Montgomery Cottages - Vacation Rentals in Oriole Beach

Sea Grove Cottage From US $370
         

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9.0 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Waterfront, Hot tub, Boat lift, RV hookups From US $429
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • TV
Coastal Cottage From US $609
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Moon Tide Cottage From US $352
         

8.3 (3 Reviews)
House
  • Parking
  • View
  • Balcony/Terrace
Cottage Near Live Oaks Preserve ~10 min to Beach! From US $141
         

New
Cottage
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens

Luxury Places to Stay in Oriole Beach

Over 1569+ Luxury Places to Stay in or Near Oriole Beach
Luxury Gulf View Getaway with Pool and Elevator From US $2,752
         

3 Portofino 1707 From US $2,677
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Gulf-Front Beach House | 6BR 6BA | Sleeps 20 | Pet-Friendly From US $2,107
         

3 Portofino 1707 From US $1,967
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Oriole Beach

Over 1098+ Top-Rated Vacation Rentals with a Pool in or Near Oriole Beach
Front Row Seats to the Gulf of Mexico From US $384
         

10.0 (219 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Private Home 5 Bedrooms. Private Pool From US $441
         

10.0 (208 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Oriole Beach

Over 308+ Pet-Friendly Vacation Rentals in or Near Oriole Beach
Regency Cabanas D2 - 3B Townhome From US $408
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Family Fun by the Gulf 5-Min Walk to Beach Pet Friendly! From US $437
         

9.6 (114 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
A few Fall dates available book Regency Towers, NOW. From US $332
         

9.8 (146 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Regency Towers #205 West | Pet Friendly, Views! From US $316
         

9.6 (68 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Oriole Beach

Over 386+ Large Vacation Homes & Villas in or Near Oriole Beach
Portofino Island Resort From US $85
         

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8.7 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Oriole Beach

Over 634+ Wheelchair Accessible Vacation Homes in or Near Oriole Beach
Portofino From US $76
         

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8.7 (67 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Pensacola Beach Penthouse w/View + Pool Access! From US $476
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Oriole Beach Varoom and Airbnb Places to Stay Under $200

Over 165+ Oriole Beach Varoom and Airbnb Places to Stay Under $200
Portofino 5 From US $95
         

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8.6 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Pool - Family Friendly Home From US $179
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Sea Le Vie Cottage By The Beach! From US $197
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
5 Mi to Pensacola Beach: Townhome w/Yard! From US $194
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Affordable Townhome in Gulf Breeze Florida is ready for guest. From US $159
         

Instantly Bookable Vacation Homes in Oriole Beach

Over 1076+ Instantly Bookable Vacation Homes in or Near Oriole Beach
Affordable Gulf View Condo w/Pool! From US $414
         

9.8 (37 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Villas on the Gulf #J5 | Easy Walk to Beach! From US $267
         

About Oriole Beach Vacation Rentals

With more than 8 Oriole Beach vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Montgomerycottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Oriole Beach.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Oriole Beach, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Oriole Beach. Places to stay near Oriole Beach are 730.57 ft² on average, with prices averaging $305 a night.

Montgomerycottages makes it easy and safe to find and compare vacation rentals in Oriole Beach with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Oriole Beach

Type Count
Cottages 5
Vacation Homes 3

Use these Quick Filters to Find a Vacation Rental in Oriole Beach

Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Oriole Beach.

Weather in Oriole Beach

View the weather forecast for Oriole Beach before booking your Oriole Beach Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F