Holiday rentals in Oriole Beach

Guest suite in Pensacola Beach

4.94 out of 5 average rating, 215 reviews

Upscale Peaceful Suite,PVT Entry,Nice NBHD&Beaches

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Houseboat in Pensacola Beach

4.9 out of 5 average rating, 116 reviews

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

Tiny home in Pensacola Beach

4.93 out of 5 average rating, 198 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

4.93 out of 5 average rating, 122 reviews

Stylish Coastal Home | 10min from Pensacola Beach!

Welcome to the Villa ! Modern and newly renovated 2 bed 2 bath (6 guests) Home located in the heart of Gulf Breeze! Centrally located near the beautiful white sands of Pensacola Beach (3 miles) , and shopping of Gulf Breeze. Enjoy a peaceful stay with a private back patio with outdoor seating and lights designed for summer nights. Welcome to our cozy vacation rental featuring brand new kitchen appliances and a fully stocked coffee bar. We look forward to hosting your vacation ! - Sonya

Guest suite in Pensacola Beach

4.96 out of 5 average rating, 179 reviews

Sweet Suite 3 mi-Pcola Beach

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

4.76 out of 5 average rating, 127 reviews

Perfect Executive Getaway! Bring Your Boat!

Exquisite home w/ private dock on the canal - snowbirds welcome! This exquisite three-bedroom Gulf Breeze vacation rental is luxury at its finest with a 25-foot dock and loft! The home is just steps from a lovely canal that feeds into the Santa Rosa Sound along the Gulf of Mexico. This fabulous hideaway is 2 miles from the Naval Life Oaks Reservation (part of the Gulf Islands National Seashore) and 4 miles from fresh seafood, shopping, and nightlife in town!

Superhost

Place to stay in Pensacola Beach

4.81 out of 5 average rating, 62 reviews

Welcome to the Jungle - suite near the beach!

Nestled in a peaceful neighborhood in Gulf Breeze, Florida, this garage suite is just minutes from putting your toes in the sand and hearing the ocean waves! It is also close to tons of restaurants, shops, and Downtown Pensacola. You won’t regret staying in this amazing location. Our #1 priority is to make this experience comfortable, pleasurable, & memorable for you! We offer free wifi, free parking, a washer/dryer, microwave, coffee pot, and a fridge.

4.91 out of 5 average rating, 276 reviews

Beach Barn 5min to Pcola Beach

Relax and Enjoy our charming Beach Barn home in Gulf Breeze, Florida; the perfect vacation base for Pensacola area exploration! You'll have the entire home to yourselves, which can comfortably accommodate up to 4 adults. This is the perfect spot to access everything the area offers; near famous beaches, parks, shopping, & eating. It's sparkling clean and super cute! Perfect for families or friends who want all the amenities: where Life's a Breeze!

Apartment in Pensacola Beach

4.9 out of 5 average rating, 167 reviews

Beachy-N-B Getaway | close to Pensacola Beach

Enjoy a cozy getaway in a private 2nd floor apartment 10 minutes from Pensacola beach. Light, airy, beach-themed decor gives you the feeling of being on island time. Fully stocked kitchen with quartz countertops provide an at-home experience while away on vacation! Private bedroom with queen sized bed, and a full size pull out couch. Close to shopping, dining, and more! We are a pet-free home. Enjoy a quiet vacation at our beachy-n-b :)

Campervan/Motorhome in Pensacola Beach

4.92 out of 5 average rating, 138 reviews

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.

Guest house in Pensacola Beach

4.96 out of 5 average rating, 180 reviews

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

4.87 out of 5 average rating, 289 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

Your family will be close to everything when you stay at this centrally-located home. Private unit in a duplex located about 15 minutes to Pensacola beach, and 20 minutes to Navarre beach (all depending on traffic of course) Large fenced in back yard with table and chairs on patio. Wifi is available along with fire sticks to watch movies and TV shows. Full kitchen and coffee maker at your disposal!

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Other great holiday rentals in Oriole Beach

Guest house in Pensacola Beach

4.87 out of 5 average rating, 38 reviews

Poolside Cabana

TysonRating, 5 stars2 weeks ago

Place was very welcoming and the host was very kind and helpful when asking questions etc. place is very cozy and clean and great vibes. Easy area to learn and only about 15 min to downtown beach area.

Apartment in Pensacola Beach

4.87 out of 5 average rating, 38 reviews

Your Happy Place

ItzamarRating, 5 stars3 weeks ago

Victoria's place was very easy to find and it was a short and easy drive to the beach. The condo was spotless and very clean. She had everything you could need for a beach trip and then some.

Apartment in Pensacola Beach

4.85 out of 5 average rating, 20 reviews

Gulf Views|Portofino Island Resort 3-2102

AngieRating, 5 stars1 month ago

Absolutely loved our stay here. The views from the balcony were breathtaking. So much to do on the property. Great communication with everything. Such friendly staff working here. Already planning our next stay here.

5 out of 5 average rating, 8 reviews

Gulf Breeze enchanting home

JonathonRating, 5 stars1 week ago

This was a home away from home. After getting permission to bring our pup, we found the home to be more than accommodating for us all. What stood out was the overall cleanliness of the home from the bathroom, to the dishes everything felt clean which is of great importance to us. Our host was extremely nice and responsive and we couldn't say enough great things about this place. We didn't want to leave!

4.94 out of 5 average rating, 34 reviews

Loft in Pensacola Beach

Gulf Breeze Vacation Rental for 2 w/ Pool Access!

NathonRating, 5 stars1 month ago

Made me feel like I was at home!! Great place and good people!! Very clean and would return again! Good location and extremely clean.

4.9 out of 5 average rating, 58 reviews

The Pelican: Loaded Nautical Suite

AndresRating, 5 stars1 week ago

I had a wonderful stay in Pensacola! Lydia was a fantastic host — very friendly, responsive, and made sure everything was just right. The place was exactly as described: clean, comfortable, and in a great location. It was the perfect spot to relax and enjoy the area. I’d definitely stay here again and highly recommend it to anyone visiting Pensacola. Thanks again, Lydia!