
Vacation rentals in Santa Rosa Island, Florida
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Top-rated vacation rentals in Santa Rosa Island, Florida
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Snow's Surf Shack
Welcome to your beach get away! Beautiful house within walking distance (1.5 miles. 1.2 miles is walking over the causeway with protected paths on each side)to the sugary white sand of Navarre Beach, waves of the Navarre sound, many restaurants and more! Amenities galore! Two covered decks for relaxing, fire pit for cozy evening relaxing and a screened in porch along with outdoor lighting. Enjoy a bike ride to the beach or a snooze in the backyard hammock at the end of the day. Room to sleep 6.
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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.
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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.
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Comfy 1 Bedroom with Pool at Sunset Harbor Condos
Cozy 1 bedroom, 2 bath unit on the 1st floor offers a view of the Santa Rosa Sound from the balcony. Your vacation starts the moment you walk in the door The sugar white sands of the beach and emerald waters of the Gulf are a short walk or 1 minute drive away. The pool is just outside the building near the outdoor grills. The kitchen is well equipped for cooking. The bedroom features a king size bed and TV. The primary bath has a tub/shower combo. You will love this quiet private community.
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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
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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.
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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.
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Waterfront Home, Stunning Canal Views, Deck
Canal-front townhome with a private dock and an easygoing layout for coastal living. Enjoy calm water views and relaxed surroundings while staying within walking distance of Navarre Beach. • 3 BR | 2.5 BA | Sleeps 9 • Waterfront deck overlooking canal • About a 9-minute walk to beach • Open living area • Beach gear provided Thoughtfully arranged interiors and welcoming outdoor space make it ideal for a relaxed coastal stay close to both the canal and the Gulf.
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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!
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Wake Up to Waves Crashing! ~Beachfront Condo~
Be our guest in our 2 Bed/2 Bath condo located in Emerald Surf on beautiful Navarre Beach. Enjoy a Gulfside pool and boardwalk for private beach access. Each bedroom has a 32" TV and the living room has a 65” TV although we are sure you'll be too busy enjoying the amazing ocean views from the living room and balcony! Our unit is located on the 3rd floor which can be accessed by elevator or stairs. .
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3 Br Waterfront Florida Classic on the Bayou
Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.
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3-Level Gulf Front Townhome w/ Breathtaking Views
Relax with the whole family at this peaceful place to stay. Enjoy the change of pace that only beach living provides. This 3Br/3Bath, 2,054sqft. Townhome offers you everything you need for your leisurely beach getaway. Panoramic ocean views on your private balconies. Head to the beach on your private beach walkover. Heavenly sunsets
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Popular amenities for Santa Rosa Island vacation rentals
Santa Rosa Island house rentals

Beautiful spacious* 5 min Walk to Bay* EV charger*
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The Boho: Quiet home w/ spacious yard! No pet fee!
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Kokomo Key - 2 minutes to Beach - Private Pool
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"At Home" near the beach
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Huge Private Pool! Steps 2 Beach + Pet Friendly
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Perfect Private Navarre Beach Getaway Near Destin!
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The Purple Sunset-200ft to Beach w Pool
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Private Pool, Steps to the beach, Golf cart
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Other great vacation rentals in Santa Rosa Island, Florida

Palms on the Canal -Kayaks Included! Navarre Beach
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Welcome To Florida's Hidden Gem!
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The Backyard Cottage
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Beachfront - Regency | Resort Pool | Sleeps 8
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Pier Bliss
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Tide Together on the Gulf at Beach Colony East
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Waterfront 3 BDR/3 BA Designer Condo, Private Pier
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Mermaid Manor
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- Flora-Bama Lounge
- Seacrest Beach
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Camp Helen State Park
- Pensacola Bay Center
- Johnson Beach
- Gulfarium Marine Adventure Park
- Lost Key Golf Club
- The Track - Destin





