Waterfront vacation rentals 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, 181 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

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!

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.

4.89 out of 5 average rating, 166 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 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, 433 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 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

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

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.

4.87 out of 5 average rating, 121 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 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.

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, 185 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.

A sweeping view overlooking the beach showcases soft white sand and the Gulf of Mexico's gentle waves. Blue beach umbrellas are set up along the shore, with a designated swimming area visible. In the foreground, a swimming pool is bordered by palm trees and lounge chairs.

4.92 out of 5 average rating, 279 reviews

Okaloosa Island Top Floor 2BR Beach Condo

Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.

Popular amenities for Santa Rosa Island waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Okaloosa Island

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.

5 out of 5 average rating, 20 reviews

Vitamin Sea Studio on Okaloosa

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.

Apartment

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.

Apartment in Shalimar

Sylvia's Suite Dreams-kayak & paddleboard free

Apartment in Fort Walton Beach

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!

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.

4.83 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.

Apartment in Destin

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

Apartment in Fort Walton Beach

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.

4.81 out of 5 average rating, 237 reviews

Waterfront two bedrooms apartment

4.95 out of 5 average rating, 22 reviews

A large outdoor swimming pool is surrounded by lounge chairs and a white fence. The blue water reflects sunlight, and a clubhouse structure is visible in the background, framed by palm trees and clear blue skies.

Apartment in Destin

Paradise By The Pool unit #1011

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

The open-concept kitchen features sleek cabinetry, modern appliances, and a large island, providing an inviting space for meal preparation. In the lower section, a dock area showcases a boat lift and lush greenery along the water's edge, emphasizing the waterfront setting.

5 out of 5 average rating, 40 reviews

Waterfront, Boat dock, Bikes, BEACH, HOT TUB

Superhost

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

4.81 out of 5 average rating, 104 reviews

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

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, 109 reviews

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

4.95 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

A serene view captures the resort-style pool in the foreground, flanked by blue lounge chairs. Beyond, palm trees are silhouetted against a vivid sunset, while the beach and ocean are visible in the distance, creating a tranquil coastal ambiance.

5 out of 5 average rating, 37 reviews

Summerspell205*Ocean View*Beach Gear*ExecAmenities

Waterfront condo rentals

A private rooftop space features a hot tub and two chairs, offering expansive views of the beach and ocean. The surrounding area is paved with light-colored tiles, and the railing provides a barrier while allowing unobstructed sightlines of the water.

4.85 out of 5 average rating, 41 reviews

Destin West Villa PH01 ~ Penthouse w/ Hot Tub

Superhost

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.

Condo in Destin

4.88 out of 5 average rating, 8 reviews

Gulf Front, Private Balcony, Heated Pool & Hot Tub

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, 80 reviews

"SeaGlass" - Oceanfront with expansive balcony.

4.97 out of 5 average rating, 103 reviews

A bright living area features large sliding glass doors providing direct views of the beach. The space includes a dining table set for four and a cozy seating arrangement. Light colors throughout create a spacious and airy feel, complemented by coastal-themed decor.

Condo in Destin

Incredible View | On Beachside | Free Parking

A private balcony overlooks the Gulf, featuring a round table surrounded by six light-colored chairs. The area is designed for relaxation, with unobstructed views of the beach and water stretching into the horizon. The floor is finished in a cool, muted tone.

4.93 out of 5 average rating, 14 reviews

Nautilus 1601 - Gulf Front 2BD/2BA 6th Floor. Fr

A pair of flip-flops rests atop soft, white sand, framed by delicate sea oats and bright sunflowers. A large sea shell is positioned nearby, with the gentle waves of the Gulf visible in the background under a clear blue sky.

4.86 out of 5 average rating, 117 reviews

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

A spacious rooftop patio is showcased, featuring a large hot tub surrounded by tile flooring. Two lounge chairs are positioned nearby. Expansive views of the horizon can be seen in the background, emphasizing the open sky and serene atmosphere.

4.95 out of 5 average rating, 128 reviews

Penthouse-Private Hot Tub-Lazy River-Amazing Views

A bright living area is showcased with large floor-to-ceiling windows offering panoramic views of the Gulf. Comfortable seating is arranged around a coffee table, with soft furnishings featuring beach-themed patterns. A ceiling fan adds a touch of coastal charm to the space.