House holiday rentals in Santa Rosa Island

The exterior of the home is showcased, featuring a single-story structure with light-colored siding and a black roof. A flagpole with a flag stands at the front. Palm trees and a grassy yard are visible, along with a driveway leading to the entrance.

4.92 out of 5 average rating, 133 reviews

Ocean 5-Bed Oasis: Pickleball, Arcade and Grill

Ocean House, the PERFECT getaway, has 4 bedrooms with 5 total beds in 4 bedrooms, 3 full bathrooms, and only 3 miles to the beach and 2 miles to downtown! Most baby and cooking amenities are provided. Basketball, Pickleball courts, and a playground are just across the street! TVs in every room. Boats and RVs welcome! Amenities include an arcade, ping-pong, put-put, fire pit, piano, and grill. Jet Park for the kids is a rock throw away. Beaches, crab island, waterparks and more! Book with Ronin S

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, 171 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!

An inviting outdoor seating area features a propane firepit at the center, surrounded by dark wicker furniture with blue cushions. Soft string lights hang overhead, casting a gentle glow, while a wooden fence provides privacy against the dusk sky.

4.97 out of 5 average rating, 115 reviews

VR, Arcade, Minutes to Everything!

Sep & Oct are the best time to be here! Crowds are gone, humidity is down, water is still warm and the weather is perfect! Welcome to our centrally located 3BD, 3BA home and enjoy a VR experience with Meta Quest 3s, outdoor movie nights by the firepit, arcade games, poker, and plenty of board games for the whole family. Plus, the biggest and best dog park on the Emerald Coast is just across the street. Fast, 770Mbps internet speed! Perfect for medium term stays of 28 days or more!

A private pool area is surrounded by lush palm trees and decorative murals. Two lounge chairs are positioned beside the pool, offering a relaxing space. Soft string lights illuminate the scene, enhancing the tranquil evening atmosphere.

4.94 out of 5 average rating, 109 reviews

Book Holiday! Private Beach, Heated Pool, 2 Kings!

HEATED POOL- WALK TO PVT BEACH Close to BEST restaurants Located in the beautiful Destin Pointe just a short walk to the white sand beaches of the Emerald Coast. Renovated beach house features a landscaped private pool area and gas grill. Fully equipped and features 2 primary king suites, 2 bunk rooms, 1 queen room, sleeper sofa and spacious living and dining areas with a fully upgraded kitchen. You are just a short drive or boat ride to all attractions and delicious restaurants.

4.94 out of 5 average rating, 115 reviews

Home in Miramar Beach

Private Pool - Golf Cart - Kid Friendly - Luxury

Close to the beach & all the action, but private enough for a relaxing night on your secluded patio or in your private pool as you wind down from a day of exploring! This 4BR/4BA home is located on a private cul-de-sac in a new exclusive gated community. Save on car rental fees and gas by taking the FREE street-legal 6-seater golf cart to shops, restaurants, and the beach....it's fun and economical! If you need to work remotely, we have fast internet and dedicated work spaces.

4.99 out of 5 average rating, 109 reviews

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.

Home in Ferry Park

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 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, 302 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!

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.

4.95 out of 5 average rating, 132 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.

4.86 out of 5 average rating, 110 reviews

Private home close to military bases and beaches

Explore your dream family getaway in our stylishly remodeled home in Fort Walton Beach. Perfectly positioned within walking distance to parks and close to military bases, and just a quick drive from the breathtaking Emerald Coast beaches. This charming abode boasts four spacious bedrooms, plentiful storage, and two full bathrooms. Delight in the added fun of an air hockey table—perfect for family entertainment. It's the ultimate spot for making unforgettable memories!

A cozy living room features a blue sofa paired with a patterned armchair, enhancing comfort. A coffee table sits in front, with a flat-screen television positioned in the corner. Natural light enters through multiple windows, illuminating the neutral-toned walls and decorative accents.

4.91 out of 5 average rating, 45 reviews

Downtown Dragonfly

Welcome to Downtown Dragonfly! Your whole group will enjoy easy access to everything from this centrally located place. The home has two bedrooms, both with queen size beds. The kitchen has everything you need to prepare your meals and the dinning area provides a pub height table that seats 4. The living room is cozy with the laundry nearby. The screened porch provides a nice place to sit and watch the birds in the fenced back yard.

The exterior of Sugar Beach Cottage is showcased, featuring a two-story structure with a welcoming white facade. A white picket fence surrounds the property, complemented by lush greenery and flowering plants. Multiple balconies and a spacious porch enhance the inviting outdoor space.

5 out of 5 average rating, 30 reviews

House w/ private heated pool, short walk to beach!

Welcome to Sugar Beach Cottage! Located in the heart of Destin's Crystal Beach neighborhood, this home is the perfect spot for any beach getaway. Only a short walk to the beautiful white sand beaches! This recently remodeled beach home features 3 bedrooms + bunk nook, 2.5 bathrooms, and a backyard oasis with a private pool. Paradise awaits you at Sugar Beach Cottage! Get ready to create memories of a lifetime!

4.97 out of 5 average rating, 144 reviews

A single-story brick home is set within a landscaped yard featuring greenery and colorful flowers. The driveway leads to a two-car garage, and large trees are visible in the background, providing a serene outdoor ambiance.

Home in Niceville

Entire home in Niceville

Bring the whole family to this great place with lots of room for fun. Beautiful 3-bedroom 2 bath home located in Niceville. Only 12 miles from Destin and 15 miles to Ft. Walton Beach. located near Eglin AFB (7 miles) and 7th Special Forces Group (18 miles). VPS airport is only 6 miles away. Home is centrally located and close to many grocery stores and restaurants.

Popular amenities for Santa Rosa Island house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A collage showcases the home from multiple viewpoints. An aerial shot highlights the private pool surrounded by palm trees, while the living area features modern furniture. A vibrant beach scene displays umbrella-covered seating, and a serene backyard scene presents a sparkling pool reflecting the surrounding greenery.

5 out of 5 average rating, 51 reviews

Remodeled*Heated Pool/Hot Tub*Golf Cart*Near Beach

4.95 out of 5 average rating, 80 reviews

Private Pool & Hot Tub 2 Min Walk—>Gulf & Jetties

An outdoor view of the home showcases a private pool surrounded by lounge chairs and a covered patio. Soft lights illuminate the area, highlighting the inviting atmosphere as dusk settles, with a colorful sky reflecting off the water.

4.94 out of 5 average rating, 32 reviews

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

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, 120 reviews

Sugar Sand Cottage at Destin Pointe

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.

4.97 out of 5 average rating, 69 reviews

Waterfront ~Home~ Private ~Pool & Deep dock~ boats

A charming cottage stands under a clear blue sky, featuring a welcoming front porch with railings. A complimentary six-seater golf cart is parked in front, showcasing comfortable seating and a sleek design. Lush greenery and palm trees enhance the inviting atmosphere.

4.93 out of 5 average rating, 150 reviews

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

4.98 out of 5 average rating, 107 reviews

A multi-story luxury home is presented in a serene neighborhood, featuring a covered entryway and large windows that allow natural light. A complimentary golf cart is parked in the driveway. The sky showcases a vibrant sunset, enhancing the tranquil atmosphere.

Home in Miramar Beach

Serenity: 2 min to beach, Golf cart, Heated pool

A panoramic view showcases the serene outdoor space featuring a large pool surrounded by lounge chairs and palm trees. The inviting villa structure is positioned in the background, highlighting its connection to the lush greenery and the nearby beach, just a short walk away.

4.88 out of 5 average rating, 119 reviews

PrivateTropicalOasisNearBeach-FreeGolfCartTilMar1

Weekly house rentals

5 out of 5 average rating, 3 reviews

Home in Mary Esther

Tropical Oasis - Near Water & Beach, Pet-Friendly

An aerial view shows the serene neighborhood with well-kept homes and lush greenery leading to the sparkling Gulf waters. The pool area is visible, surrounded by palm trees, while the exterior of the Coral Reef features palm trees and a manicured lawn.

4.9 out of 5 average rating, 41 reviews

The Coral Reef at Avalon Estates - Private Beach

The living area features a spacious layout with tiled flooring and neutral-colored walls. A large flat-screen TV is mounted on the wall, and a comfortable sofa is positioned nearby. A dining table with dark wooden chairs and a ceiling fan enhances the open ambiance.

4.94 out of 5 average rating, 35 reviews

Magnolia Bloom, 5 min from the beach.

4.96 out of 5 average rating, 27 reviews

The spacious living area features a large flat-screen TV mounted on a wall opposite multiple seating options, including a sectional sofa and stylish armchairs. A round coffee table is centered in the room, while natural light fills the space through large windows.

Home in Miramar Beach

Lux Beach House + Steps to Pool + Walk to Beach!

A modern kitchen features white cabinetry and stainless steel appliances, including a gas range and a dishwasher. A small round table with a blue tablecloth is set for two, while a cozy seating area is visible in the background. Natural light is provided by a nearby window.

4.95 out of 5 average rating, 37 reviews

Coastal Cottage 10 minutes from beach | Dogs OK

The exterior of a two-story home is depicted, showcasing a brown shingle roof and white walls. Two palm trees are positioned in the front yard, and a spacious driveway leads to two garage doors. Soft clouds are visible in the sky, creating a serene backdrop.

5 out of 5 average rating, 16 reviews

Quiet 3 Bed Close to Airport, Beaches, & Shopping

The exterior of the home is captured at sunset, showcasing a two-story structure with a large driveway and a garage. A golf cart is parked in front of the house, surrounded by palm trees and other greenery, adding to the serene environment.

4.86 out of 5 average rating, 14 reviews

Best Deal on 30A!

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 out of 5 average rating, 16 reviews

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

Private house rentals

A spacious living area is characterized by high ceilings and abundant natural light. A sectional couch with plush cushions sits on a light-colored rug, while a wooden coffee table adds warmth. The open layout connects seamlessly to the modern kitchen and dining space visible in the background.

5 out of 5 average rating, 8 reviews

Casa Palmas on Holiday Isle

A sunlit outdoor space features a private saltwater pool surrounded by lounge chairs and a table set for dining. A covered area includes seating and a view of the well-manicured yard, while warm hues of sunset create a serene backdrop.

4.82 out of 5 average rating, 45 reviews

Gorgeous! Huge Pool, Fireplace, LSV, & 4 Bikes!

A spacious living area features large windows allowing natural light to fill the room. Comfortable seating arrangements are complemented by light wood flooring. A flat-screen TV is mounted on the wall, while a decorative piece of art hangs above a couch. Stylish side tables enhance the modern design.

4.97 out of 5 average rating, 39 reviews

Lucille30A-4BR/3BA-Stunning Home in Grayton + Cart

4.92 out of 5 average rating, 13 reviews

The exterior of the home is softly illuminated by outdoor lighting, highlighting the inviting entrance. Lush greenery and palm plants frame the pathway, while a well-manicured lawn enhances the serene ambiance of the property. The garage is visible on the left side.

Home in Bluewater Bay

Tranquil home in Bluewater Bay

The exterior of the cottage features a welcoming façade with light blue accents. Tall palm trees frame the entrance, which includes a gray front door with decorative elements. A neat pathway leads to the door, with landscaped areas showcasing shrubs and plants.

5 out of 5 average rating, 58 reviews

Magnolia Getaway - Walk to Bay, Sleeps 6

The living area features a bright orange accent wall complemented by a cozy beige sectional sofa adorned with patterned cushions. A vibrant area rug with a tropical design is positioned beneath a modern wooden coffee table. Two teal bar stools provide seating at a nearby kitchen counter, enhancing the welcoming atmosphere.

5 out of 5 average rating, 29 reviews

Boat/Jetski Parking! 5-min Boardwalk Beach Access!

4.72 out of 5 average rating, 142 reviews

A clear view of the ocean highlights gentle waves lapping at the shore. The turquoise waters are under a bright blue sky, filled with fluffy white clouds. Sunlight streams down, creating a tranquil and inviting atmosphere.

Home in Okaloosa Island

2700sf Island Beach Retreat, 3BR/2B w/Master Ste

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.