Holiday houses in Oriole Beach

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Top-rated holiday rentals in Oriole Beach

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Guest favourite

Apartment in Gulf Breeze

4.97 out of 5 average rating, 143 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, quiet neighborhood. Join us @ Fire pit that is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

30 Dec – 6 Jan

$291 NZD per night

Guest favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 273 reviews

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.

17–24 Sep

$101 NZD per night

Guest favourite

Home in Gulf Breeze

4.88 out of 5 average rating, 92 reviews

Gulf Breeze getaway w/hot tub, minutes to beach

Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

30 Jan – 6 Feb

$263 NZD per night

Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 419 reviews

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. A chlorinated, salt water “stock tank pool” awaits you in the back for a quick dip to cool off or relax. 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.

11–18 Nov

$274 NZD per night

Guest favourite

Apartment in Gulf Breeze

5.0 out of 5 average rating, 16 reviews

Coronado Hideout

Located in the classy Villa Venyce subdivision, this suite has a vaulted ceiling in the living room as you enter through your private entrance in the back of the house. You have a 75 inch large screen TV, a spacious kitchenette, and your master bedroom has a very comfortable bed, & a spacious master bath. It's about 5.7 miles (11 minutes) to Pensacola Beach from the suite. To reach the beach at Naval Live Oaks Nature Preserve beach on the intracoastal waterway, it's about 2.5 miles away.

8–15 May

$238 NZD per night

Guest favourite

Guest suite in Gulf Breeze

4.96 out of 5 average rating, 136 reviews

Sweet Suite 3.2 Miles to Beach

This suite is just minutes from Pensacola Beach & completely private. Queen memory foam bed, speedy wifi, patio, kitchenette w/microwave, full fridge, Keurig, & work desk. Note: There is no kitchen sink. Bedroom w/Roku TV, full closet, extra pillow & blanket, beach gear for 2 (Chairs, umbrella, & beach towels) You'll also enjoy central air + window unit & wall heater for adjustability. This suite is attached to a larger house and is sealed off with double locked doors that are never used.

21–28 Sep

$215 NZD per night

Guest favourite

Guest suite in Pensacola

4.98 out of 5 average rating, 249 reviews

The Intendencia Suite

Private guest suite with private entrance, in the heart of Historic Downtown Pensacola. 5 minute walking distance to Palafox, Ferry, bay, Ballpark, festivals, Breweries, restaurants, art, museums and shopping! Perfectly suited for a low stress weekend getaway. I strive to keep my space clean and affordable because I know how expensive travel can be. Quiet residential street close enough to enjoy the fun but far enough away to feel like home. Not suitable for pets or children under 12.

14–21 Aug

$184 NZD per night

Guest favourite

Tiny home in Gulf Breeze

4.95 out of 5 average rating, 124 reviews

The Lemon Tree Tiny House

Welcome to The Lemon Tree Tiny House, an adventurer’s paradise! Bring your kayak or canoe! We are excited to host you at this uber cute (HGTV would be proud) abode! This cutie boasts cozy decor throughout its indoor/outdoor space, a queen sized bed in the loft, a twin bed on the ground floor, full kitchen, small fridge & large TV. The outside oasis consists of comfy seating, natural beauty & water access within a short walk to Pensacola Bay for kayak launching, or a stunning sunset viewing!

5–12 Mar

$222 NZD per night

Guest favourite

Condo in Pensacola

4.96 out of 5 average rating, 145 reviews

Comfy Bayou Cottage - 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 Bayou Cottage 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!

7–14 Nov

$187 NZD per night

Guest favourite

Condo in Gulf Breeze

4.96 out of 5 average rating, 136 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

Experience the most beautiful beaches just steps away from your newly remodeled mid-century modern beach condo. The kids (big ones too) will enjoy the 300 Retro Game Arcade System and the 70" Flat Screen TV. Our fun condo sleeps 6 comfortably with a King in the master bedroom and two queens in the second bedroom. All beds have brand new 5 star Zinus 12" mattresses, so you'll sleep like a baby:) You'll find the kitchen is fully stocked and ready to support all your cooking needs.

1–8 Dec

$289 NZD per night

Guest favourite

Condo in Pensacola Beach

4.93 out of 5 average rating, 115 reviews

Pelican's Perch @ Villas on the Gulf

This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress.

29 Oct – 5 Nov

$301 NZD per night

Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 408 reviews

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.

15–22 Dec

$221 NZD per night