introduce to our guests if they request. Ample parking and even a space to park a motorhome or RV. Located in a prime location and less than a fourth-five minute drive to the beautiful Mexico beach or Panama City beach. If you’re looking for food you are right up the street from one of the top rated seafood and BBQ restaurants in bay county.

Value · Family · Backyard

Bay Beach Bungalow waterfront family vacation home

Bring the whole family to your waterfront getaway. Enjoy your own St. Andrews Bay Beach access, including your own dock. Experience over water dining, fishing, sunbathing, Kayaking, or SUP. Watch for birds, turtles and dolphins. 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 bay views, your own bay beach and space. Absolutely no weddings or parties are allowed.

Location · Family · Walkability

Military/LT Discounts*Lux*Waterfront-Pets/Kayaks

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.

Location · Family · Backyard

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.

Value · Family · Condition

2BR Near Downtown, Bay, & Beach | Dreamer

Welcome to our stylish 2-bedroom sanctuary! Perfect for up to 4 guests, our eclectic home blends comfort and charm. Our place features: - 2 cozy bedrooms with king and queen beds 💤 - Fully stocked kitchen for all your culinary needs 🧑‍🍳 - High-speed Gigabit WiFi + Smart TV for entertainment 🛜 - Just minutes from Historic Downtown Panama City 🍻 - Walkable to hospitals—ideal for traveling healthcare professionals 👩‍⚕️

Location · Value · Nearby