Holiday rentals with a kayak in Callaway

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Callaway

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Freeport

5 out of 5 average rating, 30 reviews

Waterfront Bay Access Cottage

🌊 **Secluded Waterfront Cottage Getaway Nestled off the beaten path, our bayfront retreat is just 10 miles from Santa Rosa Beach. Enjoy a private boat launch, dock, and a 45-min boat ride to Crab Island. Whether you're into fishing or relaxation, our spot has it all. Cast a line off the dock, grill your catch on the large back porch, or simply unwind by the outdoor fire pit. Complimentary kayaks await your bay adventures. Book now for a serene escape where nature, fishing, and relaxation meet!

Guest favourite

Condo in Panama City Beach

4.88 out of 5 average rating, 124 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

Top Guest favourite

Houseboat in Panama City

5 out of 5 average rating, 27 reviews

Historic Tugboat on St.Andrews Bay - Secluded Dock

Enjoy nature aboard this 1946 tugboat on a 400 ft. private dock in St. Andrews Bay. Watch as the sun sets over the bay, enjoying a glass of wine on the padded teak lounge chairs at the stern of the boat. You might see dolphins feet away from the dock, herons, ospreys, seagulls and pelicans diving for a meal. You might even spot one of our resident bald eagles or the occasional manatee. Walk, bike or drive to the heart of vibrant St. Andrews and its renowned restaurants, many with live music.

Guest favourite

Cabin in Youngstown

4.96 out of 5 average rating, 84 reviews

River fishing dock, playground, games, 23mi beach

Book today to make extraordinary memories at the Big Dipper Lodge, a remote log cabin with amazing waterfront views and a gameroom! Enjoy fishing & kayaking from the private dock! Visit Econfina State Park & swim at Pitt, Sylvan, & Wiliford Springs (9mi), drive to white sandy clear blue water beaches. Stroll through historic St Andrew's Bay (10mi) or the Panama City Beach Boardwalk (24mi). Explore the Florida Caverns (47mi). 28mi from ECP Airport. Stargaze to spot the Big Dipper! Book today!!

Superhost

Townhouse in Panama City

4.63 out of 5 average rating, 46 reviews

Nautical Escape Across From The Beach ⚓️

This is a beautiful, remodeled three bedroom, Panama City Beach/Gulf Coast vacation townhome that has an AMAZING LAGOON VIEW from the balcony, nautical accents throughout. Experience all of the beauty, relaxation, and entertainment that a PCB vacation has to offer. BRING YOUR OWN BOAT or JET-SKI with our shared BOAT DOCK and your tennis and pickleball rackets as well for our community courts. Surrounded by water, this condo has a perfect location. Easy 5 min walk to beach and nearby shops.

Guest favourite

Cottage in Panama City

4.93 out of 5 average rating, 124 reviews

5 Eastbay Fishing water front with dock and slips

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!

Guest favourite

Home in Panama City

5 out of 5 average rating, 6 reviews

Fish Tale Cove

Welcome to Fish Tale Cove- a bass slayers dream! Nestled on the edge of White Western Lake, this home unit has everything you need to escape the city, all while maintaining proximity to a number of other desirable attractions such as the recreational bliss of Econfina Creek (approx. 12 mi), the white sandy beaches of Panama City Beach (appox. 25 mi), and the otherworldly experience of the Florida Caverns (approx. 50 mi). Guests must be 25+ years of age or minors accompanied by an adult.

Superhost

Home in Panama City

4.95 out of 5 average rating, 38 reviews

Free night stay with fishing charter booking!

Waterfront remodeled manufactured home offers amazing views from its oversized deck. Private boat dock with slips. The pass is just a 15 min boat ride away. Visit shell island!. Bring your Boat/Jet-skis as the water is just steps away. I offer additional units for friends/family gatherings. Please note the distance from PCB is about a 30 min. Public boat ramp 1/4 mile away. Complementary Kayaks and paddle board.Fishing charters option available! Grill from the deck and catch a sunset!

Superhost

Home in Laguna Beach on the Gulf of Mexico

4.9 out of 5 average rating, 10 reviews

6bd 4ba lake home w gameroom close to the beach!

Lakefront home 165 steps to direct beach access #77! Attention paid to every detail. Three-tiered deck creates an ambiance and feel that just can't be beat. When not at the beach, enjoy paddling around the lake & fishing since the home comes with kayaks, canoes, & paddle boats. Record size bass and brim in this lake! On the other side of the lake is a bar/restaurant; walk or paddle to it if you don't feel like cooking. Unlike many vacation rentals, this place has plenty of parking!

Superhost

Cottage in Panama City

4.89 out of 5 average rating, 111 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 favourite

Home in Southport

5 out of 5 average rating, 14 reviews

Lake Front Rental in Panama City with Dock

Escape to our enchanting lakefront haven nestled on the shores of Deer Point Lake! Our newly constructed cottage boasts panoramic lake views. Enjoy the lake from the patio or catch some fish from the private dock. Explore the lake with our kayaks provided and gather around the lakeside fire pit for s'mores under the stars. Just a short drive from Panama City Beach and Pier Park, our retreat offers the perfect blend of relaxation and adventure.

Guest favourite

Guesthouse in Panama City

4.87 out of 5 average rating, 136 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.