Holiday rentals with a kayak in Destin

5.0 out of 5 average rating, 62 reviews

Home in Panama City

The Sage House

Nestled on a quiet lot directly on a serene canal leading out to St. Andrews Bay, this spacious and Newly completely updated two-story Tudor-style home offers the perfect blend of luxurious comfort, family-friendly fun,Heated pool,Hot tub water boat docking. Designed with an organic-modern and boho-inspired style, this 4-bedroom, 2.5-bathroom retreat comfortably accommodates up to 14 guests, making it an ideal setting for family reunions, group getaways, fishing trips, or special celebrations.

ValueOutdoor spacesCheck-in

4.98 out of 5 average rating, 200 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~Pool

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

ValueOutdoor spacesDecor

Condo in Lower Grand Lagoon

5.0 out of 5 average rating, 123 reviews

Mermaids Calling 2302Beach Front~Free Beach Chairs

Mermaids Calling Penthouse 2302 GulfCrest is gated and has full time security. Open wide spacious floor plan that’s very roomy with floor to ceiling windows and a 40 ft tiled balcony with lots of seating to observe sea life and the most beautiful sunsets. Two gulf front pools, two hot tubs and a kiddie pool. On the pool deck we have a tiki hut where you can get drinks and food(seasonal), lounges, deck chairs and a gazebo with picnic tables. A set of free Beach Chairs & umbrella (seasonal).

LocationOutdoor spacesView

4.9 out of 5 average rating, 302 reviews

A dining area features a round table surrounded by woven chairs. A cozy sofa and a decorative console table are positioned nearby. Large sliding glass doors provide unobstructed views of the beach, while soft natural light fills the space, enhancing the coastal decor.

Condo in Destin

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.

Outdoor spacesValueGetting around

Condo in Panama City Beach

4.98 out of 5 average rating, 218 reviews

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!

LocationValueBathroom

4.82 out of 5 average rating, 144 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.

ValueOutdoor spacesShared spaces

Townhouse in Miramar Beach

4.86 out of 5 average rating, 134 reviews

Gulf Walk * House with Pool & Golf Cart

1 Block to the Beach! 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.

ValueLocationBarbecue

4.9 out of 5 average rating, 77 reviews

Home in Laguna Beach

Casa De Riviera | Pool, Dock + Lakefront Views

✨ Welcome to Casa De Riviera—your lakefront retreat just a 3-minute walk to the beach! Relax by the private infinity pool (heating available for a fee), gather around the fire pit, or fish from the private dock while enjoying peaceful lake views. This spacious 3BR/3BA home features an open-concept layout, gourmet kitchen, and beautiful outdoor living spaces. Pet-friendly (fee applies) and perfect for families and friends!

ValueOutdoor spacesBarbecue

4.94 out of 5 average rating, 141 reviews

An aerial view of a lagoon-style pool surrounded by lush palm trees and tropical landscaping. The pool features winding pathways, small bridges, and water slides, creating a serene outdoor oasis. Sun loungers are positioned throughout the area, offering relaxation spots under the sun.

Condo in Destin

21115 Stunning 2 Bdrm ~ HOT Special ~ Book Sept 22

Penthouse with beautiful gulf views in this Luxury upscale vacation home. Large Balcony with pool and gulf views. 2 large Bdrms w/ luxury King beds, both Bdrms have balcony access. Relax at Destin's Largest Lagoon Pool. Enjoy the heated pool, hot tub, waterfalls, Bistro restaurant and coffee shop. Tiki bar and pool side service! Tennis courts, pickle ball, kids play area, and gym. New Charcoal Grills added onsite!

LocationOutdoor spacesBeach

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.

4.96 out of 5 average rating, 113 reviews

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.

Outdoor spacesValueAccess

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, 121 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 spacesLocationQuiet

4.86 out of 5 average rating, 148 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.

Outdoor spacesLocationCondition

Popular amenities for Destin kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.98 out of 5 average rating, 189 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

ValueOutdoor spacesGetting around

Home in Lower Grand Lagoon

A private pool is surrounded by a spacious deck, featuring lounge chairs and colorful pool floats. Lush greenery and palm trees provide a tropical ambiance. The pool area is securely enclosed with white fencing, enhancing privacy for relaxation and recreation.

4.93 out of 5 average rating, 163 reviews

Sleeps 10 | Heated Pool | Game room | steps 2 bch

LocationOutdoor spacesWalkability

4.95 out of 5 average rating, 127 reviews

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

ValueOutdoor spacesGetting around

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

ValueOutdoor spacesComfort

4.77 out of 5 average rating, 44 reviews

Home in Miramar Beach

Walk to Beach | Golf Cart | Pool | Air Hockey| BBQ

LocationOutdoor spacesParking

4.97 out of 5 average rating, 35 reviews

Home in Destin

Destiny West|Heated Pool|Golf Cart|Gym

LocationOutdoor spacesCondition

A charming retreat is showcased against a backdrop of blue skies and tranquil waters, with a wooden boardwalk leading toward the home. Surrounding greenery and distant coastal homes reflect the serene environment. The ocean is visible in the background, enhancing the coastal character.

4.88 out of 5 average rating, 76 reviews

Waterfront Beach Retreat - 4bdrm

ValueOutdoor spacesLaundry

A spacious pool area features a large swimming pool surrounded by clean pavers and lounge chairs. Palm trees create a tropical ambiance, and a cabana is situated at one end of the pool, providing shaded seating. The home's exterior and deck are visible in the background.

4.93 out of 5 average rating, 30 reviews

Large Private Pool & 6 seater cart- Putting Green

Outdoor spacesLocationAmenities

Cottages with a kayak

4.95 out of 5 average rating, 155 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

Outdoor spacesLocationAir conditioning

4.97 out of 5 average rating, 176 reviews

A wooden boardwalk leads to a scenic beach view. Gentle waves meet a soft white sand shore, with patrons enjoying the beach under a clear blue sky. Vibrant umbrellas dot the shoreline, and native grass is visible in the foreground.

Cottage in Laguna Beach

Private home 1 blk beach screen porch close to 30a

LocationValueLaundry

4.83 out of 5 average rating, 169 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 spacesView

4.9 out of 5 average rating, 127 reviews

Cottage in St. Andrews

Private Water Front Cottage - Panama City, FL

ValueLocationCleanliness

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

Cozy 2 bdrm cottage with sunny wrap around porch

LocationValueNearby

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.

5.0 out of 5 average rating, 38 reviews

Waterfront Bliss Beach Cottage

LocationOutdoor spacesCondition

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

ValueLocationFamily

4.93 out of 5 average rating, 67 reviews

Cottage in Freeport

Bayview Cottage | Dog Friendly | 15 Min to Beach

Outdoor spacesValueCondition

Other holiday rentals with a kayak

4.95 out of 5 average rating, 83 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!

LocationValueKitchen

4.97 out of 5 average rating, 74 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

LocationValueQuiet

4.92 out of 5 average rating, 52 reviews

Townhouse in Destin

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

ValueLocationNearby

5.0 out of 5 average rating, 5 reviews

Condo in Destin

Gulfgate Destination 0505 2BD/2BA

LocationAmenitiesDecor

4.85 out of 5 average rating, 13 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

Fish Beach location 5 star

Outdoor spacesLocationView

4.89 out of 5 average rating, 37 reviews

Condo in Long Beach

Gulf Front Splash of Paradise

ValueLocationFamily

4.95 out of 5 average rating, 80 reviews

The living and dining area features comfortable seating arranged around a large window that offers views of the Gulf. A rustic dining table is paired with woven chairs, and light fixtures create a relaxing ambiance throughout the space.

Condo in Miramar Beach

D102 | Beachfront with Beach Service, Pool, & WiFi

ValueLocationPool