Waterfront vacation rentals in Santa Rosa Island

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Santa Rosa Island

  • Total vacation rentals

    Explore 1,760 vacation rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island vacation rentals start at G$20,911 GYD per night before taxes and fees

  • Verified guest reviews

    Over 44,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    1,700 properties feature pools

  • Rentals with dedicated workspaces

    1,080 properties have a dedicated workspace

  • Wi-Fi availability

    1,750 of Santa Rosa Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Santa Rosa Island rentals

  • 4.7 Average rating

    Santa Rosa Island stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Santa Rosa Island's top spots, include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park, and Crab Island

Top-rated waterfront rentals in Santa Rosa Island

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

1 of 1 pages1 / 1
Top guest favorite
A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.
Condo in Okaloosa Island
4.93 out of 5 average rating, 284 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the BEACH. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

BeachViewAmenities

Top guest favorite
The image displays a direct view from the private balcony overlooking the sandy beach and the Gulf of Mexico. The soft white sand stretches into the distance, meeting the calm waters with varying shades of blue and green under a clear sky.
Condo in Okaloosa Island
4.89 out of 5 average rating, 212 reviews

Relaxing Gulf Front Couple's Retreat*Beach Service

🌊 Beachfront Bliss on Okaloosa Island – Balcony + Free 2 Chairs & Umbrella Welcome to a perfect escape on Okaloosa Island! Wake up to direct Gulf-front views & private balcony w/ emerald waters & sugar-white sand Beautifully updated studio is designed for a relaxing, stress-free beach getaway—to unwind or work remotely with a view We HIGHLY suggest that you purchase Tavel Insurance as we cannot be responsible for travel interruptions, weather or sickness. We adhere to our cancellation policy.

BeachViewCheckout

Top guest favorite
A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.
Condo in Fort Walton Beach
4.96 out of 5 average rating, 235 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

ViewBeachCheck-in

Top guest favorite
A light-filled living area features a leather sleeper sofa facing large sliding glass doors that open to a private balcony with ocean views. A coffee table sits on a decorative rug, and palm trees are visible outside, enhancing the coastal ambiance.
Condo in Okaloosa Island
5.0 out of 5 average rating, 121 reviews

Panoramic Gulf Views! | 3 Kings

"Panoramic Gulf" Highlights: - Beachfront Condo at Island Princess - Corner Unit, Second Floor - Gulf and Garden Patio Views - King Bed in Each Room - Custom Bunk Bed: Twin over King over Twin - Leather Sleeper Sofa with Upgraded Mattress - Free “Platinum” Beach Service: 2 Chairs, Umbrella, and Table + Kayak / Paddleboard access (Mar-Oct) - Cable + Streaming - Wifi - Seasonally Heated Pool - Washer/Dryer in the Condo - Keurig and drip coffee makers - Pack n' Play - Shopping / Restaurants Nearby

BeachViewAir conditioning

Top guest favorite
A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.
Condo in Okaloosa Island
4.97 out of 5 average rating, 116 reviews

Condo With Serene Panoramic Views of the Gulf

This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to stay.

ViewBeachNearby

Top guest favorite
A light and airy living space features a comfortable seating arrangement with a sectional sofa adorned with patterned throw pillows. A large tufted ottoman sits in the center, complemented by a textured area rug. Soft lighting illuminates the room, enhancing its inviting ambiance.
Condo in Okaloosa Island
4.94 out of 5 average rating, 317 reviews

Oceanfront 3 King BR/3BA Condo Steps 2 Sand & Surf

Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a King bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

ViewBeachSleep quality

Top guest favorite
Condo in Okaloosa Island
4.98 out of 5 average rating, 118 reviews

115+ Five-Star Reviews | Renovated Gulf View Condo

Relax and unwind in our beautifully renovated Island Princess condo on Okaloosa Island. With 10 years of hosting experience and 115+ five-star reviews, we provide a clean, comfortable vacation home guests return to year after year. Enjoy beautiful Gulf and bay views from our oversized private balcony, comfortable beds, fully equipped kitchen, spacious living area, direct beach access, and complimentary beach service (2 chairs + umbrella) Mar–Oct. Located in Fort Walton Beach, near Destin.

ViewBeachCheckout

Top guest favorite
The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.
Home in Destin
4.96 out of 5 average rating, 147 reviews

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

BeachViewLocation

Guest favorite
Condo in Okaloosa Island
4.84 out of 5 average rating, 139 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

Newly updated modern beach-side unit. Luxurious renovated bathroom. This Gulfside unit is steps away from the white sandy beach, 7 different pools, and many restaurants. Located on the 4th-floor with one of the best views in the Florida panhandle. A 180-degree view of the emerald waters of the Gulf of Mexico, Choctawhatchee Bay, the Okaloosa Island sand dunes, and the Destin city-scape. Relax in the lazy river pool, sunbathe at the beach, or spend your day being adventurous.

RiverBeachBathroom

Top guest favorite
Condo in Okaloosa Island
4.96 out of 5 average rating, 189 reviews

Ground Floor unit - ON THE BEACH!

Impeccably furnished GROUND FLOOR one bedroom unit DIRECTLY ON THE BEACH with PRIVATE ACCESS to the sugar white sand beaches and emerald waters of The Gulf of Mexico. The unit is located on Okaloosa Island, walking distance to restaurants and attractions, about 6 miles to Destin and 16 miles to Miramar Beach. 3 adult limit. Sorry, no pets. Please note that the building exterior is currently being re-sided (Jan, '26), so the building will be "Zen blue" in a month or so.

ViewBeachAccuracy

Guest favorite
A serene view of the beach features soft white sand leading to the emerald waters of the Gulf of Mexico. Beach chairs are arranged in a neat line along the shore, enhancing the tranquil atmosphere. The sky is clear, adding to the inviting coastal scene.
Condo in Okaloosa Island
4.74 out of 5 average rating, 575 reviews

Emerald Waters & Sugar White Sand!

Enjoy all the comforts of a North American lifestyle with a modern contemporary look and stunning Gulf-front views from our high-floor corner unit. Located right on the beach with no roads to cross and close to Destin. High-speed Wi-Fi, keyless entry, smart TV, beach towels, starter amenities, a seasonally heated Gulf-front pool (March 1–April 30 & Oct 1–Dec 31, subject to change) and MORE. Have a sunny day!

ViewBeachShared spaces

Top guest favorite
A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.
Home in Fort Walton Beach
4.95 out of 5 average rating, 107 reviews

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.

BeachViewBathroom

Popular amenities for Santa Rosa Island waterfront rentals

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,622 GYDG$35,131 GYDG$46,005 GYDG$47,051 GYDG$55,625 GYDG$78,209 GYDG$64,826 GYDG$44,332 GYDG$38,686 GYDG$37,013 GYDG$34,086 GYDG$33,667 GYD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Destinations to explore