Family-friendly holiday rentals in Callaway

Cottage in Long Point Park

A scenic view of a wooden dock extending into the calm water, bordered by lush greenery. A lounge chair sits on the grass nearby, complemented by a potted plant. The tranquil blue sky reflects off the water, enhancing the serene outdoor setting.

4.95 out of 5 average rating, 132 reviews

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!

4.93 out of 5 average rating, 195 reviews

The view from a large window showcases a vibrant sunset over the bay. Two Adirondack chairs are positioned on a deck outside, framed by palm trees. The tranquil waters reflect hues of orange and pink, creating a serene atmosphere.

Home in Long Point Park

Bay Beach Bungalow waterfront family vacation home

Bring the whole family to this beachfront getaway. Enjoy the large backyard with direct 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 expansive sunrise bay views and family time. No weddings or parties are allowed.

4.92 out of 5 average rating, 157 reviews

The exterior of a remodeled single-story house is showcased, featuring a well-maintained lawn and decorative palm trees. Windows with shutters add character to the home, while a stone border frames the landscaped area, contributing to a welcoming ambiance.

Home in Panama City

Beautiful 3 bedroom house quite neighborhood

Relax and enjoy your vacation days with your loved ones at this beautifully decorated, freshly remodeled house in a quiet neighborhood at the end of the street. Awake rested & refreshed in our top of the line beds along with ultra soft and comfortable bedding. The cozy & private master bedroom features king size bed with a premier purple mattress as well as a private exit through the master bathroom onto the screened in back patio. The furnished serene patio is also a perfect place to unwind.

Guest house in Wewahitchka

A rustic studio cottage is set among tall pine trees, featuring a wooden exterior with large windows. A spacious deck is equipped with a pair of wooden chairs, inviting relaxation outdoors. The surrounding landscape displays natural vegetation with a blend of grasses and tree stumps.

5 out of 5 average rating, 100 reviews

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.

4.83 out of 5 average rating, 121 reviews

A cozy living room features a spacious sectional sofa and a ceiling fan, providing comfort and relaxation. Natural light pours in from the windows, illuminating the room's neutral tones and tiled flooring. A coffee table and decorative plants add to the inviting atmosphere.

Home in Lynn Haven

Relaxing Getaway – 3BR Home Near Panama City Beach

Welcome to your perfect beach escape! This beautifully furnished 3-bedroom, 2-bath home is the ideal spot for families, groups, or remote workers looking to enjoy everything Panama City Beach has to offer, without the hustle of the main tourist strip. Located in a peaceful neighborhood just a short drive from Panama City Beach, Pier Park, and St. Andrews State Park, you'll have quick access to white-sand beaches, amazing restaurants, shopping, and outdoor adventures.

Guest suite in Panama City

A spacious bedroom features a large queen size bed with blue and yellow accents. A desk and two chairs are positioned against a light blue wall, complemented by a round mirror. A piece of artwork depicting a pier adds a serene touch to the room.

4.9 out of 5 average rating, 316 reviews

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.

4.95 out of 5 average rating, 244 reviews

The exterior of a charming single-story home is displayed, featuring light blue walls and a black roof. A small porch is visible, with two chairs. A grassy yard contains a seating area and a barbecue grill, surrounded by lush greenery.

Home in Panama City

Panama City Oasis: Perfect for Relaxation

Charming & Centrally Located Home in Panama City Looking for a cozy getaway? This quaint home is just 1 mile from historic downtown Panama City on St. Andrew's Bay. White sand beaches and turquoise waters are a short 20-25 min drive away. Enjoy local restaurants, bars, coffee shops, and shopping nearby. Note: This property is not on the beach side, but there’s still plenty to explore. Check out my recommendations for the best local spots!

4.9 out of 5 average rating, 132 reviews

A cozy living area features a gray sofa positioned across from a light-colored coffee table. Large windows with turquoise curtains allow natural light to illuminate the space. A stylish lamp and a cabinet with open shelving add functional and decorative elements to the room.

Home in Panama City

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.

Guest house in Panama City

A charming sleeping area is furnished with a black metal bed, adorned with decorative pillows in coral and white. A small nightstand holds a lamp, providing soft light, while a wooden chair and a vibrant wall decor piece add a touch of character.

4.88 out of 5 average rating, 178 reviews

"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.

4.98 out of 5 average rating, 186 reviews

The exterior of the unit is shown, featuring a concrete driveway leading to the entrance. A fence borders the property, with a grassy area on the left. The building has a light-colored façade with a blue-pitched roof and a front door. A white picket fence is visible in the foreground.

Home in Biltmore Beach

The Sand Dollar • King Bed • 6 Min Walk to Beach!

🌅 • Welcome to the Sand Dollar! • 🌅 Just steps away from the beach! (Beach access 9). Enjoy pulling right up to your door and staying in a quiet residential neighborhood, while still only being a 6 minute walk from the sandy beaches of PCB! This home is a hidden gem on the east end of PCB, where the beach meets the bay, and local favorites are all around.

Guest suite in Panama City

A compact living area features a dark wood dining table with two stools facing a sleek television. A white refrigerator and microwave are visible in the kitchen, accompanied by light cabinetry. Natural light filters through a window covered with dark shades.

4.77 out of 5 average rating, 339 reviews

1 bed1 bath studio apartment 4 miles from beach!

1 bedroom 1 bathroom studio apartment 4 miles from beach! Very safe and quiet neighborhood . Great for 1-2 guest only! Living area, kitchen , tv and wifi provided! Own private entrance and single car driveway. Great rental for business travelers and vacationers! Cheap, clean and safe ! Absolutely smoke free unit !! No smoking inside unit !

4.87 out of 5 average rating, 163 reviews

A cozy studio features a spacious bed adorned with a light blue quilt. A small table lamp provides soft lighting beside the bed. A window with blue curtains allows natural light. A kitchenette area includes a microwave and mini fridge, complementing the inviting space.

Flat in Biltmore Beach

Coral By The Gulf

Just 140yards to beach access, this small and quaint studio has a private entrance, full bathroom with beautiful walk-in shower, coffee bar equipped with a keurig, microwave and mini fridge. This studio also has a private balcony. Perfect for a couple's beach getaway.

Popular amenities for Callaway family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A bright and open living area features large glass doors leading to a spacious balcony with ocean views. Soft furnishings include a light-colored sofa and armchair, paired with a round coffee table. A dining table for four and stylish decor elements complete the inviting space.

4.93 out of 5 average rating, 135 reviews

Owner-managed Gulf-front beauty w/chair service!

A spacious balcony overlooks the sandy beach and ocean waves, with two lounge chairs positioned for relaxation. The vibrant orange wall adds a bright touch to the exterior, while the horizon reveals the shoreline stretching into the distance.

4.89 out of 5 average rating, 237 reviews

Splash Beachfront Resort - 12th floor*mini crib

A living area with neutral-toned furnishings is complemented by decorative pillows featuring beach themes. A large area rug with a starfish design is placed beneath a coffee table. Expansive glass doors reveal a stunning view of the ocean and sunset from the private balcony.

4.84 out of 5 average rating, 136 reviews

BEACHFRONT CONDO🌴PCB BEST SUNSETS🌅Shores of Panama

4.98 out of 5 average rating, 117 reviews

A spacious studio room showcases a large bed adorned with striped linens. Floor-to-ceiling glass doors open to a private balcony with ocean views. Two chairs and a small table are positioned near the window, complementing the light-colored wood flooring and teal accent wall.

Apartment in Long Beach

Amazing Beachfront Studio, Beach Service Included!

4.95 out of 5 average rating, 141 reviews

Home in El Centro Beach

Hot Tub! Fire Pit! Walk to Beach! Pets Allowed

4.99 out of 5 average rating, 235 reviews

A spacious studio room features a king-sized bed with comfortable bedding, flanked by two cozy armchairs. Bright natural light streams through the sliding glass doors, which open to a private balcony with ocean views. Decorative elements include beach-themed wall art and a stylish area rug.

Apartment in Long Beach

Upscale Beachfront Studio! Beach Service Included!

A comfortable living area is furnished with a leather sofa, accent chairs, and a coffee table. Large sliding glass doors open to a private balcony with ocean views. A coastal-themed painting complements the decor, while the light-colored walls enhance the bright atmosphere.

4.76 out of 5 average rating, 197 reviews

BeachFront Fun, Tikki Bar, OlympicPools-Summit1124

Home in Panama City Beach

A spacious living area features a plush sofa and two accent chairs, arranged around a circular coffee table. A wall-mounted TV and a modern gas fireplace are visible. Sliding glass doors lead to a balcony, providing views of the Gulf.

5 out of 5 average rating, 151 reviews

Gulf Front Penthouse - Panama City Beach

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 107 reviews

A living room is depicted, featuring a comfortable seating arrangement with a plaid couch and coordinating armchair. A wooden coffee table sits at the center, complemented by decorative items. Natural light enters through checkered window treatments, and a mounted television is visible on the wall.

Cottage in Lynn Haven

Charming Coastal Cottage

Townhouse in Holiday Beach

A cozy corner of the living space features a small Christmas tree adorned with holiday decorations. Two comfortable chairs, one gray with a yellow accent pillow and one brown, flank a small table. A vibrant wall covering with leafy patterns adds a lively touch to the room.

4.93 out of 5 average rating, 195 reviews

Private Backyard | Pet Friendly | Sleeps 4

Guest house in Port St. Joe

The spacious studio features a Queen 'Select Comfort' bed, complemented by two nightstands and a lamp. Large windows bring in natural light, while a stylish chair adds comfort. A decorative rug enhances the room's charm, and air conditioning is provided for comfort.

4.96 out of 5 average rating, 300 reviews

Carriage House on the Beach

4.95 out of 5 average rating, 401 reviews

An outdoor deck area is furnished with colorful chairs, including a red and a blue adirondack chair. A small wooden table is placed between them. Potted plants add greenery, while a grill is partially visible in the foreground. The entrance door is located in the background.

Flat in Panama City

The Pelican's Nest -Perfect Private Spot w/Views

4.96 out of 5 average rating, 100 reviews

A log cabin sits in a serene landscape by the water, surrounded by lush greenery. A private dock is visible, featuring two chairs and a colorful kayak resting by the shore. The cabin's expansive windows reflect the natural light, enhancing the tranquil setting.

Cabin in Youngstown

River fishing dock, playground, games, 23mi beach

Home in Silver Sands Beach

A bright and airy living room features light teal walls and ample natural light from the large windows. Two brown leather sofas are positioned adjacent to a modern glass coffee table. A small desk and chair are visible in the corner, adding functionality to the space.

4.95 out of 5 average rating, 172 reviews

Mermaid Dreams-Sleeps 7, Pet, 6 min walk to beach

Tiny home in Bahama Beach

The exterior of the shaker cottage is showcased, featuring natural wood siding and a vibrant blue front door. A wooden walkway leads to the entrance, bordered by small gravel and a tropical palm tree, creating an inviting approach to the accommodation.

4.91 out of 5 average rating, 499 reviews

The Cedar Blue-Tiny house 1 block from the Ocean!

Guest suite in Bahama Beach

A wide, sandy beach stretches along the shoreline of Panama City Beach, with gentle waves lapping at the shore. The clear blue sky and calm water create a serene atmosphere. In the distance, low-rise buildings and palm trees are visible against the horizon.

4.78 out of 5 average rating, 253 reviews

Everything you need just steps from the beach

Family-friendly home rentals with a pool

The spacious studio features two queen beds with woven headboards and decorated with beach-themed pillows. A sofa sits against the wall, and large windows allow natural light to fill the room. A small outdoor patio is visible, framed by light blue curtains.

4.94 out of 5 average rating, 112 reviews

Newly Renovated Beach Studio Condo

A balcony table is set for relaxation, featuring a bottle of champagne and four glasses. Colorful chairs surrounding the table offer comfort, while the view overlooks a sandy beach and calm ocean waters, under a clear blue sky.

4.91 out of 5 average rating, 207 reviews

Beachfront Penthouse! FREE beach service! 3 pools!

Apartment in Bahama Beach

4.94 out of 5 average rating, 118 reviews

Nov Escape f/ 1-6, 2 Bd Condo, 2 min walk to Beach

A cozy living area is highlighted by a blue sofa adorned with colorful pillows, complemented by a decorative floral painting on the wall. Large glass doors lead to a balcony, offering unobstructed views of the Gulf and natural light filtering through sheer curtains.

4.88 out of 5 average rating, 204 reviews

Beachfront With King Bed & Heated Pool

A private balcony offers views of the ocean and beach. Two green chairs are positioned by the railing, overlooking the sandy shoreline where beach umbrellas are set up. The sound of waves can be imagined, creating a serene atmosphere.

4.98 out of 5 average rating, 111 reviews

Pelican Watch @ The Continental *312

A well-furnished bedroom features a spacious bed with a blue and white patterned quilt. Decorative pillows add comfort, while teal bedside lamps provide soft lighting. A large window offers views of the ocean, complemented by golden curtains and a sliding glass door leading to the balcony.

4.88 out of 5 average rating, 119 reviews

Gulf Coast Charm with pool and gym

The living area features large windows that offer expansive views of the ocean and coastline. A comfortable seating arrangement includes a light-colored sofa and chairs, complemented by a stylish coffee table. Decorative accents, like plants and artwork, enhance the space's modern design.

4.92 out of 5 average rating, 146 reviews

Beachfront-2/2*Pools*Hot tubs*Spa*Corner best view

The spacious living area features light wood flooring and a well-equipped kitchen with modern cabinetry. A large island with seating is present, while the lounge area includes a comfortable sofa and access to a balcony showcasing panoramic views of the surroundings.