Family-friendly vacation rentals in Milton

4.82 out of 5 average rating, 122 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.

4.95 out of 5 average rating, 109 reviews

A cozy studio apartment features a brown leather sofa with blue accent pillows, complemented by a spacious bed. The kitchen area is visible with white cabinetry and modern appliances, while a dining table with two chairs is situated nearby. Warm light is provided by a ceiling fan.

Guest suite in Pace

Lovely Guest Apartment

Secluded, cozy one bed apartment in Pace, FL with full bath, full kitchen, and a small bar. Situated 5 min from dozens of shops, restaurants, and parks. 20 min more will bring you to NAS Whiting or Pensacola Intl Airport. Complete with private entrance, private furnished screened in porch, and off-street parking. Wifi included. We are professional and courteous hosts that will ensure you arrive to a well-kept apartment and enjoy your stay. Room for two occupants, more with prior coordination.

4.95 out of 5 average rating, 109 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, 204 reviews

A modern black house stands amidst tall pine trees, featuring large glass doors that create a connection with the outside. A wooden deck offers space for outdoor relaxation, with stylish seating positioned nearby. Two individuals share a moment on the deck.

Home in Pace

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

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!

4.99 out of 5 average rating, 147 reviews

A front porch is framed by white columns, providing a welcoming approach to the cottage. Neatly landscaped gardens with various plants and shrubs create a lush atmosphere, while a wooden porch adorned with a small table and chairs invites relaxation and enjoyment of the outdoor setting.

Guesthouse in Milton

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop. Queen bed with comfy Serta mattress.

4.91 out of 5 average rating, 110 reviews

A wooden deck extends from the tiny home, featuring two turquoise lounge chairs. A single entrance door is visible, complemented by surrounding greenery in the background, adding a sense of tranquility to the outdoor space.

Tiny home in Milton

Tucked Away Tiny

Reconnect with nature at this unforgettable escape. The “Tucked Away Tiny” is a tiny home with HUGE style! It is located in the country woods of Milton, FL on family-owned farm land, but not too far off the beaten path. Only 15 minutes to the heart of the city, and 45 minutes to beaches. It is next door to Sowell Farms which is home to several wedding venues, fenced exotic wildlife (may or may not be seen during your stay), and home of the Trophy for Great American Christmas Light Fight!

Guest suite in Cantonment

The bedroom features a spacious bed adorned with a vibrant bedspread and decorative pillows. A dresser is positioned against the wall, and a mirror reflects the calm ambiance. Soft lighting from bedside lamps complements the overall warm feel of the room.

5 out of 5 average rating, 454 reviews

Quiet Delight! Just N of Pensacola near I-10/Rt 29

Quiet, charming guest apartment located in Cantonment, just minutes north of Pensacola with its sugar-white beaches, laid-back feel, and rich history. Perfect for local events, business trips, budget-friendly beach vacations, family time, or just passing through! KEEP SCROLLING to Neighborhood/Getting Around for miles and times to beaches and other popular venues. We are pet friendly! Dogs only, limit two. Pet fee is $15 per dog/night. Please include your pet(s) in the guest count.

Condo in Fort Walton Beach

A cozy living area is furnished with a dark sofa adorned with decorative cushions. A flat-screen TV is positioned on a light-toned console beneath a large wall art piece depicting a serene waterscape. Natural light filters through a window, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 199 reviews

**Lovely Condo 3 minutes to Beach!!**

Location! Location! Location! Only a three minute drive to the white sand beaches of the emerald coast, and only two minutes to downtown! This cute condo will not disappoint with it's beachy decor. This condo is open and airy with lots of natural lighting. Has balcony seating for those breezy summer nights. Free parking, beach chairs, and a laundry room offered inside unit. We also offer a huge weekly and monthly discount rate. No pets policy. No parties. No smoking inside unit.

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, 150 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!

4.99 out of 5 average rating, 131 reviews

The entrance of the property is marked by a gated driveway, leading to a welcoming guest house surrounded by lush trees. The pathway is bordered by well-maintained landscaping, providing an inviting approach to the home.

Guesthouse in Milton

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

Superhost

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, 134 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.