Holiday houses in West Pensacola

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Top-rated holiday rentals in West Pensacola

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Top Guest favourite
A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.
Home in Pensacola
4.99 out of 5 average rating, 279 reviews

Coco Ro Downtown! Outdoor Shower, Hammock + Porch!

Welcome to good vibes @ Coco Ro Surf Shack - your cozy, beachy retreat in downtown Pensacola! This designer 2-bedroom cottage offers laid-back comfort just a stone’s throw from the heart of downtown. Only 1 mile to trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! ・Seasonal outdoor shower ・XL hammock ・Smart TV ・Washer/Dryer ・Private yard ・Free driveway parking *Outdoor shower closed in colder months *Tap the ❤ in the top right to save.

Top Guest favourite
Home in Pensacola
4.88 out of 5 average rating, 101 reviews

Lush Lounge~Fire Pit~BBQ~Family

Get cozy! Relax by the outdoor fire pit or show off your skills on the grill! (propane not included) Whether you’re in town as an honored member of our armed forces or to enjoy our beautiful beaches and attractions. We truly hope you enjoy the lush lounge and beautiful Pensacola. We have all that you need to enjoy yourself inside and outside We offer DTS friendly receipts for Mil and Gov travelers. - Fire Pit - BBQ - Smart TV - Kitchen - Cozy Beds - Kid Friendly - Dog Friendly - Fast Wifi

Top Guest favourite
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, 333 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 favourite
The exterior of the cottage showcases a welcoming entrance with a decorative wreath adorning the door. A paved driveway leads up to the home, surrounded by well-maintained landscaping featuring shrubs and trees. The backdrop includes a clear blue sky highlighting the peaceful neighborhood.
Guesthouse in Pensacola
4.97 out of 5 average rating, 185 reviews

Private Guesthouse- 2 mi. downtown & 5 mi. Beach

Tucked away in the highly coveted East Hill area, this cottage has everything Pensacola has to offer. 1/1 on .5 acres. Space includes king bed & futon private driveway parking, courtyard & 2 patios with gas fire pit. Access to common spaces: wood burning fire pit, pergola dining & 2 kayaks! Close to downtown, beaches, shopping & dining. Walking distance to restaurants, coffee shops, & several parks. Whether you are in town for business or here for a vacation you will love this little charmer!

Top Guest favourite
A spacious bedroom features a large bed with layered bedding and geometric patterned rugs covering the floor. Natural light pours in through multiple windows, illuminating the room. A seating area with a chair and a floor mirror is positioned nearby, complimenting the serene atmosphere.
Guest suite in North Hill
4.93 out of 5 average rating, 271 reviews

The Rooftop Loft of Barcelona

A former artist studio converted to a comfortable retreat space in the North Hill neighborhood of Pensacola. Within a mile of Downtown Pensacola... the location is tough to beat! This cozy space is perfect for two, and is high up overlooking the treetops and rooftops of historic Pensacola. The high ceilings make the loft feel spacious, and the large windows fill the space with natural light. ***We do make a special request that guests walk softly after 10:00pm (we sleep below 😴). ***

Top Guest favourite
A charming cottage exterior is presented, featuring a welcoming front porch with two chairs. A stone pathway leads to the entrance, surrounded by a landscaped yard with greenery. The building is framed by trees, creating a serene atmosphere during twilight.
Home in Pensacola
4.96 out of 5 average rating, 210 reviews

The Gray Lady - A Beautiful Cottage in Pensacola!

The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

Top Guest favourite
A modern two-story garage studio apartment is displayed with a clean white exterior. Shaded seating areas are provided by a red shade sail, and large planters filled with greenery are positioned in front. The entrance features decorative outdoor lighting and a wooden gate.
Guesthouse in Downtown Pensacola
5 out of 5 average rating, 122 reviews

Why pay downtown hotel prices?

Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking.

Top Guest favourite
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, 544 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.

Guest favourite
A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.
Guesthouse in Pensacola
4.92 out of 5 average rating, 154 reviews

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

Top Guest favourite
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, 172 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 favourite
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
4.97 out of 5 average rating, 731 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 favourite
A modern exterior view of the white one-story building is presented, featuring large windows framed by minimalistic planters. A pathway leads from the road to the entrance, and a wooden fence provides privacy, complemented by surrounding green landscaping.
Home in Downtown Pensacola
4.99 out of 5 average rating, 223 reviews

✨Olivia Downtown✨ Industrial chic/ Sleeps 4

Welcome to Olivia Downtown, your new home away from home! This gem is an 860 sq ft one bedroom one bathroom home equipped with a full kitchen and laundry room. Whether you’re working from the designated office space, snuggled up on the comfiest couch watching some Netflix or cozied up around the fire pit on a chilly night Olivia will make you never want to leave! However, if you do decide to venture out we are minutes away from Pensacola’s best of the best!

Popular amenities for West Pensacola holiday rentals

When is the best time to visit West Pensacola?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in West Pensacola?

    Four-legged friends are welcome in West Pensacola. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Where should I stay in West Pensacola?

    Make yourself at home in West Pensacola by choosing from our most frequently booked neighborhoods. We have over 180 vacation rentals in Lakewood, over 630 vacation rentals in West Pensacola, and over 630 vacation rentals in Westerly Heights.

  • Are there family-friendly vacation rentals in West Pensacola?

    West Pensacola has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in West Pensacola have wifi?

    Absolutely! We offer over 80 house rentals with wifi in West Pensacola. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in West Pensacola have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in West Pensacola. Enjoy a tailored experience with all the comforts you desire.

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

    Yes! Work meets play with ease at over 50 vacation rentals in West Pensacola featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in West Pensacola?

    Experience the best of West Pensacola with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in West Pensacola?

    Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with wifi, over 90 homes with air conditioning, over 80 homes with a kitchen, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cottage rentals in West Pensacola have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in West Pensacola. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in West Pensacola have free parking?

    Absolutely! We offer over 10 cottage rentals with free parking in West Pensacola. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in West Pensacola

  • Total holiday rentals

    Explore 140 holiday rentals in West Pensacola

  • Nightly prices starting at

    West Pensacola holiday rentals start at $33 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    140 of West Pensacola holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across West Pensacola rentals

  • 4.7 Average rating

    West Pensacola stays receive an average rating of 4.7 out of 5 from guests