Vacation rentals with a kayak in Callaway

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Top-rated kayak rentals in Callaway

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Guest favorite

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.

Cottage in Long Point Park

4.95 out of 5 average rating, 128 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!

Guest favorite

A pool area features a large, inviting swimming pool adorned with lounge chairs under a bright blue sky. Nearby, beach loungers with an umbrella are visible on a sandy beach, providing a relaxing spot for sunbathing.

Condo in Sunnyside

4.89 out of 5 average rating, 139 reviews

Fins Up Carillon/30A 1st flr/Pets ok/FULL kitchen

Welcome to Fins Up @Carillon. Minutes to Rosemary & Seaside. Newly renovated studio with full kitchen,king bed, pullout sofa & twin air mattress. Perfect location mins to 30A activities/ 15 mins to Pier Park. 5 pools onsite (1 heated), hot tub, playground, tennis/pickleball/basketball courts, 8 beach access points. Lake Powell Pizza, Our Little Beach Cafe onsite. General store onsite with bike rentals. Condo backs to Lake with a 5-7 minute walk to beach. No traffic here, private beach

Guest favorite

A well-appointed living area features a comfortable sofa adorned with decorative pillows and illuminating lamps on either side. A wooden coffee table sits in front of the sofa, while a kitchenette with modern appliances is visible in the background. Natural light filters in through a nearby window.

Condo in Sunnyside

4.95 out of 5 average rating, 106 reviews

Near 30A, 2nd Floor condo Lake View, Private Beach

Located in an exclusive community, Carillon Beach Resort Condo, is in a beautiful neighborhood featuring a canopy of oak trees lining the paved sidewalks. Guests enjoy eight walkover access points to 3900 feet of sugar sand beach. You'll find shopping, restaurants, a cafe, a salon, and even a fitness center on Carillon Market Street. Paddleboarding, kayaking, and bicycle rentals are available on-site at Shiprwrecked LTD. This home is two-and-a-half miles from Rosemary Beach, with restaurants.

Top guest favorite

A scenic waterfront view captures a modern home with large windows reflecting the colorful sunset. A boat is docked at a covered structure, surrounded by calm water. Palm trees and homes are visible in the background, completing the serene landscape.

Home in Lynn Haven

5 out of 5 average rating, 16 reviews

Waterfront Home - Dock & Pool

Make memories by the water, whether you're in town to house-hunt or vacation. Enjoy lounging by the pool, watching dolphin or manatee, fishing off of the dock, or exploring the area and its sugar sand beaches. This modern luxury home offers spacious accommodations and gorgeous sunsets. If boating or fishing is on your agenda, the dock accommodates vessels up to 80'. The Gulf of Mexico and Shell Island are just minutes away with no idle zones to slow you down once you're outside of the bayou.

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, 45 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.

Top guest favorite

A collage displays various aspects of the Emerald Beach House. The top left shows a serene beach with soft white sand and a vibrant blue ocean. The top right features a modern living area with comfortable seating. The bottom left highlights the charming exterior of the house, complemented by a spacious lawn. The bottom right presents an aerial view of the beautiful coastline.

Home in Biltmore Beach

4.98 out of 5 average rating, 61 reviews

New House/Sleep 6/ Walk to Beach/Pet Friendly

Your paradise beach home in the heart of it ALL! Close to the beach to Watch the gorgeous sunsets, play all day in the emerald waters, make memories in the sugar sands! **Pet Friendly ★ Brand new build, new appliances ★ Modern Furnishings & Stylishly Decorated ★ 2 Bedrooms/ 2 Full Bathrooms ★ Fully stocked kitchen for cooking ★ Ring Doorbell and camera for your security ★ Walk to Beach ★ Free parking ★ 24/7 concierge ★ Fast Wifi -This stylish place to stay is perfect for group trips.

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, 182 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!

Guest favorite

Cottage in Panama City

4.89 out of 5 average rating, 121 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

4.96 out of 5 average rating, 28 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.

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 Holiday Beach

4.98 out of 5 average rating, 42 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, 168 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.

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Home in Long Point Park

4.77 out of 5 average rating, 69 reviews

2 miles to Tyndall AFB with dock and slips on bay

Free night stay with fishing charter booking. Newer mobile home with updated renovations.Private boat dock with slips. Amazing sunsets from private beach. This quiet fishing oasis is just steps to St. Andrews Bay. Public Boat ramp 1/4 mile away. 15 min boat ride to the pass./Shell Island.Tyndal main gate 2 miles away. 30 min to PCB. Kayaks and paddle board available.