Vacation rentals with a kayak in Orange Beach

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Top-rated kayak rentals in Orange Beach

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Top guest favorite

A bright living area is presented with light-colored wood paneling. A white sofa is arranged opposite a wooden coffee table and a flat-screen TV. Two wicker chairs are placed nearby, and a landscape painting adorns the wall. Natural light is seen streaming through the window.

Cottage in Perdido Key

4.99 out of 5 average rating, 161 reviews

Perdido Coastal Cottage- pets ok w/ fee-

3B/2BA Perdido Coastal Cottage w/ fenced yard, across bayou and 1.6 miles from Gulf of Mexico! High Speed Wi-Fi. Enjoy close proximity to everything on your vacation checklist as this cottage sits within walking distance to Publix Supermarket, a public boat ramp access 1.1 miles away at Galvez Landing, and just a 3 min drive to 3 of the top golf courses in NW Florida! Watch the Navy's Blue Angels. Pet friendly. *Gov't Issued ID is required to book our property & must be submitted after booking

Top guest favorite

Two palm trees frame a wide view of Little Lagoon, with a wooden fishing pier leading to a green-roofed structure. The serene water reflects a clear blue sky dotted with a few clouds, creating a peaceful outdoor setting.

Condo in Gulf Shores

4.99 out of 5 average rating, 130 reviews

Always 5 O’clock Pool, Private Beach Access, Kayak

Something for Everyone – Perfect Getaway! This incredible location offers endless activities for all: On-site boat launch with slips for easy access Fishing pier 2 Kayaks for our guests Private beach access , just across the street Pool overlooking the lagoon Close to restaurants, attractions, and shopping Nearby Attractions: • Pier 33 Convenience Store 2.3 mi • Walmart – 3.2 mi • The Hangout – 3.2 mi • The Track (Go-Karts & Mini Golf) – 5.7 mi • Gulf Shores Zoo – 8.1 mi • OWA Amusement Par

Top guest favorite

A collection of colorful kayaks rests on the grassy area near Perdido Bay. The calm water reflects a blue sky with scattered clouds, and a wooden pier is visible in the background, providing access to the bay.

Guest suite in Pensacola

4.99 out of 5 average rating, 152 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

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

4.98 out of 5 average rating, 164 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

A welcoming living space showcases a comfortable brown leather sofa, paired with an ottoman on a patterned rug. Bright light floods in through windows, while a small dining area with two stools and a kitchen bar completes the cozy atmosphere.

Condo in East Pensacola Heights

4.98 out of 5 average rating, 173 reviews

Cozy Bayou Bungalow - 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 Bungalow 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 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, 127 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 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, 139 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

Two green kayaks are positioned under a wooden structure, resting on a bed of gravel. A pair of colorful adirondack chairs is visible in the background, with a serene waterfront view beyond.

Camper/RV in Gulf Shores

4.95 out of 5 average rating, 168 reviews

“Reel Life 2” on da water 1 bedroom camper

Enjoy inshore fishing, kayaking boating or just relaxing while listening to the sounds of nature when you stay in this unique waterfront site. “Reel Life 2” is a private 1 bedroom camper. We are pet friendly (with fee paid). You will have access to private neighborhood boat launch and on site fishing dock/pier. We have 2 fishing kayaks w/ adult life jackets available for your use & a fire pit . If you find this space booked search for Reel Life 1 camper on same property. Sleeps 3 adults.

Top guest favorite

Townhouse in Perdido Key

4.98 out of 5 average rating, 171 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.

Top guest favorite

Camper/RV in Fairhope

5 out of 5 average rating, 201 reviews

Glamping Silver Bullet A/C Wifi @StayInFairhope

A true getaway experience, the Silver Bullet vintage Airstream camper sits on a lovely organic blueberry farm, surrounded by nature and wildlife – yet close to recreation and attractions. Guests love the farm’s peace and quiet and proximity to Fairhope, beaches, and more. Bikes, kayaks, and unexpected amenities await you! You’ll love meeting farm critters, picking blueberries and herbs, playing games, gazing at stars, and enjoying a guest favorite – the amazing outdoor space.

Top guest favorite

An inviting creek flows through a lush landscape, bordered by dense trees and vibrant greenery. The still water reflects the surrounding foliage, creating a serene and natural atmosphere. A grassy area with scattered stones provides an access point to the water's edge.

Cottage in Elberta

4.98 out of 5 average rating, 103 reviews

Hammock Hideaway - waterfront cabin

Not everyone wants to stay on the beach. If you are coming for travel ball (minutes from the fields - your commute will be short while your teammates fight the peak beach/sports traffic every day), love kayaking and/or staying 50 feet from water, you will appreciate this special hideaway. A fisherman’s/nature lovers dream and truly unique rental experience at this creekside cottage with water frontage on deepwater Hammock Creek. Close to the beach but out of the congestion.

Top guest favorite

Aerial view of the coastal property showcases private beach access with a proximity to the serene Lagoon. A well-appointed living space features comfortable seating arranged around a modern coffee table. A cozy bedroom contains light bedding paired with decorative accents. Outdoor seating arranged on the beach invites relaxation.

Home in Gulf Shores

4.95 out of 5 average rating, 111 reviews

Beach & Lagoon Retreat - Private Beach Access

Welcome to Golden Hour! This newly renovated Gulf Shores retreat is just 100 steps from the beach with private, deeded access. Enjoy stunning water views from every bedroom and breathtaking sunsets nightly. 🏡 Sleeps 10 (max 8 adults) | 4 Bedrooms | 3 Ensuite Baths 🍽️ Spacious kitchen | Two living areas | Wrap-around deck 🌊 Beach gear, paddleboards, kayak & more! Located in peaceful West Beach Blvd—your perfect coastal escape