Vacation rentals with a kayak in Okaloosa Island

Find and book unique kayak rentals on Airbnb

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Popular amenities for Okaloosa Island kayak rentals

House rentals with a kayak

Top guest favorite
Home in Freeport
5 out of 5 average rating, 31 reviews

Waterfront Bay Access Cottage

JoannaRating, 5 stars1 month ago
We had such an incredible stay! It was a very peaceful home. Loved all it had to offer!!
Top guest favorite
Home in Fort Walton Beach
4.97 out of 5 average rating, 58 reviews

WATERFRONT~Home~PRIVATE~POOL & DEEP DOCK bring 🚤⛵️⚓️

Amanda NicholeRating, 5 stars1 week ago
This was our first visit to the Destin area and Karen’s place was perfect. It is minutes to the popular Crab Island and that’s an experience you can’t miss! The home was huge and the boat dock fit 2 boats with lots of space. Pool was perfect to come back to after a day in the salt water. Loved the bikes for evening rides around the neighborhood. Neighbors are friendly and also offered some local tips. Parking was no issue with 2 trucks and boat trailers in driveway. Uber is available and publix delivery was great upon arrival. 10/10 would recommend and stay again when in the area.
Top guest favorite
Home in Mary Esther
5 out of 5 average rating, 9 reviews

Tropic Like It's Hot

AbbieRating, 5 stars5 months ago
This place is amazing! Clean and feels like home. So much space and room for so things to do. The house is secluded but not at the same time. The small “beach” at the house is a major bonus. Kids could easily go play and we could watch from the porch. We seen all kinds of wildlife from eagles, cranes and even a fox. This was the first family vacation we have had in years and it was over Christmas. Dillon did awesome with a Christmas tree and lights on the house and even supplied a gingerbread house for us to build. We definitely plan on being back in the warmer weather so we can enjoy the outside much more.
Superhost
Home in Navarre
5 out of 5 average rating, 10 reviews

BEACH FRONT Wedding Venue | Family Reunions

NicoleRating, 5 stars14 months ago
Great place to stay! We booked both condos as we were traveling with 8 adults and 7 kids. Great for a large group. We had small kids and the beach area was great place for them to play as the ocean was calm and shallow. There was also a sand pad away from the ocean. The space was great . She really thought through all amenities. We enjoyed the coffee bar each morning and drinking pork coffee on the deck or by the beach. She has a great amount of beach toys and kayaks , paddle boards, chairs, bikes , etc for the beach and outside activities as well. Would definitely recommend.
Superhost
Home in Santa Rosa Beach
4.91 out of 5 average rating, 54 reviews

Waterfront Beach Retreat - 4bdrm

BrittanyRating, 5 stars1 week ago
Host is very responsive. Home is within walking distance to the beach and it’s a short little walk.
Superhost
Home in Destin
4.79 out of 5 average rating, 24 reviews

lovely home in D heart of Destin 4 BR n 40ft slip.

HeatherRating, 5 stars10 months ago
We visit the same area a couple times a year and love bringing the boat, so this place was great! We had a 6 and 8 year old with us. They always had something to do with the canal being there! The deck was perfect. It’s a short walk to the beach, also great for us! We visited a couple different areas, seeing sea turtles at one. It has kayaks, another great perk! There were a few things it didn’t have. We had to buy a coffee maker for pods the first day. There are no TVs except the living room. We like to relax in the evenings at bedtime. No wagon or beach chairs. I know a lot of places don’t have this, but it’s so nice when they do! Overall, this is an amazing place. Perfect for fishing and being on the water!
Guest favorite
Home in Navarre
5 out of 5 average rating, 12 reviews

Beach, Kayaks, and Water Access!

LauraRating, 5 stars2 months ago
Very ecstatic with Airbnb. Eric and Katie were like working with family members. Had a life changing event in our family and thought we were going to have to change our dates I had originally reserved. Eric was very helpful during that period. We love this area. We have family about 50 miles from the Emerald Coast. We were able to check out the two peers going to Destin and Pensacola for activities. Also were able to get into Baker for the Strawberry Fields, and Samuel‘s steakhouse in Crestview. Don’t forget to use the National Seashore to go into Pensacola. All a very easy approximately 30 minute drive. It was just the two of us with our two small dogs 🐶 🐶 Thanks again. Would love to reserve your place next year. The weather was very cooperative Mar. 14-24
Superhost
Home in Santa Rosa Beach
5 out of 5 average rating, 4 reviews

Cozy Up on Choctawhatchee Bay

JaisonRating, 5 stars1 week ago
Great place and we really enjoyed the dock

Cottage rentals with a kayak

Superhost
Cottage in Freeport
4.85 out of 5 average rating, 100 reviews

Waterfront Cottage Unit, Keyless, mins to beach

BrittanyRating, 5 stars1 week ago
Such a quiet, quaint, and unique place to stay out of the hustle bustle of the touristy areas, but extremely close to amazing beaches and beach towns to explore. There are 3 excellent restaurants about 10 mins from the bnb right on the bay and many others about 20 mins away. I loved hearing the wildlife at night and in the morning with the bnb being so secluded. Highly recommend if you are looking for a place to rest and reset but with the option of many great things to do and see nearby.
Cottage in Freeport
4.86 out of 5 average rating, 35 reviews

2 bedroom cottage with hot tub

AlaynaRating, 5 stars10 months ago
We absolutely loved our stay here! Marianne was a great host, super responsive and friendly! We had one extremely minor issue during our stay and it was taken care of and fixed within 10 minutes. It’s dog friendly which was great for us to bring our three pups along with us, my husband and 4yr son caught tons of fish off the dock in the backyard as well as a few crabs. We drove to Destin/Miramar everyday and it wasn’t a bad ride at all. The place was very clean and had everything we needed during our stay. Very cozy and peaceful, we used the giant hot tub a few times and it was wonderful both with and without the heat on! We will absolutely be staying here again for our future Florida endeavors!
Superhost
Cottage in Freeport
4.86 out of 5 average rating, 22 reviews

Monaflora

DongrongRating, 5 stars2 months ago
We had a wonderful experience! The cottage was exactly as described—thoughtfully designed by Mark with great attention to detail. Rita made sure we had everything we needed for a comfortable stay. They also have three adorable dogs who quickly became friends with ours and played together. The hosts were incredibly friendly and responsive, making our stay even more enjoyable. Highly recommend!
Superhost
Cottage in Mary Esther
4.84 out of 5 average rating, 141 reviews

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

JoelRating, 5 stars4 weeks ago
My family had 3 wonderful days at the "Nest". The house was stocked with nearly everything we needed and we felt at home right away. The highlight was the location, with the spacious back yard on the bay - perfect for a morning walk or to relax in the evening on the provided deck chairs.
Top guest favorite
Cottage in Freeport
4.98 out of 5 average rating, 43 reviews

Retro Cottage by the Bay:15 Mins 2 Beach/Pets

NicoleRating, 5 stars2 days ago
We had the best time on our week-long trip. The place was perfect for our needs, and very clean. There is a lot of thought put into this place. We didn't need anything other than our groceries. The kitchen was well stocked with everything we needed to cook, and coffee pods with lots of different flavors. The decor was so cute & the place was just a whole vibe. The furniture was comfy, beds were comfy, even the bathroom had all you needed without using our own stuff. We loved this Air BnB, one of our faves!! We will definitely book again!!! We had a boat with us, and there were tons of places to put in within just a few minutes, and plenty of room to park & clean boat daily. The bay view was absolutely stunning to wake up to every morning! Thank you, Suzanne for your hospitality & very affordable!

Quick stats about vacation rentals with a kayak in Okaloosa Island

  • Total rentals

    20 properties

  • Nightly prices starting at

    $140 before taxes and fees

  • Total number of reviews

    690 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Wifi availability

    20 properties include access to wifi

Destinations to explore