Family-friendly holiday rentals in Santa Rosa Island, Florida

Beach Cabin located 3 miles from Navarre Beach

This cozy beach cabin is nestled in the heart of Navarre only 3 miles to Navarre Beach. The cabin offers plenty of indoor & outdoor accommodations, from setting up your hammocks under the enormous oak trees, to roasting smores around the stone fire pit at sunset, to enjoying breakfast in a fully screened wrap around porch. It is nestled on a 1/2 acre fenced lot perfect for families and pets to explore. *5% tourism tax will be added to your booking, pet fee is $125, security cameras on property.

East Bay Hideaway — A Private Waterfront Escape

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

COCO RO Downtown! Outdoor Shower, Hammock+Parking!

Welcome to good vibes at Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s pristine, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

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.

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

Heated saltwater pool | Pet Friendly | Family home

Welcome to Whispering Sands, your ideal retreat for family relaxation. This centrally located Gulf Breeze oasis offers proximity to shopping, dining, the Gulf Islands National Seashore, and Pensacola Beach's pristine shores, all within a 10-minute drive. Step into a rejuvenated space adorned with new furnishings, flooring, and a fresh paint scheme. Bask in the serenity of the enclosed outdoor seating area or take a refreshing dip in the heated saltwater pool. Your tranquil escape awaits!

89.HotzAvenue - Downtown Grayton Beach 1

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

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. Unwind with a book in our 7 ft sitting window, watch the pines sway through the expansive living room windows, or gather with friends for dinner at the outdoor dining area. No matter the reason, the Pine House is for you!

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!

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

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!!!