Downtown Pensacola
The Cunningham Cottage
A 1919 cottage under heritage magnolias, one block from the water
Exterior
A warm welcome beneath the magnolia.
The green front door — your code arrives the morning of check-in
Parking
One driveway space for the Cottage, one for the Carriage House, with overflow on the street
Room to spread out out back, with street parking just beyond
Floor plan
A quick look at how the cottage is laid out
Living room
Thoughtfully arranged seating and warm finishing touches.
Electric fireplace with the canvas-art TV above the mantel.
Light-filled living and dining spaces.
A quiet corner beside the living room.
Kitchen
White cabinetry, green tile and thoughtful kitchen details.
A dedicated coffee corner, right beside the kitchen essentials.
Kitchen accessories
Dinnerware and glasses for meals at home.
Serving pieces and a kettle for slower mornings.
Coffee beans, local honey and the little extras.
Your morning espresso, made at home.
Primary bedroom
Primary bedroom fireplace — decorative only, never used (the chimney is capped).
Warm wood bed with layered linens and a green throw
Reading lights and plenty of storage
Primary en suite
Double vanity with brass fixtures, lighted mirrors and plenty of counter space
White cabinetry, quartz counters and a second lighted mirror
Soaking tub and a stocked guest armoire
Hangers, extra towels and a garment steamer, ready for your things
A Dyson hair dryer, because details matter
Deep tub, walk-in shower, and pump bottles of body wash, shampoo and conditioner.
Guest bathroom
Walk-in shower with fresh towels
Bunk room
Twin over full, so the kids have a room of their own
A quiet chair and soft light in the corner
Bedroom 2
Queen bedroom with soft light, a green bench and plenty of room to spread out
Bedroom TV above the wood-blade ceiling fan
A closet with hangers, a luggage rack and room for your things
- Bedrooms
- 3 bedrooms
- Bathrooms
- 2 bathrooms
- Maximum guests
- Sleeps 7
- Minimum nights
- 2-night minimum
About this home
Built in 1919 and thoughtfully updated to today's modern standards, The Cunningham Cottage pairs historic Pensacola charm with the comforts you actually want: quality mattresses, soft linens, and an easy, uncluttered feel. Three bedrooms and two full baths sleep up to six guests, with in-unit laundry so longer stays stay easy. An electric fireplace anchors the living room, with the canvas-art TV above the mantel. Huge heritage magnolia trees shade the property, and the water is a short walk away — Bayou Chico and the Pensacola Yacht Club are a few minutes up Cypress Street. If you want sand under your feet, Pensacola Beach is a 25-minute drive.
Every bed is made up with a plush mattress pad and quality sheets, and the towels are the fluffy kind — comfort is the whole point here.
The location
Cunningham main house: 1620 Cypress St, Pensacola, FL 32502. The water is one block away; downtown Pensacola and Palafox Street are a short drive.
Nearby favorites
Pensacola Yacht Club
About a 9-min walk (0.4 mi)Waterfront
On Bayou Chico. Measured walking route from the cottage.
Sanders Beach–Corinne Jones Park & kayak launch
About a 7-min walk (0.3 mi)Outdoors
Neighborhood park with a public kayak launch onto the bay — a park, not a Gulf beach.
Joe Patti's Seafood
About 5 min by carLocal favorite
Pensacola's legendary fish market on the waterfront.
Blue Wahoos Stadium
About 4 min by carEvents
Minor-league baseball on the bay.
Palafox Street
About 5 min by carDining & nightlife
Downtown's restaurants, bars and Saturday market.
What’s included
- In-unit laundry
- Washer & dryer
- Full kitchen
- High-end appliance suite
- Smart TVs in every bedroom
- Canvas-art TV in the living room
- Free Netflix, Hulu, Prime Video & ESPN — no login needed
- SMEG espresso machine
- SMEG toaster
- Full-size KitchenAid mixer
- Clothing steamer
- Heated towel warmers
- Dyson hairdryer (primary en suite)
- Complimentary shampoo, conditioner & body wash
- Fast Wi-Fi
- Driveway parking
- New central HVAC
- Heritage magnolia trees
- Short walk to the water
- Near the Pensacola Yacht Club
- Electric fireplace in the living room
- Premium mattresses with plush mattress pads
- Quality sheets and bedding
- Fluffy towels
- Dining seating for 8
- Dinnerware for 7
Frequently asked questions
House rules for this home
- No smoking anywhere
- This includes vaping, cannabis, and cigars — inside the home and on any porch, balcony, or shared walkway. Smoke remediation is expensive and it lands on the next guest, so this one is strict.
- No parties or events
- These are homes in real neighborhoods with real neighbors. No gatherings beyond your registered guests, and no commercial photography or filming without written approval.
- Quiet hours 10:00 PM to 8:00 AM
- Downtown is lively, but the blocks are residential. Keep noise inside after 10:00 PM, and keep porches and balconies quiet.
- Pets only at The Cessnock Retreat
- The Cessnock Retreat is our one pet-friendly home. Every other home is no pets — no dogs, cats, or other animals, and we can't make exceptions for a small dog or a weekend visit. Guests with allergies stay in those homes, and every home is reset between stays. Service animals are always welcome and are never charged.
- No candles or open flame
- Flameless candles are in the cabinet if you want the mood. Grills, where provided, are the only exception and stay outdoors.
- The bedroom fireplace must stay off
- The fireplace in the primary bedroom is decorative and is never to be used — the chimney above it is capped, so a fire there has nowhere to vent and would set the house alight. The electric fireplace in the living room is the only one that works, and it is yours to use.
Other Pensacola rentals
$339/ night
2-night minimum · no service fee