
Holiday rentals with outdoor seating in Pensacola Bay
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Top-rated Holiday Houses with Outdoor Seating in Pensacola Bay
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Walk To Downtown, Fenced Yard, Games, Fire Pit
Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

Coco Ro Downtown! 2 Bed w/Hammock + Outdoor Shower
Welcome to good vibes at Coco Ro Surf Shack â your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! Enjoy: ăťOutdoor shower! ăťKing size hammock ăťSmart TV ăťWasher/Dryer ăťFenced yard ăťFree onsite driveway parking *Tap the ⤠in the top right to save to your wishlist!

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.

Cozy Bayou Villa - just steps from the water
Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Cozy Bayou Villa is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

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!

Hibiscus Sunrise Cottage - Walk to local dining!
Enjoy our quaint cottage centrally located in East Pensacola Heights and within walking distance to local restaurants and Bayou Texar! In this family-friendly neighborhood you're sure to see folks out for a run, an evening stroll, a bike ride, or walking their dogs. You'll enjoy an amazing tree canopy on a short walk to the Bayou for fishing or boating! Popular downtown Pensacola is only 3 miles away, the airport is 4.5 miles, and our beautiful white sand beaches are a quick 15 minute drive!

Spacious Downtown Flat w/ free parking
You will not soon forget your stay in this beautiful, historic home in downtown Pensacola where you can enjoy all the comforts of home with the charm of the past. This charming 3 bedroom home is has everything you need for your stay, featuring an outdoor patio and garden space, a cozy living room, full kitchen and dining room. We also provide beach accessories, coffee and tea, as well as a Roku smart tv. Just a few blocks away youâll find cafes, popular restaurants and Pensacola nightlife.

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!!

Beautiful, Peaceful East Hill Guesthouse
Beautiful, quiet, relaxing guesthouse (formerly Whitneyâs 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.

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.

Romantic getaway w/ Jacuzzi tub!
Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacolaâs most unique dining establishments. Private entrance with keyless access. Weâll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

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.
Popular amenities for Pensacola Bay outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Navypoint Beauty 2/2 Whole House

Flamingo Pad: Dog Friendly, Downtown, Pensacola Be

THE PINE HOUSE *October Specials*

Summer House - Beach & Downtown

Fun, Quirky, Get-a-Way for Singles or Couples.

Charming home, 10 min drive to Pensacola Beach

Historic Downtown Bayfront Home Pool Mins to Beach

NEW BUILD Near Downtown! Stars Stripes & Salt Life
Apartment rentals with outdoor seating

The Lazy Dolphin

Luxurious apartment walk to the Bay-2m to downtown

East Hill Nest~Private apt close to it all!

Stylish Place 7 Miles from the Beach/self-check-in

Completely Private Suite - No Cleaning Fee

Relaxing Historic Suite Downtown | 12 min to Beach

Mid-Century Breeze

Redfish Loft, private waterfront Apt. on East Bay
Condo rentals with outdoor seating

Fall Beachfront Oasis | Heated Pool, Gulf Views

Beachfront Bliss: Walk to Dine & Play on Sands

Amazing Condo on Bay, Steps from Gulf of America

Prime Beachfront Condo w/ Pool & Resort Amenities

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Our Peace Of The Beach - Gulf Side!

Lovely 3-bedroom beach condo! Walk to shop or eat!

This is the one! Perfect Getaway near the beach.
Destinations to explore
- Florida Panhandle Holiday rentals
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- Rentals with a fire pit Pensacola Bay
- Beachfront rentals Pensacola Bay
- Fitness-friendly rentals Pensacola Bay
- Cottage rentals Pensacola Bay
- Private suite rentals Pensacola Bay
- Rentals with breakfast Pensacola Bay
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- Rentals with beach access Pensacola Bay
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- Apartment rentals Pensacola Bay
- Condo rentals Pensacola Bay
- Rentals with a patio Pensacola Bay
- Waterfront rentals Pensacola Bay
- Family-friendly rentals Pensacola Bay
- Guesthouse rentals Pensacola Bay
- Rentals with an EV charger Pensacola Bay
- Rentals with a hot tub Pensacola Bay
- Rentals with a washing machine and dryer Pensacola Bay
- Rentals with pools Pensacola Bay
- Rentals with lake access Pensacola Bay
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- House rentals Pensacola Bay
- Townhouse rentals Pensacola Bay
- Rentals with a fireplace Pensacola Bay
- Rentals with a kayak Pensacola Bay
- Pet-friendly rentals Pensacola Bay
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Gulf Shores Public Beach
- Destin Harbor Boardwalk
- Crab Island
- Romar Lakes
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Navarre Beach Fishing Pier
- Gulf State Park
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Gulf Shores Shrimp Fest
- Alabama Point Beach
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Branyon Beach
- Surfside Shores Beach
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Adventure Island
- Fort Walton Beach Golf Course