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Vacation rentals with a pool in Okaloosa County

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Top-rated rentals with a pool in Okaloosa County

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Guest favourite
Vacation home in Destin

2 Beach Chairs Included! Villa @ Sandpiper Cove

Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

4.95 out of 5 average rating, 135 reviews
Top guest favourite
An aerial view captures the resort layout amidst lush greenery, showcasing the expansive lagoon pool at its center, surrounded by sun loungers. In the distance, the coastline of the Gulf of Mexico glistens under bright sunlight, with buildings lining the beachfront.
Condo in Destin

Gulf View. Walk to beach. Pool open until 11:00pm

2BR/2BA on 6th floor at The Palms of Destin Resort. Views of Henderson State Beach across street. The master has a king size bed and bathroom. Twin trundle beds in small bedroom and bath. The living room has a queen sleeper sofa w 8" mattress. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, and playground. Onsite coffee shop, bar, and Blue Lagoon Italian Restaurant. Walk to 6 restaurants, 2 beaches, Dollar Tree, Walmart.

4.96 out of 5 average rating, 181 reviews
Top guest favourite
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.
Condo in Destin

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.

4.99 out of 5 average rating, 298 reviews
Top guest favourite
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.
Condo in Destin

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.

4.96 out of 5 average rating, 257 reviews
Top guest favourite
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!

4.96 out of 5 average rating, 105 reviews
Top guest favourite
Condo in Destin

100 ft to sand, Corner unit, Hot Tub, Garden view

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. MONTHLY SNOWBIRD PRICING. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

4.99 out of 5 average rating, 235 reviews
Guest favourite
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.
Condo in Destin

On the Gulf 2 Bed, 2 Bath Third Floor Condo

Ask about long-term winter stay rates. Third floor condo has panoramic views of the East Pass and Gulf. Spacious 2 bed and 2 bath with nice kitchen and laundry in unit. Right on the dunes with the beautiful white sand. The beach and snorkeling are a short walk. Sit on the patio and hear and see the ocean. Take an evening walk along the beach or the beautifully landscaped streets of Holiday Isle with the harbor to your right. Watch the fishing boats in the morning out the living room window.

4.92 out of 5 average rating, 161 reviews
Top guest favourite
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.
Home in Destin

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.

4.96 out of 5 average rating, 149 reviews
Guest favourite
The living area features comfortable seating arrangements, including a spacious sofa and armchair. A coffee table sits in front of the television, which displays a coastal scene. Large windows framed by sheer curtains allow natural light to brighten the room while offering views of the outdoors.
Condo in Destin

Luxury Destin 1BR - Jetty East Beach Resort Condo

Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

4.84 out of 5 average rating, 136 reviews
Top guest favourite
A panoramic view showcases a busy bridge spanning turquoise waters. Vehicles are seen traveling on the bridge, while boats are navigating the water below. Sandy shores and a distant coastline are visible under a clear sky, creating a vibrant coastal scene.
Condo in Destin

Come find your Destiny in Destin!!!

Want a fun vacation getaway? Come stay at our beach theme condo. We designed it, just like we used it. A clean, cool and comfy place to stay after whatever adventure we went on that day. From crabbing, shelling, fishing, shopping or sun bathing at the pool ( which is right outside the door), we just want y'all to come home and relax and reflect. Whether it's drinks on the patio, or eating your to go order while watching the game. Rest, relax, reboot and let the good times roll.

4.89 out of 5 average rating, 260 reviews
Guest favourite
A spacious living area is highlighted by a large, neutral sectional sofa, positioned around a sleek glass coffee table. A wall-mounted TV is visible alongside a modern media console. Natural light filters through sheer curtains, complemented by a ceiling fan and a decorative wall clock.
Apartment in Destin

Cozy Condo. Sunrise and Sunset

Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

4.95 out of 5 average rating, 110 reviews
Top guest favourite
An open living area features a modern chandelier above a glass dining table, with comfortable seating arranged around a large window. The expansive view showcases the ocean and balcony, complemented by soft beige and turquoise decor.
Condo in Destin

Ocean Paradise - Beach view - Bonus Beach Service

Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/26-11/30/26. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security.

4.96 out of 5 average rating, 586 reviews

Popular amenities for Okaloosa County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
A spacious living area is illuminated by natural light, featuring a curved sectional sofa and a glass coffee table adorned with magazines. A sleek fireplace adds a focal point, while a modern dining area and kitchen are visible in the background.
Home in Destin Harbor

Harbor Central Penthouse

4.89 out of 5 average rating, 158 reviews
Guest favourite
A serene lagoon pool features a rocky waterfall surrounded by lush palm trees. The inviting turquoise water reflects sunlight, inviting relaxation. In the inset, a two-story house is visible, framed by greenery and highlighted by a patterned brick pathway leading to its entrance.
Home in Destin

Honeydew Haven-sleeps 12, lagoon pool, gated area.

4.94 out of 5 average rating, 158 reviews
Top guest favourite
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.
Home in Destin

Pool, Golf Cart, Fire Pit, & Walk to Beach

4.97 out of 5 average rating, 138 reviews
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.
Home in Destin

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

4.78 out of 5 average rating, 102 reviews
Top guest favourite
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.
Home in Destin

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

5.0 out of 5 average rating, 116 reviews
Top guest favourite
A private pool is enclosed by a screened-in structure, allowing for a comfortable swimming experience. Colorful pool floats and lounge items are placed nearby, with a bright blue water surface reflecting light. Lush greenery is visible beyond the pool area, offering a sense of privacy.
Home in Fort Walton Beach

Touch of Madagascar-Whole House

4.92 out of 5 average rating, 302 reviews
Top guest favourite
Home in Destin

Salty Breeze Cottage Beach Services

4.98 out of 5 average rating, 101 reviews
Guest favourite
Home in Destin

Walk to Beach · Private Heated Pool · Fenced

4.95 out of 5 average rating, 226 reviews

Condo rentals with a pool

Top guest favourite
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.
Condo in Destin

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

5.0 out of 5 average rating, 135 reviews
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.
Condo in Destin

BELIEVE! Great location! Charming/ sexy 1BD condo

4.84 out of 5 average rating, 444 reviews
Top guest favourite
A welcoming wooden sign is displayed at the entrance, painted in blue with white lettering that reads 'Welcome to the Beach House.' Decorative elements featuring seashells are included, emphasizing a vacation ambiance.
Condo in Santa Rosa Island

Condo across the street from the gulf

4.83 out of 5 average rating, 454 reviews
Guest favourite
A wooden boardwalk leads towards the beach, framed by a pergola overhead. Soft sand and gentle blue waves can be seen ahead, with several beach umbrellas dotting the shoreline. The open sky above reveals a mix of clouds and sunlight, creating a serene coastal view.
Condo in Miramar Beach

Private Beach access POOL pets Yes No Stairs

4.84 out of 5 average rating, 113 reviews
Superhost
A balcony with a view of the Gulf of Mexico features two light blue chairs and a small round table. The serene ocean reflects sunlight, while the sandy beach is visible below, enhancing the coastal atmosphere.
Condo in Destin

707 | with in-unit Washer/Dryer & walk-in shower

4.92 out of 5 average rating, 149 reviews
Top guest favourite
The living area features a light and airy design with a comfortable grey sofa and accent chairs adorned with a floral pattern. A wooden coffee table sits in front, topped with decorative items. A wall-mounted television is positioned for easy viewing, with a spacious kitchen visible in the background.
Condo in Destin

Gulf Getaway-No Airbnb Guest Service Fees!

4.95 out of 5 average rating, 118 reviews
Top guest favourite
A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.
Condo in Santa Rosa Island

Condo With Serene Panoramic Views of the Gulf

4.97 out of 5 average rating, 119 reviews
Guest favourite
A clear view of the beach and ocean can be seen from the balcony, with lounge chairs and umbrellas set up along the shoreline. A spacious pool area, filled with sun loungers and palm trees, is visible below, complementing the scenic ocean backdrop.
Condo in Santa Rosa Island

DestinWest G405 Kid-friendly/oceanview/Lazyriver

4.92 out of 5 average rating, 133 reviews

Other vacation rentals with a pool

Guest favourite
The living area features a comfortable gray sofa paired with a rustic wooden coffee table. A large flat-screen TV is positioned against the wall, alongside a wooden media console. A dining table made of reclaimed wood sits in front of expansive windows that offer views of the ocean.
Apartment in Destin

*Seaside Retreat*Newly Redone*

4.93 out of 5 average rating, 118 reviews
Top guest favourite
Townhouse in Destin

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

4.96 out of 5 average rating, 159 reviews
Top guest favourite
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.
Condo in Destin

High-End Beachfront Condo w/Breathtaking Gulf View

4.99 out of 5 average rating, 158 reviews
Top guest favourite
Home in Fort Walton Beach

CASA BELLA, 4 bed/ 2 bath 8 min from Beach w/ POOL

4.96 out of 5 average rating, 80 reviews
Top guest favourite
Condo in Destin

New, luxury Beachfront, Gulf Views, Private Beach

5.0 out of 5 average rating, 20 reviews
Top guest favourite
A vibrant outdoor area is illuminated with colorful lights, showcasing palm trees in shades of purple and green. A cozy seating space is visible in the background, complemented by warm lights strung overhead, creating an inviting atmosphere for evening gatherings.
Home in Mary Esther

Star Water Getaway

5.0 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Santa Rosa Island

Newly Remodeled Beachfront w/ Amazing View Destin

5.0 out of 5 average rating, 20 reviews
Top guest favourite
A six-passenger golf cart is parked in front of a two-story townhouse. The cart features a black and white design, set against a backdrop of paved driveway leading to double garage doors. The townhouse has a covered porch with railing and seating visible.
Townhouse in Destin

GOLF CART included. Seasonally Heated Pool!

4.94 out of 5 average rating, 63 reviews

Destinations to explore