Holiday rentals with a pool in Destin

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.

4.96 out of 5 average rating, 238 reviews

The Merry Whale on The Emerald Coast

Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Condo 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, 203 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

The living area features a light-colored sofa paired with a matching armchair, arranged around a white coffee table. A large television is positioned on a console, and floor-to-ceiling windows provide views of turquoise waters and the balcony. Soft curtains frame the windows.

4.85 out of 5 average rating, 246 reviews

Breathtaking views! 2024 updated condo in Destin

Amazing views! Enjoy the sunset or sunrise from the private balcony. This updated condo is located on the 7th floor at the Pelican Beach Resort in the heart of DESTIN! Resort offers 2 outdoor large pools (1 infinity), indoor pool, large hot tub, propane grills, full gym, arcade, and cafe. One bedroom, built in bunk beds in hallway and pull out couch (sleeps 6 total). Two smart TVs, full kitchen includes pots and pans, Keurig coffee maker, drip coffee, and stainless steel appliances.

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, 135 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.

4.95 out of 5 average rating, 147 reviews

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.

Home in Santa Rosa Beach

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.

4.97 out of 5 average rating, 101 reviews

View of beach/balcony/steps to sand/2 King suites

Sugar Sand Beach! Corner unit w/wide view from balcony. Steps to beach. 2 FREE parking spaces. Pool & Hot tub. Washer & dryer in unit w/starter pods. 3 large flat-screen TV’s with cable. Free Wi-Fi. Easy keyless access. 2 King master suites. One w/private bath. 2nd King master w/shared bath. Hallway bunk-bed cubby. Kitchen fully stocked with cookware and dinnerware. Keurig, coffee maker, tea kettle and starter pods. Grill. Must be 25 + unless active duty military.

Townhouse in Miramar Beach

The exterior of a two-story townhome is framed by palm trees and colorful landscaping. The living area features a comfortable seating arrangement with a large TV and an electric fireplace, complemented by soft lighting and a warm color palette. A map indicates nearby attractions.

4.98 out of 5 average rating, 118 reviews

Half duplex 300 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Pet friendly 2 story island style townhome only 300 steps (4 min walk) from the beach • Free cruise ticket per night of stay! (for stays under 7 nights ) • Safe and quiet neighborhood with a large pool close to all shops and restaurants • Beach gear, workspace, 4K smart TVs in every room Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

A bright living area features large glass doors that provide unobstructed views of the Gulf. A comfortable seating arrangement includes a patterned chair and a light sofa. A flat-screen TV is mounted on a cabinet, and a small dining table sits nearby, enhancing the open space.

4.9 out of 5 average rating, 173 reviews

Pelican upgraded corner unit, amazing ocean views!

Our fully furnished and upgraded family vacation condo is right at the beach with unobstructed Gulf views from the living room, balcony and the kitchen. The view from 9th floor patio is amazing, perfect for enjoying our picturesque sunrises and sunsets. We offer free parking, beach chairs/umbrella and free high-speed Wi-fi. Pelican Beach Resort has very loyal customers that come back again & again every year.

A charming Southern beach home is framed by lush greenery and palm trees. The white picket fence encircles the property, while inviting porches are visible on the upper level. A well-manicured lawn and brick pathway lead to the entrance, enhancing the exterior's appeal.

4.89 out of 5 average rating, 205 reviews

The Charleston Experience-Free PoolHeat N GolfCart

The CHARLESTON is a marvelously designer-decorated Southern beach home that embodies the charm and elegance of its namesake city. Enjoy a private heated pool, a free six-passenger golf cart, ping pong, an outdoor kitchen, a gas fire pit for s’mores, and quaint balconies. You’re just one block from Destin’s stunning white-sand beaches and only minutes from restaurants, entertainment, parks, shopping, and more!

4.97 out of 5 average rating, 117 reviews

Incredible View | Pools | Hot Tub | Free Chairs

Looking to enjoy the perfect beachfront getaway with comfort, convenience, and unbeatable views? Our condo offers the ideal escape for families, couples, or beach lovers seeking relaxation, sunshine, and effortless access to the Gulf. Located in the popular SunDestin Beach Resort, this updated 5th‑floor unit combines modern amenities with a direct, unobstructed view of the beach—just steps from the sand.

An open living area features large sliding glass doors revealing a balcony with ocean views. A round dining table is accompanied by six woven chairs. A comfortable couch sits next to a glass coffee table, while a wall-mounted TV and decorative mirror enhance the space.

4.88 out of 5 average rating, 298 reviews

Beachfront 1 BR 10th Fl. at Pelican, Amazing Views

Ideally located on the 10th floor in the popular Pelican Beach Resort, this ocean front condo offers magnificent unobstructed views of Gulf of Mexico. It has been fully renovated and professionally decorated. Enjoy the heated indoor/outdoor pools, and direct access to the beach. Pelican offers many amenities, a 24 hour front desk and security for a safe and relaxing vacation.

Condo in Santa Rosa Island

A sweeping view overlooking the beach showcases soft white sand and the Gulf of Mexico's gentle waves. Blue beach umbrellas are set up along the shore, with a designated swimming area visible. In the foreground, a swimming pool is bordered by palm trees and lounge chairs.

4.92 out of 5 average rating, 298 reviews

Okaloosa Island Top Floor 2BR Beach Condo

Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.

Popular amenities for Destin rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 44 reviews

A wooden deck is furnished with two chairs and a fire pit, surrounded by tall pine trees and natural grasses. The clear blue sky overhead creates a serene backdrop for this tranquil outdoor space.

Home in Sandestin

3 bed 3 bath beach and bay escape - Free golf cart

4.98 out of 5 average rating, 116 reviews

An outdoor space features a private saltwater pool bordered by a stone patio. Lounge chairs are positioned for sunbathing, and a covered seating area is seen in the background. The sky displays a gradient of colors as the sun sets, enhancing the tranquil ambiance.

Home in Miramar Beach

Heated private POOL- walk to the beach access

4.92 out of 5 average rating, 120 reviews

Waterview Villa, Steps to the Sand, King Bed, Pool

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 out of 5 average rating, 115 reviews

Pool - Block to Beach - Golf Cart - Beach Service

A large lagoon-style pool is surrounded by palm trees and beautiful rock features. The clear blue water sparkles under the sun, creating a refreshing atmosphere. The image also includes a glimpse of the property, showcasing its charming exterior with well-manicured landscaping.

4.89 out of 5 average rating, 109 reviews

BEACH HOUSE! * Luna Del Mar * Pool/Beach/Grill

Superhost

An aerial view of the outdoor area reveals a private heated pool shaped like a curved lagoon, accompanied by a hot tub. Lounge chairs are positioned around the pool, while shaded seating areas under umbrellas provide comfort. The landscaped surroundings create a welcoming space for relaxation.

4.83 out of 5 average rating, 115 reviews

*Fully Loaded* Heated Pool & Hot Tub

4.98 out of 5 average rating, 130 reviews

A private outdoor pool area is shown, featuring multiple lounge chairs arranged around the water. The two-story home is visible in the background, with sunlight casting a warm glow over the scene. A fenced yard surrounds the space, enhancing privacy.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Superhost

Home in Sandestin

5 out of 5 average rating, 3 reviews

Sandbarr - Bayfront home with a Golf Cart!

Condo rentals with a pool

Superhost

An open-concept living area is shown, featuring blue sofas with striped cushions and a woven coffee table. Decorative wall art and a ceiling fan enhance the space. A dining area with a large table can be seen in the background, while a staircase leads to the second floor.

Condo in Miramar Beach

4.89 out of 5 average rating, 170 reviews

1 Block 2 beach*Pool*Parking*2 king beds*BeachGear

A balcony view showcases the expansive Gulf of Mexico with calm waters and a clear sky. A round glass table is set with a cheese platter, fruit, and drinks. Two black wicker chairs frame the table, inviting relaxation while enjoying the scenic beachfront.

4.85 out of 5 average rating, 158 reviews

19th Floor Pelican Beachfront with Ocean View

Condo in Panama City Beach

A bright living space features a large bay window providing sweeping views of the Gulf of Mexico. Two bar stools are positioned at a window-front desk, offering a perfect spot for work or relaxation. Natural light fills the area, complementing the calming coastal décor.

4.98 out of 5 average rating, 108 reviews

Soak up the Sun, Sand, Sea at a Beachfront Studio

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, 297 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

The spacious living area is highlighted by a modern sectional sofa in a muted tone. A contemporary television is mounted on a geometric accent wall, which is illuminated by soft, recessed lighting. Artistic decor adds a touch of character to the sleek atmosphere.

4.81 out of 5 average rating, 254 reviews

The Lovers’ Escape 229

4.95 out of 5 average rating, 162 reviews

A spacious studio unit features a comfortable king bed and a twin bed, complemented by soft neutral-toned furnishings. Floor-to-ceiling windows invite natural light and showcase a stunning view of the Gulf, while a private balcony provides outdoor relaxation.

Condo in Long Beach

Cozy Gulf-Front Studio at Majestic w/chair service

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, 284 reviews

Beachfront! Newly remodeled! Right on the beach!

The living area features large glass doors allowing natural light and unobstructed Gulf views. It includes a comfortable seating arrangement with a stylish couch, a dining table for four, and a flat-screen TV, all situated on upgraded flooring.

4.95 out of 5 average rating, 175 reviews

Upgraded 7th Flr Pelican Beach Resort-on the beach

Other holiday rentals with a pool

4.97 out of 5 average rating, 61 reviews

A scenic view captures the coastline and skyline, displaying the Gulf of Mexico along with the surrounding buildings. The image also highlights a lagoon-style pool and landscaped green areas, complemented by palm trees and walking paths leading towards the beach.

Condo in Sandestin

Luau Sandestin Studio with Spectacular Views

5 out of 5 average rating, 10 reviews

Beachside Ground‑Floor Getaway with Pool

5 out of 5 average rating, 15 reviews

Apartment in Destin

Modern Memories - Peaceful Lakeside View

4.97 out of 5 average rating, 34 reviews

The living room features a light-colored sofa and two upholstered armchairs, arranged around a coffee table. A Smart TV is mounted on the wall, displaying a sunset scene. Sliding glass doors lead to a screened-in patio, allowing for views of the community pond.

Townhouse in Sandestin

Sandestin 2 bed/2 bath Condo, Bay views, Golf Cart

4.97 out of 5 average rating, 68 reviews

Condo in Sandestin

Boardwalk Breeze 2 bedroom Resort Condo

A spacious living area features large sliding glass doors that open to a private balcony with ocean views. Two wooden chairs are positioned on the balcony. Natural light fills the room, illuminating the modern furnishings and decorative elements in neutral tones.

5 out of 5 average rating, 98 reviews

1109 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

A spacious balcony is visible, featuring two white lounge chairs and a round table with two glasses. The panoramic view overlooks the sandy beach and turquoise ocean, with colorful beach umbrellas and chairs arranged along the shore beneath a partly cloudy sky.

5 out of 5 average rating, 61 reviews

DirectBeach Front/NewKitchen&Living/XLBalc/King Bd

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.