Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Guest favourite

Cabin in Mary Esther

4.91 out of 5 average rating, 200 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

Top guest favourite

Guest suite in Gulf Breeze

4.94 out of 5 average rating, 218 reviews

Upscale Peaceful Suite,PVT Entry,Nice NBHD&Beaches

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.

Guest favourite

Townhouse in Navarre

4.96 out of 5 average rating, 109 reviews

Waterfront, beach, dock - your Salty Air Retreat!

Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

Top guest favourite

Guest house in Gulf Breeze

5 out of 5 average rating, 18 reviews

Pause, go refreshed! Gulf Breeze

"Pause, go refreshed" is a 1950's Coke slogan that perfectly ties together our bayside paradise with our quirky collection of classic coke memorabilia. "Refreshed" is exactly how we want our guests to feel when they come to visit and relax. Situated in a beautiful neighborhood, just 2 miles from the white sands of Pensacola Beach, our spot provides the perfect place for families to safely swim, sunbathe, and play. This 2 bed/1 bath sleeps up to 4, has a full-size fridge & efficiency kitchen.

Guest favourite

Tiny home in Gulf Breeze

4.94 out of 5 average rating, 200 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

Top guest favourite

Guest house in Pensacola

4.99 out of 5 average rating, 178 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block over from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Top guest favourite

Apartment in Navarre

4.98 out of 5 average rating, 45 reviews

Short Walk to Beach - Sunset Views - Beach Gear

Experience a restful and relaxing beach getaway at Navarre Beach Landing! The refreshing teal colors and beach décor highlight Navarre and welcomes you in. Take a plunge in the unique outdoor pool. Your stay is well appointed with amenities that include a fully stocked kitchen, games, beach items, a 55" Roku smart TV, fireplace, a private bedroom with attached master bathroom, and a balcony to enjoy your drink while watching the sunset. Beach access is directly across the road.

Top guest favourite

Guest suite in Gulf Breeze

4.96 out of 5 average rating, 183 reviews

Sweet Suite 3 mi-Pcola Beach

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

Top guest favourite

Boat in Pensacola

4.98 out of 5 average rating, 40 reviews

Classic Boatel Yacht

This memorable place is anything but ordinary. Experience a unique getaway aboard our charming 1977 Boatel Yacht, a 47-foot classic docked on a private dock in Bayou Grande. Perfectly positioned for a serene retreat, the boat offers rustic elegance and craftsmanship, blending modern comfort with timeless style. Enjoy breathtaking views, bird watching and the excitement of watching the Blue Angels practice from the nearby base. Only 15 minute drive to downtown Pensacola.

Top guest favourite

Home in Milton

4.95 out of 5 average rating, 167 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

Apartment in Santa Rosa Beach

4.91 out of 5 average rating, 173 reviews

1bd/2ba~ Right on 30A! Walk to beach!

Stay at ‘Happy Hour Hideaway’ & leave your worries behind! Located on infamous Highway 30a, you will love staying so close to the action while still enjoying the seclusion of this complex. This is a 1Bedroom + hallway bunks/ 2 bathroom condo, located on the first floor of the complex. For your convenience, we provide beach chairs, beach towels and a cart for you to easily make the short walk to the beach. There is a fully stocked kitchen & stackable W/D!

Guest favourite

Campervan/Motorhome in Gulf Breeze

4.91 out of 5 average rating, 143 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.