House holiday rentals in Santa Rosa Island

The front porch is enclosed with large screens, providing a view of the surrounding landscape. A paved pathway leads to the house, bordered by landscaped areas of mulch and greenery. A set of beach bikes sits beside the entrance, enhancing the coastal charm.

4.99 out of 5 average rating, 111 reviews

30A Winter Warm Up | Walk2Beach | Pool | Shops!

8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

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, 172 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 backyard features a private saltwater pool surrounded by lounge chairs and umbrellas for shade. A large swan float is positioned in the water, and a patio area includes a grill, enhancing the outdoor space for relaxation and entertainment.

4.98 out of 5 average rating, 123 reviews

Saltwater Pool Haven | Game Room • Pets • 30A

This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you.

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, 107 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!

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.

4.91 out of 5 average rating, 284 reviews

Touch of Madagascar-Whole House/winter heated pool

Free parking. Entire house with pool (pool heating fee $32 a day extra - heating pool not available until 4 Dec). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with 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.

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, 121 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.

A spacious living room is present, featuring a comfortable sofa and a coffee table. The wall behind the sofa is decorated with a scenic beach mural, depicting a shoreline with palm trees and soft waves. A flat-screen TV is mounted on the opposite wall.

4.81 out of 5 average rating, 118 reviews

Vacation House-TV in rooms Free Wi-Fi & Grill

Discover quiet living at this cozy 2br, 2ba Fort Walton Beach vacation rental home! Centrally located with 3 Roku TVs: in living room and each bedroom. Comfortable accommodations for up to five guests. With a nice park on one end of the street. Set in between Santa Rosa Island Beach/ Walmart, FWB Landing Park, and other popular attractions. Ideal for Business Trips, single, or family seeking relaxing stay in the sunshine. Close to both military bases, Hurlburt Field AFB, & Eglin AFB.

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.

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.

4.97 out of 5 average rating, 180 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.

4.99 out of 5 average rating, 109 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.

4.95 out of 5 average rating, 133 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.

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.

4.95 out of 5 average rating, 154 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! • 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.

Popular amenities for Santa Rosa Island house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 17 reviews

A light-filled living area is highlighted by a stone accent wall and a cozy fireplace. A large flat-screen TV is mounted above the fireplace, displaying a serene beach scene. Comfortable seating options, including a plush sectional and decorative pillows, invite relaxation while bay views are visible through expansive windows.

Home in Sandestin

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

Superhost

4.82 out of 5 average rating, 159 reviews

Santa Rosa Beach Canopy House with heated pool

Aerial view of the neighborhood showcases a mix of coastal houses surrounded by lush greenery, with a glimpse of the ocean in the background. The holiday beach house is visible, situated amidst the trees, offering a peaceful retreat close to beach access.

4.96 out of 5 average rating, 23 reviews

Holiday House Private Beach/Pool

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, 152 reviews

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

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.

4.96 out of 5 average rating, 256 reviews

Destin Miramar Walk To Beach Pet Friendly

A collage of images showcasing the Destin Dolphin Home. The central image features a sparkling private pool surrounded by lounge chairs. The top-left section displays a bright, modern kitchen with a breakfast bar. The bottom-right corner depicts a cozy living area with leather sofas. A spacious bedroom is seen in the top-right section.

4.89 out of 5 average rating, 113 reviews

Private-Heated Pool-Walk to Beach-Destin

The exterior of the Mediterranean home is displayed, featuring stucco walls and ornate architectural details. Lush palm trees and manicured landscaping frame the property, while a scenic road runs alongside. The inviting entrance showcases a balcony with decorative elements, enhancing the overall elegance of the design.

4.96 out of 5 average rating, 151 reviews

Oceanview | Pool | Private Beach | Golf Cart

5 out of 5 average rating, 34 reviews

Modern Beachfront Luxury | Heated Private Pool/Spa

Weekly house rentals

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.

5 out of 5 average rating, 40 reviews

Willow

A spacious living room is featured with two light-colored sofas and a matching ottoman in the center. A media console houses a flat-screen TV, flanked by decorative wall art. Natural light enters through the windows, enhancing the relaxed atmosphere created by wooden flooring and accents.

5 out of 5 average rating, 66 reviews

Gigi’s Beach Getaway - No Cleaning Fee!

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.

4.96 out of 5 average rating, 74 reviews

Home in Fort Walton Beach

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, 34 reviews

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

4.77 out of 5 average rating, 13 reviews

Floppsy Flipp Inn

A sparkling swimming pool is centrally featured, surrounded by a spacious deck. Lush greenery and palm trees provide a natural backdrop. The area is enclosed for privacy, with a section of the home visible in the background, showcasing large windows and outdoor seating.

5 out of 5 average rating, 52 reviews

Downtown Bliss

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.

4.95 out of 5 average rating, 20 reviews

SeaBreeze On David

4.88 out of 5 average rating, 8 reviews

Gulf Bliss @ Destin West — 1 Bed + Bunk Room

Private house rentals

5 out of 5 average rating, 28 reviews

A spacious living area is illuminated by natural light through two windows. A comfortable sectional sofa is paired with a wooden coffee table, accented by a small plant. A sideboard holds decorative items, and a large TV is mounted on the wall, enhancing the welcoming atmosphere.

Home in Mary Esther

Pet Friendly Hideaway/Near Beach/Military Friendly

A spacious bedroom features a wooden bed frame with a white comforter, flanked by bedside tables with lamps. A large mirror stands against the wall, and decorative wall art adds visual interest. Natural light enters through the window, illuminating the wood-like flooring.

4.93 out of 5 average rating, 56 reviews

Sandy Feet Retreat

5 out of 5 average rating, 31 reviews

A single-story home features rustic low country-inspired architecture with wooden accents. The inviting front porch is surrounded by lush greenery and landscaping. A six-seater golf cart is parked in front, providing convenient access within the Sandestin Resort.

Home in Sandestin

Sandestin*One level home*Lake view*Golf Cart*

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

5 out of 5 average rating, 99 reviews

Private Pool - Golf Cart - Block to Beach - Destin

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.

A newly built two-story home features a light-colored exterior with white siding and a welcoming front porch. Palm trees frame the entrance, and a golf cart is parked nearby on the paved driveway. The clear skies suggest a bright and sunny day.

5 out of 5 average rating, 31 reviews

Casa del Mar! New 30A Home w/ Private Heated Pool

The image presents a vibrant living space featuring large windows that provide views of the beach and ocean. A comfortable seating area is complemented by an electric fireplace. A covered balcony with outdoor dining overlooks the beach. The bedroom offers a cozy setting with soothing colours and TV.

5 out of 5 average rating, 43 reviews

*Bella Vista on the Beach*Fully Remodeled*Hot Tub*

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.