
Holiday rentals with a kayak in Pensacola
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Pensacola

Total holiday rentals
Explore 10 holiday rentals in Pensacola

Nightly prices starting at
Pensacola holiday rentals start at $90 SGD per night before taxes and fees

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Over 2,970 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Pensacola holiday rentals include wifi access

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

4.9 Average rating
Pensacola stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Pensacola’s top spots include Pensacola Museum of Art, Palafox Market and Bruce Beach
Top-rated rentals with kayak in Pensacola
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

East Bay Hideaway — A Private Waterfront Escape
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

Redfish Loft, private waterfront Apt. on East Bay
Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft apartment with private bedroom. 15min from Pensacola Beach- 20 min to Navarre Beach. 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 private grill or visit a local seafood restaurant. Secluded, neighborhood. East Bay is known for it's Red fish and calm waters.

Herons Nest, under the oaks, steps to the bayou
Steps from Bayou Texar boat launch, nestled under the hundred year oaks and filled with Southern Charm! The Herons Nest is a beautiful studio cottage with a full kitchen, and all you need to cook amazing meals. A perfect location for business trips, family vacations or simply a space to retreat for peace and quiet. Delicious restaurants all within walking distance. Beautiful parks on the water for biking, boating and walks!!! We are 15 mins from Pensacola Beach by car or ferry!!! Come Enjoy

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!

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

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.

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.

Kayaks & Paddle boards/Private Patios Water Views
Welcome to SunnySide UP! The serene 2 bedroom 2.5 bath with water view is located on Little Sabine Bay in Pensacola Beach, FL. Relax on the patio as you look out at the tranquil water as you sip your morning coffee or glass of wine in the evenings. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk! You can also easily walk/drive/trolley to the bustling boardwalk with shopping and plenty of great restaurants.

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.

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.
Popular amenities for kayak rentals in Pensacola
House rentals with a kayak

Private Waterfront Retreat: Family & Pet Friendly

*Waterfront Home w/Boat Dock, & Kayaks!

Bayfront Bliss | Dock & Sunsets, Spacious Living

BAY HOUSE-Private Beach & Sunsets on Pensacola Bay

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

Navarre|BEACH| Gulf minutes away| Walk to water

Perdido Bay Hideaway: Kayaks, Bay Views & More!

Explorer’s Landing–BayouSunsets Waterfront Escape
Cottage rentals with a kayak

Hammock Hideaway - waterfront cabin

Coastal Country Living

Octopus Cottage

Nature's Nest Cottage on the Sound - Pets Welcome!

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
Other holiday rentals with a kayak

Townhome A w/Private Hottub, mins to the beach

The Feathered Nest

Waterfront With Pier, Sunset Private King Suite

Blackwater Bay Bungalow

Our House Yall's House

Couples retreat steps away from Woodlawn Beach

Classic Boatel Yacht

The Cabana - With Private Sky Deck & Beach Gear
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $105 SGD | $108 SGD | $137 SGD | $136 SGD | $139 SGD | $156 SGD | $156 SGD | $139 SGD | $137 SGD | $120 SGD | $120 SGD | $156 SGD |
| 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 |
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