Vacation rentals with a kayak in Pensacola Beach, Escambia County

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Top-rated kayak rentals in Pensacola Beach, Escambia County

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Top guest favorite

A view from the deck captures a tranquil pathway leading to a private dock, flanked by trees. Lush green grass fills the yard, and the calm waters of the bay are visible in the distance under a clear blue sky.

Apartment in Gulf Breeze

4.95 out of 5 average rating, 191 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

Two bright yellow kayaks are positioned on the grassy shore, facing the calm water. Tall trees and sparse vegetation frame the serene view of the waterfront, with a clear blue sky and wispy clouds above. The natural landscape invites exploration and outdoor activities.

Camper/RV in Navarre

4.88 out of 5 average rating, 143 reviews

Bayfront Forest Camper with kayaks/nature trail

The best of both worlds. Our 11-acre waterfront family’s retreat is the ideal getaway for outdoor enthusiasts and beach lovers. With RVs on the front of the property and the occasional tent camper dispersed through out the acreage, you’ll enjoy time away from the crowds walking the mulched trail to the water or using the two kayaks provided for guest use. We offer additional experiences. Outdoor brunch for two/group, afternoon teatime, boho picnic, s’mores bundles, etc. Message with interest.

Top guest favorite

Two individuals enjoy water activities in Poquito Bayou, one kayaking in an orange kayak and the other on a paddleboard. The calm water gently reflects the sunlight, while a wooden dock extends in the background, providing a serene outdoor setting.

Apartment in Shalimar

4.99 out of 5 average rating, 148 reviews

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Guest favorite

Home in Fairhope

4.93 out of 5 average rating, 262 reviews

Got it Reel Good River House!

Got it Reel Good River House! Enjoy swimming and grilling along Fish River in beautiful Fairhope, AL. House has 3 bedrooms, and 1 bathroom. Two full beds, and two twin beds, as well as a futon, and a sectional couch. Relax on the large deck attached to the house overlooking the river with a grill and plenty of seating for entertaining. Downstairs has a small fenced yard and pier for swimming, fishing, or lounging. Pets are welcome with a pet fee, but they must be approved prior to your stay.

Top guest favorite

The spacious master bedroom features a California king bed covered with a patterned quilt. A reading nook is situated by a window with natural light filtering through sheer curtains. A cozy chair complements a bookshelf filled with various books, adding character to the room.

Home in Elberta

4.97 out of 5 average rating, 107 reviews

🏖Save $ while still being located near everything!

Close enough to enjoy everything but far enough to avoid the major traffic! Whether you’re staying for a beach getaway, or just want to explore our beautiful area.. Enjoy some peace and quiet while you stay. You will be greeted with a clean home to rest and relax! Popular Destinations: - Downtown Elberta: 1 minute - OWA The Park & Tropic Falls: 8 minutes - OWA Sports Fields: 8 Minutes - Pirates Cove: 13 minutes - Gulf Shores: 25 minutes - Orange Beach: 25 minutes - Pensacola: 35 minutes

Superhost

A three-story townhouse is depicted with a light blue exterior, standing beside a calm waterway. Two kayaks are positioned on a grassy area, with a picnic table visible nearby. The serene bay stretches out in the background, under a clear blue sky.

Home in Pensacola

4.91 out of 5 average rating, 102 reviews

Tiki Hut: Waterfront, Amazing Views, & 2 Kayaks!

Welcome to the Tiki Hut! This amazing home sits directly on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to relax, play, swim, & paddle safely. Enjoy gorgeous views, coffee on the balconies, & serene waters. This 3 bed/2.5 bath sleeps up to 8 and includes a fully stocked kitchen, laundry, 2 kayaks, and more! Spend all day right here, isolated from the hustle and bustle. Or take a very short drive to the beaches, dining, and more along Perdido Key.

Top guest favorite

Camper/RV in Pensacola

5 out of 5 average rating, 24 reviews

Waterfront Property-Dock-Free Kayaks-10min 2 Beach

BRING YOUR BOAT and leave it at our private dock or use the FREE KAYAKS! PET FRIENDLY! (2 Pets, 20lb max, one-time fee: $75/pet) Location Location Location! Reconnect with nature at this unforgettable escape, located on Weekley Bayou & Perdido Bay, in a tranquil ancient bald cypress, magnolia, & pine tree grove. Perdido Key sugar-white sand beaches, Johnson Beach National Seashore Park, Big Lagoon & Tarkiln Bayou State Parks are within a 10-minute drive. EV Charging available! Lvl2

Guest favorite

Guest suite in Pensacola

4.91 out of 5 average rating, 211 reviews

Waterfront Escape to Gulf Beach Getaway!

Gorgeous waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroom’s sliding door to a private deck steps away from our beach and pier where you can enjoy swimming, paddle boarding, kayaking or just enjoy the view! You will have your own private full kitchen. Book a massage with our massage therapist before your stay and enjoy your massage just steps away from your suite. Additional bed and bath available as well.

Superhost

A serene view showcases a large swimming pool with steps leading into the water. Beyond the pool, the dock extends into the water, with boats visible in the distance. Lush green grass borders the area, complemented by palm trees under clear blue skies.

Villa in Navarre

4.86 out of 5 average rating, 42 reviews

2bedroom with dock, hot tub, pool, & boat charter

Relax with the whole family at this peaceful place to stay. This is a quiet neighborhood where the neighbors are early to bed early to rise .Enjoy fishing from the dock, swimming pool, hot tub, and bbq. It comes with full kitchen, living room with large tv, dining room, and 2 bedrooms. Bedroom #1 has a queen bed and bedroom #2 has a bunk bed featuring a full and a twin bed. You are welcome to bring your boat to tie to the dock. I also offer boat charter service and private pool

Guest favorite

Two paddle boards rest on a wooden dock, positioned against a backdrop of swaying reeds and calm water. Nearby, a covered boat dock is visible, enhancing the serene and natural setting.

Houseboat in Fort Walton Beach

4.94 out of 5 average rating, 97 reviews

Unique water front stay Houseboat Destin/FWB

Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

Top guest favorite

A stilt house rests among lush trees, offering a serene setting by the water. A shaded gazebo with a hanging lantern provides a gathering space, while kayaks are lined up nearby. Steps lead up to the house, surrounded by natural beauty.

Home in Milton

4.96 out of 5 average rating, 153 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Guest favorite

A spacious gourmet kitchen with polished granite countertops complements rich wooden cabinetry. Stainless steel appliances are positioned conveniently, while a large central island with a cooktop enhances functionality. Light pours in through windows, illuminating the open area that connects to the inviting living space.

Home in Gulf Breeze

4.76 out of 5 average rating, 123 reviews

Perfect Executive Getaway! Bring Your Boat!

Exquisite home w/ private dock on the canal - snowbirds welcome! This exquisite three-bedroom Gulf Breeze vacation rental is luxury at its finest with a 25-foot dock and loft! The home is just steps from a lovely canal that feeds into the Santa Rosa Sound along the Gulf of Mexico. This fabulous hideaway is 2 miles from the Naval Life Oaks Reservation (part of the Gulf Islands National Seashore) and 4 miles from fresh seafood, shopping, and nightlife in town!