Holiday rentals with outdoor seating in Santa Rosa Island, Florida

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Why pay downtown hotel prices?

Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking. NO SMOKING!

Redfish Loft, private waterfront Apt. on East Bay

Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on private grill or visit a local seafood restaurant. Secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Never Navarre From Home Cottage

Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

On 30A! New 1BR Apt. w/ KING 10min walk to beach!

Welcome to Boho Bleu! Our newly renovated 1BR apartment ON 30A w/ a private entrance just a 10min. walk to the beach. Enjoy the luxurious king bed, fully stocked kitchen, TV w/ Amazon Firestick, washer/dryer access & private patio. Serene Stallworth Beach (AKA Beach Highlands) just .4mi. away. Walk to 30A favorites such as Stinky's Fish Camp and Elmo's Grill. Enjoy the natural beauty and activities at nearby Topsail Hill Preserve State Park. Book “Boho Bleu” now for your perfect getaway!

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

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.

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!

Bayside Retreat-Panoramic Sunset Views

Bayside Retreat is a renovated 2nd floor one bedroom. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 3 comfortable beds, King, Day Bed w/Trundle and Queen Sofa Bed, along with a large private balcony and fully equipped kitchen. NOW OFFERING 2 NIGHT DISCOUNTED STAYS MAY THROUGH AUGUST. COMPARE TO LOCAL HOTELS AND SAVE HUNDREDS!!!

PX 1105 Next to Florabama, Beachfront Luxury Suite

This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Situated directly on the beach! Parking available from HOA for $70 fee. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.