Holiday rentals with a pool in Santa Rosa Island

A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.

4.95 out of 5 average rating, 198 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

A sandy beach is visible, leading down to calm turquoise waters under a partly cloudy sky. Rows of colorful umbrellas provide shade for beachgoers, with beach chairs positioned along the shoreline. The scene captures a tranquil coastal atmosphere, ideal for relaxation.

4.85 out of 5 average rating, 145 reviews

Steps from Sand - Fort Walton Beach

Welcome to the Nautilus on Okaloosa Island! Enjoy an ocean view from this 2nd floor balcony where you are only steps away from sugar white sand beaches. This two bedroom, two bath condo is the perfect place for your beach vacation. The unit has everything you need, including a washer and dryer. Enjoy the nearby restaurants, shopping and heated pool. This destination will not disappoint! On-site amenities included: Heated pool Private beach access Complimentary Parking BBQ Grills And more!

A vibrant living area features a light-colored sofa paired with a matching armchair. A circular coffee table sits between, while a dining table with four chairs is positioned nearby. Walls are decorated with subtle aquatic-themed artwork, and light streams in from multiple sources, enhancing the bright ambiance.

4.94 out of 5 average rating, 237 reviews

Free Chair Service-Beachfront 6th Floor

Beautiful sixth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy the indoor/outdoor pool and on-site gym. This beach condo is not only fantastically located on the quieter end of Okaloosa Island, but also comes with modern, coastal-themed furnishings. Access the Destin and Fort Walton Beach attractions only a few miles down the street. Includes free chairs and umbrella on the beach!

The landscaped grounds feature a grassy area bordered by palm trees, leading to a mickey-shaped pool. The backdrop includes a waterfront view with boats visible, along with the multistory building where the studio units are located.

4.88 out of 5 average rating, 566 reviews

Cozy Soundside Condo - WataView2!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.

4.92 out of 5 average rating, 255 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the beach. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

A table set for refreshments showcases a spread of crackers, cheese, fruits, and chilled water with lemon. In the background, the emerald waters of the Gulf are visible, with beach umbrellas dotting the shoreline under a partly cloudy sky.

4.99 out of 5 average rating, 103 reviews

Spacious, elegant, beachfront, w/office

* Huge oceanfront lanai * Free beach service April 1-Oct 31 *Adult/Kiddie pool; tennis *Private office space in the condo *High chair/pack-n-play *Huge 1453 sq ft *Fully stocked kitchen incl. air fryer *Near Destin but WAY less crowded *South facing for sunrise & sunset (seasonal) & sometimes dolphins! *Open the door to your private lanai for REAL white noise of the ocean waves

A spacious pool area is visible, surrounded by palm trees and lounge chairs. The sparkling water reflects sunlight under a clear blue sky, leading to the ocean in the background. The resort buildings are seen on either side of the pool, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 119 reviews

Ocean view condo, Lazy River & Beach, Destin West

From your unit on the Gulf side of the resort, enjoy the spectacular ocean view, award winning lazy river, and many pools in this family friendly Destin West Beach and Bay Resort with private beach. Your unit is a couple blocks from Gulfarium Marine Adventure park, where you can swimming with dolphins. Enjoy the Broadwalk Okaloosa Island with seaside shops, eats, and entertainment within a block. Okaloosa Island fishing pier is within 2 blocks for fishing enthusiasts.

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, 192 reviews

Perfect View on Santa Rosa Sound with 2 Pools!

Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures. Marina slip is not available for rent at this time.

Superhost

A spacious living area is highlighted by a light-colored sectional sofa and a modern coffee table on a patterned rug. A flat-screen TV is mounted on the textured blue wall, and natural light filters through sheer curtains, enhancing the inviting ambiance.

4.96 out of 5 average rating, 121 reviews

2 min walk to Beach/Free Beach Service/Pool

Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.

The image captures an expansive view of the tranquil Gulf of Mexico. Gentle waves roll onto a sandy beach, while a clear blue sky stretches above, dotted with soft clouds. The horizon blends seamlessly with the serene water, creating a calming seaside atmosphere.

4.94 out of 5 average rating, 186 reviews

Sunshine and beach time /Okaloosa Island

CHRISTMAS at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court

A private balcony is featured, showcasing a round table with two chairs. The expansive view includes the Gulf waters and sandy beach under a partly cloudy sky with sunlight reflecting off the water.

4.94 out of 5 average rating, 177 reviews

Gulf View Studio condo Fort Walton Beach

Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy amazing views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

Superhost

An expansive view of the Gulf of Mexico is seen from the balcony, showcasing the sandy beach and turquoise water. The beach is lined with sun loungers, and the resort pool is visible nearby. Lush palm trees and pavilions add to the coastal landscape.

4.84 out of 5 average rating, 195 reviews

Islander Resort Okaloosa IsIand Beach Condo

Escape to Okaloosa Island and stay at this cozy studio condominium at the Islander Resort. This 6th-floor unit is perfect for couples or small families looking for a beach getaway. Wake up to stunning views of the Gulf of Mexico from the private balcony, relax on the pristine white sand beach, or take a dip in the Gulf-front pool. Take advantage of the resort's amenities, including a fitness center, shuffleboard, and barbecue grills.

Popular amenities for Santa Rosa Island rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features modern furniture, including a light-colored sofa and an armchair. Soft natural light fills the room through large glass doors that open to a balcony. The decor includes a wall sign that reads 'BEACH' and a neutral area rug.

4.94 out of 5 average rating, 109 reviews

Destin Retreat: Oceanview Poolside Luxury Condo

Superhost

A spacious outdoor area features a heated saltwater pool surrounded by a wooden deck. Comfortable lounge chairs are positioned alongside, with a covered seating area visible in the background. The structure is framed by lush vegetation and tall trees, offering a tranquil retreat.

Home in Santa Rosa Beach

4.81 out of 5 average rating, 154 reviews

Santa Rosa Beach Canopy House with pool

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, 120 reviews

Sugar Sand Cottage at Destin Pointe

A wooden boardwalk leads to a sandy beach, with colorful umbrellas dotting the shoreline. The clear blue sky stretches overhead, contrasting with the vibrant green and blue hues of the ocean. Soft white sand is visible along the pathway to the inviting waters.

4.93 out of 5 average rating, 106 reviews

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

The exterior of a beach house features a welcoming front porch surrounded by lush greenery and palm trees. A white picket fence encloses the property, and a bright blue door complements the light-colored siding and green metal roof. The home is situated in a charming neighborhood.

4.95 out of 5 average rating, 142 reviews

Fall Now Open! 1 Block to Beach + Pool • Sleeps 16

An inviting outdoor area features a private pool illuminated in blue, surrounded by several lounge chairs. Soft string lights create a warm ambiance above, and a small fire pit is positioned nearby, offering a cozy gathering space in the beautifully landscaped backyard.

4.93 out of 5 average rating, 150 reviews

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

Home in Fort Walton Beach

A serene outdoor space features a private pool enclosed by a safety fence. Colorful seating options are arranged on a decorative mosaic patio, complemented by an umbrella providing shade. Lush trees provide greenery in the background, enhancing the peaceful atmosphere.

4.92 out of 5 average rating, 186 reviews

#2 4BR HUGE PET Friendly Home Away from Snow!

4.96 out of 5 average rating, 110 reviews

The living area features soft blue accents, including a cozy couch and decorative pillows, set against neutral walls. Natural light floods in through sliding glass doors, leading to an outdoor space. A small wooden table holds a vase of flowers, enhancing the inviting atmosphere.

Home in Miramar Beach

Gulf Breeze: 5MinWalkToBeach,Pool,Yard, CloseToAll

Condo rentals with a pool

A light-filled living area features a leather sleeper sofa facing large sliding glass doors that open to a private balcony with ocean views. A coffee table sits on a decorative rug, and palm trees are visible outside, enhancing the coastal ambiance.

5 out of 5 average rating, 101 reviews

Panoramic Gulf Views! | 3 Kings

5 out of 5 average rating, 217 reviews

Condo in Destin

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

4.96 out of 5 average rating, 500 reviews

A spacious living area is highlighted by a large chandelier and soft-colored furnishings. Floor-to-ceiling glass doors provide a direct view of the ocean, while a round table with decorative centerpiece sits in the foreground. A comfortable seating arrangement complements the serene coastal atmosphere.

Condo in Destin

Beach Paradise - Ocean View - Bonus Beach Service

An aerial view of a beachfront pool area is presented, showing a rectangular pool surrounded by white lounge chairs and shaded areas. The sandy beach is visible just beyond the pool, with a wooden boardwalk leading to the shore.

4.96 out of 5 average rating, 105 reviews

Beach Penthouse on Okaloosa Island in FWB, FL

The living area features a light-colored sofa and a wooden coffee table, with a flat-screen TV on an entertainment unit. Natural light enters through sliding glass doors leading to a balcony with outdoor dining furniture, providing views of the bay.

4.91 out of 5 average rating, 102 reviews

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8

4.97 out of 5 average rating, 118 reviews

A beach chair labeled 'Colorful Paradise' is positioned on the soft, white sand, with clear turquoise waters in the background. The scene captures the serene coastal environment of the Emerald Coast, inviting relaxation and enjoyment of the beach.

Condo in Okaloosa Island

Colorful Paradise Okaloosa Island Umbrella, Chairs

A gentle shoreline is framed by soft white sand and vibrant green umbrellas providing shade. The emerald waters of the Gulf of Mexico create a calming contrast against the beach. A wooden walkway leads to the water, bordered by lush coastal vegetation.

4.9 out of 5 average rating, 205 reviews

Destin West Villa #V502 Beach Vacation Awaits

A balcony features two high-back chairs, facing the beach and ocean. Soft waves roll onto the sandy shore, with beach chairs and umbrellas visible in the distance. The clear blue sky and gentle clouds create a serene backdrop.

4.82 out of 5 average rating, 118 reviews

Beachfront! Sand-Sun-Surf on Fort Walton Beach FL

Other holiday rentals with a pool

A private rooftop space features a hot tub and two chairs, offering expansive views of the beach and ocean. The surrounding area is paved with light-colored tiles, and the railing provides a barrier while allowing unobstructed sightlines of the water.

4.85 out of 5 average rating, 41 reviews

Destin West Villa PH01 ~ Penthouse w/ Hot Tub

Apartment in The Village of Baytowne Wharf

The image showcases the exterior of a spacious resort building surrounded by lush greenery and palm trees. A large, inviting pool area is visible in the foreground, featuring a zero-entry design with sun loungers arranged around the water, all set against a backdrop of serene bay waters.

4.97 out of 5 average rating, 111 reviews

Studio in Sandestin/ Free parking/Free beach tram

A private balcony is presented with a table and two cushioned chairs, overlooking the sandy beach and tranquil waters of the Gulf of Mexico. A clear blue sky complements the serene beach setting, providing a picturesque environment for relaxation.

4.95 out of 5 average rating, 42 reviews

314 Island Princess - Beach, Pool, Spa, Balcony!

A spacious balcony offers a stunning view of the ocean and sandy beach. Outdoor seating is provided, featuring a lounge chair and decorative cushions. The horizon displays soft waves, and people can be seen enjoying the beach along the shoreline.

4.95 out of 5 average rating, 78 reviews

"SeaGlass" - Oceanfront with expansive balcony.

Apartment in Fort Walton Beach

5 out of 5 average rating, 6 reviews

1 BR + 1.5 BA + Pontoon + Pickleball Fun

Two green beach chairs are positioned on the white sandy beach, facing the calm, emerald waters of the Gulf. The clear blue sky stretches above, complementing the serene beach environment.

4.97 out of 5 average rating, 38 reviews

Gulf Front #2002 ETW 3King /3Bath Renovated

A spacious studio unit features a comfortable bed with light bedding and decorative striped accents. A seating area includes a grey sofa and a small table set, overlooking large glass doors that open to stunning ocean views. A neutral color palette enhances the coastal ambiance.

4.97 out of 5 average rating, 96 reviews

Gorgeous Gulf Front condo with amazing views!

The living room features soft leather sofas and a glass-top table, with large sliding doors that open to a balcony offering expansive ocean views. Natural light fills the space, accentuated by light-colored walls and a ceiling fan. A potted plant adds a touch of greenery.