House holiday rentals in Santa Rosa Island

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!

LocationValueLayout

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!

FamilyValueHospitality

5.0 out of 5 average rating, 76 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.

ValueLocationGetting around

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!

LocationFamilyAccuracy

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, 179 reviews

Italian villa 200 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

LocationValueAir conditioning

The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.

4.97 out of 5 average rating, 138 reviews

Pool, Golf Cart, Fire Pit, & Walk to Beach

★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

ValueFamilyQuiet

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.

FamilyValueOutdoor spaces

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.

ValueLocationBackyard

4.96 out of 5 average rating, 160 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.

ValueLocationOutdoor spaces

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

LocationValueAmenities

4.91 out of 5 average rating, 65 reviews

Red Fish Blue Fish, Private Pool Home, Dogs OK

Modern 5-bedroom/4-bath beach home in Fort Walton Beach, FL, ideally located just across the street from the beach. Enjoy effortless coastal living with a private pool, spacious open-concept living areas, and a fully equipped kitchen perfect for group gatherings. Thoughtfully designed for comfort and relaxation, this home is ideal for families or large groups seeking a premier beach getaway with easy beach access and private outdoor amenities.

FamilyValueLaundry

5.0 out of 5 average rating, 22 reviews

Its 5 o'clock here

Welcome to your perfect getaway in Fort Walton Beach! This beautifully designed 4-bedroom, 2-bathroom home offers the ideal blend of comfort, space, and fun—perfect for families, groups, or anyone looking to relax and recharge near the Emerald Coast. The highlight of this home is the huge backyard—your own private oasis, private pool, HOT TUB AVAILABLE DURING COLD SEAZON!!!(OCTOBER-FEBRUARY), volleyball court for fun and friendly competitions

LocationFamilyOutdoor spaces

Popular amenities for Santa Rosa Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Santa Rosa Beach

4.82 out of 5 average rating, 144 reviews

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

ValueLocationQuiet

4.98 out of 5 average rating, 99 reviews

Salty Breeze Cottage Beach Services

LocationFamilyCondition

4.89 out of 5 average rating, 155 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

LocationFamilyAmenities

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.

4.96 out of 5 average rating, 137 reviews

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

LocationFamilyNearby

Superhost

4.84 out of 5 average rating, 122 reviews

Summer Specials *Fully Loaded* Pool & Hot Tub

LocationFamilyHospitality

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, 172 reviews

3BR Crystal Beach Retreat | Pool + Walk to Beach

ValueFamilyHospitality

4.96 out of 5 average rating, 70 reviews

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

LocationValueBiking

4.88 out of 5 average rating, 17 reviews

FWB Waters Retreat Min to DT, Boat Ramp, & Beach

FamilyLocationNearby

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.

ValueFamilyOutdoor spaces

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.

4.94 out of 5 average rating, 17 reviews

Snowbirds Retreat @ Destin West — 1 BR + Bunk Room

ValueLocationRiver

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

ValueFamilyLong stay

5.0 out of 5 average rating, 18 reviews

Sky Breeze

ValueFamilyBackyard

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, 58 reviews

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

LocationFamilySleep quality

4.97 out of 5 average rating, 35 reviews

Gorgeous Views & Pristine Pool! Walk to downtown!

ValueLocationPool

4.71 out of 5 average rating, 17 reviews

Coconut Beach House B

LocationFamilyAmenities

The exterior of the home features a well-maintained front yard, lush with grass and mature trees providing shade. A paved driveway leads to a two-car garage, bordered by a fenced-in area that ensures privacy.

4.94 out of 5 average rating, 53 reviews

Boat House | Boat Ramp, Grill, 1mile to Beach!

FamilyValueTV

Private house rentals

A cozy living area is furnished with a light-colored sofa and a round coffee table made of wood. A dark furniture unit holds a large flat-screen TV. Soft natural light enters through glass doors, and a large mirror reflects the space, enhancing the inviting ambiance.

4.97 out of 5 average rating, 62 reviews

BRAND NEW! Spacious Coastal Getaway #4

LocationFamilyKitchen

5.0 out of 5 average rating, 20 reviews

Coastal Rose – Beach Access, 2 Pools & Golf Carts

FamilyLocationKitchen

The exterior of a multi-level property features a private swimming pool surrounded by lounge chairs. Large windows reflect natural light, while a rooftop deck is visible above. The home is set against a backdrop of sandy terrain and distant buildings, emphasizing its spacious design.

4.95 out of 5 average rating, 58 reviews

NEW•Sleep16•HeatedPool•Destin Beach•Rooftop Views!

ValueLocationOutdoor spaces

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, 59 reviews

Luxurious Beachfront Suite

ValueFamilyAmenities

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.

4.87 out of 5 average rating, 46 reviews

Rennovated 1st Floor - Beach Access & Ocean View!

LocationFamilyDecor

A spacious screened-in patio presents a serene view of the waterfront. Comfortable seating arrangements are complemented by a dining table, while natural light illuminates the terracotta floor. The outdoor scenery features lush greenery and a distant dock, enhancing the tranquil atmosphere.

4.91 out of 5 average rating, 11 reviews

Jet Ski Adventure - Family Getaway

LocationFamilyQuiet

The kitchen features modern appliances including a black refrigerator, stove, and microwave. White cabinets hold dishware and pantry items, while a stackable washer and dryer are conveniently located. A red accent table and a colorful framed artwork add character to the inviting space.

4.95 out of 5 average rating, 61 reviews

A+Location/Pets Welcome/ Fenced Yard!

FamilyValueComfort