Holiday rentals in Santa Rosa Island

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.

Gulf Views on private beach Nov/Dec $500/week

Nov/Dec - $500/weekly rate (minus fees) not holidays. **Jetty East is replacing the stairwell starting mid-Oct, expected to last until Spring.** Begin your vacation at this 1-bed and 1-bath that sleeps 4 guests located on 5th floor. We are located directly on the private beach with views of jetties, harbor, and the Gulf. Centrally located in the heart of Destin near restaurants, shopping and exciting events before retreating back to your condo to unwind on the balcony while enjoying the view.

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!

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

Ground floor! Waterfront condo at Pirates Bay!

Clean, updated waterfront condo at Pirates Bay in FWB! Excellent ground floor, walkout unit. We have smart locks, allowing for easy self check-in. The patio sits just off the resort pool and just steps to the marina and BBQ grills. Pirates Bay is a wonderful waterfront resort community and the west facing unit allows beautiful sunset views over looking the Santa Rosa Sound. Perfect location for everything in Ft Walton Beach and Destin! Public beach access on Okaloosa Island is a short drive!

Oceanfront 3BR/3BA Condo | Steps to 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 queen 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

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.

One Step to the Beach!

"One Step to the Beach" Highlights: - Beachfront Condo at Surf Dweller - First Floor - Pull Up to the Front Door and Unload - Free “Platinum” Beach Service: 2 Beach Chairs, Umbrella + Kayak / Paddleboard access (Mar-Oct) - Two Parking Spaces - 1 King Bed - Master Suite - 2 Queen Beds - Second Bedroom - Cable + Streaming - WiFi - Keurig and Drip Coffee Makers - Seasonal Heated Pool - Tennis/Pickleball Courts - Washer and Dryer in the Condo - Pack n' Play - Shopping / Restaurants Nearby

**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.

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on the shimmering shores of the Gulf, The Palms #201 invites you to unwind with jaw-dropping oceanfront views and the gentle lullaby of waves kissing the coast—pure paradise at your doorstep! This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat, blending relaxation and rejuvenation. Steps from the Gulf’s sparkling waters, this guest-favorite escape promises a home-away-from-home experience that’ll leave you dreaming of your next stay.

Gulf View Studio condo Fort Walton Beach

Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy amazing views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

Island Princess 618 | Gulf Views & Beach Service

Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.