Vacation rentals with a kayak in Callaway

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Top-rated kayak rentals in Callaway

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Top guest favorite

The exterior of the bungalow showcases a heated pool surrounded by lounge chairs and a dining area under an umbrella. A gas grill is visible near the shaded seating areas, set against a backdrop of lush greenery and a clear blue sky.

Home in Inlet Beach

4.97 out of 5 average rating, 110 reviews

New Heated Pool & Interior/Walk to Private beach!

Brand New Heated Pool & all new interior renovation is stunning! Rare Private Beach-easy walk (1 block).. Kid’s Bunk-n-play room -65” Smart TV ESPN, plus 170 channels (Game Day ready) and Ping Pong Table. Newly renovated “Lux Bungalow” is designed for big family entertaining inside and out or cozy adult time poolside or by 2 fireplaces! 3 brms/2.5 baths-sleeps 10! NOTE: For pool, an additional heated daily rate of $45/Day-ONLY for stays Nov through March! NO CONSTRUCTION NEXT DOOR! ALL DONE

Top guest favorite

A private balcony offers unobstructed views of the Gulf of Mexico, showcasing the sandy beach and calm waters. Sunlight reflects off the sea, creating a serene coastal atmosphere. The balcony railing provides a safe space to enjoy the surrounding natural beauty.

Condo in Panama City Beach

4.95 out of 5 average rating, 111 reviews

Slice o’ Paradise | Gulf Front | Balcony | Pool

Gulf-Front Condo with Direct Unobstructed Ocean Views! Enjoy direct ocean views from this 2nd-floor Gulf-front condo. Located steps from the beach and under a mile from Pier Park, this condo offers a private balcony, a heated outdoor pool (winter months only), and a king bed—quick beach & pool access. Perfect for beach lovers, the fully equipped kitchen and high-speed WiFi provide all the comforts of home. Free parking. Perfect for families, friends, and couples. Book your PCB vacation today!

Top guest favorite

Home in Panama City Beach

4.98 out of 5 average rating, 122 reviews

Mini Golf, West End, 0.5 to Beach, By 30A, Yard

Escape to The Palms at Panama City Beach, your ultimate beach getaway! Nestled between PCB's most visited areas—Pier Park and 30A—our prime location offers the best of both worlds, with a short drive in either direction. Just 0.5 miles from the beach and a block from lake + boat access, you'll have endless outdoor activities at your fingertips. For your convenience, The Palms is situated near two airports—ECP and VPS—and features a spacious driveway that comfortably accommodates up to four cars.

Guest favorite

Two blue Adirondack chairs are positioned on a wooden deck overlooking the water. A small table with a potted plant sits between the chairs, providing a comfortable place to relax. The calm bay and dock area can be seen in the background.

Cottage in Panama City

4.93 out of 5 average rating, 131 reviews

Water front bay beach and boat dock

Take it easy at this unique and tranquil getaway. Duplex is 550 square feet on the water. Fish from your backyard or end of dock. Catch breathtaking sunsets on the back deck. Private boat dock with slips Boat ramp 1/4 away. Kayak and explore East St. Andrews Bay. Location is very quiet and peaceful . Walk the shore to the Tyndal bridge and view wild life. 30 minutes to PCB. 18 miles to Mexico Beach. 3 mile to Tyndal Gate. Complementary kayaks/paddle board. Fishing charter option available!

Top guest favorite

The exterior of the cottage is shown, featuring neutral-colored siding and a welcoming entrance. A private basketball court is visible alongside a firepit area surrounded by chairs. Lush greenery and trees line the property, contributing to a tranquil outdoor setting.

Home in Panama City

5 out of 5 average rating, 37 reviews

The Bay House. Walk to the Bay! Dog Friendly

The Bay House @ Historic St. Andrews is a quiet, relaxing retreat among the oak and magnolia-lined streets of St. Andrews. This newly renovated cottage is just minutes from the water and fun. With a firepit, grill and private basketball court in the backyard. Walk to the historic St. Andrews Marina, shops, restaurants, coffee shops, wine bars, breweries, and more. Enjoy paddle boarding, kayaking and fishing - and take the quick drive across the bridge to the World's Most Beautiful Beaches.

Superhost

A person proudly holds a large red snapper while standing on a boat in open waters. The background showcases a clear blue sky meeting the calm ocean. Fishing rods are visible on the surrounding boat surfaces, indicating an active fishing environment.

Home in Panama City

4.89 out of 5 average rating, 37 reviews

102 East Bay Fishing Village bay beach & boat dock

Water view home with boat dock and slips on E. St. Andrews Bay. 15 min boat ride to shell island or the pass. This remodeled manufactured home has a large deck with stunning bay views. water is steps away. I offer additional neighboring units for larger groups. distance from PCB is about a 30 min drive. Public boat ramp less than 1/4 mile away. Kayaks available. Over flow parking on site. Tyndal gate 2mi away. We also offer a fishing charter option. 1 night free with charter booking.

Guest favorite

A panoramic view of the beach and ocean is presented from the penthouse balcony. The clear blue waters transition into vibrant shades of turquoise, while a long pier extends into the horizon. Soft sands line the shore, with small figures walking along the beach.

Condo in El Centro Beach

4.98 out of 5 average rating, 169 reviews

Beachfront Corner Penthouse! 9 Ft ceilings! Views

BeachView Paradise is a beautiful 1 bedroom/1 bathroom BEACHFRONT corner penthouse condo located at Tidewater Beach Resort on the 27th floor with jaw dropping views. Recently renovated down to the studs, it was curated with thoughtful design and high end finishes. A quick elevator ride down and you are right at the pools or the beach. All of this in a beachfront resort full of amenities and a quick walk to Pier Park loaded with restaurants, shopping and family fun. Take a look!

Superhost

Cottage in Panama City

4.89 out of 5 average rating, 115 reviews

Private Water Front Cottage - Panama City, FL

Welcome to Turtle Cove Water-Front Cottage. Do you like to fish right off the bank of your rental? Do you want to be centrally located to beaches, colleges, sports complexes, and restaurants? This 1 bedroom, 1 bunk nook, and 1 bathroom cottage is newly renovated with a beautiful porch perfect for outside dining and sunsets. AND the waterfront canal is the perfect path to the bay on a kayak and paddle board OR just fish right off the bank of the yard. This cozy cottage is perfect!

Guest favorite

The exterior of the home is showcased against a vibrant sunset sky. The structure features multiple levels with large windows, surrounded by lush greenery and palm trees. A wooden deck leads to the entrance, complementing the relaxing atmosphere.

Home in Panama City

4.95 out of 5 average rating, 22 reviews

Organic Design with a Resort Style Heated Pool

Step into a realm of unparalleled luxury with this stunning single-family private oasis. Nestled away in a prime location, our organically designed retreat provides an ideal home base to explore the surrounding beaches and attractions. Featuring a resort style heated pool, a private dock, 2 kayaks, outdoor grill and dining area, fire pit, and so much more! Discover the blend of modern design and homely comfort that makes this rental a unique choice for your next adventure.

Superhost

A welcoming exterior view of the home is shown, featuring a light green façade and a driveway with a six-seater golf cart parked nearby. Palm trees are positioned along the front, providing a tropical ambiance. The entryway is complemented by two comfortable chairs.

Home in Port St. Joe

4.89 out of 5 average rating, 101 reviews

Golf Cart! E-bikes! Heated Pool! Arcade! Fire Pit!

Welcome to "Gone Coastal" Enjoy all that Windmark Beach has to offer with a relaxing stay in this newer home is a 4 bedroom, 2 bath home that is one of the closest homes to the town center and main pool. It is 2 blocks from the beach, a easy 5 min walk or short bike ride to the beautiful white sand of the Gulf coast. This home features all the amenities such as bikes (including two ELECTRIC bikes), 2 paddle boards, and a 6-seater golf cart all included!

Top guest favorite

An outdoor seating area is featured with a large gazebo providing shade. Woven furniture is arranged around a blue and green patterned rug. A vibrant yellow kayak is positioned beside the seating, resting on white gravel. The surrounding landscape is well-kept, enhancing the outdoor experience.

Tiny home in Panama City Beach

5 out of 5 average rating, 28 reviews

Adorable tiny home. Free kayaks. Walk to beach.

Cozy private downstairs studio steps from the water on the lagoon & just a few blocks from the beach. Functional crash pad for your vacay with queen bed & comfy sofa w/ two recliners on a well kept property with on-site owner and long term tenant (both single females) sharing the outdoor space with pool, patio, swings, gazebo, & grill, in a serene Fl. lifestyle setting. Enjoy gorgeous sunsets from your deck w/ everything you need!

Guest favorite

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.

Guesthouse in Panama City

4.88 out of 5 average rating, 147 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 , and the Shrimp boat.Also inquire about monthly rates.