Holiday rentals with a kayak in Santa Rosa Island

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Top-rated rentals with kayak in Santa Rosa Island

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

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Top guest favourite

Apartment in Fort Walton Beach

5 out of 5 average rating, 113 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

The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

4.91 out of 5 average rating, 210 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

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 Okaloosa Island

4.98 out of 5 average rating, 66 reviews

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

🏖 Steps from the Ocean | 3BR/3.5BA Townhome w/ Views + Kayaks & SUP! 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 🚣‍♂️ Kayaks, SUP, beach chairs, umbrellas, boogie boards, beach toys included!

Top guest favourite

A two-story beach cottage is displayed with light-colored siding and multiple balconies. The porch extends across the front, supported by white columns. The outdoor area features paved stones, with nearby plants providing a natural touch. Nearby structures are visible in a coastal setting.

Home in Santa Rosa Beach

4.97 out of 5 average rating, 115 reviews

4 BR 3 BA | Pool | Gym | Pets | 0.7 mi to beach

Gorgeous 4-bedroom 3-bath beach cottage along popular Scenic Hwy 30A. Located in the quaint coastal community of Blue Mountain Beach, this beautifully designed home is a short distance to the picturesque emerald-green waters and sugar-white sand beaches of the Emerald Coast! Our stunning home is a 13-minute walk or a 4-minute bike ride to the beach and walking distance to local restaurants and shops. You will enjoy a fully stocked kitchen, comfortable bedrooms, community pool access & more.

Top guest favourite

This ground floor studio features a spacious bed covered in striped linens. A flat-screen television is mounted on the wall opposite, with a small dining table nearby. A balcony with views of the golf course can be accessed through sliding glass doors, offering natural light.

Apartment in The Village of Baytowne Wharf

4.96 out of 5 average rating, 134 reviews

Sandestin Elation Studio - Baytowne - Golf Cart

Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

Top guest favourite

A spacious studio interior features light marbled tile floors and natural light from the floor-to-ceiling glass doors. A comfortable sofa and dining area are present, alongside a king-size bed. Tropical views are visible through the balcony, which adds an inviting touch to the space.

Apartment in Sandestin

4.98 out of 5 average rating, 169 reviews

Light & Airy ON Beach Golfcart* Hot Tub, SanDestin

Airy 1st floor Sleek studio ON Beach. 🛺 Golf cart w/3+ nts. In Sandestin Resort between Destin & 30A. NEW Pool & Hot Tub! West Elm furniture & King bed with tropical view. Relax on the patio’s Bali bed & listen to the waves. WiFi & 55” smart TV. Kitchen w/coffee cart. Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving the resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lil’ fam vacay! *NO animals

Guest favourite

The image showcases a sprawling lagoon pool surrounded by lush palm trees and tropical landscaping. A playful water slide is visible, alongside winding pathways and sun loungers, creating an inviting outdoor space for relaxation and recreation.

Apartment in Destin

4.95 out of 5 average rating, 147 reviews

3107 Amazing Pools ~ Super Special ~ Book Oct 13th

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 along side 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

Guest favourite

A houseboat is docked on a covered pier, surrounded by calm water. White chairs are positioned on the deck, offering a relaxing view of the bayou. Lush greenery frames the setting, while the dock's wooden surface provides easy access.

Houseboat in Fort Walton Beach

4.95 out of 5 average rating, 110 reviews

Unique water front stay Houseboat Destin/FWB

Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

Guest favourite

A light-filled living area features a comfortable sofa with patterned upholstery and a large round coffee table. Floor-to-ceiling windows offer views of the ocean, while nautical-themed decor, including an oar and ship wheel, enhances the coastal ambiance.

Flat in Destin

4.88 out of 5 average rating, 100 reviews

Nautical Dunes - Ocean Front View!

Enjoy breathtaking views of the beach from your private balcony or take a short walk to the sparkling emerald waters and sugar-white sands. The spacious and elegantly decorated condo offers the perfect oasis for relaxation and fun. Soak in the sun by one of the pools, challenge your friends to a game of tennis, or simply unwind in the hot tubs. Bring your family and friends to create unforgettable memories at "Nautical Dunes" on your next beach vacation!

Superhost

The exterior of the designer home features a two-story structure with a white façade, surrounded by green grass and palm trees. A spacious covered porch includes black rocking chairs and leads to a pool area. The property is enclosed by a white fence, enhancing privacy.

Home in Destin

4.92 out of 5 average rating, 105 reviews

Sundance: Sleeps 18! 1 Block to Beach! Pool & spa!

Sundance is designer 7 bedroom home less than one block from Destin's newest beach access. Pool/spa. Free golf cart. 5 kings with private baths (including two on the first floor), 1 queen with private bath, and 1 bunk room create many options for multiple families or groups. Includes free 6 seater golf cart, 2 paddleboards and a full-sized (seasonally heated) pool/spa. Central to Destin’s best shopping, dining, and entertainment

Top guest favourite

A panoramic view of the beach showcases soft white sands meeting the tranquil turquoise waters of the Gulf. Beach umbrellas and chairs line the shore, with a clear blue sky above enhancing the serene coastal landscape.

Apartment in Fort Walton Beach

4.98 out of 5 average rating, 110 reviews

Island Princess 618 | Gulf Views & Beach Service

Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.

Guest favourite

A bright living area features a comfortable sofa and a coffee table, with a dining table set for four. Large sliding glass doors open to the balcony, offering unobstructed views of the Gulf of Mexico. Soft natural light filters through sheer curtains.

Apartment in Destin

4.91 out of 5 average rating, 168 reviews

Beachfront, 7th Flr at Pelican, Breathtaking Views

Spacious one bedroom two bathroom unit with unobstructed spectacular views of the Gulf of Mexico. Recently renovated and decorated professionally, guests will enjoy a new kitchen with granite counter-tops, stylish cabinets, and stainless steel appliances. Kitchen is fully equipped for a family or group of 6. Our guests just step out to the white sand beach from the resort, no streets to cross.