
Waterfront holiday rentals in Santa Rosa Island
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Top-rated waterfront rentals in Santa Rosa Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Colorful Paradise Okaloosa Island Umbrella, Chairs
“Colorful Paradise” beach condo located on the 2 mile stretch of pristine beaches located on the Emerald Coast. Be my guest at this sophisticated, calm & serene 500’ Studio ideal for small families, couples, singles & business travelers. Gulf views will inspire you to relax, enjoy all the amenities the resort offers of White Sugar Beaches, Gulf Beachside Pool, Seasonal Heated Pool, Indoor Spa Sauna & Jacuzzi, Fitness Room, Tennis & Basketball Courts, BBQ pits with picnic area and beach service

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.

Beachfront Bliss! Gulf Waves at The Palms #201
Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Amazing Top-Floor Condo, Free Beach Service!
Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

Waterfront two bedrooms apartment
Cozy waterfront two-bedroom apartment! Only two minutes away from the ocean! Accommodates up to 6 people - 1 king bed, 1 queen bed and sofabed. Fully equipped kitchen, washer and dryer in the unit. For your convenience, there is one parking spot available in the building parking lot, any additional parking is by the building. There are inside and outside swimming pools (one is heated), gym and several barbeque stations. Located in the family friendly community, quite time is from 10 pm to 8 am.

Waterfront Studio • Santa Rosa Sound • Sunsets
Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Destin West Villa #V502 Beach Vacation Awaits
Newly updated beach-side 5th floor unit. Renovated bathroom with a large walk in shower. It has one of the best views in the Florida panhandle. A 180 degree view of the emerald waters of the Gulf of Mexico, the Okaloosa Island sand dunes, Destin and Choctawhatchee Bay. Your unit is Gulfside. You are steps away from the white sandy beach, 7 different pools and many restaurants and fun activities to walk to. Relax in the lazy river pool, sunbathe at the beach or spend your day being adventurous.

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.

DestinWest G405 Kid-friendly/oceanview/Lazyriver
[new patio furniture] Destin West Resort Gulfside 405 (2mins to the beach and pool) ~ 1 Bdr + 1 bunkroom with 2 full baths, Sleeps 6 ~ great ocean view ~ free beach service: 2 chairs & 1 umbrella (seasonal: 3/1 - 10/31, 9am-5pm) ~ 1 King Bdr with a private bathroom ~ 1 bunk room (2 twin beds, each with its own TV) with a private bathroom ~ 1 Q pullout sleeper ~ pack n play ~ 4 smart TVs ~ full kitchen stocked with cookware (Keurig and a traditional coffee maker). ~ washer/dryer

Waterscape 5th Flr -Closest 1 Bedroom to the beach
Enjoy the best courtyard and ocean views from this 5th-floor 1BR condo, the closest 1-bedroom unit to the beach at Waterscape Resort. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Guests return year after year for the views, comfort, and resort amenities like pools, waterfall, and lazy river.

Island Princess 618 | Beach Service Included
Experience the perfect beach escape in our beautifully renovated beachfront condo on stunning Okaloosa Island. This inviting retreat offers two spacious bedrooms, two modern bathrooms, and a rare oversized balcony—ideal for relaxing while taking in breathtaking Gulf views. Step onto the sugar-white sands and enjoy the emerald-green waters with complimentary beach service, including two chairs and an umbrella, provided from March 1 through October 31.

Beachfront condo with views
Gulf Dunes 105 – Gulf‑Front & Beachfront Feel the island vibes in this updated 1‑bed, 1.5‑bath condo on Okaloosa Island! Sleeps 6 with king bed, hallway bunks, and sleeper sofa. Enjoy a private balcony with Gulf views, direct beach access, pool, and free beach service (Mar–Oct). Walk to the Boardwalk for food and fun. Perfect for couples and small families. Heated pool 84–85 degrees (Nov–Mar).
Popular amenities for waterfront rentals in Santa Rosa Island
Waterfront apartment rentals

Pirates Point of View Top Floor!

Vitamin Sea Studio on Okaloosa

Sylvia's Suite Dreams-kayak & paddleboard free

Beach condo with Gulf view, heated pool and gym!

Come SEA us! Lake front condo+3 pools+tennis.

B210 Pirates Plunder

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

*Seaside Retreat*Newly Redone*
Waterfront house rentals

Rare Coastal Dune Lake Home steps to deeded beach.

Waterview Villa, Steps to the Sand, King Bed, Pool

Private Beach, Water Views, Lazy River | VIP Perks

Beach Paradise Manor | Sun, Sand & Pools Await

6-Seater Golf Cart with Bay, Lake & Golf View Home

Sandbarr - Bayfront home with a Golf Cart!

Harbor Central Penthouse

2500sf Island Bch Retreat, Deck, Yard, MasterSuite
Waterfront apartment rentals

Amazing Panoramic Views! Last minute availability!

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym

314 Island Princess - Beach, Pool, Spa, Balcony!

"SeaGlass" - Oceanfront with expansive balcony.

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Nautilus 1601 - Gulf Front 2BD/2BA 6th Floor. Fr

Beautiful Emerald Beach Condo

Amazing View Beach Front Condo
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 SGD | $215 SGD | $282 SGD | $279 SGD | $285 SGD | $374 SGD | $397 SGD | $271 SGD | $237 SGD | $227 SGD | $209 SGD | $206 SGD |
| 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 |
Quick stats about waterfront rentals in Santa Rosa Island

Total holiday rentals
Explore 1,780 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 40,050 verified reviews to help you choose

Family-friendly holiday rentals
1,370 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
1,730 properties feature pools

Rentals with dedicated workspaces
1,090 properties have a dedicated workspace

Wifi availability
1,780 of Santa Rosa Island holiday rentals include wifi 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
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- Waterfront rentals Okaloosa County
- Waterfront rentals Florida
- Waterfront rentals United States
- Destin Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Aqua Resort
- Beachside Villas
- Seacrest Beach
- Opal Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Village of Baytowne Wharf
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Henderson Beach State Park
- Shipwreck Island Waterpark
- Camp Helen State Park
- Fort Walton Beach Landing
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Gulfarium Marine Adventure Park
- Gulf World Marine Park





