
Cottage holiday rentals in Pensacola
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Top-rated cottage rentals in Pensacola
Guests agree: these cottages are highly rated for location, cleanliness and more.

Charming Cottage, 2+BR (entire home, self checkin)
Orange Tree Cottage is your home away from home, a cozy place to unwind and relax within 30 minutes of sugar-sand shores of Pensacola Beach. This hidden gem is in the center of greater Pensacola, around the corner from Pensacola Christian Academy and a short drive from Pensacola International Airport. Whether you're on a business trip, vacation, or visiting family and friends, this clean, pristine, private house features lounging space, full kitchen, bonus room, and rustic (non-fenced) backyard.

The Bee Cottage-Downtown Pensacola Home Near Beach
The Bee Cottage is a cozy 2 bedroom, 2 bathroom 1150 sq foot home in downtown Pensacola that offers a fully equipped kitchen, living room, dining area, laundry room, and side yard. This private home is ideal for individuals, couples, or families of up to 4 people. Sleeping arrangements include an en-suite bedroom with a queen bed and a separate bedroom with a full bed. The cottage is just a few blocks from the heart of downtown, a 15 minute drive to the beach, and 20 minutes to NAS Pensacola!

Hibiscus Sunrise Cottage - Walk to local dining!
Enjoy our quaint cottage centrally located in East Pensacola Heights and within walking distance to local restaurants and Bayou Texar! In this family-friendly neighborhood you're sure to see folks out for a run, an evening stroll, a bike ride, or walking their dogs. You'll enjoy an amazing tree canopy on a short walk to the Bayou for fishing or boating! Popular downtown Pensacola is only 3 miles away, the airport is 4.5 miles, and our beautiful white sand beaches are a quick 15 minute drive!

Navy Point Home & game room, near NAS & downtown
*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

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.

1br/1ba Cozy Cottage - Downtown/Museum of Commerce
An experience you do not want to miss and a location that is close to the action but still tucked away. Less than one block from iconic Seville Square, where you will be centrally located in the heart of downtown Pensacola's historic district and within walking distance to dining, shopping, museums and other attractions. Find yourself enjoying sunsets on the back porch or take a easy 15 minute drive to enjoy the sugar white sands of Pensacola Beach.

Plum Orchid Cottage - New Floors!
Plum Orchid Cottage is a tiny hideaway, ideal for your visit to Pensacola! After a day at the beach (20 min to Perdido or Pensacola Beach) or visiting family at NAS Pensacola (5 min) you come home to a fully equipped kitchen, private back yard, washer/dryer, and luxury amenities. Head out to the fantastic restaurants and night life of downtown Pensacola just 10 minutes away. You will feel right at home during your vacation when staying with us!

*Couples - Priv Cottage, Parking, Patio, Central*
🌴 Your Perfect Pensacola Getaway! In the heart of Pensacola, this cozy, private cottage is perfect for solo travelers or couples. *Vacationing *Visiting family *College visit * Medical stays * Military travel * Work You’ll love the peaceful privacy Your own parking, patio and fenced area & all centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink

Nature's Nest Cottage on the Sound - Pets Welcome!
Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!

Modernized 2BR Historic Home w/ King bed
Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard.

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.

Navarre Hide-a-Way #4
The whole group will enjoy easy access to everything from this centrally located place. Private location, seperate from our house! This is a 2 queen bed private cabin. Enjoy the private back porch shower when returning from the beach! Enjoy the deer that visit our yard! You might even catch a glimpse of our secretive black bears! This listing is strictly Transient Occupant!
Popular amenities for cottage rentals in Pensacola
Cottage rentals with a hot tub

2 bedroom/ 2.5 bath Beach Condo

On-Site Beach Bar: Sunny Perdido Key Cottage!

Key West style villa @ Purple Parrot Village

Tommy's Tropical Zen Garden & Cottage Oasis

Purple Parrot Resort Condo - “Perdido Breeze”

Waterfront, Hot tub, Boat lift, RV hookups

Seas the Day, Perdido Key, Florida, Purple Parrot

Blue Ono Cottage, Hot Tub, Fire Pit, 5 m to Beach
Pet-friendly cottage rentals

Navy Blues Cottage

Cozy Mermaid Cottage on Pensacola Beach

“Gem on G St”West Garden District~Walk to Supposey

Vintage coastal cottage

Sanders Beach Sanctuary - Great Location!

P’s Paradise. Close to AL. Beaches

Octopus Cottage

Family Rental-Pet&kid friendly walk 2 park/dining
Private cottage rentals

The East Hill Escape, A Bay View Beachy Cottage

Downtown | Families | Couples | Festival | Beaches

Cozy Dream Cottage in Pensacola: 10 miles to Dtwn!

The Bunkalow, A Cozy Gulf Coast Getaway

The Historic Pfeiffer Home

STR-Cervantes Coastal Cottage

King Bed | Firepit&smores | Downtown/Beaches/NAS

The Church St. Cottage - Iconic Downtown Location
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $139 SGD | $146 SGD | $143 SGD | $153 SGD | $164 SGD | $170 SGD | $148 SGD | $131 SGD | $133 SGD | $138 SGD | $134 SGD |
| 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 cottage rentals in Pensacola

Total holiday rentals
Explore 50 holiday rentals in Pensacola

Nightly prices starting at
Pensacola holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 5,720 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Pensacola holiday rentals include wifi access

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

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

Nearby attractions
Pensacola’s top spots include Pensacola Museum of Art, Palafox Market and Bruce Beach
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