Holiday rentals with outdoor seating in Destin

1109 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1109—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 11th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Private Beach/King Beds/Ocean Views/Fire Pit

Get your feet sandy at the private beach! Escape to a lavish waterfront retreat nestled along the pristine shores of the Gulf of Mexico. Sea Esta #5 is a luxury 3-story townhouse that boasts breathtaking panoramic views and direct access to your own private slice of sandy paradise. Indulge in the expansive living space of our 4-bedroom, 4-bathroom townhouse where each floor is meticulously designed for both relaxation and entertainment...this will be a property you will never want to leave!

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

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

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.

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

Luxurious BeachHouse Pickeball+HeatedPool

🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

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.

Steps to Private Beach • Gulf Views • Kids Pool

Wake up to turquoise Gulf views and your own stretch of sugar-white sand. Beach days are easy with chairs, umbrellas, and toys ready for you—just grab and go. From your private balcony, enjoy your morning coffee or evening drink while the kids play below in the courtyard. In the summer, s’mores nights, outdoor movies, and live music are all included and just steps away. Big Kahuna’s Water Park and The Track are right nearby—walkable and easy, no car needed.

One block to the Beach! Relax after.

This charming 1-bedroom condo is the perfect retreat for a couple’s getaway! Shoreline Escape is nestled in the heart of Crystal Beach, offering a prime location just a short stroll from the shore. Designed for comfort and relaxation, the spacious layout ensures you never feel cramped. The bedroom features a luxurious king-size bed, an en-suite bathroom, and a private covered patio—perfect for unwinding after a day at the beach.

Sunsail Cottage-Golf Cart Deals-Pool Heat Deals

Sunsail Cottage is a gorgeous, coastal modern styled 3 bedroom home, nestled in a quaint neighborhood in the heart of Crystal Beach! Accommodating up to 8, it's perfect for two small families, a couples trip, or a friends getaway! Our spacious layout, modern design, and private pool will have you entering "relax" mode from your first steps inside. Come sail away with us at Sunsail Cottage!!

2BR townhouse w/ patio & pool access

Welcome to your Sandestin Fairways retreat - a peaceful 2BR townhouse where coastal comfort meets easy resort living. - Sleeps 6 | 2 bedrooms | 3 beds | 2.5 baths - 6-seater golf cart + beach just 5-7 mins away - Access to 2 heated resort pools - Patio w/ fire table, BBQ grill & outdoor dining - Fully equipped kitchen & Smart TV in every room - Washer/dryer & beach essentials included