Pet-friendly holiday rentals in Pensacola

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

Comfortable Downtown Stay • Pet Friendly Yard

Charming, pet-friendly cottage in Downtown Pensacola! Just minutes to beautiful beaches, Palafox Market, breweries, coffee shops, and the Blue Angels. Enjoy a spacious fenced yard for your pups, fast, reliable Wi-Fi, and a game room for fun nights in. Perfectly stocked for military families, wedding guests, staycations, or remote work. Close to parks, shopping, and dining. Dogs welcome—with treats and bowls! Feel right at home in this comfortable, convenient, and well-located Pensacola escape.

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 and let this location serve as your hub while enjoying all Pensacola has to offer!

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 Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll 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!

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Poolside Family Retreat w/ Hot Tub & Game Room

PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!

Charming Getaway | 12 minutes to Beach

Escape to our beautifully designed, modern 1-bedroom cottage, offering the perfect blend of comfort, convenience, and style. Whether you're here for a peaceful getaway, a solo business trip, or a romantic retreat, this charming space is designed with you in mind. Don't leave your furry friend behind! We welcome pets with a small cleaning fee of $60 for 1 pet and $75 for 2 pets, so your four-legged companion can enjoy the trip, too.

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. 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.

Perry Cottage * POOL*Historic Charm*Dog Friendly

The Perry Pool Cottage is nestled in one of the most desirable neighborhoods in Pensacola, with quick access to downtown and Pensacola Beach just 7 miles away. This charming 2 bedroom 1 bathroom cottage is ready for your visit. This home has a new 12ft x 20ft pool with a 6 foot deep end and two outdoor patios/deck as well as a separate fenced area perfect for children and pets.

Charming home, 10 min drive to Pensacola Beach

7 min to downtown, 7 minutes to Pensacola Beach. Charming, new custom remodel with tons of character. New outdoor deck with lounging and large outdoor dining area. Built in Grill to surround a spacious shaded yard. Let go and relax with the huge mature oak trees in a quiet, peaceful neighborhood. Plenty of room for a dog to run around and play outside.

Downtown Pensacola Cottage - Romantic!

Charming private cottage home in a historical neighborhood only 5 blocks from the heart of downtown Pensacola. Beautifully decorated and Meticulously clean! Kitchen equipped with refrigerator, microwave, dual hot plate to cook on, cooking utensils, pots/pans and coffee pot. Only 8.5 miles from Pensacola beach. Dog friendly $75 pet fee.

The Bobe Dojo ★

The Bobe Dojo is a perfect minimalist space for a weekend getaway but has everything you need to stay forever. The East Hill neighborhood is one of the safest and most centrally located areas in Pensacola. Many nearby parks, brewery, and restaurants within walking distance. 5 minutes to downtown, 15 minutes to Pensacola Beach.