Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Gulf Breeze

4.97 out of 5 average rating, 146 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly " 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, quiet neighborhood. Join us @ Fire pit that is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

23–30 Aug

$189 SGD per night

Guest favourite

Apartment in Pensacola Beach

4.97 out of 5 average rating, 133 reviews

The Flamingo Flat @ Villas on the Gulf

🦩Welcome to the Flamingo Flat! PLEASE READ FULL LISTING. This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach. For great shopping, dining and entertainment you can drive ( less than 3 miles West) to the main hub of P’Cola Beach. Trolley service available during summer months. The beautiful Portofino Island Resort is just 1 mile to the East. MUST BE 25 TO RENT. NO CHILDREN UNDER 12. NO PETS. EARLY CHECK IN MAY BE AVAILABLE FOR AN ADDITIONAL $50.

29 Dec – 5 Jan

$202 SGD per night

Guest favourite

Guest house in Pensacola

4.9 out of 5 average rating, 274 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

30 Sep – 7 Oct

$69 SGD per night

Guest favourite

Guest house in Navarre

5.0 out of 5 average rating, 25 reviews

Never Navarre From Home Cottage

Did someone say white sand beaches? This coastal cottage is a 5 minute drive from Florida's best kept secret, Navarre Beach. Enjoy alone, or with someone special. Featuring a gabled roof/ceilings which opens up this 330sf space. Enjoy a King size murphy bed, that converts into a dining/work table, and wait until you experience this shower...it's WONDERFUL! Centrally located to restaurants, and groceries within walking distance. Everything you'll need for a relaxing stay, all within 5 minutes.

3–10 Dec

$118 SGD per night

Guest favourite

Guest house in Milton

4.99 out of 5 average rating, 114 reviews

Charming Bayou Bungalow - walk to downtown Milton!

Enjoy visiting historic Milton while staying in our comfortable cottage, which is close to everything making it easy to plan your visit. Walk to downtown Milton for live music, festivals, breweries, restaurants. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop New Queen bed with comfy Serta mattress.

9–16 Jan

$138 SGD per night

Guest favourite

Apartment in Navarre

4.96 out of 5 average rating, 57 reviews

Beach Balcony Bungalow

Airbnb Water Front Enjoy the View of Beach Balcony Bungalow *Beautifully waterfront sound 1 bedroom 2nd floor unit * Elevator just steps away for convenience * Free Parking *Private Community Pool w/seating *Private fishing pier, pool, sound front beach, grilling area and picnic tables *Fully Equipped Kitchen with cookware and dinnerware *Flat Screen TV *Keyless Entry *New King Serta bed with plush bedding and ultra soft linens. Bring your family to this peaceful place to stay.

22–29 Jan

$161 SGD per night

Guest favourite

Guest suite in Pensacola

4.98 out of 5 average rating, 251 reviews

The Intendencia Suite

Private guest suite with private entrance, in the heart of Historic Downtown Pensacola. 5 minute walking distance to Palafox, Ferry, bay, Ballpark, festivals, Breweries, restaurants, art, museums and shopping! Perfectly suited for a low stress weekend getaway. I strive to keep my space clean and affordable because I know how expensive travel can be. Quiet residential street close enough to enjoy the fun but far enough away to feel like home. Not suitable for pets or children under 12.

2–9 Sep

$131 SGD per night

Guest favourite

Guest house in Navarre

4.97 out of 5 average rating, 358 reviews

Southern Wind Guest Cottage

Private guest cottage 100 feet from main house. Very quiet; parking 5 steps to entrance. Queen-size bed with mattress topper, sleeps 2. Full bathroom. Full refrigerator with ice maker, microwave, coffee maker, dining table with 2 chairs, new large screen TV receives 300 channels, WiFi, and Netflix. Heating and Air Conditioning controlled by guests. Keyless entry. Excellent location minutes from beach, 5 minutes from Wal-Mart Supercenter, and a few minutes from restaurants.

31 Dec – 7 Jan

$124 SGD per night

Guest favourite

Home in Navarre

4.97 out of 5 average rating, 228 reviews

The No Drama Llama Near the Beach! Family Vacation

Welcome to The No Drama Llama Near the Beach, a charming and unique vacation rental located in beautiful Navarre, Florida. This 3 bedroom, 2 bathroom home can comfortably accommodate up to six guests, making it the perfect choice for families or groups of friends. We cater towards families and small friend groups. The home comes with a fully stocked kitchen and pack-n-play for the kids. We provide some beach toys and supplies for your trips to the sandy shores of Navarre!

30 Oct – 6 Nov

$162 SGD per night

Guest favourite

Guest house in Navarre

4.95 out of 5 average rating, 216 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

One of the new houses on the beach. Where you have beautiful views of the sunrise over the Gulf from your front deck and the sunset over the Santa Rosa Sound from your back deck. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding or just plain relaxing on the "Most Relaxing Place in Florida." All on the sugar white sand beaches of the Emerald Coast. During your stay here you will find yourself in a suite full of amenities.

21–28 Aug

$251 SGD per night

Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 412 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

30 Dec – 6 Jan

$167 SGD per night

Guest favourite

Home in Gulf Breeze

4.88 out of 5 average rating, 178 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

Your family will be close to everything when you stay at this centrally-located home. Private unit in a duplex located about 15 minutes to Pensacola beach, and 20 minutes to Navarre beach! Large fenced in back yard with table and chairs on patio. Wifi is available along with fire sticks to watch movies and TV shows. Full kitchen and coffee maker at your disposal!

15–22 Oct

$126 SGD per night