Holiday rentals with a pool in Destin

A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.

4.99 out of 5 average rating, 298 reviews

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in 2-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, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.

A comfortable living area is highlighted by an overhead ceiling fan and a wall-mounted TV. Large glass doors provide a view of the Gulf, leading to a private balcony furnished with seating. Light curtains frame the windows, allowing natural light to fill the space.

5.0 out of 5 average rating, 133 reviews

1203 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 1203—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 12th 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.

4.97 out of 5 average rating, 157 reviews

Townhouse in Destin

Waterview Villa/ Pool/ 3 Min to beach/ 2 King Beds

Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape

4.96 out of 5 average rating, 103 reviews

An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.

Villa in Destin

Sandpiper Cove 8140! 500 ft to the Beach!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

A light and neutral living room features a modern leather sofa adorned with soft pillows. Two turquoise lamps flank a coffee table made of wood, enhancing the airy feel. A serene landscape painting hangs above, adding a touch of color to the relaxing atmosphere.

4.94 out of 5 average rating, 178 reviews

Beach access / Ocean View from balcony / King bed

Sugar Sand Crystal Beach Escape: Just across the street from two entrances to "Sugar Sand" Crystal Beach and featuring a large private balcony with stunning water views in two directions. MONTHLY SNOWBIRD PRICING. King master with TV, hallway bunkbed cubby, and a queen gel foam sleeper. Enjoy 2 FREE parking spaces, a heated pool, and hot tub. In-unit washer/dryer. 2 Roku flat-screen TVs. Fully stocked kitchen with Keurig, coffee maker, and tea kettle. *Must be 25+ unless active duty military.

4.95 out of 5 average rating, 132 reviews

Gulf-Front Corner 3BR | Sunrise & Sunset Views

A rare find: corner Gulf-front condo with panoramic water views from sunrise to sunset — the closest to the sand in Destin. Not a “Gulf view” unit from three buildings back. You’re on the water, wrapped in it — from the balcony, the kitchen, the living room, even the bed. Guest Favorite · 109 five-star reviews. Stay includes daily beach service (umbrella + 2 chairs — a $280+ value), sheltered heated pool, tennis, pickleball, fitness center & sauna — all in a private gated 12-acre community.

Guesthouse in Panama City

4.98 out of 5 average rating, 108 reviews

Heated Pool | King Bed | Kitchen | Quiet Retreat

🌿 Welcome to CovaCabana A quiet guesthouse retreat tucked into Panama City’s historic Cove Terrace. You’ll be close to everything, but worlds away from the noise. Perfect for couples who want rest, privacy, and a bit of magic. Comfort, Connection & Sleep ☞ Luxurious resort style king bed ☞ Ultra-soft bamboo linens, plush towels & robes ☞ Spa-style walk-in shower ☞ Full kitchen + Nespresso and drip coffee bar ☞ Record player & vinyl collection & Bluetooth speaker ☞ Private Entrance

The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.

4.97 out of 5 average rating, 138 reviews

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

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.

4.96 out of 5 average rating, 149 reviews

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.

5.0 out of 5 average rating, 111 reviews

The exterior view of a modern beach home shows a welcoming facade with a driveway leading to a garage. A six-seater golf cart and two bikes are parked on the paved area. Lush greenery surrounds the property, enhancing the inviting environment.

Home in Laguna Beach

Heated Private Pool, Bikes, Golf Cart, 5 Stars!

Welcome to Laguna Life! Our newly built, chic beach home is waiting for you and your family! Come experience the beautiful emerald coast beach and the laid back life Laguna Beach FL has to offer. Some highlights: - Walk to the beach (5 min walk, 0.3 miles) - Heated pool (March-December) - Two bikes to go cruising - 6 seater golf cart (additional fee applies) -Beach toys and 4 beach chairs - Beach cart - 4.7 miles to Pier Park (8 min drive) - 6 miles to Rosemary Beach (9 min drive)

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

5.0 out of 5 average rating, 123 reviews

Pool - Block to Beach - Golf Cart - Beach Service

★ 1 Block to the Beach! 3 Min Walk ★ Private Heated* Pool ★ 6 Seater Golf Cart ★ Beach Chair Service (March - Oct) ★ 3 King Suites ★ Large Balconies ★ Location! Crystal Beach ★ Fast WiFi ★ Super Host - 5 Star Reviews ★ Fantastic Shopping/Restaurants Nearby ★ 2 min drive to Destin Commons, 10 min drive to Destin Harbor, 15 min drive to Crab Island! ★ Beach Chair Service: March 1st - October 31st ❤️ Check out our profile page for more of our rentals in Destin & Miramar Beach! ❤️

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.

4.96 out of 5 average rating, 161 reviews

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.

Popular amenities for Destin rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private backyard area features a heated plunge pool surrounded by palm trees and landscaped rock beds. Comfortable seating options include Adirondack chairs and a fire pit nearby. A grill is available for outdoor cooking, creating a relaxed environment for gatherings.

4.94 out of 5 average rating, 174 reviews

3BR Crystal Beach Retreat | Pool + Walk to Beach

Superhost

A spacious outdoor area features a private pool and integrated spa, bordered by palm trees and tropical landscaping. A fire pit with seating is situated near the pool, alongside an inviting covered patio with elegant columns, providing a relaxing retreat.

4.8 out of 5 average rating, 101 reviews

5 BR home w private pool & jacuzzi, 3 min to beach

4.96 out of 5 average rating, 180 reviews

A three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.

Home in Miramar Beach

Italian villa 200 steps from beach • Free cruise!

A spacious two-story home is framed by palm trees and lush greenery, showcasing a welcoming entrance with large glass doors. The sunset casts a warm glow over the exterior, highlighting the coastal architectural details and inviting porch areas.

5.0 out of 5 average rating, 115 reviews

Pool, Games Rm, Fire Pit, Grill, FREE Cart & Bikes

4.93 out of 5 average rating, 120 reviews

Sunsail Cottage-Golf Cart Deals-Pool Heat Deals

Superhost

4.82 out of 5 average rating, 144 reviews

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

4.95 out of 5 average rating, 212 reviews

Small Waves-30A beachhouse w golf cart/neighb pool

4.96 out of 5 average rating, 169 reviews

Home in Laguna Beach

Private Pool - Walk to Beach - Screened Porch

Condo rentals with a pool

4.97 out of 5 average rating, 408 reviews

A comfortable living area features a cozy gray couch with decorative pillows, complemented by a blue accent chair. A wooden coffee table sits on a light rug, and wall art depicting nature is displayed above. A dining table for four is positioned nearby.

Condo in Miramar Beach

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

A serene view from the balcony showcases expansive sandy beaches and calm waters of the Gulf. A clear blue sky provides a bright backdrop, while palm trees dot the landscape. The distant harbor with its protective jetty can be seen, enhancing the coastal ambiance.

4.92 out of 5 average rating, 161 reviews

On the Gulf 2 Bed, 2 Bath Third Floor Condo

4.85 out of 5 average rating, 375 reviews

A panoramic view of the Gulf unveils vibrant blue waters meeting a clear sky. The shoreline is lined with sandy beaches and various buildings, including residential homes and low-rise structures. Vehicles are parked along a coastal road, enhancing the sense of a lively beach community.

Condo in Miramar Beach

The Salty Beach @ Surfside

4.9 out of 5 average rating, 302 reviews

A spacious studio features a king bed adorned with neutral linens and an array of decorative pillows. Natural light flows through sliding glass doors that lead to a private balcony, while a comfortable queen sofa is positioned nearby, offering additional seating.

Condo in Sandestin

Stylish Coastal Baytowne Studio Amazing Amenities

A light-filled bedroom features a spacious bed adorned with white linens. Large windows provide unobstructed views of the beach, while a cozy bedside table complements the serene atmosphere. A doorway leads to a private deck with ocean views.

5.0 out of 5 average rating, 99 reviews

The Oyster | Beachfront | Beach Bar| Chair Service

4.89 out of 5 average rating, 122 reviews

A serene bedroom features large floor-to-ceiling windows showcasing stunning Gulf views. A spacious bed is dressed in soft linens, and a TV is positioned on a wooden dresser. Natural light fills the room, complemented by light curtains and coastal decor.

Condo in Sandestin

CostaVista-Sandestin: Steps to Beach/Gulf Views!

4.89 out of 5 average rating, 184 reviews

A welcoming living area features a comfortable blue sofa and matching loveseat, accompanied by a round, woven coffee table. Natural light fills the space through large windows, and decorative accents in light blue adorn the walls. A ceiling fan adds to the inviting ambiance.

Condo in Miramar Beach

Steps from beach, Pool, Parking, 2 king bed suites

4.97 out of 5 average rating, 197 reviews

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Condo in Sandestin

Zen Retreat ON Beach~Golfcart*~Oceanview~Pool

Other holiday rentals with a pool

4.98 out of 5 average rating, 251 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.

Apartment in Destin

Inlet Reef 612 - Beach view luxury condo in Destin

5.0 out of 5 average rating, 20 reviews

New, luxury Beachfront, Gulf Views, Private Beach

4.99 out of 5 average rating, 68 reviews

An outdoor patio area is visible, featuring a circular table and several chairs. The scene includes a grassy expanse leading to the beach, where lounge chairs and umbrellas can be seen along the shoreline under a clear blue sky.

Apartment in Destin

50 second walk Patio to Water

Superhost

5.0 out of 5 average rating, 3 reviews

Exclusive Beachfront Escape at 1900 Ninety Eight

A charming beach cottage is framed by lush greenery, featuring a welcoming porch with white railings and hanging plants. Two white bicycles are parked on a wooden deck, offering a convenient way to explore the surrounding area.

4.99 out of 5 average rating, 77 reviews

The Juander Inn, cottage + saltwater pool on 30A!

5.0 out of 5 average rating, 6 reviews

Condo in Laguna Beach

Curated Gulf-Front Luxury at Ramsgate Harbour

5.0 out of 5 average rating, 21 reviews

Home in Sandestin

Casa del Sol. Golf cart/course. 2BR/2.5 BA. Resort