
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
Such an amazing and literally felt like home. Gave great instructions and activities to do. Cleanliness was excellent and the atmosphere loving and family oriented. Will definitely be visiting again. Thanks for having us and being amazing host.

Tidy Bayou Bungalow
This was our 2nd time staying here while visiting our college daughter. Beautiful place. Cozy and great for feeding and hanging out with family and friends. The neighborhood is peaceful. We enjoy taking walks. We caught the Blue Angels practicing and some dolphins swimming by!

Amazing views - private water front home sleeps 9
It's easy to feel right at home here! We were a group of 6 and the house was perfect for all of us to sleep comfortably but still have our space. We were staying in Pensacola to visit my niece and this location was perfect so she can come back and forth from base to spend time with us. We loved how relaxing the space was, we really didn't have to leave. We mostly stayed in and enjoyed the MANY! amenities provided. The kitchen was well stocked too so cooking was easy. And nearby is a great Thai food restaurant (Thai Curry House) if you don't feel like cooking. We spent a lot of time out on the water in the kayaks, enjoyed the amazing massage chairs, and spent the evenings watching the gorgeous sunsets in the hot tub or on the pier. Being here makes you truly appreciate nature. The neighborhood is so quiet and safe. Dennis was such a gracious host and even let us extend our stay. He was also an excellent communicator, we felt very taken care of.

Cozy Home on a Lake - 8 Miles to the Beach!
We had a great stay while visiting our daughter who is currently stationed at NAS Pensacola. The base is only about 15 minutes from the house which was great! Super convenient location, Close to beaches, shopping (target and Walmart are just around the corner!) The Hosts are very responsive and made sure we had everything we needed for a comfortable stay. The back yard was great for our dog! The neighborhood felt very safe. Try Badass Hawaii coffee, just up the street, so good!! A+ stay!

Welcome to Heron House
Serene and beautiful setting on bayou heron, which feeds directly into Perido Bay. Loved kayaking right from the property and seeing an abundance of wildlife from the dock - birds, fish, dolphins and an alligator! extra large family room and kitchen would work well for families. the hosts were super accommodating and flexible with the check in time which we really appreciated.

Beach, Kayaks, and Water Access!
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

Pelican Landing Navarre Beach
We loved Pelican Landing! It was the perfect peaceful beach getaway for our large group of 12 people! Plus it had every beach accessory you could ever need- beach towels, chairs, umbrellas, wagon, cooler, bikes, and more! Janice was very friendly and responsive. We had some A/C issues but she was very prompt to send out multiple HVAC technicians the day of, and even provided a free day of golf cart use for the trouble. We highly recommend this house and host!

Perdido Bay, Pool, Firepit, Bocce, Waterfront Dock
As an owner of rental property myself, I’m a bit harder to please but this jewel of a place exceeded my expectations. Everything we could ask for and more!! I’ll definitely be back!!!
Cottage rentals with a kayak

Hammock Hideaway - waterfront cabin
I would give Hideaway Hammock more stars if I could. Donna's place was PERFECT! the neighborhood is quiet and the property itself feels pretty secluded even from the neighborhood around it. the back yard is picturesque. The screened in back porch over looking the creek was truly my favorite place in the whole house. I was truly able to relax and unwind here in the mornings and between activities. They provided kayaks and paddles to use in the creek. On the inside of the house, it was clean, well stocked with everything we needed, homey without being cluttered, and had some great extras (very comfy reclining/vibrating chairs, an abundance of towels, linens, cookware and dishes). I've already looked at future dates for this property for our family, and I cannot recommend you choose this for your stay enough. You won't regret it.

Coastal Country Living
Kimberly’s place couldn’t have been more perfect for what my family needed! Great location, extremely clean, and stocked with everything we could need. Check in was seamless and she was very quick to respond with any questions I had. I hope to stay here again!

Octopus Cottage
We were so pleased with our stay. This is the most adorable space! Although we didn’t cook while there, the kitchen was well equipped. We are coffee drinkers and he gad everything we needed for our morning cups. We were able to bring our little dog and he loved the little enclosed area. Last night we were walking in for the night and noticed the lovely lights in the trees. You won’t be disappointed staying here!

Nature's Nest Cottage on the Sound - Pets Welcome!
The cottage was a great location for a great price. We really enjoyed our time visiting the FWB area. Steve & Tara were friendly and helpful with any questions we had. I would recommend their airbnb!

3 bed 2.5 bath. Coastal Living. King Size Bed.
Responded quickly to all questions and was very helpful. Place was very clean and a pleasant stay. Would stay here again.

Spanish Moss House on Wolf Bay w/Pier + Boat Slip
This is our second stay - 2021 and 2025! There are no words to describe the beautiful view!!! Sunsets that are truly picture perfect. Evening walks on the pier while watching the dolphins. And there are times you cannot tell where the water ends and the sky begins. There have been improvements since we were there 2021 and they are great. If you are looking for a place to relax, reflect and just enjoy.....this is it. A true GEM!!

Perdido Coastal Cottage- pets ok w/ fee-
We ended up in a situation with our dogs and the condo we were in. Wendy’s AIRbnb was located less than a mile away and they had a fenced in back yard! Our dogs loved their stay and the backyard and we enjoyed the quietness and privacy of the location. The house was very clean and everything we needed

Comfortable home & game room, near NAS & downtown
We loved staying at this cozy home!Everything was just as listed and everything was so cute! We took advantage of the bikes provided and took a ride in the park along the bayou close by. It was very scenic and we love the neighborhood! It is a perfect location for visiting my son who lives on NAS Pensacola. Katie and Chad were very helpful and responsive when I had questions about the area. We loved our trip and our stay there!
Cabin rentals with a kayak

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!
I loved staying at the cottage! So beautiful and peaceful. This place is perfect for a getaway to the beach. Just book it. 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!
loved our stay! such a beautiful & clean home inside and out! the hosts were wonderful and responded so quickly! they also have an elevator if you are handicapped which really came in helpful when we had my mother-in-law over! loved the amenities and everything that it offered. can't wait to stay again!

Creekside Fishcamp
We enjoyed our stay at the Joe's fish camp and it was central to the events that we attended. The place was exactly as described. The enclosed back porch and dock were a great place to hangout and view the birds and wildlife in the area... very peaceful and quiet!
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 Shores Public Beach
- Opal Beach
- Destin Harbor Boardwalk
- Romar Lakes
- Cotton Bayou
- Gulf State Park - Florida Point
- Crab Island
- James Lee Beach
- Gulf State Park
- Princess Beach
- Navarre Beach Fishing Pier
- Alabama Point Beach
- OWA Parks & Resort
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- Waterville USA/Escape House
- Langdon Beach
- Tiger Point Golf Club
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- Perdido Key Beach
- Gulfarium Marine Adventure Park
- Alabama Gulf Coast Zoo
- Surfside Shores Beach
- Pensacola Dog Beach
- Eglin Beach Park