
Family-friendly holiday rentals in Pensacola
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pensacola
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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 pristine 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!

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.

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.

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.

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!

Cozy private studio suite close to beach.
Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Eclectic Private Suite
Welcome to Pensacola!! It's ideally located for easy access to all areas of Pensacola. Tucked into a quiet neighborhood. Your guest suite has it's own entrance independent from the main house. Apple TV, Netflix, Amazon Prime. A brand new Helix mattress for your comfort. Fully equipped with everything a guest may need and furnished with all the amenities necessary to guarantee your stay is as cozy as possible. You'll feel welcome here: we celebrate racial, ethnic and gender diversity.

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.

Studio 54 - a modern beach-town studio
You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

North Hill Guesthouse
This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

Cottage Under the Trees
Quiet, private, secure cottage with kitchen. For sleeping: full bed, twin bed, & sofa (not a sleeper sofa). Will accommodate 3 persons comfortably. Small outside seating area is provided. Few miles from downtown Pensacola. Naval Air Station (NAS), Naval Hospital & Pensacola State College Warrington Campus are within one mile. Fast food is readily available. Walmart is 2 blocks away. Ruby T's, Sonny's BBQ and Waffle House are a few of the nearby restaurants.

Tiny Home Pool View 25 Mins to Beacha
Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.
Popular amenities for Pensacola family-friendly rentals
Family-friendly home rentals with a hot tub

Perry Cottage * POOL*Historic Charm*Dog Friendly

4 BR 3 BTH w/hot tub 4 KING BEDS 2twin beds

Poolside Family Retreat w/ Hot Tub & Game Room

Gulf Breeze getaway w/hot tub, minutes to beach

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

'Coral Reef Cottage' 3BR/2BA w/ Hot Tub!

East Bay Getaway - Studio with Pool & Hot Tub

Flamingo On Fisher In The Heart Of Pensacola
Family- and pet-friendly home rentals

Spacious home between Navarre and Pensacola beach

Cozy Vintage Airstream

Walk To Downtown, Fenced Yard, Games, Fire Pit

Adorable 1 Bedroom Guest House

Winter Escape | Blue Angels & Pensacola Pool Home!

The Bayou Boutique Studio

East Pensacola Heights Casita

Walkable + Luxe ~ 1BR Guesthouse w/ Fire Pit+Grill
Family-friendly home rentals with a pool

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Come stay at Seas~the~Day!! 6th Floor magic!

The Pine House Pace, FL

Sunny Large Two Bedroom Townhouse - Pool

Turn & Slip Inn w/pool to this luxe 3BR townhouse

Historic Downtown Bayfront Home Pool Mins to Beach

Saltwater Pool! Cottage-Mins to Downtown & Beaches

Pelican's Perch @ Villas on the Gulf
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $153 SGD | $157 SGD | $171 SGD | $167 SGD | $182 SGD | $201 SGD | $210 SGD | $173 SGD | $158 SGD | $164 SGD | $162 SGD | $158 SGD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about holiday rentals that are family-friendly in Pensacola

Total holiday rentals
Explore 750 holiday rentals in Pensacola

Nightly prices starting at
Pensacola holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 35,760 verified reviews to help you choose

Pet-friendly holiday rentals
Find 290 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
440 properties have a dedicated workspace

Wifi availability
750 of Pensacola holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pensacola rentals

4.8 Average rating
Pensacola stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Pensacola’s top spots include Pensacola Museum of Art, Palafox Market and Bruce Beach
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- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Gulf Shores Shrimp Fest
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Gulfarium Marine Adventure Park
- Alabama Point Beach
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Adventure Island
- Fred Gannon Rocky Bayou State Park




