Holiday rentals with a kayak in Okaloosa County

4.79 out of 5 average rating, 24 reviews

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

HeatherRating, 5 stars8 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!

Condo in Fort Walton Beach

5 out of 5 average rating, 86 reviews

Waterfront cozy condo with king bed & resort pool

JocelynRating, 5 stars4 days ago

We had a lovely time at the Salty Pirate. It was a bright, welcoming space with such a beautiful view. The condo was exceptionally stocked with snacks, bathroom necessities, beach equipment, and cooking items. The property was centrally located for the events we attended over the week. Close to restaurants, grocery stores, an adorable movie house, and just a short drive to the beach. The property itself is a bit older, but the unit was updated throughout. If you are looking for a cozy place for two to enjoy sunsets, or thunder and lightning, off the balcony, this is the place for you! Truly, every courtesy was thought of, and you would be a miss if you passed this up.

4.99 out of 5 average rating, 148 reviews

Apartment in Shalimar

Sylvia's Suite Dreams-kayak & paddleboard free

JessicaRating, 5 stars4 months ago

We LOVE this place!! Rick and Sylvia made us feel like part of the family. More then everything you need!! Fishing , restraints, beautiful natural surroundings. They gave us helpful tips on restraints, attractions , helped us fish and became good friends. The sweetest hosts we have ever had!! Very friendly but private. They provided everything!! And then some!! Helped us out soooo sooo much on sooo many levels. We came for a rodeo and just wanted a cool place to stay. This is definitely a gem of a place!! The space was super clean and equipped with everything. They also provided a lot of fishing equipment and a kayak and hammock for hanging out in between time. We got to hang out with them a bit, we are social . They are very cool!! Super sweet, helpful friendly, would give the shirt off their back kind of people!! This is what we look for in an Airbnb. They truly care about their guests!! Above and beyond for comfort!! The stay was incredible!! Thank you!! Can't wait to come back!!!

5 out of 5 average rating, 9 reviews

Tropic Like It's Hot

AbbieRating, 5 stars3 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.

5 out of 5 average rating, 49 reviews

Townhouse in Destin

Waterfront, Boat slip, Hot Tub, SUPs, Dogs, Beach!

MariaRating, 5 stars6 days ago

Great place to stay. It was every clean. The house had all the amenities we needed and even more. The deck was just gorgeous, we sat down and enjoyed the evenings. Harbor area was quiet, perfect place for a stay with a family. We enjoyed the hot tub. Julie was very communicative. Thank you for a wonderful a stay!

Houseboat in Fort Walton Beach

4.94 out of 5 average rating, 95 reviews

Unique water front stay Houseboat Destin/FWB

StephanieRating, 5 stars1 week ago

Seas the Day was a perfect place to spend our vacation! We kayaked and saw dolphins each morning! Very quiet and fairly close to everything around! Paula was very helpful with everything! We can’t wait to come back!

4.9 out of 5 average rating, 150 reviews

Breeze! New. 2 blocks to beach - Sleeps 26 - Pool!

DiamondRating, 5 stars3 months ago

This place was everything my family and I could have hoped for! We stayed a good amount of time here and to say Todd and his cohosts were incredible would be an understatement. We reached out to them quite a few times and were met with very polite and prompt responses. If we are ever in Destin again I would rebook in a heartbeat. Please book with them, you won’t regret it!

Holiday rentals for every style

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Popular amenities for Okaloosa County kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.97 out of 5 average rating, 29 reviews

Quiet 3BR House, Beachfront Pool, Private Beach

LacyRating, 5 stars8 months ago

Great place for a family! Easy to get to the beach and the pool. Plenty of space for everyone.

4.92 out of 5 average rating, 13 reviews

Home in Niceville

Waterfront Haven - Perfect for Family Vacations

ZamiaRating, 5 stars1 month ago

Wind heaven is a beautiful home by the bay. Spacious, clean, welcoming and quiet. Lots to do indoors and outdoors. We love it. My family and I felt at home. Thank you Kent and family for being such a great hosts. We will love to come back again in the future.

Home in Fort Walton Beach

4.96 out of 5 average rating, 55 reviews

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

LexRating, 5 stars4 weeks ago

Karen’s place was beautiful, right on the water with a semi-private small beach right around the corner. Perfect for kids. Super helpful and accommodating! Thanks !

4.95 out of 5 average rating, 43 reviews

Perrydise @ Emerald Grande

ShradhaRating, 5 stars2 days ago

We enjoyed Perry's place for the many restaurants and activities located onsite, views were great, and private beach was a plus. In addition, having hotel amenities was a nice perk. The place was clean and perfectly furnished for the space. Thanks for a memorable stay.

4.95 out of 5 average rating, 20 reviews

Waterfront - Beachfront Gulf Coast Home (Destin)!

JuanCarloRating, 5 stars2 weeks ago

This home was even better than the pictures looked. The private beach is very nice and also has a good amount of sand on low tide. Everything worked perfectly in the house as well. Randy was also very responsive and helpful throughout the stay. Would definitely recommend!

4.82 out of 5 average rating, 17 reviews

Welcome to paradise on a private beach!

TamiRating, 5 stars2 weeks ago

We thoroughly enjoyed our stay and will definitely come back. Very nice place, great location.

4.95 out of 5 average rating, 22 reviews

Luxury Beach Estate 5200 SqFt Pool Golf Cart

AlyssaRating, 5 stars2 weeks ago

We stayed at doctors orders with our large family of 16 and it was wonderful! Everyone had privacy, their own bathroom as well as lots of playing room for kids! My parents even got a whole guest suit to themselves with their own kitchen and laundry room. The upstairs had an air hockey table with a spacious sun filled room where the kids played as well as the back porch. The kitchen was well stocked, and there is an additional fridge in the laundry room as well as cabinet space for extra storage which came in handy with a large group. The windows in the home will take your breathe away and let so much light in, you are simply surrounded by Floridian sunshine. We loved golf carts and driving to the beach as well as the pool, park and pickleball at the clubhouse! The neighborhood is beautiful and close to all amenities! Ken and Franni always responded right away and were eager to help make our stay comfortable. This will be our family’s go to spot when we vacation in Destin!