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, 104 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

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, 163 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!

A comfortable living area features a sectional sofa with a light throw draped over it. A coffee table sits in the center, accompanied by a large TV mounted on a wooden stand. Natural light pours in through two windows adorned with white blinds.

4.86 out of 5 average rating, 133 reviews

The Oasis! Charming 3BR Near All The Best Beaches!

We open our doors to our guests! Our home is filled with love, joy, and passion. You'll feel as if you were at an enchanted five-star resort, where all your stresses just magically melt away. Not to mention, Okaloosa Island and Destin are just under 10 miles away! Also perfectly centralized inbetween both Eglin and Hurlburt field. Perfect for families, travelers, couples, events, or anyone who loves the crystal blue waters & white sands of the Emerald Coast Your home away from home awaits!

The exterior of the two-story home is presented in a soft blue hue, complemented by white trim and a covered porch. A one-car garage is visible on the right. Surrounding pine trees provide greenery, while a paved driveway leads up to the entrance.

4.96 out of 5 average rating, 204 reviews

Casa By La Playa! A Blue Mountain Beach Getaway

Welcome to Casa By La Playa! A coastal treasure sitting just off 30A in Blue Mountain Beach with two nearby beach accesses and amenities galore. This 2-bedroom and 2.5-bathroom home sleeps 8 guests comfortably and features a one car garage, stainless steal appliances and flat-screen TVs in every bedroom! An open living and upgraded kitchen area greets guests upon entry plus a side door access leading to a premium fenced back yard with artificial turf, a furniture set, plus umbrella for shade!

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, 135 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!

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, 149 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.

Superhost

4.82 out of 5 average rating, 144 reviews

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.

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.

4.95 out of 5 average rating, 212 reviews

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

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

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, 142 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.

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.

4.96 out of 5 average rating, 161 reviews

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.

4.96 out of 5 average rating, 194 reviews

Clancy's Celtic Clouds-home near Destin, FL

Beautiful 1100 Sqft 2-bedroom guest house originally intended as Mother-in-law quarters. The all-brick home is conveniently located in Fort Walton Beach, Florida. It is a 10-Minute drive to either Eglin Air Force Base or Hurlburt Field--and you can be at the beach in less than 10 minutes! Destin is only a 15-minute drive! Publix Grocery Store/Pharmacy is 1-mile away, and our local Walmart for any extras that you might need is only 2 miles from the property.

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, 115 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

Popular amenities for Santa Rosa Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.97 out of 5 average rating, 115 reviews

Jade East 1250 Corner Condo, Spectacular View~Deal

A private backyard area features a heated plunge pool surrounded by palm trees and landscaped rock beds. Comfortable seating options include Adirondack chairs and a fire pit nearby. A grill is available for outdoor cooking, creating a relaxed environment for gatherings.

4.94 out of 5 average rating, 173 reviews

3BR Crystal Beach Retreat | Pool + Walk to Beach

4.89 out of 5 average rating, 157 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, 137 reviews

A two-story white house is depicted with a paver driveway leading to the entrance. A 6-seater golf cart is parked in front, surrounded by green landscaping including palm trees. The home presents a welcoming facade, featuring a covered porch and multiple windows.

Home in Miramar Beach

All you need! Location | Golf Cart | Walk to Beach

A private backyard oasis is highlighted, featuring a heated saltwater pool and an inviting fire pit surrounded by oversized Adirondack chairs. The space is enhanced by bistro string lighting, and a colorful flamingo float rests near the pool, creating a warm atmosphere for relaxation.

4.98 out of 5 average rating, 130 reviews

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

4.98 out of 5 average rating, 117 reviews

Home in Miramar Beach

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

4.91 out of 5 average rating, 65 reviews

Home in Okaloosa Island

Red Fish Blue Fish, Private Pool Home, Dogs OK

4.96 out of 5 average rating, 70 reviews

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Weekly house rentals

4.83 out of 5 average rating, 127 reviews

1 BR Comfortable Central Location Emerald Elm

5.0 out of 5 average rating, 76 reviews

Magnolia Holiday House

4.96 out of 5 average rating, 53 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.

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, 61 reviews

Luxurious Beachfront Suite

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, 59 reviews

Seabreeze • 3Bed 2Bath • Mins from Eglin/Hurlburt

4.97 out of 5 average rating, 36 reviews

Gorgeous Views & Pristine Pool! Walk to downtown!

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.

4.95 out of 5 average rating, 82 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

4.94 out of 5 average rating, 17 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

Snowbirds Retreat @ Destin West — 1 BR + Bunk Room

Private house rentals

4.93 out of 5 average rating, 60 reviews

* NEW * 3BR Pool & Hot Tub l 10 min to Beach

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

Superhost

4.74 out of 5 average rating, 54 reviews

Emerald Tide | 4BR • Private Pool • Near Beach

4.87 out of 5 average rating, 46 reviews

A private balcony is furnished with two high-backed chairs and a round table, offering an unobstructed view of the beach and ocean. The space features a clear blue sky and calm waters, with beach grasses visible in the foreground.

Home in Okaloosa Island

Rennovated 1st Floor - Beach Access & Ocean View!

4.98 out of 5 average rating, 48 reviews

0.2mi Walk to Beach! Private Spa, Pool, Pickleball

5.0 out of 5 average rating, 28 reviews

Coastal Cowboy | 3BR Pet-Friendly Retreat

5.0 out of 5 average rating, 98 reviews

Incredible Ocean Views & Beach-Walk 2 Beach

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.