Ole Vacation Rentals & Ski-in/Ski-out Homes
Apartment
1 Bedroom
1 Bath
4 Guests
305 ft²
Fireplace/Heating
Pool
Breakfast
Kitchen
US $184/Night
7 Nights - US $1,290
House
9.6Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
Spa- Fireplace/Heating
- Pool
View
US $155/Night
7 Nights - US $1,085
New
Apartment
1 Bedroom
1 Bath
3 Guests
305 ft²
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $179/Night
7 Nights - US $1,253
House
9.5Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1001.04 ft²
Oceanfront
Hot Tub- Fireplace/Heating
Ocean View
US $141/Night
7 Nights - US $987
Condo
10.0Exceptional
(43 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $240/Night
7 Nights - US $1,683
Condo
10.0Exceptional
(34 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
US $132/Night
7 Nights - US $921
Condo
10.0Exceptional
(28 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $193/Night
7 Nights - US $1,354
Condo
10.0Exceptional
(27 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
US $162/Night
7 Nights - US $1,137
Condo
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
1509 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $163/Night
7 Nights - US $1,138
Luxury Places to Stay in Ole
Over 143+ Luxury Places to Stay in or Near Ole
House
3 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $747/Night
7 Nights - US $5,229
Condo
3 Bedrooms
2 Baths
6 Guests
- Pool
- Kitchen
Air Conditioner
Internet
US $742/Night
7 Nights - US $5,193
House
3 Bedrooms
6 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $535/Night
7 Nights - US $3,747
Condo
8.0Excellent
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1733 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $426/Night
7 Nights - US $2,985
House
3 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $415/Night
7 Nights - US $2,903
Villa
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1530 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $398/Night
7 Nights - US $2,789
House
3 Bedrooms
3 Baths
8 Guests
1732.99 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $394/Night
7 Nights - US $2,758
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $393/Night
7 Nights - US $2,748
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $376/Night
7 Nights - US $2,633
Top-Rated Vacation Rentals with a Pool in Ole
Over 108+ Top-Rated Vacation Rentals with a Pool in or Near Ole
House
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
5 Guests
1500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $110/Night
7 Nights - US $769
Condo
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $222/Night
7 Nights - US $1,554
Condo
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $173/Night
7 Nights - US $1,213
Condo
- Naples
- ·
- Flamingo Fairways
- 0.01 mi to center
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
1673 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $266/Night
7 Nights - US $1,865
Condo
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1560 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $107/Night
7 Nights - US $752
Condo
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
Parking
US $135/Night
7 Nights - US $944
Condo
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $192/Night
7 Nights - US $1,343
Condo
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
10 Guests
1770 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $219/Night
7 Nights - US $1,536
Condo
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $202/Night
7 Nights - US $1,412
Pet-Friendly Vacation Rentals in Ole
Over 7+ Pet-Friendly Vacation Rentals in or Near Ole
Condo
8.4Excellent
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $302/Night
7 Nights - US $2,114
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1756 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $324/Night
7 Nights - US $2,267
Condo
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
2100 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $348/Night
7 Nights - US $2,438
Condo
9.4Exceptional
(29 Reviews)
3 Bedrooms
2 Baths
6 Guests
1534 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $275/Night
7 Nights - US $1,927
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Fireplace/Heating
- Pool
Pet Friendly- Kitchen
US $205/Night
7 Nights - US $1,436
Condo
9.8Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $285/Night
7 Nights - US $1,993
Condo
2 Bedrooms
2 Baths
4 Guests
997 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $204/Night
7 Nights - US $1,428
Large Vacation Homes & Villas in Ole
Over 4+ Large Vacation Homes & Villas in or Near Ole
House
6.0Good
(1 Review)
3 Bedrooms
2 Baths
10 Guests
2008 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $143/Night
7 Nights - US $1,000
House
3 Bedrooms
3 Baths
10 Guests
2012.85 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $188/Night
7 Nights - US $1,316
Villa
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $303/Night
7 Nights - US $2,124
Villa
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1730 ft²
- Ocean View
- Balcony/Terrace
- View
- Air Conditioner
US $387/Night
7 Nights - US $2,707
Wheelchair Accessible Vacation Homes in Ole
Over 19+ Wheelchair Accessible Vacation Homes in or Near Ole
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $151/Night
7 Nights - US $1,059
Apartment
1 Bedroom
2 Baths
6 Guests
1227.09 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Air Conditioner
US $295/Night
7 Nights - US $2,065
Condo
9.8Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $203/Night
7 Nights - US $1,421
Apartment
2 Bedrooms
2 Baths
4 Guests
1528.48 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $194/Night
7 Nights - US $1,358
Condo
9.8Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $213/Night
7 Nights - US $1,488
Condo
9.8Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $120/Night
7 Nights - US $837
Condo
9.6Exceptional
(25 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $169/Night
7 Nights - US $1,186
Condo
9.6Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $158/Night
7 Nights - US $1,106
Condo
9.6Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $157/Night
7 Nights - US $1,102
Ole Resorts and Airbnb Homes Under $200
Over 49+ Ole Resorts and Airbnb Homes Under $200
Condo
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1227 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $110/Night
7 Nights - US $770
House
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Parking
US $158/Night
7 Nights - US $1,106
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1470 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $189/Night
7 Nights - US $1,321
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $114/Night
7 Nights - US $800
Condo
9.6Exceptional
(26 Reviews)
2 Bedrooms
2 Baths
4 Guests
950 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $177/Night
7 Nights - US $1,238
Condo
9.4Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $198/Night
7 Nights - US $1,388
Condo
9.4Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1531 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $140/Night
7 Nights - US $977
Condo
9.2Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
1509 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $199/Night
7 Nights - US $1,391
Condo
8.8Fabulous
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $190/Night
7 Nights - US $1,332
Instantly Bookable Vacation Homes in Ole
Over 46+ Instantly Bookable Vacation Homes in or Near Ole
House
9.6Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $291/Night
7 Nights - US $2,034
Condo
8.8Fabulous
(5 Reviews)
3 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $191/Night
7 Nights - US $1,334
Condo
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $173/Night
7 Nights - US $1,210
House
2 Bedrooms
2 Baths
4 Guests
1459 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $132/Night
7 Nights - US $924
Condo
2 Bedrooms
2 Baths
7 Guests
1436 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $112/Night
7 Nights - US $786
House
- Naples
- ·
- Flamingo Fairways
- 0.03 mi to center
2 Bedrooms
2 Baths
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $106/Night
7 Nights - US $741
Condo
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1776 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $356/Night
7 Nights - US $2,489
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1786 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $284/Night
7 Nights - US $1,990
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1989 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $320/Night
7 Nights - US $2,240
Book a Last Minute Place to Stay in Ole
About Ole Vacation Rentals
Explore over 152 vacation rentals in Ole with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Ole for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Ole. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Ole tailored to your preferences. On average, these rentals offer 1044.02 ft² of space, and are priced at an average of US $231 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Ole at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Ole
| Type | Count |
|---|---|
| Vacation Homes | 56 |
| Holiday Apartments | 8 |
| Villas | 3 |
Use these Quick Filters to Find a Vacation Rental in Ole
★ Pro Tip: Discover Your Ideal Vacation Rental in Ole with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Ole, FL
View the weather forecast for Ole before booking your Ole 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
Frequently Asked Questions About Ole?
What are the top vacation rentals in Ole?
When organizing your trip to Ole, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Ole. Peruse our collection of highly-rated properties and secure your reservation today.
- Marco Island Breeze in Naples
- 2nd floor condo at Coral Falls in Lely Minutes from Marco Island & Naples beach!
- Vacation in Paradise. New Kitchen, New bedroom furniture.
- Highly Desired Ole Courtyard/Quad Condo. No Stairs, walk directly out to Pool.
- Olé Lely, Corner 2 Bedroom, 2 Bath, Sleeps 6. Professionally Decorated.1st Floor
- Townhouse - Ole at Lely Resort
- Brand New Furnishings at this 2/2 Condo in Lely of Naples
- OLE AT LELY RESORT, 1 BLOCK FROM VILLAGE CTR, QUAD POOL
- Beautiful Condo in Tranquil, Tropical Setting in Flamingo Fairways 2
- Sunny Get Away in Ole at Lely, Naples in Cozy Townhouse.
How many vacation rentals have private pools in Ole?
Uncover 14 vacation rentals boasting private pools near Ole. Explore top-rated RBO homes offering access to a swimming pool:
- Townhouse in South Naples, Lely resort OLE
- Mediterannean Style Luxury Condo at Ole - 1st FLOOR - NO STEPS! On QUAD 3!
- Coastal Townhome in Olé's Best Quad-Resort Perks & Beach-Ready!
- GORGEOUS 2/2 Condo Southwest Naples FL
Which vacation homes or resorts in Ole are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Ole. Enjoy great views, locations and save money with SunSki Resorts.™
- Ole’ at Lely Resort
- Naples Resort Townhome w/Endless Amenities!
- Ole Oasis - Resort living at it's finest!
How many SunSkiResorts vacation rentals or resorts are available in Ole?
Discover the ideal vacation rental in Ole with SunSki Resorts™. We provide an extensive selection of over 152 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Ole.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Flamingo Fairways Vacation Rentals in Naples, Florida | 1122 |
People Also Ask
Finding the best prices in Ole
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