Ole Cottage Rentals
New
Condo
3 Bedrooms
3 Baths
6 Guests
Fireplace/Heating
Air Conditioner
Internet
Child Friendly
US $333/Night
7 Nights - US $2,331
House
9.6(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
Spa- Fireplace/Heating
Pool
View
US $155/Night
7 Nights - US $1,085
Condo
10.0(43 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
Oceanfront
Hot Tub- Fireplace/Heating
- Pool
US $237/Night
7 Nights - US $1,660
House
9.5(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
10.0(35 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
US $138/Night
7 Nights - US $963
House
3 Bedrooms
2 Baths
6 Guests
1797.57 ft²
- Hot Tub
- Pool
- Balcony/Terrace
Parking
US $347/Night
7 Nights - US $2,429
Condo
10.0(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
US $295/Night
7 Nights - US $2,065
Condo
10.0(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
1509 ft²
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
US $162/Night
7 Nights - US $1,136
House
2 Bedrooms
2 Baths
4 Guests
1001.04 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $236/Night
7 Nights - US $1,652
House
10.0(17 Reviews)
2 Bedrooms
2 Baths
5 Guests
1500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $110/Night
7 Nights - US $769
House
3 Bedrooms
3 Baths
6 Guests
1776.05 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $216/Night
7 Nights - US $1,512
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
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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
Ole Cottage Rentals Frequently Asked Questions
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!
- Naples Resort-Luxury near Marco Island. Pickle, Pool, Golf & Beaches!
- Lely Resort Condo ~ 10 Mi to Naples Beach!
- NAPLES, FLORIDA, Lely, OLE' Community
- Ole' at Lely Resort -Resort-style living - 3 bedroom Townhouse
- 3-bedroom townhome in fantastic Naples three bedroom in Ole in Lely resort.
- Resort Style Condominium at Ole in Lely Resorts!
- Luxury Condo at Lely Ole' Naples, Florida
2. How many Cottages are available in Ole?
Currently, the total number of properties listed by RBO in 2026 is over 151 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(16 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $247/Night
7 Nights - US $1,732
Condo
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $174/Night
7 Nights - US $1,220
Condo
10.0(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
1560 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $118/Night
7 Nights - US $829
Condo
10.0(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $235/Night
7 Nights - US $1,646
Condo
10.0(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Balcony/Terrace
Kitchen- Parking
US $130/Night
7 Nights - US $907
Villa
10.0(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
Condo
10.0(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1227 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $132/Night
7 Nights - US $921
Condo
10.0(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $348/Night
7 Nights - US $2,437
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $214/Night
7 Nights - US $1,499
House
10.0(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
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $113/Night
7 Nights - US $794
Condo
9.8(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $174/Night
7 Nights - US $1,220
