
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.

GOOD VIBES @ COCO RO! Outdoor Shower+Hammock+Porch
Welcome to good vibes @ Coco Ro "Surf Shack" - your cozy, beachy retreat in downtown Pensacola! This designer 2-bedroom cottage offers laid-back comfort just a stone’s throw from the heart of downtown. Only 1 mile to trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! ・Seasonal outdoor shower ・XL hammock ・Smart TV ・Washer/Dryer ・Private yard ・Free driveway parking *Outdoor shower closed in colder months *Tap the ❤ in the top right to save

Cozy Bayou Cottage - 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 Cozy Bayou Cottage 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!

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS
WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

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.

Why pay downtown hotel prices?
Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking.

Luxe Downtown Studio Apartment
Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

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.

Serving Vitamin SEA! Ground floor BEACHFRONT views
Welcome to Perdido Skye!! Our property location is 13785 Perdido Key Dr. Pensacola, FL, 32507. Unit G1. We fell in love with this ground floor, cozy condo with views that connect you to the sugar-white sand beaches and sparkling blue gulf waters. Our corner unit fills the rooms with sunshine and lots of Vitamin SEA and is very accessible to the pool, ocean, grilling area and parking. No hassle or waiting for elevators. HAPPY BEACHING!! Sincerely, Steven and Rebekah

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 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

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.

The Carriageway Cottage -Close to Pensacola Beach!
Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Tiny Cabin in the Heart of Pcola! Free WIFI
Welcome to Aspen at The Oasis! The greenery surrounding this tiny cabin makes it feel like it's in the country yet it's only minutes to downtown, shopping, dining, the mall, and PNS airport. Pensacola beach is only 20 minutes away. Amenities include a full kitchen, large deck, WiFi, Roku TV with Netflix, Washer/Dryer, and Keurig coffee maker. Enjoy a peaceful stay with reasonable cleaning fees and no chore lists!
Popular amenities for Pensacola family-friendly rentals
Family-friendly home rentals with a hot tub

Gulf Breeze getaway w/hot tub, minutes to beach

March Discounts! Lost Key 3BR Beach/Pool/Golf Stay

Poolside @ Resort with Heated Pool, near Beach

Updated Coastal Chic Villa @ Purple Parrot Resort

Waterfront Sunsets

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

Poolside Retreat, Hot Tub, 5 min to beach

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
Family- and pet-friendly home rentals

Walk To Downtown, Fenced Yard, Games, Fire Pit

Charming home, 10 min drive to Pensacola Beach

Comfortable Downtown Stay • Pet Friendly Yard

Charming Getaway | 12 minutes to Beach

Gypsy Rose near the beaches

*Tree House* on the Creek- Midtown Pensacola!

East Hill Chillin'

Waterfront with kayaks* Blackwater River Shanty
Family-friendly home rentals with a pool

Beautiful Paradise Home - 1 Mile From Beach - POOL

Stunning Gulf Views, Relaxing Family Beach Retreat

Waterfront, beach, dock - your Salty Air Retreat!

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

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

Pensacola Beach Condo w/ Great Views (F12)

Pelican's Perch @ Villas on the Gulf

La Playa Esmeralda - Panoramic Sunset Views
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 SGD | $153 SGD | $167 SGD | $163 SGD | $179 SGD | $196 SGD | $205 SGD | $170 SGD | $155 SGD | $153 SGD | $156 SGD | $155 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 780 holiday rentals in Pensacola

Nightly prices starting at
Pensacola holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 37,000 verified reviews to help you choose

Pet-friendly holiday rentals
Find 310 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
770 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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