Holiday rentals with a fireplace in Santa Rosa Island

Fort Walton Beach Top Floor | Pool & Destin Sunset

Perched above the resort, this top floor, sun-filled coastal retreat is all about views, comfort, and pure vacation joy! Days are bright, warm, and fun, with sunshine pouring in and a beautiful resort pool below. Evenings steal the show with an unbelievable sunset view from the private balcony, overlooking the Santa Rosa Sound and passing boats. Inside, sleep comes easy on a Tempur-Pedic king bed with an adjustable base, and a C&B Sleeper sofa for extra guests. Relaxed, happy, and unforgettable.

Shabby Chic Beach Bungalow | 2BR | 2 Min to Beach

Shabby Chic Beach Cottage - Your dream Okaloosa Island escape! This beautifully remodeled 2BR/1.5BA cottage (sleeps 4) is just a 2-minute walk to Beach Access 2, one of the best beaches on the island. Tastefully designed in elegant shabby chic style with a crisp white & black exterior. Features two queen beds, a spacious living area with 60" smart TV & electric fireplace, gourmet kitchen with marble counters, covered porch, and a private fenced backyard opening right to Santa Rosa Blvd. Bliss!

World-class Beach! Designer Reno! Many Ammenities

Enjoy FRESH Renovations! 2 King BDR 2 BA condo on a WORLD-CLASS beach! Amenities: resort-style pool, privately located beach (Short walk 2.5 minutes =/-), 2nd seasonally heated pool, pickleball/tennis, basketball, exercise & spa room(hot tub/sauna). Partial view of water. Balcony. Sleeps 8. Play in Fort Walton Beach & Destin (18 minutes +/-). Beach cart/ice chest provided. Prepare meals and relax here or nearby find activities, dining or boat rental to Crab Island ! Building 2 on 2ND FLOOR.

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you.

Private Beach/King Beds/Ocean Views/Fire Pit

Get your feet sandy at the private beach! Escape to a lavish waterfront retreat nestled along the pristine shores of the Gulf of Mexico. Sea Esta #5 is a luxury 3-story townhouse that boasts breathtaking panoramic views and direct access to your own private slice of sandy paradise. Indulge in the expansive living space of our 4-bedroom, 4-bathroom townhouse where each floor is meticulously designed for both relaxation and entertainment...this will be a property you will never want to leave!

Luxury Beachfront Home, Sleeps 12, Kayaks, SUPs

🏖 Luxury Beachfront Home for multi-family stays with everything included! Sleeps 12, 3 BR/3.5 BA + 4 Parking spots. On the beach! Unlike most beachfront rentals, this home includes full beach setup and toddler gear—no rentals needed. 🛏 Sleeps up to 12 comfortably 🛌 Beds 1 King, 3 Queens (1 pullout) & 2 sets of bunks 🛁 3 full baths + 1/2 bath 🚗 Parking for 4 cars 📶 Fast Wi-Fi + computer monitor 📺 4 Smart TVs 🚣‍♂️ 3 Kayaks, 2 SUPs, beach chairs, umbrellas, boogie boards, beach toys!

Penthouse Views & Coastal Ease: 2 BR w/ King Beds

Penthouse Views & Coastal Ease Experience stunning soundfront sunrises and sunsets from this elegant 6th-floor retreat. This pedestrian-friendly gem is just a 5-minute stroll along the boardwalk to the beach, dining, and shops. Resort Living: Shared pool and hot tub access, Gated Access. Top Comfort: Two King beds, Smart TVs, and high-speed WiFi. Ultimate Convenience: Full kitchen, coffee station, in-unit laundry, and elevator access. Your perfect waterfront escape starts here!

Spacious, elegant, 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

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

Welcome to “Sandy Thongs”, a completely updated, beachfront condo with a fresh new look, making it one of the most desirable properties on Okaloosa Island. Breathtaking sunrises, sunsets and gulf views await you. Sandy Thongs is equipped with everything you will need for your stay, including beach towels and beach service, which includes 2-chairs, and an umbrella setup daily on the beach March 1-October 31st. Need more space ask about our other unit, “Sunset Dreams”.

Clancy's Celtic Clouds-home near Destin, FL

Beautiful 1100 Sqft 2-bedroom guest house originally intended as Mother-in-law quarters. The all-brick home is conveniently located in Fort Walton Beach, Florida. It is a 10-Minute drive to either Eglin Air Force Base or Hurlburt Field--and you can be at the beach in less than 10 minutes! Destin is only a 15-minute drive! Publix Grocery Store/Pharmacy is 1-mile away, and our local Walmart for any extras that you might need is only 2 miles from the property.

WaterScape Now Booking 2026! Beach/resort/pool/spa

Stylish 3BR at WaterScape Resort #A225—just steps to pools, splash park, and the sugar-white sands of Fort Walton Beach. Two King suites with memory foam beds, a private bunkroom with 2 TVs, full kitchen with quartz & stainless, pull-out sofa, smart TVs, washer/dryer, tile floors, plus a fun milkshake bar and coffee bar. Also a selfie wall for those picture perfect shots! Complimentary beach service included. One of Expedia’s Top 10 global destinations!