
Vacation rentals with a kayak in Pensacola
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Top-rated kayak rentals in Pensacola
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Private Waterfront Retreat: Family & Pet Friendly
Welcome to your own private waterfront, beach, and retreat destination! Recently renovated, this home is the perfect place to unwind, relax, and soak in the beach life! Tucked away on a dead-end street away from the tourist hustle & bustle. - Panoramic views of the sunset - Private 450ft dock with 2-story deck - Paddle boards/yoga mats - 1 acre of serenity - Complete kitchen - Fenced backyard, outdoor dining, fire pit Location: - 16 mins/10 miles to Navarre Beach - 14 mins/8 miles to grocery

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.

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 and let this location serve as your hub while enjoying all Pensacola has to offer!

Delightful 1-bedroom houseboat with free parking.
Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You wonât forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

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!

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.

Cozy Bayou Home & game room near NAS Dtown Beaches
*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

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.

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+

Pelican's Paradise~Amazing View, FREE Kayaks,Pool!
Welcome to our home, Pelican's Paradise! Come enjoy beautiful views, coffee on the balconies, & serene waters. This 2 bed/2.5 bath comfortably sleeps 8 and includes a fully stocked kitchen, laundry room, and 2 kayaks! It sits on the cove of Perdido Bay, providing the perfect, secluded place for families to relax, play, and paddle safely. Spend all day here, isolated and tucked away. Or take a short 5 mile drive to the Gulf beaches, parks & dining of Perdido Key! Minutes from Naval Base.

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.

Waterfront Escape to Gulf Beach Getaway!
Waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroomâs 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.
Popular amenities for Pensacola kayak rentals
House rentals with a kayak

Cozy Home on a Pond - 8 Miles to the Beach!

Cozy Cottage on the Bay - Swim, Fish, Play, Relax

Canal Home in Gulf Breeze

Breathtaking NEW 6 BR home on the Bay with Dock

Gulf Brz-Beaches, Canal, Dwntwn PNS, Pet friendly

đSave $ while still being located near everything!

Hot Tub 6 mi to beach Pool B-Ball Hoop Bikes

Kokomo Key on Navarre Beach - Private Pool
Cottage rentals with a kayak

Hammock Hideaway - waterfront cabin

Coastal Country Living

Octopus Cottage

Blue Lagoon Cottage

Spanish Moss House on Wolf Bay w/Pier + Boat Slip

Coastal Cottage Retreat | Foosball table | Firepit

Sandy beachfront home on Perdido Bay

The Bunkalow, A Cozy Gulf Coast Getaway
Other vacation rentals with a kayak

Walk/Bike/Golf Cart to Beach | Luxury Home w/Pool

Lakefront Home 6 mi from Beach

The getaway spot

The Feathered Nest

Waterfront Home w/Kayaks

Blackwater Bay Bungalow

Mahi Manor

Kayaks & Paddle boards/Private Patios Water Views
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$16,942 GYD | G$17,569 GYD | G$22,171 GYD | G$21,962 GYD | G$22,589 GYD | G$25,308 GYD | G$25,308 GYD | G$22,589 GYD | G$22,171 GYD | G$19,452 GYD | G$19,452 GYD | G$25,308 GYD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about vacation rentals with a kayak in Pensacola

Total vacation rentals
Explore 20 vacation rentals in Pensacola

Nightly prices starting at
Pensacola vacation rentals start at G$14,641Â GYD per night before taxes and fees

Verified guest reviews
Over 2,780 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Pensacola vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pensacola rentals

4.9 Average rating
Pensacola stays are highly rated by guestsâaveraging 4.9 out of 5!

Nearby attractions
Pensacola's top spots, include Palafox Market, Pensacola Museum of Art, and Bruce Beach
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