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 wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

Home in Navarre

4.97 out of 5 average rating, 177 reviews

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

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, 171 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.

Guest favourite

A navy blue dresser with vintage-style handles sits prominently in the living area, adorned with decorative items including a basket and an American flag. A television is mounted above a rustic wooden console, while a cozy seating area is visible in the background.

Home in Navarre

4.96 out of 5 average rating, 25 reviews

Grandma's Cozy Place - Special April Rates!

Welcome to Grandma's family friendly home! You will be close to everything at my centrally-located beach themed getaway! My home is minutes from Navarre Beach Bridge and offers 2 bedrooms, one set up as a playroom with bunks, & 2 full bathrooms. You can enjoy an evening under the stars in the 8-person hot tub out back, and you will be close to some of Navarre's best restaurants. (Child care, transportation are offered for additional fees. Please read the complete listing and house rules.

Top guest favourite

A charming single-story home is surrounded by tall live oak trees, with sunlight filtering through the leaves. A gravel path leads up to the front porch, which features a swing. Windows allow natural light to fill the space, enhancing the serene outdoor setting.

Home in Bagdad

4.96 out of 5 average rating, 125 reviews

Enjoy The Journey #1 - Near Beaches, River & I-10

Your family will be close to everything when you stay at this centrally-located home. This new construction home is perfect for a family vacation or visiting friends. The location is central to beautiful beaches, rivers, culture and only a 3 min drive to I-10. The 3 bed/2 bath home has all the amenities you are looking for plus a cozy outdoor firepit area to enjoy Florida evenings with family and friends. There are beautiful historical homes and great parks and bike paths only minutes away.

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, 213 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

Townhouse in Navarre

4.96 out of 5 average rating, 105 reviews

Daze Off Navarre

Step into your cozy tropical vacation. Fifteen minute drive to emerald coasts most beautiful white sandy beaches. Whether you're here for business, a romantic getaway, or quality time with the family we think our home will be perfect. We offer a spacious living room with plenty of activities. Master suite contains a large comfortable king bed with large smart tv and walk in closet. Guest bedroom has two twin beds. Kitchen has all the appliances you'll need to make you feel right at home.

Guest favourite

A bright living area features a blue sofa and a white armchair, facing a mounted TV. A round wooden dining table with four chairs is positioned nearby. Large glass doors provide views of the Gulf Coast and access to the balcony, enhanced by natural light filtering through sheer curtains.

Apartment in Destin

4.88 out of 5 average rating, 136 reviews

17th Floor Beachfront at Pelican, Stunning Views

Pelican Beach Resort 1710 - 17th 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.

Guest favourite

A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.

Treehouse in Santa Rosa Beach

4.92 out of 5 average rating, 148 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Top guest favourite

A modern kitchen is seen alongside a dining area with a table and stools. The open living space features a sofa and accent chair, with natural light filtering in from a large window. A cozy sleeping area is positioned in the background, adorned with soft decor.

Apartment in Navarre

4.88 out of 5 average rating, 333 reviews

The Sandy Secret

Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

Top guest favourite

The living area features a light-colored kitchen with modern appliances and a small dining table with two chairs. Light streams through the window, illuminating the space. A woven area rug is placed on the floor, complementing the wood flooring. A small accent table holds a decorative item.

Guest house in Navarre

4.98 out of 5 average rating, 58 reviews

Navarre Guesthouse

Cute private apartment over garage with your own access and designated parking space. We are located on the Santa Rosa Sound, half way between Navarre Beach and Pensacola Beach. You can fish on the dock or take a swim in the sound. Short drive to the beaches, restaurants and grocery stores. Apartment has one bedroom with a queen bed, living area has a sofa that pulls out into a bed, washer and dryer and full kitchen. 2 Beach chairs available Beach towels Cooler

Guest favourite

Home in Gulf Breeze

5 out of 5 average rating, 19 reviews

Sunny Escape | Beaches & Attractions

The Breeze is a brand new townhome perfect for a serene getaway offering a family friendly, flawless mix of comfort and style with its three cozy and relaxing bedrooms, 2.5 baths, spacious living areas, and a chef's kitchen. Ideally located in Gulf Breeze, FL minutes away from the beautiful beaches of Navarre and Pensacola, close to shopping, dining and parks makes this a convenient and delightful home away from home in a coastal paradise.

Superhost

An open-concept living area is showcased, featuring a kitchen bar with three wooden stools and modern appliances. The space is filled with natural light, reflecting off light-colored tiled floors and overlooking a view of the water through large sliding glass doors.

Apartment in Gulf Breeze

5 out of 5 average rating, 8 reviews

Balcony w/Views |Updated |Pool |Tennis |Elevator

This newly listed beautiful one bedroom condo has everything you need for the perfect Pensacola Beach getaway. This fully updated second floor condo is super convenient to all the island has to offer. It is a short stroll to Peg Leg Pete's and just minutes away from the Pensacola Beach Boardwalk and Casino Beach. Enjoy beautiful sunset views over the Santa Rosa Sound from your own large private balcony.