Destin

World-class fishing, powder-white sand, and condo towers with Gulf views from every balcony.

4923 waterfront rentals·10 shores·Every listing on the water·Updated 2026-10-15

Destin built its reputation on sportfishing out of the East Pass and kept it with 24 miles of beach so white it's sometimes mistaken for snow. Rentals are mostly high-rise condos with private balconies plus a handful of beachfront houses in Crystal Beach. Shoulder season March and October is the secret.

StateFL
Peak seasonJune to August
Best forWaterfront stays
Featured18 rentals
The curated list · 18 rentals

Where we would stay in Destin.

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Gulf-Front Private Pool and Golf Cart - Luxurious Beachfront Retreat
No. 01

Gulf-Front Private Pool and Golf Cart - Luxurious Beachfront Retreat

House
10 bedroom sleeps 34 private pool

More than a Stay. Elite VIP Experience Package - Enjoy daily FREE Golf, Parasailing, Crab Island Excursion, Sunset Dolphin Cruise, Water Park, Bikes & More Activities EVERY DAY of Your Stay! Up to $1,150 in daily value. (Details Below) WHY GUESTS BEACHFRONT BLISS: Gulf-front with Private Beach Access Beach Chair Service - 6 Umbrellas & 12 Chairs (Seasonal) Gulf-front Private Pool & Sitting Spa* 6-Passenger Golf Cart Includes 4 Bikes Pool Table Elevator Beachfront Bliss is a dream destination for those seeking a luxurious beachfront escape.

Luxurious Pool, Jacuzzi and Panoramic Deck - Gorgeous Beachfront Retreat
No. 02

Luxurious Pool, Jacuzzi and Panoramic Deck - Gorgeous Beachfront Retreat

House
9 bedroom sleeps 22 private pool

Welcome to your dream vacation destination, a brand-new, stunning 9-bedroom, 9-bathroom luxury home perched right on the beach! This exquisite property offers unparalleled amenities and breathtaking views of the Gulf of Mexico, making it the perfect retreat for large groups, luxury travelers, and beach lovers. Key Features & Amenities Spacious Bedrooms & Bathrooms: With 9 bedrooms and 9 bathrooms, this home comfortably sleeps up to 24 guests. Luxurious Pool & Jacuzzi: Relax by the pool featuring lionhead fountains and an adjacent jacuzzi for ultimate relaxation.

Private Pool, Game Room and Elevator Access - Stunning Beachfront Oasis
No. 03

Private Pool, Game Room and Elevator Access - Stunning Beachfront Oasis

House
9 bedroom sleeps 28 private pool

"THIS IS YOUR DREAM BEACH HOUSE!. NEWLY RENOVATED. STUNNING VIEWS. PRIVATE POOL & NATURAL GAS GRILL. GATED NEIGHBORHOOD. GUEST HOUSE. GAME ROOM. ELEVATOR. FLEXIBLE SCHEDULE* *Avoid weekend traffic and busy check-in days with flexible scheduling! Only a 4 night minimum for most seasons! Saturday check-outs not permitted during March-August & October. HOME FEATURES.

Luxury Beach Escape with Gourmet Kitchen and Lagoon Pool - Exquisite Retreat
No. 04

Luxury Beach Escape with Gourmet Kitchen and Lagoon Pool - Exquisite Retreat

House
7 bedroom sleeps 22 private pool

Discover the Ultimate Family Retreat at Doctor's Orders Destin Beach House Are you ready to escape the daily grind and savor the slower pace of life? Doctor's Orders in Destiny East is your prescription for peace and tranquility. Tucked away from the hustle and bustle, this exclusive Destin vacation rental promises a serene escape, far from crowded parking lots and noisy neighbors. Set against the tranquil backdrop of Destiny East Lake, where fishing, kayaking, and wildlife encounters await, this is the perfect remedy for your soul. As you enter our prestigious community, the luxurious ambiance is unmistakable.

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Luxury Home with Rooftop Deck and Resort-Style Pool - Stunning Coastal Retreat
No. 05

Luxury Home with Rooftop Deck and Resort-Style Pool - Stunning Coastal Retreat

House
7 bedroom sleeps 24 private pool

Welcome to a spacious Holiday Isle retreat made for memorable group stays, with water views and room to gather indoors and out. Sleeps 24, 7 bedrooms, 12 beds, 8 baths. Pool (heated, fee applies) with cascading waterfalls and hot tub. Rooftop deck with panoramic Gulf and harbor views. Beach access. Elevator, pool table and multiple living areas. This home is part of our Crab Island Breeze collection, a curated group of coastal homes on Holiday Isle in Destin, Florida, designed for easy, connected vacation living. Each home is just a short walk to the beach and within close proximity to Destin Harbor and Crab Island, making it effortless to enjoy boating, dining, and waterfront activities.

Stunning Coastal Home with Heated Pool and Sunset Cruise - Exquisite Retreat
No. 06

Stunning Coastal Home with Heated Pool and Sunset Cruise - Exquisite Retreat

House
6 bedroom sleeps 16 private pool

A true gem on holiday isle! Easy walk to the beach, pet friendly. Sleeps 16, 6 bedrooms, 10 beds, 4 baths. Private pool (heated by request, fee applies). Gated beach access & beach essentials. Harbor & Gulf views from select spaces. Multiple living areas & game room. Pet-friendly (fee applies). This home is part of our Crab Island Breeze collection, a curated group of coastal homes on Holiday Isle in Destin, Florida, designed for easy, connected vacation living. Each home is just a short walk to the beach and within close proximity to Destin Harbor and Crab Island, making it effortless to enjoy boating, dining, and waterfront activities.

Coastal Breeze - Private Beach & Pool + Free Golf Cart
No. 07

Coastal Breeze - Private Beach & Pool + Free Golf Cart

House
6 bedroom sleeps 16 private pool

"Welcome to ""Coastal Breeze""! A multi-family private residence fully stocked and equipped to provide vacationers with an elevated vacation experience. Newly constructed in the gated community of Frangista Beach, this home boasts deeded beach access, four King Suites, and two bunk rooms and is fully stocked to sleep 16 comfortably. Don’t wait, reserve your stay today and experience the ultimate beach escape!

Resort Style Pool and Free Cruise Ticket Per Night - Elegant Tuscan Villa
No. 08

Resort Style Pool and Free Cruise Ticket Per Night - Elegant Tuscan Villa

House
6 bedroom sleeps 12 private pool

". ON SALE! High season rent is $1500+ per night!. 200 steps (2 min walk) away from the beach. 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties. Free cruise ticket per night of stay!. Resort style pool, hot tub, pool views from balconies. Beach gear, work space, large smart TVs in all rooms Click icon to save to wishlist then ""Contact Host"" button to ask what cruise will be available on the dates of your stay. Beautiful Tuscan architecture design with hand-stained stucco craftsmanship, pillars and custom tile roofs. Custom design décor, cobblestone driveway, antique interior and amazing pool views. Free cruise ticket per night of stay.

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18
curated rentals in Destin
Beachfront Retreat with Heated Pool and Elite VIP Package - Stunning Oasis
No. 09

Beachfront Retreat with Heated Pool and Elite VIP Package - Stunning Oasis

House
6 bedroom sleeps 18 private pool

" More than a Stay. Elite VIP Experience Package - Enjoy daily FREE Golf, Parasailing, Crab Island Excursion, Sunset Dolphin Cruise, Water Park, Bikes & More Activities EVERY DAY of Your Stay! Up to $1,150 in daily value. (Details Below) Welcome to 16 Sunsets, a stunning beachfront retreat in the exclusive ""Shipwatch"" gated community. This luxurious three-story home blends upscale comfort with effortless beachside living, offering breathtaking Gulf views, private beach access, and a heated pool* with a courtyard perfect for lounging or entertaining.

Luxurious Gulf-Front Oasis with Private Pool - Stunning Coastal Haven
No. 10

Luxurious Gulf-Front Oasis with Private Pool - Stunning Coastal Haven

House
8 bedroom sleeps 20 private pool

Jewel in the Sand is Professionally Managed by the property manager Jewel in the Sand is not simply a beachfront Destin vacation home, its a venue! A very small percentage of vacation rentals shine as brightly as this eight bedroom luxury home. She's always had the right DNA to special- a private pool with a grilling area, lounge chairs and a boardwalk to the beach; open gathering/entertainment areas on each of the four floors; four beachfront balconies and a large reception-ready kitchen hedged by two dining rooms, one with beach views and one for formal dining. Yet now, this gem of a rental sparkles even more brilliantly thanks to recent renovations.

New Pool, Spa and Elevator Access - Gorgeous Gulf Front Haven
No. 11

New Pool, Spa and Elevator Access - Gorgeous Gulf Front Haven

House
6 bedroom sleeps 16 private pool

"RECENTLY REMODELED. ASTONISHING GULF FRONT HOME. ELEVATOR. 6 EN-SUITES!. AMAZING VIEWS. LUXURIOUS GULF FRONT POOL / SPA!. HOME FEATURES. Private Beach: walk down the private boardwalk to the home's 50ft of private beach 5200 sq ft total / 3800 sq ft cooled / 800 sq ft balconies & Gulf front patios NEW Private pool and spa *Pool/spa may be heated for a fee 6 Bedrooms / 6.5 Bathrooms Sleeps 16 (adults/children) Gulf front SMART LCD TVs, equipped for Netflix, Pandora, Hulu, etc… Spa-quality soaps Resort-style striped sheets & towels Parking for 6-8 vehicles (driveway only) COMPLIMENTARY Beach Service for 2025 (Mar-Oct): Two sets: (4) chairs & (2) umbrella COMPLIMENTARY Netflix / Pandora...

Private Beach and Game Room Retreat - Stunning Tropical Oasis
No. 12

Private Beach and Game Room Retreat - Stunning Tropical Oasis

House
9 bedroom sleeps 28 private pool

Welcome to Vast Cay Castle, Turquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit as you rediscover an oasis called Vast Cay Castle. This home boasts a spacious and fully equipped kitchen, and dining areas inside and on the patio overlooking the backyard. The second and third stories feature grand balconies overlooking the pool and beachfront neighborhood. The 12x34 ft. pool has a spa area and can be heated* on cool nights. The outdoors features a summer kitchen and privacy fence.

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Elegant Pool and Double Balconies - Stunning Coastal Retreat
No. 13

Elegant Pool and Double Balconies - Stunning Coastal Retreat

House
7 bedroom sleeps 18 private pool

An elevated take on the traditional beach house, Promenade is designed so its outdoor spaces feel every bit as spectacular as the rooms inside. A water-facing patio, double balconies, and a crow's nest look out over the sea and the pool below, pulling the days toward sun and salt water. The pool itself is built for laps, ringed by scallop-trimmed umbrellas, a hammock, and a daybed that turn the wind-down after a long active day into easy shade and slow afternoons. Inside, the arrival makes an impression: an opulent foyer with marble floors, a grand staircase, and a crystal chandelier overhead.

Gulf Front Luxury and Private Pool - Stunning Coastal Retreat
No. 14

Gulf Front Luxury and Private Pool - Stunning Coastal Retreat

House
7 bedroom sleeps 26 private pool

Highlights of Gulf Paradise. Gulf front home with semiprivate beach access. Beach is shared with one neighboring property. Private pool overlooking the Gulf that can be heated October 1- May 1 for $100/day. Complimentary beach service included. 2 chairs and 1 umbrella. Enjoy expansive balcony seating and a beautifully designed outdoor grilling area, perfect for entertaining, relaxing, and making the most of your outdoor living space. Please note: Grill is not propane. It is an inline gas connection. Complete Clean Linen Program - all linens, including comforters, freshly laundered after every stay.

Gulf Front Access and Electric Vehicle Charging - Stunning Beach Retreat
No. 15

Gulf Front Access and Electric Vehicle Charging - Stunning Beach Retreat

House
10 bedroom sleeps 24

Beach House 30A - Gulf Front, Perfect for Weddings and Reunions- Pet Friendly - Home includes a convenient electric vehicle (EV) charging station for guests! Beach House 30A - Gulf-Front. 10 Bedrooms. 10 Baths. Private Beach. Event Friendly. Pet Friendly. EV Charging. Elevator. Iconic West End of 30A Welcome to Beach House 30A, a rare and remarkable 10-bedroom, 10-bath gulf-front estate on the quiet, scenic west end of iconic 30A.

Sunfish Royale. Private Beach, Pickleball, Spa
No. 16

Sunfish Royale. Private Beach, Pickleball, Spa

House
8 bedroom sleeps 26 private pool

Welcome to Sunfish Royale! Escape to Starfish Royale, a beautiful 8-bedroom beach home in Destin’s desirable Crystal Beach. Blending coastal charm, playful vibes, and modern luxury, this home is perfect for creating lasting memories with family and friends. Enjoy the private pickleball court and sparkling pool with spa waterfall, surrounded by palm trees and comfortable lounge areas. Large glass doors connect the spacious living areas and gourmet kitchen (with high-end appliances) to the outdoors for easy entertaining. Inside, relax with a game of billiards or unwind in the suites featuring king beds, private porches, tubs, and large showers.

Coastal craftsmanship

Bags made from recycled sails. Handcrafted in Maine.

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Inn at Crystal Beach 704
No. 17

Inn at Crystal Beach 704

Vacation Home
6 bedroom sleeps 13 private pool

Inn at Crystal Beach 704 Professionally Managed by the property manager Welcome to the Inn at Crystal Beach 704, a stunning beachfront getaway that promises an unforgettable stay in Destin, Florida. This luxurious, two-story property spans 2,907 square feet and comfortably accommodates up to 13 guests, making it perfect for large families or group vacations. Nestled along the pristine shores of Crystal Beach, this rental offers direct access to the Gulf, allowing you to step out of your door and onto the sandy shores.

Land of Ahhhs. Beachfront Luxury. Beach Service Inc. Bikes & FREE Golf
No. 18

Land of Ahhhs. Beachfront Luxury. Beach Service Inc. Bikes & FREE Golf

House
6 bedroom sleeps 20

More than a Stay. Elite VIP Experience Package - Enjoy daily FREE Golf, Parasailing, Crab Island Excursion, Sunset Dolphin Cruise, Water Park, Bikes & More Activities EVERY DAY of Your Stay! Up to $1,150 in daily value. (Details Below) From the moment you arrive at The Land of Ahhhs, you'll know, you picked the perfect place to unwind. This newly remodeled, beachfront retreat in Miramar Beach is designed for relaxation, connection, and celebration, making it the perfect escape for families, friends, and special gatherings. With six beautifully appointed bedrooms, five full bathrooms, and accommodations for up to 20 guests, everyone has space to unwind in comfort.

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