Holiday houses in Santa Rosa County

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Top-rated holiday rentals in Santa Rosa County

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Guest favourite

Campervan/RV in Navarre

4.86 out of 5 average rating, 170 reviews

Bayfront Forest Camper with kayaks/nature trail

The best of both worlds. Our 11-acre waterfront family’s retreat is the ideal getaway for outdoor enthusiasts and beach lovers. With RVs on the front of the property and the occasional tent camper dispersed through out the acreage, you’ll enjoy time away from the crowds walking the mulched trail to the water or using the two kayaks provided for guest use. We offer additional experiences. Outdoor brunch for two/group, afternoon teatime, boho picnic, s’mores bundles, etc. Message with interest.

Top Guest favourite

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 236 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Top Guest favourite

Home in Pace

4.94 out of 5 average rating, 205 reviews

THE PINE HOUSE *September Specials*

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 in our backyard SITTING POOL, 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!

Top Guest favourite

Guest suite in Gulf Breeze

4.9 out of 5 average rating, 106 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.

Top Guest favourite

Guesthouse in Milton

4.99 out of 5 average rating, 147 reviews

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. 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. Queen bed with comfy Serta mattress.

Guest favourite

Home in Gulf Breeze

4.93 out of 5 average rating, 141 reviews

Stylish Coastal Home | 10min from Pensacola Beach!

Welcome to the Villa ! Modern and newly renovated 2 bed 2 bath (6 guests) Home located in the heart of Gulf Breeze! Centrally located near the beautiful white sands of Pensacola Beach (3 miles) , and shopping of Gulf Breeze. Enjoy a peaceful stay with a private back patio with outdoor seating and lights designed for summer nights. Welcome to our cozy vacation rental featuring brand new kitchen appliances and a fully stocked coffee bar. We look forward to hosting your vacation ! - Sonya

Top Guest favourite

Home in Milton

4.96 out of 5 average rating, 190 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

Guesthouse in Pensacola

4.96 out of 5 average rating, 189 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

Home in Gulf Breeze

4.91 out of 5 average rating, 292 reviews

Beach Barn 5min to Pcola Beach

Relax and Enjoy our charming Beach Barn home in Gulf Breeze, Florida; the perfect vacation base for Pensacola area exploration! You'll have the entire home to yourselves, which can comfortably accommodate up to 4 adults. This is the perfect spot to access everything the area offers; near famous beaches, parks, shopping, & eating. It's sparkling clean and super cute! Perfect for families or friends who want all the amenities: where Life's a Breeze!

Guest favourite

Cabin in Gulf Breeze

4.91 out of 5 average rating, 540 reviews

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

Guest favourite

Campervan/RV in Gulf Breeze

4.9 out of 5 average rating, 156 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

Home in Gulf Breeze

4.96 out of 5 average rating, 79 reviews

The Driftwood Retreat II

This warm and welcoming house is centrally located between Pensacola Beach, Navarre Beach and the National Seashore. It is within a few minutes walk (.2 miles) from private neighborhood pier and beach access on the Santa Rosa Sound! The house is in a quiet, safe and secluded cul-de-sac, on a green-belt with tons of privacy, and still easy access to beaches, shopping, and great restaurants.