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Wayside Park Rentals

From $207 per night (USD)
VRBO
Historic Pensacola Stay | Summer Ready Suite 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Step into the past with a stay in our beautifully restored suite, located in the historic Kelley House, 1 of 4, ...
From $207 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Relaxing Historic Suite Downtown | 12 min to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Experience the perfect blend of historic charm and modern luxury in our beautifully renovated Kelley House Suit ...
From $224 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Cozy Historic Home | Suite 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This is 1 of 4 beautiful apartments located on the 2nd floor in the Historic Kelley House in Downtown Pensacola ...
From $206 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Bright & Cozy Historic Getaway | Suite 2 - 1st floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This charming suite 1 of 4, located on the first floor, offers a perfect blend of comfort and convenience. Feat ...
From $223 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Premier Downtown Loft Building, Just Opened
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The coolest newly renovated historic building in downtown Pensacola, offered for the first time. Looking for a unique, m ...
From $173 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Downtown Getaway for Two!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cozy carriage house apartment is is located in downtown Pensacola in the premier neighborhood of Aragon and just tw ...
From $178 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Chic Studio in Historic Downtown Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Chic Studio located in the heart of downtown Pensacola. Perfectly placed in the Historic district of Aragon which boasts ...
From $185 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Very walkable to all the great breweries, restaurants, & shops!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Immerse yourself in history. This modern carriage house is located in the heart of the historic district in downtown Pen ...
From $238 per night (USD)
Expedia
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VRBO
Oleander Cottage Historic Victorian Downtown Pensacola
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Oleander Cottage is the upstairs DUPLEX . Guests have a private entrance and enjoy the entire upstairs portion of th ...
Click For Pricing
VRBO
From $104 per night (USD)
Expedia
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tommy's Zen Garden and Cottage is the perfect getaway for a couple. I built this awesome cottage years ago and I love t ...
From $104 per night (USD)
Expedia
From $72 per night (USD)
VRBO
Pineapple Paradise: EPH, Close to Downtown, Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*There is NO Washer/Dryer in this home* Located in the walkable East Pensacola Heights neighborhood, this charming cotta ...
From $72 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Modern East Hill Home, Premier Location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful 1900 square foot 2-bedroom, 2-bathroom house located in East Hill is the premier location when visiting P ...
From $200 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Little Red House-Downtown-Cute, Historic-Cottage.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Great Location in Old East Hill Preservation District, Pensacola, Florida. This unique 1880’s historic home with privat ...
From $159 per night (USD)
VRBO
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Expedia
MODERN BAYOU BOAT RAMP STUDIO
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated modern studio apartment conveniently located in the heart of East Pensacola Heights. Bayou water view l ...
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Expedia
From $232 per night (USD)
VRBO
Modernized 2BR Historic Home w/ King bed
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenien ...
From $232 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Beautiful Historic Downtown Pensacola Charmer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fully renovated, historic downtown Pensacola home that's less than 10 minutes to the Beach. All the quaint charm with mo ...
From $190 per night (USD)
Expedia
From $288 per night (USD)
VRBO
The Carriage House | 2 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Close to Bayview Park and Downtown! Great location, close to everything. This apartment is a carriage home located in th ...
From $288 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Private Suite in Historic Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private suite in an historic home, 10 minuets to airport, downtown and hospitals; twenty minuets to the beaches. Bedroo ...
From $113 per night (USD)
Expedia
From $199 per night (USD)
VRBO
East Hill Coastal Cottage, prefect for couples and families, pet friendly.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
If you are looking for a place to relax and unwind, then look no further. This beautifully renovated 1200-square foot Ea ...
From $199 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Cute 1 bedroom home, close to Downtown, Beaches and Shopping
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Blue Angel (Unit B) - Keep it simple at this peaceful and centrally located place. This cozy 1 bed, 1 bath home is ...
From $159 per night (USD)
Expedia
From $177 per night (USD)
VRBO
The Blake: Cottage in Historic Downtown Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charm filled 1903 cottage in the heart of the historic district of downtown Pensacola, one block from Seville Square and ...
From $177 per night (USD)
VRBO
From $178 per night (USD)
Expedia
The Jesse: Cottage in Historic Downtown Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charm filled 1903 cottage in the heart of the historic district of downtown Pensacola , one block from Seville Square an ...
From $178 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Pensacola Home Rental: 2 Mi to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the natural beauty and historic culture of Pensacola when you stay at this 3-bedroom, 2-bathroom vacation renta ...
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VRBO
From $124 per night (USD)
Expedia
Enjoy a stylish experience at this centrally-located guest house DOWNTOWN!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a stylish experience at this centrally-located place. The Cozy Cottage is an adorable 2-bed, 1-bath, garage apartm ...
From $124 per night (USD)
Expedia
$8th Ave Coastal Farmhouse Retreat\n$
From $143 per night (USD)
VRBO
8th Ave Coastal Farmhouse Retreat\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
You and your family are sure to fall in love with all that this gorgeous home has to offer! Beautifully decorated toward ...
From $143 per night (USD)
VRBO
From $975 per night (USD)
Expedia
East Hill Oasis Near the Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Welcome to East Hill Oasis, perfect for families looking for a getaway! Our property features 4 cozy apartments, sleepin ...
From $975 per night (USD)
Expedia
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VRBO
Comfy studio Minutes from down town Pensacola and beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hide away in our Down town studio! 7 minutes from Down Town Pensacola and eatery’s ! 25 minutes to Pensacola beach and c ...
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VRBO
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Expedia
Charming 1-bedroom apartment with AC, WiFi in wonderful Down Town Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Make yourself at home in this marvelous 1-bedroom Pensacola retreat. This amazing apartment features a cozy queen bed, a ...
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Expedia
From $242 per night (USD)
VRBO
East Hill Charming Family Home- Huge Lot-Fully Updated-Brand New Gourmet Kitchen
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Blount St! This recently updated, gorgeous family home in convenient East Hill is being offered for rent ...
From $242 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Charming cottage in Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally-located cottage. Private access and parking, near all downtown restaurant ...
From $116 per night (USD)
Expedia
From $233 per night (USD)
VRBO
This house is a 4 bedroom(s), 2 bathrooms, located in Pensacola, FL.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This large 4 bedrooms 2 bath home was fully remodeled and furnished with your distinctive contemporary taste in mind. G ...
From $233 per night (USD)
VRBO
From $198 per night (USD)
VRBO
McNair Cottage 5 blocks from Bay, downtown, and 10 minutes from Pensacola Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax with the family in my beautiful cottage. Built in 1938, the cottage is nestled under a huge live oak. You can sit ...
From $198 per night (USD)
VRBO
From $216 per night (USD)
VRBO
New and Modern Double En-Suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Kick back and relax in this new and modern space. Perfect for two couples or a family to explore what Pensacola has to o ...
From $216 per night (USD)
VRBO
From $115 per night (USD)
Expedia
Charming villa steps from the water in beautiful Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay comfortably in Pensacola at this phenomenal 1-bedroom villa. This clean, cozy space features a queen bed, perfect f ...
From $115 per night (USD)
Expedia
From $94 per night (USD)
VRBO
Charming cottage in fabulous Pensacola just steps from the water with water view
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay comfortably in Pensacola at this 1-bedroom cottage. The cozy bedroom features a queen bed, perfect for a good night ...
From $94 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Stay & Play in Pensacola: Apartment Near Dtwn
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Walk to Pensacola Bay | Quiet East Hill Location | Shared Outdoor Space Unlock coastal charm and endless relaxation at ...
From $148 per night (USD)
Expedia
From $132 per night (USD)
VRBO
3 Blocks to Pensacola Bay: Charming Apartment!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Free WiFi | 2 Mi to Blue Wahoos Stadium Located in the historic East Hill neighborhood, this convenient 1-bedroom, 1-ba ...
From $132 per night (USD)
VRBO
From $145 per night (USD)
Expedia
2 Mi to Dtwn Pensacola: Charming Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Quiet East Hill Location | Shared Outdoor Space Live like a Pensacola local from this cozy vacation rental in the histo ...
From $145 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Cottage on 10th Cozy Retreat Near Downtown & Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Book for upcoming holiday! Escape to the Cottage on 10th, a charming 2-bedroom, 2-bath house just moments from ...
From $201 per night (USD)
VRBO
From $628 per night (USD)
VRBO
Pensacola Waterfront/Pier Boat Dock Private Heated Pool, 5 Minutes to Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Waterfront Paradise with Pier and boat dock. Views go on forever of Pensacola Bay and Bayou Texar. Everything is new and ...
From $628 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Comfy carriage house close to everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Immaculate apartment above garage, behind charming Craftsman bungalow. Wake up in this bright and airy apartment, ( 6 ...
From $143 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Modern cottage in historic East Hill
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tucked away in our shady backyard, this 600 square foot cottage is located in one of Pensacola's oldest neighborhoo ...
From $141 per night (USD)
VRBO
From $140 per night (USD)
VRBO
Charming Home in East Hill, nearby neighborhood parks, bayou, beach and downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Centered in the middle of Pensacola’s best. This home is located in old Pensacola, minutes from downtown, the bayou, be ...
From $140 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Unwind in Urban Bliss: Relax Near Downtown Nightlife & Pensacola Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Unwind in Urban Bliss: Relaxing Vacation Retreat Near Pulsing Downtown Nightlife & Pristine Pensacola Beach Embrace ser ...
From $204 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Old East Hill Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lovely sunlit one bedroom, one bath unit in a house built in 1885. The house has been turned into a quadraplex, and uni ...
From $149 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Highly rated 2 BR townhouse steps from DT, and near beaches. Open Labor Day!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spend the weekend with us, just park your car and walk everywhere! Enjoy this secluded two-story townhome nestled in a p ...
From $250 per night (USD)
Expedia
From $350 per night (USD)
VRBO
The RED DOOR: Explore Pensacola's Downtown Entertainment next to Wedding Venues!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step into history at 'The Hawkins House,' a meticulously preserved 1880s gem in downtown Pensacola. This 2000 sqft retre ...
From $350 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 minutes wal ...
From $342 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Efficiency unit close to Downtown, the Beach & Pensacola Bay Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
The Sandpiper (Unit C) - This cute, re-purposed space is a 1 bed, 1 bath small efficiency unit is equipped with full ki ...
From $155 per night (USD)
VRBO
From $315 per night (USD)
Expedia
The Gregory House, A Southern Tropical Get Away!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to your Southern tropical downtown getaway in the heart of Downtown Pensacola! Walk to all the vibrant attractio ...
From $315 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2/1.5 Charming 1920's Historic Cottage 1,000 sqft with large fenced-in backyard & outdoor kitchen & grill w/ TV perfect ...
From $206 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Flamingo Pad: Dog Friendly, Downtown, Pensacola Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to our East Pensacola Heights “Flamingo Pad”. A two-bedroom, one-bath cottage that features lots of natural ligh ...
From $100 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Pet-Friendly, Contemporary Home ✨5 min to Downtown✨
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located on a quiet and friendly neighborhood, this lovely home has private parking space at the front. This home has bee ...
From $211 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Downtown 3/2/ king/ 5 adults/ patio & porch/ parking/ ez to beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Boho Downtown Retreat – Walkable, Charming & Private! -Entire home: Boho Bungalow + Cottage Suite - 2 en-suite bedrooms ...
From $335 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Spacious Carriage House w/private balcony in the heart of downtown Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful 870 square foot carriage house is located in Seville's Historic District within Pensacola's premier neigh ...
From $172 per night (USD)
VRBO
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Expedia
Comfy home near Downtown, Beaches and Shopping
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This adorable 1-bedroom 650 sq. ft. home is nestled in a lovely historic neighborhood in East Hill, Pensacola. It has e ...
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Expedia
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VRBO
1920s bungalow - Dog and family friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Getaway for one or relaxing with the whole fam? This 1920s boho bungalow is perfect for any occasion. Our home has ever ...
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VRBO
From $144 per night (USD)
Expedia
Comfortable Retreat in Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience our cozy, pet-friendly studio just outside downtown Pensacola. Enjoy fast WiFi, new appliances, and modern am ...
From $144 per night (USD)
Expedia
From $168 per night (USD)
VRBO
8 Mi to Pensacola Beach: Home w/ Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
3
Pet Friendly w/ Fee | Fenced-In Backyard | 5 Mi to Airport Step into beach town bliss at this 3-bedroom, 2-bath Pensaco ...
From $168 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Downtown Pensacola-Alcaniz Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our newly remodeled cottage retreat just a stone's throw away from the vibrant heart of downtown Pensacola! T ...
From $202 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Newly Renovated, Luxury East Hill Home Next to Bayview Park. 15 min to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Percy's Cottage of East Hill! Step inside this charming 3 bedroom/2 bath gem, located less than half a block ...
From $363 per night (USD)
VRBO
From $469 per night (USD)
Expedia
This house is a 6 bedroom(s), 3 bathrooms, located in Pensacola, FL.
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Possibly the only vacation rental in Pensacola with 2 detached units in the same lot to bring your bigger group together ...
From $469 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Chic coastal home w private pool, close to downtown & beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Chic Coastal Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $271 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Exquisite Pensacola Charm
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in Pensacola minuets from down town restaurants, shops, parks and Blue Wahoos Stadium. 17 minuets from Pensacola ...
From $202 per night (USD)
Expedia
From $295 per night (USD)
VRBO
The Downtown Two-Door Historic Cottage in beautiful Pensacola
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the Downtown Two-Door | Historic Cottage (Circa 1817)! Nestled in the heart of Pensacola’s beloved Historic D ...
From $295 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Stylish Space with King Bed & Fast WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your home away from home in Pensacola's sought-after East Hill neighborhood! This charming apartment offers a ...
From $166 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Chic & Central <10 to beach- Bubbles & WFH Ready!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cute 2 bedroom 1 bathroom duplex sleeps 4. The master bedroom has a queen bed. The second bedroom features two twi ...
From $173 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Cute Centrally Located Bungalow! <10 to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Home: This cute 2 bedroom 2 bathroom duplex sleeps 4. Both bedrooms have a queen beds. Both bedrooms have white noi ...
From $183 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Elegant king 2BR Space with Fast WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cozy 2-bedroom apartment, just one mile from downtown and a quick 15-minute drive to Pensacola Beach. Loc ...
From $364 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Charming Getaway | 12 minutes to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Escape to our beautifully designed, modern 1-bedroom cottage, offering the perfect blend of comfort, convenienc ...
From $261 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Cozy Downtown Cottage! Dogs Welcomed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Escape to our beautifully updated cottage, where relaxation meets comfort in an upscale yet cozy setting. Perfe ...
From $167 per night (USD)
VRBO
From $195 per night (USD)
Expedia
3 bedroom East Hill home 1 block from Bayview Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Relax in this Craftsman-style bungalow in the heart of East Hill, one block from Bayview Park. This light-fille ...
From $195 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Qualls Cottage: Downton, Beach, NAS. EV Charger!
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Welcome to your peaceful retreat in East Hill, just minutes from downtown Pensacola, beaches, NAS, and Whiting Field. Th ...
From $172 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located on a quiet and friendly neighborhood, this lovely home has private parking space at the front. This home has bee ...
From $210 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Fabu Posh B ~ Luxe Historic Palafox Balcony 1 BR
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the ac ...
From $371 per night (USD)
VRBO
From $147 per night (USD)
Expedia
Pensacola Studio Bungalow < 1 Mi to Bayview Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make your escape to the Pensacola area when you book this lovely 1-bathroom studio bungalow! With the perfect accommodat ...
From $147 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Cozy 1BR Place in Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our inviting one-bedroom apartment, perfectly situated just one mile from downtown Pensacola and only a quick ...
From $426 per night (USD)
VRBO
Click For Pricing
Expedia
Historical District Updated Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This beautiful home has a wonderfully large screened in porch with vaulted ceiling, surrounded by an exterior porch (Bot ...
Click For Pricing
Expedia
From $378 per night (USD)
VRBO
Pensacola Paradise: Furnished Deck & Gas Grill!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to paradise at this spacious 4-bedroom, 2-bath vacation rental. Conveniently located near top attractions in Pens ...
From $378 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Downtown cottage 7 miles from beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Our charming, clean, and cozy cottage is all about ideal location. You will only be 7 miles (10 minute ...
From $123 per night (USD)
Expedia
From $111 per night (USD)
VRBO
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Gadsden Hideaway, a slice of Pensacola history with a touch of modern luxury! This charming 1-bedroom, 1- ...
From $111 per night (USD)
VRBO
From $116 per night (USD)
Expedia
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into "The Kitchen," a charming studio apartment that honors Pensacola's history in its name and design! Back in the ...
From $116 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Pensacola Home in Historic East Hill Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Elevate your stay in Pensacola at this inviting 3-bedroom, 2-bathroom vacation rental. Centrally located near top attrac ...
From $176 per night (USD)
VRBO
From $369 per night (USD)
Expedia
New Listing! Luxury Bayfront View at Rainbow Row!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the charm of Downtown Pensacola with a luxury bayfront view at Rainbow Row! Rainbow Row is your gateway to a ...
From $369 per night (USD)
Expedia
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VRBO
Cute 2bdr house Downtown!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this new, stylish 2 bedroom, 2 bath house that is located only 1 mile to the heart of downtown Pensacola, where yo ...
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VRBO
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Expedia
Pensacola Cottage w/ Gas Grill Near Beaches!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Indulge in the sunshine when you stay at this 1-bedroom, 1-bathroom vacation rental cottage! Spend your mornings sipping ...
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Expedia
From $231 per night (USD)
VRBO
The East Hill Escape, A Bay View Beachy Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The East Hill Escape, a beautifully refinished 1940's cottage spacious enough for your entire group. Feel at ...
From $231 per night (USD)
VRBO
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Expedia
Downtown Pensacola Historic Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Modern at Seville Station! This duplex is located on Zaragoza Street, just a few steps from Seville Squar ...
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Expedia
From $606 per night (USD)
VRBO
Beautiful Victorian-style home - 15 min from beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
The Blue Heron (Unit D) - Located in East Hill, Pensacola, this 3,000 sq. ft., newly remodeled 2-story Victorian home i ...
From $606 per night (USD)
VRBO
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Expedia
Luxury Waterfront Boutique Hotel
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Locally owned and curated, Oyster Bay Boutique Hotel exists to improve the quality of life for people who live and visit ...
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Expedia
From $176 per night (USD)
VRBO
Downtown, King,1-3 adults, EZ to beaches, parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Discover an amazing experience at our fun Boho Bungalow! From the moment you step in with keyless entry, you'll feel rel ...
From $176 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Couples/ Downtown /EZ 2 beaches/patio/free parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Charming Cottage, Cozy private Guest Suite, PERFECT for couples, singles, best friends, or business visitors! Priv ...
From $188 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Close to Beach & Downtown ~ Fenced Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Henry’s Hideaway! Whether your visit is to enjoy the beaches or downtown Pensacola, we want to welcome you an ...
From $194 per night (USD)
VRBO
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Expedia
Quaint place conveniently located!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
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Expedia
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VRBO
Historic Home - minutes from Downtown and Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Historic Home built in 1904 located in the highly desired area of East Hill in Pensacola. This 2 bedroom / 1 bathroom ho ...
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VRBO
From $133 per night (USD)
Expedia
Charming Guest House at Live Oaks on the Bayou
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Live Oaks on the Bayou is perfect for those on vacation, business or coming to the area for a beach getaway, wedding or ...
From $133 per night (USD)
Expedia
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VRBO
Peaches Place is a Beautiful New Guest House - Heart of East Hill - Fast WiFi - Private Back Yard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Peaches Place! Located one block off of Cervantes in the heart of beautiful East Hill in Pensacola, this ...
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VRBO
From $97 per night (USD)
Expedia
Charming bungalow #3 with AC and WiFi in pleasant Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Pensacola, enjoy what this 1-bedroom bungalow has to offer. This serene property features a cozy living room ...
From $97 per night (USD)
Expedia
From $118 per night (USD)
VRBO
Charming bungalow #2 with AC and WiFi in lovely Pensacola
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to this bungalow in picturesque Pensacola. This cozy retreat features a bedroom with a comfortable sofa bed, perf ...
From $118 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Beautifully updated cottage with chic interior & prime location near downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Pensacola Blue Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $221 per night (USD)
Expedia

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