Holiday rentals with a pool in Destin

Condo in Fort Walton Beach

5 out of 5 average rating, 114 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

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.

4.96 out of 5 average rating, 185 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, 122 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, 131 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, 150 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* 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

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, 256 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, 101 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, 121 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.

Superhost

A spacious living area is highlighted by a comfortable blue sofa and an upholstered ottoman, set on a light rug. The open-plan kitchen features dark cabinetry and a countertop. Bright natural light filters through large windows adorned with white curtains, contributing to a welcoming ambiance.

4.85 out of 5 average rating, 392 reviews

BELIEVE! Great location! Charming/ sexy 1BD condo

Romantic & charming 1 bedroom condo IDEAL for a couple looking for FUN in an intimate beautifully cured, clean, equipped, comfortable yet affordable getaway condo. In the very HEART of Destin, FL within 1.5 miles of its BREATHTAKING BEACHES the complex has a pool, a lake and brand new tennis courts. Ideally located, you can walk to fast food restaurants, ice-cream, liquor & souvenir store, etc. Within a 2 mile radius a nightclub, bars, Restaurants, groceries, pharmacy, shopping.

5 out of 5 average rating, 219 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

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.

4.97 out of 5 average rating, 180 reviews

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

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Condo in The Village of Baytowne Wharf

A spacious studio is presented, featuring a comfortable sofa and a large bed with light linens. Natural light fills the room through a window, while a wooden coffee table is situated at the center. Ceiling fan and tasteful artwork add to the decor.

4.93 out of 5 average rating, 298 reviews

Cozy Coastal Baytowne Studio Amazing Amenities

Welcome to paradise! Unit is located on the 4th floor Of Market Street Inn allowing quick access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! New furniture and décor. Professionally decorated studio offers splendid furnishings. The unit offers a King size bed with luxury linens. You will love the convenience that the resort has to offer. Comfortable queen Sofa Bed that will fit two extra guests.

Popular amenities for Destin rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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 private pool area is surrounded by lush palm trees and decorative murals. Two lounge chairs are positioned beside the pool, offering a relaxing space. Soft string lights illuminate the scene, enhancing the tranquil evening atmosphere.

4.94 out of 5 average rating, 109 reviews

Book Holiday! Private Beach, Heated Pool, 2 Kings!

5 out of 5 average rating, 31 reviews

A single-story home features rustic low country-inspired architecture with wooden accents. The inviting front porch is surrounded by lush greenery and landscaping. A six-seater golf cart is parked in front, providing convenient access within the Sandestin Resort.

Home in Sandestin

Sandestin*One level home*Lake view*Golf Cart*

The exterior of the three-story home is highlighted by a covered porch and large windows, set against a bright blue sky. A spacious, well-maintained yard with a paved driveway and trees offers plenty of outdoor space for relaxation.

5 out of 5 average rating, 64 reviews

Pool + HotTub - Golf Cart - Block to Beach

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, 31 reviews

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

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, 32 reviews

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

4.98 out of 5 average rating, 125 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, 123 reviews

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Condo rentals with a pool

4.97 out of 5 average rating, 30 reviews

Condo in Miramar Beach

Casa brezza estiva beach view

An aerial view captures the resort's expansive lagoon pool, featuring winding waterways lined with palm trees. Several lounge chairs dot the poolside, while a water slide and bridge create a playful atmosphere. The shimmering blue water reflects sunlight, enhancing the serene environment.

4.88 out of 5 average rating, 118 reviews

21201 Stunning Views ~ Heated Pool ~ Book Dec 7th

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.

4.95 out of 5 average rating, 214 reviews

The Merry Whale on The Emerald Coast

A scenic view of the beachfront showcases soft white sand, with rows of beach chairs and umbrellas positioned along the azure Gulf waters. The tranquility of the ocean is contrasted by a clear blue sky, completing the inviting coastal atmosphere.

4.97 out of 5 average rating, 159 reviews

Nov/Dec/Jan Openings!

Superhost

A spacious living area showcases a large wall-mounted television displaying a serene beach scene. Light-colored furniture includes a comfortable sofa and armchairs, complemented by a coffee table. Floor-to-ceiling windows provide expansive views of the ocean, accented by sheer drapes that allow natural light to enhance the space.

4.88 out of 5 average rating, 8 reviews

Gulf Front, Private Balcony, Heated Pool & Hot Tub

4.95 out of 5 average rating, 124 reviews

Condo in Long Beach

BeachFront-5 Pools, Starbucks, Movies@Majestic-809

Superhost

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, 266 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

Condo in Panama City Beach

A spacious balcony features a large dining table surrounded by chairs, with a cozy seating area including couches. Ceiling fans provide airflow. The unobstructed view showcases the emerald water and sandy beach, creating a serene and open outdoor living space.

5 out of 5 average rating, 156 reviews

Emerald View~Huge Oceanfront Balcony & Heated Pool

Other holiday rentals with a pool

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.

5 out of 5 average rating, 34 reviews

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

The outdoor pool area features clear blue water surrounded by lush palm trees. Comfortable lounge chairs line the pool deck, with a rock waterfall creating a tranquil ambiance. In the background, views of the ocean can be seen under a bright, partially cloudy sky.

4.99 out of 5 average rating, 75 reviews

1250 Stunning Gulf/Beach Front ~ Book Deals Dec 6

A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.

5 out of 5 average rating, 86 reviews

Flip Flops in Paradise

5 out of 5 average rating, 74 reviews

A spacious living room features wall-to-wall windows offering unobstructed views of the pool and gulf. A large sectional sofa and inviting armchairs provide ample seating. A ceiling fan adds comfort while decorative items enhance the room's elegance. Soft natural light fills the area.

Condo in Miramar Beach

Stunning Remodel, Gorgeous Gulf Views, Private Bea

4.99 out of 5 average rating, 99 reviews

Home in Sandestin

Bay, Lake & Golf View Home with 6-Seater Golf Cart

A welcoming entrance features a light blue front door framed by large windows, with American flags displayed. Potted plants adorned with yellow flowers sit by the porch, while seating arrangements are visible behind white railings, providing a cozy and inviting atmosphere.

4.99 out of 5 average rating, 69 reviews

Lux 4BR | Blue Mtn Beach | Golf Cart | Firepit

An aerial view captures the striking contrast between the vibrant turquoise waters of the ocean and the green expanse of a nearby lake. The shoreline is lined with buildings, while the urban layout showcases a mix of residential and commercial spaces.

4.94 out of 5 average rating, 70 reviews

Luxury Lakeside! Private Pool + Beach Access 4 min

A bright living area features large glass doors that provide stunning views of the beach and palm trees. Light blue walls complement contemporary furnishings, including a spacious sectional sofa and a circular coffee table. A dining space is visible, illuminated by natural light.