Family-friendly vacation rentals in Pensacola

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Top-rated family-friendly rentals in Pensacola

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

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Guest favourite

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

$228 CAD per night

Guest favourite

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

Jan. 13 – 20

$153 CAD per night

Guest favourite

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.

Mar. 7 – 14

$82 CAD per night

Guest favourite

Condo in Pensacola Beach

4.92 out of 5 average rating, 179 reviews

Amazing Little Sabine Bay Condo-remodeled

Don't miss the amazing remodeled waterfront condo with vaulted ceilings located directly on Little Sabine Bay and just steps from the Gulf of Mexico. Enjoy coffee and cocktails on an amazing balcony overlooking the Bay. Walk or bike to shopping, dining, and the Gulfside. 1 bedroom condo with open concept living /kitchen has a 7' island, new King mattress and amazing bath with double vanity. Easy covered parking. 2 bikes for your use and 2 Inflatable paddle boards are available upon request.

Oct. 7 – 14

$285 CAD per night

Guest favourite

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

$206 CAD per night

Guest favourite

Condo in Pensacola Beach

4.95 out of 5 average rating, 207 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.

Oct. 12 – 19

$293 CAD per night

Guest favourite

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

$187 CAD per night

Guest favourite

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

May 2 – 9

$167 CAD per night

Guest favourite

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. 16 – 23

$158 CAD per night

Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 409 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.

Nov. 21 – 28

$179 CAD per night

Guest favourite

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.

Aug. 9 – 16

$163 CAD per night

Guest favourite

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.

Mar. 26 – Apr. 2

$236 CAD per night