Vacation 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

4.99 out of 5 average rating, 103 reviews

An aerial view captures the beachfront property with the sparkling Gulf waters in the background. The surrounding area includes manicured landscapes and beach access points, emphasizing the close proximity to nature and leisure activities.

Condo in Miramar Beach

Gulf Views with Resort Style Pool•Beach Service

Welcome to Serenity, A Wave From It All! at Beach Resort in Miramar Beach. Make memories while enjoying glistening views of the Gulf from this stylish 4th floor condo. Located directly across the street from the white sand beaches and Emerald Green shore line of Destin and perfectly situated near beach-front restaurants, world class shopping, stunning golf courses and endless entertainment options. 20-min to Crab Island and the Harborwalk. 15-min to SanDestin/Baytowne Wharf 40-min to airport

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, 179 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

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, 430 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.

4.89 out of 5 average rating, 101 reviews

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.

Condo in Destin

Hidden Gem on the Beach - Coastal Luxury!

This condo features a fully equipped kitchen with granite countertops, stainless steel appliances, and all necessary cookware. The bedroom has a king-sized bed and attached full bathroom. Additional sleeping space is provided with a queen-sized sleeper sofa in the living room. Step outside onto your private balcony and take in the stunning views of the resort and the Gulf of Mexico. Watch the sunset over the water or relax with your morning coffee and listen 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, 102 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

The image captures a sprawling resort pool area lined with palm trees, inviting lounge chairs, and winding waterways. A mix of tranquil pools is observed, with gentle steps leading into the water and vibrant blue shades reflecting the clear skies.

4.86 out of 5 average rating, 118 reviews

Waterscape 5th Flr -Closest 1 Bedroom to the beach

Enjoy the best courtyard and ocean views from this 5th-floor 1BR condo, the closest 1-bedroom unit to the beach at Waterscape Resort. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Guests return year after year for the views, comfort, and resort amenities like pools, waterfall, and lazy river.

A spacious balcony overlooks the sandy beach and shimmering Gulf waters. Two black chairs with armrests are positioned for relaxation, while a welcoming doormat adds a touch of home. The view captures the pristine shoreline and beach service setups along the coast.

4.98 out of 5 average rating, 120 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on the shimmering shores of the Gulf, The Palms #201 invites you to unwind with jaw-dropping oceanfront views and the gentle lullaby of waves kissing the coast—pure paradise at your doorstep! This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat, blending relaxation and rejuvenation. Steps from the Gulf’s sparkling waters, this guest-favorite escape promises a home-away-from-home experience that’ll leave you dreaming of your next stay.

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.

A private balcony offers stunning views of the Gulf of Mexico, showcasing vibrant blue waters and white sand beaches. Outdoor seating includes a square table and two chairs, all framed by large sliding glass doors that enhance accessibility to the beautiful surroundings.

4.8 out of 5 average rating, 141 reviews

Okaloosa Island Gulf View Resort Studio w/ Balcony

Escape to the stunning white sand beaches of the Gulf of Mexico and stay in this charming studio condo on Okaloosa Island! Located in the popular Islander Beach Resort, this unit is newly renovated and boasts breathtaking views of the emerald green waters. Step outside onto your private balcony to watch the sunset or enjoy your morning coffee with the sound of the waves. Book your stay today and experience the best of the Florida panhandle!

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!

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.

Popular amenities for Santa Rosa Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 115 reviews

A two-story green beach house is featured in a quiet cul-de-sac, with a golf cart parked in front. The house has a covered porch and multiple windows, surrounded by greenery and palm trees, offering a relaxing coastal vibe.

Home in Santa Rosa Beach

South of 30A. Golf Cart. Pool. Gym.

4.94 out of 5 average rating, 109 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

4.94 out of 5 average rating, 107 reviews

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.

Home in Destin

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

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

4.9 out of 5 average rating, 125 reviews

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

4.99 out of 5 average rating, 100 reviews

A charming two-story beach house features a white exterior with a welcoming front porch. Lush greenery frames the pathway leading to the entrance, surrounded by a landscaped yard that enhances the inviting appeal of the property.

Home in Santa Rosa Beach

Cozy Beach Getaway | Fast Wi-Fi for Remote Work

Home in Fort Walton Beach

A spacious outdoor area features a large swimming pool, surrounded by a concrete deck. Lush greenery provides a natural backdrop, and a few lounge chairs are positioned nearby for relaxation.

4.89 out of 5 average rating, 132 reviews

Cozy Coastal Retreat | Near Destin &Okaloosa Beach

4.94 out of 5 average rating, 115 reviews

A private pool is visible, framed by a stone patio and surrounded by green lawn. Several lounge chairs and a patio dining area are arranged under a shaded umbrella. A basketball hoop stands at one corner of the pool, adding a playful element to the outdoor space.

Home in Miramar Beach

Private Pool - Golf Cart - Kid Friendly - Luxury

Condo rentals with a pool

Condo in Santa Rosa Beach

A bright and airy living space features a comfortable sofa with decorative pillows. A staircase leads to a loft area, while woven pendant lights hang above a modern kitchen with sleek appliances and a breakfast counter. Tropical greenery adds a touch of nature.

4.98 out of 5 average rating, 165 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

A balcony view showcases bright blue outdoor chairs and a small table. Below, a spacious pool is surrounded by lush greenery and palm trees, with marina access visible in the background. The serene waters of Santa Rosa Sound reflect the cloudy sky.

4.99 out of 5 average rating, 69 reviews

Soundside Waterfront Condo

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.

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!

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 panoramic view captures the lagoon-style pool surrounded by lush greenery and palm trees. The sparkling water reflects the vibrant blue sky, showcasing the serene waterfront and distant boats that can be seen along the coastline.

4.76 out of 5 average rating, 254 reviews

Waterfront Condo *w/pool access*

A cozy living area is highlighted by a large window allowing natural light to fill the space. A gray sofa and an armchair provide comfortable seating. A decorative glass coffee table sits in front of the couch, with a dining area featuring a wooden table for six visible in the background.

4.93 out of 5 average rating, 120 reviews

Beach Paradise: 2-Bed, 2-Bath w/ Unbeatable Views!

The living area is equipped with a large sectional sofa and a coffee table, offering a comfortable space for relaxation. Floor-to-ceiling sliding doors provide access to the balcony, allowing natural light to fill the room. A flat-screen television is positioned on a media console, enhancing entertainment options.

4.96 out of 5 average rating, 82 reviews

Island Paradise on Okaloosa Island

Other vacation rentals with a pool

A spacious rooftop terrace is shown, featuring lounge chairs arranged for relaxation. The area is surrounded by a railing, offering unobstructed views of the water, while a clear sky enhances the serene atmosphere.

5 out of 5 average rating, 17 reviews

DW Sandpiper PH-08 ~ Lazy River ~ Penthouse!

A private balcony offers direct beach views, featuring a white patio table surrounded by four blue chairs. The serene coastline and sparkling water create a tranquil backdrop, complemented by a clear sky and gentle waves lapping at the shore.

4.95 out of 5 average rating, 82 reviews

Beach Front Penthouse, Stay Salty, Free Activities

Apartment in Fort Walton Beach

A spacious living area is highlighted by a blue bedspread on a queen-sized bed and a dark gray sofa. The kitchen area features white cabinetry and modern appliances. Colorful artwork adorns the walls, creating a light and cheerful atmosphere.

4.88 out of 5 average rating, 90 reviews

Our Happy Place

4.86 out of 5 average rating, 58 reviews

Beach Side 1/1 Condo Paradise

5 out of 5 average rating, 29 reviews

A spacious living area features a comfortable sectional sofa, an accent chair, and a circular coffee table. A flat-screen TV is mounted on the wall, while large sliding glass doors provide access to a private balcony with scenic ocean views. Natural light fills the room.

Condo in Destin

*Oceanfront* Luxury High-Rise. Pool, Private Beach

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!

Apartment in Fort Walton Beach

A spacious studio features a comfortable seating area with a white sofa and a round dining table. A large bed is positioned against the far wall, complemented by warm-toned bedding. Soft lighting from the lamps enhances the modern decor, while a kitchen is visible in the background.

4.96 out of 5 average rating, 26 reviews

Pristine Pool and Water View!

A spacious living area features a large sofa and a mounted television, along with soft blue lighting that creates a calming atmosphere. The decor includes a decorative wall unit and stylish accents, contributing to a welcoming environment for relaxation.