Apartment holiday rentals in Milton

Flat in Downtown Pensacola

A modern living area features a brown leather sofa adorned with decorative pillows. A wooden dresser and a television are positioned against the wall, while a small table offers additional storage. Natural light enters through several windows with light-colored shades.

Downtown Intimate Light-Filled Getaway

Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

5.0 out of 5 average rating, 270 reviews

Flat in Downtown Pensacola

The Kelley House | Cozy Fall Suite 3 w/Balcony

Step into the past with a stay in our beautifully restored suite, located in the historic Kelley House, 1 of 4, located on the 2nd floor. This unique property blends the timeless charm of its original architecture with modern comforts and stylish updates, is perfect for those looking to relax and unwind in a space full of character and elegance. Whether you're here for a romantic getaway or a quiet solo retreat, the Kelley House is an unforgettable place to relax, recharge, and experience the c

4.97 out of 5 average rating, 293 reviews

4.96 out of 5 average rating, 248 reviews

A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.

Flat in Gulf Breeze

Redfish Loft, private waterfront Apt. on East Bay

Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft apartment with private bedroom. 15min from Pensacola Beach- 20 min to Navarre Beach. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on private grill or visit a local seafood restaurant. Secluded, neighborhood. East Bay is known for it's Red fish and calm waters.

4.93 out of 5 average rating, 116 reviews

Flat in Pensacola Beach

Blue Heron Retreat w/ Pool at Sunset Harbor Condos

Cozy 1 bedroom, 2 bath unit on the 1st floor offers a view of the Santa Rosa Sound from the balcony. Your vacation starts the moment you walk in the door The sugar white sands of the beach and emerald waters of the Gulf are a short walk or 1 minute drive away. The pool is just outside the building near the outdoor grills. The kitchen is well equipped for cooking. The bedroom features a king size bed and TV. The primary bath has a tub/shower combo. You will love this quiet private community.

Superhost

A spacious living room is illuminated by natural light streaming through large windows. A comfortable grey sofa is paired with two soft armchairs, while a round coffee table is centered on a decorative rug. A large television displays a scenic beach image.

Flat in Downtown Pensacola

Charming apartment in downtown w/patio (Garden #8)

Enjoy your next Pensacola vacation in this charming, spacious one bedroom/one full bath apartment. This apartment is part of a beautiful historic home in downtown and within walking distance of restaurants, bars, shopping, nightlife, etc. and only 10 miles to the beautiful white sand beaches. This apartment features a full kitchen, dining table, spacious living room with a sofa sleeper. There is plenty of room to relax, read a book, work a bit, or enjoy the serenity of your own private patio.

4.84 out of 5 average rating, 166 reviews

4.87 out of 5 average rating, 105 reviews

A cozy bedroom features a spacious king bed with neutral bedding and decorative pillows. Floor-to-ceiling glass sliding doors provide access to a private patio with bay views. A wall-mounted TV and contemporary furniture, including a dresser, enhance the inviting ambiance.

Flat in Pensacola Beach

Twin Tides at Sunset

Navarre Beach is a picturesque coastal destination known for its pristine white sand beaches, clear turquoise waters, and tranquil atmosphere. Located on Santa Rosa Island, Navarre Beach offers a serene and laid-back setting that appeals to visitors seeking a relaxing beach vacation. Navarre Beach is cherished for its unspoiled and less crowded atmosphere compared to some of the more touristy destinations in Florida. It offers a peaceful retreat where visitors can enjoy a slower pace of life.

Superhost

The living room features a comfortable seating arrangement with decorative pillows on a dark sofa. A round glass table is placed at the center, and a flat-screen TV sits on a dark media console. Natural light enters through the window, enhancing the space.

4.8 out of 5 average rating, 224 reviews

NAS-15 min, Downtown-10 min, Beach-20 min

Welcome to our beautifully restored 1918 East Side duplex cottage, located in a convenient and walkable Pensacola neighborhood. This cozy retreat features a spacious bedroom, lots of natural light, and a perfect mix of historic charm and modern comfort. Enjoy quick access to downtown Pensacola, great restaurants, bars, shopping, NAS Pensacola, and just a 40-minute drive to Pensacola Beach. Whether you're here for work, play, or rest, this centrally located cottage is an ideal home base.

4.94 out of 5 average rating, 248 reviews

Flat in Navarre

Private entrance /hotel Vacation unit

Swimming pool build 2025 !You have your own entrance. Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch a WiFi tv.

A wooden deck is featured in the backyard, furnished with four blue Adirondack chairs and a small table. A potted plant adds a touch of greenery, while a BBQ grill is positioned to the side. The fenced area provides a sense of privacy.

4.92 out of 5 average rating, 129 reviews

East Hill Nest~Private apt close to it all!

Cozy 2/1 upstairs apartment conveniently located and within minutes of many amenities. Completely renovated! New backyard space with floating deck and BBQ grill. Comfortable queen bed in the master bedroom and 2 twins in the second room with small workspace. There is a washer/dryer in unit and on site parking. Why pay more to stay in a 2 star hotel? NO MORE THAN 4 PEOPLE. The property is monitored. More than 4 ppl is trespassing. Thank you for following the rules.

4.97 out of 5 average rating, 372 reviews

The bedroom features a spacious bed with a decorative headboard, topped with plush pillows and a patterned throw blanket. Two bedside tables with soft lamps provide warm lighting, and natural light streams through sheer curtains, enhancing the inviting atmosphere.

Flat in East Hill

Luxurious apartment walk to the Bay-2m to downtown

MUST READ our CONSTRUCTION UPDATE IN OUR DESCRIPTION BELOW BEFORE RESERVING WITH US - 1 br LUXURY apt attached to our home in Historical East Hill, Pensacola's most sought after neighborhood. EXTREMELY well furnished & supplied with more than you would expect from most AirBnb rentals. Walk or bike to many stores, restaurants, breweries, coffee shops & bakeries between .5 to 2 miles away and a 10 min walk to Pensacola Bay !

The entrance of the cottage is framed by lush greenery, including small shrubs on either side. A paved pathway leads to a front door, which features a decorative window with a circular design. Sunlight dapples the area, highlighting the natural setting.

4.91 out of 5 average rating, 195 reviews

Charming East Hill Cottage

Our charming cottage has a coastal feel with exposed brick and white breadboard walls. it is conveniently located within 10 min to the airport, beaches, Downtown Pensacola and parks galore. The neighbourhood has a hometown vibe that is refreshing, offering great places to walk or go for a scenic run along the bayou. Our cottage is good for couples, solo adventurers, business travellers, and furry friends (pets).

An inviting entryway is seen, featuring a brick facade and large glass doors. A welcome sign is prominently displayed next to the entrance. The surrounding outdoor area includes a well-maintained garden and trees, providing a serene atmosphere.