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Holiday rentals in Santa Rosa Island, Florida

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Top-rated holiday rentals in Santa Rosa Island, Florida

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Top guest favourite
A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.
Apartment in Pensacola Beach
4.98 out of 5 average rating, 218 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Guest favourite
A private balcony is furnished with sturdy chairs, overlooking a clear pool surrounded by sun loungers. Lush green plants are visible to the side, and a bright blue sky is seen above, enhancing the outdoor space's tranquil atmosphere.
Apartment in Orange Beach
5 out of 5 average rating, 11 reviews

Back Bay Hideaway 108

Back Bay has been completely remodeled! Great first floor unit with a wonderful view. You can see the dolphins play right there steps away. The pool runs directly in front of the unit. Your balcony is just that much larger with the backyard of the condo your own. And it is so very private. The beds are all very comfortable. The guest room will sleep 4, master 2. There is also a sweet little reading nook. Condo renovated after Sally with new doors, windows, rails, fresh paint, pool refurbished!

Top guest favourite
A wooden pier extends over tranquil waters, leading towards a vibrant sunset. The horizon is illuminated with warm tones, while lush green grass lines the foreground, creating a peaceful and scenic environment.
Apartment in Navarre
5 out of 5 average rating, 58 reviews

Ground Floor Sound Front 1BR Condo

Enjoy a relaxing stay in our waterfront, ground floor, 1 bedroom condo, steps from Santa Rosa Sound. Unwind to the sound of the waves on the private porch while taking in a beautiful sunset. The Gulf of Mexico is only a 10-minute walk/2-minute drive from the condo. Gazebo includes 3 charcoal grills & seating. The refreshing pool offers seating, restrooms, laundry facility (private washer/dryer in the condo also), & outdoor shower. On site, gated pier is available for fishing and sightseeing.

Top guest favourite
Apartment in Fort Walton Beach
4.98 out of 5 average rating, 120 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Top guest favourite
A custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.
Home in Navarre
5 out of 5 average rating, 116 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool (not heated) in June 2024! You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer-Fall 2025

Guest favourite
A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.
Apartment in Navarre Beach
4.95 out of 5 average rating, 170 reviews

La Playa Esmeralda - Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

Top guest favourite
A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.
Home in Pace
4.94 out of 5 average rating, 212 reviews

The Pine House Pace, FL

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Top guest favourite
A spacious deck overlooks the calm waters of the Sound, framed by a clear blue sky. Two round, textured outdoor poufs are positioned near the railing, inviting relaxation while enjoying scenic views of the shoreline and distant piers.
Townhouse in Navarre
4.97 out of 5 average rating, 122 reviews

Waterfront, beach, dock - your Salty Air Retreat!

Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

Top guest favourite
A living area is highlighted by large glass windows offering unobstructed views of the Gulf of Mexico. Comfortable seating arrangements include a dark floral patterned sofa and armchair, accompanied by a glass coffee table. A flat-screen TV is placed on a black console against the wall.
Apartment in Pensacola Beach
4.97 out of 5 average rating, 75 reviews

Swept Away Portofino Penthouse with Spectacular Vi

Paradise awaits you at this luxury Gulf-front Penthouse condominium that sleeps 6. Enjoy spectacular and unobstructed SKY VIEWS of the Gulf of Mexico's sugar-white sands and emerald-green waters from this exclusive unit. Take in beautiful sunrises and sunsets and cookout on the grill while watching dolphins play in the waters below. Bring the Family- we are set up for all ages! Lifestyle center on-site includes a European spa, fitness center, and restaurants. The amenities are endless!

Top guest favourite
A bright coastal house features a welcoming exterior painted in shades of blue, complemented by tropical palm trees. A wide staircase leads to a spacious entryway, flanked by colorful seating options. Decorative plants in pots add cheerful touches to the inviting atmosphere.
Home in Navarre
5 out of 5 average rating, 29 reviews

Waves and Whispers Retreat

"Waves and Whispers Retreat," where coastal charm meets modern comfort. Whether you're seeking a peaceful escape or an adventure-filled vacation, our Navarre Beach rental provides the perfect base for your next getaway. Located overlooking the sound and two blocks from the Gulf, our 2-bedroom house offers everything you need for a relaxing vacation. Take a dip in the community pool or just relax on the balcony enjoying the beautiful view. Pet fee *We updated the guest room to 1 King Bed

Top guest favourite
An outdoor patio area features a wooden pergola overhead, complemented by two blue rocking chairs and a bench. Potted plants provide greenery, and soft lighting fixtures line the concrete flooring, creating a cozy space for relaxation.
Guest suite in Gulf Breeze
4.97 out of 5 average rating, 166 reviews

The Starlight-3mi to Beach

Unique & private suite for two, Pensacola Beach is 8 minutes away. Speedy wifi, fenced patio, grill, & garden. This suite includes a minisplit for air/heat & a tankless water heater. Attached to the brick house, & totally private with a privacy fence, hear the rain drops on the tin roof. Queen memory foam bed, 70" Samsung TV w/Roku, thermal blinds. Must be willing to stay regardless of rain drops on the tin roof, or lightning and torrential rain on a tin roof in a room of glass. Enjoy!

Guest favourite
A bright living space features a cozy sofa, armchair, and a dining table. Large windows provide expansive views of the beach and ocean. Light-colored walls and neutral decor create a relaxed ambiance, while a flat-screen TV and artwork add character to the room.
Apartment in Destin
4.95 out of 5 average rating, 109 reviews

Renovated Beachfront at Pelican, Stunning Views

Pelican Beach Resort 302 - 3rd floor 1 Bedroom 2 Bathroom 873 sq.ft. condo with Wifi, Free Parking, Smart/Cable TVs, Beach Chairs and Umbrella aiming best class service is right on the beach with great views of Gulf Coast from the balcony. No road crossings, just go down and enjoy our private beach. Pelican Beach offers the dream vacation with BEST views, sand and sea in the area at 5 minute drive from heart of Destin, Harborwalk Village and across Big Kahuna Water & Adventure Park.

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