House holiday rentals in Santa Rosa Island

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 102 reviews

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

Luxurious home 4 miles to Beach! -Salt Water Pool(heat fee)&Hot tub -Lanai w/seating and 75"TV -Fast WI-FI -Fully equipped kitchen -Dedicated workstation -Coffee bar -Cali King Bed w/ensuite(soaking tub) -Smart TV's & Fans every room -Blackout curtains & Sound machines -Hair Dryer,Steamer -Grill w/propane -Games -Pacn'Play, high chair, baby monitor -4.2 Miles>Beach -9.2 Miles>Crab Island, Destin -4.6 Miles>Eglin AF Base -2.3 Miles>Walmart -0.8 Miles>Publix -7.4 Miles>Airport -2.5 Miles>Hospital

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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, 162 reviews

Three Forty Eight The Great Escape! (Pet Friendly)

The perfect location for a Florida getaway. Spacious house on a quiet street, in close proximity to; Choctawhatchee Bay, a public access beach (2 miles), Uptown Station and downtown Fort Walton Beach for shopping, dining, and libations. Destin is just a $15 Uber/Lyft ride across beautiful Okaloosa Island where you can enjoy all the festivities the famous HarborWalk has to offer. Kids and pets welcome, please inquire regarding long-term off-season rental. Thanks for looking, hope to see you soon!

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5.0 out of 5 average rating, 74 reviews

Magnolia Holiday House

Located just a short walking distance to Downtown Fort Walton Beach, you will fall in love with the experience of this adorable cottage and all the surrounding amenities. All one story, this home is comfortably designed to maximize its minimal footprint where you can equally enjoy the tranquil interior or the private side yard. Drop in your boat at the nearby public boat launch or cross over the bridge to soak in the the views of sugar white beaches and the emerald waters of the Gulf of Mexico.

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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.

4.84 out of 5 average rating, 134 reviews

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

Welcome to your perfect getaway, just 5 minutes from the beach, with shopping and waterfront dining at your doorstep. Unwind in this charming beach town rental that is perfect for entertaining with an outside deck equipped with a grill, TV and a fire pit. Explore Fort Walton Beach’s vibrant shopping scene, indulge in local flavors at nearby restaurants, nightlife after dark and return to relax in style. Everything you need is at your fingertips. Book now for an unforgettable coastal escape!

ValueFamilyQuiet

4.95 out of 5 average rating, 114 reviews

Private Beach/King Beds/Ocean Views/Fire Pit

Get your feet sandy at the private beach! Escape to a lavish waterfront retreat nestled along the pristine shores of the Gulf of Mexico. Sea Esta #5 is a luxury 3-story townhouse that boasts breathtaking panoramic views and direct access to your own private slice of sandy paradise. Indulge in the expansive living space of our 4-bedroom, 4-bathroom townhouse where each floor is meticulously designed for both relaxation and entertainment...this will be a property you will never want to leave!

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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, 148 reviews

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.

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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, 140 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.

LocationFamilyHospitality

4.96 out of 5 average rating, 159 reviews

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

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The outdoor pool area features clear blue water surrounded by lush palm trees. Comfortable lounge chairs line the pool deck, with a rock waterfall creating a tranquil ambiance. In the background, views of the ocean can be seen under a bright, partially cloudy sky.

4.96 out of 5 average rating, 112 reviews

Jade East 1250 Corner Condo, Spectacular View~Deal

Gorgeous Panoramic Gulf Views from this 12th Floor luxury condo! Beach front, swimming pool & hot tub, fitness center & free onsite parking. Our 5 star Tropical Sea Inspired home, Sleeps 10! Updated and clean 3 bedroom/3 bath unit has a Large Private "Gulf Front Balcony" w/ amazing views of the Emerald Coast! Come watch the dolphins at play!! The Master Suite has a King Bed en-suite bath & gulf front balcony! Plenty of space the entire family can enjoy!

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A collage of the townhome is presented, showcasing a stylish dining area with a wooden table and plush seating, a modern living room featuring a wall-mounted TV, a uniquely designed bunk area with colorful wallpaper, and the exterior highlighting the driveway and garage area.

4.86 out of 5 average rating, 114 reviews

House in Ft Walton Beach near Okaloosa Island *TVs

Bring your boat! You'll fall in love with this spacious townhome in FWB. Centrally located near shops & food. Close to Liza Jackson Park and a short 10 min drive from Okaloosa Island. Boat launch available at Liza Jackson. - 3 bedrooms & 2.5 baths, sleeps 7 - Queen beds and TVs in each bedroom - Wifi throughout - On a quiet street with large driveway - Dedicated office space - Outdoor patio with grill * No smoking or fires permitted on the property

LocationFamilyHeating

4.93 out of 5 average rating, 15 reviews

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.

Home in Okaloosa Island

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

Escape to our stylish 1BR + bunk room condo at Destin West Beach & Bay Resort, boasting stunning bay views, a lazy river, pools, hot tubs, and private access to the Gulf's sugar-white beaches. Enjoy a full kitchen, Wi-Fi, and washer/dryer. Perfectly located minutes from attractions like Gulfarium, Okaloosa Pier, and HarborWalk Village for dining and entertainment. Ideal for families or couples. Book now—ready for spring break and summer 2026!

ValueLocationSleep quality

4.96 out of 5 average rating, 52 reviews

Home in Okaloosa Island

Angelfish, Private Home-Pool with Hot Tub, Dogs OK

Spacious 8-bedroom/6.5-bath beach home in Fort Walton Beach, Florida, located just across the street from the beach. Designed for large families and groups, this modern retreat features a private pool, hot tub, open-concept living areas, and a fully equipped kitchen ideal for gathering together. Enjoy easy beach access, comfortable accommodations, and exceptional outdoor amenities for the ultimate coastal getaway.

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Popular amenities for Santa Rosa Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A cozy living room is showcased, featuring a large grey sectional sofa adorned with yellow cushions. A coffee table sits in the center, and a flat-screen TV is mounted on the wall. Sunlight floods the space through glass doors that open to the backyard and pool area.

4.97 out of 5 average rating, 108 reviews

Luxurious Private Pool, Beach Walk W/Private Acces

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A three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.

4.96 out of 5 average rating, 178 reviews

Italian villa 200 steps from beach • Free cruise!

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Superhost

A spacious backyard features a heated pool surrounded by a stone deck. A shaded pergola offers seating, while blue Adirondack chairs are arranged near a fire pit. The area is well-lit with string lights, adding a welcoming touch to outdoor gatherings.

4.92 out of 5 average rating, 111 reviews

The Memory Maker - Heated Pool! 4BR Vacation Home

LocationValueParks

An open living area features a comfortable beige sofa and a blue accent chair, arranged around a rustic wooden coffee table. A large wall-mounted TV displays a beach scene. Sunlight fills the space through sliding glass doors, leading to a tranquil backyard.

4.95 out of 5 average rating, 105 reviews

Luxurious BeachHouse Pickeball+HeatedPool

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An aerial view displays the gated community and its proximity to the coastline. The layout includes a mix of residential homes and palm trees, with a clear path marked for the gated beach access leading to the expansive sandy beach and ocean.

4.89 out of 5 average rating, 102 reviews

5 Min Walk to Private Beach | Luxury Remodel

LocationFamilyAccuracy

4.95 out of 5 average rating, 209 reviews

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

Home in Santa Rosa Beach

Small Waves-30A beachhouse w golf cart/neighb pool

LocationValueQuiet

An outdoor space features a private saltwater pool bordered by a stone patio. Lounge chairs are positioned for sunbathing, and a covered seating area is seen in the background. The sky displays a gradient of colors as the sun sets, enhancing the tranquil ambiance.

4.97 out of 5 average rating, 126 reviews

Private POOL- Private Gated beach access-backyard

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5.0 out of 5 average rating, 19 reviews

Its 5 o'clock here

LocationFamilyKitchen

Weekly house rentals

4.96 out of 5 average rating, 54 reviews

An outdoor area is presented featuring a paved patio with ample space. A covered seating area with comfortable furniture is visible beside a BBQ grill. Lush greenery and a wooden fence provide privacy, enhancing the space's functionality for gatherings.

Home in Mary Esther

Secret Beach Luxury Hideaway. Home near beach.

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An airy open-concept living area features a modern kitchen with sleek cabinetry and a spacious island. Floor-to-ceiling sliding glass doors frame panoramic ocean views and allow natural light to fill the room, while comfortable seating provides a cozy space to relax.

5.0 out of 5 average rating, 57 reviews

Luxurious Beachfront Suite

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A cozy living room features a black leather sofa and a patterned armchair beside a coffee table. A brick fireplace is framed by a wooden mantel adorned with greenery. A striped area rug adds color to the tile floor, while ambient light is provided by two lamps.

4.98 out of 5 average rating, 62 reviews

Willow

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5.0 out of 5 average rating, 17 reviews

Luxury Beach House: Private Beach/Heated Pool

LocationFamilyWalkability

4.97 out of 5 average rating, 33 reviews

Gorgeous Views & Pristine Pool! Walk to downtown!

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Superhost

4.77 out of 5 average rating, 52 reviews

Emerald Tide | 4BR • Private Pool • Near Beach

ValueFamilyView

5.0 out of 5 average rating, 8 reviews

Salt and Sway

LocationFamilyIndoor spaces

A serene waterfront scene is presented at sunset, showcasing a wooden dock extending into calm waters. Six chairs are arranged on the dock, while a boat is docked nearby. The sky is filled with soft hues of purple and pink, reflected on the water.

5.0 out of 5 average rating, 21 reviews

Boater/fisherman’s paradise with on-site launch!

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Private house rentals

4.78 out of 5 average rating, 59 reviews

An aerial view showcases a private pool surrounded by tropical vegetation and landscaped stone pathways. A dining table with six chairs occupies one side, while a lounge area is furnished with a white wooden bench. A colorful inflatable pool toy is visible in the water.

Home in Okaloosa Island

Family-Friendly Beach Retreat

LocationFamilyCheck-in

5.0 out of 5 average rating, 7 reviews

Home in Mary Esther

Sunshine Retreat

FamilyValueHospitality

4.96 out of 5 average rating, 76 reviews

CASA BELLA, 4 bed/ 2 bath 8 min from Beach w/ POOL

ValueFamilyComfort

Superhost

4.71 out of 5 average rating, 14 reviews

Emerald Coast Escape

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The image displays a collage featuring four areas of the home: a cozy bedroom with soft bedding, a spacious living area with comfortable seating and ceiling fan, a relaxing bathroom with a soaking tub, and a modern kitchen with a large island and ample cabinetry.

4.86 out of 5 average rating, 57 reviews

SeaBreeze On David

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A brick two-story building with a welcoming pathway made of pavers leads to the entrance. The front yard is landscaped with pebbles and bordered by greenery, providing a relaxed outdoor space. The entrance features a bright door complemented by a small seating area.

5.0 out of 5 average rating, 25 reviews

Sherm-Inn

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5.0 out of 5 average rating, 7 reviews

Home in Sandestin

Sandbarr - Bayfront home with a Golf Cart!

FamilyBeachAmenities