Holiday rentals with a pool in Santa Rosa Island, Florida

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Top-rated rentals with a pool 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.

Condo in Pensacola Beach

4.98 out of 5 average rating, 223 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.

Top Guest favourite

The living room features a comfortable seating arrangement with a large sectional sofa and accent chairs, facing a 65-inch television. Floor-to-ceiling windows allow for ample natural light and showcase views of the Gulf. A dining area for four is present along with decorative wall art.

Condo in Navarre

4.96 out of 5 average rating, 237 reviews

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!

Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

Top Guest favourite

Condo in Fort Walton Beach

4.98 out of 5 average rating, 122 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

The open living and dining area features a rustic wooden table surrounded by black chairs, complemented by a comfortable sectional sofa. Large windows provide unobstructed views of the Gulf, while a ceiling fan and chandelier enhance the space's functionality.

Condo in Navarre

4.99 out of 5 average rating, 230 reviews

Navarre Beach Gulf front luxury

Newly Updated 2 bedroom GULF FRONT condo on Navarre Beach. Enjoy breathtaking views of the Gulf & white sand beaches as this End Unit boasts views from all directions. Sliding glass doors from floor to ceiling & side windows from kitchen, living & dining area. Living room & master bedroom walk out to a spacious balcony overlooking the pool & ocean while the 2nd bedroom looks out at the inter coastal waterway & Navarre Beach Bridge. Walking distance to fishing pier, water sports & restaurants

Top Guest favourite

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

4.97 out of 5 average rating, 181 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.

Condo in Navarre Beach

4.95 out of 5 average rating, 179 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 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, 123 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

Home in Navarre

4.97 out of 5 average rating, 119 reviews

Kokomo Key on Navarre Beach - Private Pool

If you've been searching for Kokomo Key... Here it is—your tropical escape to the islands 🌴. White sand, turquoise waters… it’s got all the vibes of a place where time slows down and the only agenda is relaxation. Relax with the whole family at this peaceful beach house with a private pool, hammocks, unobstructed views of Santa Rosa Sound, and a 2-minute walk to the stunning Gulf beaches! We are pet friendly, but please remember to let us know you are bringing your pets by checking the box!

Guest favourite

A balcony features two high-back chairs, facing the beach and ocean. Soft waves roll onto the sandy shore, with beach chairs and umbrellas visible in the distance. The clear blue sky and gentle clouds create a serene backdrop.

Condo in Fort Walton Beach

4.83 out of 5 average rating, 120 reviews

Direct Beachfront Condo with pool

Relax and getaway to this beachfront condo retreat on Okaloosa Island Fort Walton Beach, Florida Just steps to the sugar-white sand and emerald Gulf coast waters, this updated 2BR/2BA condo features a private balcony with dolphin & sunset views, modern kitchen, Wi-Fi, washer/dryer, and pool heated in the winter Free beach service (2 chairs + umbrella Mar–Oct) Only 5 miles to Destin! Please note - Roof repairs for the condo are ongoing from 2/16/2026 and expected to be completed May 5/13/2026

Guest favourite

A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.

Condo in Orange Beach

4.95 out of 5 average rating, 331 reviews

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

NOTICE- CONSTRUCTION: APRIL 20th, 2026. Expansion Joint Sealing Project Starts. This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Situated directly on the beach! Parking available from HOA for $70 fee. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

Top Guest favourite

A balcony features a round table set for two, including plates and wine glasses. Two white chairs surround the table, overlooking the tranquil blue waters of the gulf and a wooden pier extending into the distance.

Condo in Navarre

4.92 out of 5 average rating, 111 reviews

Best view on the beach! Beach gear included!

Beautiful 1 bedroom, 1.5 bath condo sleeps 6. Bring your swimsuits and get ready to relax! Condo is on 12th floor, tower closest to the pier. - 1 bedroom with king size bed, cozy bunk area for kids, and gel foam mattress on fold-out sofa. (ALL MATRESSES NEW IN SEPTEMBER 2025). - All linens and towels provided, including beach towels! - 2 beach chairs, 2 boogie boards and a beach umbrella included - Washer & dryer - Fully equipped kitchen to enjoy dinner with a view - Wi-Fi & cable

Superhost

Condo in Pensacola Beach

4.92 out of 5 average rating, 142 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR & UMBRELLA SET UP MARCH - OCTOBER!~