Ole Cottage Rentals
Apartment
1 Bedroom
1 Bath
4 Guests
305 ft²
Fireplace/Heating
Pool
Breakfast
Kitchen
CA $255/Night
7 Nights - CA $1,784
House
9.6(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
Spa- Fireplace/Heating
- Pool
View
CA $214/Night
7 Nights - CA $1,501
New
Apartment
1 Bedroom
1 Bath
3 Guests
305 ft²
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
CA $236/Night
7 Nights - CA $1,654
House
9.5(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1001.04 ft²
Oceanfront
Hot Tub- Fireplace/Heating
Ocean View
CA $195/Night
7 Nights - CA $1,365
Condo
10.0(43 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $331/Night
7 Nights - CA $2,316
House
3 Bedrooms
2 Baths
6 Guests
1797.57 ft²
- Hot Tub
- Pool
Balcony/Terrace
Parking
CA $480/Night
7 Nights - CA $3,359
Condo
10.0(34 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $187/Night
7 Nights - CA $1,306
CA $408/Night
7 Nights - CA $2,856
Condo
10.0(28 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $268/Night
7 Nights - CA $1,873
Apartment
2 Bedrooms
2 Baths
4 Guests
1001.04 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
CA $326/Night
7 Nights - CA $2,285
Condo
10.0(27 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $219/Night
7 Nights - CA $1,535
House
3 Bedrooms
3 Baths
6 Guests
1776.05 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $299/Night
7 Nights - CA $2,091
Why Choose Rent By Owner for your Ole Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Ole
How to Book Your Ole Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Ole
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Ole, FL
Flamingo Fairways
Frequently Asked Questions About Ole Rental Cottages
1. What are the top Cottages in Ole?
There are a lot of options in Ole. If you plan on staying in the Ole area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Ole:
- Beautiful Condo in Tranquil, Tropical Setting in Flamingo Fairways 2
- House in Ole exclusive resort close to it all - between Marco Island and Naples
- Enjoy This Tropical Getaway with a Full Service Village in Southern Naples!
- Flamingo Golf Course 13th Fairway 3 Bedroom, 2 Bath Condo in desirable Lely.
- Naples Resort-Luxury near Marco Island. Pickle, Pool, Golf & Beaches!
- Resort condo with private W/D, shared pool, and central AC
- Lely Resort Condo ~ 10 Mi to Naples Beach!
- NAPLES, FLORIDA, Lely, OLE' Community
- Beautiful 3 bedroom Townhouse in Ole at Lely Resort .3 miles from Village Center
- Ole' at Lely Resort -Resort-style living - 3 bedroom Townhouse
2. How many Cottages are available in Ole?
Currently, the total number of properties listed by RBO in 2026 is over 155 in the Ole area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Ole.
More Rentals You May Like Near Ole
Condo
10.0(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
1509 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $224/Night
7 Nights - CA $1,571
House
10.0(17 Reviews)
2 Bedrooms
2 Baths
5 Guests
1500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $152/Night
7 Nights - CA $1,063
Condo
10.0(15 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $307/Night
7 Nights - CA $2,149
Condo
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $240/Night
7 Nights - CA $1,678
Condo
10.0(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1560 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $316/Night
7 Nights - CA $2,210
Condo
10.0(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
CA $181/Night
7 Nights - CA $1,264
Villa
10.0(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1530 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
CA $551/Night
7 Nights - CA $3,857
Condo
10.0(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $267/Night
7 Nights - CA $1,870
Condo
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $165/Night
7 Nights - CA $1,152
Condo
10.0(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
CA $433/Night
7 Nights - CA $3,029
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $290/Night
7 Nights - CA $2,030
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1470 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $261/Night
7 Nights - CA $1,827
