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Resort holiday rentals in Santa Rosa Island

Find and book unique resort rentals on Airbnb

Top-rated resort rentals in Santa Rosa Island

Guests agree: these resort rentals are highly rated for location, cleanliness and more.

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Guest favourite
A spacious lagoon pool is surrounded by lush palm trees and tropical landscaping. The backdrop features a multi-story condo with a bright exterior. Clear blue skies complement the inviting water, creating a relaxing outdoor atmosphere ideal for leisure.
Resort in Destin
4.93 out of 5 average rating, 30 reviews

Destin Beach heated pool, hot tub, Gulf view 2/2

Heated Pool Gulfview Top floor in Palms of Destin. 2bed 2bath condo Sleeps 5. Enjoy our Endless Summer condo and all its amenities including, the Largest zero entry lagoon pool in Destin, heated pool, hot tub, splash pad, kiddie pool, Pickle ball, basketball, restaurant and bar right next to pool and so much more. There is endless shopping and a shuttle to and from the beach. Our condo comes stocked with enough to get you going. There are several places to shop and to eat within walking distance

Guest favourite
A spacious studio is highlighted by light grey walls and decorative coastal artwork. A king bed, dressed in neutral linens with a turquoise throw, is centered along one wall. Comfortable seating is placed to the side, and natural light filters through blue curtains.
Resort in The Village of Baytowne Wharf
4.96 out of 5 average rating, 47 reviews

The Grand Sandestin Golf & Resort studio, sleeps 4

Relax in this beautifully updated coastal studio at The Grand Sandestin. A king bed plus daybed with trundle comfortably sleeps 4. Private bath and kitchenette with mini fridge, microwave, toaster & Keurig. Enjoy resort pools, spa, fitness center & private beach access. Steps to Baytowne Wharf dining, shopping & entertainment. Great for couples, small families, or friends. Walk to restaurants, live music, and seasonal events. Easy check-in and a comfy, calm space to recharge. Book your dates!

Top guest favourite
A spacious balcony offers sweeping views of the Gulf of Mexico and East Pass. The sun shines brightly in the sky, reflecting off the water. Decorative railings frame the balcony, enhancing the scenic coastal landscape.
Resort in Destin Harbor
4.97 out of 5 average rating, 30 reviews

Beautiful, Bright, Corner Unit Stunning Sunsets

This bright corner condo at Emerald Grande sits on the 6th-floor pool level with stunning Gulf views and unforgettable sunsets. Enjoy a spacious wrap-around balcony just steps from the pool, hot tubs, and Grande Vista Bar/Restraunt. Spot dolphins and boats below, take the shuttle to a private beach, and walk to HarborWalk Village for dining, shopping, and activities. Free parking and EV charging included. Everything you need is within blocks, so park your car in the indoor ramp and relax!

A dining area is featured with a glass round table surrounded by four wicker chairs. A decorative plant is positioned nearby, and a colorful artwork hangs on the wall. Natural light enhances the inviting space, complemented by a cozy living area in the background.
Resort in Destin

Beautiful Beach Front Condo, Gulfview and Elegance

Sundestin Resorts is located in down town Destin Florida,The Condo is 309 with a beautiful view of the ocean front, The Condo has One King size bed, two bunk beds and a Murphy Bed that lets out to a queen size bed,Our guests will enjoy a private resort community overlooking the world famous white-sand beaches! The Emerald Coast was recently voted as #1 Beach in America by USA Today readers and selected for the 8th year in a row as the Best Beach in the South and the Top Family Destination.

Guest favourite
A sparkling swimming pool is displayed against a backdrop of white sandy beach and clear turquoise waters. Palm trees line the area, providing shade along the poolside. Sun loungers are arranged neatly around the pool, inviting relaxation and leisure.
Resort in Destin
4.82 out of 5 average rating, 49 reviews

Gorgeous 11th fl Gulf front 2 min from beach condo

11th floor upscale condo . This condo is Professionally decorated . Luxury 2 BR., 2 BA., with sleeping sofa and queen airbag . unit w/beautiful brand new LVP floors, upscale new furnishings. Beautiful open kitchen with new cabinets, stunning granite counter tops .New stainless appliances. Premium and convenient location walking distance to grocery stores, restaurants,few miles from shopping outlet, seasonal festivals with fireworks, free musical concerts and Destin's Harborwalk Village.

Guest favourite
A spacious studio room features two large beds with soft linens, complemented by bedside lamps and decorative artwork. A light-colored desk is positioned near a window, which offers views of the outdoors. A ceiling fan enhances the comfort of the room.
Resort in The Village of Baytowne Wharf
4.89 out of 5 average rating, 37 reviews

Emerald Escape Studio Condo at The Grand Sandestin

Experience life along the Gulf Coast. Conveniently-located fourth floor Studio at the Grand Sandestin in the Sandestin Golf & Beach Resort. Snuggled next to The Village of Baytowne Wharf, as well as the Grand Boulevard shopping center, w/local eateries, shoppes & entertainment. Enjoy the pristine beaches of the Emerald Coast & stunning Grand Sandestin Resort Pool! The nearby beaches, shopping, dining, & entertainment will make this a favorite destination for your family year-after-year!

Guest favourite
The image shows the exterior of the Emerald Grande resort, prominently featuring its multi-story buildings with a vibrant color scheme. The waterfront view includes boats docked at the base, while blue skies above provide a clear backdrop to the structure.
Hotel room in Destin Harbor
5 out of 5 average rating, 6 reviews

Emerald Grande 505 Corner Unit-Harbor walk-Ev Charg

🌟Emerald Grande Full 3 Bedroom/3 Bathroom Condo - This condo is in the best location in Emerald Grande where everyone wants to stay. 🏆🏆Located on the corner, the wrap around balcony looks over Harborwalk, Destin Harbor, the Gulf of Mexico, and the pool!!! There's nothing like this view anywhere else in Destin!🤩 ☀️3 Full Bedroom and 3 Full Bathrooms☀️ ⛱️King in the Master Bedroom ⛱️King in the 2nd Bedroom ⛱️Queen in the 3rd Bedroom ⛱️Sleeper Sofa in the Living Room

Superhost
A waterfront view showcases a large multi-story building adorned with warm lighting against a twilight sky. Several boats are docked nearby, reflecting on the calm water, while the shoreline features a vibrant mix of shops and dining establishments.
Resort in Destin Harbor

Wyndham Emerald Grande | 2BR/2BA King Bed Suite

With the views from the exquisitely designed suites, you can see everything that makes this one of the most desirable locations on the Emerald Coast. And with HarborWalk Village, waterfront shopping, and entertainment just steps away, there’s even more for you and your family to discover. Wyndham Emerald Grande | 2BR/2BA King Bed Suite • Size: 960 - 960 • Kitchen: Full • Baths: 1 • Accommodates: 6 Guests • Beds: Bunk Beds - 1 King Bed - 1 Queen Sleeper Sofa - 1

Guest favourite
An aerial view captures the condominium complex with its welcoming orange and cream architecture. The nearby turquoise waters of the Gulf reflect sunlight, while white sandy beaches lie in view. Spectacular beachfront access is visible, with parked vehicles lining the property.
Resort in Miramar Beach
4.79 out of 5 average rating, 63 reviews

Beach service included Mar1-Oct31, ground level

Heated spa/pool. Come stay in our fully renovated 1 queen bedroom, 1 bath gulf front ground floor condo with hallway bunk beds. The Gulf is a 30 second walk across the street to our private, gated white sand beach. New paint, trim & custom cabinets with granite Dec 2023. To enhance your experience, we are offering FREE daily beach setup of 2 chairs & 1 umbrella for every day of your stay from March 12-Oct 31, 2023. (This is a $50/day value)

Superhost
Two three-story buildings showcase vibrant exterior colors, surrounded by lush palm trees. A clear swimming pool is visible in the foreground, reflecting the buildings and a blue sky with scattered clouds. Comfortable lounge chairs are positioned by the poolside.
Resort in Miramar Beach

Wyndham Beach Street Cottages | 1BR/1BR Queen Bed

With swaying palm trees and small-town ambiance, this resort is the perfect hideaway to cross “get away from it all” off your bucket list. Beyond its amazing amenities, this resort is the perfect springboard to dive into the heart of it all Wyndham Beach St. Cott. | 1BR/1BR Queen Bed SuiteQueen Bed Suite • Size: 592 - 659 • Kitchen: Mini • Baths: 1 • Accommodates: 6 Guests • Beds: Bunk Beds - 1 Queen Bed - 1 Queen Sleeper Sofa - 1

Superhost
A vibrant waterfront scene is depicted, showcasing a multicolored marina filled with boats gently swaying on the water. The stunning hotel towers above the marina, its lights reflecting beautifully in the water, while the sky transitions into shades of orange and blue at sunset.
Resort in Destin Harbor
4.75 out of 5 average rating, 4 reviews

Wyndham Emerald Grande | 3BR/2BA King Bed Suite

With the views from the exquisitely designed suites, you can see everything that makes this one of the most desirable locations on the Emerald Coast. And with HarborWalk Village, waterfront shopping, and entertainment just steps away, there’s even more for you and your family to discover. Wyndham Emerald Grande | 3BR/2BA King Bed Suite • Size: 1220 - 1306 • Kitchen: Varies • Baths: 2 • Accommodates: 8 Guests • Beds: Varies

Superhost
A waterfront view captures the resort's elegant architecture, reflected in the calm waters at sunset. Several boats are seen in the foreground, alongside a marina filled with diverse boat slips, while a vibrant sky transitions from orange to deep blue.
Resort in Destin Harbor

Wyndham Emerald Grande | 1BR/1BA King Bed Suite

With the views from the exquisitely designed suites, you can see everything that makes this one of the most desirable locations on the Emerald Coast. And with HarborWalk Village, waterfront shopping, and entertainment just steps away, there’s even more for you and your family to discover. Wyndham Emerald Grande | 1BR/1BA King Bed Suite • Size: 836 - 836 • Kitchen: Varies • Baths: 2 • Accommodates: 6 Guests • Beds: Varies

Popular amenities for resort rentals in Santa Rosa Island

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly resort rentals

Superhost
An outdoor swimming pool is showcased, featuring crystal-clear water and a surrounding deck lined with lounge chairs. Palm trees are visible in the background, and a tranquil view of the water stretches beyond the pool area, complemented by a clear blue sky.
Resort in Sandestin

Wyndham Bay Club | 2BR/2BA King Bed Balcony Suite

Superhost
A clear blue swimming pool is surrounded by lounge chairs and framed by palm trees. The calm water extends toward a scenic waterfront, with the horizon blending into a clear blue sky. A shaded area is visible in the background, offering a space for relaxation.
Resort in Sandestin

Wyndham Bay Club | 2BR/2BA King Bed Balcony Suite

Superhost
A large waterfront building is illuminated against the twilight sky, reflecting light on the calm water. Several boats are docked in the foreground, highlighting the vibrant atmosphere of a marina. The scenic view showcases a blend of architecture and recreational activity.
Resort in Destin Harbor

Wyndham Emerald Grande | 4BR/4BA King Bed Suite

Superhost
A waterfront view features a large building with multiple stories, illuminated by warm lights at dusk. Several boats are visible on the calm water, reflecting the colors of the sunset and the building. The scene captures a vibrant marina atmosphere.
Resort in Destin Harbor

Wyndham Emerald Grande | 3BR/2BA King Bed Suite

Superhost
A waterfront scene showcases the resort's vibrant exterior illuminated by evening lights. Several boats are anchored in the foreground, reflecting on the calm waters. The surrounding structures blend seamlessly into the sky, depicting a lively atmosphere along the Emerald Coast.
Resort in Destin Harbor

Wyndham Emerald Grande | 3BR/2BA King Bed Suite

Superhost
The waterfront scene captures a vibrant marina lined with boats anchored near a large, multi-storied building, beautifully illuminated against the twilight sky. The calm water reflects the warm colors of the sunset, creating a serene ambiance.
Resort in Destin Harbor

Wyndham Emerald Grande | 4BR/4BA King Bed Suite

Superhost
An outdoor swimming pool features clear blue water with a view of the ocean in the background. Palm trees provide shade around the pool area, which is surrounded by lounge chairs. The serene water reflects the blue sky and nearby horizon.
Resort in Sandestin

Wyndham Bay Club | 1BR/1BA King Bed Balcony Suite

Superhost
An outdoor swimming pool is set against a scenic waterfront backdrop. Palm trees line the area, and lounge chairs are arranged neatly around the pool. The water sparkles under the clear blue sky, providing a serene environment for relaxation.
Resort in Sandestin

Wyndham Bay Club | 2BR/2BA King Bed Balcony Suite

Resort rentals with a pool

A tranquil swimming pool is framed by two colorful resort buildings. Spacious lounge chairs are arranged around the pool area, with a few shaded spots provided by umbrellas. Lush palm trees can be seen in the background, contributing to a relaxed vacation vibe.
Resort in Destin

Beach Street Cottages Resort - 1 Bedroom Suite

Resort in Destin
4.5 out of 5 average rating, 4 reviews

Majestic Sun Resort - 1 Bedroom Suite

A clear swimming pool reflects the surrounding structures, featuring colorful buildings with white railings. Lounge chairs are positioned near the water, shaded by blue umbrellas, and palm trees create a tropical backdrop, enhancing the serene environment of the resort.
Resort in Destin

Beach Street Cottages Resort - 1 Bedroom Suite

Resort in Destin

Majestic Sun Resort - 1 Bedroom Suite

Superhost
An outdoor swimming pool features clear blue water and is surrounded by palm trees. Lounge chairs are positioned by the pool, and a stunning view of the water and horizon can be seen in the background.
Resort in Sandestin

Wyndham Bay Club | 1BR/1BA King Bed Balcony Suite

A tranquil pool area is surrounded by pastel-colored buildings with balconies. Several lounge chairs are arranged near the water's edge, and palm trees provide a touch of greenery. The sky above is clear, reflecting soft sunlight onto the pool's surface.
Resort in Destin

Beach Street Cottages Resort - 1 Bedroom Suite

Superhost
An expansive outdoor swimming pool is framed by lounge chairs and overlooks a serene body of water. Lush palm trees line the area, adding a tropical feel to the calm environment against a clear blue sky.
Resort in Sandestin

Wyndham Bay Club | 2BR/2BA King Bed Balcony Suite

A clear pool reflects the sky among palm trees and resort buildings, inviting relaxation. Loungers are arranged poolside under large umbrellas, encouraging sunbathing and socializing. The surrounding area features multiple units with balconies, creating a welcoming atmosphere for guests.
Resort in Destin

Beach Street Cottages Resort - 1 Bedroom Suite

Resort rentals with a gym

Superhost
A large multi-story building is seen along the waterfront, featuring various colored lights reflecting off the calm water. Several boats are anchored at a dock, while shops and restaurants are visible along the shore, creating a lively coastal atmosphere.
Resort in Destin Harbor

Wyndham Emerald Grande | 2BR/2BA King Bed Suite

Superhost
An outdoor swimming pool is framed by lounge chairs and tropical palm trees, with the ocean visible in the background. The tranquil water reflects the clear blue sky, while an adjacent hot tub sits invitingly beside the pool area.
Resort in Miramar Beach

Wyndham at Majestic Sun |1BR/1BA King Bed Suite

Superhost
A waterfront view showcases a vibrant marina filled with boats gently bobbing in the water. The multi-story resort glows at dusk, reflecting warm lights on the surface. Buildings with distinct architectural features stand tall against the evening sky, blending the natural and urban landscapes.
Resort in Destin Harbor

Wyndham Emerald Grande | 2BR/2BA King Bed Suite

Superhost
The image captures a waterfront scene featuring a resort with multiple floors, illuminated by warm lights. Docked boats are visible in the foreground, reflecting on the calm water as the sun sets, creating a serene atmosphere on the Emerald Coast.
Resort in Destin Harbor

Wyndham Emerald Grande | 1BR/1BA King Bed Suite

Superhost
A large resort building along a waterfront is seen at sunset, with colorful lights reflecting on the calm water. Multiple boats are docked, and the vibrant area showcases an array of shops and restaurants along the shore.
Resort in Destin Harbor

Wyndham Emerald Grande | 1BR/1BA King Bed Suite

Superhost
The vibrant waterfront scene is captured as boats are moored at the docks, with reflections shimmering on the water's surface. A multi-story resort building stands prominently in the background, illuminated by soft evening lights, creating a calming atmosphere against the sunset sky.
Resort in Destin Harbor

Wyndham Emerald Grande | 1BR/1BA King Bed Suite

Superhost
A spacious outdoor swimming pool area is visible, accompanied by a hot tub. Sun loungers are arranged around the pool, with palm trees providing a tropical feel. The serene ocean is seen in the background under a clear blue sky.
Resort in Miramar Beach

Wyndham at Majestic Sun |1BR/1BA King Bed Suite

Superhost
A waterfront scene captures the vibrant marina bustling with boats, while a multi-story building stands illuminated against a sunset sky. The reflection of lights dances on the water, creating a serene backdrop for the lively atmosphere of the harbor.
Resort in Destin Harbor

Wyndham Emerald Grande | 2BR/2BA King Bed Suite

Quick stats about resort rentals in Santa Rosa Island

  • Total holiday rentals

    Explore 40 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at £89 per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Santa Rosa Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Rosa Island rentals

  • 4.9 Average rating

    Santa Rosa Island stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park and Crab Island

Destinations to explore