Holiday rentals with a fireplace in Santa Rosa Island, Florida

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

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.

High-End Beachfront Condo w/Breathtaking Gulf View

Experience an unforgettable beach escape at "Emerald Paradise." This 3-bedroom/2-bath condo on the fourth floor provides stunning views of emerald waters & sugar-white sands along the Gulf coast. Recently renovated, this gem offers a stylish interior & a private 30-foot balcony- an ideal spot for dolphin watching, soothing sounds of crashing waves and breathtaking sunsets 7 Min Drive to Destin Harbor 8 Min Drive to Destin Commons 9 Min Walk to Big Kahuna’s Experience Destin & Learn More Below

Gulf Breeze getaway w/hot tub, minutes to beach

Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Family Beach Retreat! Game Rm, Big Porch, Sleep 11

Perfect family holiday getaway! Cute and cozy 3 bedroom 2 bath bungalow for large families in a peaceful and quiet neighborhood, just one walkable block from the Santa Rosa Sound waterfront and Boat Ramp, conveniently located between Pensacola and Navarre Beaches. Come enjoy the nearby white sugar sand and crystal clear emerald gulf coast waters a few miles by car, the spectacular year-round fishing, the Gulf Breeze Zoo (5 minute drive!) and endless other entertainment options in the area

Shellfish Beach House - Great Getaway!

Welcome to the Shellfish Beach House. Our home is a quiet retreat just 3 miles from Navarre Beach, voted one of Florida's top 10 beaches. You will have the run of this three bedroom two bathroom home which features a king size bed, a queen sized bed and two twin beds and tons of amenities. For additional guests we can provide an air mattress.The home is also equal distance to Destin or Pensacola so you will enjoy easy access to a wide selection of what the Gulf Coast has to offer.

Half duplex 300 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Pet friendly 2 story island style townhome only 300 steps (4 min walk) from the beach • Free cruise ticket per night of stay! (for stays under 7 nights ) • Safe and quiet neighborhood with a large pool close to all shops and restaurants • Beach gear, workspace, 4K smart TVs in every room Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Endless Summer on Beleza, minutes to beach

Enjoy our home away from home only 2.9 miles from beautiful Navarre Beach (positioned between Destin and Pensacola) and 1 mile from grocery shopping. (also close to restaurants, and Walmart). This newly remodeled 4 bedroom 2 bath home is open and inviting offering great meeting spaces between kitchen, dinning and living room. The large fenced yard offers patio dining and plenty of outdoor entertainment options with the fire pit and propane grill.

Townhome A w/hottub in downtown, mins to beach

Pet Friendly! Property located in upscale East Hill historic area Restaurant’s/activities/entertainment minutes away in downtown Pcola. Fenced in backyard, deck/Hottub/outdoor shower, bikes/grill/firepit. Several parks in walking distance including the Bayfront. $120 (per) pet fee paid directly to the host after checkin. Less than 10 min drive to Pcola beach. 24ft boat/w Capt available for day inter coastal excursion, no fishing