Holiday rentals with breakfast in Pensacola

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

The Church St. Cottage - Iconic Downtown Location

Nestled on Historic Seville Square, Church St. Cottage is a lovingly restored haven from the 1880s. With exclusive access to the cottage, courtyard, and garden, guests find themselves in the ideal location, mere steps away from vibrant restaurants, shops, museums, galleries, and a swift journey to the beach. Perfectly tailored for discerning professionals seeking an inspiring workspace, it's also a warm welcome to all types of travelers. An effortless blend of authenticity, history and design.

Serene Penthouse on the Gulf! Beach view +Sound!

The beautiful Nautilus Condominium Complex is located on Okaloosa Island off Santa Rosa Boulevard so close to great restaurants and convenient to the Publix, golf courses, music venues, the Gulfarium and is close to the fishing pier! This 7th Floor Penthouse has a breathtaking view of the Emerald water of the Gulf of Mexico with it sparkling white sand, and the Sound. Televisions are in both bedrooms as well as the living area. Guests will enjoy grilling, the beautiful pool and the beach!

Flamingo On Fisher In The Heart Of Pensacola

Make this home your destination to relax and unwind. The backyard itself will be your special place. The house is perfect for a group to relax and unwind. We are fully equipped with amenities to ensure you feel at home. Centrally located, we are close to everything that makes Pensacola the perfect place to vacation. Pensacola Beach is 9 miles away, 3 miles to the heart of downtown, 3 miles to the airport, 8 miles to NAS Pensacola, 3 to miles Cordova Mall, 2 miles to Pensacola Bay Center.

Paradise 'Family' Beach Retreat *Spacious *Clean

Spacious 3BR, 2BA home near the beach—perfect for family gatherings! Enjoy over 2,000 sq. ft. with a Huge dining table, Large living room, 2 game rooms, and a fun Blue Angels-themed bedroom. Our 2 game rooms include an Arcade Game, Keyboard, Skee Ball & Shuffleboard Tables & more! Watch the Blue Angels practice flyovers, cook family meals, and relax after a beach day. Close to NAS, Perdido, Johnson, Pensacola Beach & Adventure Island—everything you need to create lasting memories!

The Incognito Mermaid - 5 miles from Navarre Beach

Welcome to our newly renovated beach cottage. Only 5 miles from the white sandy beaches of The Gulf of Mexico. Located within walking distance to a convenient store and 2 locally owned restaurants. Access to 3 free boat ramps within 5 miles, one being only 1/4 mile from the property. Plenty of parking in driveway for your boat. Complimentary pancake breakfast which includes mix, butter, syrup and waffle iron. Check the Mermaid Mailbox on site upon check-in for your "Mermail".

Charming downtown home - Madeleine's Manor

Completely restored and renovated 3bd2ba, 1938 home, located in downtown Pensacola. Where you and your family have access to all the great things happening all around the downtown area. You'll enjoy amenities including a Jacuzzi style tub with custom tile showers, full kitchen, private deck with a fire pit, TV's, internet and so much more. You'll be minutes from the Wahoo Stadium and 18 minutes from Pensacola Beach. Pet friendly with a fee.*

Oceanfront Gem with Hot Tub & Ocean View|Sleeps 12

This prime beachfront condo offers unobstructed, panoramic ocean views in the heart of the Gulf Shores. The private balcony has a hot tub and BBQ, perfect for experiencing sunrises and frequent dolphin sightings. This 3BR+3.5BA high-rise offers resort-like amenities, including a Lazy River, indoor and outdoor pool, 4-story water slide, splash pad, gym, and tennis court. The Oasis at Turquoise Place is perfect for a family or group getaway!

Palafox Balcony | Staycations/Events | Posh A 2BR

Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!