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

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

4.9 out of 5 average rating, 196 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.

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, 308 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 spacious kitchen area is highlighted by dark wooden cabinetry and stainless steel appliances. The large granite countertop includes seating for four on wooden stools. Soft lighting from pendant fixtures creates a functional workspace, while a window allows natural light to brighten the space.

Home in Navarre

4.95 out of 5 average rating, 171 reviews

"At Home" near the beach

Spend some family time playing in the ocean. Newer house (2016) new furniture. Great place to gather family and friends. Beautiful Navarre beach less than 2 miles away. Two Bikes are provided for a quick bike ride across the bridge over the bay. Three new man-made reefs for snorkeling. Golfing is available at Hidden Creek golf course. We have three sets of golf clubs available. Lots of stores and restaurants within walking/biking distance. Deep discount available for January and February!

Guest favorite

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, 333 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.

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!

Top guest favorite

The outdoor pool area is surrounded by tropical palm trees and features a grotto waterfall. Natural stone formations enhance the scenery, with a thatched-roof cabana located nearby. The clear water reflects the blue sky, inviting relaxation and enjoyment.

Condo in Pensacola

4.95 out of 5 average rating, 209 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Relax and enjoy your stay in this newly renovated 1BR/1BA condo, furnished with vibrant coastal decor. Situated in the exclusive Purple Parrot gated resort, this tropical paradise offers a carefree island lifestyle. Just minutes from beautiful beaches, marinas, and top restaurants, you'll find everything you need for a perfect getaway! Our unit is just steps from the expansive outdoor pool area, featuring a grotto waterfall, a relaxing island hot tub, and plenty of sunbathing space.

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, 491 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 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, 476 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.

Top guest favorite

A spacious guest suite features two full beds with striped bedding. Light walls and a ceiling fan complement the room's soft decor. A flat-screen TV is mounted on the wall near a wooden dresser. Natural light enters through the window, enhancing the welcoming environment.

Guest suite in Navarre

4.98 out of 5 average rating, 313 reviews

Southern Wind of Navarre

Excellent location, minutes from beautiful beaches. Private, new addition; no entry through home; entrance through French Doors off of private deck with chairs. Guest suite over 400 sq. ft. with 2 full beds, sleeps 4 plus an additional air mattress. Efficiency kitchen, full refrigerator with ice maker, microwave & coffee maker. Dining table. Big screen TV, wifi, walk-in closet. Full bathroom. 5 minutes from Wal-Mart Supercenter. A few minutes from restaurants.

Top guest favorite

A bright living area features a neutral sofa and two armchairs, with a patterned area rug underfoot. A television is positioned on the media console against a floral accent wall. Soft light filters through the window, and a ceiling fan enhances airflow.

Home in Pensacola

4.96 out of 5 average rating, 114 reviews

Beach Bungalow

No pet fees, high-speed WIFI, self check-in, and free parking. Beach Bungalow is only 3 miles to Perdido Key beaches, 10 miles to Orange Beach and 4 miles to Naval Air Station Pensacola. Nestled at the end of a dead end street, watch the Blue Angels fly overhead, visit nearby beaches or play at Big Lagoon State Park located across the street with a beach, boat ramp and trails. Please check with owners before booking to preapprove your pet. No smoking permitted

Guest favorite

The exterior of the cottage features a small outdoor seating area with blue chairs and a table surrounded by trees. A decorative fence outlines the yard, complemented by potted plants and seasonal flowers near the entrance. The door is painted blue, adding a pop of color.

Guesthouse in Pensacola

4.92 out of 5 average rating, 637 reviews

Cottage Under the Trees

Quiet, private, secure cottage with kitchen. For sleeping: full bed, twin bed, & sofa (not a sleeper sofa). Will accommodate 3 persons comfortably. Small outside seating area is provided. Few miles from downtown Pensacola. Naval Air Station (NAS), Naval Hospital & Pensacola State College Warrington Campus are within one mile. Fast food is readily available. Walmart is 2 blocks away. Ruby T's, Sonny's BBQ and Waffle House are a few of the nearby restaurants.

Superhost

A community pool is surrounded by palm trees and lounge chairs, creating a relaxed atmosphere. The clear blue water reflects sunlight, while a railing offers views of the surrounding landscape. A staircase leads into the pool area, ensuring easy access for guests.

Apartment in Navarre

4.79 out of 5 average rating, 251 reviews

Casa Blue Jay

Walking distance from the beach facing the Gulf of Mexico or Santa Rosa Sound. The beach by the bay is great for small children. Come and enjoy our Beach Home, mins away from major shopping & tourist attractions but most importantly not all the hustle/traffic of neighboring cities; Destin & Pensacola. All essential amenities are provided. HOA does not allow any RV, ATV, golf cart, jet skis and trailer hitches in the parking lot.