Vacation rentals with a kayak in Pensacola

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Top-rated kayak rentals in Pensacola

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Top guest favorite

Apartment in Gulf Breeze

4.95 out of 5 average rating, 198 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

Camper/RV in Navarre

4.88 out of 5 average rating, 149 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

Guesthouse in Milton

4.99 out of 5 average rating, 141 reviews

Charming Bayou Bungalow - walk to downtown Milton!

Enjoy visiting historic Milton while staying in our comfortable cottage, which is close to everything making it easy to plan your visit. Walk to downtown Milton for live music, festivals, breweries, restaurants. 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 New Queen bed with comfy Serta mattress.

Top guest favorite

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

Home in Pensacola

4.9 out of 5 average rating, 104 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, 25 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

Superhost

Guest suite in Pensacola

4.91 out of 5 average rating, 216 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

Bungalow in Pensacola

4.9 out of 5 average rating, 107 reviews

Emerald Vibes :) Entire home walk to Intercoastal

A relaxed modern 3 bed, 2 bath private home on a quiet, mature treed street minutes to all the action. A great place to kick back and relax after a day at Wahoo Stadium, Pensacola Country Club and Yacht Club, NAS, The Oar House with live entertainment and the Historic Palafax Ave. A quick trip to Pensacola Beach and Perdido Beach makes for an exciting day. Enjoy the kayaks and paddle board as you are steps from the intercostal waterway and have a chill evening BBQ’ing fresh seafood.

Superhost

Villa in Navarre

4.86 out of 5 average rating, 43 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

Top guest favorite

Home in Milton

4.96 out of 5 average rating, 162 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

Home in Gulf Breeze

4.76 out of 5 average rating, 125 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!

Top guest favorite

Home in Navarre

4.99 out of 5 average rating, 108 reviews

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!