Home » Travel » 20+ Coolest VRBOs in Destin, Florida Featuring Beachfront Homes with Pools

20+ Coolest VRBOs in Destin, Florida Featuring Beachfront Homes with Pools

Searching for the coolest VRBOs in Destin, Florida? This post has you covered! From luxury beachfront VRBOs to cozy condos and townhouses, there is a VRBO in here for all tastes!

Nestled on Florida’s Emerald Coast is Destin, a glamorous beach destination known for its clear emerald waters and powdery white sand. Its 4.5 million visitors yearly are a testament to how famed this small fishing village is. People stay not just for the well-preserved beach but also to try world-class golfing and fishing. The city may be small in size, but it’s actually home to the nation’s largest charter fishing fleet!

Tourists yearning for cheerier weather will find Destin to be the ultimate getaway. Its pristine beach, bars, seafood joints, and sunny attractions are sure to perk anyone up, and the best VRBOs in Destin, Florida are only a few steps to the beach. Take your pick below of luxury homes, condos, or townhomes to make your stay in Destin worth the trip.

*Disclosure: some of these links are affiliate links. Meaning, if you click a link and make a purchase, Have Clothes, Will Travel gets a very small commission at no extra cost to you. Thank you for supporting the brands that make this blog possible!

The Coolest VRBOs in Destin, Florida

Luxury Homes

4-bedroom Bella Luna Family Vacation Home4-bedroom Bella Luna Family Vacation Home

A dreamy 4-bedroom luxury home with clerestory windows to let in natural light and fresh air from the gulf. It features custom paintings and murals, travertine flooring, and trayed ceilings. The expansive home can accommodate up to 15 persons and has a pool and private beach access for family recreation.

Luxury Coastal Home with Heated Pool and Rooftop DeckLuxury Coastal Home with Heated Pool and Rooftop Deck

An 8-bedroom coastal home that lends to incredible panoramic views of the Gulf of Mexico and its surrounding areas. Relax in the luxury home’s huge heated pool, game room, or the rooftop deck any time, or simply frolic in the white sands and private beach access that’s only steps away from the front door.

13-bedroom Luxury Vacation Rental in Marimar Beach13-bedroom Luxury Vacation Rental in Marimar Beach

Those looking for an expansive luxury vacation rental may find this 13-bedroom home just the perfect fit. Besides the lavish bedrooms that can accommodate up to 40 persons, it also has a huge outdoor space complete with a private heated pool and spa, game room with pool table, and a courtyard with private pool and bar for special events.

4-bedroom Luxury Gulf Front Home with Infinity Pool4-bedroom Luxury Gulf Front Home with Infinity Pool

Bask in the Florida sunshine in this 4-bedroom gulf front home that comes with daily maid service. Walk down the private boardwalk that leads to the private beach or swim in the heated infinity pool with marvelous gulf views. Resort-style amenities and complimentary wine upon arrival are also included upon booking.

New Luxury Vacation Home with Heated Pool and Game RoomNew Luxury Vacation Home with Heated Pool and Game Room

Guests will be living it up in this 11-bedroom private oasis decked with resort-style heated pool, game room, bar area, and unparalleled beach views. Sunrise or sunset is seen best on the rooftop where it also lends to a striking 360-degree views of the gulf and city.

Luxury 17-bedroom, Two-home Property with Summer Kitchen and Gulf Views

Experience Destin’s sophisticated coastal lifestyle in this 17-bedroom, two-home gulf front property featuring a summer kitchen and gulf deck with panoramic beach views. The home’s two-home construction design can accommodate up to 50 guests and includes beach amenities like golf carts, adult bikes, fire pits, and private pools for a memorable stay. The balconies lend to majestic views of the sunset and Gulf of Mexico any time of the day. Head to the home’s rooftop deck where the turquoise waters and sugary white sands of the beach take center stage.

6-bedroom Gulf Front Retreat with Lagoon-style Pool6-bedroom Gulf Front Retreat with Lagoon-style Pool

Located in one of the largest beachfront lots in Destin is this 6-bedroon gulf front home inspired by Mediterranean revival architecture. Swaying palm trees, lush gardens, and mature landscaping exude the authentic coastal experience. Guests can choose to relax in the private beach or lagoon-style pool with an expansive deck.

10-bedroom Luxury Lakeside Mansion with Infinity Pool10-bedroom Luxury Lakeside Mansion with Infinity Pool

Nestled in one of Destin’s exclusive neighborhoods is The White Pearl, a 10-bedroom, 10-bathroom luxury rental that’s fitting for large family events and corporate gatherings. Besides the stunning views of the gulf and Lake Destin viewable through the home’s 20-foot-tall windows, guests can luxuriate in the gourmet kitchen or the heated infinity-edge pool.

  • Click here for more info on this VRBO in Destin.

5-bedroom Luxury Casa Bahari Home with Private Pool5-bedroom Luxury Casa Bahari Home with Private Pool

A mix of Swahili and Spanish influences make up Casa Bahari (Home by the Ocean), a 5-bedroom luxury home that’s elegantly furnished and landscaped to make guests feel like it’s truly their home. It features an integrated spa spillover and pool, but guests can also explore the community tennis courts, restaurants, and white sand beaches which are all within walking distance from the gated property.

Newly-renovated 8-bedroom Vacation Rental in Dunes of DestinNewly-renovated 8-bedroom Vacation Rental in Dunes of Destin

A gorgeous 8-bedroom gulf front home located in Dunes of Destin featuring a private pool and beach access. It’s been newly renovated to include all-new flooring and paint, luxury fixtures, and a private pool and spa tub. Its open floor plan concept is ideal for movie or meal time with the family while enjoying the gulf views from the balcony.

Luxury 7-bedroom Beachfront Home with Private PoolLuxury 7-bedroom Beachfront Home with Private Pool

Rich hardwood floors, a chef’s kitchen, and spacious balconies with the most amazing gulf views make up this 7-bedroom, 7-bathroom luxury rental. The property is located in the private community of Destiny by the Sea and offers a beach service during peak season. It also has a private pool, gas grill, and outdoor shower.

  • Click here for more info on this VRBO in Destin.

12-bedroom Vacation Rental with Pool in Crystal Beach12-bedroom Vacation Rental with Pool in Crystal Beach

One of Destin’s premier luxury beachfront properties designed to accommodate large groups and private events. It banks on European inspiration, with four travertine stone terraces lending to unforgettable panoramic views of the gulf, Brazilian cherry wood floors, granite countertops, and custom marble fireplaces. There’s also an in-ground outdoor pool and jacuzzi with a swim-up bar.

8-bedroom Luxury Mansion with Pool and Beach Access8-bedroom Luxury Mansion with Pool and Beach Access

Every space is welcoming in this 8-bedroom beachfront mansion recently renovated to include modern art, shiplap walls, and grey marble counters. The property exudes “light and bright” energy complimented by high-end furnishings and modern coastal décor. There’s a private pool with grill, lounge chairs, and a boardwalk to get to the beach.

7-bedroom Mediterranean-style Mansion with Pool7-bedroom Mediterranean-style Mansion with Pool

This 7-bedroom coastal Mediterranean-style property has one of the largest private beaches in Destin and can accommodate up to 20 persons. Timeless elegance can be seen in this luxury home that features unique furnishings, original art, and a large private pool. Even with a 22-year rental history, it still looks and feels brand-new.

5-bedroom Gulf Front Villa with Rooftop Pool5-bedroom Gulf Front Villa with Rooftop Pool

Experience the sophisticated coastal lifestyle in this 5-bedroom, 6-bathroom gulf front home professionally designed to include a private rooftop pool, expansive covered outdoor spaces, and luxury amenities. It also features a private movie theatre, in-unit elevator, and cabana for an outdoor pool party.

Four-story Luxury Home with Heated Pool and Beach AccessFour-story Luxury Home with Heated Pool and Private Beach Access

A clean and spacious 6-bedroom, 7-bathroom property with a private heated pool and beach access. The home’s 4-story setup can accommodate up to 15 persons and has a dedicated parking for three vehicles. It’s also been renovated to include a game room with pool table, new furnishings, and newly-remodeled bathrooms.

  • Click here for more info on this VRBO in Destin.

7-bedroom Beachfront Mansion with Pool and Gulf Views7-bedroom Beachfront Mansion with Pool and Gulf Views

Cleverly designed so that the outdoor elements can just be as fabulous as the home’s interior, this 7-bedroom luxury beach house will have guests spending their days lounging under the sun or splashing in the pool or beach. It features a water-facing patio, double balconies, hammock, day bed, and scallop-trimmed umbrellas for the ultimate Florida summer experience.

Gorgeous Two-home Property with 11 Bedrooms and Heated PoolGorgeous Two-home Property with 11 Bedrooms and Heated Pool

A family-friendly two-home property featuring 11 bedrooms, 14 bathrooms, and a large heated pool. Guests can sunbathe or frolic in the nearby beach by day or swim in the private heated pool at night. There’s a shaded pavilion, a sundeck with lounge chairs, and outdoor kitchen with fireplace.

Luxury Villa Blanco Home with Heated Pool and Private DockLuxury Villa Blanco Home with Heated Pool and Private Dock

This 11-bedroom, 11-bathroom lets guests come home to a safe and luxurious space—ideal for large families and groups of friends. It has multiple expansive balconies, a private dock with a boat lift, and a private heated pool and sitting spa. The second level provides an intimate dinner setting with incredible gulf views.

  • Click here for more info on this VRBO in Destin.

Condos

3-bedroom Modern Beachfront Condo in Oceania3-bedroom Modern Beachfront Condo in Oceania

This 3-bedroom, 3-bathroom modern condo in Oceania is appointed to please. The spectacular gulf is one to look forward to in the mornings viewable through the 40 feet floor-to-ceiling glass walls. Newly listed in the rental market, the unit’s open living and kitchen area is equipped with modern furnishings and amenities for guests’ convenience.

Townhomes

6-bedroom Gulf Front Townhome with Rooftop Pool and Indoor Theater6-bedroom Gulf Front Townhome with Rooftop Pool and Indoor Theater

Experience luxury in this 6-bedroom, 6-bathroom townhome with unparalleled views of the Gulf of Mexico. Luxury furnishings and fixtures adorn each floor; and accessible via the stairs or in-home elevator is the third level that features a rooftop deck with a pool and theatre room where guests will be primed to party.

  • Click here for more info on this VRBO in Destin.

Now I’m curious, which of these VRBOs in Destin is your favorite? Let me know in the comments!

20+ Coolest VRBOs in Destin, Florida Featuring Beachfront Homes with Pools

One Comment

Leave a comment

This site uses Akismet to reduce spam. Learn how your comment data is processed.