Vacation rentals in Santa Rosa County

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Top-rated vacation rentals in Santa Rosa County

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

Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 128 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.

Dec 6 – 13

R2,762 ZAR per night
Guest favorite

Home in Pace

4.94 out of 5 average rating, 124 reviews

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!

Sep 20 – 27

R5,160 ZAR per night
Guest favorite

Tiny home in Milton

5.0 out of 5 average rating, 43 reviews

The Sunset Cottage

Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

Sep 8 – 15

R1,950 ZAR per night

Popular amenities for Santa Rosa County vacation rentals

Other great vacation rentals in Santa Rosa County

Guest favorite

Tiny home in Milton

4.92 out of 5 average rating, 60 reviews

Tucked Away Tiny

Jan 31 – Feb 7

R1,559 ZAR per night
Guest favorite

Condo in Pensacola Beach

4.99 out of 5 average rating, 85 reviews

307 Last Minute Deal Apr 7th~Gulf/Beach Front view

Feb 8 – 15

R2,996 ZAR per night
Guest favorite

Home in Milton

4.95 out of 5 average rating, 44 reviews

From our garden house to yours...

May 1 – 8

R1,813 ZAR per night
Guest favorite

Home in Milton

5.0 out of 5 average rating, 55 reviews

Tropical garden with bar

Aug 9 – 16

R2,635 ZAR per night
Guest favorite

Guest suite in Pace

4.96 out of 5 average rating, 83 reviews

Lovely Guest Apartment

Apr 24 – May 1

R1,943 ZAR per night
Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 86 reviews

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool

Dec 1 – 8

R3,016 ZAR per night
Guest favorite

Camper/RV in Milton

4.96 out of 5 average rating, 23 reviews

Rogue Armored

Apr 9 – 16

R1,249 ZAR per night
Superhost

Cottage in Milton

4.83 out of 5 average rating, 40 reviews

Juniper Creek Cottage — on 10 acres with a creek!

Feb 22 – Mar 1

R2,259 ZAR per night
Superhost

Guesthouse in Pensacola Beach

4.82 out of 5 average rating, 72 reviews

Sonoran Mermaid’s Guest Suite

Jan 29 – Feb 5

R1,789 ZAR per night
Guest favorite

Home in Bagdad

4.95 out of 5 average rating, 44 reviews

Enjoy The Journey - Near beaches, river & I-10

Aug 15 – 22

R3,072 ZAR per night
Guest favorite

Apartment in Pensacola Beach

5.0 out of 5 average rating, 9 reviews

Sandy Feet Retreat

Jul 17 – 24

R2,739 ZAR per night
Guest favorite

Home in Pensacola

5.0 out of 5 average rating, 20 reviews

The Lantana Leisure : A Lavish Central Vibe!

Jan 26 – Feb 2

R1,858 ZAR per night

Destinations to explore