Original cottages Pensacola

Holiday Cottages in Pensacola

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Pensacola
Dec 14, 2025 - Dec 15, 2025
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1. Pensacola Home With Furnished Patio About 1 Mi To Bay!

2. Perdido Dunes At Perdido Key B By Meyer Vacation Rentals

3. Bright Pensacola Home With Backyard - Pets Welcome!

4. Myrtle Grove Cottage- Casita #2

Seaside Haven Cottage in Pensacola

5. Shipwatch Condos

6. Serendipity Point Villa

7. Charming Pensacola Rental

Historic Charm Cottage in Pensacola

8. Magnolia By The Bay Villa

9. Home 10 Mi To Downtown Pensacola Pets Welcome!

10. Coral Island Oasis Villa

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Pensacola Home With Furnished Patio About 1 Mi To Bay!

Pensacola, FL, 32506
18.8 km (11.7 mi) from the city center
135
  • Cookware/ Kitchen utensils

Boasting the location a 10-minute ride from Perdido Bay, the 3-bedroom Pensacola Home With Furnished Patio About 1 Mi To Bay! is also a 10-minute drive from Tarkiln Bayou Preserve State Park. This Pensacola villa features a fully furnished kitchen with an oven, a stovetop and kitchenware to meet all guests' needs.

9.7
13 reviews
~ US$192 / night

Pensacola Home With Furnished Patio About 1 Mi To Bay!

18.8 km (11.7 mi) from the city center
135
  • Cookware/ Kitchen utensils

Pensacola Home With Furnished Patio About 1 Mi To Bay!

Boasting the location a 10-minute ride from Perdido Bay, the 3-bedroom Pensacola Home With Furnished Patio About 1 Mi To Bay! is also a 10-minute drive from Tarkiln Bayou Preserve State Park. This Pensacola villa features a fully furnished kitchen with an oven, a stovetop and kitchenware to meet all guests' needs.

9.7
13 reviews
Average price US$ 192 / night
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Perdido Dunes At Perdido Key B By Meyer Vacation Rentals

16769 Perdido Key Dr
31.4 km (19.5 mi) from the city center
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Perdido Dunes At Perdido Key B By Meyer Vacation Rentals is situated about 10 minutes' walk from Sea Watch Condo and 3.2 km away from Perdido Key State Park. A kitchen with a microwave oven, a dishwasher and fridges is included at this Pensacola villa so that guests can cook for themselves.

8
3 reviews
~ US$450 / night

Perdido Dunes At Perdido Key B By Meyer Vacation Rentals

31.4 km (19.5 mi) from the city center
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Perdido Dunes At Perdido Key B By Meyer Vacation Rentals

Perdido Dunes At Perdido Key B By Meyer Vacation Rentals is situated about 10 minutes' walk from Sea Watch Condo and 3.2 km away from Perdido Key State Park. A kitchen with a microwave oven, a dishwasher and fridges is included at this Pensacola villa so that guests can cook for themselves.

8
3 reviews
Average price US$ 450 / night

Seaside Haven Cottage in Pensacola

Just steps away from the crystal-clear waters of Pensacola Beach, this seaside haven cottage offers a tranquil escape from the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico and a private deck perfect for lounging in the sun, this cottage is ideal for those seeking a beachfront retreat. The cozy interior features nautical-inspired decor and modern amenities, ensuring a comfortable stay for guests.

  • Great deal
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Bright Pensacola Home With Backyard - Pets Welcome!

12.3 km (7.6 mi) from the city center
  • Cookware/ Kitchen utensils
  • Flat-screen TV

The 3-bedroom Bright Pensacola Home With Backyard - Pets Welcome! is located in Pensacola, 2.6 km from Pensacola Lighthouse and Museum as well as approximately 10 minutes by car from Naval Aviation Museum. The villa also has a fully-fitted kitchen with a microwave oven, tea/coffee making equipment and a toaster.

8.9
13 reviews
~ US$79 / night

Bright Pensacola Home With Backyard - Pets Welcome!

12.3 km (7.6 mi) from the city center
  • Cookware/ Kitchen utensils
  • Flat-screen TV

Bright Pensacola Home With Backyard - Pets Welcome!

The 3-bedroom Bright Pensacola Home With Backyard - Pets Welcome! is located in Pensacola, 2.6 km from Pensacola Lighthouse and Museum as well as approximately 10 minutes by car from Naval Aviation Museum. The villa also has a fully-fitted kitchen with a microwave oven, tea/coffee making equipment and a toaster.

8.9
13 reviews
Average price US$ 79 / night
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Myrtle Grove Cottage- Casita #2

North 57Th Avenue 908
6.7 km (4.1 mi) from the city center
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Myrtle Grove Cottage- Casita # 2 is only 1.4 km from Pensacola Village Shopping Center, while Bayou Marcus Birding Trail is approximately a 10-minute drive away. This villa also has 1 bedroom and includes an equipped kitchenette area with a microwave oven, tea and coffee making equipment, and fridges.

7.5
2 reviews
~ US$348 / night

Myrtle Grove Cottage- Casita #2

6.7 km (4.1 mi) from the city center
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Myrtle Grove Cottage- Casita #2

Myrtle Grove Cottage- Casita # 2 is only 1.4 km from Pensacola Village Shopping Center, while Bayou Marcus Birding Trail is approximately a 10-minute drive away. This villa also has 1 bedroom and includes an equipped kitchenette area with a microwave oven, tea and coffee making equipment, and fridges.

7.5
2 reviews
Average price US$ 348 / night

Historic Charm Cottage in Pensacola

Experience the rich history of Pensacola by staying in a charming historic cottage dating back to the early 1900s. This beautifully restored property boasts elegant architecture, antique furnishings, and a picturesque garden area ideal for savoring morning coffee or evening drinks. The cottage's convenient location near downtown Pensacola allows guests to explore the city's cultural landmarks and vibrant dining scene with ease.

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Shipwatch Condos

16787 Perdido Key Dr
31.8 km (19.8 mi) from the city center
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Shipwatch Condos is situated at a 4.2 km distance from Sportsman Marina and approximately a 10-minute drive from Alabama Point East Public Beach. A kitchen with a microwave oven, a dishwasher and fridges is included at this Pensacola villa so that guests can cook for themselves.

7.8
5 reviews
~ US$206 / night

Shipwatch Condos

31.8 km (19.8 mi) from the city center
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Shipwatch Condos

Shipwatch Condos is situated at a 4.2 km distance from Sportsman Marina and approximately a 10-minute drive from Alabama Point East Public Beach. A kitchen with a microwave oven, a dishwasher and fridges is included at this Pensacola villa so that guests can cook for themselves.

7.8
5 reviews
Average price US$ 206 / night
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Serendipity Point Villa

525 S 1St St
7.9 km (4.9 mi) from the city center

Serendipity Point Villa is situated a mere 1.4 km from Navy Point Park in Pensacola and offers accommodation with a kitchen.

8.9
8 reviews
~ US$203 / night

Serendipity Point Villa

7.9 km (4.9 mi) from the city center

Serendipity Point Villa

Serendipity Point Villa is situated a mere 1.4 km from Navy Point Park in Pensacola and offers accommodation with a kitchen.

8.9
8 reviews
Average price US$ 203 / night

Waterfront Bliss Cottage in Pensacola

Nestled along the tranquil shores of Pensacola Bay, this waterfront bliss cottage offers a serene oasis for nature lovers and outdoor enthusiasts. Guests can enjoy kayaking, fishing, and birdwatching right from the cottage's backyard, making it a perfect retreat for those seeking a close connection to nature. The interior of the cottage features a bright and airy design, with floor-to-ceiling windows offering panoramic views of the water.

  • Guest favorite
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Charming Pensacola Rental

4180 Danamar Drive
8.2 km (5.1 mi) from the city center
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

The 3-bedroom Charming Pensacola Rental is located 3.6 km away from the 32 - acre Bay Bluffs Park and 10 minutes' drive to Pensacola Regional airport. This Pensacola villa features a fully furnished kitchen with refrigerators, an oven and kitchenware to meet all guests' needs.

9.8
14 reviews
~ US$170 / night

Charming Pensacola Rental

8.2 km (5.1 mi) from the city center
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Charming Pensacola Rental

The 3-bedroom Charming Pensacola Rental is located 3.6 km away from the 32 - acre Bay Bluffs Park and 10 minutes' drive to Pensacola Regional airport. This Pensacola villa features a fully furnished kitchen with refrigerators, an oven and kitchenware to meet all guests' needs.

9.8
14 reviews
Average price US$ 170 / night
  • Top location
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Magnolia By The Bay Villa

2.7 km (1.6 mi) from the city center
152
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Magnolia By The Bay Villa offers accommodation in Pensacola, 2 km away from T T Wentworth Jr Florida State Museum and within 5 minutes' drive of Seville Square Park. The 3-bedroom villa has a fully-fitted kitchen provided with amenities, such as a fridge, an oven and kitchenware for self-catering.

9.3
7 reviews
~ US$354 / night

Magnolia By The Bay Villa

2.7 km (1.6 mi) from the city center
152
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Magnolia By The Bay Villa

Magnolia By The Bay Villa offers accommodation in Pensacola, 2 km away from T T Wentworth Jr Florida State Museum and within 5 minutes' drive of Seville Square Park. The 3-bedroom villa has a fully-fitted kitchen provided with amenities, such as a fridge, an oven and kitchenware for self-catering.

9.3
7 reviews
Average price US$ 354 / night

Quaint Retreat Cottage in Pensacola

Escape to a cozy and inviting retreat in Pensacola by booking a stay at a quaint cottage tucked away in a peaceful neighborhood. This charming property exudes warmth and comfort, with a mix of modern amenities and vintage touches creating a home away from home atmosphere. Guests can relax on the front porch or gather around the fire pit in the evenings for a memorable stay in Pensacola.

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Home 10 Mi To Downtown Pensacola Pets Welcome!

1935 Wyatt St
11.6 km (7.2 mi) from the city center
126
  • Cookware/ Kitchen utensils
  • Car park
  • Flat-screen TV
  • Ironing facilities
  • Spa & wellness centre

Cozy Pensacola Home With Yard 10 Mi To Dtwn! is a 20-minute walk from Edward Ball Nature Trail, and within a 10-minute drive of John R.Jones Junior Athletic Complex. The 3-bedroom villa offers 2 bathrooms, which come with a separate toilet and a bath.

7.9
10 reviews
~ US$149 / night

Home 10 Mi To Downtown Pensacola Pets Welcome!

11.6 km (7.2 mi) from the city center
126
  • Cookware/ Kitchen utensils
  • Car park
  • Flat-screen TV
  • Ironing facilities
  • Spa & wellness centre

Home 10 Mi To Downtown Pensacola Pets Welcome!

Cozy Pensacola Home With Yard 10 Mi To Dtwn! is a 20-minute walk from Edward Ball Nature Trail, and within a 10-minute drive of John R.Jones Junior Athletic Complex. The 3-bedroom villa offers 2 bathrooms, which come with a separate toilet and a bath.

7.9
10 reviews
Average price US$ 149 / night
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Coral Island Oasis Villa

1941 Coral Island Rd.
14.0 km (8.7 mi) from the city center
161
  • Flat-screen TV

Coral Island Oasis Villa offers accommodation in Pensacola, 4.7 km from Tarkiln Bayou Preserve State Park and nearly a 20-minute walk from National Naval Aviation Museum. The 3-bedroom villa in Pensacola comes with free parking and a swimming pool.

7
1 reviews
~ US$285 / night

Coral Island Oasis Villa

14.0 km (8.7 mi) from the city center
161
  • Flat-screen TV

Coral Island Oasis Villa

Coral Island Oasis Villa offers accommodation in Pensacola, 4.7 km from Tarkiln Bayou Preserve State Park and nearly a 20-minute walk from National Naval Aviation Museum. The 3-bedroom villa in Pensacola comes with free parking and a swimming pool.

7
1 reviews
Average price US$ 285 / night

Tropical Oasis Cottage in Pensacola

Immerse yourself in a tropical paradise by staying at a vibrant and colorful oasis cottage in Pensacola. Surrounded by lush gardens and palm trees, this unique property offers a private and secluded setting for guests to unwind and recharge. The interior features tropical-themed decor, cozy furnishings, and a spacious patio perfect for al fresco dining or lounging under the sun. This cottage is a hidden gem for those seeking a tropical escape in Pensacola.

  • Popular choice
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Grand Caribbean East & West Apartment

24.6 km (15.3 mi) from the Pensacola
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Situated 5 minutes' walk from Artworks Studio & Gallery in Pensacola, Grand Caribbean East & West Villa stands close to Perdido Key Public Beach. The villa has a full kitchen provided with amenities, such as an oven, kitchenware and a washing machine for self-catering.

6.8
27 reviews
~ US$101 / night

Grand Caribbean East & West Apartment

24.6 km (15.3 mi) from the Pensacola
  • Cookware/ Kitchen utensils
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Grand Caribbean East & West Apartment

Situated 5 minutes' walk from Artworks Studio & Gallery in Pensacola, Grand Caribbean East & West Villa stands close to Perdido Key Public Beach. The villa has a full kitchen provided with amenities, such as an oven, kitchenware and a washing machine for self-catering.

6.8
27 reviews
Average price US$ 101 / night

Are you in a hurry?

Here is a quick list of hotels in Pensacola, selected based on their rating

Name of hotel Accommodation Rating Price, $
Pensacola Home With Furnished Patio About 1 Mi To Bay!

9.7 / 10

(13 Reviews)

From 192$
Perdido Dunes At Perdido Key B By Meyer Vacation Rentals

8.0 / 10

(3 Reviews)

From 450$
Bright Pensacola Home With Backyard - Pets Welcome!

8.9 / 10

(13 Reviews)

From 79$
Myrtle Grove Cottage- Casita #2

7.5 / 10

(2 Reviews)

From 348$
Shipwatch Condos

7.8 / 10

(5 Reviews)

From 206$

Pensacola, located in the United States, is renowned for its charming and quaint cottages that offer a blend of comfort and style. These cottages provide a cozy retreat for travelers seeking a unique accommodation experience in Pensacola. Whether you're looking for a waterfront cottage or a historic gem, Pensacola has a diverse selection of properties to suit every taste. With their distinctive architecture and scenic surroundings, cottages in Pensacola promise a memorable stay filled with relaxation and charm.

Pensacola Accommodation lists:

Holiday Cottages in Pensacola FAQ
What are the best cheap holiday homes in Pensacola?
You may like Dolphina House, the top holiday home offering a picnic area, board games, and a free carpark on site. It costs 140US$ per night. Windemere Condominiums II is one more great deal at the cost of 391US$ for those searching for a budget stay.
What are the best cottages in Pensacola offering a pool?
According to original-cottages.com travel data, there are many deals offering a pool.
What are the best family holiday houses in Pensacola?
According to original-cottages.com guests' ranking, consider one of the top 4 deals. Alternatively, you may book Cam'S Coastal Cottage- Nas, Close To Beach for about 398US$ per night. It has a free private carpark, a free car park, and ironing on site.
What are the best pet-friendly holiday houses in Pensacola?
Original-cottages.com offers a selection of 102 options to consider. Another great option is Cozy Comfortable & Convenient at the cost of 140US$ per one night. Other suitable properties are Old East Hill Townhouse, St Johns Cottage, and Florida Vacation House - East Hill.
What are the best holiday houses in Pensacola with hot tubs?
If you want to relax during your trip, there are 101 deals featuring jacuzzi on original-cottages.com. You may like Shore Fun At Lost Key offering a golf course, a Jacuzzi, and complimentary parking at the price of 443US$ per one night.
What are the top lakefront holiday houses in Pensacola?
One of the top accommodations is Perdido Dunes At Perdido Key B By Meyer Vacation Rentals at the cost of 450US$ with windsurfing, hiking, and mini golf.
What are the most popular holiday houses among couples in Pensacola?
According to original-cottages.com travel data, there are 7 deals for couples. Consider booking Perdido Dunes At Perdido Key B By Meyer Vacation Rentals for about 450US$ per night, offering windsurfing, hiking, and mini golf on site. Other suitable options for couples are Peach'S Place and Ground Flr Condo-Grand Caribbean Perdido Key-111E.

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