House vacation 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!

4.82 out of 5 average rating, 120 reviews

A light-filled living area is showcased, featuring a pair of white sofas adorned with colorful throw pillows. A glass coffee table is positioned in the center, holding a stack of books and decorative items. A tall green plant stands near a stylish lamp, enhancing the space's ambiance.

Home in Navy Point

Navypoint Beauty 2/2 Whole House Great area

Kick back and relax in this calm, stylish bungalow. Very close to NAS Pensacola 2 blocks to beautiful bayou (many times full of dolphins) anda park with walking trails. Bring your kayak! You may very well get to see the Blue Angels practice in this clean and stylish home filled with lots of little amenities! Beds are super comfy Neighborhood is peaceful and safe Perdido Key Beach is only 15/20 minutes away! White sugar sand beaches. Fully stocked and supplied kitchen, lovely sunroom, large deck

A historic home features a welcoming front porch with multiple seating areas, surrounded by lush greenery. White railings and steps lead to the entrance, while large trees provide shade. The roof is adorned with light fixtures, contributing to the charm of the exterior.

4.82 out of 5 average rating, 128 reviews

Historic Southern Milton Home 30 min from Navarre

Historic 1910 home built by a Judge in Milton 1.5 blocks walk from river board walk & hiking. 30 minutes from Pensacola & Navarre beach. 4 bedroom home with huge porches in front & back with lg trees & Spanish moss for a very secluded feeling. 3 main bedrooms have Queen beds & the 4th room is for children ONLY as it has 2 sets of bunk beds. The main living room has a sofa bed & there is also a cot. A Den & formal dining. Walking distance to splash pad & park with pond, BBQ grill & pavilions.

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, 171 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

A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.

4.98 out of 5 average rating, 264 reviews

Hammock, Outdoor Shower & Private Yard at Coco Ro!

Welcome to good vibes at Coco Ro Surf Shack - your cozy, beachy retreat in downtown Pensacola! This designer 2-bedroom cottage offers laid-back comfort just a stone's throw from the heart of downtown! Only 1 mile to trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! ・Outdoor shower - in addition to full indoor bathroom! ・XL hammock ・Smart TV ・Washer/Dryer ・Private, fenced yard ・Free driveway parking *Tap the ❤ in the top right to save!

4.96 out of 5 average rating, 119 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

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, 183 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.

4.97 out of 5 average rating, 107 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 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.

4.9 out of 5 average rating, 113 reviews

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, 208 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.

Popular amenities for Milton house rentals

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

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, 113 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

A bright outdoor pool area is complemented by striped sun sails, providing shade over loungers and bright umbrellas. The heated saltwater pool is surrounded by a stone patio, with a green lawn in the background, creating a serene space for relaxation and enjoyment.

4.97 out of 5 average rating, 122 reviews

Fall/Winter Special Pricing-Heated Pool-5Bd/2Ba

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.

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, 174 reviews

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

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

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, 214 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

Weekly house rentals

4.89 out of 5 average rating, 73 reviews

A spacious bedroom features vibrant green walls and a large, neutral-colored quilted bedspread. Two wooden nightstands with lamps are positioned on either side of the bed, accented by decorative pillows in shades of coral. Natural light fills the room from a nearby window.

Home in Old East Hill

Gadsden Hideaway: Historic Downtown Luxury in East

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

Superhost

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

A custom-built brick home is set within a serene, wooded neighborhood. The house features a spacious front yard, flanked by lush greenery and tall trees. A large driveway leads up to a two-car garage, providing ample parking space.

4.86 out of 5 average rating, 37 reviews

Crystal Creek Getaway !

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.

5 out of 5 average rating, 12 reviews

Work crews. Families. A place for everyone!

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

Superhost

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

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, 41 reviews

Coastal Retreat - Blackwater Bay

Private house rentals

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.

4.79 out of 5 average rating, 28 reviews

Welcome to Our Home - Pace/Pcola

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, 89 reviews

Private Waterfront Retreat: Family & Pet Friendly

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.

4.93 out of 5 average rating, 83 reviews

Piece of Paradise

4.99 out of 5 average rating, 89 reviews

A spacious open-concept living area features a well-equipped kitchen with dark cabinetry and a large island. A comfortable gray sofa with yellow accents is positioned next to a wooden coffee table. A dining table is visible, accompanied by four chairs, under soft lighting that enhances the area.

Home in Holt

The Lakehouse

4.99 out of 5 average rating, 97 reviews

Train house in downtown Milton, Florida

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, 75 reviews

Vibrant Airport 2bdr Central Pensacola Getaway

4.94 out of 5 average rating, 16 reviews

A vibrant turquoise beachfront home features a symmetrical design with decorative elements. Tall windows are visible on the upper floor, along with an ornate entrance door. Lush palm trees surround the property, and a concrete driveway leads to two garage doors.

Home in Navarre Beach

Sea Breeze-Private home w/dock, pool, tennis, 2

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.