Family-friendly holiday rentals in Pensacola Beach

4.98 out of 5 average rating, 236 reviews

Cottage in Pensacola

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower

Welcome to good vibes at Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 230 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

4.96 out of 5 average rating, 182 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

4.91 out of 5 average rating, 116 reviews

Soul Shine - a Water Front Condo

Welcome to Soul Shine, a Bay front condo on Pensacola Beach. The perfect place for fun-in-the-sun, relaxation or family time. Enjoy spectacular views on our private balcony, a relaxed setting for morning coffee, dining alfresco, or afternoon sips with the dolphins! Soul Shine has access to a private pier+ the calm waters of Pensacola Bay, cool off in the pool or head to the emerald waters of the Gulf Coast across the street. Grill your fresh catch beachside or lounge by the fire pit.

4.92 out of 5 average rating, 228 reviews

Amazing Condo on Bay, Steps from Gulf of America

Everything included! Recently remodeled waterfront condo with vaulted ceilings located on Little Sabine Bay and steps from the Gulf of America. 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.

4.98 out of 5 average rating, 510 reviews

Guest suite in East Hill

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.

4.93 out of 5 average rating, 188 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

Experience the most beautiful beaches just steps away from your newly remodeled mid-century modern beach condo. The kids (big ones too) will enjoy the Arcade1up PAC-Mania and 70" Flat Screen TV. Our fun condo sleeps 6 comfortably with a King in the master bedroom and two queens in the second bedroom. All beds have brand new 5 star Zinus 12" mattresses, so you'll sleep like a baby:) You'll find the kitchen is fully stocked and ready to support all your cooking needs.

4.99 out of 5 average rating, 141 reviews

Condo in Pensacola

~Seaside Getaway~ Condo in Purple Parrot Resort!

You will enjoy our gated island resort praised for our 5000 sq. ft. outdoor pool with waterfalls and hot tub, a poolside tiki bar with live entertainment. Walk 20 steps out the bedroom door and enter the indoor pool room with hot tub, exercise room and Sauna. A 10 minute walk to the public beach, beautiful emerald coast! Minutes away from Orange Beach, Gulf Shores. Strictly limited to 4 guests. Make some memories at this unique and family-friendly place.

4.96 out of 5 average rating, 138 reviews

2/1.5 Seahorse Hideaway Condo

Only a seashell's throw away from the sugar white sands of Pensacola Beach, this is a newly renovated (post 2021 hurricane seasons) seaside getaway. Clean, cozy, and fully furnished we want you to make this your home away from home to get away from the bustle of the world. Unless you like that sort of thing, then the Pensacola Beach Trolley will happily whisk you into the surfing, shopping, and nightlife at the heart of the beach.

4.93 out of 5 average rating, 451 reviews

Bay View Condo on Pensacola Beach - Great Location

Lovely 1 bed/1 bath, water view condo located on Little Sabine Bay in Pensacola Beach, FL! Relax on the patio as you look out at the tranquil water with the salty breeze blowing in your hair. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk away! You can also easily walk/drive to the bustling boardwalk with shopping and plenty of great restaurants.

Campervan/RV in Gulf Breeze

4.9 out of 5 average rating, 155 reviews

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.