
Holiday rentals in Santa Rosa County
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Top-rated holiday rentals in Santa Rosa County
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East Bay Getaway - Studio with Pool & Hot Tub
Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

Enjoy The Journey #1 - Near Beaches, River & I-10
Your family will be close to everything when you stay at this centrally-located home. This new construction home is perfect for a family vacation or visiting friends. The location is central to beautiful beaches, rivers, culture and only a 3 min drive to I-10. The 3 bed/2 bath home has all the amenities you are looking for plus a cozy outdoor firepit area to enjoy Florida evenings with family and friends. There are beautiful historical homes and great parks and bike paths only minutes away.

The Pine House Pace, FL
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!

Kokomo Key on Navarre Beach - Private Pool
If you've been searching for Kokomo Key... Here it is—your tropical escape to the islands 🌴. White sand, turquoise waters… it’s got all the vibes of a place where time slows down and the only agenda is relaxation. Relax with the whole family at this peaceful beach house with a private pool, hammocks, unobstructed views of Santa Rosa Sound, and a 2-minute walk to the stunning Gulf beaches! We are pet friendly, but please remember to let us know you are bringing your pets by checking the box!

The Starlight-3mi to Beach
Unique & private suite for two, Pensacola Beach is 8 minutes away. Speedy wifi, fenced patio, grill, & garden. This suite includes a minisplit for air/heat & a tankless water heater. Attached to the brick house, & totally private with a privacy fence, hear the rain drops on the tin roof. Queen memory foam bed, 70" Samsung TV w/Roku, thermal blinds. Must be willing to stay regardless of rain drops on the tin roof, or lightning and torrential rain on a tin roof in a room of glass. Enjoy!

Daze Off Navarre
Step into your cozy tropical vacation. Fifteen minute drive to emerald coasts most beautiful white sandy beaches. Whether you're here for business, a romantic getaway, or quality time with the family we think our home will be perfect. We offer a spacious living room with plenty of activities. Master suite contains a large comfortable king bed with large smart tv and walk in closet. Guest bedroom has two twin beds. Kitchen has all the appliances you'll need to make you feel right at home.

Regency end unit, discounted fall/winter rates!
We've gone to great lengths with extensive recent renovations to make our condo feel like a full 5-star experience - just read the reviews! There are several things that set our unit apart from others, most notably the incredible views in two directions! Add in beach chair service (March through October), along with new appliances and other renovations that are too numerous to list fully, and you have one of the best beach vacation experiences imaginable without spending a small fortune!

That Purple Place
Forget your worries in this 3 bedroom retreat in a quiet beach community! Only a short drive to the beach, and close to nearby stores and restaurants. Explore serene Navarre beach, and venture to Pensacola or Destin for shopping, the Gulfarium, or a stroll through historic downtown! That Purple Place is recently renovated, and is equip with new sofas (including a sleeper sofa) in the living room. The master has a king sized bed and the other two bedrooms each have one queen sized bed.

Serenity on the Santa Rosa Sound
Serenity on the Sound is the perfect place for your next getaway. Enjoy your private balcony overlooking the Santa Rosa Sound. Bring your water toys (kayak, paddle board or raft) or just a towel to enjoy the sandy white beach just a short walk away from your charming apartment. Full kitchen and bath, private laundry, 1 bedroom with queen size bed, cozy living room and dining. Located minutes from the beautiful white sands of Navarre Beach. Guests must be able to use stairs.

Siesta Cottage on the Blackwater
Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

Renovated Close to Navarre Beach
Newly Renovated, Entire place, one side of duplex in residential area. Only 4 miles to Navarre Beach. Fully equipped kitchen has stainless steel appliances, granite counter tops and solid wood cabinets The two bathrooms have solid wood cabinets with granite counter tops. Both bedrooms have a queen bed. Living room and bedrooms have smart TVs. There is a private fenced yard (not shared) with private shaded patio and covered porch. Yard Checker board and Ring toss.

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.
Popular amenities for Santa Rosa County holiday rentals
Other great holiday rentals in Santa Rosa County

Come chill in the pool or walk to the beach!

Beachfront access & Pool! Snowbirds welcome!

Modern Oasis

Elegant Coastal Guest Suite Near Pensacola Beach

The Wandering Path Yurt #1

The Surf Club at Navarre Beach

Lighthouse Retreat

Peaceful Cottage on a Shaded Lot
Destinations to explore
- Hotel rooms Santa Rosa County
- Rentals with a kayak Santa Rosa County
- Rentals with a patio Santa Rosa County
- Motorhome rentals Santa Rosa County
- Guest house rentals Santa Rosa County
- Rentals with breakfast Santa Rosa County
- Rentals with an EV charger Santa Rosa County
- Rentals with a washing machine and dryer Santa Rosa County
- Pet-friendly rentals Santa Rosa County
- Rentals with a hot tub Santa Rosa County
- Family-friendly rentals Santa Rosa County
- Fitness-friendly rentals Santa Rosa County
- Villa rentals Santa Rosa County
- Rentals with pools Santa Rosa County
- Apartment rentals Santa Rosa County
- Rentals with an accessible-height toilet Santa Rosa County
- Beachfront rentals Santa Rosa County
- House rentals Santa Rosa County
- Rentals with a fireplace Santa Rosa County
- Rentals with lake access Santa Rosa County
- Rentals with outdoor seating Santa Rosa County
- Rentals with a firepit Santa Rosa County
- Flat rentals Santa Rosa County
- Townhouse rentals Santa Rosa County
- Waterfront rentals Santa Rosa County
- Rentals with beach access Santa Rosa County
- Loft rentals Santa Rosa County
- Tiny house rentals Santa Rosa County
- Rentals with a sauna Santa Rosa County
- Private suite rentals Santa Rosa County
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- OWA Parks & Resort
- Pensacola Beach
- Opal Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf Breeze Zoo
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Henderson Beach State Park
- Village of Baytowne Wharf
- Flora-Bama Lounge
- The Boardwalk on Okaloosa Island
- HarborWalk Village
- Johnson Beach
- Jade East Towers
- Pensacola Bay Center
- Destiny East
- Lost Key Golf Club
- Pensacola Beach Boardwalk




