Holiday rentals with a pool in Destin

The front porch is enclosed with large screens, providing a view of the surrounding landscape. A paved pathway leads to the house, bordered by landscaped areas of mulch and greenery. A set of beach bikes sits beside the entrance, enhancing the coastal charm.

4.99 out of 5 average rating, 114 reviews

Winter Warm Up | Walk2Beach | Pool | Shops | Eats!

8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

5 out of 5 average rating, 128 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 Fab Loc Pools/HTubs

1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

A modern living area features a sleek fireplace and a large wall-mounted flat-screen TV. A comfortable dark sofa and a patterned armchair provide seating. Large sliding glass doors open to a balcony with ocean views, allowing natural light to brighten the space.

4.98 out of 5 average rating, 133 reviews

High-End Beachfront Condo w/Breathtaking Gulf View

Experience an unforgettable beach escape at "Emerald Paradise." This 3-bedroom/2-bath condo on the fourth floor provides stunning views of emerald waters & sugar-white sands along the Gulf coast. Recently renovated, this gem offers a stylish interior & a private 30-foot balcony- an ideal spot for dolphin watching, soothing sounds of crashing waves and breathtaking sunsets 7 Min Drive to Destin Harbor 8 Min Drive to Destin Commons 9 Min Walk to Big Kahuna’s Experience Destin & Learn More Below

4.97 out of 5 average rating, 155 reviews

Apartment in Sandestin

Zen Retreat ON Beach, Golfcart* Hot Tub, SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 3+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *no animals

4.95 out of 5 average rating, 217 reviews

An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.

Home in Seacrest

Pet Friendly 30A Heated Pool Ocean View Beach 0.10

SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

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, 259 reviews

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in two 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 courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

Two wicker chairs are positioned to face expansive windows displaying panoramic views of the Gulf. A glass table is situated between the chairs, enhancing the inviting and relaxed atmosphere. Natural light floods the space, creating a bright and airy environment.

4.95 out of 5 average rating, 104 reviews

Beachfront Panoramic Views Balcony Heated Pool

Beachfront Corner Condo in Destin - Panoramic Gulf Views Summer dates just released! Experience luxury in our Destin beachfront condo! This 3-bedroom, 2-bath unit offers panoramic Gulf views from the living area, kitchen, and master bedroom. Enjoy a renovated balcony, heated pool, tennis, basketball, pickleball, gym, and sauna. Beach chairs and umbrella included March-October. Convenient elevator and steps access. Book your Destin vacation rental now for an unforgettable beach getaway!

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, 123 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.

Apartment in The Village of Baytowne Wharf

A spacious studio features a king bed dressed in blue and white striped linens. Soft lighting from bedside lamps creates a relaxed atmosphere. A sitting area with a chair sits beside a window, which allows natural light to filter through sheer curtains, offering views of the outdoors.

4.94 out of 5 average rating, 148 reviews

Sandestin Bahia 2nd floor - Baytowne Wharf Studio

Chic studio with bay views in Sandestin Golf & Beach Resort, steps from the Village of Baytowne Wharf. Perfect for a romantic getaway with sunset views, resort tram access, and walkable dining and nightlife. Features a king bed, queen sofa, stylish décor, and kitchenette with mid-size fridge, microwave, blender, and toaster. Enjoy Wi-Fi, Netflix, and beach gear stored in our private garage-level storage. Perfect for couples or small families looking to relax and explore Sandestin.

5 out of 5 average rating, 119 reviews

A golf cart is parked on a paved path, featuring comfortable seating for up to four passengers. The background is filled with palm trees and a pergola, with a sunset sky displaying shades of orange and purple.

Townhouse in Watersound

Prominence 30A: NEW Golf Cart, Bikes, Pool

Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

4.94 out of 5 average rating, 118 reviews

Home in Miramar Beach

Private Pool - Golf Cart - Kid Friendly - Luxury

Close to the beach & all the action, but private enough for a relaxing night on your secluded patio or in your private pool as you wind down from a day of exploring! This 4BR/4BA home is located on a private cul-de-sac in a new exclusive gated community. Save on car rental fees and gas by taking the FREE street-legal 6-seater golf cart to shops, restaurants, and the beach....it's fun and economical! If you need to work remotely, we have fast internet and dedicated work spaces.

5 out of 5 average rating, 220 reviews

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

☆☆ WELCOME TO MAJESTIC SUN A711!☆☆ ✹ MAJESTIC VIEWS of the GULF from the 7th Floor ✹ REMODELED-New Countertops,bathrooms,walk in shower ✹ BEACH GEAR-Wagon, backpack chairs,umbrella,towels, toys ✹ Heated Pools, hot tubs, fitness center, tennis/pickleball, golf ✹ 2 KING Beds+Queen sleeper sofa+Twin Bed(Sleeps 7) ✹ FULLY STOCKED-"Home Away From Home" ✹ Smart TVs in all rooms (65" in Living Room) ✹ Restaurants w/ in walking distance ✹ GOLF CART-Coming March 1, 2026 ✹ Gated Community

Popular amenities for Destin rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

4.82 out of 5 average rating, 163 reviews

Santa Rosa Beach Canopy House with heated pool

Aerial view of the neighborhood showcases a mix of coastal houses surrounded by lush greenery, with a glimpse of the ocean in the background. The holiday beach house is visible, situated amidst the trees, offering a peaceful retreat close to beach access.

4.96 out of 5 average rating, 25 reviews

Holiday House Private Beach/Pool

A pool area features a private saltwater pool illuminated under soft evening lights. Lounge chairs are arranged around the pool, with lush palm trees and decorative fencing enhancing the tropical atmosphere. A dining table sits nearby, providing a perfect spot for outdoor meals.

4.98 out of 5 average rating, 54 reviews

Private Beach & Heated Pool /Free Golf Cart/DogsOk

A charming cottage stands under a clear blue sky, featuring a welcoming front porch with railings. A complimentary six-seater golf cart is parked in front, showcasing comfortable seating and a sleek design. Lush greenery and palm trees enhance the inviting atmosphere.

4.93 out of 5 average rating, 153 reviews

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

5 out of 5 average rating, 7 reviews

Golf Cart, Private Heated Pool/Hot Tub! Bikes!

4.98 out of 5 average rating, 126 reviews

The front exterior of a modern home is presented, featuring a large palm tree and a driveway with a golf cart parked beside the house. The building boasts a sleek design with large windows and a garage door, all complemented by a neatly maintained lawn.

Home in Sunnyside

Heated Pool included- Golf Cart- Bikes!

The backyard features a private saltwater pool surrounded by lounge chairs and umbrellas for shade. A large swan float is positioned in the water, and a patio area includes a grill, enhancing the outdoor space for relaxation and entertainment.

4.98 out of 5 average rating, 125 reviews

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Superhost

A spacious outdoor seating area features comfortable couches and a coffee table, with breathtaking sunset views over the Gulf. The vibrant orange and pink hues of the sky contrast with the serene landscape of dunes and palm trees, creating a tranquil retreat for guests.

4.88 out of 5 average rating, 26 reviews

Evening Views at Destin Pointe Resort

Apartment rentals with a pool

A wooden boardwalk leads through soft white sand towards a serene beach with clear turquoise water. Umbrellas and beach chairs are visible in the distance, under a clear blue sky that enhances the peaceful coastal atmosphere.

4.97 out of 5 average rating, 119 reviews

Walk to beach, 1 bedroom, beach service included!

Apartment in Fort Walton Beach

A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.

4.97 out of 5 average rating, 193 reviews

Perfect View on Santa Rosa Sound with 2 Pools!

Apartment in Panama City Beach

A spacious bed is adorned with calming blue linens and decorative pillows. A balcony door frames the scenic beach view, where palm trees can be seen. A tray with blue glasses and a welcome note rests on the bed, adding a touch of hospitality.

4.96 out of 5 average rating, 122 reviews

Follow the Sun - Ocean Front

The living area features a comfortable sofa accompanied by teal accent pillows, with a light rug beneath. A large television is mounted on a wooden stand, while a ceiling fan adds to the airiness. Natural light pours in from the balcony doors, enhancing the welcoming atmosphere.

4.98 out of 5 average rating, 118 reviews

Seascape Ocean View Walk To Beach - Heated Pools

Apartment in Miramar Beach

An open kitchen area features a light butcherblock countertop with bar seating for four. Stainless steel appliances complement the bright space, while shelves hold various kitchen utensils. A dining table with wooden legs is positioned nearby, enhancing the airy ambiance of the condo.

4.96 out of 5 average rating, 183 reviews

Perfect Condo Getaway to the Beach!

Apartment in Panama City Beach

4.9 out of 5 average rating, 100 reviews

Beachfront Panoramic Ocean View Condo | King Bed

Apartment in El Centro Beach

5 out of 5 average rating, 218 reviews

My Happy Place PCB - heated pool, near Pier Park

4.98 out of 5 average rating, 136 reviews

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront

Other holiday rentals with a pool

Apartment in Miramar Beach

4.97 out of 5 average rating, 34 reviews

Summer breeze house beach view

5 out of 5 average rating, 17 reviews

A light-filled living area is highlighted by a stone accent wall and a cozy fireplace. A large flat-screen TV is mounted above the fireplace, displaying a serene beach scene. Comfortable seating options, including a plush sectional and decorative pillows, invite relaxation while bay views are visible through expansive windows.

Home in Sandestin

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

A spacious living area features a comfortable grey sofa and light-toned hardwood flooring. Natural light flows through floor-to-ceiling windows, highlighting views of the ocean. The room is accented by a blue and cream area rug, a wooden side table, and modern wall art.

4.95 out of 5 average rating, 76 reviews

Luxurious Condo with Beach Access and Ocean views.

A beachfront deck presents comfortable seating, offering unobstructed views of the sandy beach and turquoise waters. The space features a light-colored overhang, with a decorative fish accent on the wall, enhancing the coastal ambiance.

5 out of 5 average rating, 80 reviews

The Oyster | Beachfront Gem + Gulf Sunsets + Golf

A newly built two-story home features a light-colored exterior with white siding and a welcoming front porch. Palm trees frame the entrance, and a golf cart is parked nearby on the paved driveway. The clear skies suggest a bright and sunny day.

5 out of 5 average rating, 37 reviews

Casa del Mar! New 30A Home w/ Private Heated Pool

An aerial view captures the gated beachfront community featuring colorful homes with red roofs. The private beach access is indicated, while the shimmering blue waters of the Gulf of Mexico are visible in the background. Lush greenery surrounds the picturesque ponds within the community.

5 out of 5 average rating, 13 reviews

Sandy Feet: Steps to Beach, Golfcart, Heated pool

4.98 out of 5 average rating, 40 reviews

An aerial view of Sunset Villa 22B is presented, showcasing a row of charming villas along a serene lakeside with lush palm trees. The emerald ocean can be seen in the distance, emphasizing the coastal setting.

Villa in Destin

Waterfront Villa~Heated Pool~Beach~King Beds