Vacation rentals in Santa Rosa County

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Top-rated holiday rentals in Santa Rosa County

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

Guest favourite
Home in Pace
Luxury, Romantic, Unique Retreat: Beach, River
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 with our HUGE WATERFALL shower, 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!
17–24 Oct
$506 NZD per night
4.94 out of 5 average rating, 122 reviews
Guest favourite
Condo in Pensacola Beach
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.
25 Oct – 1 Nov
$345 NZD per night
4.97 out of 5 average rating, 128 reviews
Guest favourite
Guesthouse in Milton
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.
1–8 Jan
$186 NZD per night
4.99 out of 5 average rating, 109 reviews

Popular amenities for Santa Rosa County holiday rentals

Other great holiday rentals in Santa Rosa County

Guest favourite
Apartment in Milton
Luxury Apartment w/ Private Deck
18–25 Dec
$192 NZD per night
4.95 out of 5 average rating, 44 reviews
Guest favourite
Tiny home in Milton
Tucked Away Tiny
28 Sep – 5 Oct
$156 NZD per night
4.9 out of 5 average rating, 61 reviews
Guest favourite
Tiny home in Milton
The Sunset Cottage
4–11 May
$180 NZD per night
5.0 out of 5 average rating, 43 reviews
Guest favourite
Condo in Pensacola Beach
307 Special Deal April 7th ~Gulf/Beach Front views
19–26 Feb
$359 NZD per night
4.99 out of 5 average rating, 85 reviews
Guest favourite
Condo in Pensacola Beach
Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
9–16 Dec
$295 NZD per night
4.96 out of 5 average rating, 85 reviews
Guest favourite
Home in Milton
Waterfront with kayaks* Blackwater River Shanty
11–18 Oct
$256 NZD per night
4.98 out of 5 average rating, 55 reviews
Guest favourite
Home in Pensacola Beach
Modern 3 Bed/2 Bath Cottage
13–20 Dec
$670 NZD per night
4.97 out of 5 average rating, 33 reviews
Guest favourite
Townhouse in Pensacola Beach
Unobstructed Beach View End of Island - Private
13–20 Oct
$654 NZD per night
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Pensacola beach
Island Life Beach House!
29 Oct – 5 Nov
$555 NZD per night
4.96 out of 5 average rating, 23 reviews
Superhost
Apartment in Pensacola Beach
Gulf front @ Emerald Isle! Heated pool~Sleeps 6~
12–19 Nov
$439 NZD per night
4.89 out of 5 average rating, 76 reviews
Guest favourite
Condo in Pensacola Beach
Beachfront/Pools-1 Heat/HotTub/Gym/Sauna/FreePrkng
15–22 Jan
$480 NZD per night
4.97 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Pensacola Beach
Condo on Pensacola Beach
5–12 Dec
$632 NZD per night
4.96 out of 5 average rating, 27 reviews

Destinations to explore