Vacation rentals in Milton

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Top-rated vacation rentals in Milton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Townhouse in Milton
4.93 out of 5 average rating, 165 reviews

Fins Left - 35 mins to Beaches on Blackwater River

Relax & take it Easy, You're on River Time in this Cozy, Private Unit of a Riverfront Duplex located on a Quiet Basin along the Blackwater River. This 2 bedroom, 1 bath unit has a Comfortable living room, Full Kitchen & Covered Back Porch with Outdoor Dining & with Great Views. Enjoy breathtaking Sunsets, Kayaking, Fishing & more. Peaceful & approx 35 mins to Pensacola Beach, Navarre Beach or Downtown Pensacola. Close to bike trails, hiking & Canoeing. Near Wedding Venues & Weber's Skate World.

Top guest favorite
A charming tiny house features a blue exterior and white columns supporting the porch. A welcoming yellow door invites guests, while the surrounding area is landscaped with mulch and small plants. Two chairs are positioned on the porch, offering a spot to relax.
Tiny home in Milton
4.98 out of 5 average rating, 111 reviews

The Sunset Cottage

Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

Top 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, 335 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 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
4.96 out of 5 average rating, 125 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 154 reviews

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.

Guest favorite
Tiny home in Milton
4.91 out of 5 average rating, 117 reviews

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 favorite
Home in Milton
4.97 out of 5 average rating, 116 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.

Top guest favorite
A well-equipped kitchen features green cabinetry and a modern stainless steel refrigerator. A wooden countertop provides ample space for meal preparation, complemented by a dark stool. Brick accents add texture, while natural light enters through the window, enhancing the warm ambiance.
Apartment in Downtown Pensacola
4.99 out of 5 average rating, 175 reviews

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

Top guest favorite
A spacious dock extends over calm waters, featuring two black chairs and a wicker storage container. Boats are tied up at the nearby dock, with trees framing the tranquil view. The sky is partly cloudy, adding depth to the serene waterfront scene.
Guesthouse in Milton
4.99 out of 5 average rating, 144 reviews

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

Top guest favorite
A patio area is visible, surrounded by lush greenery and vibrant flowers. A red table and chairs sit under a green umbrella, providing a shaded spot for relaxation. An enormous live oak tree offers additional coverage, enhancing the secluded garden feel.
Guesthouse in North Hill
4.96 out of 5 average rating, 736 reviews

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

Top guest favorite
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.
Home in Milton
4.95 out of 5 average rating, 220 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.

Guest favorite
The image captures the nighttime view of a screened-in pool area, illuminated by blue lights. The architectural structure showcases a modern design, with clear visibility of the surrounding landscape featuring trees and grassy grounds. Soft lighting enhances the atmosphere, suggesting a serene outdoor space.
Tiny home in Pensacola
4.97 out of 5 average rating, 180 reviews

Tiny Home Pool View 25 Mins to Beachb

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking located in the backyard just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Popular amenities for Milton vacation rentals

When is the best time to visit Milton?

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Avg. priceG$25,107 GYDG$25,107 GYDG$26,153 GYDG$26,153 GYDG$26,362 GYDG$28,873 GYDG$27,617 GYDG$25,107 GYDG$22,177 GYDG$22,596 GYDG$22,805 GYDG$25,107 GYD
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Frequently Asked Questions

  • What are the best places to stay in Milton?

    Milton has stays ranging from historic downtown homes to peaceful spots near nature areas. Many travelers enjoy accommodations around the riverfront and in neighborhoods close to parks, which make it easy to explore local trails and outdoor activities.

  • What are the best things to do in Milton with kids?

    Families often enjoy riverfront parks, playgrounds, and interactive local museums in Milton. Exploring the Milton Riverwalk and visiting nearby nature centers are frequently suggested for hands-on learning and outdoor fun.

  • What are some of the best things to do in Milton?

    Explore the Blackwater River State Park for kayaking or hiking, stroll the Milton Riverwalk, and discover the area's historic downtown with local shops and cafes. Outdoor activities and heritage experiences both have a strong presence in Milton.

  • How is the weather in Milton?

    Milton has mild winters around 44–63°F (7–17°C) and hot, humid summers reaching 92°F (33°C). Rain is frequent, especially in summer, so an umbrella or rain jacket can be useful year-round.

  • When is the best time to visit Milton?

    Late spring and fall are often recommended for visiting Milton, as temperatures are warm but not as humid as summer. These seasons bring pleasant weather for outdoor activities and exploring local parks.

  • What are the best places to visit in Milton?

    The Blackwater River State Park, historic downtown Milton, and the Imogene Theatre are frequently suggested for visitors. Riverside parks and local museums provide a glimpse into the area’s nature and heritage.

  • What are some hiking trails in Milton?

    Blackwater River State Park has popular forested trails that wind near the river, while the Juniper Creek Trail is often enjoyed for longer hikes. Boardwalk paths in local nature preserves are also available for leisurely walks.

  • What are some family activities we can do in Milton?

    Families can paddle along the Blackwater River, visit playgrounds at local parks, or explore hands-on exhibits in nearby museums. Seasonal festivals and farmers’ markets around Milton often include family-friendly activities.

  • What are some of the best day trip ideas from Milton?

    Popular day trips from Milton include exploring neighboring beaches, hiking in larger nearby state forests, or discovering nature reserves just outside the city. Experiences range from wildlife watching to soaking in local culture in surrounding towns.

  • Are there any pet friendly accommodations available in Milton?

    Milton has several stays that welcome pets, including homes near parks and riverside areas. Many hosts provide details on pet amenities, so be sure to check for features like fenced yards or nearby walking trails.

  • What are some local tips for visiting Milton?

    Pack light layers, as weather can shift quickly from sunny to rainy, and bring shoes suitable for nature trails. Early mornings are often quieter for river activities, and local cafes are known for friendly service and homemade treats.

  • What is Milton known for?

    Milton is often recognized for its scenic Blackwater River, outdoor recreation opportunities, and historic downtown featuring heritage architecture. The area's forests and waterways attract visitors interested in kayaking, hiking, and fishing.

  • What are the best hidden gems to explore in Milton?

    Smaller nature preserves around Milton, independent art galleries, and lesser-known historic sites are frequently suggested by locals. Many enjoy quiet moments along creekside trails and tucked-away coffee shops in the downtown area.

  • What are the best foods to try in Milton?

    Southern-inspired comfort foods, fresh Gulf seafood, and classic barbecue are often recommended in Milton. Many local spots also serve homemade pies, seasonal produce, and regional favorites like grits.

  • What should I bring for a trip to Milton?

    Bring clothing for warm weather, comfortable walking shoes, sun protection, and a rain jacket for sudden showers. If planning outdoor activities, pack water gear, insect repellent, and a hat for sunny days.

  • What is the nightlife in Milton like?

    Milton has a relaxed nightlife scene with live music venues, casual bars, and community events. Evenings often center around local eateries and periodic performances at historic spaces like the Imogene Theatre.

  • What are the most popular events or festivals in Milton?

    Milton hosts annual river festivals, historic downtown parades, and seasonal farmers’ markets that draw both locals and visitors. Community gatherings often take place in spring and around major holidays, featuring live music and local food.

  • Are there family friendly vacation rentals in Milton?

    Milton has a variety of family-friendly vacation rentals, including spacious homes near parks and rivers. Hosts often provide amenities such as kitchens, backyard spaces, and board games to help families feel comfortable.

Quick stats about vacation rentals in Milton

  • Total vacation rentals

    Explore 30 vacation rentals in Milton

  • Nightly prices starting at

    Milton vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Milton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Milton rentals

  • 4.9 Average rating

    Milton stays are highly rated by guests—averaging 4.9 out of 5!

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