Holiday rentals in Okaloosa County

Private Guest House on the Water | Boat Docks!

You’re invited to enjoy the breathtaking panoramic views as you start your day on our private 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x SmartTV

100 ft to sand, Corner unit, Hot Tub, Garden view

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. MONTHLY SNOWBIRD PRICING. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Sunshine Retreat

Sunshine Retreat is the perfect blend of luxury, comfort, and location. A spacious 3-bedroom, 2.5-bath home ideally situated just 10 min from Okaloosa Island beaches, 20 min from Destin Harbor & Crab Island, and 20 min from Navarre Beach. After a day of sun & adventure, unwind in a beautifully designed living space or relax on the luxurious screened patio. Just minutes to Hurlburt Field, waterfront dining, shopping, and local attractions, Sunshine Retreat is your ideal Emerald Coast getaway.

Luxurious Beachfront Suite

Escape to this NEWLY renovated 1BR, 1BA beachfront condo in the heart of Destin’s Crystal Beach! Enjoy direct beach access from your 1st-floor unit—just 27 steps to the sand! This elegant space features a luxurious King bed, pull-out Queen, and a brand-new designer kitchen. Panoramic ocean views, a quiet low-rise building, and proximity to shops and restaurants make this the ultimate coastal retreat. Perfect for couples or small families. Book now and let the Emerald Coast be your paradise!

Townhome with Pool, King Bed, 4 min to Beach Park

Enjoy a stylish Shalimar getaway just 4 minutes away from the beach park, and 15 minutes from the beach. Located in a quiet HOA community with pool access, this home offers comfort, convenience, and a relaxing place to unwind. Publix, restaurants, and everyday essentials are nearby. The master bedroom features a king bed and balcony access, and the bathrooms stand out with beautiful tile work, unique vanities, and elevated finishes that make the space feel clean, modern, and memorable.

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

New, luxury Beachfront, Gulf Views, Private Beach

The best-kept secret on Destin Beach — steps from the Gulf with private beach access, heated pool & hot tub, and a quiet 32-unit building where the sand is never crowded. Just 2 miles from Destin Executive Airport. Luxury bathrobes, blackout curtains, Smart TV, and 2 covered parking spots included. Sleeps 8 across a king suite, twin bunk beds, and 2 queen memory-foam sleeper sofas. Whether you're a family, couple, or group ready for Destin's best — this is your base.

Its 5 o'clock here

Welcome to your perfect getaway in Fort Walton Beach! This beautifully designed 4-bedroom, 2-bathroom home offers the ideal blend of comfort, space, and fun—perfect for families, groups, or anyone looking to relax and recharge near the Emerald Coast. The highlight of this home is the huge backyard—your own private oasis, private pool, HOT TUB AVAILABLE DURING COLD SEAZON!!!(OCTOBER-FEBRUARY), volleyball court for fun and friendly competitions

Florida Vacation Home, destin beaches

Location, location, location, you'll be close to everything when you stay at this centrally-located place. Close to Crestview for all your shopping needs and a straight shoot on the hwy to Fort Walton/Destin beaches! Spacious updated home with luxury touches to enjoy your vacation. We think of everything so you can show up and relax. 3 bedrooms/2 baths, office space, laundry room, screened in porch, and large fenced in back yard.

Newly remodeled cottage with Shoal River access

Take it easy at this unique and tranquil getaway. Recently rebuilt cottage with modern touches amidst open spaces on wooded acreage. Tranquil deck and fire pit. Access to kayaking and walking trail on owner's nearby property on the Shoal River. Conveniently located 10 minutes from shops and restaurants, but peaceful and serene. Master suite has a king bed (with massage feature), second bedroom has a full sized bed.

Ocean Paradise - Beach view - Bonus Beach Service

Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/26-11/30/26. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security.

The Crestview Beach House

Comfortable, quiet, pet friendly with full amenities for those who love to pamper themselves, it’s a haven for relaxation! A short drive from Destin-Fort Walton Beach Airport, the white sand beaches of the emerald coast, 15 minutes from Duke Field, 20-25 minutes from Eglin AFB. Relax, reset, remote work and focus on what’s important for you! Itemized receipts provided for DTS travelers!