Downtown, Pensacola vacation rentals

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Top-rated vacation rentals in Downtown, Pensacola

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Guest favorite

Apartment in Downtown Pensacola

4.99 out of 5 average rating, 187 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.

Aug 11 – 18

G$31,989 GYD per night

Guest favorite

Guest suite in Pensacola

4.92 out of 5 average rating, 181 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 😴). We welcome you!

Nov 1 – 8

G$17,422 GYD per night

Guest favorite

Home in Sanders Beach

4.95 out of 5 average rating, 112 reviews

Renovated Bungalow near Downtown with King Bed!

Completely renovated historic 1940s shotgun-style home with 2 bedrooms and 2 baths. Located just 1 mile from downtown Pensacola, this home is the perfect balance of original character and modern amenities. Walking distance to the Pensacola Yacht Club, several bars and restaurants, and the world-famous Joe Patti's fishmarket. 15 minute drive to Pensacola Beach. This home includes 2 smart TV, wifi, covered porches, firepit, fenced-in yard, and plenty of additional parking. Well-stocked kitchen.

Oct 20 – 27

G$25,536 GYD per night

Guest favorite

Guest suite in Downtown Pensacola

4.98 out of 5 average rating, 249 reviews

The Intendencia Suite

Private guest suite with private entrance, in the heart of Historic Downtown Pensacola. 5 minute walking distance to Palafox, Ferry, bay, Ballpark, festivals, Breweries, restaurants, art, museums and shopping! Perfectly suited for a low stress weekend getaway. I strive to keep my space clean and affordable because I know how expensive travel can be. Quiet residential street close enough to enjoy the fun but far enough away to feel like home. Not suitable for pets or children under 12.

Aug 14 – 21

G$19,715 GYD per night

Guest favorite

Home in Downtown Pensacola

4.92 out of 5 average rating, 150 reviews

Walk to downtown + seafood market. *Bay views*

Bright & spacious home located in thriving downtown Pensacola Enjoy 3 master suits 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

Feb 1 – 8

G$27,277 GYD per night

Guest favorite

Guesthouse in East Hill

5.0 out of 5 average rating, 123 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

Dec 10 – 17

G$29,815 GYD per night

Guest favorite

Guest suite in East Hill

4.98 out of 5 average rating, 404 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.

Jul 19 – 26

G$27,609 GYD per night

Guest favorite

Place to stay in Downtown Pensacola

4.93 out of 5 average rating, 150 reviews

Private Suite South A St , downtown Pensacola

Guests have a dedicated private entrance and space, bedroom master suite with extra living room area/kitchenette, secured from the rest of the house with a locked Barn door in a shotgun house in historical neighborhood West of downtown built in 2016. Lg shaded deck, lovely garden,. Good location for business & pleasure, 7 blocks from downtown. Walk to Joe Pattii's seafood, Bruce Beach & Martitime Park Stadium. Very comfortable & supplied well. Easy access/well lit. Safe

May 1 – 8

G$20,836 GYD per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 408 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.

Nov 22 – 29

G$25,423 GYD per night

Guest favorite

Home in Downtown Pensacola

5.0 out of 5 average rating, 136 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!

Aug 23 – 30

G$30,428 GYD per night

Guest favorite

Cottage in Sanders Beach

4.99 out of 5 average rating, 144 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.

Nov 24 – Dec 1

G$23,857 GYD per night

Guest favorite

Apartment in East Hill

4.98 out of 5 average rating, 282 reviews

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 !

Feb 1 – 8

G$19,696 GYD per night