Holiday rentals with a fireplace in Destin Harbor

A three-story coastal-style home sits surrounded by palm trees and lush greenery. White siding and ample balconies create a bright and airy appearance. The property is enclosed by a white picket fence, enhancing the inviting look set against a beautiful sunset sky.

4.95 out of 5 average rating, 88 reviews

Private Pool & Spa | Walk to 2 Beaches

• Private HEATED pool & hot tub • Walk to TWO private beaches • Spacious open-concept layout • 3 king bedrooms +open bunk room • Brand-new infinity pool with view of Gulf • Gated neighborhood • Free parking for 4 cars • 3 community pools (2 w/ hot tubs) • 4 bikes + 2 paddleboards • Walk to snorkeling & fishing • Minutes to Destin’s top restaurants • 2 miles to Target, Publix & Winn-Dixie • Beach service provided • Wagon, beach toys and chairs

A charming beach cottage is positioned along the water's edge, surrounded by lush palm trees. Features a spacious deck with multiple entrance doors, offering views of the calm waters and greenery. A set of stairs leads up from the waterfront to the cottage.

4.91 out of 5 average rating, 43 reviews

Destin Harbor Cottage w/Boat Slip

Get ready for the ultimate beach escape with Beach Weekend! When you book our Casa de G Cottage rental on the beautiful Destin Harbor, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in Downtown Fort Walton. Our friendly team is here to make your dream vacation seamless from start to finish. as The Beach Weekend has everything you need f

4.8 out of 5 average rating, 102 reviews

A bright and open living area features a cream-colored sofa with blue accent pillows and a wooden coffee table, complemented by an orange armchair. Light streams through sliding glass doors leading to an outdoor space, creating a warm and inviting atmosphere in the renovated kitchen area.

Apartment in Destin

Golden Paradise

Enjoy a stylish experience at this centrally-located place. Gulf Terrace has an amazing location in the heart of Destin! This Condo is less then a mile from the public beach access, although it was completely renovated inside, it’s not a luxury home, it’s a small space for you and family/friends to relax and make yourself at home! Enjoy the three pools, two tennis courts, and a fishing lake on 26 manicured acres, with Big Kahuna's Waterpark right next door, foods and much more “Golden Paradise

A panoramic view displays the sparkling turquoise waters gently meeting the sandy shoreline, with a sign indicating beach access nearby. Palm trees line the road, and coastal homes dot the landscape, showcasing the proximity to the inviting beach.

4.89 out of 5 average rating, 168 reviews

Steps to Beach, Pool, Walk To Dining, Beach Views

Gorgeous 3 bedroom Crystal Beach property is literally steps from the beach - directly across from the beach access (30 sec walk). Relax on the over sized front porch watching the ocean with the Gulf breeze on your face. 3 bedrooms can accommodate up to 10 guests. (2 king beds, 1 queen, bunk bed and 2 sofa beds). The house is located in a great community with a large pool across from the house. Minutes to shopping and fantastic Destin restaurants!! 1 minute to Destin Commons. Great location.

4.99 out of 5 average rating, 172 reviews

A scenic view of a tranquil pond surrounded by lush greenery and tall trees. A decorative fountain creates gentle splashes in the water, enhancing the peaceful atmosphere. The grassy area in the foreground provides a natural spot for relaxation.

Bungalow in Destin

Sandestin ranch condo, 3/2, golf cart/6, 65”TV

Sandestin Resort open-concept bright & wide single story duplex condo perfect for 4-6 adults and/or families...will sleep 8 w/sofa sleeper and 1 set of bunkies. Please note 2nd BR has 2 twin EXTRA LONG (80"/same as king) beds with private entrance to 2nd BA. Kitchen has granite and stainless steel appliances. Refrigerator has filtered water which tastes great. Golf cart seats 6 or fold down back seat to cart chairs to beach in provided tub. Condo located in secure area...tons of amenities.

4.98 out of 5 average rating, 127 reviews

Double French doors open to a serene outdoor space featuring a private saltwater pool. Lounge chairs with plush cushions surround the pool, while sun umbrellas provide shade. The well-maintained backyard includes a wooden fence and lush greenery, creating a tranquil environment.

Home in Santa Rosa Beach

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.

4.98 out of 5 average rating, 150 reviews

Home in Miramar Beach

Modern Luxury! Gated Beach • LSV • Swim Spa • Gym

Serenity at Paradise Retreat in Miramar Beach, FL with swim-spa, complimentary beach service and LSV golf cart is located in a small gated community just a short walk to the white sand beaches and Emerald Green shores of Destin. This 1-level pet friendly home is perfectly situated near beach-front restaurants, world class shopping, stunning golf courses and endless entertainment options. 20-min to Crab Island and the Harborwalk. 15-min to SanDestin/Baytowne Wharf 40-min to VPS airport

Apartment in Miramar Beach

The exterior of a two-story blue house features a welcoming entrance with a round door. Lush palm trees and potted plants are positioned along the path leading to the entrance. A white picket fence surrounds the property, adding to its charming appearance.

4.97 out of 5 average rating, 214 reviews

Surf Bunny (Sleeps 6) in Frangista Beach

Welcome to "The Surf Bunny" your exclusive 2BR/2BA retreat in the lovely old-Florida neighborhood of Frangista Beach. This spacious 1,350 sqft. apartment occupies the entire second floor of a private residence, offering unparalleled privacy and comfort for your stay. Just a five minute walk to the private, gated beach. A DQ, pizza shop, and winery are even closer. Convenient to a variety of world-class restaurants and shopping. Bring or rent bicycles to explore the area like a local.

A spacious two-story home is framed by palm trees and lush greenery, showcasing a welcoming entrance with large glass doors. The sunset casts a warm glow over the exterior, highlighting the coastal architectural details and inviting porch areas.

5 out of 5 average rating, 100 reviews

Beach Oasis - Pool, FREE Golf Cart & Cruiser Bikes

🌴 STINGRAY GETAWAY HIGHLIGHTS 🌴 🏖️ FREE 6 Seater Lifted Electric Golf Cart 🏖️ FREE Beach Cruiser Bikes (4) 🏖️ Huge 3000 SF 5 Bed, 4.5 Bath, Sleeps 14+ 🏖️ Beach & pool gear (chairs, umbrella, wagons, bodyboards, toys) 🏖️ Private swimming pool (Size: 22x11ft) Heated for a fee 🏖️ Entertainment area with Weber gas grill & wood burning fire pit 🏖️ 4K Roku TVs - Hulu & Disney+ 🏖️ Games room: foosball, arcade games, table tennis 🏖️ Must be 25+, no parties or events

A two-story home is surrounded by lush greenery, featuring a pastel exterior and decorative shutters. The entrance is framed by palm trees and well-maintained shrubs. A balcony above provides added charm, while the clear blue sky creates a welcoming atmosphere.

4.95 out of 5 average rating, 211 reviews

Destin's most adored home!

Welcome to your dream coastal escape! Our newly renovated beach house offers a truly luxurious experience, blending modern design with effortless beach living, perfect for discerning travelers seeking style and comfort. Located in Destiny West, one of Destin’s most exclusive communities and a short walking distance of the beach. This is a lushly landscaped and meticulously maintained gated community offering a large community pool, tennis courts, and a workout facility.

4.98 out of 5 average rating, 116 reviews

The exterior of a two-story townhome is framed by palm trees and colorful landscaping. The living area features a comfortable seating arrangement with a large TV and an electric fireplace, complemented by soft lighting and a warm color palette. A map indicates nearby attractions.

Townhouse in Destin

Half duplex 300 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Pet friendly 2 story island style townhome only 300 steps (4 min walk) from the beach • Free cruise ticket per night of stay! (for stays under 7 nights ) • Safe and quiet neighborhood with a large pool close to all shops and restaurants • Beach gear, workspace, 4K smart TVs in every room Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.