Holiday rentals in Okaloosa County

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Top-rated holiday rentals in Okaloosa County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Mary Esther
5.0 out of 5 average rating, 6 reviews

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.

Top guest favourite
The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.
Home in Destin
4.98 out of 5 average rating, 136 reviews

Pool, Golf Cart, Fire Pit, & Walk to Beach

★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

Top guest favourite
Townhouse in Shalimar
5.0 out of 5 average rating, 5 reviews

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.

Top guest favourite
The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.
Home in Destin
4.96 out of 5 average rating, 146 reviews

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.

Superhost
Home in Destin
5.0 out of 5 average rating, 3 reviews

New! Private Pool - Walk to Beach - Golf Cart

★ Steps to the Beach! (3 minute walk) ★ Private Heated* Pool ★ 3 Bedroom/3 Bathroom - Sleeps 12 ★ Free 6 Seater Golf Cart! ★ Fully Updated Home ★ Location! Crystal Beach ★ 3 Kings, 2 Queens, 2 Twins ★ Fast WiFi ★ Superhosts w/ 5 Star Reviews! ★ Fantastic Shops/Dining Nearby ★ 2 min drive to Destin Commons, 10 min drive to Destin Harbor, 15 min drive to Crab Island! ▶︎Pool Heat - $200 week/$40 per day Private Pool can be heated to 90° Click on "❤️ Save" to easily find us again.

Top guest favourite
Apartment in Destin
4.99 out of 5 average rating, 227 reviews

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. 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.

Top guest favourite
Apartment in Destin
4.95 out of 5 average rating, 122 reviews

Beach Condo Steps to Sand | Fully Renovated + Pool

Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

Top guest favourite
A serene lakeside view features a wooden dock with seating, surrounded by lush grass and tall trees. An American flag stands proudly, with a colorful sunset reflecting on the water, creating a peaceful atmosphere.
Cabin in Crestview
4.96 out of 5 average rating, 98 reviews

Cozy Lakeside Cabin - Mette Manor

Take it easy at this unique and tranquil getaway. Perfect for 2-4 people to relax, fish and experience the beautiful outdoors. Mirror Lake is a 47 acre spring fed lake with Bass, Bream and lots of opportunities to enjoy the Lake Life. Located just 28 miles from the North Florida Beaches of Destin and Fort Walton Beach and close to I-10. Historic downtown Crestview is about 10 minutes west and the Emerald Coast zoo is less than a mile to the east.

Guest favourite
Home in Crestview
5.0 out of 5 average rating, 16 reviews

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.

Top guest favourite
A light-filled living area features a soft grey sectional sofa paired with two inviting armchairs. A modern coffee table sits on a textured area rug, complemented by a decorative bowl. The neutral walls and wooden flooring add warmth to the space, creating an inviting atmosphere.
Home in Crestview
4.95 out of 5 average rating, 40 reviews

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!

Top guest favourite
A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.
Home in Fort Walton Beach
4.95 out of 5 average rating, 106 reviews

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.

Guest favourite
An open living space is presented with neutral tones and natural textures. A cozy seating area features soft cushions and a stylish area rug. A large piece of abstract art adorns the wall, while a dining area with a wooden table and chairs is visible in the background.
Home in Okaloosa Island
4.9 out of 5 average rating, 174 reviews

Beautiful Okaloosa Island 2BR Beach House Retreat.

Welcome to our charming and cozy beach house on Okaloosa Island! This lovely 2-bedroom, 1-bathroom unit is perfect for couples or small families looking for a relaxing beach vacation. The house is just a short 2-3 minute walk to the beautiful white sand beach, and is located in a quiet residential area on the island.

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