
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.

Downtown Intimate Light-Filled Getaway
Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

Coco Ro Downtown! Hammock + Outdoor Shower!
Welcome to good vibes at Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

Perfect Secret Downtown Suite | Multiday Discounts
You're going to love the style and convenience of this studio suite apartment with kitchenette and full bath located in the heart of downtown just off Palafox St and Garden St. This is the perfect spot for staying downtown after a show at Vinyl Music Hall or a night of dancing at Seville Quarter. Comfortable and well-appointed for longer stays! Walk to all downtown destinations. Parking $12 daily at the Jefferson St Garage. 1 King/1 Queen Sleeps 4. **No Palafox Balcony access from this unit.**

Charming apartment in downtown w/patio (Garden #8)
Enjoy your next Pensacola vacation in this charming, spacious one bedroom/one full bath apartment. This apartment is part of a beautiful historic home in downtown and within walking distance of restaurants, bars, shopping, nightlife, etc. and only 10 miles to the beautiful white sand beaches. This apartment features a full kitchen, dining table, spacious living room with a sofa sleeper. There is plenty of room to relax, read a book, work a bit, or enjoy the serenity of your own private patio.

🌟Luxurious new build minutes from beach+downtown
Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

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.

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.

Luxe Downtown Studio Apartment
Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

North Hill Guesthouse
This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

The Carriageway Cottage -Close to Pensacola Beach!
Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

The RED DOOR: Explore Downtown Pensacola & Venues!
Step into history at The Hawkins House — a meticulously preserved 1880s gem in downtown Pensacola. This 2,000-sq-ft retreat blends vintage charm with modern comfort, offering a Southern ambiance on a peaceful side street. Sunlit and elegantly furnished, it highlights authentic 19th-century details. Sleeps six comfortably and welcomes screened pets (fee). Your perfect downtown getaway awaits!

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.
Popular amenities for Downtown Pensacola family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub/ Pool at this Relaxing Getaway

4 BR 3 BTH w/hot tub 4 KING BEDS 2twin beds

Townhome A w/hottub in downtown, mins to beach

Poolside Family Retreat w/ Hot Tub & Game Room

Gulf Breeze getaway w/hot tub, minutes to beach

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

Flamingo On Fisher In The Heart Of Pensacola

Remodeled Midcentury Home
Family- and pet-friendly home rentals

Modern, cozy, pet-friendly cottage w/king

Comfortable Downtown Stay • Pet Friendly Yard

Adorable 1 Bedroom Guest House

NEW BUILD Near Downtown! Stars Stripes & Salt Life

Charming Getaway | 12 minutes to Beach

Downtown Pensacola Cottage - Romantic!

The Bayou Boutique Studio

Upstairs on Palafox - Downtown Pensacola
Family-friendly home rentals with a pool

Immaculately clean beautiful villa@ Purple Parrot

Perry Cottage * POOL*Historic Charm*Dog Friendly

Stylish Modern Retreat in Downtown + Pool

Foosball Table-Pool-Spacious-9min to Downtown

Sunny Large Two Bedroom Townhouse - Pool

Hidden gem with private pool! Centrally located!

East Bay Getaway - Studio with Pool & Hot Tub

Upstairs Terrace near beach @ Purple Parrot Resort
When is the best time to visit Downtown Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 CAD | $191 CAD | $210 CAD | $208 CAD | $221 CAD | $239 CAD | $264 CAD | $212 CAD | $202 CAD | $194 CAD | $201 CAD | $212 CAD |
| Avg. temp | 12 °C | 14 °C | 17 °C | 20 °C | 24 °C | 28 °C | 29 °C | 28 °C | 27 °C | 22 °C | 16 °C | 13 °C |
Quick stats about vacation rentals that are family-friendly in Downtown Pensacola

Total vacation rentals
Explore 120 vacation rentals in Downtown Pensacola

Nightly prices starting at
Downtown Pensacola vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 7,050 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
120 of Downtown Pensacola vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Downtown Pensacola rentals

4.9 Average rating
Downtown Pensacola stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Downtown Pensacola’s top spots, include Pensacola Museum of Art, Palafox Market, and Bruce Beach
Destinations to explore
- House rentals Downtown
- Rentals with outdoor seating Downtown
- Apartment rentals Downtown
- Rentals with a patio Downtown
- Rentals with a fireplace Downtown
- Rentals with pools Downtown
- Fitness-friendly rentals Downtown
- Pet-friendly rentals Downtown
- Rentals with a washer and dryer Downtown
- Rentals with a firepit Downtown
- Rentals with beach access Downtown
- Family-friendly rentals Pensacola
- Family-friendly rentals Escambia County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Gulf Shores Shrimp Fest
- Steelwood Country Club
- Waterville USA/Escape House
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Alabama Point Beach
- Eglin Beach Park
- Fort Walton Beach Golf Course
- The Track - Destin
- Adventure Island




