House holiday rentals in Santa Rosa Island, Florida

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Top-rated house rentals in Santa Rosa Island, Florida

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Top guest favourite
A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.
Home in Pensacola
4.99 out of 5 average rating, 272 reviews

Coco Ro Downtown! Hammock, Porches & Free Parking!

Welcome to good vibes @ Coco Ro Surf Shack - your cozy, beachy retreat in downtown Pensacola! This designer 2-bedroom cottage offers laid-back comfort just a stone’s throw from the heart of downtown. Only 1 mile to trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! ・Seasonal outdoor shower ・XL hammock ・Smart TV ・Washer/Dryer ・Private yard ・Free driveway parking *Outdoor shower closed in colder months *Tap the ❤ in the top right to save!

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, 210 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!

Guest favourite
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.
Home in Destin
4.96 out of 5 average rating, 123 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.

Guest favourite
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.
Home in Santa Rosa Beach
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.

Top guest favourite
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.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 134 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.

Top guest favourite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.96 out of 5 average rating, 210 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top guest favourite
A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.
Home in Navarre
4.98 out of 5 average rating, 133 reviews

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Top guest favourite
An open living area is presented, featuring a light gray sectional sofa and two vibrant yellow chairs. A large wall-mounted TV is visible, surrounded by neutral tones and modern decor. The kitchen bar with high stools is in the background, beneath modern light fixtures.
Home in Navarre
4.97 out of 5 average rating, 140 reviews

Luxurious, Modernly decorated home Near the beach

Enjoy your stay at Florida’s most relaxing place in this luxurious home specially decorated to create a modern atmosphere, perfectly located halfway between Destin and Pensacola. This beautiful and spacious home is perfect for a family vacation or just a weekend getaway with friends, centrally located to all attractions and necessities and just 1.6 miles from the Gulf of Mexico’s white-sand beaches and turquoise waters.

Top guest favourite
A spacious living room is presented with a light-colored sofa and two blue armchairs. A coffee table sits in the center, while a ceiling fan provides airflow. Large windows allow natural light to brighten the space, and bar seating is visible in the background.
Home in Navarre
4.96 out of 5 average rating, 207 reviews

🏝 The Beach Roost-Navarre's Best Kept Secret 🏝

Welcome to the Beach Roost. Newly renovated and located just 2.9 miles from beautiful Navarre Beach, the home comfortably sleeps 8 people. Featuring 3 bedrooms and 2 bath, there is a King bed in the Master, a Queen bed in bedroom 2, 2 twin beds in bedroom 3, and a pull-out Queen sleeper sofa with foam mattress in the living room, providing plenty of space for your entire family vacation.

Top guest favourite
A panoramic view of the waterfront is visible, showcasing a vast expanse of water under a bright blue sky with scattered clouds. A wooden pier extends into the water, leading towards distant city structures, while grassy land and sandy beach area are framed in the foreground.
Home in Navarre
4.98 out of 5 average rating, 101 reviews

Navarre|BEACH|Front|Paradise Retreat |Pet Friendly

Make some memories at this unique and family-friendly place. A relaxing vacation home located on the water with access to a community 610 ft pier. We also provide beach chairs, umbrellas, kayaks, paddle boards, beach towels, and so much more to help you enjoy your time in the sun. 50” smart tv's in every room. Large capacity washer and dryer. w/ ALL NEW stainless steel appliances.

Top guest favourite
An outdoor deck is featured with a spacious dining area, black chairs arranged around a large table, and a built-in grill nearby. Lush plants add greenery, and an area rug provides warmth. Solar panels are visible on the roof, enhancing sustainability.
Home in Gulf Breeze
4.9 out of 5 average rating, 245 reviews

Charming home, 10 min drive to Pensacola Beach

7 min to downtown, 7 minutes to Pensacola Beach. Charming, new custom remodel with tons of character. New outdoor deck with lounging and large outdoor dining area. Built in Grill to surround a spacious shaded yard. Let go and relax with the huge mature oak trees in a quiet, peaceful neighborhood. Plenty of room for a dog to run around and play outside.

Top guest favourite
A serene sunset over Perdido Bay is framed by tall trees and palm foliage. The golden sun descends towards the water, reflecting vibrant hues on the surface. A nearby dock and boathouse are visible, highlighting the peaceful waterfront setting.
Home in Pensacola
4.99 out of 5 average rating, 231 reviews

Waterfront Sunsets

Come enjoy our beautiful newly renovated spacious home and let your worries melt away. You’ve never seen sunsets like this. Dolphins are frequent visitors and the peace and tranquility here is unmatched. Enjoy the water if you want or just sit and watch, either way you’ll never want to leave. We know you’ll love being here as much as we do.

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