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The best cottages in Pensacola

Check out our selection of great cottages in Pensacola

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Pensacola Waterfront Retreat, hotel in Pensacola

Pensacola Waterfront Retreat offers accommodations in Pensacola, 5.1 miles from Saenger Theatre and 5.1 miles from TT Wentworth Jr. Florida State Museum.

I love the privacy of the property. I really liked the view. I also really enjoyed the lock to the gate, how close parking is away from the door. I loved everything about inside of the studio!
Scored 9.5
9.5
Rated exceptional
Exceptional
8 reviews
Price from
$211.50
1 night, 2 adults
Lovely Town-home in Pensacola, hotel in Pensacola

Lovely Town-home in Pensacola is located in Pensacola, just 3.5 miles from Big Eagle Railroad Station and 6.1 miles from Roger Scott Athletic Complex.

I loved everything about this property. So comfortable and clean. There were no surprises after checking in. The neighborhood is quiet 🤫. I will definitely stay again when back in the area.
Scored 9.4
9.4
Rated wonderful
Wonderful
28 reviews
Price from
$119
1 night, 2 adults
La Casa Boheme, hotel in Pensacola

La Casa Boheme offers accommodations in Pensacola, 14 miles from Saenger Theatre and 14 miles from TT Wentworth Jr. Florida State Museum.

Lots of room
Scored 9.8
9.8
Rated exceptional
Exceptional
6 reviews
Price from
$129.80
1 night, 2 adults
Welcome to Pineapple House!, hotel in Pensacola

Welcome to Pineapple House! is located in Pensacola, just 1.6 miles from Fairfield Village Shopping Center and 3.6 miles from Saenger Theatre.

Although my door code did not work upon arrival, I called the owner and the situation was remedied IMMEDIATELY. Wondering hosts and so responsive, made for a fantastic stay!
Scored 9.7
9.7
Rated exceptional
Exceptional
15 reviews
Price from
$200
1 night, 2 adults
Beautiful 3 bedroom home 4 minutes from the beach, hotel in Pensacola

Beautiful 3 bedroom home 4 minutes from the beach is located in Pensacola, just 14 miles from Saenger Theatre and 14 miles from TT Wentworth Jr. Florida State Museum.

This was a very peaceful stay. It's close to a great beach for fun, collecting sea shells, walking (the beach wasn't crowded at all. Very private). The house was clean and had almost everything we needed. The host was a great communicator. The neighborhood was quiet enough for me even though there's a daycare across the street and it's a kind of busy road. The house is insulated well enough that you don't hear much of it.
Scored 7.7
7.7
Rated good
Good
24 reviews
Price from
$160.65
1 night, 2 adults
Woodsy Retreat, steps to Bay - Hot tub!, hotel in Pensacola

Featuring a garden, Woodsy Retreat, steps to Bay - Hot tub! provides accommodations in Gulf Breeze. This property offers access to a terrace and free private parking.

The home was very maintained! It was well stocked with almost everything that you’d need for your stay. The staff were very helpful and thorough as well.
Scored 9.8
9.8
Rated exceptional
Exceptional
14 reviews
Price from
$233.10
1 night, 2 adults
Exclusive Canal Home & Dock In Gulf Breeze, hotel in Pensacola

Providing a bar, Exclusive Canal Home & Dock In Gulf Breeze offers accommodations in Gulf Breeze.

We had a wonderful stay. The home was gorgeous and comfortable. The owner/ manager was attentive to any needs or questions we had. The area was very safe and convenient. And we come in annually and plan to try and stay next year as well 😁
Scored 9.4
9.4
Rated wonderful
Wonderful
5 reviews
Price from
$199
1 night, 2 adults
Lovely oasis with private swimming pool 4,6,8 f deep, hotel in Pensacola

Lovely oasis with private swimming pool 4,6,8 f deep offers accommodations in Gulf Breeze, 7.8 miles from Pensacola Beach Gulf Pier and 10 miles from Wayside Park.

this place was wonderful.You could not ask for a better place to stay. They literally had everything that you needed.All you supplied was your food.
Scored 8.6
8.6
Rated excellent
Excellent
8 reviews
Price from
$320
1 night, 2 adults
Blue Angel Cottage, hotel in Pensacola

Blue Angel Cottage is located in Perdido Key, just 12 miles from TT Wentworth Jr. Florida State Museum and 12 miles from Pensacola Historical Museum.

We were there to go to the Naval base and this house was only 5 mins away. The house was just oerfect!
Scored 9.4
9.4
Rated wonderful
Wonderful
7 reviews
Price from
$230
1 night, 2 adults
2-Story Pensacola Home with Game Room and Private Yard, hotel in Pensacola

2-Story Pensacola Home with Game Room and Private Yard is located in Pensacola, just 5 miles from Fairfield Village Shopping Center and 7.4 miles from Historic Pensacola Village.

Everyone had there own space
Scored 9.3
9.3
Rated wonderful
Wonderful
10 reviews
All cottages in Pensacola
Looking for a cottage?
Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Pensacola this month

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Enjoy breakfast in Pensacola!

  • Downtown Dream- Relaxing Escape In Downtown Pensacola
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 5 reviews

    Downtown Dream- Relaxing Escape In Downtown Pensacola offers accommodations in Pensacola, 1.2 miles from Saenger Theatre and 1.3 miles from TT Wentworth Jr. Florida State Museum.

  • Downtown Dollhouse
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 6 reviews

    Downtown Dollhouse offers accommodations in Pensacola, a 16-minute walk from Historic Pensacola Village and 2.3 miles from Wayside Park.

  • Beautiful Historic Downtown Pensacola Charmer
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 5 reviews

    1.8 miles from Bayview Dog Beach in Pensacola, Beautiful Historic Downtown Pensacola Charmer provides accommodations with access to a hot tub.

    Beautiful home. Very clean. Great response from the owner

  • The Clifford House
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 21 reviews

    The Clifford House offers accommodations in Pensacola, 1.6 miles from Saenger Theatre and 1.9 miles from TT Wentworth Jr. Florida State Museum.

    Todo, nos encantó la casa, la limpieza, el orden y su historia 😁

  • Sea Turtle Sanctuary
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 7 reviews

    Sea Turtle Sanctuary is located in Pensacola, just 15 miles from TT Wentworth Jr. Florida State Museum and 15 miles from Pensacola Historical Museum.

  • Field Quarters
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 10 reviews

    Field Quarters is located in Pensacola, just 7.7 miles from Saenger Theatre and 7.7 miles from TT Wentworth Jr. Florida State Museum.

  • Private oasis, Pool, Downtown PNS & Beach 3BR-2,5BT
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 21 reviews

    Private oasis, Pool, Downtown PNS & Beach 3BR-2,5BT is located in Pensacola, just 4.2 miles from Roger Scott Athletic Complex and 8.5 miles from Wayside Park.

    The property was very clean & well maintained!

  • Perdido-OrangeBch, Navy Base, Golf 2BR-25BT
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 18 reviews

    Perdido-OrangeBch, Navy Base, Golf 2BR-25BT offers accommodations in Pensacola, 15 miles from Saenger Theatre and 15 miles from TT Wentworth Jr. Florida State Museum.

    The whole place is as nice as it's shown online. Very clean.

These cottages in Pensacola have options with FREE cancellation

  • Pensacola Waterfront Retreat
    Free cancellation options available
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 8 reviews

    Pensacola Waterfront Retreat offers accommodations in Pensacola, 5.1 miles from Saenger Theatre and 5.1 miles from TT Wentworth Jr. Florida State Museum.

    Absolutely stunning view. The studio was beautiful and comfortable on the inside

  • Welcome to Pineapple House!
    Free cancellation options available
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 15 reviews

    Welcome to Pineapple House! is located in Pensacola, just 1.6 miles from Fairfield Village Shopping Center and 3.6 miles from Saenger Theatre.

    Our host Ben was truly exceptional. The property itself was delightful.

  • Good Vibes Downtown Cottage
    Free cancellation options available

    Good Vibes Downtown Cottage is located in Pensacola, just a 18-minute walk from TT Wentworth Jr. Florida State Museum and 2 miles from Wayside Park.

  • Charming 2 bdr 1 bath home fenced byard N Pensacola Pet Friendly Close to bases
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 4 reviews

    Charming 2 bdr 1 bath home fenced byard N Pensacola Pet Friendly Close to bases offers accommodations in Pensacola, 5.7 miles from Roger Scott Athletic Complex and 8.1 miles from Historic Pensacola...

  • Family Gathering Place, 2 Houses Under 1 Roof, Close to Downtown!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    A recently renovated vacation home, Family Gathering Place, 2 Houses Under 1 Roof, Close to Downtown! offers accommodations in Pensacola.

  • Urban Vista & Flat - New Listing, Downtown!
    Free cancellation options available

    Urban Vista & Flat - New Listing, Downtown! offers accommodations in Pensacola, 1.2 miles from TT Wentworth Jr. Florida State Museum and a 19-minute walk from Saenger Theatre.

  • The Sapphire Downtown, Pensacola's Hidden Gem
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 3 reviews

    Just a 11-minute walk from Saenger Theatre and 0.9 miles from Historic Pensacola Village, The Sapphire Downtown, Pensacola's Hidden Gem features accommodations in Pensacola with a garden.

  • Beach House
    Free cancellation options available

    Beach House offers accommodations in Pensacola, 3.7 miles from Saenger Theatre and 4 miles from TT Wentworth Jr. Florida State Museum. This property offers access to a patio and free private parking.

Traveling by car? These cottages in Pensacola offer free parking!

  • Lovely Town-home in Pensacola
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 28 reviews

    Lovely Town-home in Pensacola is located in Pensacola, just 3.5 miles from Big Eagle Railroad Station and 6.1 miles from Roger Scott Athletic Complex.

    Clean comfortable and all round brilliant experience

  • The Hosta Hangout - A Luxury Central Haven

    The Hosta Hangout - A Luxury Central Haven offers accommodations in Pensacola, 5.4 miles from Big Eagle Railroad Station and 6.3 miles from Fairfield Village Shopping Center.

  • Great large home,8 min from Downtown

    Great large home,8 min from Downtown is located in Pensacola, just 1.7 miles from Roger Scott Athletic Complex and 3.9 miles from Historic Pensacola Village.

  • Walk to downtown seafood market Bay views
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 11 reviews

    Just 1.2 miles from TT Wentworth Jr. Florida State Museum and 1.2 miles from Pensacola Historical Museum, Walk to downtown seafood market Bay views features accommodations in Pensacola with a terrace.

    Great location, and nice layout for a family of four.

  • Sweet on Strong Street - Unit A
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 5 reviews

    Sweet on Strong Street - Unit A is located in Pensacola, just 1.3 miles from Saenger Theatre and 1.5 miles from TT Wentworth Jr. Florida State Museum.

  • Beachy Bungalow for Family Fun! Walk to beach!
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 42 reviews

    Offering free bikes, Beachy Bungalow for Family Fun! Walk to beach! features accommodations in Pensacola. This property offers access to a patio and free private parking.

    The house was great. The back yard so cozy and fun.

  • Brilliant in Bellview-Back unit-- Mins to NAS Pensacola, Beach, Shopping
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 23 reviews

    Brilliant in Bellview-Back unit-- Mins to NAS Pensacola, Beach, Shopping offers accommodations in Pensacola, 4.7 miles from Fairfield Village Shopping Center and 6.5 miles from Roger Scott Athletic...

    It has all facilities and amenities to enjoy with the family and friends. Excellent location

  • D's Florida/Alabama Vacation Home
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 10 reviews

    D's Florida/Alabama Vacation Home is located in Pensacola, just 6.2 miles from Fairfield Village Shopping Center and 8 miles from Roger Scott Athletic Complex.

    Location, the amount of space easy access to everything

FAQ about cottages in Pensacola

Cottages That Guests Love in Pensacola

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  • Avg. price/night: $101.89
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 44 reviews
    Very well located next to restaurants and supermarkets. Clean, quiet and cozy environment, with everything new. Kitchen equipped with everything we need to cook some meals. Comfortable beds and pillows. We were very happy to find this place the day before our arrival. We had another reservation at another hotel, but we chose this new one because we could cook and have more freedom with the family and it was the best choice. The closest beaches are 20/30 minutes away, but it would still be our choice again.
    Paula
    Family with young children
  • Avg. price/night: $76.89
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 55 reviews
    The house was clean a very cosy. We shared IT with family from Texas. It was fine to meet somebody else.
    Daniela
    Young couple
  • Avg. price/night: $279.61
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 8 reviews
    The room was amazing. The attention to detail was definitely impressive. If you think you need something just open a cabinet. Room was super clean and well organized. The view was the best part. Super quiet get away that in my opinion is priceless.
    Christopher
    Solo traveler
  • Avg. price/night: $580.50
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 9 reviews
    A beautiful hotel. Wonderful location in a historic town on the Oysterbay so lovely restaurants around. Great care has been taken in the furnishings which are all top class – the whole hotel has been furnished beautifully and tastefully and it was a delight to stay. We had a room where we could sit on the balcony and look out to the bay. We had charming hosts and wonderful staff. I rate this is one of the best that we have stayed in over our travels.
    Bubbles65
    Young couple
  • Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 10 reviews
    Excellent location Fresh & cozy equipped
    Jan
    Family with young children
  • Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 3 reviews
    Clean, adorable, comfortable cottage close to everything.
    Joy
    Travelers with friends
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 4 reviews
    This is the perfect cottage in the heart of Pensacola. Conveniently located and easy walk or quick drive to amenities.
    Jennifer
    Family with young children
  • Scored 1.0
    1.0
    Rated very poor
    Very Poor
     · 2 reviews
    The cottage was sold to the people we encountered when we arrived so we had to find alternative accommodations nearby. Our reason for the trip was to attend a funeral service for a family member.
    Ben
    Solo traveler
  • Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 42 reviews
    The bungalow is located in a quiet neighborhood close to the navy base. The beds are big comfortable and kitchen facilities/equipment were plentiful. There was plenty of hot water and the shower is great. Backyard is large and fenced in…pets are allowed although we had none.
    cristin
    Group
  • Avg. price/night: $129.38
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 225 reviews
    This is a lovely turn-of-the-century house that is great to stay in when you want a break from hotel chains and want to experience a home-like environment in charming Victorian style. Barbee was welcoming and attentive to our needs and she also serves a great breakfast!
    Christopher
    Young couple

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