1+ Vacation Rentals Near Oriole Beach |
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Hotels In Bradenton - Vacation Rentals in Oriole Beach

Portofino by Pensacola Beach Getaways From US $484
         

|
4.8 (4 Reviews)
Hotel
Portofino by Pensacola Beach Getaways
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

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Luxury Places to Stay in Oriole Beach

Over 1658+ Luxury Places to Stay in or Near Oriole Beach
Luxury, Designer Gulf Front Home w/Pool! Sleeps 24, Perfect for Weddings! From US $2,936
         

New
House
Luxury, Designer Gulf Front Home w/Pool! Sleeps 24, Perfect for Weddings!
  • Air Conditioner
  • Parking
  • Pool

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Sleeps 14-Stunning Ocean Front Views-Luxury Resort From US $2,725
         

10.0 (5 Reviews)
Resort
Sleeps 14-Stunning Ocean Front Views-Luxury Resort
  • Air Conditioner
  • Pool
  • TV

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Luxury Gulf Front Home with private pool & gorgeous gulf views! From US $2,690
         

9.6 (74 Reviews)
House
Luxury Gulf Front Home with private pool & gorgeous gulf views!
  • Air Conditioner
  • Parking
  • Pool

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Incredible Gulf Front Home with Private Pool! Sleeps up to 36 people! From US $2,636
         

9.6 (73 Reviews)
House
Incredible Gulf Front Home with Private Pool! Sleeps up to 36 people!
  • Air Conditioner
  • Parking
  • Pool

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Luxury Waterfront 6 Bedroom. 6.5 Bath Home with Private Pool! From US $2,289
         

10.0 (7 Reviews)
House
Luxury Waterfront 6 Bedroom. 6.5 Bath Home with Private Pool!
  • Air Conditioner
  • Parking
  • Pool

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600 feet to the Gulf | Private+Heated Pool | Games+Gear | 6 Person Bicycle From US $2,164
         

9.8 (21 Reviews)
House
600 feet to the Gulf | Private+Heated Pool | Games+Gear | 6 Person Bicycle
  • Air Conditioner
  • Parking
  • Pool

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Beach Getaway by Gulf Coast Getaways From US $2,118
         

|
5.0 (1 Review)
House
Beach Getaway by Gulf Coast Getaways
  • Air Conditioner
  • Parking
  • Pet Friendly

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Gulf-Front Beach House | 6BR 6BA | Sleeps 20 | Pet-Friendly From US $2,107
         

8.4 (17 Reviews)
House
Gulf-Front Beach House | 6BR 6BA | Sleeps 20 | Pet-Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Oriole Beach

Over 1148+ Top-Rated Vacation Rentals with a Pool in or Near Oriole Beach
20th Floor Sunrise Views Portofino Tower 2 Amenities Included Sleeps 6 From US $479
         

10.0 (251 Reviews)
Condo
20th Floor Sunrise Views Portofino Tower 2 Amenities Included Sleeps 6
  • Air Conditioner
  • Parking
  • Pool

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Direct Gulf-Front 230+ ★ Reviews “Seas the Day” 2BR/2BA – Villas on the Gulf From US $469
         

10.0 (242 Reviews)
Condo
Direct Gulf-Front 230+ ★ Reviews “Seas the Day” 2BR/2BA – Villas on the Gulf
  • Air Conditioner
  • Parking
  • Pool

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"Spoiled Rotten” 200+ 5 Star Reviews - 75" TV w/PS4 - Beach Chairs - Unit 4-1003 From US $388
         

10.0 (232 Reviews)
Condo
"Spoiled Rotten” 200+ 5 Star Reviews - 75" TV w/PS4 - Beach Chairs - Unit 4-1003
  • Air Conditioner
  • Parking
  • Pool

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❗️June 6-10 OPEN 🌴Portofino Island RESORT 🌴Hear OCEAN WAVES from balcony From US $402
         

10.0 (224 Reviews)
Condo
❗️June 6-10 OPEN 🌴Portofino Island RESORT 🌴Hear OCEAN WAVES from balcony
  • Air Conditioner
  • Parking
  • Pool

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Front Row Seats to the Gulf of Mexico From US $736
         

10.0 (219 Reviews)
Condo
Front Row Seats to the Gulf of Mexico
  • Air Conditioner
  • Parking
  • Pool

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Portofino Paradise. 2bd/2.5ba Elite Luxury Condo. Gulf Front T5 From US $403
         

10.0 (216 Reviews)
Condo
Portofino Paradise. 2bd/2.5ba Elite Luxury Condo. Gulf Front T5
  • Air Conditioner
  • Parking
  • Pool

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Summer dates 6/13 to 6/20 available Private Home 5 Bedrooms. Private Pool From US $731
         

10.0 (212 Reviews)
House
Summer dates 6/13 to 6/20 available Private Home 5 Bedrooms. Private Pool
  • Air Conditioner
  • Parking
  • Pool

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Sleeps 8-Stunning Ocean Front Views-Luxury Resort From US $1,467
         

10.0 (200 Reviews)
Resort
Sleeps 8-Stunning Ocean Front Views-Luxury Resort
  • Air Conditioner
  • Pool
  • TV

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Pet-Friendly Vacation Rentals in Oriole Beach

Over 331+ Pet-Friendly Vacation Rentals in or Near Oriole Beach
Regency Towers #205 West From US $372
         

|
10.0 (4 Reviews)
Apartment
Regency Towers #205 West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Poolside Oasis: 7 Mi to Pensacola Beach Boardwalk! From US $555
         

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10.0 (3 Reviews)
Villa
Poolside Oasis: 7 Mi to Pensacola Beach Boardwalk!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Book Summer specials now! Family Friendly, Close To The Beach, Pet Friendly From US $476
         

10.0 (167 Reviews)
House
Book Summer specials now! Family Friendly, Close To The Beach, Pet Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beach House, Pet friendly, Elevator, Gulf Views From US $1,206
         

10.0 (178 Reviews)
House
Beach House, Pet friendly, Elevator, Gulf Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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A few Fall dates available book Regency Towers, NOW. From US $269
         

9.8 (148 Reviews)
Condo
A few Fall dates available book Regency Towers, NOW.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Regency Towers #205 West | Pet Friendly, Views! From US $424
         

9.6 (70 Reviews)
Condo
Regency Towers #205 West | Pet Friendly, Views!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Incredible Gulf View Home W/Pool-Sleeps 30 people! Bring the whole family! From US $2,015
         

9.8 (92 Reviews)
House
Incredible Gulf View Home W/Pool-Sleeps 30 people! Bring the whole family!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Ultimate Family Home! Game Porch/No Stairs/Pets/Pool/Tesla Charger From US $981
         

9.8 (173 Reviews)
House
Ultimate Family Home! Game Porch/No Stairs/Pets/Pool/Tesla Charger
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Oriole Beach

Over 399+ Large Vacation Homes & Villas in or Near Oriole Beach
Portofino Island Resort From US $85
         

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8.7 (25 Reviews)
House
Portofino Island Resort
  • Air Conditioner
  • Parking
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Tranquil covered deck with Gulf views, private pool and easy beach access. From US $1,006
         

9.8 (115 Reviews)
House
Tranquil covered deck with Gulf views, private pool and easy beach access.
  • Air Conditioner
  • Parking
  • Pool

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Sandcastle 🌊 Beachfront Townhome | Viking Kitchen, Steam Spa, Elevator + Views From US $1,072
         

9.4 (74 Reviews)
House
Sandcastle 🌊 Beachfront Townhome | Viking Kitchen, Steam Spa, Elevator + Views
  • Air Conditioner
  • Parking
  • Pool

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PensacolaBeachLuxuryCondoRental~1206T5~NauticalBrees~StunningSunsetsWillSleep10! From US $469
         

10.0 (85 Reviews)
Condo
PensacolaBeachLuxuryCondoRental~1206T5~NauticalBrees~StunningSunsetsWillSleep10!
  • Air Conditioner
  • Parking
  • Pool

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Gumbo Bungalow: Private Heated Pool w/Swim-up Bar, Volleyball, Ping Pong From US $793
         

9.0 (106 Reviews)
House
Gumbo Bungalow: Private Heated Pool w/Swim-up Bar, Volleyball, Ping Pong
  • Air Conditioner
  • Parking
  • Pool

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Sol LaRu- direct Gulf/BeachFront White Sand Beaches Contempory Home From US $1,219
         

10.0 (46 Reviews)
House
Sol LaRu- direct Gulf/BeachFront White Sand Beaches Contempory Home
  • Air Conditioner
  • Parking
  • TV

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Ultimate Luxury Gulf Front Home at 1212 Ariola Drive! From US $2,041
         

10.0 (22 Reviews)
House
Ultimate Luxury Gulf Front Home at 1212 Ariola Drive!
  • Air Conditioner
  • Parking
  • TV

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🌊 The Great Escape | Sleeps 22 w/Gulf Views, Private Pool, + Crow's Nest 🏖️ From US $1,143
         

10.0 (27 Reviews)
House
🌊 The Great Escape | Sleeps 22 w/Gulf Views, Private Pool, + Crow's Nest 🏖️
  • Air Conditioner
  • Parking
  • Pool

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Wheelchair Accessible Vacation Homes in Oriole Beach

Over 657+ Wheelchair Accessible Vacation Homes in or Near Oriole Beach
Portofino From US $76
         

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8.7 (67 Reviews)
Apartment
Portofino
  • Air Conditioner
  • Parking
  • Pool

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Pensacola Beach Penthouse w/View + Pool Access! From US $476
         

|
9.0 (2 Reviews)
Apartment
Pensacola Beach Penthouse w/View + Pool Access!
  • Air Conditioner
  • Parking
  • Pool

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$99* Pensacola Beach Portofino 20th floor 2 Bedroom Breathtaking gulf ocean view From US $402
         

9.4 (293 Reviews)
Condo
$99* Pensacola Beach Portofino 20th floor 2 Bedroom Breathtaking gulf ocean view
  • Air Conditioner
  • Parking
  • Pool

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Renovated Luxurious 2 BR at Portofino's Family Friendly Resort on the Beach! From US $416
         

10.0 (130 Reviews)
Condo
Renovated Luxurious 2 BR at Portofino's Family Friendly Resort on the Beach!
  • Air Conditioner
  • Parking
  • Pool

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Gulf Front views- Tower 1-17Th floor- Pensacola Beach From US $495
         

10.0 (103 Reviews)
Condo
Gulf Front views- Tower 1-17Th floor- Pensacola Beach
  • Air Conditioner
  • Parking
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This Gulf Front Condo Will Exceed All of Your Expectations From US $363
         

9.8 (108 Reviews)
Condo
This Gulf Front Condo Will Exceed All of Your Expectations
  • Air Conditioner
  • Parking
  • Pool

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Regency Towers #302 West | Condo, Balcony + Views! From US $298
         

9.4 (52 Reviews)
Condo
Regency Towers #302 West | Condo, Balcony + Views!
  • Air Conditioner
  • Parking
  • Pool

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Regency Towers #208W, beach chairs, umbrellas, new leather couches! From US $428
         

10.0 (127 Reviews)
Condo
Regency Towers #208W, beach chairs, umbrellas, new leather couches!
  • Air Conditioner
  • Parking
  • Pool

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Oriole Beach Vacation Rentals and Airbnb Places to Stay Under $200

Over 137+ Oriole Beach Vacation Rentals and Airbnb Places to Stay Under $200
Portofino 5 From US $95
         

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8.6 (45 Reviews)
House
Portofino 5
  • Air Conditioner
  • Parking
  • Pool

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A whimsical Tiny House, shaded by Oaks and near sugar-sand Beaches and Bay! From US $132
         

10.0 (27 Reviews)
Cottage
A whimsical Tiny House, shaded by Oaks and near sugar-sand Beaches and Bay!
  • Air Conditioner
  • Parking
  • TV

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Dog-friendly coastal home with enclosed yard, firepit, grill, covered patio, AC From US $163
         

8.4 (8 Reviews)
House
Dog-friendly coastal home with enclosed yard, firepit, grill, covered patio, AC
  • Air Conditioner
  • Parking
  • Pet Friendly

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Affordable Townhome in Gulf Breeze Florida is ready for guest. From US $197
         

10.0 (3 Reviews)
House
Affordable Townhome in Gulf Breeze Florida is ready for guest.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious 3BR - 7 Miles to Beach - Pet Friendly From US $187
         

10.0 (1 Review)
House
Spacious 3BR - 7 Miles to Beach - Pet Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming 1-bedroom guesthouse in fantastic Gulf Breeze close to the beach From US $158
         

10.0 (1 Review)
Cottage
Charming 1-bedroom guesthouse in fantastic Gulf Breeze close to the beach
  • Air Conditioner
  • Parking
  • TV

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Relaxing Gulf Breeze Retreat Minutes to Beaches From US $132
         

10.0 (1 Review)
Apartment
Relaxing Gulf Breeze Retreat Minutes to Beaches
  • Air Conditioner
  • Pool
  • TV

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8 Mi to Beaches: Relaxing Retreat in Gulf Breeze From US $115
         

10.0 (1 Review)
Condo
8 Mi to Beaches: Relaxing Retreat in Gulf Breeze
  • Air Conditioner
  • Parking
  • Pet Friendly

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Instantly Bookable Vacation Homes in Oriole Beach

Over 1156+ Instantly Bookable Vacation Homes in or Near Oriole Beach
CLEAN and NEWLY Renovated! Relaxed and Fun Decor. 2B/2B with W/D From US $288
         

10.0 (129 Reviews)
Condo
CLEAN and NEWLY Renovated! Relaxed and Fun Decor. 2B/2B with W/D
  • Air Conditioner
  • Parking
  • Pool

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Just steps to the gulf and the complex pool is just out the back door! From US $431
         

8.8 (30 Reviews)
House
Just steps to the gulf and the complex pool is just out the back door!
  • Air Conditioner
  • Parking
  • Pool

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Affordable Gulf View Condo w/Pool! From US $492
         

9.8 (37 Reviews)
Condo
Affordable Gulf View Condo w/Pool!
  • Air Conditioner
  • Parking
  • Pool

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Stunning 2-bedroom condo in amazing Pensacola Beach with gorgeous Gulf views From US $372
         

New
Condo
Stunning 2-bedroom condo in amazing Pensacola Beach with gorgeous Gulf views
  • Air Conditioner
  • Parking
  • Pool

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Pensacola Beach Secret, Luxurious Island Townhome, 3BR/2.5b From US $378
         

9.6 (107 Reviews)
House
Pensacola Beach Secret, Luxurious Island Townhome, 3BR/2.5b
  • Air Conditioner
  • Parking
  • TV

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Villas on the Gulf #J5 | Easy Walk to Beach! From US $239
         

9.6 (47 Reviews)
Condo
Villas on the Gulf #J5 | Easy Walk to Beach!
  • Air Conditioner
  • Parking
  • Pool

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🌊Gorgeous 2BR,Beachfront|Regency Towers 702 West🌊 From US $329
         

9.2 (79 Reviews)
Condo
🌊Gorgeous 2BR,Beachfront|Regency Towers 702 West🌊
  • Air Conditioner
  • Pool
  • TV

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Fabulous Pet Friendly Gulf View Townhome at Regency Cabanas #C3! From US $466
         

9.0 (46 Reviews)
House
Fabulous Pet Friendly Gulf View Townhome at Regency Cabanas #C3!
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Oriole Beach Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelsinbradenton 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 with prices averaging US $484 a night.

Hotelsinbradenton 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
Hotels 1

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

★ Pro Tip: Hotelsinbradenton makes it easy to compare the best listings on Hotelsinbradenton homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelsinbradenton 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

Top Attractions Around Oriole Beach, FL

Hotelsinbradenton offers a large selection of top attractions around Oriole Beach. Research things to do on your vacation before you visit Oriole Beach.


Pensacola Naval Air Station Pensacola Civic Center Pensacola Beach Pier Historic Pensacola Village Perdido Key Beach University of West Florida Saenger Theatre Cordova Mall Fort Pickens Sam's Fun City Portofino Boardwalk IWTC Corry Station Pensacola State College Johnson Beach National Museum of Naval Aviation West Florida Hospital Pensacola Beach Beaches Fort Walton Beaches Pensacola Children's Museum Five Flags Speedway

Oriole Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Oriole Beach?

There are a lot of options in Oriole Beach. If you plan on staying in the Oriole Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oriole Beach:

How many vacation rentals are available in Oriole Beach?

Currently, the total number of properties listed in 2026 is over 1 in the Oriole Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oriole Beach.