
Holiday rentals in Santa Rosa Island
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Top-rated holiday rentals in Santa Rosa Island
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The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Waterfront cozy condo with king bed & resort pool
Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

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

"Gulfview Getaway" Beach front condo on the Gulf
SEASONAL BEACH SERVICE INCLUDED. Newly updated in 2025, this amazing Gulf-front condo located on Okaloosa Island in Fort Walton Beach is a tranquil retreat for guests looking to unwind. With 1 king bedroom and twin bunk beds nestled in the hallway, this superb property offers all the essentials for a relaxing stay. Enjoy the beautiful white sand beach and crystal clear waters of the Emerald Coast or take a swim in Veranda's private pool. Short walk to several restaurants and convenience store

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!

Beautiful Emerald Beach Condo
Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. The beachfront HOA offers several amenities. Beach is steps across the parking lot, approx a 1.5 min walk. Destin FL is approx a 15 min drive. 1st floor of Building 6 (regular charge for guests 12months old and older, no private bedroom, no beach view)

Relaxing Soundside Condo - WataView!
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.

Penthouse-Private Hot Tub-Lazy River-Amazing Views
Our spacious Penthouse has amazing views on top of the world! Come enjoy our relaxing condo with 2 porches to see all of Okaloosa Island, sailboats, & kite-boarders for miles. Or have a romantic evening on the roof top patio with a huge hot tub that overlooks beautiful Choctawhatchee Bay. We are located on Okaloosa Island. This island connects Destin to Fort Walton Beach. We are on the bayside. We now offer 1 set-up FREE beach service March 1-Oct.31st. Must be 25 or older to stay.

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.

Elegant spacious, beachfront, w/office
* Huge oceanfront lanai * Free beach service April 1-Oct 31 *Adult/Kiddie pool; tennis *Private office space in the condo *High chair/pack-n-play *Huge 1453 sq ft *Fully stocked kitchen incl. air fryer *Near Destin but WAY less crowded *South facing for sunrise & sunset (seasonal) & sometimes dolphins! *Open the door to your private lanai for REAL white noise of the ocean waves

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

Lux 3BR ~ Beachfront ~ 2 Pools ~ Free Beach Servic

The new 40 Steps to the Beach Gulf front

203 1 Fish 2 Fish at Island Isla

Destin West Villa PH01 ~ Penthouse w/ Hot Tub

Amazing Gulf front unit, Great view, Beach Service

Sleeps 4•Waterfront•Pet Friendly•2.5 Miles to Gulf

Top Floor Waterfront View Studio

The Sapphire FWB at Island Isla
Quick stats about holiday rentals in Santa Rosa Island
Total rentals
2.8K properties
Nightly prices starting at
£22 before taxes and fees
Total number of reviews
65K reviews
Family-friendly rentals
2K properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
2.6K properties have a pool
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- Rentals with an accessible-height bed Santa Rosa Island
- 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
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Camp Helen State Park
- Walton Dunes Beach Access
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Shipwreck Island Waterpark
- Seacrest Beach
- The Track - Destin
- Gulf World Marine Park