Holiday rentals in Milton

4.96 out of 5 average rating, 104 reviews

Guest suite in Pace

Lovely Guest Apartment

Secluded, cozy one bed apartment in Pace, FL with full bath, full kitchen, and a small bar. Situated 5 min from dozens of shops, restaurants, and parks. 20 min more will bring you to NAS Whiting or Pensacola Intl Airport. Complete with private entrance, private furnished screened in porch, and off-street parking. Wifi included. We are professional and courteous hosts that will ensure you arrive to a well-kept apartment and enjoy your stay. Room for two occupants, more with prior coordination.

4.99 out of 5 average rating, 91 reviews

Tiny home in Milton

The Sunset Cottage

Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

4.93 out of 5 average rating, 196 reviews

Home in Pace

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

5 out of 5 average rating, 51 reviews

Hidden gem! Min. to Navarre Beach Pensacola Beach.

Take it easy at this unique and tranquil getaway. Beaches and endless Florida adventures await upon booking this 2 bedroom, 1-bath vacation rental in Milton! Centrally located just minutes away from Navarre Beach, Blackwater River State Park and less than 30 miles to exciting Pensacola Beach, this updated home offers travelers the best of both worlds. Spend your days lounging along the Gulf Coast, hiking through the nearby state parks before heading back to this retreat for a relaxing night.

4.99 out of 5 average rating, 151 reviews

Home in Pensacola

The Hosta Hangout - A Luxury Central Haven!

Welcome to the Hosta Hangout! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cookout. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property which actively record audio & visual.

4.99 out of 5 average rating, 144 reviews

Guest house in Milton

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop. Queen bed with comfy Serta mattress.

4.9 out of 5 average rating, 104 reviews

Tiny home in Milton

Tucked Away Tiny

Reconnect with nature at this unforgettable escape. The “Tucked Away Tiny” is a tiny home with HUGE style! It is located in the country woods of Milton, FL on family-owned farm land, but not too far off the beaten path. Only 15 minutes to the heart of the city, and 45 minutes to beaches. It is next door to Sowell Farms which is home to several wedding venues, fenced exotic wildlife (may or may not be seen during your stay), and home of the Trophy for Great American Christmas Light Fight!

5 out of 5 average rating, 69 reviews

Blackwater Bay Mae's Cottage

Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

4.9 out of 5 average rating, 133 reviews

Family Home | Close to Beach | Breakfast Included

The house has plenty of space for the whole crew to have loads of fun 🏠 You’ll be just a short drive from the beach, and right off the interstate giving you a quick, easy drive into the heart of Pensacola or Whiting Field 🚗 Spacious bedrooms, a patio for coffee-buzzed mornings, a stocked kitchen, and cozy living room are all waiting for you and your group! ☕️ We also have a small breakfast setup to make the mornings easy. 🧇 Enjoy your stay in this beautiful neighborhood!

4.99 out of 5 average rating, 115 reviews

Guest house in Milton

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

Superhost

4.85 out of 5 average rating, 127 reviews

* Waterfront Home w/Boat Dock & Kayaks!

Read full description before booking! 25-30 min drive to Pensacola beach. 2 bedroom, 2 bathroom, 1450 sq ft townhome near Escambia Bay and Pensacola. Bring your boat and dock it in your back yard!! Sit on the porch and enjoy coffee in the morning listening to the birds and frogs nearby. The home is nestled in the quiet community of Escambia Shores. Surrounded by tall pines this relaxing home is perfect for a family vacation or honeymoon. Wonderful fishing off the dock!

4.95 out of 5 average rating, 166 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

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Popular amenities for Milton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Milton

4.77 out of 5 average rating, 92 reviews

Waterfront Florida Vacation Rental w/ Boat Dock

BarrettRating, 5 stars1 month ago

Got to the place and immediately went to the backyard and was stunned by the great views and the on point picture to real life look they captured to the place. Awesome game room downstairs super cool people to let us use the kayaks, fishing poles, and anything else we asked. The rooms were all spotless and could fit everyone. We had four children with us ages eight months to seven years they fully enjoyed it.

4.93 out of 5 average rating, 30 reviews

Cozy Retreat of Milton

KristinRating, 5 stars2 months ago

Beautiful place to stay, we highly recommend Allison’s place! We’d love to stay again if we’re in the area!

5 out of 5 average rating, 7 reviews

The Downtown Milton House

LeonardRating, 5 stars1 week ago

It my first stay in a AirBnB and it was a wonderful experience

4.94 out of 5 average rating, 32 reviews

Sarah’s Place

JoyceRating, 5 stars3 weeks ago

Nice house. Very comfy beds and beautiful comforter sets. Good size kitchen and a large living room area to hang out. Loved having Roku tv. Close to several stores and restaurants in Milton. Driveway was a little steep and challenging but would definitely stay here again.

5 out of 5 average rating, 13 reviews

Guest house in Milton

Little White House

MariaRating, 5 stars2 weeks ago

I needed a place to stay while both my listings were booked for the busy holiday weekend. Tami & Darryl's Little White House was perfect! The area is very quiet and peaceful. The bed is super comfortable and I was able to get much needed rest and relaxation. The colors and decor are tastefully done. This will be my go to place when I need a place to stay but with how cute it is, I'm sure they will be booked solid! Thanks for a great stay!

4.93 out of 5 average rating, 139 reviews

Townhouse in Milton

Fins Left - 35 mins to Beaches on Blackwater River

LauraRating, 5 stars2 weeks ago

Really enjoyed our stay! This is our second time staying at Kimberly's place and we would totally stay again. We enjoyed the beautiful back yard and two days down at the river. Very clean and exactly as described.

4.93 out of 5 average rating, 15 reviews

Boat in Milton

“Wild Woman” The Houseboat

JustinRating, 5 starstoday

My wife & I spent our wedding anniversary here & it did not disappoint! Definitely will be returning! Felt right at home in the marina & were welcomed by many friendly faces & lots of cute animals ranging from dogs & cats to crabs & armadillos! Perfect spot if you’re looking for a peaceful night on the water!