Waterfront holiday rentals in Santa Rosa Island

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, 120 reviews

Amazing View Beach Front Condo

2-bedroom, 2-bath unit is located on 4th floor of Island Princess condominium with amazing unobstructed views of ocean from living room and bedroom balcony. Free parking (Assigned covered parking) You can enjoy FREE BEACH SERVICE (2 chairs & 1 umbrella set up for you on the beach). Beach Service runs from Mar 1, through Oct 31st • 2 Queen beds, 1 Queen sleeper sofa, 1 Bunk (Total occupancy 7) . Fully equipped kitchen • Washer and Dryer • FREE Wi-Fi & Cable TV • Pool & Hot tub • Fitness center

Apartment in Okaloosa Island

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.

4.96 out of 5 average rating, 124 reviews

Colorful Paradise Okaloosa Island Umbrella, Chairs

“Colorful Paradise” beach condo located on the 2 mile stretch of pristine beaches located on the Emerald Coast. Be my guest at this sophisticated, calm & serene 500’ Studio ideal for small families, couples, singles & business travelers. Gulf views will inspire you to relax, enjoy all the amenities the resort offers of White Sugar Beaches, Gulf Beachside Pool, Seasonal Heated Pool, Indoor Spa Sauna & Jacuzzi, Fitness Room, Tennis & Basketball Courts, BBQ pits with picnic area and beach service

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.

4.93 out of 5 average rating, 274 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, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

4.98 out of 5 average rating, 122 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

A bright living area features a light grey wall with natural lighting from large windows. Two cozy sofas, one in dark grey and the other in a mixed pattern, offer seating. A white coffee table sits in the center, complemented by a decorative rug and a fan overhead.

4.91 out of 5 average rating, 125 reviews

Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!

Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

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, 201 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.

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.

4.97 out of 5 average rating, 100 reviews

Condo With Serene Panoramic Views of the Gulf

This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to stay.

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.

4.83 out of 5 average rating, 120 reviews

Direct Beachfront Condo with pool

Relax and getaway to this beachfront condo retreat on Okaloosa Island Fort Walton Beach, Florida Just steps to the sugar-white sand and emerald Gulf coast waters, this updated 2BR/2BA condo features a private balcony with dolphin & sunset views, modern kitchen, Wi-Fi, washer/dryer, and pool heated in the winter Free beach service (2 chairs + umbrella Mar–Oct) Only 5 miles to Destin! Please note - Roof repairs for the condo are ongoing from 2/16/2026 and expected to be completed May 5/13/2026

A view showcasing a lazy river surrounded by lush palm trees and a spacious pool area. The ocean is visible in the background, with several lounge chairs scattered throughout the landscape. Modern resort buildings are positioned in a welcoming arrangement, enhancing the tropical atmosphere.

4.83 out of 5 average rating, 110 reviews

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun.

4.96 out of 5 average rating, 135 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

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.

A light blue bedroom features a spacious bed dressed in a colorfully patterned quilt. Accents include two bedside tables with lamps, a stylish chair, and a window that allows natural light to brighten the space. Decorative beach-themed art complements the serene atmosphere.

4.96 out of 5 average rating, 133 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

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.

4.95 out of 5 average rating, 119 reviews

DestinWest G405 Kid-friendly/oceanview/Lazyriver

[new patio furniture] Destin West Resort Gulfside 405 (2mins to the beach and pool) ~ 1 Bdr + 1 bunkroom with 2 full baths, Sleeps 6 ~ great ocean view ~ free beach service: 2 chairs & 1 umbrella (seasonal: 3/1 - 10/31, 9am-5pm) ~ 1 King Bdr with a private bathroom ~ 1 bunk room (2 twin beds, each with its own TV) with a private bathroom ~ 1 Q pullout sleeper ~ pack n play ~ 4 smart TVs ~ full kitchen stocked with cookware (Keurig and a traditional coffee maker). ~ washer/dryer

Popular amenities for waterfront rentals in Santa Rosa Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A clear view of the shared pool is presented, surrounded by lush palm trees and neatly manicured grass. The pool's blue water glistens under the sun, with a portion of a nearby dock and waterfront visible in the background.

4.93 out of 5 average rating, 141 reviews

Pirates Point of View Top Floor!

Superhost

An aerial view showcases a cluster of light-colored buildings arranged around a parking area, with palm trees dotting the landscape. In the background, a calm waterway is visible, leading to the distant horizon and marinas, enhancing the scenic coastal environment.

4.79 out of 5 average rating, 42 reviews

2Bedrooms on the Bay Okaloosa Island

4.99 out of 5 average rating, 161 reviews

A wooden dock extends into Poquito Bayou, featuring a green umbrella providing shade over a seating area. The clear blue water reflects the sky, while the shoreline is lined with lush greenery. Nearby, a flag is visible, indicating a peaceful outdoor setting.

Flat in Shalimar

Sylvia's Suite Dreams-kayak & paddleboard free

A tranquil beach scene is captured, featuring soft white sand extending along the shoreline. Gentle waves wash onto the shore, creating a gradient of emerald green and turquoise waters. The sky above is clear with a hint of clouds in the distance.

4.98 out of 5 average rating, 160 reviews

Beach condo with Gulf view, heated pool and gym!

4.86 out of 5 average rating, 249 reviews

A spacious living area features a light-colored sofa adorned with coordinating cushions. A starfish-patterned rug adds character, while a TV sits across from a dining area with a wooden table and chairs. The open kitchen, visible in the background, includes modern appliances.

Flat in Destin

Come SEA us! Lake front condo+3 pools+tennis.

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.

4.86 out of 5 average rating, 104 reviews

B210 Pirates Plunder

A light-filled living space is showcased, featuring a comfortable sofa and a coffee table at the center. Large glass doors open to a balcony, allowing natural light to flow in. Two lamps provide additional warmth, while neutral tones create a calming ambiance.

4.82 out of 5 average rating, 256 reviews

Waterfront two bedrooms apartment

4.94 out of 5 average rating, 102 reviews

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.

Flat in Destin

*Seaside Retreat*Newly Redone*

Waterfront house rentals

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.

4.95 out of 5 average rating, 75 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

4.96 out of 5 average rating, 136 reviews

A community pool is surrounded by lounge chairs under palm trees, inviting relaxation. A bright yellow golf cart is parked nearby, ready for beach excursions. The exterior of a light blue home features balconies and green landscaping. The nearby boardwalk leads to a beach area with seating.

Home in Destin

23 Aquamarine • Private Beach Access • Golf Cart •

4.92 out of 5 average rating, 118 reviews

Home in Destin

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

Superhost

Home in Fort Walton Beach

4.5 out of 5 average rating, 8 reviews

Private Beach, Water Views, Lazy River | VIP Perks

4.99 out of 5 average rating, 107 reviews

Home in Sandestin

6-Seater Golf Cart with Bay, Lake & Golf View Home

4.94 out of 5 average rating, 200 reviews

A cozy bedroom features a spacious bed dressed in white linens with decorative pillows in yellow and gray accents. A sliding glass door offers views of the waterfront, while a wall-mounted television and a stylish light fixture enhance the room. Natural light is welcomed through the door.

Home in Niceville

Waterfront! Sunsets, Private, Sealife, Deck, Views

Home in Fort Walton Beach

A lazy river winds through lush tropical landscaping, with palm trees lining the banks. A float is visible in the water, and the exterior of a multi-story building can be seen in the background, suggesting proximity to other resort amenities.

4.92 out of 5 average rating, 13 reviews

Lazy River Bliss @ Destin West — 1 BR + Bunk Room

4.92 out of 5 average rating, 143 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

Waterfront apartment rentals

A scenic view of the beach at sunset, with the sun dipping below the horizon. Gentle waves lap against the shore, while silhouettes of people can be seen strolling along the sandy beach. The sky is tinted with soft orange and yellow hues, enhancing the tranquil atmosphere.

4.82 out of 5 average rating, 150 reviews

Keeler Island Princess #508 Okaloosa Island Bchfrt

4.96 out of 5 average rating, 237 reviews

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.

Apartment in Destin

The Merry Whale on The Emerald Coast

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.

4.98 out of 5 average rating, 111 reviews

Spacious, elegant, beachfront, w/office

A modern condominium complex is showcased beside a clear outdoor pool, bordered by lounge chairs. Palm trees and beach access are visible in the background, under a bright blue sky with a few clouds. The building features multiple balconies, enhancing the structure's spacious design.

4.95 out of 5 average rating, 145 reviews

Beach Vacation at 5th-Floor Beach Condo

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, 222 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

A serene view of the beach features soft white sand leading to the emerald waters of the Gulf of Mexico. Beach chairs are arranged in a neat line along the shore, enhancing the tranquil atmosphere. The sky is clear, adding to the inviting coastal scene.

4.74 out of 5 average rating, 557 reviews

Emerald Waters & Sugar White Sand!

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.

4.96 out of 5 average rating, 111 reviews

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach