Vacation rentals in Pensacola

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Top-rated vacation rentals in Pensacola

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Top guest favorite
A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.
Guest suite in Pensacola Beach
4.95 out of 5 average rating, 238 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Top guest favorite
A comfortable living area showcases a leather couch accompanied by two light-colored armchairs. A ceiling fan provides airflow, while a simple art piece and a small plant add aesthetic interest. Soft lighting illuminates the warm wood flooring, enhancing the open layout.
Guesthouse in Pensacola
4.98 out of 5 average rating, 162 reviews

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

Top guest favorite
A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.
Home in Pensacola
4.96 out of 5 average rating, 165 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

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, 326 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.

Guest favorite
A bright and airy entryway features a light-colored wood console table adorned with decorative items, including a vase and books. A large piece of wall art depicting a coastal scene adds interest, while a door opens to outdoor views, inviting natural light throughout the space.
Cottage in Pensacola
4.98 out of 5 average rating, 249 reviews

Coco Ro Downtown! 2 Bed w/Hammock + Outdoor Shower

Welcome to good vibes @ Coco Ro Surf Shack – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

Top guest favorite
A welcoming living space showcases a comfortable brown leather sofa, paired with an ottoman on a patterned rug. Bright light floods in through windows, while a small dining area with two stools and a kitchen bar completes the cozy atmosphere.
Condo in East Pensacola Heights
4.98 out of 5 average rating, 175 reviews

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

Top guest favorite
A light-filled living area features a comfortable white sofa and a glass coffee table on a round woven rug. Two large windows allow natural light to illuminate the space, complemented by soft curtains. A decorative piece hangs on the wall above the sofa, adding interest.
Guesthouse in East Hill
4.99 out of 5 average rating, 193 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's Carriage House is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

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, 515 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 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, 151 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 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, 704 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
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 East Pensacola Heights
4.98 out of 5 average rating, 505 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.

Guest favorite
The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.
Guesthouse in Pensacola
4.87 out of 5 average rating, 247 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Popular amenities for Pensacola vacation rentals

Quick stats about vacation rentals in Pensacola

  • Total rentals

    1.2K properties

  • Total number of reviews

    75K reviews

  • Family-friendly rentals

    750 properties are a good fit for families

  • Pet-friendly rentals

    430 properties allow pets

  • Rentals with a pool

    130 properties have a pool

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

Frequently Asked Questions

  • How is the weather in Pensacola?

    Pensacola experiences a humid subtropical climate. Summers are hot and humid with temperatures ranging from 70°F (21°C) to 90°F (32°C), while winters are mild, with temperatures ranging from 40°F (4°C) to 60°F (16°C). Rainfall is frequent throughout the year, with the wettest month being July.

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

    Exploring the Historic Pensacola Village, climbing up the Pensacola Lighthouse for panoramic views, visiting the National Naval Aviation Museum, and enjoying the beach at Pensacola Beach or Perdido Key are frequently suggested activities in Pensacola.

  • What is the best time of year to visit Pensacola?

    The most popular time to visit Pensacola is during the warmer months of April to October. During this time, local events such as the Pensacola Seafood Festival in September and the Blue Angels Air Show in July take place.

  • What are the best places to stay in Pensacola?

    Downtown Pensacola, with its vibrant night life and dining scene, is a popular place to stay. For those who prefer the beach, Pensacola Beach and Perdido Key are often recommended. For history enthusiasts, the North Hill historic district might be a good fit.

  • What are the best places to visit in Pensacola?

    Visitors often explore the Historic Pensacola Village, the Pensacola Museum of Art, and the Pensacola Lighthouse. The National Naval Aviation Museum and the Gulfarium Marine Adventure Park are also frequently suggested attractions.

  • What are some hiking trails in Pensacola?

    Hikers frequently explore trails like the Perdido Key Discovery Nature Trail, the Blackwater River State Forest trails, and the Fort Pickens Discovery Nature Trail. The Tarkiln Bayou Preserve State Park also has several trails for those interested in local flora and fauna.

  • What are some family activities to do in Pensacola?

    Families can explore the National Naval Aviation Museum, visit the Pensacola Lighthouse and Maritime Museum, or enjoy the underwater exhibits at the Gulfarium Marine Adventure Park. The Pensacola Children's Museum and the Escambia County Equestrian Center also provide engaging activities for children.

  • What are some of the best day trip ideas in Pensacola?

    Day trips to the Gulf Islands National Seashore for some beach exploration, to the city of Mobile in Alabama for a change of pace, or to the Blackwater River State Park for some outdoor activities are often recommended.

  • Are there vacation rentals with a dedicated workspace in Pensacola?

    Yes! Work meets play with ease at over 710 vacation rentals in Pensacola featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Pensacola?

    Four-legged friends are welcome in Pensacola. Choose from more than 440 vacation rentals for guests traveling with pets.

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