Holiday rentals with a kayak in Santa Rosa Island

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Santa Rosa Island

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

1 of 1 pages1 / 1
Superhost
The studio features two queen beds with white bedding, positioned beside a light wood nightstand. A wall-mounted television is visible, and colorful abstract artwork is displayed above the beds. Large windows offer expansive views of the ocean, with a private balcony accessible.
Apartment in Sandestin
4.81 out of 5 average rating, 216 reviews

Sandestin Resort Studio, Spectacular Bay Views

Our Bayside Studio offers spectacular panoramic views of Choctawhatchee Bay. Located in Sandestin Resort on a quite enclave framed by Florida pines and the fairways of The Links Course, your own personal balcony on the third floor serves as the perfect viewpoint of the Bay. Guests and children will enjoy our relatively low nightly rates but also have access to all the amenities Sandestin has to offer (Beach, golf, tennis, water-sports, spa, nature trails, many kids activities, dining, shopping).

Top guest favourite
Apartment in Fort Walton Beach
5 out of 5 average rating, 131 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

Guest favourite
Townhouse in Destin
4.91 out of 5 average rating, 152 reviews

Harbor-front Oasis| Steps to the Beach

LOCATION, LOCATION, LOCATION! 5-min walk to the beach. 5-7 minute short drive to exciting Harbor Walk Village or Henderson State Park, what more could you ask for? The unit is conveniently situated in a very quiet, safe neighborhood. One of Destin’s most desirable locations. Open, spacious floor plan, dual balconies, water views, activity space in the garage and extra comfortable bedrooms await you. Arrange for a water taxi to pick you up directly from your boat slip-just outside of your condo!

Top guest favourite
A wooden dock extends into Poquito Bayou, featuring a green umbrella providing shade over a seating area. The clear blue water reflects the sky, while the shoreline is lined with lush greenery. Nearby, a flag is visible, indicating a peaceful outdoor setting.
Flat in Shalimar
4.99 out of 5 average rating, 162 reviews

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Top guest favourite
An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.
Apartment in Sandestin
4.97 out of 5 average rating, 178 reviews

Zen Retreat ON Beach | Golfcart*| Oceanview | Pool

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *NO animals

Guest favourite
A spacious outdoor deck features a large wooden table surrounded by matching chairs, all shaded by a large umbrella. The view overlooks the marina with boats docked, palm trees lining the area, and buildings in the distance, creating a serene waterfront atmosphere.
Townhouse in Destin
4.87 out of 5 average rating, 30 reviews

Waterfront Townhome near Destin Harbor Boat Slip

Welcome to our beach getaway in Holiday Isle. Our place has a King size bed w/private shower, 5 minute walk to beach & a boat slip. There is beach access to 4 different beaches, a 30-foot boat slip, & a 300-pound ice machine. We have a kayak & life jackets for your pleasure. This 4 bedroom 2 bath townhouse overlooks the Destin Harbor with a Panoramic view of Destin Harbor from the deck. The Destin water taxi will pick you up at our dock & take you to your destination in the Destin Harbor.

Guest favourite
A wooden dock extends over calm waters, with two gray deck chairs positioned for relaxation. Lush green trees line the shoreline, and a few houses are visible in the distance under a bright blue sky with scattered clouds.
Home in Fort Walton Beach
4.94 out of 5 average rating, 16 reviews

On the water! 7 minutes to the beach!

Bring your boat and your RV. Relax with the whole family in this private water front cottage. 7 minutes to the white sands of Okaloosa Island and 6 miles by boat to Crab Island or just walk out back and paddle the bay. There are 3 public boat ramps with in 2 miles of the property. The waterway will accommodate a draft of 24”. Ferry Street Park and Uptown Station are just minutes away. Everything in the house is brand new and kept perfectly clean and organized so you and yours can relax .

Top guest favourite
A cozy studio features a queen bed dressed in soft linens, flanked by bedside tables with lamps. A comfortable sofa is positioned nearby, complemented by a decorative coffee table. Art depicting sea life adorns the walls, and a stylish chandelier adds character to the space.
Apartment in Sandestin
4.97 out of 5 average rating, 100 reviews

“Sea La Vie” (the Sea is Life) Lasata-Baytowne

BAYTOWNE STUDIO CONDO WITH BALCONY - Lasata #3307 "Sea La Vie" (the Sea is Life)…We welcome you to our cozy and quaint get away on the Bay side/the Village. From the sand to the very sound of the waves, the Sea is the Life we all crave. Come and enjoy the restful pleasures of Baytowne and all it has to offer. There is plenty of restaurants, shopping and beach access across the Hwy (Sandestin Hilton entrance) only a 5 minute drive. After a stay in Sandestin, life will become more manageable.

Top guest favourite
An outdoor dining area features a white circular table surrounded by six adirondack chairs. A partial view of the ocean and sandy beach is visible in the background, under a clear blue sky with few clouds.
Townhouse in Santa Rosa Island
4.99 out of 5 average rating, 74 reviews

Sea Turtle House-On Beach-Townhome-Kayaks/SUP

🏖 Steps from the Ocean | 3BR/3.5BA Townhome w/ Views + Kayaks & SUPs! Relax in this spacious 3-story townhome—literally steps from the beach! Enjoy breathtaking ocean views, modern comforts, and everything you need for fun in the sun. 🛏 Sleeps up to 12 comfortably 🛌 Beds 1 King, 3 Queens (1 pullout) & 2 sets of bunks 🛁 3 full baths + 1/2 bath 🚗 Parking for 4 cars 📶 Fast Wi-Fi + computer monitor 📺 4 Smart TVs 🚣‍♂️ 3 Kayaks, 2 SUPs, beach chairs, umbrellas, boogie boards, beach toys!

Guest favourite
Townhouse in Miramar Beach
4.88 out of 5 average rating, 129 reviews

Gulf Walk * House with Pool & Golf Cart included

Golf cart included in 7 nights stay! Enjoy a beach equipped garage with golf cart, backyard pool, and plenty of space for families or groups — all in one of Miramar Beach’s most desirable locations. This beautifully designed 2BR / 2.5BA townhouse is located in the popular Gulf Walk comm just a short 5-minute walk or 1-minute golf cart ride to Private Beach. With custom coastal-modern design, high-end furnishings, and thoughtful details throughout, this home is the perfect beach getaway.

Guest favourite
Apartment in Miramar Beach
4.87 out of 5 average rating, 108 reviews

Alerio D202: Gulf Beach Escape

This beautiful condo is a 3 bed/2 bath perfect Destin vacation rental with spacious accommodations for up to 7! It’s located in a newly developed area just across the road from the beach. Enjoy a short walk to the beach or open your windows and smell the fresh ocean air from the patio Everything within this space is updated with a modern feel including brand new living room furniture, USB lamps throughout, hardwood flooring, granite countertops and a large balcony that faces Scenic Drive

Guest favourite
The image displays a large lagoon-style pool surrounded by palm trees and tropical landscaping. Lounge chairs in blue and white are positioned along the poolside. A shallow entry area can be seen, along with a bridge leading to a shaded structure in the distance.
Apartment in Destin
4.94 out of 5 average rating, 153 reviews

3107 Poolside Villa ~ Pools ~ Gym ~ Book June 19th

One of only 14 Exclusive Poolside Villas! Welcome to the Villa Cabana Royale! 1450 sq ft of open concept space, with a walk in/ walk out setup, double sliding doors to bring the outdoors in. This poolside villa cabana sleeps 6 and is the perfect location, with an outdoor dining and patio experience in the tropical gardens alongside the gorgeous lagoon pool. The Villa Cabana Royale has 2 huge bedrooms, 2 King Beds, single chair bed, queen sofa sleeper. 4 beds in total. 65" Inch Smart TVs

Popular amenities for kayak rentals in Santa Rosa Island

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£155£146£178£168£213£287£297£197£163£171£135£168
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Quick stats about holiday rentals with a kayak in Santa Rosa Island

  • Total holiday rentals

    Explore 20 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at £112 per night before taxes and fees

  • Verified guest reviews

    Over 760 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Wifi availability

    20 of Santa Rosa Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Rosa Island rentals

  • 4.9 Average rating

    Santa Rosa Island stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park and Crab Island

Destinations to explore