Vacation rentals with a kayak near Destin Beach

A balcony table with four wooden chairs is positioned overlooking the Gulf. The horizon merges the tranquil blue sea and sky, reflecting sunlight. The unobstructed view enhances the outdoor space, inviting relaxation while watching the waves below.

4.98 out of 5 average rating, 59 reviews

Pelican Beach 19th Floor 1 Br - on the Beach

Our family vacation condo is right at the beach with unobstructed Gulf views from the living room, balcony, kitchen and dinner area. It is newly painted and has stainless steel appliances in an updated kitchen and has new furniture. Everything is upgraded. Bunk beds have flat screen TV's. The views, especially sunsets from 19th floor patio is amazing. Most guests see the dolphins in the morning. We offer beach chairs/umbrella and free high speed Wifi. Pelican Beach Resort is the prime family des

Condo in Fort Walton Beach

5 out of 5 average rating, 128 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!

The living area features a light-colored sofa with decorative pillows and a patterned area rug. A large flat-screen TV is mounted on the wall above a rustic wooden console. Floor-to-ceiling glass doors open to a private balcony with ocean views and two chairs.

4.97 out of 5 average rating, 62 reviews

Majestic Sun 6th Floor View of Emerald Waters -New

Enjoy breathtaking Gulf views from the spacious balcony of this beautifully updated 6th floor 1BR/2BA condo in Majestic Sun’s sought-after A building—just steps from covered parking with 3rd-floor overpass access. This serene coastal retreat sleeps six and features a king bedroom with en-suite bath, hallway bunk beds, and an open-concept living area with queen sleeper sofa, dining space, and a full kitchen with modern appliances. Designed in soothing coastal tones for a relaxed, upscale getaway.

4.91 out of 5 average rating, 150 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!

4.99 out of 5 average rating, 161 reviews

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.

Apartment in Shalimar

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.

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.

4.97 out of 5 average rating, 173 reviews

Zen Retreat ON Beach|Golfcart*|Oceanview|SanDestin

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

4.91 out of 5 average rating, 46 reviews

Destin Beach House•Sleep12•Hot Tub•Pool•RoofDeck B

Soak in panoramic beachside sunsets from your rooftop deck, then unwind in a heated pool and hot tub, all just steps from the sand in this sleek, art-filled retreat for 12! *Rooftop deck and bath tub to enjoy the sunset *Heated in-ground pool & hot tub shared w/ 2 cabanas *4 bed/4 bath, sleeps 12 (4 queens, 4 twins) *Walking distance to O'Steen Beach, access 3 houses down *Elegant, modern leather and wood furniture *Oil Paintings *Xbox *2-car garage *Stainless Steel Appliances Book Today!

A bright living space features a cozy sofa, armchair, and a dining table. Large windows provide expansive views of the beach and ocean. Light-colored walls and neutral decor create a relaxed ambiance, while a flat-screen TV and artwork add character to the room.

4.95 out of 5 average rating, 110 reviews

Renovated Beachfront at Pelican, Stunning Views

Pelican Beach Resort 302 - 3rd floor 1 Bedroom 2 Bathroom 873 sq.ft. condo with Wifi, Free Parking, Smart/Cable TVs, Beach Chairs and Umbrella aiming best class service is right on the beach with great views of Gulf Coast from the balcony. No road crossings, just go down and enjoy our private beach. Pelican Beach offers the dream vacation with BEST views, sand and sea in the area at 5 minute drive from heart of Destin, Harborwalk Village and across Big Kahuna Water & Adventure Park.

A tranquil lagoon pool meanders through lush tropical landscaping, with palm trees lining the perimeter. Clear blue water reflects the sky, inviting relaxation. Pathways connect various seating areas and greenery, enhancing the serene resort atmosphere.

4.92 out of 5 average rating, 137 reviews

21017 Amazing Views ~ Heated Pool ~ Book July 9th

Gorgeous Panoramic Gulf Views from this 10th floor, 3 bedrooms end unit, all bedrooms have access to the 100 ft extra large balcony with gulf views. Seating for 8. Resort Lagoon Pool and second Heated pool, 2 King Beds, 1 Queen Bed and a Queen Sofa Sleeper All the comforts of home, easy walk to the beach, or free Shuttle. 5 Star Resort, onsite Restaurant, coffee shop and pool side Tiki bar, Tennis, pickle ball, basketball, state of the art gym & BBQ grill area

4.83 out of 5 average rating, 108 reviews

Home in Destin

Beach+Pool+Hot Tub | Golf Cart(incl) + Game Room

Welcome to Destin Beach House — a spacious, FULLY RENOVATED (March 2026) Crystal Beach retreat just steps from Destin’s famous white-sand beaches. You'll love the open Kitchen, private pool (optional heating), hot tub, Outdoor TV, game room, and FREE 6-passenger golf cart, making it easy to cruise around. Perfect for family vacations and group getaways, with open living spaces and a private backyard oasis designed for relaxing after a day on the Emerald Coast.

4.95 out of 5 average rating, 60 reviews

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Step into this artsy mid-century bayfront home where dolphins play in Choctawhatchee Bay! One story, all tile, sleeps 10 on half an acre of lush tropical landscaping with sweeping bay views from nearly every room. Gourmet kitchen, private pool, bayfront swim & fishing platform, 3 kayaks, 2 paddleboards, 2 bikes & hammocks. Circular drive — bring your boat or jet skis! Dog friendly! Just 6 min to beach. Pool unheated. Guests 25+ to book

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.

4.9 out of 5 average rating, 183 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.

Popular amenities for kayak rentals near Destin Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.91 out of 5 average rating, 81 reviews

A heated pool features clear blue water surrounded by lush greenery. A hot tub is positioned nearby, and seating areas include a lounge chair with an umbrella and a cozy hanging chair. The outdoor space is enhanced by a wooden decking that leads to the pool.

Home in Santa Rosa Beach

Santa Rosa Beach|Heated Pool|Pet Friendly|Hot Tub

5 out of 5 average rating, 56 reviews

The open-concept kitchen features sleek cabinetry, modern appliances, and a large island, providing an inviting space for meal preparation. In the lower section, a dock area showcases a boat lift and lush greenery along the water's edge, emphasizing the waterfront setting.

Home in Destin

Waterfront, Boat dock, Bikes, BEACH, HOT TUB

A waterfront property featuring a private pool surrounded by a spacious yard. A large dock extends into the water, offering areas for seating and easy access for fishing or boating. Lush greenery and palm trees frame the picturesque setting, enhancing the overall outdoor appeal.

4.95 out of 5 average rating, 75 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

5 out of 5 average rating, 14 reviews

An aerial view highlights the serene location of the property, surrounded by lush greenery and water. Nearby access points to the lake and beach are marked, showcasing the proximity to the coastal features of the area.

Home in Santa Rosa Beach

167 Oyster Lake Dr Private pool & Easy Beach Walk

4.91 out of 5 average rating, 11 reviews

A spacious screened-in patio presents a serene view of the waterfront. Comfortable seating arrangements are complemented by a dining table, while natural light illuminates the terracotta floor. The outdoor scenery features lush greenery and a distant dock, enhancing the tranquil atmosphere.

Home in Miramar Beach

Jet Ski Adventure - Family Getaway

5 out of 5 average rating, 25 reviews

Home in Destin

Destin Condo: Pool, Private Beach, Gear Included

A serene waterfront scene is presented at sunset, showcasing a wooden dock extending into calm waters. Six chairs are arranged on the dock, while a boat is docked nearby. The sky is filled with soft hues of purple and pink, reflected on the water.

5 out of 5 average rating, 17 reviews

Boater/fisherman’s paradise with on-site launch!

A spacious backyard features a private pool surrounded by a grassy area, with lounge chairs positioned for relaxation. A covered patio offers seating for guests, while a large tree provides shade. The home structure is positioned nearby, enhancing the outdoor retreat.

4.89 out of 5 average rating, 45 reviews

Sleeps 12* Private POOL * Backyard * Ranch Home

Cottage rentals with a kayak

A serene waterway reflects the soft colors of sunset, with trees lining the banks and tall grasses swaying gently at the water's edge. The landscape showcases a blend of greens and browns, creating a calm and tranquil atmosphere.

Cottage in Freeport

4.86 out of 5 average rating, 43 reviews

2 bedroom cottage with hot tub

Cottage in Fort Walton Beach

Two lounge chairs are positioned on a wooden dock, facing tranquil green waters under a bright blue sky. The expansive waterway is visible, with a distant pier extending into the horizon, inviting relaxation and enjoyment of the coastal scenery.

5 out of 5 average rating, 30 reviews

Waterfront Bliss Beach Cottage

Superhost

A welcoming entrance features a covered porch adorned with vibrant pink flowers and a birdhouse. Two white chairs are positioned beside a small table, inviting guests to enjoy the serene setting. A decorative wind chime adds a touch of charm to the doorway.

Cottage in Mary Esther

4.82 out of 5 average rating, 165 reviews

Nature's Nest Cottage on the Sound - Pets Welcome!

4.98 out of 5 average rating, 60 reviews

Cottage in Freeport

Bayview Cottage | Dog Friendly | 15 Min to Beach

Other vacation rentals with a kayak

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.

4.87 out of 5 average rating, 30 reviews

Waterfront Townhome near Destin Harbor Boat Slip

A spacious living area is highlighted by large windows offering views of the beachfront. Light blue seating arrangements complement the neutral decor. A dining table for four is positioned beside artwork featuring herons. Direct access to the outdoor patio is visible.

4.93 out of 5 average rating, 92 reviews

B105 | Beachfront with Beach Service, Pool, & WiFi

Superhost

4.82 out of 5 average rating, 11 reviews

Private Beach-Gated Resort

4.9 out of 5 average rating, 20 reviews

Home in Santa Rosa Beach

Private Pool | Steps to Beach & 30A | Near Seaside

A private balcony offers stunning gulf views, featuring two lounge chairs and a dining table. The ocean sparkles under sunlight, creating a serene backdrop for relaxation. The balcony extends from the living area, allowing easy access to enjoy the fresh sea breeze.

4.94 out of 5 average rating, 16 reviews

Gulfgate 1005 2BD/2BA Destination

A sweeping view from the balcony showcases the resort's multiple swimming pools, surrounded by lounge chairs. The ocean sparkles under clear skies, with boats visible in the marina and a scenic shoreline in the distance.

4.95 out of 5 average rating, 74 reviews

Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!

Condo in Fort Walton Beach

5 out of 5 average rating, 12 reviews

WaterScape Now Booking 2026! Beach/resort/pool/spa

The living room features a light-colored sofa paired with two modern armchairs, creating an inviting seating area. Floor-to-ceiling windows provide unobstructed ocean views. A coffee table and side tables complement the space, while a large wall-mounted TV and tasteful artwork enhance the atmosphere.