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

Gorgeous Views & Pristine Pool! Walk to downtown!
Relax and unwind in this beautiful condo featuring sparkling water views and a refreshing pool just steps from your door. Stroll to nearby restaurants and shops or enjoy morning coffee on your private balcony while watching the sunrise. Spend the day lounging by the pool, or take a short walk to explore downtown. Inside, you’ll find an open, airy layout with plenty of natural light. Whether you’re here for a weekend retreat or an extended stay, this condo combines comfort, style and convenience.

The Sapphire FWB at Island Isla
Welcome to The ALL-NEW (LISTING) Sapphire FWB at The Island Isla Condos, nestled on the stunning Okaloosa Island! Just an 8-minute walk to the beach! This hidden gem, with its charming nautical and beach theme, is perfect for a couple’s weeklong getaway. Designed for 2 guests but can accommodate up to 4, it’s within walking distance of two public beach access points, bars, restaurants, the pier, and more! Experience everything you need for an unforgettable stay on the beautiful Emerald Coast.

Gulf-Front Escape on Okaloosa Island (Veranda 203)
Welcome to your slice of paradise! This bright, beachy Gulf-front condo sits in a small, quiet complex where you can truly unwind. Soak up stunning views of emerald-green waters and sugar white sand - all just steps from your door. Enjoy your morning coffee with a sea breeze or unwind in the evening as the sun melts into the horizon. Come experience the charm of Okaloosa Island-where the pace is slower, the beaches are quieter, and every day feels like a getaway. SEASONAL BEACH SERVICE INCLUDED

"SeaGlass" - Oceanfront with expansive balcony.
Recently renovated. **Oceanfront Condo with EXPANSIVE balcony to enjoy the picturesque view. Private beach access to the SUGAR WHITE sands. We supply BEACH CHAIRS, UMBRELLA, and TOWELS. The condo has all the comforts of HOME with two bedrooms, two full baths, and a fully equipped kitchen. Enjoy OCEANFRONT VIEWS from the king bedroom. Additional guests can rest on the queen sleeper sofa. The entire building had a full exterior renovation this year, and all new furnishings and fixtures inside!

Beauty & The Beach near Gulf Beaches & Bay
Relax in this calm/stylish getaway within walking distance to the gulf beaches. Our home sits next to the boardwalk only a 5 min walk to the beautiful white sands of the Gulf plus 1 min walk to the bay! Near restaurants/bars and fun family activities You’ll love the location/convenience of Okaloosa Island near beach access #1 Destin- 10 min drive Ft Walton Convention Center-5 min drive Downtown Ft Walton -10 min walk FWB Pier -10 min walk ✈️ Destin / Fort Walton Airport - 20 min drive

Steps from Sand - Fort Walton Beach
Welcome to the Nautilus on Okaloosa Island! Enjoy an ocean view from this 2nd floor balcony where you are only steps away from sugar white sand beaches. This two bedroom, two bath condo is the perfect place for your beach vacation. The unit has everything you need, including a washer and dryer. Enjoy the nearby restaurants, shopping and heated pool. This destination will not disappoint! On-site amenities included: Heated pool Private beach access Complimentary Parking BBQ Grills And more!

314 Island Princess - Beach, Pool, Spa, Balcony!
This wonderful condo is your ticket to the beautiful beach vacation. Enjoy the view from the balcony overlooking the Emerald Green waters on the Gulf of Mexico. Unit comes fully furnished. Complex includes pool, spa, fitness center, covered parking, and other amenities. Close to restaurants other fun entertaining activities within a short distance of this condo. Island Princess is one of Okaloosa Island most popular vacation properties. Overnight security. Beautifully landscaped premises.

Free Chair Service-Beachfront 6th Floor
Beautiful sixth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy the indoor/outdoor pool and on-site gym. This beach condo is not only fantastically located on the quieter end of Okaloosa Island, but also comes with modern, coastal-themed furnishings. Access the Destin and Fort Walton Beach attractions only a few miles down the street. Includes free chairs and umbrella on the beach!

Cozy Soundside Condo - WataView2!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

Lovely beach-front condo with free beach setup.
As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

**Lovely Condo 3 minutes to Beach!!**
Location! Location! Location! Only a three minute drive to the white sand beaches of the emerald coast, and only two minutes to downtown! This cute condo will not disappoint with it's beachy decor. This condo is open and airy with lots of natural lighting. Has balcony seating for those breezy summer nights. Free parking, beach chairs, and a laundry room offered inside unit. We also offer a huge weekly and monthly discount rate. No pets policy. No parties. No smoking inside unit.

Perfect View on Santa Rosa Sound with 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. Marina slip is not available for rent at this time.
Popular amenities for Santa Rosa Island holiday rentals
Stay near Santa Rosa Island's top sights
Other great holiday rentals in Santa Rosa Island

Perfect Destin Stay | Free Breakfast & Parking

It's a Shore Thing - Gulf Front - Pets Allowed!

Top Floor Waterfront View Studio

Relaxing Soundside Condo - WataView!

Updated, Gulf front family-friendly condo!

Amazing View Beach Front Condo

How about trading Snow for Sand @ Christmas?

1 BR condo, shared pool, beach access
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £111 | £116 | £156 | £161 | £165 | £201 | £217 | £153 | £138 | £138 | £115 | £112 |
| 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 holiday rentals in Santa Rosa Island

Total holiday rentals
Explore 2,760 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 65,420 verified reviews to help you choose

Family-friendly holiday rentals
1,950 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
2,550 properties feature pools

Rentals with dedicated workspaces
1,760 properties have a dedicated workspace

Wifi availability
2,740 of Santa Rosa Island holiday rentals include wifi access

Popular amenities for guests
Guests love Free parking on premises, Beachfront and Self check-in 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, Crab Island and Gulfarium Marine Adventure Park
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Shipwreck Island Waterpark
- Wayside Park, Okaloosa Island
- Gulf World Marine Park