Family-friendly holiday rentals in West Pensacola

Pensacola Cottage Downtown & Quick Drive to Beach

My wife and I built this cottage in late 2021 in quiet downtown Pensacola with our guest in mind. Our one bedroom one bath cottage is outfitted so you will have most everything you need. This includes a full working outfitted kitchen, cleaning & paper supplies plus more. Our cottage is located near Ever'man Coop Grocery & cafe, Joe Pattis Seafood Market , Maritime Park (Wahoo Stadium) , Pensacola's popular Palafox Street and other downtown favorites. Only 9 miles away from beautiful beaches.

Pineapple House!—Clean, Cozy & Urban Pcola Escape

Welcome to Pineapple House — comfortable, well-appointed home in Pensacola. This clean and cozy 3-bedroom, 1-bath home sleeps up to 6 guests, offering bright living spaces and all the essentials for a relaxing stay near everything Pensacola has to offer. Perfect for families or biz travelers, Pineapple House blends vintage charm with modern convenience. ~5 minutes from downtown Pensacola and ~15–20 minutes from Pcola Beach, nightlife, cultural attractions, and Gulf Coast sun in easy reach.

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!

EAST HILL - Bayview Park Private Carriage House

Maggie's Carriage House is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Best 3BR Retreat for 6 in Florida!

Experience the perfect blend of luxury and comfort at your stunning Pensacola BnB! Recently renovated, your space boasts state-of-the-art stainless steel appliances, beautiful vintage oak flooring, and gorgeous granite countertops at an unbeatable value. Step outside and immerse yourself in the breathtaking beauty of the area's beaches, entertainment options, cuisine, and shopping. Your spacious 3 bedroom home accommodates up to 6 guests comfortably, perfect for an unforgettable getaway.

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

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.

Pensacola Paradise Getaway

Spacious 3 Bed / 2 Bath (4 queen beds) beach retreat in a quiet family-friendly neighborhood! Fast 450MB WiFi! Prime central location within 15 mins to Pensacola beach, 6 mins to Naval Air Station, & 5 mins to downtown! Ice cold AC, 65" TVs with Netflix, & outdoor BBQ in private fenced backyard awaits. Clean & dog-friendly (sorry no cats due to allergies). Driveway parking enough for 4 SUVs. Self check-in & out offers you unbeatable convenience for a perfect beach vacation getaway!

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.

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.

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.