Waterfront holiday rentals in Santa Rosa Island

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Santa Rosa Island

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Gulf Breeze

4.97 out of 5 average rating, 144 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.

23–30 Oct

$287 NZD per night

Guest favourite

Campervan/RV in Navarre

4.92 out of 5 average rating, 109 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.

11–18 Jan

$227 NZD per night

Guest favourite

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.

14–21 Dec

$197 NZD per night

Guest favourite

Condo in Navarre

4.81 out of 5 average rating, 153 reviews

Ground Floor Studio! Private fishing pier

Welcome. Feel the relaxation from the moment you pull into the parking lot, surrounded Palms. Inside a King bed and sleeper sofa for the entire family. The beach will welcome you, white sand between your toes. Keep an eye out for dolphins. Catch a sunset or head down to the longest pier in the Gulf of Mexico to look for wildlife. Catch a Blue Angels practice at Fort Pickens when they are in town! The pool is just steps from the patio. Relax, read and play. What are you waiting for? Book now!

10–17 Dec

$314 NZD per night

Guest favourite

Condo in Orange Beach

4.91 out of 5 average rating, 274 reviews

PHX 3143 On Beach, Pools and Spas

NOTE>>One Elevator out 11.2023 thru 5.2024. BEACH REFURB PROJECT IS COMPLETE! You’ll love this GULF FACING NEST for your beach stay. 1BR/1BA, King Bed, Queen sofa sleeper, Spa bath, slip covered furniture, 55" Samsung TV with FREE cable, & FREE internet. Amenities include: outdoor and indoor pool, hot tubs, sauna, racquetball and tennis court, shuffle board, fitness center, and arcade. Across from Live Bait - Bar& Live entertainment, Ruby Slipper best brunch place. Parking/ stay is $55.

3–10 Dec

$297 NZD per night

Guest favourite

Condo in Navarre

4.97 out of 5 average rating, 104 reviews

La Playa Esmeralda-Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, lighted, private fishing pier, where no fishing license is required.

26 Dec – 2 Jan

$268 NZD per night

Guest favourite

Castle in Fairhope

4.99 out of 5 average rating, 411 reviews

Storybook Castle BnB

Sheldon Castle is a registered Baldwin County Historic home. It is a unique, artistic structure right in Fairhope but secluded on a side street. The Eastern Shore Art Center is down the drive and across the street. From there you are in wonderful downtown Fairhope. The studio suite is a completely private part of Sheldon Castle with the Sheldon descendants in the rest of the home. Mosher Castle with a moat and dragon is next door. Our guests are invited to walk the grounds of both castles.

31 Jul – 7 Aug

$214 NZD per night

Guest favourite

Condo in Orange Beach

4.91 out of 5 average rating, 290 reviews

Beachfront - PENTHOUSE - Breathtaking Views!

In the heart of Orange Beach is this luxury condo with gorgeous views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

26 Jan – 2 Feb

$271 NZD per night

Superhost

Condo in Destin

4.84 out of 5 average rating, 219 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

Located right on the beach, this spacious condo has breathtaking unobstructed Gulf views, updated floors and appliances and sleeps six. Decorated in soothing designer colors with a coastal feel, the unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom; two bunk beds in a hallway alcove, a 2nd bathroom with shower, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa..

31 Jan – 7 Feb

$286 NZD per night

Guest favourite

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.

12–19 Apr

$344 NZD per night

Guest favourite

Tiny home in Fairhope

4.99 out of 5 average rating, 285 reviews

River Cabin. Fairhope side. Kayaks included.

Rated as "One of Alabamas Coolest Tiny Homes" by ALcom. Also, featured in Mobile Bay Monthly Magazine. River cabin with a treehouse feel. Located directly on Fish River. Kayaking, campfires, fishing Gulfshores-38min, Downtown Fairhope-18min. Kayaks and fishing poles provided. Samsung smart TV. Fast internet-130mbps. Summers can be hot outside...two A/Cs & a dehumidifier! 2 person capacity(no children) Manatee sighting Nov. 2022. Dolphins spotted May 2023 & Feb 2024

19–26 Nov

$273 NZD per night

Guest favourite

Condo in Navarre

4.86 out of 5 average rating, 278 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.

19–26 Nov

$325 NZD per night