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105 Best cottages in Pensacola, FL
10 244 reviews
Pensacola, FL
07/06 – 07/08
$339/nighttotal: $678 (2 )
Blue Angels Views From The Porch! Modern Downtown Home Where Dogs Are Welcome!
3 2
cottage , Pensacola
This family-friendly cottage located in the city center of Pensacola offers easy access to popular attractions within 2 miles (3 km), including Pensacola Outlet Mall, Blue Wahoos Ballpark, and Pensacola Children's Museum. The cottage has excellent user, location, and cleanliness ratings. The 1320 square feet cottage has three bedrooms and two bathrooms with a guest capacity of six. It features a fully equipped kitchen, free Wi-Fi, air conditioning, a terrace/balcony, a garden, a spa, concierge services, and parking. Pets are also allowed.
10 6 reviews
Pensacola, FL
07/22 – 07/27
$280/nighttotal: $1400 (5 )
Groovy Cottage In Downtown Pensacola, Pet Friendly
1 2
cottage , Pensacola
This South Pensacola cottage is conveniently located near Legion Field, a short 3-minute drive from the Saenger Theatre, and offers easy access to Pensacola Beach and Fort Pickens. The one-bedroom, one-bathroom house sleeps three guests and includes a fully equipped kitchen, in-unit laundry, and on-site parking; nearby attractions include the Pensacola Children's Museum and Fast Eddies Fun Center.
Pensacola, FL
07/01 – 07/07
$1291/nighttotal: $7746 (6 )
Waterfront Retreat W/ Outdoor Oasis In Pensacola
1 2
cottage , West Pensacola
This West Pensacola cottage is conveniently located within 3 miles of the Pensacola Outlet Mall, Warrington Village shopping center, and the Pensacola Big Game Fishing Club, and within 6 miles of Pensacola Naval Air Station and Baptist Health Care. This pet-friendly vacation home features 4.5 bathrooms, a fully equipped kitchen with microwave and dishwasher, free Wi-Fi, free on-site parking, a private patio, a video game room, and is close to area attractions.
10 1 review
Pensacola, FL
07/12 – 07/15
$319/nighttotal: $957 (3 )
La Vie En Rose: French-inspired East Hill Cottage
3 6
cottage , Pensacola
This French-inspired cottage is located in Pensacola's East Hill neighborhood, 5 miles from Downtown Pensacola and 20 miles from Pensacola Beach. This 3-bedroom, 1-bathroom vacation rental accommodates up to 8 guests and features a fully equipped kitchen, an electric fireplace, a fenced backyard with lawn games, and modern conveniences including Smart TVs and fast Wi-Fi.
10 1 review
Pensacola, FL
08/01 – 08/07
$160/nighttotal: $960 (6 )
90 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 4
cottage , Pensacola
This 2-bedroom cottage in Pensacola offers a quiet retreat in a well-established neighborhood. This 970 sq ft dwelling accommodates up to 4 guests and features air conditioning, a full kitchen, and pet-friendly accommodations for animals under 40 pounds.
10 2 reviews
Pensacola, FL
08/20 – 08/23
$243/nighttotal: $729 (3 )
Pet-friendly Pensacola Home W/ Sunny Backyard!
1 2
cottage , Pensacola
This charming cottage is situated in Southeast Pensacola, just a short distance from shopping centers, healthcare facilities, and Pensacola State College. The surrounding area offers a convenient and accessible location for exploring the city. The cozy cottage features a well-equipped kitchen, a relaxing patio, and a fireplace for chilly evenings. Guests can enjoy modern comforts like free Wi-Fi and convenient parking.
8.4 5 reviews
Pensacola, FL
06/25 – 06/28
$187/nighttotal: $561 (3 )
Tiny Haven Unwind In Pensacola
1 2
cottage , West Pensacola
This cottage is located in the South Pensacola district, 5 miles from Warrington Village Shopping Center and 6 miles from Osceola Municipal Golf Course. This rental offers air conditioning, a full kitchen with a microwave, and on-site parking, with laundry facilities and linens provided, and is a short drive from the National Museum of Naval Aviation, Pensacola Beach, and Perdido Key Beach.
9.8 58 reviews
Pensacola, FL
09/01 – 09/30
$147/nighttotal: $4263 (29 )
The Dutch Getaway
1 2
cottage , Warrington
This charming cottage in New Warrington, Pensacola, is conveniently located near the Navy Point nature trail, Civitan Park, and NAS Pensacola, home to the Blue Angels. Guests rave about the excellent user ratings and the cottage's unique blend of historical charm and modern bohemian coastal touches. This one-bedroom, one-bathroom cottage comfortably sleeps up to four guests. Enjoy features like air conditioning, internet access, and pet-friendly accommodations, making it the perfect base for exploring the surrounding area and enjoying the beautiful beaches and attractions of Pensacola.
9.6 4 reviews
Pensacola, FL
08/01 – 08/07
$210/nighttotal: $1260 (6 )
Pensacola Cottage - King Bed - Mins. From Beaches & Downtown - Pet Friendly
2 4
cottage , Pensacola
This Cordova Park cottage in Southeast Pensacola offers easy access to Pensacola Beach, Pensacola International Airport, and Cordova Mall, all within minutes. The two-bedroom, one-bathroom house sleeps six, features free Wi-Fi, off-street parking, a full kitchen with dishwasher, and central air conditioning.
Pensacola, FL
11/02 – 11/27
$233/nighttotal: $5825 (25 )
The Funky Peacock. Bold 3br Near Downtown
3 1
cottage , Pensacola
This South Pensacola house is located 5 minutes from downtown Pensacola's dining, nightlife, and shopping, and 10 minutes from the Pensacola Bay Center. This 3-bedroom, 1-bathroom cottage accommodates up to 6 guests with a full kitchen, fast WiFi, and a private, fenced backyard, and is a 15-20 minute drive from Pensacola Beach.
10 1 review
Pensacola, FL
09/04 – 09/07
$231/nighttotal: $693 (3 )
Midnight Oak: Cozy East Hill Cottage
1 2
cottage , Pensacola
This East Hill cottage in South Pensacola is located 10 minutes from Downtown Pensacola and 20 minutes from Pensacola Beach and Opal Beach. This pet-friendly cottage accommodates up to four guests with a queen bedroom and a hideaway bed, featuring a designer kitchen, a private fenced backyard, and modern amenities including a Smart TV and washer/dryer.
10 18 reviews
Pensacola, FL
07/19 – 07/21
$340/nighttotal: $680 (2 )
Cozy Dream Cottage/short Distance From Beautiful White Sand Beaches
4 1
cottage , Ferry Pass
This charming cottage in Ferry Pass is ideally situated, just a short drive from the beautiful beaches of Pensacola Beach, the lively downtown area, and the Naval Aviation Museum. The cottage has received excellent reviews from previous guests, highlighting its comfortable and homey atmosphere. The cottage features three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a fully equipped kitchen, air conditioning, a private garden, and parking, along with easy access to nearby shopping centers, nature trails, and entertainment options.
Guest-Favorite Family Cottages in Pensacola, FL
Kid-friendly cottages in Pensacola, FL with room for the whole family to spread out make vacations a breeze.
10 18 reviews
Pensacola, FL
07/27 – 07/31
$321/nighttotal: $1284 (4 )
Modernized 2br Historic Home W/ King Bed
2 3
cottage , Pensacola
This charming cottage is located in Southeast Pensacola, just a short distance from popular parks like Bayview Dog Beach Park, Wayside Park, and Lions Park, making it an ideal spot for exploring the area. It has received excellent ratings from previous guests. This Pensacola vacation rental offers a comfortable and convenient stay for up to 4 guests. The cottage features a fully equipped kitchen, a spa tub, a terrace or balcony, and modern amenities like free WiFi and a Smart TV.
10 19 reviews
Pensacola, FL
07/19 – 07/21
$250/nighttotal: $500 (2 )
~Gem On G St~2br~downtown Pensacola~furbabies~walk To Restaurants & Supposey~
2 1
cottage , Pensacola
This charming Pensacola cottage is located on G Street, just a short walk from the lively Palafox Street district and a quick drive to the beautiful beaches. It has earned excellent reviews from previous guests. This 2-bedroom, 1-bathroom home comfortably sleeps up to 6 guests. Enjoy a fully equipped kitchen, a spacious backyard with a deck and fire pit, and a beach tote filled with essentials for your day at the beach.
9.2 33 reviews
Pensacola, FL
07/31 – 08/01
$308/nightfor 1 night
The Jesse: Cottage In Historic Downtown Pensacola
1 2
cottage , Pensacola
This Pensacola cottage, located in the Seville Historic District, is within a 10-15 minute walk of the Barkley House, Pensacola Bay Center, Seville Square, and Lavalle House. This one-bedroom, one-bathroom house sleeps two guests and features a fully equipped kitchen, private patio with barbecue grill, free WiFi, and air conditioning.
9.6 39 reviews
Pensacola, FL
10/17 – 10/24
$198/nighttotal: $1386 (7 )
Java The Hut: Cozy Retreat In Downtown Pensacola
3 5
cottage , Pensacola
This Southeast Pensacola cottage offers a convenient location minutes from downtown Palafox Place, 10 minutes from Blue Wahoos Stadium, 15 minutes from Sanders Beach, and 20 minutes from Pensacola Beach. This three-bedroom, two-bathroom house sleeps six guests comfortably and includes a fully equipped kitchen with a coffee bar, in-unit laundry, and smart TVs; nearby attractions include the Palafox Historic District and numerous restaurants and shops.
Best Pensacola, FL cottages with a garden
9.8 10 reviews
Pensacola, FL
08/01 – 08/15
$155/nighttotal: $2170 (14 )
Cozy Little Guest Cottage Centrally Located And Within Minutes Of The Airport
1 2
cottage , Pensacola
This Northeast Pensacola cottage is conveniently located near Eastgate Shopping Center (0.9 miles), Pensacola State College (within 3 miles), and Cordova Mall (within 3 miles), offering easy access to shopping and entertainment. This 600-square-foot rental boasts one bedroom, two bathrooms, sleeps three guests, and includes a fully equipped kitchen, laundry facilities, a patio, and free Wi-Fi.
9.6 45 reviews
Pensacola, FL
09/04 – 09/08
$130/nighttotal: $520 (4 )
Enjoy A Stylish Experience At This Centrally-located Guest House Downtown!
2 2
cottage , Pensacola
This Southeast Pensacola cottage is located less than a mile from Lions Park and the Pensacola Bay Center, with easy access to the Pensacola Bay Bridge and Visitor Information Center. The two-bedroom, one-bathroom home sleeps four and features a fully equipped kitchen with dishwasher, free Wi-Fi, a smart TV, and on-site parking.
9.9 75 reviews
Pensacola, FL
07/07 – 07/11
$211/nighttotal: $844 (4 )
Cottage In Pensacola
1 6
cottage , Ferry Pass
This Ferry Pass cottage, located 15 minutes from downtown Pensacola and 25 minutes from Pensacola Beach, offers easy access to I-10 and area attractions. The three-bedroom, two-bathroom house sleeps eight guests and includes a fully equipped kitchen with dishwasher, air conditioning, a garden, and parking for two cars; access to the master bath linen closet is provided.
10 2 reviews
Pensacola, FL
09/02 – 09/11
$470/nighttotal: $4230 (9 )
2 For 1️2 Separate Houses
4 2
cottage , Warrington
This cottage is centrally located in Pensacola, 2 miles from Warrington Village Shopping Center and a 15-minute walk to Blackwater River State Recreation Area. This family-friendly vacation rental offers 4 bedrooms, 2 bathrooms, and accommodates up to 13 guests with amenities including air conditioning, Wi-Fi, a full kitchen, and on-site parking.
Frequently Asked Questions about cottages in Pensacola, FL
What would be a good 2-days itinerary for visiting Pensacola, FL?
On your first day, head to the Pensacola Beach, enjoy the white sand and clear waters, and maybe even try some parasailing. In the evening, stroll down Palafox Street, check out the historic buildings, and grab dinner at one of the many restaurants.
What part of Pensacola, FL is ideal for renting a cottage?
If you're looking for a relaxing cottage stay, consider the neighborhoods of Gulf Breeze or Perdido Key. They're both close to the beach, offer a quiet atmosphere, and have a good selection of cozy cottages.
What are the best cottages with a pool in Pensacola, FL?
When is the best time to rent a cottage in Pensacola, FL?
Spring and fall are the best times to rent a cottage in Pensacola. The weather is mild, the crowds are smaller, and you can enjoy the beach without the summer heat and humidity.
What are the best cottages with a jacuzzi in Pensacola, FL?
You definitely want to check out the National Naval Aviation Museum, it's one of the largest in the world. Also, don't miss the historic Fort Pickens on the Gulf Islands National Seashore. It's a beautiful place to learn about the region's history.
What are the best cottages for families and kids in Pensacola, FL?
Why consider renting a cottage in Pensacola, FL for your stay?
Cottages in Pensacola often come with private yards and patios, perfect for enjoying the warm weather and relaxing after a day of exploring. Plus, they offer a more intimate and homey experience compared to hotels.
What are the best pet friendly cottages in Pensacola, FL?
Can you easily explore Pensacola, FL on foot or by bike?
Pensacola's downtown area is very walkable. You can easily explore the historic district, shops, and restaurants on foot. If you want to venture further, consider renting a bike and exploring the scenic Pensacola Bay.
What are the best cottages with parking in Pensacola, FL?
What are the best restaurants in Pensacola, FL with nature views?
For a great view of the bay, try The Fish House or Peg Leg Pete's. Both offer delicious seafood and a beautiful waterfront setting.
What family-friendly activities are available in Pensacola, FL?
Pensacola has plenty to offer families. Take the kids to the National Museum of Naval Aviation, visit the Pensacola Beach Gulf Breeze Zoo, or enjoy a day at the Pensacola Beach Water Park.
Destinations nearby
Top Cottages with Jacuzzi in Pensacola, FL
A private hot tub at your cottage makes every trip to Pensacola, FL truly unforgettable after a day by the water.
10 68 reviews
Pensacola, FL
09/04 – 09/07
$293/nighttotal: $879 (3 )
Tropical Zen Garden & Cottage Oasis Bliss!
2 2
cottage , Pensacola
This Pensacola vacation rental is conveniently located in Southeast Pensacola, just a short walk from Lions Park and Bayview Dog Beach Park, offering easy access to outdoor activities and local attractions. Guests consistently rate this property as excellent, highlighting its comfortable amenities and prime location. This 1-bedroom, 1-bathroom house comfortably sleeps 2 guests and offers 360 square feet of living space. The house features a full kitchen, a spa tub, a fenced private yard, and a patio with a barbecue grill, providing everything you need for a relaxing and enjoyable stay.
Choose the Right Dog-Friendly Cottages in Pensacola, FL
These dog-friendly cottages in Pensacola, FL ensure your pet loves the vacation as much as you do.
10 66 reviews
Pensacola, FL
07/06 – 07/11
$275/nighttotal: $1375 (5 )
Cottage On 12th Avenue
1 3
cottage , Pensacola
This Pensacola cottage, perfect for a family getaway, offers convenient access to Pensacola Beach, the National Naval Aviation Museum, and Historic Pensacola Village, though the precise distance to each requires further clarification. This two-bedroom, one-bathroom vacation home sleeps four and includes a kitchen, air conditioning, internet access, parking, and allows pets; however, the cottage's size, specific amenities, and nearby activities require additional details.
Pensacola, FL
08/01 – 08/07
$272/nighttotal: $1632 (6 )
Graffiti Blues. Fun 2br Near Downtown. Snookball + Firepit
2 4
cottage , Pensacola
This Southeast Pensacola vacation rental is located a short distance from downtown, dining, and nightlife, with Fort Pickens a notable landmark nearby. This 2-bedroom, 1-bathroom cottage accommodates up to 4 guests and features a fully equipped kitchen with a microwave and dishwasher, air conditioning, internet, parking, and a private backyard with a firepit and a unique custom snookball court.
9.8 11 reviews
Pensacola, FL
09/04 – 09/08
$166/nighttotal: $664 (4 )
Charming Cottage In Fabulous Pensacola Just Steps From The Water With Water View
1 2
cottage , Pensacola
This Southeast Pensacola cottage offers a convenient location near the National Museum of Naval Aviation and Pensacola Beach, providing easy access to area attractions. The one-bedroom, one-bathroom rental sleeps three guests comfortably, featuring a queen-size bed, additional sleeping space, a full kitchen with microwave and refrigerator, and amenities such as Wi-Fi, air conditioning, and parking.
9.8 26 reviews
Pensacola, FL
12/26 – 02/28
$82/nighttotal: $5248 (64 )
Charming Cottage In Pensacola
1 2
cottage , Pensacola
This Southeast Pensacola cottage is located a short walk from the Pensacola Visitor Information Center and Lions Park, and within a 15-minute drive of Bayview Dog Beach Park and the Pensacola Bay Bridge. This pet-friendly one-bedroom, one-bathroom cabin sleeps three guests and features a fireplace, barbecue grill, Smart TV, microwave, and free internet access.