Vacation rentals with a kayak in Pensacola Beach

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Top-rated kayak rentals in Pensacola Beach

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Guest favorite

Rental unit in Gulf Breeze

4.96 out of 5 average rating, 156 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Guest favorite

Guesthouse in Milton

4.99 out of 5 average rating, 117 reviews

Charming Bayou Bungalow - walk to downtown Milton!

Enjoy visiting historic Milton while staying in our comfortable cottage, which is close to everything making it easy to plan your visit. Walk to downtown Milton for live music, festivals, breweries, restaurants. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop New Queen bed with comfy Serta mattress.

Guest favorite

Bungalow in Pensacola

4.96 out of 5 average rating, 125 reviews

Summer’s here! Red Door Bungalow Downtown Sleeps 6

Ready for your Summer Vacation in Pensacola! Love the charm of an older home, but require the comforts of a modern one? Welcome to our cozy Red Door Bungalow! This quaint home is half a mile from the center of downtown Pensacola. Local restaurants, Blue Wahoos stadium, shopping, parks, and night life are around the corner. 10 mins from NAS. 15 min to the beach. Park and playground are located right across the street. This home is perfect for that quick getaway or mid-term stay! DM questions

Guest favorite

Condo in Pensacola Beach

5 out of 5 average rating, 120 reviews

Stay at Sunshine Daydream on Pensacola Beach

Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

Guest favorite

Camper/RV in Fairhope

5 out of 5 average rating, 184 reviews

Cozy Warm Glamping Silver Bullet Wi-fi Ev Charger

Alabama's Best Host 2021-23 No chores checkout ! Recharge your soul in our cozy “Glamping“ style Vintage Avion Silver bullet , snuggled between the blueberry bushes and fresh clean Alabama Air 21 miles to Orange Beach 10 miles to Fairhope Upscale amenities We try to make your stay special with a comfy feather bed (full sized) a rain shower & all the comforts of home- fridge microwave small cooktop Private outdoor space has a fire pit big chairs just added a EV charger & 2 bikes & Kayaks

Guest favorite

Condo in Pensacola

4.96 out of 5 average rating, 171 reviews

Comfy Bayou Cottage - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Cottage is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

Superhost

Townhouse in Pensacola

4.89 out of 5 average rating, 128 reviews

Serenita Ora: Quiet Waterfront Unit with 2 Kayaks!

Welcome to Serenita Ora! Come enjoy beautiful views, coffee on the balconies, and the peaceful waters. Our oasis sits directly on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 5-6 and includes a fully stocked kitchen, laundry, and 2 Kayaks! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beach, restaurants, etc.

Guest favorite

Townhouse in East Hill

4.92 out of 5 average rating, 299 reviews

Townhome A w/hottub in downtown, mins to beach

Pet Friendly! Each side Sleeps up to 6 or rent both sides to accommodate 12 with advanced notice. Blocks from historic Downtown Pcola. Restaurant’s/activities/entertainment minutes away. Fenced in backyard, deck/Hottub/outdoor shower, bikes/grill/firepit. Several parks in walking distance including the Bayfront. $100 (per) pet fee paid directly to the host after checkin. 10 min drive to Pcola beach. 24ft boat/w Capt available for day inter coastal excursion, no fishing

Guest favorite

Guesthouse in Navarre

4.95 out of 5 average rating, 221 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

One of the new houses on the beach. Where you have beautiful views of the sunrise over the Gulf from your front deck and the sunset over the Santa Rosa Sound from your back deck. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding or just plain relaxing on the "Most Relaxing Place in Florida." All on the sugar white sand beaches of the Emerald Coast. During your stay here you will find yourself in a suite full of amenities.

Guest favorite

Guest suite in US

4.99 out of 5 average rating, 136 reviews

Waterfront Sunset King Suite

Serene, safe, & clean with an awesome view of Perdido Bay and the best sunset. Comfortable king comfy bed & private guest entrance . You'll have your own fridge (with a few goodies), a small freezer, microwave, coffee & coffee maker, hammock, outdoor seating, lounge chairs, sofas, and beach. Owners room is on the opposite side of the house, for your PRIVACY. We supply beach towels & beach chairs. Paddle boards & kayaks for your use-go find the DOLPHINS! SMOKE FREE!

Guest favorite

Townhouse in Gulf Breeze

4.95 out of 5 average rating, 117 reviews

Gulf Breeze Your own private resort on the bay!

Best sunset's in Pensacola area. A place where you can watch for dolphins, fish off the dock, pull your boat up, take the kayak out. lay under your own pergola with lounge chair's. Listen to the waves while lying in the hammock watch the pelicans crash land in the bay. grill on the deck . have a picnic. swim off the dock , lay in a raft. Fire Pit , corn hole game in garage,1400 square feet with accommodations for 6. 3 bd/ 2.5 bath 3 mile's to Pensacola beach .

Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 143 reviews

Tidy Bayou Bungalow

Enjoy beautiful views of the bayou in our carefully cleaned bungalow. Scenic walking/biking path along the bayou right outside your front door! Distances: Downtown 5 mi, Pensacola Beach 14 mi, Perdido Beach 20 mi, Pensacola NAS front gate 1.5 mi, public boat launch 0.2 mi. Fun fact: The Blue Angels home base is Pensacola, and you can see them practicing from our front porch. See photos for copy/paste of the 2022 practice schedule.