Downtown, Pensacola vacation rentals

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Top-rated vacation rentals in Downtown, Pensacola

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Guest favorite

Rental unit in Downtown Pensacola

5 out of 5 average rating, 207 reviews

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.

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 160 reviews

Coco Ro Downtown! Outdoor Shower, Hammock + 2 Beds

Welcome to good vibes at Coco Ro Surf Shack, a coastal downtown retreat! Enjoy modern comforts blended with boho coolness in this peaceful 2 bedroom shotgun home - just a stone's throw from Pensacola's vibrant historic districts! Explore trendy Palafox St (1 mi), reach the bay in 12 blocks & take a short drive to stunning sugar sand beaches via the nearby bridge! Come home to: ・Outdoor shower! ・King hammock ・Full kitchen ・Washer/Dryer *Add to wishlist by clicking the ❤ in upper right corner

Guest favorite

Home in Pensacola

4.98 out of 5 average rating, 562 reviews

Ms Di's Place. Price Inclusive.

Newly renovated, spotlessly clean 2 bdrm, 1 bath house conveniently located in the heart of East Hill. Carport, bathtub/shower, oven, microwave, frig with icemaker, hardwood floors, Kuerig, WIFI and TV. 5 minutes from downtown Pensacola and Baptist Hospital, 8 minutes from Sacred Heart, 10 minutes from West Florida Hospital, and 15 minutes from beautiful Pensacola Beach.This property belongs to St. Mark UMC and all proceeds are used to fund local missions. Price is inclusive- no added fees.

Guest favorite

Guest suite in Downtown Pensacola

4.86 out of 5 average rating, 325 reviews

Downtown Tropical Hideaway, Walk to Eat & Shop

Lovely private hideaway, securely located on the 2nd floor of an 1890's Victorian home & only a 15 minute drive to the world's most beautiful beaches. An easy walk to restaurants, bars & museums of downtown Pensacola, named one of "10 Best Streets in America". Tropical art adorns the walls & an antique claw foot tub has treetop views. WiFi, Roku TV, fridge, microwave, toaster oven & coffee maker along with beach gear & bicycles are provided. Check in anytime with the combination lock box.

Guest favorite

Home in Downtown Pensacola

4.93 out of 5 average rating, 176 reviews

Walk to downtown + seafood market. *Bay views*

Bright & spacious home located in thriving downtown Pensacola Enjoy 3 master suites each with private full bathroom and luxury Tuft & Needle mattresses Easy 10-20 min walk to downtown shops, breweries, and entertainment 15-20 min drive to the white sand beaches or catch the seasonal ferry that leaves from downtown Double balcony with partial bay views. Catch the fireworks from the Blue Wahoos stadium or enjoy bay views as we are directly across from world famous Joe Patti’s Seafood

Guest favorite

Guesthouse in East Hill

5 out of 5 average rating, 151 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block over 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

Guest favorite

Guesthouse in East Hill

5 out of 5 average rating, 126 reviews

Funky Flamingo~ Guest House~ Pool & Kitchenette

This charming East Hill bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & patio. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest, Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

Guest favorite

Guest suite in East Hill

4.98 out of 5 average rating, 458 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 favorite

Home in Downtown Pensacola

4.99 out of 5 average rating, 170 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!

Superhost

Cottage in Downtown Pensacola

4.79 out of 5 average rating, 285 reviews

Cute Cottage Getaway Downtown!

Wonderful cottage within walking distance to enjoy everything downtown Pensacola has to offer- gallery night, festivals, concerts, market days, parades, Ice flyers games, and Pensacon are all within walking distance! Very cute 1 bedroom 1 bath, light and bright though out. Front porch for relaxing afternoons. A few blocks away from the convention center!!! We charge a pet fee of $75+tax that will be charged per pet. Collected separately.

Guest favorite

Cottage in Pensacola

4.99 out of 5 average rating, 185 reviews

Beach Vibes on Downtown’s Side

This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Guest favorite

Guest suite in Downtown Pensacola

4.98 out of 5 average rating, 282 reviews

The Intendencia Suite

SINGLE TRAVELER DISCOUNT! Private guest suite with private entrance, in the heart of walkable Historic Downtown Pensacola. Perfectly suited for a low stress weekend getaway. Beach is a short 10 minute drive away! I strive to keep my space affordable because I know how expensive travel can be, therefore I price $79 a night for 1 guest, $94 for 2 guests. Please book for the appropriate guest count.