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105 Best cottages in Pensacola, FL
9.6 79 reviews
Pensacola, FL
10/04 – 10/08
$407/nighttotal: $1628 (4 )
Pissitaway Getaway
3 4
cottage , Gulf Breeze
This Gulf Breeze cottage is located in Toilla Segunda, a quiet neighborhood just a 15-minute walk from Pensacola Beach Beaches and Opal Beach, with Casino Beach and Portofino Boardwalk within a 3km radius. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience. This 3-bedroom, 2-bathroom vacation rental comfortably sleeps up to 9 guests. The cottage offers amenities such as a fully equipped kitchen, laundry facilities, and a private parking space, making it ideal for families or groups seeking a relaxing and convenient stay.
9.6 4 reviews
Pensacola, FL
08/01 – 08/07
$121/nighttotal: $726 (6 )
Charming Hideaway Cottage Pensacola
1 4
cottage , West Pensacola
This studio cottage in South Pensacola is located 10-12 minutes from downtown Pensacola and 20-25 minutes from Pensacola Beach, with NAS Pensacola 15 minutes away and Pensacola International Airport a 15-minute drive. This pet-friendly accommodation offers a studio layout with a compact kitchen, sleeps up to 4 guests with 2 queen beds, and includes amenities like air conditioning, internet, and on-site parking.
9.8 265 reviews
Pensacola, FL
08/09 – 08/16
$125/nighttotal: $875 (7 )
Orange Tree Cottage- Entire Cottage, Cute And Charming!
2 4
cottage , Brent
This charming cottage is conveniently located just a short drive from Brent Athletic Park, Splash City Adventures, and shopping centers like Barnes and Brentwood. The cottage consistently receives excellent ratings for location, cleanliness, and overall experience. The cozy cottage features two bedrooms and can comfortably accommodate up to five guests. It's equipped with modern amenities, including air conditioning, a fully equipped kitchen, and free Wi-Fi, making it perfect for families or groups looking for a comfortable and convenient stay.
Pensacola, FL
12/27 – 01/03
$233/nighttotal: $1631 (7 )
Colorful Pensacola Oasis: 1 Block To Bayview Park!
1 3
cottage , Pensacola
This Southeast Pensacola cottage offers easy access to Bayview Dog Beach Park, Lions Park, and the Pensacola Visitor Information Center, all within 2 miles, and is less than 3 miles from the Pensacola Bay Bridge and Palafox Shopping Center. The fully equipped kitchen includes a microwave and dishwasher, and outdoor amenities such as a patio and barbecue grills are available for guest use; the property also features air conditioning, internet access, and parking.
10 18 reviews
Pensacola, FL
08/02 – 08/05
$310/nighttotal: $930 (3 )
Modernized 2br Historic Home W/ King Bed
2 2
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.
The MTR Cottage is a charming historic home located in the Seville Historic District of Downtown Pensacola, just a short walk from restaurants, shops, and museums, and only 8 miles from Pensacola Beach. The cottage has earned excellent ratings for location, cleanliness, and overall experience. The cottage offers 640 square feet of space, with one bedroom and one bathroom, comfortably accommodating up to two guests. Enjoy the peaceful courtyard, complete with a fountain and an orange tree orchard, and take advantage of the fully equipped kitchen, air conditioning, and private parking.
9.6 8 reviews
Pensacola, FL
09/02 – 09/11
$113/nighttotal: $1017 (9 )
Downtown Cottage 7 Miles To Beach. Coastal W/out Luxury Resort Prices
1 2
cottage , Pensacola
This Southeast Pensacola cottage is located less than a mile from Lions Park and the Pensacola Bay Center, with the Pensacola Bay Bridge and Visitor Information Center within a 15-minute drive. This 240-square-foot, one-bedroom, one-bathroom guesthouse sleeps two and features a kitchenette with a refrigerator and microwave, a private patio, free WiFi, a Smart TV, and access to a swimming pool and spa.
9.3 8 reviews
Pensacola, FL
07/01 – 08/01
$208/nighttotal: $6448 (31 )
Cottage On 10th Cozy Retreat Near Downtown & Beach
1 2
cottage , Pensacola
The Cottage on 10th is a 2-bedroom, 2-bathroom apartment in Pensacola, Florida, offering quick access to downtown Pensacola and Pensacola Beach, located less than 1 mile away. This rental accommodates up to 6 guests and features a private, fenced backyard with a BBQ grill, a fully equipped kitchen with coffee makers, and an in-unit washer and dryer.
Pensacola, FL
08/01 – 08/07
$271/nighttotal: $1626 (6 )
Modern Pensacola Home ~ 6 Mi To Beach!
1 4
cottage , Ferry Pass
This Ferry Pass cottage is conveniently located 2.3 miles from West Florida Hospital and within 6 miles of the University of West Florida and Eastgate Shopping Center. The smoke-free rental features a fully equipped kitchen with microwave and dishwasher, two bathrooms, free WiFi, free parking, and a TV, making it ideal for medical visitors, students, or those exploring Northeast Pensacola.
Pensacola, FL
12/27 – 01/03
$217/nighttotal: $1519 (7 )
6 Mi To Dtwn Pensacola: Family-friendly Gem!
1 3
cottage , Pensacola
This cottage in Northeast Pensacola is located under 1 mile from Pensacola State College and Cordova Mall, and within 2 miles of Ascension Sacred Heart Pensacola and Grizzly Axes. This pet-friendly rental offers a smoke-free environment with air conditioning, a full kitchen including a microwave oven, and complimentary WiFi in public areas, plus outdoor barbecue grills and private parking.
10 19 reviews
Pensacola, FL
12/27 – 01/03
$226/nighttotal: $1582 (7 )
2 Bedrooms - King Bed - Close To Beaches - Beautiful Deck With Outdoor Seating.
2 3
cottage , Warrington
This cottage is conveniently located in the heart of Warrington, a short distance from Blackwater River State Recreation Area, Pensacola Naval Air Station, and Warrington Village Shopping Center. With excellent user ratings, this cottage is a popular choice for travelers seeking a comfortable and well-equipped accommodation in Warrington. The cottage offers 4 bedrooms, providing ample space for families or groups. Guests can enjoy a private fenced yard, a fully equipped kitchen, barbecue grills, and complimentary WiFi. The cottage also features air conditioning, a terrace or balcony, a garden, and parking, ensuring a comfortable and convenient stay for guests.
10 6 reviews
Pensacola, FL
12/01 – 04/01
$184/nighttotal: $22264 (121 )
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.
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.
9.6 37 reviews
Pensacola, FL
09/02 – 09/11
$131/nighttotal: $1179 (9 )
The Blake: 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 Seville Square, Barkley House, Lavalle House, and the Pensacola Bay Center. This one-bedroom, one-bathroom rental sleeps two guests and features a private patio, fully equipped kitchen with refrigerator and microwave, free WiFi, and amenities such as a TV, coffee maker, and hair dryer.
9.8 269 reviews
Pensacola, FL
10/04 – 10/08
$343/nighttotal: $1372 (4 )
Livin' Easy - Not Expensively!
2 4
cottage , Gulf Breeze
This charming cottage is located on Pensacola Beach, just two blocks from the white sands and within walking distance of the lively center of Pensacola Beach. The cottage has consistently received excellent ratings for location, cleanliness, and overall user experience. This cozy vacation rental spans 900 square feet and features two bedrooms and one bathroom. Enjoy the convenience of a fully equipped kitchen, a private backyard, and access to a spa, jacuzzi, and a terrace with a garden view.
10 18 reviews
Pensacola, FL
10/25 – 10/31
$286/nighttotal: $1716 (6 )
Cozy Dream Cottage/short Distance From Beautiful White Sand Beaches
4 3
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.
10 5 reviews
Pensacola, FL
06/29 – 07/06
$343/nighttotal: $2401 (7 )
The Two Door A Cozy & Spacious Retreat In Historic Downtown Pensacola
2 1
cottage , Pensacola
This historic Pensacola cottage, built circa 1817, is situated in the heart of the city's Historic District, within walking distance of cafes, galleries, and waterfront parks, and a short drive from Pensacola Beach. This 1700-square-foot home features two bedrooms, two bathrooms, and can comfortably accommodate up to six guests with a queen-size sofa sleeper, boasting a fully equipped kitchen, a spacious backyard deck with a propane grill, and access to a spa.
Best Pensacola, FL cottages with a garden
10 1 review
Pensacola, FL
12/27 – 01/03
$478/nighttotal: $3346 (7 )
Boat Lift, Rv Hookups, Hot Tub,
3 3
cottage , Midway
This Gulf Breeze, Florida waterfront home, 13 minutes from Pensacola Beach and 20 minutes from downtown Pensacola, offers canal-front access with a private dock and 10,000-pound boat lift for vessels up to 25 feet. The three-bedroom, two-bathroom house sleeps six guests and features a gourmet kitchen, hot tub, fire pit, RV parking, and outdoor amenities including a barbecue grill and fish-cleaning station; beach chairs, umbrella, and towels are provided.
10 19 reviews
Pensacola, FL
10/17 – 10/24
$184/nighttotal: $1288 (7 )
~Gem On G St~2br~downtown Pensacola~furbabies~walk To Restaurants & Supposey~
2 5
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.
10 2 reviews
Pensacola, FL
12/27 – 01/03
$267/nighttotal: $1869 (7 )
Pet-friendly Pensacola Home W/ Sunny Backyard!
1 3
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.
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.
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 – 09/08
$264/nighttotal: $1056 (4 )
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.
Pensacola, FL
07/23 – 07/25
$400/nighttotal: $800 (2 )
Pelican's Nest: By Downtown /Beach /Airport /Base
1 5
cottage , West Pensacola
Pelican's Nest, a West Pensacola cottage rental in South Pensacola, is located 3 miles from downtown Pensacola, 10 miles from Pensacola Beach, and near Fort Pickens, offering easy access to area attractions. This 830-square-foot vacation home sleeps six, features one bedroom, two bathrooms, a fully equipped kitchen, laundry facilities, a fenced yard with a firepit and outdoor shower, plus a foosball table and RV/boat parking.
Pensacola, FL
08/01 – 08/07
$271/nighttotal: $1626 (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.
Pensacola, FL
12/27 – 01/03
$252/nighttotal: $1764 (7 )
Shop, Dine & Visit Uwf: Pensacola Home W/ Yard!
1 3
cottage , Ferry Pass
This cottage in Northeast Pensacola offers convenient access to key areas, located under 3 miles from Pensacola State College, West Florida Hospital, and Cordova Mall, and within 6 miles of Ascension Sacred Heart Pensacola and the University of West Florida. This pet-friendly rental features a fully equipped kitchen with a microwave and dishwasher, air conditioning, and complimentary WiFi in public areas, making it ideal for self-catering stays.
10 2 reviews
Pensacola, FL
12/27 – 01/03
$238/nighttotal: $1666 (7 )
Pet-friendly Pensacola Home W/ Patio & Yard!
1 3
cottage , Pensacola
This cottage in South Pensacola offers convenient access to Legion Field, Pensacola Bay Center, Palafox Market, and Community Maritime Park, all located approximately 1.25 miles away. This pet-friendly rental features a full kitchen with a microwave and dishwasher, air conditioning, a garden, parking, and complimentary Wi-Fi in public areas, with a 10 AM check-out time.