Vacation rentals in Santa Rosa Island

The living area features a leather couch and a recliner, complemented by a coffee table and a dining table with six chairs. A 55-inch TV is positioned nearby, with views of the bay accessible through sliding glass doors leading to the balcony, enhancing the space's openness.

4.93 out of 5 average rating, 135 reviews

Destin West: Luxurious BAY View BEACH Access CONDO

Enjoy this luxurious 3bd/2ba 1,777 sq ft family friendly condo with a luxury master suite with Jacuzzi; & large balcony overlooking Choctawhatchee Bay. Walk to the dock & eat or sign up for a fishing charter, or rent your own jet skis or pontoon boat and make your way to Destin's Crab Island! Downstairs is the Lazy River, Waterfall pool, 2 heated pools, and 2 heated jet spas. Wristbands are required for this area. Guests can use the sky-bridge to access the beach, restaurants, and entertainment.

4.98 out of 5 average rating, 128 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 panoramic view showcases the pristine white sandy beach meeting the azure waters of the Gulf of Mexico. Beach umbrellas line the shore, while a wooden boardwalk leads through lush greenery, providing access to the beach and inviting relaxation in a serene environment.

4.9 out of 5 average rating, 246 reviews

NAUTILUS 2608, Sleeps 6, Amazing Views!

Amazing views of the Gulf of Mexico from this 2 bedroom 2 bath condo, sleeps 6. On the 6h floor of the beautiful Nautilus condominium, you will enjoy the wide balcony with incredible views. Fully equipped kitchen, all linen and beach towels included. Beach service from March 1st until Oct 31st (2 chairs & an umbrella) Additional beach chairs and umbrellas in the condo. Heated pool. Many restaurants in the area. Groceries 5 min away. Special rates snowbirds and military on TDY. 25 yr old min.

Condo in Fort Walton Beach

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, 207 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 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, 126 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 spacious living area features a sectional couch complemented by a round coffee table. Warm wood accents are highlighted by overhead pendant lighting. The adjoining kitchen showcases a large island with bar seating, while a dining area in the background is arranged with a large table.

4.98 out of 5 average rating, 130 reviews

Stunning updated 4 bedroom home. 8 mins from beach

Escape with family or friends to this stunning, fully renovated coastal home. Only a short drive from the Gulf Coast's pristine beaches, this cozy home offers all the comforts of home and conveniently located near downtown FWB. Walk up the street for public water access to view the bay. Ample parking in the driveway for your boat, trailer or RV. Enjoy the large fenced-in backyard, perfect for outdoor entertaining. Book now and experience the best of Florida's Emerald Coast.

Apartment in Santa Rosa Island

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.

4.8 out of 5 average rating, 116 reviews

Our Happy Place

Pack your bags and head to Our Happy Place. Readily equipped with everything you will need for relaxation, fun or adventure. Our Happy Place is situated on the water where you can sit and watch boats go by, or fish from the shore. Take a dip in the community pool that offers plenty of lounger chairs and tables with umbrellas. Just across the street you will find a boardwalk to stoll down to the white sandy beaches where you can soak up the sun and Gulf of Mexico views.

4.78 out of 5 average rating, 131 reviews

Kid-friendly! Lazy River~Skywalk over to beach!

This is a beautiful one bedroom condo plus bunk area located on Bayside of Destin West! The unit comes equipped with a beach cart to make the short walk to the beach even easier! You will love the location of this unit! Freshly painted, with beautifully decor, plus beach towels (2) - you will feel right at home at our 'Salty sandpiper'. With a fully stocked kitchen, washer and dryer, and a lazy river pool - this condo is the perfect place for your beach getaway!

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, 116 reviews

Island Princess 618 | Beach Service Included

Experience the perfect beach escape in our beautifully renovated beachfront condo on stunning Okaloosa Island. This inviting retreat offers two spacious bedrooms, two modern bathrooms, and a rare oversized balcony—ideal for relaxing while taking in breathtaking Gulf views. Step onto the sugar-white sands and enjoy the emerald-green waters with complimentary beach service, including two chairs and an umbrella, provided from March 1 through October 31.

4.86 out of 5 average rating, 101 reviews

607 Destin West Resort - Gulfside Penthouse View!

Welcome to Destin West Gulfside #607! I'm Frank, your host for this great vacation property. This very nice beach condo is a 1 bedroom + 1 bunk room and 2 full bath. With the sleeper sofa in living room the property sleeps up to 6 guests. The Resort includes direct beach access, many pools, and a lazy river. Additionally, the beach service is included for free (2 chairs/ 1 umbrella)! (*Please review entire 'House Rules' section before booking.)

An expansive view of the Gulf of Mexico is seen from the balcony, showcasing the sandy beach and turquoise water. The beach is lined with sun loungers, and the resort pool is visible nearby. Lush palm trees and pavilions add to the coastal landscape.

4.83 out of 5 average rating, 213 reviews

Islander Resort Okaloosa IsIand Beach Condo

Escape to Okaloosa Island and stay at this cozy studio condominium at the Islander Resort. This 6th-floor unit is perfect for couples or small families looking for a beach getaway. Wake up to stunning views of the Gulf of Mexico from the private balcony, relax on the pristine white sand beach, or take a dip in the Gulf-front pool. Take advantage of the resort's amenities, including a fitness center, shuffleboard, and barbecue grills.

The image showcases a private pool surrounded by a tiled deck and lounge chairs under clear blue skies. The pool offers views of the white sand beach and emerald waters beyond. Palm trees frame the scene, enhancing the beachfront atmosphere.

4.98 out of 5 average rating, 111 reviews

Veranda 102 - Direct Beachfront - Gulf Side Pool

Small quaint 9 unit complex. Direct BEACHFRONT on the white sand of Okaloosa Island, FL. Completely remodeled! Breathtaking views of the emerald green waters of the Gulf of Mexico (and dolphins) right from the private patio! Gulf side pool (not heated). Contactless check-in. Walk 1 mile to the Pier & Boardwalk and restaurants. 15 minutes to Ft. Walton Airport. 2 person beach service (1 umbrella & 2 chairs) available 3/1 - 10/31

Popular amenities for Okaloosa Island vacation rentals

Free parking on premises

Beachfront

Self check-in

Gym

BBQ grill

Stay near Santa Rosa Island's top sights

Destin Harbor Boardwalk

433 locals recommend

Emerald Grande at HarborWalk Village

42 locals recommend

McGuire's Irish Pub and Brewery Destin

571 locals recommend

HarborWalk Village

562 locals recommend

Gulfarium Marine Adventure Park

570 locals recommend

Crab Island

359 locals recommend

Okaloosa Island beach vacation rentals

5 out of 5 average rating, 27 reviews

3BR ~ Beachfront ~ Huge Balcony ~ 2 Pools ~ Luxury

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, 153 reviews

Keeler Island Princess #508 Okaloosa Island Bchfrt

4.84 out of 5 average rating, 134 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

A view from the balcony showcases a sandy beach and the shimmering Gulf of Mexico beyond. Palm trees frame the scene, while a wooden walkway leads to the shore, enhancing the natural beauty of the beachfront setting.

4.76 out of 5 average rating, 33 reviews

Beachfront END UNIT+Beach Serv- Lazy River-7 Pools

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.

4.96 out of 5 average rating, 90 reviews

"SeaGlass" - Oceanfront with expansive balcony.

Townhouse in Santa Rosa Island

An open living space features a large flat-screen television mounted on a white wall. A comfortable sectional sofa is positioned around a coffee table, complemented by decorative elements such as a plant and books. A sleek kitchen bar with stools enhances the layout, creating a welcoming atmosphere.

4.95 out of 5 average rating, 215 reviews

Beauty & The Beach near Gulf Beaches & Bay

A panoramic beachfront view showcases a stretch of white sand leading to calm, clear waters. Chairs are arranged along the beach, and a refreshing swimming pool is visible in the foreground. The scene is framed by a balcony railing, enhancing the coastal experience.

4.84 out of 5 average rating, 122 reviews

Sea Oats*Beachfront View!2Bdr/2Bath, Sleeps 6

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.

4.96 out of 5 average rating, 72 reviews

2 Bedroom Condo on the Beach at Okaloosa Island

Okaloosa Island home rentals

4.96 out of 5 average rating, 141 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

5 out of 5 average rating, 7 reviews

Its 5 o'clock here

The living area features a comfortable sofa facing a large television mounted against a light-colored wall. An open kitchen with modern appliances is visible, complemented by a wooden island with seating for four. Warm wooden tones and elegant flooring enhance the space.

4.85 out of 5 average rating, 130 reviews

House 5 min to Beach, Fire Pit, Deck, Pickleball

4.91 out of 5 average rating, 157 reviews

Home in Mary Esther

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill

The outdoor area features a non-heated swimming pool surrounded by a concrete patio. A small table with chairs is positioned nearby, offering a space for relaxation. Lush greenery provides shade, and a seating area with chairs is visible on the lawn.

4.9 out of 5 average rating, 332 reviews

#1 4BR HUGE PET Friendly Home Away from Snow!

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.

4.9 out of 5 average rating, 145 reviews

Relaxing Pool Retreat Near Beaches & Destin!

Home in Santa Rosa Island

The inviting pool area features a spacious swimming pool surrounded by sun loungers and palm trees. Nearby, the charming building design showcases multiple balconies and a covered seating area, enhancing the overall relaxing atmosphere.

4.87 out of 5 average rating, 77 reviews

Emerald Coast Island Vibes!

A game room features a vibrant red pool table, positioned centrally under recessed lighting. Surrounding walls display decorative accents, including a mirror and wall art. A window provides natural light, while a television is mounted on an adjacent wall.

4.92 out of 5 average rating, 156 reviews

Three Forty Eight The Great Escape! (Pet Friendly)

Okaloosa Island cottage rentals

4.96 out of 5 average rating, 112 reviews

On 30A | King beds | 3 min to beach

4.96 out of 5 average rating, 317 reviews

A staircase with wooden railing leads to an upper level, complemented by a vibrant plant mural on the wall. The kitchen area features modern appliances, including a stove and refrigerator, with light cabinets and a tiled backsplash. Natural light brightens the open space.

Cottage in Destin

Two blocks to the beach! Bikes included!

A well-lit exterior reveals a charming cottage nestled among lush greenery. A wooden pathway leads to the entrance, accompanied by vibrant outdoor lighting and dense foliage, creating a serene and inviting atmosphere at dusk.

5 out of 5 average rating, 114 reviews

Historic Smith House, authentic cottage

Cottage in Fort Walton Beach

A cozy living area features sloped ceilings and abundant natural light from large windows. A plush sectional sofa is arranged around a circular coffee table, complemented by a patterned area rug. A single lamp provides additional lighting, enhancing the space's comfort.

4.91 out of 5 average rating, 287 reviews

"Quirky Cottage"

A two-story house with a classic design features a welcoming front porch with multiple white railings. Lush greenery surrounds the property, with palm trees visible. A brick pathway leads to the front door, while a white picket fence encloses the yard.

4.97 out of 5 average rating, 237 reviews

Beach Cottage South of 30a -Steps to Beach & More!

4.81 out of 5 average rating, 122 reviews

The cottage features a grey metal roof and a welcoming front entrance. Lush green hedges and a white picket fence frame the property, while a palm tree adds a tropical touch. A clear blue sky provides a bright backdrop.

Cottage in Miramar Beach

Charming Beach Cottage- with beach service

4.83 out of 5 average rating, 166 reviews

A welcoming entrance features a covered porch adorned with vibrant pink flowers and a birdhouse. Two white chairs are positioned beside a small table, inviting guests to enjoy the serene setting. A decorative wind chime adds a touch of charm to the doorway.

Cottage in Mary Esther

Nature's Nest Cottage on the Sound - Pets Welcome!

A charming beach cottage is featured, showcasing a light-colored exterior with a metal roof and a welcoming front porch. Lush greenery and colorful plants surround the property, while palm trees add a tropical touch. The driveway leads to the entrance, enhancing the inviting atmosphere.