
House holiday rentals in Pensacola
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Top-rated house rentals in Pensacola
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GOOD VIBES @ COCO RO! Outdoor Shower + Hammock!
Welcome to good vibes at Coco Ro Surf Shack - your cozy, beachy retreat in downtown Pensacola! This coastal 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 stunning white sand beaches. Your escape awaits! ・Outdoor shower ・XL hammock ・Smart TV ・Washer/Dryer ・Private yard ・Free driveway parking *Seasonal outdoor shower closed in cold months *Tap the ❤ in the top right to save!

Midtown Luxury Stay w/Courtyard
Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

Navypoint Beauty 2/2 Whole House Great area
Kick back and relax in this calm, stylish bungalow. Very close to NAS Pensacola 2 blocks to beautiful bayou (many times full of dolphins) anda park with walking trails. Bring your kayak! You may very well get to see the Blue Angels practice in this clean and stylish home filled with lots of little amenities! Beds are super comfy Neighborhood is peaceful and safe Perdido Key Beach is only 15/20 minutes away! White sugar sand beaches. Fully stocked and supplied kitchen, lovely sunroom, large deck

The Lantana Leisure - A Lavish Central Vibe!
Welcome to the Lantana Leisure! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cook out. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property that actively record audio and visual.

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

Charming 2BR Cottage in East Hill near cafes/shops
Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

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!!

Stylish Downtown Home- Short drive to the beach
Experience Downtown Pensacola at Maison de la Mer "House by the Sea" where you are within walking distance of the best restaurants, coffee shops and nightlife Pensacola has to offer. You are also in walking distance to Pensacola Bay, Corrine Jones Park, and a short 15 minute drive to the beautiful white sands of Pensacola Beach. Bring the whole family, recruit some friends, stay and play at this home away from home. Your enjoyment has been considered in every preparation.

✨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!

Summer House - Beach & Downtown
Enjoy all downtown Pensacola has to offer in this stylish 2 BR, 2.5 BA Vacation Home! Perfect for families or couples. Comfortable, open floorplan with beautiful interior touches & furnishings. With all the essential comforts combined and easy access to shopping/dining, as well as close proximity to Florida's best beaches & outdoor adventures, this Pensacola home promises an ideal Florida gateway for friends and family, no matter the season

The Orange Bayview 🍊 Pet Friendly 🐬Studio Suite 🌴
Orange You Glad You Found This Place? Steps from Bayview Park including small and large dog parks, dog beach, tennis courts, workout area, boat ramp, Bayview Center & more. 5 minutes to downtown, 15 minutes to Pensacola Beach. While attached to the main house, the guest suite is its own private space, with a separate entrance, temperature control, driveway parking for 2 and room for a 20’ boat. We’ll do anything to make your stay great!

Casey's Corner
Our home features a large master suite and two guest bedrooms. The master suite includes a desk (for when work is absolutely necessary), and all bedrooms have their own tv with cable. Wireless, high-speed internet is available throughout the home. The kitchen is fully stocked with all the tools you need to cook your own delicious meals and is open to the dining and living areas. A washer and dryer are available in the garage.
Popular amenities for house rentals in Pensacola
House rentals with a pool

Beautiful Paradise Home - 1 Mile From Beach - POOL

Hot tub/ Pool Relaxing Getaway

Poolside Family Retreat w/ Hot Tub & Game Room

Historic Pool Cottage! Dog Friendly

Foosball Table-Pool-Spacious-9min to Downtown

Pensacola Blue Angel Pool House

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

Historic Downtown Bayfront Home Pool Mins to Beach
Weekly house rentals

The Wright House: New home in East Hill/Downtown

Flamingo Pad: Dog Friendly, Downtown, Pensacola Be

Piece of Paradise

1-Bedroom Cottage, Single-Family

NEW BUILD Near Downtown! Stars Stripes & Salt Life

Vibrant Airport 2bdr Central Pensacola Getaway

Granny Joan's East Hill Sunflower Cottage

Downtown cottage by the bay!
Private house rentals

VILLA ON THE BLUFFS

The Bamboo house!

Downtown Historic Cottage

Pensacola Paradise (Apartment)

Simply Unwind: a retreat style stay. EV Charger

2 Bed/2bath Cottage Near PCC, PYC, and Downtown

Cottage in Beautiful Pensacola close to Downtown

NEW! Pet-Friendly Stylish Home 2Min to Downtown
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 SGD | $146 SGD | $165 SGD | $161 SGD | $175 SGD | $195 SGD | $203 SGD | $167 SGD | $152 SGD | $152 SGD | $155 SGD | $155 SGD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about house rentals in Pensacola

Total holiday rentals
Explore 730 holiday rentals in Pensacola

Nightly prices starting at
Pensacola holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 34,500 verified reviews to help you choose

Family-friendly holiday rentals
590 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 290 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
400 properties have a dedicated workspace

Wifi availability
720 of Pensacola holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pensacola rentals

4.8 Average rating
Pensacola stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Pensacola’s top spots include Palafox Market, Pensacola Museum of Art and Bruce Beach
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