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, 107 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, 164 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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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, 136 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!

FamilyValueParking

An outdoor living area is highlighted by a pool and spa, surrounded by sun loungers and a large covered patio. Colorful umbrellas provide shade over seating areas and a dining table, creating a welcoming space for relaxation and gatherings.

4.97 out of 5 average rating, 274 reviews

Destin Miramar Walk To Beach Pet Friendly

Welcome to our piece of paradise! A short walk to the most beautiful white sandy beaches in our part of the world. Our home is located on a quiet cul-de-sac in a modest gated beach community with deeded beach access. You will be close to the beach, bike trails, shopping and restaurants. Feel at home with full access to all of our common areas. Living room, dining room, kitchen and backyard patio and pool area. As hosts, we are super laid back and love to meet new people! "Sea The World".

FamilyLocationOutdoor spaces

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, 136 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!

ValueLocationGetting around

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, 181 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.

FamilyValueGetting around

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, 151 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.

ValueLocationBarbecue

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, 144 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.

LocationFamilyParks

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.

4.89 out of 5 average rating, 340 reviews

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

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

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A private pool is enclosed by a screened-in structure, allowing for a comfortable swimming experience. Colorful pool floats and lounge items are placed nearby, with a bright blue water surface reflecting light. Lush greenery is visible beyond the pool area, offering a sense of privacy.

4.92 out of 5 average rating, 302 reviews

Touch of Madagascar-Whole House

Free off-street parking. Entire house with pool (heating pool is no longer available). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with original art from Madagascar, where the owner Yolande is from, and where Yolande's husband Clint worked for 24 years. Clint is a native of Ft Walton Beach and a Vietnam Combat Veteran. No pets allowed (even visitors' pets). NO CAMERAS HAVE BEEN INSTALLED ANYWHERE INSIDE THE HOUSE.

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The exterior of a spacious beach house is showcased, featuring a distinct blue roof and white siding. Lush palm trees surround the property, while a pool is visible in the fenced backyard, accompanied by a seating area. Ample parking is available beneath the house.

4.95 out of 5 average rating, 105 reviews

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

• 🏖 2-min walk to 2 private beaches • 💦 Private heated pool & hot tub • 🛏 Sleeps 10 | 3 king bedrooms + bunk room • 🌊 3 community pools, including Gulf-front infinity pool • 🚲 4 bikes + 2 paddleboards • 🏖 Beach service, chairs, toys & wagon included • 🔒 Gated Destin Pointe community • 🎣 Walk to snorkeling & fishing • 🍽 Minutes to restaurants & shopping • 🚗 Parking for 4 vehicles • 👶 Pack 'n Play • 🔥 Gas grill • 🏝 No busy roads to cross to reach the beach

LocationFamilyBiking

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, 117 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!

LocationFamilySleep quality

Popular amenities for Santa Rosa Island house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 170 reviews

Home in Mary Esther

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

LocationValueCondition

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.

4.9 out of 5 average rating, 107 reviews

5 Min Walk to Private Beach | Luxury Remodel

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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.

4.91 out of 5 average rating, 114 reviews

The Memory Maker - Heated Pool! 4BR Vacation Home

FamilyLocationSleep quality

A spacious living area features light-toned furnishings, including a soft sofa with patterned cushions. A glass-top coffee table is centered on a textured rug. Bright lighting is provided by pendant fixtures above, while large windows bring in natural light, with sheer curtains partially drawn.

5.0 out of 5 average rating, 108 reviews

Isle Be Back! Miramar Beach Villa! STEPS TO BEACH!

LocationValueOutdoor spaces

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, 138 reviews

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

ValueFamilyAccuracy

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.

4.91 out of 5 average rating, 153 reviews

Relaxing Pool Retreat Near Beaches & Destin!

ValueLocationLong stay

An aerial view of a bright blue two-story home, surrounded by palm trees and a secure wooden fence. A private pool is situated in the spacious patio area, accompanied by a seating arrangement of blue chairs. The neatly paved surroundings complement the home's inviting exterior.

4.98 out of 5 average rating, 115 reviews

Surf Song Beach Retreat - Heated Pool, Beach!

FamilyLocationBackyard

A spacious outdoor area features a private pool and integrated spa, bordered by palm trees and tropical landscaping. A fire pit with seating is situated near the pool, alongside an inviting covered patio with elegant columns, providing a relaxing retreat.

4.78 out of 5 average rating, 102 reviews

5 BR home w private pool & jacuzzi, 3 min to beach

ValueLocationPool

Weekly house rentals

A spacious living room features two dark leather sofas and a modern coffee table placed atop a large area rug. Natural light streams in through sliding glass doors, leading to an outdoor seating area with chairs. Neutral wall art complements the inviting space.

4.97 out of 5 average rating, 115 reviews

Home with King Bed, Backyard, 15 min from Beach

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5.0 out of 5 average rating, 22 reviews

Sky Breeze

LocationFamilyAccuracy

4.96 out of 5 average rating, 83 reviews

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

FamilyValuePets

4.71 out of 5 average rating, 17 reviews

Coconut Beach House B

FamilyLocationBeach

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.

4.87 out of 5 average rating, 61 reviews

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

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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, 83 reviews

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

LocationFamilyComfort

4.93 out of 5 average rating, 29 reviews

The Reign of Alee

LocationFamilyWalkability

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, 61 reviews

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

ValueFamilyParking

Private house rentals

4.71 out of 5 average rating, 14 reviews

Private Beach, Water Views, Lazy River | VIP Perks

LocationFamilyView

4.95 out of 5 average rating, 21 reviews

Snowbirds Retreat @ Destin West — 1 BR + Bunk Room

LocationFamilyAccuracy

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.

4.88 out of 5 average rating, 48 reviews

Rennovated 1st Floor - Beach Access & Ocean View!

FamilyLocationKitchen

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.

4.99 out of 5 average rating, 67 reviews

Willow

ValueFamilyComfort

5.0 out of 5 average rating, 28 reviews

Pool + Hot Tub Retreat · Sleeps 18 · Near Destin

LocationValueSleep quality

4.75 out of 5 average rating, 56 reviews

Emerald Tide | 4BR • Private Pool • Near Beach

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The backyard features a private pool, framed by lush greenery and a wooden shed in the background. The inviting blue water of the pool reflects the clear sky, offering a serene space for relaxation and leisure. A concrete patio surrounds the pool, ideal for lounging.

4.86 out of 5 average rating, 66 reviews

Coastal Retreat • Sleeps 16 • Pool & Hot Tub

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