Vacation rentals with a kayak in Escambia County

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Top-rated kayak rentals in Escambia County

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Top guest favorite

A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.

Apartment in Gulf Breeze

4.95 out of 5 average rating, 213 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.

Top guest favorite

The welcoming entrance features a navy blue front door surrounded by light green siding. A decorative wreath adorns the door. A small table and chairs are positioned nearby, with potted plants adding a touch of greenery. Concrete steps lead up to the entryway.

Home in Pensacola

4.99 out of 5 average rating, 113 reviews

Jackson Street Retreat - Highly Acclaimed Digs!

This newly renovated, charming 1926 shotgun house is located in the historic Belmont-Devilliers district in downtown Pensacola. The home is a short walk or bike ride to Blue Wahoos stadium, Joe Patti's Seafood, and Palafox Street. The home has every convenience; new HVAC, appliances & fully equipped kitchen with Keurig/coffee, smart TVs, and Wi-Fi. Additionally, the full bath has a standard whirlpool tub/shower and the backyard has a playhouse for the kiddos. Come enjoy your home away from home.

Top guest favorite

A tranquil view of Perdido Bay at sunset is captured, featuring a wooden dock and pavilion silhouetted against the vibrant orange and yellow sky. The water reflects the colorful hues, creating a serene atmosphere, with soft ripples visible along the bay's surface.

Guest suite in Pensacola

4.99 out of 5 average rating, 151 reviews

Waterfront With Pier, Sunset Private King Suite

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

Top guest favorite

A cozy studio living area is displayed, featuring a light gray sectional sofa with decorative cushions. A small dining table with metal chairs is positioned near the entrance. A modern ceiling fan hangs overhead, and a framed artwork adds a touch of character to the wall.

Apartment in Pensacola

4.97 out of 5 average rating, 107 reviews

Cozy Bayou Villa - 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 Cozy Bayou Villa 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!

Top guest favorite

The exterior of the cottage showcases a welcoming entrance with a decorative wreath adorning the door. A paved driveway leads up to the home, surrounded by well-maintained landscaping featuring shrubs and trees. The backdrop includes a clear blue sky highlighting the peaceful neighborhood.

Guesthouse in Pensacola

4.97 out of 5 average rating, 158 reviews

Private Guesthouse- 2 mi. downtown & 5 mi. Beach

Tucked away in the highly coveted East Hill area, this cottage has everything Pensacola has to offer. 1/1 on .5 acres. Space includes king bed & futon private driveway parking, courtyard & 2 patios with gas fire pit. Access to common spaces: wood burning fire pit, pergola dining & 2 kayaks! Close to downtown, beaches, shopping & dining. Walking distance to restaurants, coffee shops, & several parks. Whether you are in town for business or here for a vacation you will love this little charmer!

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

4.98 out of 5 average rating, 123 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

Top guest favorite

A front porch is framed by white columns, providing a welcoming approach to the cottage. Neatly landscaped gardens with various plants and shrubs create a lush atmosphere, while a wooden porch adorned with a small table and chairs invites relaxation and enjoyment of the outdoor setting.

Guesthouse in Milton

4.99 out of 5 average rating, 147 reviews

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. 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. Queen bed with comfy Serta mattress.

Top guest favorite

A tranquil sunset illuminates the sky with shades of orange and purple over a calm bay. Silhouetted dock structures gently reflect on the water's surface, enhancing the serene atmosphere of the waterfront setting.

Apartment in Pensacola

4.99 out of 5 average rating, 135 reviews

Serenity on the Bay-Waterfront attached studio

If you're looking for a quiet, get-away directly on the water, and convenient to everything, this is your place! Enjoy beautiful sunrises and gorgeous evening colors in this lovely waterfront studio. You will have a private hot tub steps from your room looking out over the bay. Direct access to a private dock along with two fishing poles and paddle boards upon request. Minutes to historic downtown and 20 minutes to the Gulf of Mexico and Pensacola NAS. this is an adult only property, 21+

Top guest favorite

A vibrant sunset casts warm orange and yellow hues over the water, reflecting the colors onto the calm surface. Silhouetted trees frame the scene, while houses are faintly visible in the background, contributing to the serene coastal landscape.

Townhouse in Pensacola

4.98 out of 5 average rating, 169 reviews

Waterfront Paradise "No Wake Zone" On Perdido Key

Welcome to "No Wake Zone Villa" located on Perdido Key, Florida. Beautiful waterfront condo located on the Intracoastal waterway with a semi-private beach. Perdido Key is a coastal community located between Pensacola, Florida and Orange Beach, Alabama. No more than a few hundred yards wide in most places. Perdido Key stretches some 16 miles, with 60% of it located in federal or state parks-making it one of the last remaining unblemished stretches of wilderness on the Gulf of Mexico.

Superhost

A wooden pier extends over calm waters, reflecting soft pastel hues of a sunset sky. A medium-sized dog stands on the pier, looking toward the camera. In the distance, a small boat is moored near a covered dock.

Guest suite in Pensacola

4.9 out of 5 average rating, 221 reviews

Waterfront Escape to Gulf Beach Getaway!

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.

Guest favorite

A kayak glides across calm water, reflecting a vibrant sunset. Pine trees line the shore, framing the scene as hues of orange, pink, and purple fill the sky. Fishing poles are positioned close by, adding to the peaceful setting.

Home in Milton

4.85 out of 5 average rating, 135 reviews

Twin Waterfront Home w/Boat Dock & Kayaks!

Read full description before booking! 25-30 min drive to Pensacola beach. 2 bedroom, 2 bathroom, 1450 sq ft townhome near Escambia Bay and Pensacola. Bring your boat and dock it in your back yard!! Sit on the porch and enjoy coffee in the morning listening to the birds and frogs nearby. The home is nestled in the quiet community of Escambia Shores. Surrounded by tall pines this relaxing home is perfect for a family vacation or honeymoon. Wonderful fishing off the dock!

Top guest favorite

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

4.96 out of 5 average rating, 185 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.