
Vacation rentals with a kayak in Pensacola
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Top-rated kayak rentals in Pensacola
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House rentals with a kayak

Spacious & Bright 3BR/2B near DWTN & Beach
Loved our stay, quiet neighborhood, lovely neighbors, not far from the beaches, close to shops. Thank you so much for a great stay.

Cozy Home on a Lake - 8 Miles to the Beach!
This place is not only in a great neighborhood that feels welcome and secure, but it being 8 min from some of the most laid back and beautiful beaches in the area is so undersold. I went to the beach at sunrise and sunset daily while working remote for 3 weeks. I barely went to the more popular ones in the area because this local one is so great, and if you like scuba diving the best dive shop, dive pros, and boat charters are only 10 min away. Also has very quick and easy access to Orange Beach and Gulf Shores Alabama, which in my opinion is the best parts of the local area.

The getaway spot
John’s home is a perfect place to stay in Pensacola. It’s in a safe neighborhood and is centrally located. We were in town over Memorial Day weekend for a funeral and did not have much traffic to deal with despite the house being close to the naval base and beaches. Everything we needed was available and check- in was super easy. I highly recommend this house for a stay in Pensacola.

BAY HOUSE-Private Beach & Sunsets on Pensacola Bay
My family and I celebrated a long vacation here the week of Memorial Day and Donna’s home was a perfect stay. We enjoyed the large clean rooms, the amazing porch, the private beach, and the access to kayaks, bikes, and the fully stocked kitchen. The neighborhood was cute and close to a large pier, downtown, and small roads perfect for a morning bike ride. It was incredibly peaceful and the most amazing way to spend the week. We are really grateful for the opportunity to stay here! We hope to return soon!

Relax on Blackwater River
Second time staying here. Very cute place, extremely well kept and comfortable. Great family time. Love Blackwater River!!! Thank you Adam and Alisa

Close to Beach Pool with Canal View
Family of 4 plus one small pup all enjoyed a wonderful staycation with a beautiful pool, yard, house, and location. Beautiful space with lots of lights. Very clean, easy to location, host communicated very quick, and would be willing to stay again in the future. Thank you so much for hosting my family and allowing us to call your space home for a few days!

Vintage Beach Bungalow
We loved being so close to the water and fishing from the dock. The screened in porch was very cozy and quiet. The neighbors were very friendly and we enjoyed talking to them. The kitchen had everything you need to cook a meal. The added beach chairs, floats, wagon and beach towels were a bonus. We cooked on the gas grill as well. Sweet little house.

Kayaks & Paddle boards/Private Patios Water Views
We had a fantastic stay during our girls’ trip! The townhome is perfectly situated in a quiet neighborhood, with serene bay views on one side and just a short five-minute walk to the beach on the other. Kayaking on the peaceful bay was a definite highlight. The home was spotless and well-equipped with everything we needed for a comfortable and relaxing beach week. We made great use of the kayaks, beach gear, and spent plenty of time unwinding on the balconies. The location was also ideal—just a quick drive to great restaurants, shopping, and downtown Pensacola. Lauren and Reid were exceptional hosts—friendly, responsive, and thoughtful. Thank you for making our trip so memorable. We’re already looking forward to coming back!
Cottage rentals with a kayak

Hammock Hideaway - waterfront cabin
This home is exceptional. Very comfortable living area, well equipped kitchen, and bedrooms conducive to restful nights! Our favorite spot was the screened-in porch for morning coffee and quiet evenings where herons and turtles appeared to entertain us! Also Donna, the host, was very attentive checking in to see if anything was needed! We look forward to staying there again when back in Alabama! We give this house a 5+!

Coastal Country Living
Such a cute cozy place! My boyfriend and I loved the decor and it was so clean!! Kimberly was in top of everything she’s such a great host. Definitely book here so worth it. The beds are so comfy too you will sleep like a baby!

Octopus Cottage
If I could give Vincent 1000 stars I would! Honestly one of the best hosts I’ve had through Airbnb. Very accommodating, friendly, responsive, and inviting. He was flexible with our check in & prompt with responses. We arrived and were gifted a bowl of fruits and goodies.. I always find that to be such a thoughtful gesture from hosts ❤️ He let us borrow beach chairs, a boogie board and an umbrella which made our trips to the beach so much comfier. We brought my senior basset hound and he had a whole thing out together for my pup (another super thoughtful gesture to fellow pet owners) Truly a 10/10 stay with this host. Thank you so much again Vincent!!

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

Spanish Moss House on Wolf Bay w/Pier + Boat Slip
From the moment we arrived, we knew we had found somewhere special. Our hostess was the best we’ve ever encountered, genuinely kind, attentive, and clearly passionate about creating a beautiful experience for her guests. The cottage was absolutely enchanting with original doors, creaky floors that tell a story, and antiques that give the space so much character and history. It felt like stepping into another time, in the best possible way!! The private beach on the bay was pure magic. Quiet, peaceful, and breathtaking. The hostess had an amazing selection of beach gear available in the storage area, which made beach days even easier and more fun! Just a short walk from the cottage was a lovely park that was perfect for our kids to run and play. It made the stay even more family-friendly and convenient. We can’t wait to return. This place has our hearts!

Blue Lagoon Cottage
Good location, not far from beaches and local restaurants.

Cozy Comfy Home & game room, near NAS & downtown
The Pastor enjoyed staying in the cottage very much. Very lovely interior and a safe feeling in this neighborhood. The cottage was very quiet, very clean and well maintained. He especially enjoyed watching the Blue Angels Airforce team practice their routine above the cottage area. One aspect he found favorable was the bathroom. Very nice cottage. We give them an overall five rating. We will remember this cottage on our next trip. Rev. Ben Vickers

Sandy beachfront home on Perdido Bay
Our family really enjoyed our stay here! The home is beautiful and much bigger in person! They accommodate so much from TVS in every room, plenty of seating, labels on all the kitchen drawers which was a huge plus. Plenty of towels and toilet paper. We’ve been to some places before where they were greedy on toilet paper and towels. Not this place. The yard was absolutely beautiful and we enjoyed the colorful lights outside. The private beach was perfect. By all the accommodations and cleanliness of this home it was by our favorite spot yet. Very peaceful! We would love to return in the near future!
Cabin rentals with a kayak

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!
These are some of the best hosts we have ever had! From the moment we arrived with a tire issue, Steve was immediately friendly and helpful with multiple local repair shops to try and suit our needs. In the following days he had lots of local restaurants, dive locations and dog park recs. Their place has all the necessities you'd need on your vacation. The kitchen allowed us to cook breakfast, and prepare leftovers any day we needed. All other rooms were stocked, clean and well kept. The dogs loved to fetch n cool off in the Sound on their frequent swims. Lush foliage was a surprise as it contributed to wildlife, birds and shady temps! It is definitely the place to privately slow down, sit back an watch the sun rise on the dock as boats travel by slow and unbusily. Topping it all off was the spacious porch/yard with water hose. It spoiled us as we are usually unable to fully rinse and dry out all of our dive gear before returning home. Come and visit their oasis, you won't regret it!!

Waterfront Pensacola Paradise with Boat Slips!
Stayed here while evacuating from Hurricane Milton. Check-In process was super straight forward, the hosts were very understanding of our situation and allowed us to check in early after we drove 8 hours from the Tampa area! The cabin was charming and relaxing. Good internet and environment to get some work done. Plenty of activities to do on-site. Great views of the water! We were even able to use the kayaks at the stay. The fishing was great too, we were able to catch over 45 fish in the 3 days we were there. While there was plenty of stuff to do on-site, everything you need is within 5-10. The beach and great restaurants are super close. Definitely will be coming back under different circumstances!

Riverfront Milton Cabin w/ Boat Ramp & Dock!
The house was in great shape. the outdoors were peaceful. I enjoyed having coffee on the dock at the water every morning during our stay.

Creekside Fishcamp
We really enjoyed our stay! The place was great. So peaceful! Joseph did well at communicating as well! We hope to go back again!
Quick stats about vacation rentals with a kayak in Pensacola
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Gulf State Park
- Gulf Shores Public Beach
- Alabama Point Beach
- Destin Harbor Boardwalk
- Romar Lakes
- Crab Island
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Langdon Beach
- Waterville USA/Escape House
- Perdido Key Beach
- Pensacola Dog Beach
- Branyon Beach
- Tiger Point Golf Club
- Surfside Shores Beach
- Pensacola Beach Crosswalk
- Steelwood Country Club
- Adventure Island
- San Carlos Beach
- Pensacola Dog Beach West
- Eglin Beach Park