Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Top guest favourite

Flat in Gulf Breeze

4.95 out of 5 average rating, 210 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Guest favourite

Guest suite in Gulf Breeze

4.89 out of 5 average rating, 92 reviews

Cozy private studio suite close to beach.

Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Guest favourite

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 143 reviews

Cozy Suite w/ Private Pool near Navarre Beach!

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! Sonya

Top guest favourite

Flat in Navarre

5 out of 5 average rating, 35 reviews

The Sea Turtle Inn Unit 1

Newly built in 2024. Nestled in the woods yet an easy 10 minutes to the beach by car. Private parking, private bathroom, private kitchen, full size appliances, all-in-one washer/dryer, electric adjustable bed with remote, whole house backup generator, plus house is on the Florida Scenic Hiking Trail. This is a duplex so there may be guests staying in the other unit. I also live in the home, but guests will not be bothered and everything is securely locked for maximum privacy.

Top guest favourite

Home in Milton

4.96 out of 5 average rating, 179 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

Guest house in Pensacola

4.96 out of 5 average rating, 185 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

Guest favourite

Tiny home in Gulf Breeze

4.85 out of 5 average rating, 39 reviews

The Backyard Cottage

Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

Guest favourite

Campervan/Motorhome in Gulf Breeze

4.89 out of 5 average rating, 151 reviews

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.

Guest favourite

Guest house in Gulf Breeze

4.95 out of 5 average rating, 187 reviews

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

Top guest favourite

Guest house in Navarre

4.98 out of 5 average rating, 114 reviews

The Cedarwood 2 @Navarre Beach.

Newest studio on Navarre Beach. Steps away from the powdery white sand beaches and crystal clear waters. From your room, overlook the Santa Rosa Sound while enjoying the extraordinary sunsets. You are just a short walk to amazing shelling, swimming, paddle boarding, boogie boarding, kayaking , or just plain relaxing at "The Most Relaxing Place in Florida."

Top guest favourite

Apartment in Fort Walton Beach

4.99 out of 5 average rating, 205 reviews

The new 40 Steps to the Beach Gulf front

GULF-FRONT, this 1ST FLOOR UNIT DIRECTLY ON THE BEACH property offers a relaxing patio that is perfect to enjoy a morning sunrise or evening sunset. Step off the patio and into the glistening sugar white sand of Okaloosa Island. Emerald waters await just 40 steps down the dune walkover. 4 beach chairs, beach towels, and additional amenities for use.

Guest favourite

Home in Gulf Breeze

4.94 out of 5 average rating, 570 reviews

Spacious home between Navarre and Pensacola beach

Nice quiet neighborhood at the end of a cul de sac that is 20 minutes to Navarre beach and 20 minutes to Pensacola beach (may be longer during peak traffic times/tourist season/traffic accidents). Wifi available along with a fire stick to watch movies and TV shows. Full kitchen and coffee maker at your disposal!