Family-friendly vacation rentals in Downtown, Pensacola

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Top-rated family-friendly rentals in Downtown, Pensacola

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

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Guest favorite

Bungalow in Pensacola

4.97 out of 5 average rating, 704 reviews

•Sanctuary of Light•

A unique space, perfect for 2, accentuating the balance between natural and modern living. A block away from the peaceful bayou, a 5 minute drive from the quaint downtown district, and a 12 minute drive to our beautiful white sand beaches. Our neighborhood stands as one of the safest and most centrally located areas in Pensacola. The Sanctuary is complete with a kitchenette, back patio and plenty of fresh sunlight. Note that we do NOT have a TV as our hope is to offer a peaceful space to unplug!

Jul 19 – 26

R2,699 ZAR per night

Guest favorite

Guest suite in Pensacola

4.96 out of 5 average rating, 270 reviews

EastHill Bungalow #3 Pet Friendly(4 units on site)

Historic East Hill, PRIVATE ENTRANCE/ALL SPACE IS PRIVATE, PET FRIENDLY, off street parking, bathroom/shower, QUEEN bed, kitchenette (toaster, MW, Lrg. frig, coffee maker, blender), living room with sofa bed, 2 smart TVs, private patio/seating/gas grill, Laundromat 1/2 blk, grocery 4 blks, downtown 4 min, Beach 15 min, many restaurants 3-4 mins, DOG PARK/DOG BEACH 10 blocks, 3 other units (#4 full kitchen/laundry/king bed, #2 queen bed/sofa bed/kitchenette, #1 king bed/tub&shower/kitchenette)

Sep 14 – 21

R1,768 ZAR per night

Guest favorite

Guesthouse in Pensacola

4.9 out of 5 average rating, 275 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.

Apr 11 – 18

R1,340 ZAR per night

Guest favorite

Home in Pensacola

4.87 out of 5 average rating, 191 reviews

Great Private Home Near Downtown ~15 Min to Beach

Great historical Pensacola home with vintage charm & modern comfort. Our favorite part is the Beautiful Kitchen and private Backyard! Enjoy the gas BBQ grill out on the deck or chill in the hammock underneath the palm trees. A welcoming space to spend time with family & loved ones. Enjoy a fun unique atmosphere with a mix of new & vintage furniture & art. Convenient location close to Downtown Palafox Pier, Pensacola Bay Center, NAS Navy Base, local area hospitals, 15 mins from Pensacola Beach.

Feb 24 – Mar 3

R3,195 ZAR per night

Guest favorite

Home in Pensacola

4.9 out of 5 average rating, 164 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

Feb 19 – 26

R5,380 ZAR per night

Guest favorite

Loft in Pensacola

4.95 out of 5 average rating, 258 reviews

Upstairs on Palafox - Downtown Pensacola

This private, spacious downtown Pensacola loft sits right in the heart of the rich downtown historical district. Being over 100 years old (but recently renovated on the inside) this space will bring you back to the time when everything was made of brick and wood. The location could not be more perfect, as you are right downtown but also just 10min away from the beach - expect normal city noises. Large Palafox balcony right on Palafox St; Great for large parties and entertaining/nightlife.

Sep 12 – 19

R11,808 ZAR per night

Guest favorite

Guesthouse in Pensacola

4.98 out of 5 average rating, 240 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

This cozy one bedroom one bathroom guest house is waiting for you! The guest house is tucked away in a quiet neighborhood in our backyard and includes a kitchenette with washer and dryer. Stay a little while or a while! We have a big fenced in backyard for your pet to play in, a pool to swim in, a grill to cook on, a hot tub to soak in, a firepit to sit by and a hammock to nap in. It's time to Relax! We are just a 16 mile drive to the beach. We would love for you to come and visit!

Nov 21 – 28

R2,736 ZAR per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 407 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.

Jul 7 – 14

R2,460 ZAR per night

Guest favorite

Condo in Pensacola Beach

4.95 out of 5 average rating, 208 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.

Nov 24 – Dec 1

R2,999 ZAR per night

Guest favorite

Place to stay in Pensacola

4.93 out of 5 average rating, 151 reviews

Private Suite South A St , downtown Pensacola

Guests have a dedicated private entrance and space, bedroom master suite with extra living room area/kitchenette, secured from the rest of the house with a locked Barn door in a shotgun house in historical neighborhood West of downtown built in 2016. Lg shaded deck, lovely garden,. Good location for business & pleasure, 7 blocks from downtown. Walk to Joe Pattii's seafood, Bruce Beach & Martitime Park Stadium. Very comfortable & supplied well. Easy access/well lit. Safe

Jul 9 – 16

R1,857 ZAR per night

Guest favorite

Guest suite in Pensacola

4.88 out of 5 average rating, 415 reviews

Pelican Nest Oasis-Heated Pool/Jacuzzi Tub

Welcome to the beautiful Pelican Nest! Fully-furnished, gorgeous one bedroom apartment in a prime, safe, quiet location in a cul-de-sac; on-site laundry facilities; Private balcony views of the beautiful pool; fabulous park 2 doors away; fully-equipped kitchen, inner-spring, memory foam futon, walk-in closet, dedicated office space; high-speed internet/streaming services! There’s plenty of storage; a fabulous whirlpool tub; bikes and a games! It's set up like condos.

Sep 8 – 15

R1,888 ZAR per night

Guest favorite

Guest suite in Gulf Breeze

4.88 out of 5 average rating, 681 reviews

Sunny Studio 3 miles to beach

Calming, sunny, fully-furnished attached studio with private entrance, recently updated kitchenette, & pool. Covid cleaning compliant. Good WIFI. Perfectly located 3.2 miles to Casino Beach, & Shoreline Park trails that take you straight to the Pier. Great for biking, walking or jogging! Fully stocked with beach chairs, indoor/outdoor towels, boogie boards, coolers etc. The backyard is beautiful & there's a private pool must be 18 to use.Assigned driveway parking .

Oct 18 – 25

R1,826 ZAR per night