Vacation rentals with a pool in Santa Rosa Island

The image displays a direct view from the private balcony overlooking the sandy beach and the Gulf of Mexico. The soft white sand stretches into the distance, meeting the calm waters with varying shades of blue and green under a clear sky.

4.88 out of 5 average rating, 178 reviews

Relaxing Gulf Front Couple's Retreat*Beach Service

Welcome to Okaloosa island! Come experience gorgeous Direct Beachfront unobstructed views! This studio has everything you need for a fabulous beach getaway! Private balcony. Just seconds to beautiful beach & Gulf. 2 Chairs & Umbrella have been purchased for you w/ full beach service$50/day value (Mar-Oct)for a beautiful beachy day! 4 min drive to dining. Lg pool. LVP flooring*2022*Couch*2022*Premium foam mattress*2022 Spotless w/Low Cleaning Fee! Must be 22 years old to book w/ proof of ID

Condo in Santa Rosa Beach

A comfortable living area features a light-colored sofa with decorative pillows, accompanied by a round wooden coffee table. Natural light filters in through large windows, illuminating the space. A small dining table with light chairs is positioned nearby, enhancing the cozy atmosphere.

4.91 out of 5 average rating, 183 reviews

1bd/2ba condominium on the ground floor~ Right on

5-7 minute walk to the beach~fitness center and pool on property~10% off for golf cart rentals~ Walking distance to restaurants~ 2 beach backpack chairs provided~one beach wagon~2 beach towels Stay at ‘Happy Hour Hideaway’ & leave your worries behind! Located on infamous Highway 30a, you will love staying so close to the action while still enjoying the seclusion of this complex. This is a 1Bedroom + hallway bunks/ 2 bathroom condo, located on the first floor of the complex. For your conveni

A light-filled studio features a spacious bed with soft linens and decorative pillows. A comfortable sofa is positioned nearby, and sliding glass doors lead to an outdoor area with views. Light tile flooring complements the warm yellow walls, adding to the inviting ambiance.

4.88 out of 5 average rating, 164 reviews

Ground floor! Waterfront condo at Pirates Bay!

Clean, updated waterfront condo at Pirates Bay in FWB! Excellent ground floor, walkout unit. We have smart locks, allowing for easy self check-in. The patio sits just off the resort pool and just steps to the marina and BBQ grills. Pirates Bay is a wonderful waterfront resort community and the west facing unit allows beautiful sunset views over looking the Santa Rosa Sound. Perfect location for everything in Ft Walton Beach and Destin! Public beach access on Okaloosa Island is a short drive!

A light and airy living space features a comfortable seating arrangement with a sectional sofa adorned with patterned throw pillows. A large tufted ottoman sits in the center, complemented by a textured area rug. Soft lighting illuminates the room, enhancing its inviting ambiance.

4.93 out of 5 average rating, 283 reviews

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a queen bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

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, 236 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!

A large, mickey-shaped pool is surrounded by lounge chairs and tropical landscaping. In the background, the waterway can be seen, framed by palm trees and extending toward the horizon under a clear blue sky.

4.9 out of 5 average rating, 429 reviews

Relaxing Soundside Condo - WataView!

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 balcony features a dining table set with two glasses and a bottle, overlooking the beach. Lounge chairs and umbrellas are visible on the sandy shore, with the Gulf of Mexico's turquoise waters in the background, highlighting direct beach access.

4.95 out of 5 average rating, 133 reviews

Lovely beach-front condo with free beach setup.

As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

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, 183 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, 175 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 BREATHTAKING views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

A view of the Gulf can be seen through vibrant blooming flowers and palm trees. A wooden pergola is present in the background, with sun loungers visible at the pool area, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 182 reviews

Sea Shell at Sunset Cottages - Beach Service Inc

Sea Shell condo is located in the 19 unit Sunset Cottages complex on Okaloosa Island in Fort Walton Beach, FL. “Gulf Side”, just over 200 steps from the sand, no roads to cross, relaxing on the beach in minutes! The Sea Shell has 2nd floor partial gulf views from the dining room window, and both balconies. Inside is a spacious 750 sq.ft. to lounge and relax including; large great room, large bedroom and bath, condo built in 2000.

The living area features a spacious seating arrangement with a comfortable sofa and armchair. A large TV is mounted on a wall across from a decorative table. Soft lighting and neutral wall colors contribute to a welcoming ambiance, complemented by greenery from nearby plants.

4.87 out of 5 average rating, 127 reviews

"The Golden Sun" condo

"The Golden Sun." A luxury and calm stay in a 4th-floor condo only steps from the beach. Enjoy golden sunsets from the balcony that oversees the beach! Fast wifi with Alex integration(not offered by most condos). This features 1 bed and 1 sofa bed for a 4 person stay. 2 full bathrooms. A nice small kitchen so you can cook! Two TVs with Rokus for streaming. Small community grills for BBQ and a beautiful pool!

The living room features a comfortable sectional sofa and a reclining chair, with large windows allowing for abundant natural light. A round coffee table rests on a textured area rug, enhancing the cozy atmosphere. The kitchen area is visible in the background.

4.85 out of 5 average rating, 103 reviews

So Fire, So Good *Heated Pool*LakeView*Fireplace*

You’ll be saying our place is “So Fire, So Good” after your first night in our relaxing & stylish 1 bedroom, 1 bath space! Enjoy stellar lake views from the private balcony and cozy up by the custom-built fireplaces. Accommodating up to 6 guests and 2 pets (with a pet fee), this condo is located just ¾ mile from the beach - perfect for your next Destin getaway with friends or family!

Popular amenities for Santa Rosa Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 108 reviews

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.

Home in Destin

Destin Retreat: Oceanview Poolside Luxury Condo

4.96 out of 5 average rating, 120 reviews

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

Home in Fort Walton Beach

A waterfront property featuring a private pool surrounded by a spacious yard. A large dock extends into the water, offering areas for seating and easy access for fishing or boating. Lush greenery and palm trees frame the picturesque setting, enhancing the overall outdoor appeal.

4.97 out of 5 average rating, 69 reviews

WATERFRONT~Home~PRIVATE~POOL & DEEP DOCK bring 🚤⛵️⚓️

4.96 out of 5 average rating, 149 reviews

The exterior of the Mediterranean home is displayed, featuring stucco walls and ornate architectural details. Lush palm trees and manicured landscaping frame the property, while a scenic road runs alongside. The inviting entrance showcases a balcony with decorative elements, enhancing the overall elegance of the design.

Home in Miramar Beach

Oceanview | Pool | Private Beach | Golf Cart

4.98 out of 5 average rating, 107 reviews

A multi-story luxury home is presented in a serene neighborhood, featuring a covered entryway and large windows that allow natural light. A complimentary golf cart is parked in the driveway. The sky showcases a vibrant sunset, enhancing the tranquil atmosphere.

Home in Miramar Beach

Serenity: 2 min to beach, Golf cart, Heated pool

4.98 out of 5 average rating, 117 reviews

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.

Home in Santa Rosa Beach

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Home in Fort Walton Beach

4.94 out of 5 average rating, 81 reviews

Mahi Bay * Beach Boat Slip Fishing Dock 1st Floor

4.95 out of 5 average rating, 131 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

Condo rentals with a pool

A private balcony offers stunning views of the Gulf of Mexico, featuring a table with a champagne bucket and two glasses. A plate of fresh fruits sits on the table, with bright blue skies and vibrant sea waves visible in the background.

4.92 out of 5 average rating, 130 reviews

Pelican Beach Resort, 7th Flr, Amazing Beach Front

4.94 out of 5 average rating, 108 reviews

The image displays four sections: a bright living room featuring large windows for Gulf views, a crystal-clear pool area with lounge chairs and umbrellas, serene blue waters gently lapping at the sandy shore, and a six-seater golf cart parked on green grass, perfect for beach outings.

Condo in Miramar Beach

Majestic Sun B211*Golf Cart Included*Heated Pools*

A balcony table set for two overlooks the serene Choctawhatchee Bay. A bottle of wine is paired with two glasses, inviting relaxation. The expansive water view stretches towards the horizon under a clear blue sky.

4.81 out of 5 average rating, 97 reviews

Destin West Penthouse Bay, Roof Top terrace

A stylish living area features a comfortable white sofa adorned with decorative pillows in calming hues. A round coffee table stands center stage, layered with decorative bowls. Natural light filters through sheer curtains, highlighting modern artwork on the walls and creating a warm ambiance.

4.89 out of 5 average rating, 101 reviews

Hidden Gem on the Beach - Coastal Luxury!

A bright living area features a comfortable sofa and a coffee table, with a dining table set for four. Large sliding glass doors open to the balcony, offering unobstructed views of the Gulf of Mexico. Soft natural light filters through sheer curtains.

4.91 out of 5 average rating, 168 reviews

Beachfront, 7th Flr at Pelican, Breathtaking Views

An open living area is furnished with a comfortable gray sofa and a coffee table made of wood. A flat-screen TV is mounted on the wall opposite a sliding glass door that leads to a balcony with a view of the Gulf. Soft lighting and coastal decor enhance the inviting space.

5 out of 5 average rating, 13 reviews

Beachfront - Amazing View - Newly Remodeled!

A bright living space is presented with comfortable seating and a modern coffee table. A large television sits on a wooden console, and natural light floods the room through sliding glass doors that lead to the balcony. Ceiling fan enhances air circulation.

4.92 out of 5 average rating, 304 reviews

Pool paradise with 75" TV - close to beach

A wrap-around balcony features a table and two chairs, offering a direct view of the sandy beach and ocean waves. The horizon stretches under a clear blue sky, providing a serene backdrop to the coastal scenery.

4.96 out of 5 average rating, 130 reviews

Ocean Front, Corner Unit, Wi-Fi, 2BR, 2 BA

Other vacation rentals with a pool

Apartment in Fort Walton Beach

A bright living space is presented, featuring a spacious bed with light bedding and decorative pillows. A cozy sofa is positioned beside a rustic coffee table. A flat-screen television sits across from a wooden dining table and chairs. Warm tones complement the modern decor.

5 out of 5 average rating, 11 reviews

Waterfront Condo | Pool, Marina & Near Destin

A bright living area features expansive glass doors that open to a private balcony with two blue adirondack chairs overlooking the Gulf of Mexico. Light-colored curtains frame the view, while a round coffee table is set in front of a comfortable sofa, enhancing the inviting space.

4.98 out of 5 average rating, 52 reviews

1505 Oceanfront Pelican Beach Fab Loc Pools/HTubs

Apartment in Fort Walton Beach

5 out of 5 average rating, 4 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, 37 reviews

Gulf Front #2002 ETW 3King /3Bath Renovated

Apartment in Fort Walton Beach

A cozy living space features a dark leather sofa arranged with decorative pillows. A spacious bed is positioned near a large sliding door, allowing natural light. A wooden coffee table sits on a patterned rug, while a modern television is mounted on the wall opposite the seating area.

4.82 out of 5 average rating, 78 reviews

B210 Pirates Plunder

The rooftop terrace features a private hot tub with water gently rippling. Expansive views of the beach and bay are visible against a backdrop of dramatic clouds and the setting sun, casting soft golden light across the scene.

4.95 out of 5 average rating, 21 reviews

Destin West Villa ~ Hot Tub,on Rooftop Terrace

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.

4.89 out of 5 average rating, 81 reviews

Amazing View Beach Front Condo

A serene view of the sunset over the Gulf, highlighting warm hues reflected on the water's surface. The living area is bright and airy, featuring soft leather seating and coastal decor. The balcony offers comfortable seating and picturesque beach access leading to soft white sands.