Holiday In The Hamptons - Vacation Rentals in Orlando

Country serenity 15 min from OSU campus From US $152
         

10.0 (96 Reviews)
House
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The Carriage House at The Judges Chamber From US $607
         

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10.0 (2 Reviews)
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Bohemian Home w/Screened Porch, 3 Mi to Lake! From US $873
         

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10.0 (2 Reviews)
Cottage
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  • Pet Friendly
Newly Renovated Hidden Gem From US $135
         

10.0 (88 Reviews)
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4 Mi to Dtwn Guthrie: Family Home w/Fire Pit! From US $327
         

Boho 405 - DI Home Rentals From US $194
         

10.0 (65 Reviews)
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MCM Marvel and walk to OSU campus From US $1,314
         

10.0 (52 Reviews)
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Luxury Places to Stay in Orlando

Over 368+ Luxury Places to Stay in or Near Orlando
Spacious 4-Bed 4-Bath Lakeside Retreat at Ballards by The Lake From US $1,220
         

10.0 (2 Reviews)
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Hotel 2 Queen Beds Hotel Room 239 Booking From US $1,111
         

4.6 (5 Reviews)
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Hotel 2 Queens Hotel Room 130 Booking From US $1,111
         

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6.0 (13 Reviews)
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OSU 2 Queen Beds Hotel Room 238 Booking From US $1,111
         

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7.7 (4 Reviews)
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Top-Rated Vacation Rentals with a Pool in Orlando

Over 51+ Top-Rated Vacation Rentals with a Pool in or Near Orlando
4 Bedroom Campus Condo with Pool From US $362
         

10.0 (23 Reviews)
Condo
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2 Bedroom Campus Condo with Pool From US $204
         

10.0 (4 Reviews)
Condo
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New OSU Studio w/King Bed From US $201
         

10.0 (1 Review)
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Remodeled OSU Studio By Stadium From US $159
         

9.8 (10 Reviews)
Condo
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4 Bedroom/4 Bath Condo- 2 Blocks From Campus From US $292
         

9.6 (17 Reviews)
Condo
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Hampton Inn & Suites Stillwater From US $99
         

9.4 (789 Reviews)
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Microtel Inn & Suites By Wyndham Perry From US $93
         

9.2 (916 Reviews)
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Residence Inn by Marriott Stillwater From US $150
         

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9.2 (796 Reviews)
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Pet-Friendly Vacation Rentals in Orlando

Over 115+ Pet-Friendly Vacation Rentals in or Near Orlando
Pet friendly. Blocks to OSU - 0.7mi to BP Stadium! From US $214
         

10.0 (15 Reviews)
Apartment
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Bohemian Home with Screened Porch, 3 Mi to Lake! From US $146
         

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10.0 (2 Reviews)
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La Quinta Inn & Suites by Wyndham Stillwater-University Area From US $99
         

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8.4 (1002 Reviews)
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Near Boone Pickens Stadium - Stillwater Stay From US $312
         

10.0 (2 Reviews)
Apartment
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Walk to OSU Campus - Cozy Stillwater Stay From US $237
         

10.0 (2 Reviews)
Apartment
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Walk to Downtown: Historic Guthrie Home on Mansur From US $175
         

10.0 (2 Reviews)
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Family-Friendly Stay Near OSU & Boomer Lake From US $224
         

10.0 (1 Review)
Apartment
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  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Orlando on PetFriendly.io

Large Vacation Homes & Villas in Orlando

Over 37+ Large Vacation Homes & Villas in or Near Orlando
The Ranch Near Boomer Lake From US $417
         

10.0 (41 Reviews)
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.A View of Boone Pickens Stadium and OSU Athletics From US $278
         

10.0 (2 Reviews)
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  • Child Friendly
Pete's Presidential Pad From US $683
         

10.0 (1 Review)
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The Greenwood Bungalow From US $369
         

9.8 (8 Reviews)
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The Field House- Sleeps 10 From US $302
         

9.6 (60 Reviews)
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Wheelchair Accessible Vacation Homes in Orlando

Over 34+ Wheelchair Accessible Vacation Homes in or Near Orlando
The Atherton Hotel at OSU From US $235
         

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9.6 (81 Reviews)
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The Atherton Hotel At OSU From US $223
         

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9.8 (475 Reviews)
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Hampton Inn & Suites Stillwater From US $129
         

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9.2 (115 Reviews)
Hotel
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  • Wheelchair Accessible
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Spark by Hilton Stillwater From US $83
         

9.2 (47 Reviews)
Hotel
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Microtel Inn & Suites by Wyndham Perry From US $85
         

8.9 (85 Reviews)
Hotel
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Hampton Inn & Suites Stillwater West From US $111
         

9.0 (625 Reviews)
Hotel
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SpringHill Suites by Marriott Stillwater From US $137
         

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8.7 (127 Reviews)
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Orlando Varoom and Airbnb Places to Stay Under $200

Over 158+ Orlando Varoom and Airbnb Places to Stay Under $200
Downtown Stillwater Studio Apartment located upstairs From US $165
         

10.0 (31 Reviews)
Apartment
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  • Internet
The Redbud Room at The Judges Chambers From US $150
         

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10.0 (1 Review)
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The Judge's Chambers From US $197
         

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10.0 (2 Reviews)
Bed & Breakfast
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Luxury Cottage Getawaynn From US $199
         

10.0 (16 Reviews)
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Peaceful Boho Retreat Nestled in the Woods – 5 Mins from Downtown From US $195
         

10.0 (3 Reviews)
Cottage
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Historic 3-bedroom house close to downtown Guthrie. From US $188
         

10.0 (1 Review)
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Cowboy Luxe - Chic Studio Apartment
New
From US $171
         

10.0 (1 Review)
Apartment
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  • Wellness Facilities
‘Legacy Run:’ Guthrie’s Historic Haven Near Shops From US $156
         

10.0 (1 Review)
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Instantly Bookable Vacation Homes in Orlando

Over 128+ Instantly Bookable Vacation Homes in or Near Orlando
Western 405 (new build) From US $336
         

10.0 (42 Reviews)
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Wonderful Windsor escape From US $335
         

10.0 (41 Reviews)
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The Gibby | Stilly Retreat with NEW Game Room! From US $380
         

10.0 (26 Reviews)
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About Orlando Vacation Rentals

With more than 377 Orlando vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayinthehamptons 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 Orlando.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayinthehamptons Orlando, 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 Orlando. Places to stay near Orlando are 519.38 ft² on average, with prices averaging $316 a night.

Holidayinthehamptons makes it easy and safe to find and compare vacation rentals in Orlando 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 Orlando

Type Count
Vacation Homes 184
Holiday Apartments 89
Hotels with Suites 54
B&B 22
Cottages 11
Cabin Rentals 2
Others 2
Ski Chalet Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Orlando

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

Weather in Orlando

View the weather forecast for Orlando before booking your Orlando 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