Family-friendly vacation rentals in Downtown, Pensacola

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Top-rated family-friendly rentals in Downtown, Pensacola

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Guest favorite

Bungalow in Pensacola

4.97 out of 5 average rating, 699 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 15 – 22

$130 per night

Guest favorite

Guest suite in Pensacola

4.93 out of 5 average rating, 282 reviews

EastHill Bungalow #1 (4 on site, #3 pet friendly)

Historic East Hill suite in safe neighborhood, #1 has PRIVATE ENTRANCE/ALL SPACE IS PRIVATE, 11 ft. ceilings, huge bath with marble walk-in shower/ lrg tub, kitchenette (MW, frig, coffee maker, toaster, blender), private patio/gas grill/yard, off-street parking, KING BED, 15 min. to beach, 3 min. to downtown/cafes & shops/ event center, many restaurants 3-4 min. drive, grocery 4 blocks. Also on site: #4 full kitchen/laundry for longer stays, #2 & #3 separate BR/LR, #3 is pet friendly/ lg. yard

Sep 4 – 11

$85 per night

Guest favorite

Guesthouse in Pensacola

4.9 out of 5 average rating, 273 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.

Dec 26 – Jan 2

$42 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.

Apr 20 – 27

$251 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.

Apr 9 – 16

$558 per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 405 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 12 – 19

$115 per night

Guest favorite

Guest suite in Pensacola

4.88 out of 5 average rating, 414 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 game room! It's set up like condos.

Aug 20 – 27

$96 per night

Guest favorite

Place to stay in Pensacola

4.93 out of 5 average rating, 150 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 7 – 14

$86 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 .

Sep 17 – 24

$98 per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 408 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.

Dec 17 – 24

$107 per night

Guest favorite

Guesthouse in Pensacola

4.91 out of 5 average rating, 599 reviews

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.

Sep 2 – 9

$88 per night

Guest favorite

Condo in Pensacola

4.95 out of 5 average rating, 172 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Relax and enjoy your stay in this newly renovated 1BR/1BH, decorated with a bright color scheme and located in an island paradise. The Purple Parrot is a gated vacation resort that embodies the care-free lifestyle of the islands. The resort is just minutes away from the beaches, marinas and restaurants that make this barrier island a must visit! Our unit is just a few steps from the giant outdoor pool, complete with a grotto waterfall and an island hot tub.

Jan 16 – 23

$128 per night