Family-friendly vacation rentals in Milton

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Top-rated family-friendly rentals in Milton

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A dining area features a wooden table that comfortably seats six, complemented by a long bench. An overhead light fixture illuminates the space. A large wall clock with a turquoise frame adds a touch of color, while an open kitchen with stainless steel appliances is visible in the background.

Home in Pensacola

4.81 out of 5 average rating, 270 reviews

Beautiful Home-Game Room-Minutes to Downtown

This newly renovated gem sits in a quiet neighborhood, ideal for families or small groups seeking comfort & convenience. Close to downtown & a short drive to the beach, this home is the perfect mix of relaxation and adventure. Sleep sound on our premium mattresses, kick back in the open-concept living room, play games in the garage, or channel your inner chef in the fully stocked kitchen. Enjoy the fenced backyard, ideal for sipping coffee in the morning or catching a beautiful Pensacola sunset.

Guest favorite

The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

4.91 out of 5 average rating, 200 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

Top guest favorite

A tranquil view of Perdido Bay at sunset is captured, featuring a wooden dock and pavilion silhouetted against the vibrant orange and yellow sky. The water reflects the colorful hues, creating a serene atmosphere, with soft ripples visible along the bay's surface.

Guest suite in Pensacola

4.99 out of 5 average rating, 146 reviews

Waterfront With Pier, Sunset Private King Suite

Serene, safe, & clean right on Perdido Bay and with the best sunset. Comfortable king comfy bed & private guest entrance . You'll have your own fridge, a small freezer, microwave, coffee & Keurig coffee maker, hammock, outdoor seating, lounge chairs, sofas, and pier/dock with shower, and small beach. Owners room is on the opposite side of the house, for your PRIVACY (rarely home). We supply beach towels & beach chairs. Paddle boards & kayaks for your use-go find the DOLPHINS! SMOKE FREE!

Guest favorite

A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.

Guesthouse in Pensacola

4.9 out of 5 average rating, 316 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Top guest favorite

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.

Home in Downtown Pensacola

4.91 out of 5 average rating, 201 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

Superhost

The exterior of a historic Victorian home is displayed, featuring intricate white railings on the balconies and large windows. Lush greenery surrounds the property, including a prominent palm plant. A wide staircase leads to the front door, framed by a welcoming pathway.

Guest suite in Downtown Pensacola

4.86 out of 5 average rating, 338 reviews

Downtown Tropical Hideaway, Walk to Eat & Shop

Lovely private hideaway, securely located on the 2nd floor of an 1890's Victorian home & only a 15 minute drive to the world's most beautiful beaches. An easy walk to restaurants, bars & museums of downtown Pensacola, named one of "10 Best Streets in America". Tropical art adorns the walls & an antique claw foot tub has treetop views. WiFi, Roku TV, fridge, microwave, toaster oven & coffee maker along with beach gear & bicycles are provided. Check in anytime with the combination lock box.

Guest favorite

The loft's exterior showcases a classic brick building with large windows, accented by floral arrangements on the balcony. A spacious outdoor area with wooden tables is visible below, enhancing the inviting atmosphere of downtown Pensacola.

Loft in Downtown Pensacola

4.95 out of 5 average rating, 302 reviews

Upstairs on Palafox - Downtown Pensacola

This large, family-friendly downtown Pensacola loft sits right in the heart of the rich downtown historical district. Over 100 years old (but recently renovated on the inside) this space will bring you back to the time when everything was made of brick and wood. The location could not be more perfect, as you are right downtown but also just 10min away from the beach - expect normal city noises. Large Palafox balcony right on Palafox St; Great for large parties and entertaining/nightlife.

Top guest favorite

A screened-in pool area features a swimming pool with two white lounge chairs positioned on the deck. A hammock sits nearby in the shaded grass, surrounded by a fenced backyard, creating a relaxing outdoor space for guests.

Guesthouse in Pensacola

4.98 out of 5 average rating, 259 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

This cozy one bedroom one bathroom guest house is waiting for you! The guest house is tucked away in a quiet neighborhood in our backyard and includes a kitchenette with washer and dryer. Stay a little while or a while! We have a big fenced in backyard for your pet to play in, a pool to swim in, a grill to cook on, a hot tub to soak in, a firepit to sit by and a hammock to nap in. It's time to Relax! We are just a 16 mile drive to the beach. We would love for you to come and visit!

Superhost

A shaded carport area is shown with two kayaks mounted on a wall. A rustic wooden picnic table is positioned in the center, and a sandy beach leads to a calm bay visible through the open space, where clouds are reflected in the water.

Townhouse in Pensacola

4.87 out of 5 average rating, 152 reviews

Serenita Ora: Quiet Waterfront Unit with 2 Kayaks!

Welcome to Serenita Ora! Come enjoy beautiful views, coffee on the balconies, and the peaceful waters. Our oasis sits directly on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 5-6 and includes a fully stocked kitchen, laundry, and 2 Kayaks! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beach, restaurants, etc.

Top guest favorite

French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.

Guest suite in East Hill

4.98 out of 5 average rating, 500 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Top guest favorite

A spacious living area features a comfortable couch, two armchairs, and a coffee table with a chess set. Large sliding doors offer natural light and a view of the outdoor space. A television is positioned opposite the seating, with decorative elements to enhance the ambiance.

Home in Navarre

4.97 out of 5 average rating, 100 reviews

2.5 miles to Beach, fenced yard, NO PET FEES

REST YOUR PAWS in this beach cozy 3 bedroom 2 bathroom home, 1/2 mile to the bay & 2.5 miles to the beach W/ large fenced yard full of mature shade trees. Free high speed internet, old school video games, board games and books all await you in a quite neighborhood located close to restaurants, nightlife and pet spa's. It's the perfect place with a forest retreat feeling to unwind with quick & easy access to the beach & downtown. Stocked kitchen with spices for your use.

Top guest favorite

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in Pensacola

4.98 out of 5 average rating, 487 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.