
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$20,922 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.

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
4.96 out of 5 average rating, 238 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.
4.93 out of 5 average rating, 290 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.
4.98 out of 5 average rating, 120 reviews
Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach
Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.
4.96 out of 5 average rating, 125 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.
4.95 out of 5 average rating, 199 reviews
Destin West Villa #V502 Beach Vacation Awaits
7POOLS🏊♀️LAZY RIVER 🏖️ PRIVATE BEACH YOUR PERFECT MODERN COASTAL RETREAT IS WAITING! 🌴☀️ Whether you’re planning a romantic escape , a fun-filled family getaway , or a memorable trip with friends, this modern coastal retreat offers the perfect blend of relaxation, recreation, and unforgettable seaside moments. Enjoy so many resort-style amenities, you may never want to leave. And when adventure calls, you’ll be right in the center of it all.
4.91 out of 5 average rating, 221 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!
4.75 out of 5 average rating, 581 reviews
Direct Gulf Views, Private Pool, Sleeps 4
Wake up to the sound of waves and step onto your private balcony to watch the sun rise and set over the Gulf of Mexico. This beautifully appointed 1-bedroom condo sleeps 4 in a charming 9-unit boutique building — meaning no crowded elevators, no packed pool, and your own quiet slice of the Emerald Coast. Looking for a warm winter escape? Monthly rates and snowbird discounts available November through March.
4.95 out of 5 average rating, 109 reviews
Keeler Island Princess #508 Okaloosa Island Bchfrt
Escape the average life at the Majestic Island Princess. Reserve your time today at the Keeler Island Princess #508. Every angle in the living area provides a view so irresistible, you won't be able to take your eyes away from the enticing waters. The diamond sand sparkles with the sun's continuous movement in the sky. Each day, you will discover a new focal point and anticipate its return.
4.78 out of 5 average rating, 165 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.
4.96 out of 5 average rating, 113 reviews
Okaloosa Island Top Floor 2BR Beach Condo
Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.
4.93 out of 5 average rating, 313 reviews
2nd floor beachfront with amazing views
Quiet, clean, and recently redecorated, this 2BR condo is right on Fort Walton's unique soft, white, sugar sand. Located in a quiet section of the much-desired Island Echos, this is the perfect place for your relaxing and fun beach vacation! You just can't beat this one for your getaway - we loved it so much we bought it! Guarantee you will love it too!
4.87 out of 5 average rating, 196 reviewsPopular amenities for Santa Rosa Island waterfront rentals
Waterfront apartment rentals

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN
4.82 out of 5 average rating, 108 reviews
B210 Pirates Plunder
4.88 out of 5 average rating, 126 reviews
*Seaside Retreat*Newly Redone*
4.93 out of 5 average rating, 120 reviews
2B/2bath condo beach across street 1st floor unit
4.77 out of 5 average rating, 176 reviews
Shorely Goodness
4.93 out of 5 average rating, 160 reviews
Renovated - OCEAN VIEW studio @Sandestin resort
4.83 out of 5 average rating, 226 reviews
Pirates Point of View Top Floor!
4.94 out of 5 average rating, 166 reviews
Beach condo with Gulf view, heated pool and gym!
4.98 out of 5 average rating, 181 reviewsWaterfront house rentals

Sugar Sand Cottage at Destin Pointe
4.96 out of 5 average rating, 151 reviews
Harbor Central Penthouse
4.89 out of 5 average rating, 159 reviews
6-Seater Golf Cart with Bay, Lake & Golf View Home
4.98 out of 5 average rating, 118 reviews
Jade East 1250 Corner Condo, Spectacular View~Deal
4.97 out of 5 average rating, 118 reviews
Incredible Ocean Views & Beach-Walk 2 Beach
5.0 out of 5 average rating, 103 reviews
Private Beach/King Beds/Ocean Views/Fire Pit
4.95 out of 5 average rating, 120 reviews
Serenity on the Water-Dock/Water -No cleaning Fee
5.0 out of 5 average rating, 121 reviews
Sunset Stay-Waterfront-Arcade
4.82 out of 5 average rating, 102 reviewsWaterfront condo rentals

Penthouse-Huge Roof Top Patio w/ Hot Tub-LazyRiver
4.96 out of 5 average rating, 138 reviews
DestinWest G405 Kid-friendly/oceanview/Lazyriver
4.92 out of 5 average rating, 133 reviews
Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!
4.92 out of 5 average rating, 134 reviews
Beachfront Bliss 2BR/2BA Condo Stunning Ocean View
4.94 out of 5 average rating, 168 reviews
Gulf View-Island Princess King w/King bed 1.5 ba.
4.86 out of 5 average rating, 107 reviews
Beachfront Bliss! The Palms #201
4.98 out of 5 average rating, 139 reviews
Oceanfront 3 King BR/3BA Condo Steps 2 Sand & Surf
4.93 out of 5 average rating, 323 reviews
Veranda 102 - Direct Beachfront - Gulf Side Pool
4.98 out of 5 average rating, 119 reviewsWhen is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,638 GYD | G$35,149 GYD | G$46,029 GYD | G$47,075 GYD | G$55,653 GYD | G$78,249 GYD | G$64,858 GYD | G$44,355 GYD | G$38,706 GYD | G$37,032 GYD | G$34,103 GYD | G$33,685 GYD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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- Waterfront rentals Okaloosa County
- Waterfront rentals Florida
- Waterfront rentals United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Aqua Resort
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Morrison Springs
- Shipwreck Island Waterpark
- Camp Helen State Park
- Gulf World Marine Park
- Gulfarium Marine Adventure Park
- Pensacola Bay Center





