Family-friendly holiday rentals in Pensacola Beach

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Top-rated family-friendly rentals in Pensacola Beach

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Mary Esther

4.9 out of 5 average rating, 182 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.

Superhost

Home in Pensacola

4.86 out of 5 average rating, 134 reviews

Blue Heaven: Wonderful Waterfront Unit with Kayaks

Welcome to Blue Heaven! This lovely waterfront home sits directly on a calm, shallow cove of Perdido Bay, providing GORGEOUS views & the perfect place for families to relax, swim, & paddle safely, all directly behind the house. This 2 bed/2.5 bath sleeps up to 6 & includes a full kitchen, laundry, 2 kayaks, a paddle board, a water mat, & more! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming, etc, or take a quick drive to Perdido Key Beaches, dining, and more!

Guest favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 294 reviews

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.

Guest favourite

Guest suite in Downtown Pensacola

4.86 out of 5 average rating, 325 reviews

Downtown Tropical Hideaway, Walk to Eat & Shop

Lovely private hideaway, securely located on the 2nd floor of an 1890's Victorian home & only a 15 minute drive to the world's most beautiful beaches. An easy walk to restaurants, bars & museums of downtown Pensacola, named one of "10 Best Streets in America". Tropical art adorns the walls & an antique claw foot tub has treetop views. WiFi, Roku TV, fridge, microwave, toaster oven & coffee maker along with beach gear & bicycles are provided. Check in anytime with the combination lock box.

Guest favourite

Condo in Pensacola Beach

4.93 out of 5 average rating, 198 reviews

Amazing Condo on Bay, Steps from Gulf of Mexico

Everything included! Recently remodeled waterfront condo with vaulted ceilings located on Little Sabine Bay and steps from the Gulf of Mexico. Enjoy coffee and cocktails on an amazing balcony overlooking the Bay. Walk or bike to shopping, dining, and the Gulfside. 1 bedroom condo with a loft. The open concept living/kitchen has a 7' island. Beds include King in master, queen in the loft and a queen sofa bed. 1 covered parking spot . 2 bikes 2 Inflatable paddle boards also included.

Guest favourite

Guest suite in East Hill

4.98 out of 5 average rating, 457 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Guest favourite

Condo in Pensacola Beach

4.94 out of 5 average rating, 231 reviews

Newly renovated condo with amazing water views!

Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers a fully stocked kitchen, luxury linens, and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.

Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 455 reviews

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.

Guest favourite

Condo in Destin

4.9 out of 5 average rating, 144 reviews

Beach Condo on the White Sands - Renovated

Welcome to your premium vacation rental at the Pelican Beach Resort! This 18th-floor condo is located directly on the white sands of Destin and it offers unobstructed & boundless views of the beach and the ocean. Our beach-themed decoration serves as an eclectic modern and traditional coastal style. The remodeling process has been completed in 2020, and some new upgrades have been made by the end of 2022. It is a perfectly refreshing getaway for your family!

Superhost

Rental unit in Navarre

4.8 out of 5 average rating, 238 reviews

Casa Blue Jay

Walking distance from the beach facing the Gulf of Mexico or Santa Rosa Sound. The beach by the bay is great for small children. Come and enjoy our Beach Home, mins away from major shopping & tourist attractions but most importantly not all the hustle/traffic of neighboring cities; Destin & Pensacola. All essential amenities are provided. HOA does not allow any RV, ATV, golf cart, jet skis and trailer hitches in the parking lot.

Guest favourite

Condo in Destin

4.93 out of 5 average rating, 271 reviews

Pool paradise with 75" TV - close to beach

Newly renovated (2023) condo with spectacular pool area close to the beach. *NO EARLY CHECK INS POSSIBLE DURING HIGH SEASON (March-October) during off season it depends on booking situation (back2back bookings) *RESORT FEE: charged separately a few days before check in. Not included in the price shown.

Guest favourite

Condo in Fort Walton Beach

4.96 out of 5 average rating, 112 reviews

Ocean Front, Corner Unit, Wi-Fi, 2BR, 2 BA

Your Perfect 180º Beach View: The View from this 4th floor unit is breathtaking. Having the advantage of a corner unit, you can see all the way down to the inter-coastal waterway without any buildings blocking your view. 2 BEACH CHAIRS & 1 UMBRELLA RENTAL INCLUDED (March 1 - October 31)