Holiday rentals with a pool in Destin

4.98 out of 5 average rating, 129 reviews

A view of a lush landscape featuring tall palm trees in the foreground and a well-maintained grassy area. Beyond the lush greenery, coastal homes and the ocean can be seen, with a clear blue sky above and gentle waves in the distance.

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!

A bright living area features large sliding glass doors providing direct views of the beach. The space includes a dining table set for four and a cozy seating arrangement. Light colors throughout create a spacious and airy feel, complemented by coastal-themed decor.

4.97 out of 5 average rating, 105 reviews

Incredible View | Beachfront | Hot Tub

PLEASE read listing for info on property improvement project ★ DIRECT 5th Floor View of the Beach ★ Outdoor Pool ★ Free Parking ★ Outside Tiki Bar ★ On-Site Spa ★ Upgraded FAST Wi-Fi ★ Gym ★ Smart TVs & Cable ★ Gas Grills ★ Hot Tub ★ Beach Chairs ★ Beach Shop & Restaurant On Site ★ Steps to SunDestins private beach SunDestin Unit 506 Please read the entire listing before booking Thank you!

The living area features a spacious layout with modern furnishings, including a comfortable couch and armchairs. A rectangular dining table with benches offers seating for meals, while large windows provide views of the balcony and surrounding greenery. Light wood flooring enhances the fresh ambiance.

4.94 out of 5 average rating, 189 reviews

Beach Shuttle! Coffee, Chairs, Cooler Included!

The Palms has everything you need, all on one beautiful property! With beach access right across the street, grocery next door, the Destin Commons and HarborWalk Village a few miles away, this is the perfect Destin location! Our newly updated condo also comes with outstanding amenities! Destin's biggest lagoon pool Hot tub, heated pool & splash pad Beautiful new coffee house On-site restaurant, bar, and lounge Beach/Harbor shuttle Fully equipped gym And more! We look forward to hosting you :)

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 Pools/HTubs Fab Loc

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 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.

Superhost

A dining area features a round table surrounded by woven chairs. A cozy sofa and a decorative console table are positioned nearby. Large sliding glass doors provide unobstructed views of the beach, while soft natural light fills the space, enhancing the coastal decor.

4.89 out of 5 average rating, 279 reviews

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.

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, 125 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.

A bright living area features a spacious gray sofa, complemented by a blue and white decorative pillow. Large glass doors open to a private balcony with ocean views. A dining table with white chairs and a chandelier is visible, alongside a wall-mounted flat screen TV and coastal artwork.

4.85 out of 5 average rating, 273 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

Located right on the beach, this spacious condo has breathtaking unobstructed Gulf views, updated floors and appliances and sleeps six. Decorated in soothing designer colors with a coastal feel, the unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom; two bunk beds in a hallway alcove, a 2nd bathroom with shower, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa..

A tranquil lagoon pool meanders through lush tropical landscaping, with palm trees lining the perimeter. Clear blue water reflects the sky, inviting relaxation. Pathways connect various seating areas and greenery, enhancing the serene resort atmosphere.

4.92 out of 5 average rating, 131 reviews

21017 Gorgeous Views ~ Heated Pool ~ Book Jan 6th

Gorgeous Panoramic Gulf Views from this 10th floor Luxury Penthouse! Large Balcony, Seating for 8, & 2 Large chairs & 2 rockers. New living room sofa sleeper, Lagoon Pool and gulf views from nearly every corner, 3 Brdms: 2 King Beds, 1 Queen Bed and a Sofa Sleeper All Bdrms have balcony access, and gulf views! 5 Star Resort with Lagoon Pool, heated pool, hot tub, Sports Lounge/restaurant and coffee shop. Tiki bar, Free shuttle, Tennis, pickle ball, basketball, gym & New grills.

A hot tub with bubbling water is positioned in the foreground, offering a relaxing space for guests. In the background, a swimming pool is surrounded by lush palm trees and outdoor furniture, under a bright blue sky with scattered clouds.

4.95 out of 5 average rating, 101 reviews

Heated Pool & HotTub+ Golf Cart+Beach Service

Relax year-round in the private heated pool and bubbling hot tub after an easy golf-cart ride to the sugar-white beach. Inside you’ll find roomy living areas, fast Wi-Fi and a fully stocked chef's kitchen ready for family feasts. 4 spacious bedrooms, 5 smart TVs Beach chairs with beach service, and. umbrella included. The SeaBlue Cottage is your home away from home. 88 steps to the beach. Kids’ games and high-chair for little travelers Book now and let the resort fun begin!

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

4.87 out of 5 average rating, 207 reviews

The bungalow's exterior is showcased, highlighting a covered front porch with white railings. Surrounding landscaping features manicured shrubs and tall pine trees. A brick paver pathway leads to the entrance, framed by textured mulch and soft greenery, conveying a welcoming atmosphere.

Home in Santa Rosa Beach

Elsie's Cove on 30A

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!

4.92 out of 5 average rating, 160 reviews

A bright studio condominium features a spacious sleeping area with a patterned comforter. A comfortable sectional sofa sits adjacent, with large windows framing views of the beach beyond. Light-colored furniture and a flat-screen TV contribute to the inviting atmosphere.

Home in Bid-a-wee Beach

SuperHost Beachfront Condo ~ Fontainebleau Terrace

The exterior of Sugar Beach Cottage is showcased, featuring a two-story structure with a welcoming white facade. A white picket fence surrounds the property, complemented by lush greenery and flowering plants. Multiple balconies and a spacious porch enhance the inviting outdoor space.

5 out of 5 average rating, 35 reviews

House w/ private heated pool, short walk to beach!

A panoramic view showcases the serene outdoor space featuring a large pool surrounded by lounge chairs and palm trees. The inviting villa structure is positioned in the background, highlighting its connection to the lush greenery and the nearby beach, just a short walk away.

4.88 out of 5 average rating, 121 reviews

Private Oasis-Heated Spa Pool-FreeGolfCartTilMar1

4.96 out of 5 average rating, 119 reviews

A charming beach house exterior is showcased, with a well-maintained pool area surrounded by lounge chairs and a patio. A set of steps leads to a spacious deck area, featuring a seating arrangement with colorful cushions and nearby bicycles. Lush greenery surrounds the property.

Home in Santa Rosa Beach

30A 5 Min Walk to Beach/View/Private Pool/Family

4.96 out of 5 average rating, 111 reviews

An inviting backyard features a heated pool surrounded by several lounge chairs and a patio area. A grill is positioned nearby, and a large outdoor screen stands ready for movie nights. Lush greenery and colorful umbrellas add to the relaxation space.

Home in Miramar Beach

SweetP*5bed*Private Pool*Golf Cart*Outdoor Theater

Home in Panama City Beach

A spacious living area features a plush sofa and two accent chairs, arranged around a circular coffee table. A wall-mounted TV and a modern gas fireplace are visible. Sliding glass doors lead to a balcony, providing views of the Gulf.

5 out of 5 average rating, 155 reviews

Gulf Front Penthouse - Panama City Beach

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, 120 reviews

Walk to beach, 1 bedroom, beach service included!

Apartment in Miramar Beach

A spacious living area features floor-to-ceiling windows showcasing panoramic views of the Gulf. A light-colored sectional couch and two leather chairs are arranged around a circular coffee table. Wall-mounted flat screens display serene beach imagery, enhancing the coastal ambiance.

4.84 out of 5 average rating, 108 reviews

Surfside 1501: Gulf Front Luxury Lookout

The living room features a spacious seating area with a blue sofa and wooden coffee table. A large-screen Smart TV is mounted on the wall, while a dining table for four is positioned in the background. The kitchen is visible, showcasing modern appliances and light cabinetry.

4.85 out of 5 average rating, 241 reviews

Dream Beach Oasis#1 3-min walk to Beach/Pool/Renew

4.94 out of 5 average rating, 100 reviews

2BR Condo Pool +Beach Gear | Walk to Crystal Beach

A living area features a comfortable sectional sofa and neutral-toned decor. A large, textured area rug covers the floor, complementing the space. A ceiling fan is installed, and light enters through a nearby window. The open layout leads to a dining area visible in the background.

4.91 out of 5 average rating, 110 reviews

The Blue Dolphin

Apartment in Miramar Beach

4.98 out of 5 average rating, 94 reviews

Beachfront - Unobstructed Views - Beach Service

A bright and airy living space features a comfortable sofa and a coffee table, complemented by natural light from tall windows adorned with sheer and solid curtains. An open kitchen area showcases modern appliances and bar seating, enhancing the welcoming atmosphere.

4.95 out of 5 average rating, 100 reviews

The Fantasea Villa-Snowbird Rates!

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, 184 reviews

Perfect Condo Getaway to the Beach!

Other holiday rentals with a pool

5 out of 5 average rating, 19 reviews

A spacious living area features large windows showcasing Gulf views. Two televisions are positioned for easy viewing, while a comfortable light-colored sofa sits adjacent to a low wooden coffee table. Ocean-inspired decor and lush plants complement the serene atmosphere.

Flat in Destin

1605 Oceanfront Pelican Beach Pools/HTubs Fab Loc

Apartment in Fort Walton Beach

A private balcony offers a view of the shimmering Gulf waters, with sunlight reflecting off the surface. A single brightly colored blue Adirondack chair is positioned at the edge, inviting relaxation. The sandy beach is visible below, enhancing the coastal ambiance.

4.89 out of 5 average rating, 53 reviews

Oceanfront Oasis: Coastal Condo with Breathtaking

5 out of 5 average rating, 28 reviews

Crystal Sands 316A - Beachfront Free Beach Service

5 out of 5 average rating, 6 reviews

Flat in Miramar Beach

Sandestin Studio/ Free parking/ Free beach shuttle

Townhouse in Santa Rosa Beach

An open living room is presented with sectional and armchairs in neutral tones. A circular coffee table sits at the center, surrounded by a soft area rug. Bright lighting is provided by pendant fixtures above the dining area, and large windows allow natural light to fill the space.

4.89 out of 5 average rating, 116 reviews

30A Spring Break Favorite | Heated Pool & Bikes

Superhost

A modern living room showcases a large sectional sofa and a sleek coffee table, with light streaming through expansive glass doors. The view beyond features a glimpse of the beach and outdoor seating on the balcony, creating a harmonious connection with the outdoors.

Flat in Miramar Beach

4.78 out of 5 average rating, 63 reviews

Stunning Ocean Vibes Retreat

Apartment in Panama City Beach

A glass sliding door opens to an expansive balcony overlooking the Gulf of Mexico. Featuring wooden patio chairs and a table, the scene captures the tranquil shoreline and rolling waves under a cloudy sky.

4.97 out of 5 average rating, 61 reviews

Watercrest 408- Free beach chairs!