
Vacation rentals with a kayak in Okaloosa Island
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Top-rated kayak rentals in Okaloosa Island
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Popular amenities for Okaloosa Island kayak rentals
House rentals with a kayak

Waterfront, Boat dock, Bikes, BEACH, HOT TUB
This place was beautiful! Very peaceful, private and relaxing. Looks even better than the listing in person. Location was great. The place was very close to all the entertainment,but at the same time very quiet and low traffic. They had everything you could possibly need, scooters, bikes, beach chairs, umbrellas, fishing poles,bbq grills you name it they supplied it. I will definitely book again.

The Ancker Boat House ⢠Waterfront on the Bayou
This place was absolutely perfect and looked exactly like the pictures! It was clean, private, and had everything we needed for a relaxing getaway. One of the highlights was the kayaks â the kids had a blast paddling around, and the provided life jackets and cooler were thoughtful touches that made our stay even more enjoyable. The sleeping accommodations were very comfortable, and we all rested well after long days of fun on the water. Being right on the harbor was such a cool experience, especially when we spotted dolphins swimming nearby â truly unforgettable! The atmosphere was peaceful, and we really appreciated the attention to detail in the home. It felt like a little hidden gem, and we couldnât have asked for a better place to stay. Thank you so much for sharing your space with us. Weâll definitely be back and will absolutely be leaving a five-star review. Highly recommend to anyone looking for a unique and relaxing escape!

Quiet 3BR House, Beachfront Pool, Private Beach
Great place for a family! Easy to get to the beach and the pool. Plenty of space for everyone.

Tropic Like It's Hot
Hey we just wanted to thank you! My wife and I (and our children) are having a blast. We really appreciate how well stocked everything is and that you have provided a baby bath, which she likes better than our one at home. The kid-drawn welcome signs/pictures on the fridge are great! It has been a fun and relaxing week. We have caught and eaten blue crabs and fish (speckled trout and red fish) almost every night. Even were able to catch all our bait in these little inlets and salt marshes. The seclusion of this house while still being close to everything is so convenient . This has become our favorite vacation destination! Dillon is a great host and this is one of our favorite getaways. Private and pleasant.

WATERFRONT~Home~PRIVATE~POOL & DEEP DOCK bring đ¤âľď¸âď¸
This was our first visit to the Destin area and Karenâs place was perfect. It is minutes to the popular Crab Island and thatâs an experience you canât 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.

Perrydise @ Emerald Grande
Perry was an amazing host! I don't think there would be a better place in Destin. Being right on the Harborwalk, we were able to walk to everything. The private beach is amazing as well. Perry was very responsive and accommodating. I will definitely be staying here again!

PlayaBella-SandestinÂŽ Escape|Golf Cart Included
We had an amazing stay at this villa! The house was exactly as picturedâclean, comfortable, and with a stunning view of the lake. We spent hours enjoying the excellent fishing right from the property. The golf cart was a game-changer and made getting around the area super easy and fun. We truly loved the entire property. We made full use of the pools, the gym, and even grabbed bites and coffee from both the bayside and beachside cafĂŠs. Everything was convenient, relaxing, and beautifully maintained. Our host, Shelena, was extremely helpful and very responsive throughout our stay. This is by far our favorite vacation spot, and we will definitely be back next year!

The Pink Cottage
The house was very clean. Bathrooms and kitchen well stocked. The house was bigger than expected. Very quiet neighborhood. Shopping and restaurants were close by. Great place to stay. Loved it!
Cottage rentals with a kayak

Waterfront Cottage Unit, Keyless, mins to beach
This place is so cute! From the roosters crowing in the morning to the tree frogs singing in the evening; we loved it. The property is filled with charm having beautiful gardens & a variety of Annie's antique treasures around the cottage... vintage, quirky ,rustic... It all takes you back to a simpler time and gives you that true southern, "old florida" vibe. Annie is so personable and sweet..and knows all the hot spots around town for shopping, food and adventure.... and its just a short drive to the beautiful white sandy beaches on the Gulf. Wonderful place!

2 bedroom cottage with hot tub
Loved the place! It was peaceful and quiet literally across the street from the beautiful Bay. Was very homey, able to cook, wash clothes, had smart tv, and internet and all the appliances you would have at home. Marianne is very responsive and was always available. Even saw the neighbors gorgeous peacock đŚ Cool little spot!

Nature's Nest Cottage on the Sound - Pets Welcome!
Weâre repeat visitors and our stay this time was just as lovely as the last. The Nest offers a cozy place to hang out, bed down, and base from. We love spending time kayaking the sound and watching for wildlife. Beaches, seafood, and all the Ft.Walton/Destin vacation fun is close by, but the Nest is homey and easily fit our family of four. Very grateful for laundry to wash bathing suits in between beach days!

Retro Cottage by the Bay:15 Mins 2 Beach/Pets
Such a great place to stay! The kids enjoyed the family games â¤ď¸ Suzanne was very helpful
Quick stats about vacation rentals with a kayak in Okaloosa Island
Total rentals
20 properties
Nightly prices starting at
G$29,290Â GYD 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
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Shipwreck Island Waterpark
- Langdon Beach
- Grayton Beach State Park
- Blue Mountain Beach
- Pensacola Dog Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Camp Helen State Park
- San Carlos Beach
- Pensacola Dog Beach West
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Gulf World Marine Park
- Seacrest Beach
- Walton Dunes Beach Access