Waterfront holiday rentals in Santa Rosa Island

5 out of 5 average rating, 114 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!

The image depicts a vibrant pool area surrounded by lush palm trees, extending toward the Gulf of Mexico in the background. Families are enjoying the water, with splash pads and colorful play structures visible. Sun loungers and umbrellas are placed around the pool deck.

4.92 out of 5 average rating, 183 reviews

Waterscape 4th Flr 1 Bedroom w Bunks on the beach

Relax in this beautifully decorated 1BR/2BA condo at Waterscape Resort with 4th-floor views of the courtyard, heated pool, and partial beach/ocean views. 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, new flooring, in-unit washer/dryer, and beach chairs with an umbrella. Many repeat guests return for the bunk beds and resort amenities, including three pools, a waterfall, and a lazy river.

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.

4.84 out of 5 average rating, 148 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 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, 290 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

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, 572 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 modern living area is showcased with a green sofa and two red armchairs, complemented by light wood flooring. A colorful wall art piece adds vibrancy, while a ceiling fan provides airflow. The open floor plan offers a view into the adjacent dining and kitchen area.

4.95 out of 5 average rating, 106 reviews

Free Chair Service-Beachfront 4th Floor

Beautiful fourth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy 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 spacious living area features a light-colored leather sectional sofa and a circular wooden coffee table, complemented by a plush rug. Large sliding glass doors open to reveal views of the Emerald Coast, with outdoor seating visible on the patio.

4.97 out of 5 average rating, 144 reviews

One Step to the Beach!

"One Step to the Beach" Highlights: - Beachfront Condo at Surf Dweller - First Floor - Pull Up to the Front Door and Unload - Free “Platinum” Beach Service: 2 Beach Chairs, Umbrella + Kayak / Paddleboard access (Mar-Oct) - Two Parking Spaces - 1 King Bed - Master Suite - 2 Queen Beds - Second Bedroom - Cable + Streaming - WiFi - Keurig and Drip Coffee Makers - Seasonal Heated Pool - Tennis/Pickleball Courts - Washer and Dryer in the Condo - Pack n' Play - Shopping / Restaurants Nearby

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, 138 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.

Houseboat in Fort Walton Beach

A houseboat is docked on a covered pier, surrounded by calm water. White chairs are positioned on the deck, offering a relaxing view of the bayou. Lush greenery frames the setting, while the dock's wooden surface provides easy access.

4.95 out of 5 average rating, 113 reviews

Unique water front stay Houseboat Destin/FWB

Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

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, 106 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 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.

4.98 out of 5 average rating, 110 reviews

Island Princess 618 | Gulf Views & Beach Service

Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.

The image captures a panoramic view from the balcony, displaying the bay on the left, the town of Destin in the center, and the beach on the right. Green rooftops of nearby buildings and palm trees are visible in the foreground, contributing to a coastal atmosphere.

4.85 out of 5 average rating, 234 reviews

Destin West V506 - Free Beach Service & Lazy River

Stay in one of Destin West studio efficiency condos. Destin West has a first class lazy river and several pools and hot tubs on both the Gulf and Bay side. The balcony overlooks 4 miles of undeveloped beach towards Destin. You can see both the bay and the Gulf from the balcony. Perfect for the breathtaking sunrises. The amenities make Destin West a great place for a getaway or a wonderful vacation for a family of 4.

Popular amenities for waterfront rentals in Santa Rosa Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A balcony area features two black, metal-framed chairs and a patterned floor cushion. A view of a sparkling pool and lush greenery is visible beyond the railing, complemented by a blue sky with scattered clouds.

4.92 out of 5 average rating, 13 reviews

Located on the Water | Near Destin | Downtown FWB

4.81 out of 5 average rating, 193 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

9th floor OCEAN VIEW studio @Sandestin resort

4.99 out of 5 average rating, 159 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.

4.97 out of 5 average rating, 143 reviews

Beach condo with Gulf view, pool and gym!

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.

4.83 out of 5 average rating, 84 reviews

B210 Pirates Plunder

4.87 out of 5 average rating, 233 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 bedroom features a comfortable bed with blue and white striped bedding, complemented by a large round pillow. Two accent chairs are placed nearby, and large windows allow natural light to fill the room. A modern bathroom is accessible through a door.

4.78 out of 5 average rating, 86 reviews

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

4.88 out of 5 average rating, 103 reviews

A light-filled living area features a comfortable sofa with patterned upholstery and a large round coffee table. Floor-to-ceiling windows offer views of the ocean, while nautical-themed decor, including an oar and ship wheel, enhances the coastal ambiance.

Flat in Destin

Nautical Dunes - Ocean Front View!

Waterfront house rentals

4.83 out of 5 average rating, 120 reviews

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.

Home in Destin

Destin - Beach and Gulf View - 5A

4.81 out of 5 average rating, 104 reviews

The elegant three-story home is surrounded by lush greenery and palm trees. The exterior features a white facade with large windows and a tiled roof. The evening sky displays a serene blend of purple and orange hues, illuminating the property.

Home in Santa Rosa Beach

1 House Off Beach! Private Pool, LSV, Gulf Views!

4.94 out of 5 average rating, 109 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!

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.

4.94 out of 5 average rating, 70 reviews

Waterfront ~Home~ Private ~Pool & Deep dock~ boats

4.99 out of 5 average rating, 100 reviews

Home in Sandestin

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

4.95 out of 5 average rating, 182 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, 128 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

4.96 out of 5 average rating, 48 reviews

A clear view of a private pool is framed by swaying palm trees, with the bay visible in the background. Two lounge chairs are positioned near the water's edge, inviting relaxation by the shimmering pool under a bright blue sky.

Home in Ferry Park

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!

Waterfront apartment rentals

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

4.88 out of 5 average rating, 8 reviews

A spacious living area showcases a large wall-mounted television displaying a serene beach scene. Light-colored furniture includes a comfortable sofa and armchairs, complemented by a coffee table. Floor-to-ceiling windows provide expansive views of the ocean, accented by sheer drapes that allow natural light to enhance the space.

Apartment in Destin

Gulf Front, Private Balcony, Heated Pool & Hot Tub

A round glass table is surrounded by four comfortable chairs on a private balcony. The beach extends below, with soft white sand meeting the calm turquoise water. A pier can be seen in the distance under a clear blue sky.

4.96 out of 5 average rating, 119 reviews

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym

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!

4.88 out of 5 average rating, 102 reviews

A serene bedroom features large floor-to-ceiling windows showcasing stunning Gulf views. A spacious bed is dressed in soft linens, and a TV is positioned on a wooden dresser. Natural light fills the room, complemented by light curtains and coastal decor.

Apartment in Sandestin

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

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, 97 reviews

Gorgeous Gulf Front condo with amazing views!

5 out of 5 average rating, 3 reviews

Beachside Bliss Haven ~ Corner unit

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.