Holiday rentals with a kayak in Destin

4.91 out of 5 average rating, 162 reviews

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 Laguna Beach

Carillon Beach Inn•Walkout King• Private beach•30A

Walk straight out your door to the lake - no stairs, no elevators. This rare ground-floor Carillon Beach studio offers peaceful lake views and an easy 7-9 min stroll to the beach. Perfect for couples or small family with a king bed and comfortable pullout sofa. Welcome to Fins Up @Carillon. West end next to Rosemary Beach/30A. Seaside, Pier Park, St Andrew’s Park within 15 mins. Newly renovated with full kitchen. 4 pools onsite (1 heated), hot tub, playground, tennis/pickleball/bball courts

ValueLocationFamily

4.92 out of 5 average rating, 167 reviews

Townhouse in Destin

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!

LocationValueDecor

4.98 out of 5 average rating, 202 reviews

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.

Condo in Sandestin

Zen Retreat ON Beach~Golfcart*~Oceanview~ Hot Tub

STUNNING VIEW -8th fl. stylish open studio. Beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart w/5+ nts. NEW Pool & Hot Tub. Pottery Barn furniture & King size bed w/oceanview. 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

LocationOutdoor spacesPool

Condo in Panama City Beach

Beachfront Penthouse! Scenic Views! 10ft Ceilings!

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!

LocationValueFamily

4.98 out of 5 average rating, 220 reviews

4.82 out of 5 average rating, 146 reviews

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.

Outdoor spacesValueIndoor spaces

4.84 out of 5 average rating, 115 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.

LocationValueBeach

An aerial view captures the resort's expansive lagoon pool, featuring winding waterways lined with palm trees. Several lounge chairs dot the poolside, while a water slide and bridge create a playful atmosphere. The shimmering blue water reflects sunlight, enhancing the serene environment.

4.87 out of 5 average rating, 141 reviews

21201 Gulf & Pool Views ~ Dining ~ Book Sept 20th

Penthouse views! 2 King Suites, 11,000 square foot Lagoon Pool with five waterfalls. Children's Pool, Playground, Tennis Courts and Basketball court. This corner Penthouse Suite has the absolute BEST view of the resort including the pool & gorgeous Gulf of Mexico! The Palms of Destin Florida is a beautiful resort with excellent 5 Star amenities including the Palms Bistro, Poolside tiki bar and coffee house! Something for everyone! This resort has it all!

LocationValueCleanliness

Home in Fort Walton Beach

A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.

LocationValueBackyard

4.96 out of 5 average rating, 113 reviews

4.88 out of 5 average rating, 305 reviews

Beachfront 1 BR 10th Fl. at Pelican, Amazing Views

Ideally located on the 10th floor in the popular Pelican Beach Resort, this ocean front condo offers magnificent unobstructed views of Gulf of Mexico. It has been fully renovated and professionally decorated. Enjoy the heated indoor/outdoor pools, and direct access to the beach. Pelican offers many amenities, a 24 hour front desk and security for a safe and relaxing vacation.

ValueLocationCheck-in

A light-filled bedroom showcases lake views through large windows. A spacious bed is adorned with soft linens and pillows. A wall-mounted TV is positioned across from the bed, while outdoor seating with an umbrella can be seen on the deck, enhancing the serene ambiance.

4.99 out of 5 average rating, 122 reviews

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.

Outdoor spacesLocationAccuracy

4.87 out of 5 average rating, 149 reviews

Illuminated palm trees frame a serene lakeside setting at night. A covered cabana sits nearby, featuring seating arrangements. Soft lighting gently highlights the landscape, reflecting on the water, while a grassy area offers space for relaxation.

Cabin in Panama City

Cabin on Private Beach with Tiki Bar & Cabana

3 Queen beds, 2 bedrooms, queen futon sofa. Lake front, tiki bar with swings, covered cabana. Gated property for privacy. 20 minutes from Panama City Beach. Ten minutes from Ecofina Springs. Stone tiki kitchen with fireplace, open fire Argentine grill and smoker. Beach side cabana with 10 inch mattress, 43 inch smart TV, wood stove.

LocationValueAccuracy

Home in Lower Grand Lagoon

A modern beach house exterior is presented with a white facade and a welcoming front porch. A paved driveway leads to a double garage door, framed by landscaping that includes palm trees and shrubs. A partially cloudy sky adds a serene backdrop.

Beach House, 5 min walk to the Beach. Pets allowed

Beautiful beach house fully refurnished and remodeled within 5 min walking distance to the beach and less than 10 min drive to restaurants , grocery stores, Cpt. Anderson Marina, st Andrew park, Wallmart , 20 min drive to Pier park, 11 min to Ship Wreck Island (per gps) and everything else Panama City beach has to offer .

LocationOutdoor spacesHospitality

4.96 out of 5 average rating, 225 reviews

Popular amenities for Destin kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.95 out of 5 average rating, 128 reviews

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

Outdoor spacesLocationWi-Fi

4.98 out of 5 average rating, 190 reviews

A vibrant outdoor space features a large fenced yard with colorful striped bean bag chairs and a mural reading 'Panama City Beachin' 1' on the fence. Lush greenery surrounds the area, complementing the lively atmosphere.

Home in Laguna Beach

Mini Golf, West End, 0.5 to Beach, By 30A, Backyar

Outdoor spacesLocationLayout

A serene outdoor space features four wooden Adirondack chairs arranged around a fire pit, set on lush green grass. A wooden dock extends into the water, leading to a calm bay with a floating inflatable. Clear blue skies stretch overhead.

4.96 out of 5 average rating, 45 reviews

Bayside Beauty - Private Dock - Kayak - Fishing

LocationValueCleanliness

5.0 out of 5 average rating, 42 reviews

GolfCart Pool 9 Bikes HotT 3 Kayaks Beach Toys BBQ

LocationValueBackyard

5.0 out of 5 average rating, 63 reviews

Home in Panama City

The Sage House

LocationOutdoor spacesGetting around

4.77 out of 5 average rating, 44 reviews

Home in Miramar Beach

Walk to Beach | Golf Cart | Pool | Air Hockey

Outdoor spacesValueLong stay

4.83 out of 5 average rating, 40 reviews

Home in Inlet Beach

NEW* Harmony Villa 30a *Private Pool*Lake View*Lux

LocationOutdoor spacesComfort

5.0 out of 5 average rating, 10 reviews

Boat dock, Pool/ Cabana, Pet-Friendly, On the Bay

ValueLocationNearby

Cottages with a kayak

4.9 out of 5 average rating, 127 reviews

Cottage in St. Andrews

Private Water Front Cottage - Panama City, FL

ValueOutdoor spacesCondition

4.95 out of 5 average rating, 156 reviews

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 Panama City

Water front amazing views and private beach

LocationOutdoor spacesAccess

4.83 out of 5 average rating, 170 reviews

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

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

ValueOutdoor spacesDecor

Cottage in Fort Walton Beach

A spacious grassy area extends towards the water's edge, framed by trees. A wooden dock stretches into the calm bay, featuring a covered seating area. Swing benches are available on the shoreline, providing a perfect spot for relaxation while enjoying the scenic view of the water.

Waterfront Bliss Beach Cottage

Outdoor spacesLocationCondition

5.0 out of 5 average rating, 39 reviews

4.94 out of 5 average rating, 48 reviews

The cottage features a large wrap-around porch supported by light blue columns. Rocking chairs and a swing are positioned for seating. Lush greenery surrounds the home, and multiple windows provide natural light, contributing to a spacious and inviting exterior.

Cottage in St. Andrews

Falll Special: Cozy cottage with wrap around porch

LocationOutdoor spacesBiking

4.93 out of 5 average rating, 61 reviews

A serene lakeside scene features a person playing with two dogs on a private white sand beach. The sun sets in the background, casting warm hues over the calm water, while a pavilion stands nearby, enhancing the tranquil setting.

Cottage in Chipley

Lakefront Home+Private Beach+Firepit+Kayaks+Pets

Outdoor spacesValueQuiet

4.93 out of 5 average rating, 67 reviews

Cottage in Freeport

Bayview Cottage | Dog Friendly | 15 Min to Beach

LocationOutdoor spacesQuiet

Cottage in Alys Beach

30A Cottage Escape | 5 min to beach | Cart & Bikes

Other holiday rentals with a kayak

4.93 out of 5 average rating, 100 reviews

A serene beach view features gentle waves lapping at the soft, white sand. The clear blue water transitions from a lighter shade near the shore to a deeper turquoise further out, under a bright, cloudless sky.

Condo in Miramar Beach

Beach Cottage • Private Beach • Gated •Heated Pool

Outdoor spacesValueFamily

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.

4.93 out of 5 average rating, 70 reviews

Pelican Beach 19th Floor 1 Br - on the Beach

Outdoor spacesValueHospitality

A balcony features two blue chairs and a small table, offering a direct view of the beach and the shimmering gulf waters. The sandy shore is visible below, lined with beach umbrellas, while the vibrant blue sky enhances the scenic coastal horizon.

4.9 out of 5 average rating, 29 reviews

Pelican Beach Top Floor Beachfront with Best Views

ValueLocationWalkability

4.97 out of 5 average rating, 76 reviews

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.

Condo in Miramar Beach

Majestic Sun 6th Floor View of Emerald Waters -New

LocationValueParking

5.0 out of 5 average rating, 5 reviews

Gulfgate Destination 0505 2BD/2BA

LocationIndoor spacesDecor

4.94 out of 5 average rating, 99 reviews

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.

Condo in Miramar Beach

B105 | Beachfront with Beach Service, Pool, & WiFi

LocationViewKitchen

4.95 out of 5 average rating, 84 reviews

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.

Condo in Destin Harbor

Perrydise@ Emerald Grande 3BR Harbor & Gulf Views!

ValueLocationHospitality