Holiday rentals with a pool in Destin Harbor

A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.

4.96 out of 5 average rating, 238 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.

The expansive heated pool is surrounded by a spacious sundeck with lounge chairs and umbrellas. Lush green landscaping frames the area, leading to sandy beach access in the distance. The backdrop features a peaceful view of the Gulf and coastal dunes.

4.95 out of 5 average rating, 105 reviews

308 Gulf Views • SUPER Special Book June 13th

Nestled in the ultra-exclusive neighborhood of Destin Pointe, on the beaches of Holiday Isle, this private gated community and 5 Star Resort have ultra luxury when it comes to amenities. Private and exclusive beach front access, Heated outdoor pool, and secondary gulf side pool with showers and bathrooms for the beach! Watch Amazing sunsets and fireworks from Harbor Walk from your private balcony. This Honeymoon Suite has been completely renovated and gorgeous, located in the ultimate location!

5 out of 5 average rating, 142 reviews

A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.

Holiday home in Destin

1004 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 1004—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 10th 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.

Apartment in Miramar Beach

An open living area features a comfortable seating arrangement with a light-colored sofa and armchairs. A round dining table is surrounded by elegant chairs. Large windows offer expansive views of the Gulf, while modern decor and a stylish light fixture enhance the space.

4.93 out of 5 average rating, 146 reviews

Luau 1BR | Gulf & Lagoon Views • Walk to Beach

✔️ Designer 1BR at Luau with Gulf & lagoon views ✔️ Lagoon-style resort pool, hot tub & poolside bar ✔️ Modern, chic interiors • Sleeps up to 4 ✔️ Superhost • Self check-in • Flexible cancellation Your Stylish Resort Getaway: Renovated 1-bedroom retreat ideal for couples or small families seeking comfort, design, and resort amenities. Enjoy water views, a true separate bedroom, and an easy 5-minute walk to the beach within Sandestin Resort near the Hilton — perfect for resort-style stays.

4.96 out of 5 average rating, 136 reviews

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

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.

The living area features comfortable seating arrangements, including a spacious sofa and armchair. A coffee table sits in front of the television, which displays a coastal scene. Large windows framed by sheer curtains allow natural light to brighten the room while offering views of the outdoors.

4.83 out of 5 average rating, 126 reviews

Luxury Destin 1BR - Jetty East Beach Resort Condo

Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

Superhost

Loft in Destin

4.94 out of 5 average rating, 472 reviews

The Naughty Scene 233

Brand new 1 bedroom apartment complete set up for coupleONLY or small family of 3.the perfect place for celebration a special moment,relax whit your love one and make memories.right in the center of Destin 1 minute drive to the public beach,2 minute drive to the harbor walk village..flower, cards, wine is available for surprise ,( just ask me) NO SMOKERS OR PARTYING INSIDE MY PLACE.please read other details to note!DU NOT BRING EXTRA FRIEND INSIDE and read OTHER DETAILS TO NOTE

4.94 out of 5 average rating, 147 reviews

Steps to newly expanded beachfront! Renovated

*No streets to cross..direct private access to the beach *Heated Pool *Hot Tub *Tennis & Pickleball courts *Shuffleboard *Sleeps 4(1 king bed & 1 Queen sleeper sofa) *Fitness Room *Washer & Dryer IN unit *Gated community with 24-hour security *Balcony view of the sunset 🌟Send me a message for seasonal discounts! 🤍Still deciding? Press the heart button and save to your favorites! **We own two other units in this building, happy to help coordinate your stay with others!**

4.98 out of 5 average rating, 244 reviews

A serene beach scene is presented, featuring gentle waves lapping at the shore. Seagulls stand along the water's edge, while a distant bird floats on the surface of the aquamarine water, illuminated by the soft glow of the evening sky.

Flat in Destin

Inlet Reef 612 - Beach view luxury condo in Destin

White sand, aquamarine water, clear air... If you are looking for a relaxing & upscale place right on the beach, this is it! This condo has 2 bedrooms, 2 baths, and a spacious living room. The kitchen was recently upgraded with a one of kind granite countertop. A separate bar area with a wine cooler provides a perfect spot to prepare your best beach cocktail. The crown jewel of the condo is its exquisite balcony complete with a wet bar and unparalleled view of the Gulf.

A spacious living area features large sliding glass doors that open to a private balcony with views of the ocean. The room is furnished with a comfortable gray sofa, a round dining table, and decorative accents like cushions and a vase, creating a serene atmosphere.

4.98 out of 5 average rating, 107 reviews

Renovated Beachfront Condo with Sensational Views!

RENOVATED! Our family vacation condo is at the 17th floor of Pelican Beach Resort, a sought after resort in Destin, FL with its central location and amenities. Pools, hot tub, gym, sauna, Tiki bar, tennis courts. You can enjoy the amazing views of emerald ocean and endless beaches of Destin while having your favorite drinks at its private balcony. Our condo is freshly painted and has upgraded furniture, new sleeper sofa, dining set, bar stools, all mattresses replaced.

4.95 out of 5 average rating, 148 reviews

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

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.