Family-friendly holiday rentals in West Pensacola

Guesthouse in Downtown Pensacola

A modern two-story garage studio apartment is displayed with a clean white exterior. Shaded seating areas are provided by a red shade sail, and large planters filled with greenery are positioned in front. The entrance features decorative outdoor lighting and a wooden gate.

5.0 out of 5 average rating, 190 reviews

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. NO SMOKING!

Indoor spacesKitchenDecor

The living area includes a modern entertainment setup with a large flat-screen TV mounted on the wall. A cozy white sofa is complemented by a textured blue rug, while surfboards are displayed as wall decor, enhancing the coastal theme.

4.98 out of 5 average rating, 325 reviews

COCO RO Downtown! Outdoor Shower, Hammock +Parking

Welcome to good vibes at Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s stunning, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

Indoor spacesKitchenBathroom

Superhost

A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.

Guesthouse in Pensacola

4.89 out of 5 average rating, 196 reviews

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, extra-long driveway (trailer,rv,etc) 4 blocks from 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

Indoor spacesKitchenCheck-in

4.91 out of 5 average rating, 147 reviews

The charming exterior of The Cypress House is shown, featuring a light-colored facade with green accents. A front porch invites relaxation, highlighted by a swinging chair. A well-maintained lawn and palm tree add to the coastal ambiance, with a welcoming sign prominently displayed.

Home in Sanders Beach

The Cypress House

The Cypress House was built in 1908 & renovated in a coastal theme. It is very clean, cozy & offers the feeling of home away from home. The Oar House seafood restaurant is 1 block away & Bahia Mar Marina is directly across the street. The house is close to the downtown historical district, beaches, museums, restaurants/bars, the Wahoos Stadium & Pensacola NAS is 4 miles away. The house includes a FULL kitchen, fenced-in backyard with a shower and fish-cleaning area. All guests are welcome!

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 551 reviews

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in Pensacola

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.

FamilyIndoor spacesAccuracy

4.91 out of 5 average rating, 693 reviews

The exterior of the cottage features a small outdoor seating area with blue chairs and a table surrounded by trees. A decorative fence outlines the yard, complemented by potted plants and seasonal flowers near the entrance. The door is painted blue, adding a pop of color.

Guesthouse in Pensacola

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.

KitchenIndoor spacesHeating

4.94 out of 5 average rating, 142 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!

FamilyKitchenWi-Fi

4.97 out of 5 average rating, 219 reviews

A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.

Guesthouse in Pensacola

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

FamilyKitchenLocation

4.89 out of 5 average rating, 123 reviews

A wooden gate features a sign that reads 'The Bunkalow' in elegant script. A colorful toucan and a flower are depicted beside the sign, adding a tropical touch to the entrance.

Cottage in Pensacola

The Bunkalow, A Cozy Gulf Coast Getaway

Originally designed for our close family and friends, The Bunkalow is now open to ALL! We are approximately 10 miles from the white sand beaches of Pensacola and Perdido Key. We are mere minutes from the NAS gate and a short 10 minute drive from all the fun to be had downtown! This space is ATTACHED to our home but has its own parking and garden entrance. The connecting door to your unit remains locked during your stay.

KitchenIndoor spacesAmenities

4.85 out of 5 average rating, 224 reviews

A small cabin is featured with a wooden deck surrounded by greenery. Steps lead up to the entry, which has a brown door. Outdoor seating is visible, accompanied by a charcoal grill to the side. The surrounding area is well-maintained with a stone pathway.

Tiny home in Pensacola

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!

FamilyKitchenSleep quality

4.96 out of 5 average rating, 209 reviews

An inviting entryway is seen, featuring a brick facade and large glass doors. A welcome sign is prominently displayed next to the entrance. The surrounding outdoor area includes a well-maintained garden and trees, providing a serene atmosphere.

Apartment in Pensacola

Entire studio space is private, clean & relaxing.

This is an attached apartment connected to the garage’s ours house with three exit/entrances. One is the main entry with your specific code. The second door is dead bolted from your side that leads to the garage you see in the picture. The third is dead bolted on your side and gives you access to the back yard. The security and privacy is much like a hotel room. Note we rarely meet or interact with our guests.

Indoor spacesFamilyGetting around

Cottage in West Pensacola

A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.

4.99 out of 5 average rating, 603 reviews

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

KitchenFamilyWalkability

Popular amenities for West Pensacola family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A charming cottage exterior is presented, featuring a welcoming front porch with two chairs. A stone pathway leads to the entrance, surrounded by a landscaped yard with greenery. The building is framed by trees, creating a serene atmosphere during twilight.

4.96 out of 5 average rating, 228 reviews

The Gray Lady - A Beautiful Cottage in Pensacola!

KitchenFamilyDecor

A serene sunset over Perdido Bay is framed by tall trees and palm foliage. The golden sun descends towards the water, reflecting vibrant hues on the surface. A nearby dock and boathouse are visible, highlighting the peaceful waterfront setting.

4.98 out of 5 average rating, 258 reviews

Waterfront Sunsets

FamilyIndoor spacesLocation

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.93 out of 5 average rating, 117 reviews

Hot tub/ Pool Relaxing Getaway

FamilyIndoor spacesOutdoor spaces

Superhost

A modern kitchen features granite countertops and stainless steel appliances, including a large refrigerator. Pendant lights illuminate the space, enhancing the bright atmosphere. The open design includes ample cabinet storage and a central island with seating, providing an inviting area for meal preparation.

4.81 out of 5 average rating, 232 reviews

Remodeled Midcentury Home

Indoor spacesKitchenHeating

A welcoming living space features a large wall-mounted television displaying aquatic life. Light-colored walls complement the chic decor, including framed art and a decorative plant. A comfortable seating area is arranged with a small accent table and an ottoman, creating an inviting atmosphere for relaxation.

4.89 out of 5 average rating, 179 reviews

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

KitchenFamilyCondition

4.97 out of 5 average rating, 192 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

KitchenFamilyBeach

4.93 out of 5 average rating, 385 reviews

Townhouse in East Hill

Townhome A w/Private Hottub, mins to the beach

FamilyKitchenView

4.99 out of 5 average rating, 148 reviews

Historic 1944 Cottage | Hot Tub + Spa Bath | Beach

FamilyKitchenTV

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 391 reviews

A Cheerful One bedroom home in Downtown Pensacola

FamilyIndoor spacesBarbecue

4.96 out of 5 average rating, 277 reviews

Condo in Pensacola

Cozy Bayou Bungalow - just steps from the water

Indoor spacesKitchenCleanliness

4.86 out of 5 average rating, 116 reviews

A serene backyard features a refreshing pool surrounded by lush greenery. Comfortable lounge chairs are positioned under an umbrella, while potted plants add a touch of nature. A patterned outdoor rug connects the seating area to the pool, creating an inviting space for relaxation.

Home in West Pensacola

Pool House at Indigo Cove, Close to NAS!

FamilyKitchenParking

4.98 out of 5 average rating, 407 reviews

A spacious bedroom features a king-size bed with light-colored bedding. A cozy sofa is positioned nearby, complemented by a small table and two windows allowing natural light. A gentle blue wall art piece enhances the airy atmosphere, and wooden floors add warmth to the space.

Guest suite in Pensacola

Romantic getaway w/ Jacuzzi tub!

KitchenFamilyComfort

A light-filled living area is showcased, featuring a pair of white sofas adorned with colorful throw pillows. A glass coffee table is positioned in the center, holding a stack of books and decorative items. A tall green plant stands near a stylish lamp, enhancing the space's ambiance.

4.83 out of 5 average rating, 155 reviews

Navypoint Beauty 2/2 Whole House Great area

KitchenIndoor spacesLocation

4.94 out of 5 average rating, 404 reviews

Home in East Hill

The Orange Bayview 🍊 Pet Friendly 🐬Studio Suite 🌴

FamilyKitchenPets

4.92 out of 5 average rating, 591 reviews

The kitchen area features modern cabinetry in muted gray tones and a wood-paneled ceiling. A small dining bar is accompanied by two black stools. Essential appliances include a stove and refrigerator, with a window providing natural light. A minimalist design enhances the welcoming ambiance.

Bungalow in Pensacola

The Bobe Dojo ★

Indoor spacesFamilyCleanliness

Cottage in Downtown Pensacola

4.97 out of 5 average rating, 178 reviews

Downtown Pensacola Cottage - Romantic!

FamilyKitchenBackyard

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 145 reviews

A serene waterfront view at sunset features a serene bay with multiple sailboats and yachts docked. The sky is painted in soft shades of pink and purple, reflecting on the calm water. A grassy area with kayaks and canoes is visible in the foreground.

Condo in Pensacola

Sunset on the Bayou near NAS/Downtown Pensacola

FamilyIndoor spacesDecor

4.84 out of 5 average rating, 307 reviews

Natural light fills the open living space, highlighting the beautiful wood floors and modern furnishings. A comfortable seating area is positioned near large windows, while a kitchenette and a stacked washer/dryer are visible, blending functionality with style.

Tiny home in Pensacola

Tiny Home W/Stock Tank Pool ~15 minutes to Beach

FamilyIndoor spacesTV

Superhost

A spacious saltwater pool is framed by a grassy yard, with clear blue water reflecting the sunlight. Surrounding the pool area are simple landscaping features, and nearby structures provide a glimpse of the home’s inviting layout. Trees provide partial shade in the background.

Home in Bellview

4.93 out of 5 average rating, 109 reviews

Fam Fun-Spacious Home-BOHO Vibes-Game Room & Pool

Indoor spacesFamilyComfort

An inviting above ground pool is surrounded by a wooden deck, featuring a circular shape and clear blue water. Comfortable lounge chairs are positioned nearby, offering a relaxing spot to enjoy the sun. Tall trees and a privacy screen add a sense of seclusion to the area.

5.0 out of 5 average rating, 103 reviews

Beautiful 1-bedroom cottage with pool

FamilyKitchenNearby

A well-furnished living area is depicted, featuring two patterned armchairs and a sectional sofa. A coffee table is centered on a vibrant area rug, while a large flat-screen television is mounted on the wall. Natural light fills the space through a glass door leading to the outside.

4.93 out of 5 average rating, 119 reviews

Downtown Oasis - Pool & Parking

Indoor spacesFamilyValue

An open-plan kitchen and dining area is featured, designed with white cabinetry and modern stainless-steel appliances. A large dining table with wooden chairs provides seating, while a cozy sitting area with a sofa is to one side. Natural light brightens the space through multiple windows.

4.95 out of 5 average rating, 106 reviews

• “Bayou Grande View – Peaceful Pensacola Getaway”

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 139 reviews

Private Pool-Near NAS-Grills-Game Room FamilySetUp

KitchenFamilyCheckout