Holiday rentals with a kayak in Santa Rosa County

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Top-rated Accommodation with a Kayak in Santa Rosa County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Guest favourite

Campervan/RV in Navarre

4.84 out of 5 average rating, 138 reviews

The Cabin Retreat with kayaks and 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.

Superhost

Guest suite in Pensacola Beach

4.78 out of 5 average rating, 147 reviews

Waterfront Rio Vista: secluded beach+private dock

Pet friendly waterfront 3BR 2BA private guest suite on the Santa Rosa Sound with unparalleled views of the sun setting over Pensacola Beach. Spend the day enjoying the beautiful kid-friendly secluded beach in your back yard or walk 3 blocks to the Gulf. of Mexico. A short bike ride or free trolley takes you to everything Pensacola Beach has to offer. With a dock that was built for a fisher. It has the deepest bay waters on the beach with a fishing reef. Be sure to catch your very own dinner!

Guest favourite

Rental unit in Gulf Breeze

4.96 out of 5 average rating, 168 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 favourite

Townhouse in Milton

4.88 out of 5 average rating, 120 reviews

Fins Right - 35 mins to Beaches - Blackwater River

Relax & take it Easy, You're on River Time in this Cozy, Private Unit of a Riverfront Duplex located on a Quiet Basin along the Blackwater River. This 2 bedroom, 1 bath unit has a Comfortable living room, Full Kitchen & Covered Back Porch with Outdoor Dining & with Great Views. Enjoy breathtaking Sunsets, Kayaking, Fishing & more. Peaceful & approx 35 mins to Pensacola Beach, Navarre Beach or Downtown Pensacola. Close to bike trails, hiking & Canoeing. Near Wedding Venues & Weber's Skate World.

Guest favourite

Cabin in Century

4.96 out of 5 average rating, 134 reviews

Absolute Tranquility

Private and secluded retreat! Only a short 35 mins from Pensacola. Unplug at this gorgeous getaway retreat in a country setting. This cozy 2BR/1BA lakefront cabin resides on 25 acres of serenity. Step into the raised sunroom and take in the panoramic views of the spring fed lake and the rolling pastures. Enjoy the shade relaxing in the hammock, or soak in the brand new 4 person hot tub on the lower deck. Deer are out most mornings and evenings. This well stocked lake is great for fishing too!

Guest favourite

Guesthouse in Milton

4.99 out of 5 average rating, 126 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.

Guest favourite

Bungalow in Pensacola

4.95 out of 5 average rating, 135 reviews

Fall Trip! Red Door Bungalow Downtown Sleeps 6

Ready for your Summer Vacation in Pensacola! Love the charm of an older home, but require the comforts of a modern one? Welcome to our cozy Red Door Bungalow! This quaint home is half a mile from the center of downtown Pensacola. Local restaurants, Blue Wahoos stadium, shopping, parks, and night life are around the corner. 10 mins from NAS. 15 min to the beach. Park and playground are located right across the street. This home is perfect for that quick getaway or mid-term stay! DM questions

Guest favourite

Condo in Pensacola Beach

5 out of 5 average rating, 126 reviews

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.

Guest favourite

Condo in Pensacola

4.95 out of 5 average rating, 204 reviews

Comfy Bayou Cottage - 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 Cottage 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!

Superhost

Home in Milton

4.82 out of 5 average rating, 102 reviews

* 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!

Guest favourite

Townhouse in Gulf Breeze

4.95 out of 5 average rating, 123 reviews

Gulf Breeze Your own private resort on the bay!

Best sunset's in Pensacola area. A place where you can watch for dolphins, fish off the dock, pull your boat up, take the kayak out. lay under your own pergola with lounge chair's. Listen to the waves while lying in the hammock watch the pelicans crash land in the bay. grill on the deck . have a picnic. swim off the dock , lay in a raft. Fire Pit , corn hole game in garage,1400 square feet with accommodations for 6. 3 bd/ 2.5 bath 3 mile's to Pensacola beach .

Guest favourite

Home in Milton

4.99 out of 5 average rating, 103 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.