Holiday rentals in Destin

4.96 out of 5 average rating, 196 reviews

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.

4.93 out of 5 average rating, 140 reviews

Destin, Florida Condo - Private Beach Access

Welcome to our Little Peace of Paradise located in a small condo community on Holiday Isle in Destin, Florida. Top-floor, corner unit, lots of windows, great views. Perfect location for a romantic couples get-away, girls or guys trip, staycation, or business travelers. Public and private beach access within walking distance, and a water taxi (during summer month) to take you to Destin's hottest spots. Easy access to all the hot spots like Crab Island, Destin Harbor Walk, and deep sea fishing.

4.94 out of 5 average rating, 193 reviews

SUNDESTIN BEACH RESORT 812, BEACHFRONT

Come enjoy this oceanfront condo. You’ll love this place, located right on the beach, it has beautiful breathtaking views of the Gulf. A very clean, cozy 2BR/2Ba condo featuring the Heavenly beds by Westin, so you can sleep heavenly. A good night sleep is just as important as waking up to captivating views for optimal relaxation during your stay. Enjoy your morning sunrise with a complimentary Starbucks or Nespresso cup of coffee from our fully equipped kitchen. Come discover the Emerald coast.

4.96 out of 5 average rating, 534 reviews

Ocean Paradise - Beach view - Bonus Beach Service

Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. Construction 10/15/25 - 12/9/25 - Balcony access restricted, view limited, & noise. Great discounted rates! 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.

4.99 out of 5 average rating, 230 reviews

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in two story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included (Mar.-Oct.), tennis courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

4.98 out of 5 average rating, 112 reviews

Home in Destin

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

Treehouse in Santa Rosa Beach

4.94 out of 5 average rating, 109 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

4.85 out of 5 average rating, 124 reviews

Gulf Front Condo - with heated Pool

Just steps to the beach this condo offers a large deck that looks directly at the Gulf of America”s gorgeous beach with unobstructed views. The condo offers a master BR with. king bed and Full bath, the other 2 rooms both have 2 double beds and share a bathroom. Unit offers a fully stocked kitchen W/ several dining areas both inside and outside. Each room has a smart TV. The condo has 24 hour security, a heated outdoor pool, a gym, tennis courts, pickle ball and basketball!

4.94 out of 5 average rating, 120 reviews

Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

4.92 out of 5 average rating, 173 reviews

Beach Condo on the White Sands - Renovated

Welcome to your premium vacation rental at the Pelican Beach Resort! This 18th-floor condo is located directly on the white sands of Destin and it offers unobstructed & boundless views of the beach and the ocean. Our beach-themed decoration serves as an eclectic modern and traditional coastal style. The remodeling process has been completed in 2020, and some new upgrades have been made by the end of 2022. It is a perfectly refreshing getaway for your family!

Townhouse in Santa Rosa Beach

4.98 out of 5 average rating, 125 reviews

Gulf Front, Like NEW 2 BR + Bunks Townhome on 30A

NEWLY RENOVATED INSIDE AND OUT! Check out "Now I Sea" Luxury Gulf-Front featuring 2 bedrooms, 2.5 baths, plus Twin XL Bunks. "Now I Sea" will help you enjoy all of the best aspects of 30A! We are located between Alys Beach and Watersound with plenty of activities and restaurants in close distance. Walk out your back door right onto the beach. Includes beach chair setup (2 chairs and 1 umbrella) during Peak season (March 1 - July 31) and 2 bikes year round.