Top 9 Short-Term Rentals In Milton, Florida - Updated 2024

Maria Cristina
Maria Cristina 
Updated
| 4 min read

Milton, Santa Rosa County’s city and county seat, is near Pensacola in Florida’s western panhandle. It’s among Florida’s oldest cities listed in the National Register of Historic Places. Located on the Blackwater River shores, this former shipbuilding and mill town prospered after the Civil War with plantation farming. Bagdad Village Historic District, the Downtown Historic District, and museums such as Arcadia Mill offer reminders of the city’s past. Today, it’s called the “Cradle of Naval Aviation” serving as a chief training center for Navy pilots. Besides that, bond with your family at Carpenter’s Park where you can have family picnics. A visit to Panhandle Butterfly House & Nature Center is also enjoyable if you are an animal-lover.

Visit this historically rich city with well-preserved buildings from Florida’s olden times. Read on to find the top short-term rentals in Milton, Florida, that provide cozy budget-friendly stay.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.

1. Modernized train house in downtown Milton (from USD 130)

This newly renovated single-level home features separate areas for cooking, dining, and lounging. Modern touches such as Wi-Fi and smart TVs were added to the vintage rooms with train-themed accents. Here, admire the lush garden while chilling out on the covered back patio. It’s conveniently near Blackwater Heritage Trail and the downtown area. Additionally, the owner requires guests to stay a minimum of three nights and gives discounts for weekly stays.

Stayed at this property?
Milton, Florida, United States
70 reviews   Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the wifi worked fine for our zoom meetings and we streamed our favorite shows at night
we enjoyed the donuts on arrival and the fully equipped kitchen
Cleanliness:
clean home in a quiet area
nice clean house in the historic downtown area
nice clean and cozy
the house was sparkling clean and the beds very comfortable
this is a very clean comfortable home
Host:
marianne was a great host and replied quickly with any questions we had
marianne the host was very quick at responding to questions and is a pleasure to work with
the hostess was very quick and responsive to our questions
marianne was a great host who thought of everything we needed
host marianne was a pleasure to work with
Location:
close to really good restaurants
great location worked perfectly for visting friends and family
the train house's location for anyone going to the milton/baghdad area is fantastic
the house was close to all our biking and kayaking adventures
a very comfortable place to stay in a great location
Read more reviews

Nearby short-term rentals

2. Newly renovated home with a backyard

This remodeled single-level home is in a cul-de-sac near the interstate. This self-contained home features stylish modern interiors in earth-toned colors and enough bedrooms for large groups. You can even have a picnic, play various board games, and roast mallows in the fire pit available in the fenced-in backyard. There’s a remote workspace set up here as well. However, staying here for at least a week will qualify you for weekly discounts on your stay.

Stayed at this property?
Pensacola, Florida, United States
57 reviews   Superhost Wifi Available
ENTIRE HOME 7 Beds 10 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
we had more than enough space and the master bathroom shower and walk-in closet were huge
Cleanliness:
the house was clean and comfortable
everything was nice and clean
she provides all you need in a safe clean comfortable environment
the home was very clean and offered the perfect stay for our golf trip
the home was very spacious clean and had all the amenities
Host:
host made sure anything i needed was taken care of very nice and respectful
other than technological issues at check-in the home and host were great
kaitlin was a great host
kaitlyn is a great host
Location:
beautiful house in a nice location
i will always go here it’s a huge house so close to everything
very roomy comfortable and equipped home in a location that was awesome for us
kaitlin’s house is a perfect place to stay while enjoying the pensacola area
Read more reviews

3. Red Door Bungalow (from USD 97)

This vintage home is upgraded with modern comforts and requires at least a two-night stay. The bungalow retained most of its original flooring and bathroom fixtures such as the clawfoot tub. Moreover, you can do remote work with high-speed Wi-Fi and binge-watch your favorite Netflix shows on Smart TV. It also features a landscaped garden with a fenced-in backyard where you can roast smores on a fire pit and watch your pets play around.

Stayed at this property?
Pensacola, Florida, United States
116 reviews   Superhost Wifi Available
Entire bungalow 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the back room and outdoor space were fabulous
Cleanliness:
the house was spotless and beautifully furnished
it was clean cozy and my wife loved the bathroom with the claw foot tub
the space was very clean and it was great for 2 adults and 2 kids
it was spotless and cozy and we felt safe the entire visit
home is super clean and well stocked
Host:
hosts were very helpful and responded to questions very promptly
the hosts are also very gracious communicative and helpful with any questions you may have
lisa is the sweetest host and made us feel so welcomed
they are the kind of hosts you are so blessed to book with thank you both so much
lisa was a great host and her home was exactly what we were looking for
Location:
also super close to all the things
we loved our stay the location was perfect and the neighborhood was very calm
we will definitely choose this place again if we make it back to pensacola
this place was cute comfortable and clean
my family and i had a great stay this weekend at lisa's place
Read more reviews

4. Cozy lower-level apartment near the lake

This lower-floor apartment is in the owner’s lake house on a steep hill 20 minutes from Pensacola. The peach-colored interiors are decorated with vintage furniture. Also, you can cook your favorite dishes and savor them in the eat-in kitchen, and relax or play games in the living area. Overlooking the lake and backyard is a covered porch, perfect to nurse your morning coffee. Additionally, there is a canoe available for your enjoyment too.

A two-night stay is required during summer. Exceptions are given to frequent guests. You can tale advantage of weekly discounts for stays longer than a week.

Stayed at this property?
Milton, Florida, United States
228 reviews   Wifi Available
ENTIRE HOME 4 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
great hosts and complete downstairs apt was ours
beautiful view of the lake and lots of room
great space with lots of room
it is a quiet neighborhood; i didn't lock my car or door and felt completely comfortable
Cleanliness:
the house was clean and well stocked with towels and even some toiletries
the lake was a nice bonus clean and comfortable space
the home was spacious clean and the back patio and yard was beautiful
Host:
the hosts are delightful
the hosts were gracious and friendly
appreciate them for being great hosts
great host and very nice accommodations
hosts are friendly lovely and life giving
Location:
this is a great location to unplug
absolutely beautiful property and very conveniently located to blackwater state park
lake is perfect and close to the beach
if you need a place to get away and relax this is definitely it
if you are looking for a secure quiet and nature flourishing venue this is your location
Read more reviews

5. Miss Jean's Place (from USD 125)

Miss Jean’s Place is in Pensacola’s East Hill area where it’s safe to go jogging, biking, and walking. This two-bedroom house features an open layout with self-catering facilities. You can grill barbecues and let kids play in the fenced-in backyard. Furthermore, the host provides two beach cruisers for those staying here longer than three days. Book this place for at least a week and take advantage of the weekly discounts offered.

Stayed at this property?
Pensacola, Florida, United States
504 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
i also appreciated the stock of spices in the kitchen and the several bottles of water
beds were very comfortable
Cleanliness:
very clean and comfortable space
exceptionally clean home in a quiet neighborhood
it was super clean and cozy
house was clean and comfy
comfortable clean nicely done and great energy
Host:
our host david was great
david was a great host
great host david was very responsive
david was very responsive
david is very responsive and accommodating
Location:
fantastic place super cute and close to downtown
what a cute little place fantastic location to get to the mall or downtown quickly
wonderful house in a great location
immaculate in good safe location
location was great since it was close to a lot of places
Read more reviews

6. Sunshine Escape (from USD 108)

Sunshine Escape requires at least a two nights stay but offers a discount on stays longer than a week. This veteran and military-friendly home is near the beach, Naval Air Station Pensacola, and several shops. It offers bright and spacious rooms and self-catering facilities. Guests can gather in the sprawling yard for barbecues, or get competitive in the large game room. Do note that, though the property is spacious for big groups, partying is not allowed.

Stayed at this property?
Pensacola, Florida, United States
69 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 7 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Host:
a definite 5 star home with 5 star hosts
Read more reviews

7. Family and pet-friendly guest house in a private farm (from USD 125)

This family and pet-friendly guest house is on a gated working farm in Baker, Florida. This attractive A-style structure features a main upper floor with an open layout and self-catering facility. While here enjoy swimming in the pool or grilling barbecues outdoors. Also, keep your pets leashed because the owner’s farm animals often stroll around the property. On certain dates, booking an extra night makes the average daily rate cheaper. Here, you can take advantage of the weekly discounts too.

Stayed at this property?
Baker, Florida, United States
292 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
adorable apartment above the carport that allowed easy coming and going
Cleanliness:
very clean quiet and comfortable
the place was exactly as described and very clean and neat
beautiful place confortable clean and excellent for pets
the bedding was nice overall clean place
great place to stay very clean and very quiet would stay here again
Host:
friendly people and animals
host was super friendly and responsive
keri was quick to communicate and a lovely host
keri and tim were so kind and generous
sweet place responsive host and a sweet gentle doggie to quietly guard your front doorstep
Location:
beautiful farm location quiet and cozy apartment
perfect place to get away and i wish we stayed longer
great place to beat the traffic in on saturday am before headed to the gulf
it was close enough to enjoy the beaches and waterparks while being out of the hustle and bustle
will 100% be back if i’m the area again thank you for a great location
Read more reviews

8. Large modern home with a screened-in pool

This massive single-level home is in the quiet Navarre neighborhood minutes away from the beach. It features a kitchen, several dining areas, and a spacious living room where you can watch TV by the fireplace. Enjoy the fenced-in backyard with a mini playground for kids and a barbecue area. When feeling the heat, plunge into the screened-in pool. You must stay for at least two nights and a week-long stay in this gorgeous home affords you a great discount.

Stayed at this property?
Navarre, Florida, United States
56 reviews   Wifi Available
ENTIRE HOME 4 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Cleanliness:
great place to stay it was clean and spacious
Host:
the host is amazing
the beach was kid friendly & not over crowded
alexandra was a great host and very attentive and available if needed
what a family friendly awesome place
Location:
very comfortable house and great location
great place fit our large group perfectly and was just a short drive to the beach
Read more reviews

9. Cozy chic home with a tropical garden (from USD 121)

This chic home offers spacious rooms and separate kitchen, dining, and living areas. It features a lush tropical garden with a private patio for lounging and dining al fresco. Enjoy drinks in the cabana lounge and mini bar on the wooden deck. When bored, immerse yourself in a book beside the fireplace in the mini library. Additionally, a two-night stay is required in this lovely home. You can save big here if you book this place for a week.

Stayed at this property?
Milton, Florida, United States
57 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
beds very comfortable nice kitchen is stocked up on everything you would need
Cleanliness:
10 out of 10 the house was super clean and comfortable
everything was very clean and comfortable and we enjoyed our stay
this place is immaculately clean and i would absolutely recommend it to anyone
clean comfortable and cozy perfect little spot for a weekend getaway to visit friends
jennifer was very nice it was extremely clean
Host:
the owners were very friendly and helpful
the hosts are total sweethearts and put a lot of love into this home
can’t say enough good things about the home and the owners
the hosts have gone above and beyond to make sure you have have everything you could possibly need
the host was the greatest explained everything thoroughly made you feel so comfortable
Location:
this lovely house is located close to everything you need
i have not used airbnb much but we were looking for a nice place to stay near our relatives
look no more for a great place to stay in milton
Read more reviews

Enjoy week-long stays in Milton

Short stays in Milton become memorable if you book any of the rentals listed above. Most of them have a single floor with a vintage vibe or unique amenities ideal for family bonding. You’ll want to include them in your travel plans each time you visit Milton.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Tina is a free-spirited writer and traveler. She likes to experience unfamiliar places, cuisines, and scenery. She prefers beaches to mountains though as she is afraid of heights. Visiting museums,...Read more

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