Waterfront holiday rentals in Santa Rosa Island

5 out of 5 average rating, 115 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

5 out of 5 average rating, 128 reviews

A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.

Holiday home in Destin

1004 Oceanfront Pelican Beach: Fab Loc Pools/HTubs

1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

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.

4.82 out of 5 average rating, 101 reviews

Destin West Penthouse Bay, Roof Top terrace

This fresh looking/newly remodeled Sandpiper PENTHOUSE Condo offers the best of two worlds. It offers breath taking, direct-shot views of the pristine Choctawhatchee Bay , Lazy River and Zero entry & seasonally heated Water Fall pool. The Hot tubs, New Marina and BBQ pits are right below your two balconies. This is a 1 Bedroom with Bunk Room and 2 baths Penthouse condo on the Bay side of Destin West. The views from the roof-top floor blow away the condos on the lower floors. On site Marina!

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, 193 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.

Apartment in Miramar Beach

A bright living space is highlighted by floor-to-ceiling windows offering expansive Gulf views. Coastal decor, including blue accents and wicker furniture, provides a relaxed atmosphere. A dining table for six is near a comfortable seating area, featuring a mix of chairs and sofas, inviting relaxation.

4.99 out of 5 average rating, 164 reviews

Majestic Sun B1104*Gulf View*Owners Garage*Hot Tub

☆☆ WHAT TO LOVE ABOUT THIS HOME: ☆☆ ✹ Huge GULF VIEWS from Living Space & Master Bedroom ✹ 1 King Size Bed + 1 Queen Bed + 1 Twin XL + Queen sleeper sofa ✹ BEACH GEAR Provided-Wagon, chairs, umbrella, towels, & toys ✹ Dedicated Parking Space under building = convenience! ✹ Heated Pools, hot tubs, fitness center, tennis courts, golf course ✹ Numerous Restaurants within walking distance ✹ 55" Smart TV + Smart TVs in all bedrooms ✹ Large Balcony Space for Relaxing & Dining ✹ Gated Community

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.

4.82 out of 5 average rating, 150 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 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.

4.97 out of 5 average rating, 146 reviews

Beach condo with Gulf view, heated pool and gym!

Enjoy your time at peaceful Heron's Shore at seacrest condominiums. You will love the soft white sand beach and the warm emerald waters that are accessed via the boardwalk. The pool is heated when the weather is cool. Get you exercise on the beach or in our Gym. Use the elevator to bring your luggage to our 4th floor suite and park your vehicle in the underground parking. Dine at nearby restaurants or BBQ. Visit Crab Island & just have a wonderful time at Heron's Shore on Okaloosa Island.

Palm trees frame the view, which showcases a waterfront area with a private dock extending into the intercoastal waterway. Nearby, boats are moored at multiple docks, with buildings visible in the background. A grassy area leads to the water's edge.

4.97 out of 5 average rating, 324 reviews

Just For You In Fort Walton Beach

Free parking. elevator access, Aquamarine w/white décor. tile floors. studio with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony for viewing waterfront. Viewing area for sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions. NO CAMERAS ANYWHERE INSIDE THE CONDO.

4.85 out of 5 average rating, 275 reviews

A bright living area features a spacious gray sofa, complemented by a blue and white decorative pillow. Large glass doors open to a private balcony with ocean views. A dining table with white chairs and a chandelier is visible, alongside a wall-mounted flat screen TV and coastal artwork.

Apartment in Destin

Majestic Ocean Views, Oceanfront Condo, Renovated!

Located right on the beach, this spacious condo has breathtaking unobstructed Gulf views, updated floors and appliances and sleeps six. Decorated in soothing designer colors with a coastal feel, the unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom; two bunk beds in a hallway alcove, a 2nd bathroom with shower, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa..

4.97 out of 5 average rating, 101 reviews

Seas the View - Island Luxury

NEW Porcelain Tile flooring throughout entire unit! Welcome to Gulf Dunes 105 on Okaloosa Island: - GULF-FRONT & BEACHFRONT - balcony GULF view - Free Beach Service (Mar - Oct) LOW density beach - Sleeps 6: 1 Bedroom: King Bed, Hallway Bunk, Sleeper Sofa - Heated pool 84-86 degrees (Nov-March) The perfect island getaway, for couples and small families, on the emerald waters and white sugar sands of Okaloosa Island. From dusk till dawn, experience the island’s breathtaking beach.

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.

4.94 out of 5 average rating, 109 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

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, 107 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

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, 131 reviews

Pirates Point of View Top Floor!

5 out of 5 average rating, 24 reviews

The living space features a comfortable gray sofa accompanied by a blue armchair. Light blue walls complement the decor, while a dining area with a white table and four chairs is visible in the background. Natural light filters through sheer curtains, creating a bright atmosphere.

Flat in Okaloosa Island

Vitamin Sea Studio on Okaloosa

4.82 out of 5 average rating, 195 reviews

A spacious pool area is surrounded by palm trees and tropical landscaping. The water is calm and reflective, with lounge chairs positioned around the pool. In the background, tall buildings are visible against a clear blue sky.

Flat in Sandestin

9th floor OCEAN VIEW studio @Sandestin resort

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.

4.82 out of 5 average rating, 38 reviews

2Bedrooms on the Bay Okaloosa Island

4.99 out of 5 average rating, 160 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 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.

4.84 out of 5 average rating, 88 reviews

B210 Pirates Plunder

4.87 out of 5 average rating, 235 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 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, 27 reviews

Pristine Pool and Water View!

Waterfront house rentals

An open living space features a well-equipped kitchen and a cozy seating area. A balcony offers views of the lake, while the bedroom showcases light-colored bedding against a colorful accent wall. Nearby, the ocean and beach properties can be seen along the waterfront.

4.83 out of 5 average rating, 120 reviews

Destin - Beach and Gulf View - 5A

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.

4.94 out of 5 average rating, 111 reviews

Spring Break! Private Beach, Heated Pool, 2 Kings!

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, 125 reviews

Sugar Sand Cottage at Destin Pointe

4.99 out of 5 average rating, 102 reviews

Home in Sandestin

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

4.95 out of 5 average rating, 184 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 & Private, Sealife by Day/Starry Nights

4.91 out of 5 average rating, 132 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

Home in Fort Walton Beach

4.94 out of 5 average rating, 83 reviews

Mahi Bay * Beach Boat Slip Fishing Dock 1st Floor

5 out of 5 average rating, 11 reviews

Beach front pet friendly May specials

Waterfront apartment rentals

4.88 out of 5 average rating, 120 reviews

An aerial view captures the resort's expansive lagoon pool, featuring winding waterways lined with palm trees. Several lounge chairs dot the poolside, while a water slide and bridge create a playful atmosphere. The shimmering blue water reflects sunlight, enhancing the serene environment.

Apartment in Destin

21201 Gorgeous Views ~ Heated Pool ~ Book Jan 30th

A private beachfront balcony is shown with two turquoise chairs facing the ocean. The sparkling water and sandy beach extend in the background under a clear, blue sky, creating a serene space for relaxation.

4.85 out of 5 average rating, 81 reviews

Direct Beach Views, Pool, Chairs & Balcony Bliss

A small outdoor table is set with two cups and a plate of fresh fruit and a bagel. In the background, a view of the Gulf of Mexico is visible, with tall grass and a palm tree framing the beachfront setting.

4.96 out of 5 average rating, 78 reviews

9 Unit Building, Private Pool, Gulf Front View

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, 126 reviews

Retreat by the Sea at Seacrest Condo

A balcony dining set features vibrant teal and yellow chairs alongside a matching table. Two plates and glasses sit poised for dining, with a view of the white sandy beach and emerald waters below. Beachgoers and umbrellas are visible in the distance.

4.95 out of 5 average rating, 37 reviews

Luxury Beach Front Condo! 3bd/3ba-Waterscape(A301)

A view from the balcony reveals a boardwalk leading to the beach, flanked by palm trees. The ocean is visible in the distance under a clear blue sky. Multiple parked cars are situated in the foreground, with a beachside building peeking through.

4.98 out of 5 average rating, 65 reviews

2 Bedroom Condo on the Beach at Okaloosa Island

4.85 out of 5 average rating, 13 reviews

Gulf Dunes 401 - Ocean Eyes

A panoramic view of the beach showcases soft white sands meeting the tranquil turquoise waters of the Gulf. Beach umbrellas and chairs line the shore, with a clear blue sky above enhancing the serene coastal landscape.