Family-friendly holiday rentals in Santa Rosa Island, Florida

Beach House w/ ALL Gear Included | Walk to Water

This family friendly coastal beach vacation rental located on the “sound side” just footsteps from the sand and water, offers calm waterfront access, a large backyard, and premium included amenities such as paddleboards, kayaks, bikes, cooler, beach chairs, towels, blanket, fishing poles, BBQ grill. Walkable to restaurants, beach bars, food trucks, and park, with Navarre Beach and the longest pier minutes away. Enjoy breathtaking views, sunrises, stunning sunsets, and frequent dolphin sightings.

Snow's Surf Shack

Welcome to your beach get away! Beautiful house within walking distance (1.5 miles. 1.2 miles is walking over the causeway with protected paths on each side)to the sugary white sand of Navarre Beach, waves of the Navarre sound, many restaurants and more! Amenities galore! Two covered decks for relaxing, fire pit for cozy evening relaxing and a screened in porch along with outdoor lighting. Enjoy a bike ride to the beach or a snooze in the backyard hammock at the end of the day. Room to sleep 6.

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.

Kokomo Key - 2 minutes to 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!

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

100 ft to sand, Corner unit, Hot Tub, Garden view

Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Gulf & Bay View- King Bed - Beach Chairs+Wagon

Enjoy views of both the Gulf and Bay from your private balcony. Relax in this beachside condo with a distant gulf view, a view of the bay and easy access to Navarre’s white sand. Perfect for couples or small families, the space comfortably sleeps 4 and can accommodate up to 5 with a sleeper sofa. Enjoy a king bedroom, hallway bunks for kids, and a short walk to the beach—without paying beachfront prices. Clean, comfortable, and designed for a stress-free getaway.

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!

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

The Backyard Cottage

Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

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