Waterfront vacation rentals in Santa Rosa Island

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Santa Rosa Island

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Gulf Breeze

4.97 out of 5 average rating, 146 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly " 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, quiet neighborhood. Join us @ Fire pit that is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Aug 23 – 30

R2,552 ZAR per night

Guest favorite

Condo in Mary Esther

4.87 out of 5 average rating, 133 reviews

Waterfront Condo with FREE Kayaks

* Right on the waterfront ! *Free Kayaks ($300-$400 value as the same kayaks rent for $ 100/day /kayak) down the road at the rental place. The place is right in front of the water with amazing views of the Santa Rosa sound and Okaloosa island, the pool is 5 steps away. *Large and airy one bedroom, one living room, kitchen and bath, TV in both rooms. Endless summer days at its best. *Kayaks are free to use. *We are 4 miles to the Gulf beach on Okaloosa Island and 9 miles to Destin Harbor.

Feb 16 – 23

R1,743 ZAR per night

Guest favorite

Camper/RV in Navarre

4.92 out of 5 average rating, 110 reviews

The Camper 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.

Nov 9 – 16

R2,568 ZAR per night

Guest favorite

Condo in Pensacola Beach

4.96 out of 5 average rating, 163 reviews

Gorgeous condo steps from beach!

“Welcome to Island Time” Escape to Pensacola Beach!! Beautiful renovated one bedroom condo w/ sleeper sofa on Sabine Bay. You are just across the street from Pensacola Beaches beautiful white sand and blue waters. Walking distance to restaurants & activities. Pensacola Beach is the ideal destination if you are looking for a wide variety of activities. Soak in the sun-drenched days while you enjoy your vacation the way it is supposed to be. Blue Angels wk. is open. Requires 7/9 to 7/14 stay.

Dec 9 – 16

R2,692 ZAR per night

Guest favorite

Guesthouse in Milton

4.99 out of 5 average rating, 113 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.

Feb 7 – 14

R1,857 ZAR per night

Superhost

Condo in Orange Beach

4.87 out of 5 average rating, 183 reviews

Phoenix 3 3052-BEACHFRONT, NEWLY REMODELED!

WELCOME TO PARADISE! Located in the center of Orange Beach! A 5th floor BEACHFRONT unit in Phoenix III with a million dollar view of the beach. Decorated beautifully with beach decor and furnishings. Sleeps 5. One bedroom condos are only allowed one parking space. So only one pass at front desk. Wolf Bay restaurant , Doc's Seafood, Live Bait and Ruby Slipper are within walking distance. a zoo, shopping and Owa park near by at Foley. 65+5 star reviews with VRBO, started AIRBNB 8/24/18

Dec 8 – 15

R2,036 ZAR per night

Guest favorite

Condo in Pensacola

4.99 out of 5 average rating, 118 reviews

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! No roads to cross. Stunning panoramic sunset views! Guests love the option of an indoor heated pool and outdoor pool and hot tub overlooking the ocean. A contemporary electric fireplace in the living room & bedroom is perfect for those cozy mild winters for your stay on the beach. Enjoy a king size bed in the master... nautical bunkbeds with port holes and queen sleeper sofa in the main living areas. Reserve Your Time Away Today!

Jan 28 – Feb 4

R2,987 ZAR per night

Guest favorite

Apartment in Navarre

4.94 out of 5 average rating, 248 reviews

Serenity on the Santa Rosa Sound

Serenity on the Sound is the perfect place for your next getaway. Enjoy your private balcony overlooking the Santa Rosa Sound. Bring your water toys (kayak, paddle board or raft) or just a towel to enjoy the sandy white beach just a short walk away from your charming apartment. Full kitchen and bath, private laundry, 1 bedroom with queen size bed, cozy living room and dining. Located minutes from the beautiful white sands of Navarre Beach. Guests must be able to use stairs.

Dec 20 – 27

R3,000 ZAR per night

Guest favorite

Guesthouse in Navarre

4.95 out of 5 average rating, 216 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

One of the new houses on the beach. Where you have beautiful views of the sunrise over the Gulf from your front deck and the sunset over the Santa Rosa Sound from your back deck. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding or just plain relaxing on the "Most Relaxing Place in Florida." All on the sugar white sand beaches of the Emerald Coast. During your stay here you will find yourself in a suite full of amenities.

Dec 2 – 9

R2,794 ZAR per night

Guest favorite

Condo in Navarre

4.86 out of 5 average rating, 279 reviews

The Sandy Secret

Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

Mar 22 – 29

R3,133 ZAR per night

Superhost

Home in Milton

4.79 out of 5 average rating, 152 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

Read full description before booking! 25-30 minutes to the beach depending on traffic. 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. Great fishing in the canal or off the dock! Or Kayak into the bay to fish!

Nov 13 – 20

R1,825 ZAR per night

Guest favorite

Condo in Fort Walton Beach

4.97 out of 5 average rating, 149 reviews

Perfect View! Waterfront, Marina, and 2 Pools!

Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures.

Apr 12 – 19

R1,661 ZAR per night