House holiday rentals in Milton

A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.

4.88 out of 5 average rating, 251 reviews

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.

4.96 out of 5 average rating, 114 reviews

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

4.96 out of 5 average rating, 168 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

4.96 out of 5 average rating, 118 reviews

A charming single-story home is surrounded by tall live oak trees, with sunlight filtering through the leaves. A gravel path leads up to the front porch, which features a swing. Windows allow natural light to fill the space, enhancing the serene outdoor setting.

Home in Bagdad

Enjoy The Journey #1 - Near beaches, river & I-10

Your family will be close to everything when you stay at this centrally-located home. This new construction home is perfect for a family vacation or visiting friends. The location is central to beautiful beaches, rivers, culture and only a 3 min drive to I-10. The 3 bed/2 bath home has all the amenities you are looking for plus a cozy outdoor firepit area to enjoy Florida evenings with family and friends. There are beautiful historical homes and great parks and bike paths only minutes away.

4.94 out of 5 average rating, 208 reviews

Home in Pace

The Pine House Pace, FL

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!

A spacious backyard is illuminated by soft lights, featuring a central gravel area. Woven hammocks are positioned for relaxation, surrounded by a grassy lawn and a wooden fence that provides privacy. Trees stand tall, contributing to the inviting outdoor atmosphere.

4.99 out of 5 average rating, 178 reviews

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.

An open living space features a comfortable sofa, complemented by a cozy throw blanket and cushions. Large windows allow natural light to fill the room, which includes a kitchen area with modern appliances. A soft area rug anchors the space, creating a welcoming ambiance.

5 out of 5 average rating, 101 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.

A single-story brick home is shown, featuring light blue shutters and a welcoming front porch. A well-maintained lawn extends in front, with a driveway leading to a garage on the left. A fence surrounds the backyard, enhancing privacy and space.

4.9 out of 5 average rating, 164 reviews

Large Family Home | Close to Beach

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!

A kayak glides across calm water, reflecting a vibrant sunset. Pine trees line the shore, framing the scene as hues of orange, pink, and purple fill the sky. Fishing poles are positioned close by, adding to the peaceful setting.

4.85 out of 5 average rating, 137 reviews

Twin 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!

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

4.96 out of 5 average rating, 203 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.

4.96 out of 5 average rating, 279 reviews

A comfortable living area is presented, featuring a sectional sofa and a patterned armchair. A coffee table is centered on a dark wood floor, with a fireplace flanked by decorative items. Soft natural light filters through sheer curtains, creating a welcoming ambiance.

Home in Northpointe

Casey's Corner

Our home features a large master suite and two guest bedrooms. The master suite includes a desk (for when work is absolutely necessary), and all bedrooms have their own tv with cable. Wireless, high-speed internet is available throughout the home. The kitchen is fully stocked with all the tools you need to cook your own delicious meals and is open to the dining and living areas. A washer and dryer are available in the garage.

A spacious living room is presented with a light-colored sofa and two blue armchairs. A coffee table sits in the center, while a ceiling fan provides airflow. Large windows allow natural light to brighten the space, and bar seating is visible in the background.

4.96 out of 5 average rating, 206 reviews

🏝 The Beach Roost-Navarre's Best Kept Secret 🏝

Welcome to the Beach Roost. Newly renovated and located just 2.9 miles from beautiful Navarre Beach, the home comfortably sleeps 8 people. Featuring 3 bedrooms and 2 bath, there is a King bed in the Master, a Queen bed in bedroom 2, 2 twin beds in bedroom 3, and a pull-out Queen sleeper sofa with foam mattress in the living room, providing plenty of space for your entire family vacation.

Popular amenities for house rentals in Milton

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in East Pensacola Heights

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.92 out of 5 average rating, 106 reviews

Hot tub/ Pool at this Relaxing Getaway

4.91 out of 5 average rating, 117 reviews

A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.

Home in Perdido Key

Beautiful Paradise Home - 1 Mile From Beach - POOL

4.93 out of 5 average rating, 109 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

4.93 out of 5 average rating, 108 reviews

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

Fun, sun, sand, and rest. Enjoy your stay with us.

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

4.97 out of 5 average rating, 169 reviews

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

A custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

5 out of 5 average rating, 115 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Home in Downtown Pensacola

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 212 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.95 out of 5 average rating, 203 reviews

Flamingo On Fisher In The Heart Of Pensacola

Weekly house rentals

A spacious living area features a large sectional leather sofa arranged around a decorative area rug. The room is illuminated by a ceiling fan and recessed lighting, while a framed artwork of an animal adds a focal point to the wall.

4.9 out of 5 average rating, 69 reviews

Exotic Farm Stay

An outdoor seating area is visible, featuring four comfortably arranged chairs surrounding a fire pit on a stone patio. Lush greenery fills the background, with a greenhouse and play structure partially revealed among the trees. A winding path leads through the grassy yard.

4.96 out of 5 average rating, 26 reviews

Cottage Near River, Beaches & Nature Trails

A welcoming living area features a comfortable sofa alongside two ornate red chairs. A wooden coffee table is centrally placed, with a chandelier providing soft lighting above. The dining area is visible in the background, showcasing a dining table surrounded by elegant chairs.

5 out of 5 average rating, 14 reviews

The Downtown Milton House

4.91 out of 5 average rating, 33 reviews

A modern kitchen is presented, featuring granite countertops and dark cabinetry. Essential appliances, including a microwave and coffee maker, are visible. A compact bar area with two stools provides additional seating, while natural light enters through the window above the sink.

Home in Pace

Nature's Quiet Embrace

A serene waterfront view shows a long wooden dock extending into calm waters, framed by soft sandy shores. Lush greenery is visible along the edges, and a few trees stand tall against a clear sky, reflecting a peaceful coastal atmosphere.

5 out of 5 average rating, 40 reviews

Coastal Retreat - Blackwater Bay

A spacious single-story home is presented in a well-maintained exterior, featuring a textured brick facade. A garage door sits prominently, flanked by simple landscaping that includes green grass and shrubs. The clear blue sky above adds to the welcoming appearance of the property.

5 out of 5 average rating, 73 reviews

30 Minutes to Beaches and Entertainment

A charming yellow house is visible in the background, framed by tall trees with a carpet of fallen leaves covering the ground. A vintage cannon-shaped decoration sits prominently in the foreground, enhancing the natural surroundings.

5 out of 5 average rating, 67 reviews

Hidden gem! Min. to Navarre Beach Pensacola Beach.

The exterior of the home is shown, featuring a welcoming porch with wooden railings and seating arrangements. Green grass surrounds the foundation, and a pathway leads to the entrance. Tall trees provide a natural backdrop to the peaceful setting.

4.92 out of 5 average rating, 13 reviews

Little Pelican on the Bayou

Private house rentals

The image captures a vibrant sunset over calm waters with streaks of pink and orange illuminating the sky. A wooden dock extends into the distance, and sandy shores are visible in the foreground, creating a serene waterfront atmosphere.

4.99 out of 5 average rating, 86 reviews

*~Private Waterfront Retreat: Kid & Pet Friendly~*

Superhost

A comfortable living room is highlighted by plush seating arrangements and a wooden coffee table. Natural light fills the space, revealing an open layout that connects to a kitchen and dining area. Decorative pillows and a warm color scheme enhance the inviting atmosphere.

Home in Pace

4.76 out of 5 average rating, 25 reviews

Welcome to Our Home - Pace/Pcola

Superhost

A modern single-story home is presented with a light-colored facade and a covered porch. The driveway leads to a two-car garage. Surrounding greenery features tall trees under a clear blue sky, enhancing the tranquil setting.

4.8 out of 5 average rating, 20 reviews

Cozy retreat near BlackWater River

A charming front porch is featured, with two floral-patterned chairs positioned around a small table. A blue door offers a welcoming entrance, and a landscaped area with greenery complements the light-colored siding. A pathway leads to the porch, enhancing accessibility.

4.95 out of 5 average rating, 75 reviews

Piece of Paradise

A wooden dock extends over calm water, framed by tall grasses on either side. Two turquoise chairs are situated at the end of the dock, offering a serene view of the surrounding landscape and sky dotted with fluffy white clouds.

4.77 out of 5 average rating, 57 reviews

Riverfront House w/ Boat Dock, 3 King Beds

A welcoming porch features a gray door surrounded by large windows with warm light glowing from within. Two black chairs sit on the porch, adorned with hanging planters and a stone walkway leading to the entrance. Lush greenery frames the charming entryway.

5 out of 5 average rating, 76 reviews

Modern Oasis

4.99 out of 5 average rating, 96 reviews

Train house in downtown Milton, Florida

A single-story home is set amid a grassy yard, featuring a mix of brick and siding. Blue shutters adorn the windows, and potted plants are positioned near the entrance. A concrete driveway leads to a garage with a blue door, providing an inviting approach.