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, 252 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, 119 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!

4.85 out of 5 average rating, 113 reviews

A well-organized living space features a queen bed set against a neutral wall, with a dining table and two chairs positioned nearby. A television is mounted on the wall, and soft lighting is provided by a ceiling fan. The room is complemented by light wood flooring.

Home in Pensacola Beach

The Flamingo - Beautiful Studio Apartment

Enjoy a stylish experience at this centrally-located place. Just 8 miles from Pensacola Beach, 20 from Navarre Beach. Close to stores and restaurants. Enjoy the Emerald Coast w/o spending a fortune on hotel. See our other 1BR listing The Pelican with even more space. Queen bed, refrigerator, microwave, kuerig machine w/ complimentary coffee, driveway parking. Unit is part of a lg house with two other units with their own private, exterior entrances. There are no shared spaces and no stairs.

4.96 out of 5 average rating, 120 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, 210 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!

4.89 out of 5 average rating, 124 reviews

Home in Perdido Key

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more! Continue for more Details

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, 187 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.

4.96 out of 5 average rating, 112 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, 114 reviews

A welcoming bungalow exterior is shown, featuring a charming brick facade and distinctive turquoise door. The front yard is landscaped with plants, while a concrete driveway provides access. The surrounding area includes lush greenery and nearby homes, under a bright blue sky with scattered clouds.

Home in Navarre

Beach Bungalow: TVs & Grill, Only 1 Mile to Sand

Going on Vacation?! You and the family will love staying at the Bungalow, only 5 minutes from Navarre Beach!! It is a newly renovated 1,053 square foot, 3 bedroom, 2 bath home with a lovely backyard patio setting, TVs in every room and best of all, it's in the heart of Navarre so close to the beach! This family-friendly Airbnb can accommodate infants, adults, and your furry friend. Enjoy water sports out in the gulf, a pontoon on Crab Island, and more. We look forward to hosting you!

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, 210 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.

A wooden dock stretches out into calm waters, surrounded by lush greenery. White caps mark the edges, providing a safe boundary. In the background, a spacious home with a dark roof is visible, along with a small boat and kayak nearby.

4.78 out of 5 average rating, 213 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

Read full description before booking! 25-30 minutes to the beach depending on traffic. 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. Great fishing in the canal or off the dock! Or Kayak into the bay to fish!

A cozy studio space features a spacious bed covered with a light blanket, complemented by decorative pillows. Two floral accent chairs are positioned adjacent to a small table with two stools. Natural light filters through a window, adding warmth to the neutral-colored walls.

4.98 out of 5 average rating, 121 reviews

Cozy Studio

This is part of a compound with two structures ! There are 3 bedroom in the main house and the cozy studio is a beautifully converted space with private bath, cold / hot air unit , refrigerator , walk in closet ect ect . Note : you share the laundry room only which is rarely used . You have 2 door with your keys that only i have an extra set .

Popular amenities for house rentals in Milton

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 154 reviews

A bright living area features a comfortable couch and a chair facing large sliding glass doors, which open to stunning views of the Gulf of Mexico. A circular dining table and four chairs are positioned near a wall-mounted television, creating a welcoming and open space.

Home in Perdido Key

Come stay at Seas~the~Day!! 6th Floor magic!

4.89 out of 5 average rating, 120 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

Home in East Pensacola Heights

A spacious bedroom features a comfortable bed dressed in white linens, flanked by large windows with sheer curtains. An inviting lounge area is seen nearby, offering plush seating. The well-equipped kitchen showcases modern appliances and ample counter space. The outdoor pool area is visible, providing a relaxing retreat.

4.98 out of 5 average rating, 115 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

4.93 out of 5 average rating, 115 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

4.93 out of 5 average rating, 109 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.

4.97 out of 5 average rating, 174 reviews

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.

Home in Navarre

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

4.99 out of 5 average rating, 126 reviews

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

A spacious single-story home features a blend of stone and siding, surrounded by a manicured lawn. The entrance is marked by a wide porch, complemented by large windows and shutters on either side. A driveway leads toward the garage on the left.

4.85 out of 5 average rating, 103 reviews

Pensacola Blue Angel Pool House

Weekly house rentals

A comfortable living room area features a gray sectional sofa and a textured rug underfoot. A small side table is positioned next to the sofa. Natural light filters through a large window draped with sheer curtains, illuminating a minimalist décor including a potted plant.

4.97 out of 5 average rating, 38 reviews

Florida Tranquil Retreat

A serene view of a private dock extends into the Blackwater River, surrounded by lush trees. The calm water reflects the clear blue sky, while a grassy area leads to the concrete path beside the water, creating a peaceful atmosphere.

5 out of 5 average rating, 96 reviews

Relax on Blackwater River

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, 15 reviews

The Downtown Milton House

A cozy living area features a gray sectional sofa with coral pillows, complemented by a glass coffee table. A large mirror reflects natural light, while sheer curtains frame the window, enhancing the spacious feel of the room.

4.96 out of 5 average rating, 76 reviews

Vibrant Airport 2bdr Central Pensacola Getaway

A comfortable bedroom features a spacious sleigh bed with soft linens and decorative pillows. A knitted throw is casually placed at the foot of the bed. Natural light streams in through a window, and a nightstand holds a lamp beside the bed.

4.9 out of 5 average rating, 49 reviews

Peaceful Cottage on a Shaded Lot

An open concept living space is visible, connecting the living room, dining area, and kitchen. A beige sofa and a round table with stylish chairs are present. A large dining table sits prominently, and the kitchen is equipped with white cabinets and modern appliances.

4.88 out of 5 average rating, 96 reviews

Lush Lounge~Fire Pit~BBQ~Family

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.

4.93 out of 5 average rating, 15 reviews

Little Pelican on the Bayou

4.79 out of 5 average rating, 148 reviews

The pet friendly Boho Bungalow

Private house rentals

4.99 out of 5 average rating, 89 reviews

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.

Home in Navarre

Private Waterfront Retreat: Family & Pet Friendly

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, 71 reviews

Exotic Farm Stay

The spacious living area features a large sectional sofa with light-colored cushions, complemented by a round coffee table. A sleek entertainment unit stands against the wall, with a flat-screen TV above. Natural light fills the room through large windows, enhancing the open layout.

5 out of 5 average rating, 14 reviews

Family Time & Tides

The exterior of the house features a well-maintained front yard with a neatly trimmed lawn and a small shrub near the entryway. A welcoming front porch is visible, along with a fenced yard that provides privacy.

4.88 out of 5 average rating, 48 reviews

Lil house with fenced yard

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.

4.76 out of 5 average rating, 58 reviews

Riverfront House w/ Boat Dock, 3 King Beds

4.98 out of 5 average rating, 44 reviews

The living area features a light, airy design with soft, neutral furnishings including a spacious sofa and armchairs. Natural light enters through large windows, complemented by sheer curtains. A woven area rug adds texture, while a decorative plant brings a touch of greenery to the space.

Home in Navy Point

Navy Point Bungalow near Beaches/ Downtown/NAS

4.98 out of 5 average rating, 53 reviews

A spacious living room features a modern modular sofa in dark fabric, complemented by a brown leather accent chair. A wooden coffee table holds decorative items, and a colorful wall art piece adds visual interest. Natural light enters through nearby windows, illuminating the space.

Home in Scenic Heights

Midtown Modern Masterpiece

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.