Ole, FL Resort Rentals | Rent By Owner

Ole Resorts

Resort

Luxury Condo at Lely Ole' Naples, Florida

10.0

Exceptional

(2 Reviews)

2 Baths 4 Guests 1600 ft²

US $265/Night 7 Nights - US $1,852

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Quiet Lely Resort Condo w/Pool - 2 Mi to Golf!

House

Quiet Lely Resort Condo w/Pool - 2 Mi to Golf!

9.5

Exceptional

(4 Reviews)

2 Bedrooms 2 Baths 6 Guests 1001.04 ft²

US $141/Night 7 Nights - US $987

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Resort

GORGEOUS 2/2 Condo Southwest Naples FL

8.8

Fabulous

(3 Reviews)

2 Baths 4 Guests 1500 ft²

US $171/Night 7 Nights - US $1,197

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Naples Resort Townhome w/Endless Amenities!

House

Naples Resort Townhome w/Endless Amenities!

3 Bedrooms 2 Baths 6 Guests 1797.57 ft²

US $347/Night 7 Nights - US $2,429

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Lely Resort Condo ~ 10 Mi to Naples Beach!

House

Lely Resort Condo ~ 10 Mi to Naples Beach!

3 Bedrooms 3 Baths 6 Guests 1776.05 ft²

US $216/Night 7 Nights - US $1,512

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Alluring Naples Retreat w/Resort Amenities!

House

Alluring Naples Retreat w/Resort Amenities!

3 Bedrooms 3 Baths 10 Guests 2012.85 ft²

US $188/Night 7 Nights - US $1,316

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Luxe Top-Floor Condo in Beautiful Lely Resort

House

Luxe Top-Floor Condo in Beautiful Lely Resort

2 Bedrooms 2 Baths 6 Guests 1097.92 ft²

US $158/Night 7 Nights - US $1,106

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House

Ole at Lely Resort Condo w/Pool Access!

3 Bedrooms 3 Baths 8 Guests 1732.99 ft²

US $394/Night 7 Nights - US $2,758

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New

Condo

Wake Up in Paradise — Naples 3BR Condo

3 Bedrooms 3 Baths 6 Guests

US $333/Night 7 Nights - US $2,331

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Coral Falls of Lely w Tiki Huts & Heated Pool

House

Coral Falls of Lely w Tiki Huts & Heated Pool

9.6

Exceptional

(6 Reviews)

2 Bedrooms 2 Baths 4 Guests 1399.31 ft²

US $155/Night 7 Nights - US $1,085

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Condo

Marco Island Breeze in Naples

10.0

Exceptional

(43 Reviews)

2 Bedrooms 2 Baths 4 Guests 1100 ft²

US $237/Night 7 Nights - US $1,660

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House

Shady Palm Villa

2 Bedrooms 2 Baths 6 Guests 1227.09 ft²

US $295/Night 7 Nights - US $2,065

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More Top-Rated Resorts in Ole Area

Why Choose Rent By Owner for your Ole Resorts?

What makes our Resorts 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.

Popular Areas for Ole Resorts

Where are the best neighborhoods to stay in Ole?

When choosing a neighborhood to stay in Ole, Naples, Florida, you'll find that the area offers a variety of charming communities, each with its unique appeal. Consider staying near the vibrant beachside districts for easy access to sun and sand, or explore the more tranquil residential areas for a peaceful retreat. No matter your preference, these neighborhoods provide a reliable and welcoming environment for your perfect getaway.

Flamingo Fairways

Here, you can enjoy a peaceful atmosphere surrounded by lush landscapes and well-maintained golf courses, making it an ideal area for relaxation and leisure. This destination offers convenient access to nearby amenities, ensuring a comfortable stay at top-rated resorts in the region.

View 1122+ Rentals in Flamingo Fairways

Best Times to Visit Ole

When should you plan your Resorts stay?

Choosing the right time to vacation in Ole, Naples, Florida, USA can enhance your experience by aligning your visit with favorable weather and local events, ensuring you enjoy this destination's natural beauty and relaxing atmosphere at its best.

Peak Season Highlights

Winter (December to February)

Experience the warm escape during the winter months when the region offers inviting weather perfect for outdoor relaxation.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Spring (March to May)

Enjoy the pleasant spring season, ideal for exploring the area's scenic beauty and booking your favorite resorts.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Off-Season Highlights

Summer (June to August)

Visit during the summer months to take advantage of fewer crowds and more flexible resort availability in this destination.

Average Temperature Daytime: 88°F - Nighttime: 72°F

Fall (September to November)

Experience the quieter fall season, offering serene surroundings and excellent deals on your preferred resorts in the area.

Average Temperature Daytime: 82°F - Nighttime: 65°F

Weekly Weather Forecast for Ole

How to Book Your Ole Resorts

What's our booking process?

Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Ole

More Top-Rated Resorts in Ole Area

Common Resorts Amenities

What amenities can you expect?

Our Resorts 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

Outdoor Amenities

Enjoy the outdoor pool area, perfect for relaxing under the Florida sun.
Take advantage of beautifully maintained walking or jogging paths surrounding the resort.
Relax in private or communal outdoor seating areas designed for socializing and unwinding.
Make use of available barbecue grills for outdoor dining experiences with family and friends.
Soak up the sunshine from spacious sun decks or loungers overlooking scenic views.
Explore lush landscaped gardens that add to the calming atmosphere of the property.
Stay active with access to tennis courts or other outdoor sports amenities on-site.

Top Attractions Around Ole

What attractions are nearby?

In this vibrant area, you can enjoy a variety of outdoor activities, beautiful beaches, and scenic nature trails just minutes from your accommodations, making it perfect for exploring the natural beauty and recreational options nearby in Ole.

Family Activities

Naples Zoo at Caribbean Gardens: Engage your family with a day exploring diverse animal exhibits and lush gardens in this popular attraction within the region.
Clam Pass Park: Enjoy a relaxing day on the pristine beaches and take advantage of the scenic tram ride through the mangroves, perfect for outdoor family fun.
Golisano Children's Museum of Naples: Spark curiosity and learning with interactive exhibits designed specifically for children, making it an ideal educational outing for families staying in the area.
Sun-N-Fun Lagoon: Cool off and have fun at this water park offering slides, a lazy river, and splash zones that cater to kids of all ages in the nearby region.

Adult Activities

Golfing at Tiburon Golf Club: Test your swing at this renowned golf course known for its challenging layout and scenic views, perfect for a relaxing day in the area.
Beach Access at Clam Pass Park: Enjoy a leisurely stroll or sunbathe on one of the region's most pristine beaches with convenient access and beautiful surroundings.
Sailing and Boating Tours: Explore the nearby waters with guided sailing excursions that offer spectacular views and a taste of marine adventure.
Wildlife Viewing at Corkscrew Swamp Sanctuary: Discover diverse flora and fauna while walking along peaceful trails within this protected natural habitat.

Other Places to Stay in Ole, FL

Flamingo Fairways

Explore 1,122 Properties

More Places to Stay Near Ole

Ole Travel Tips

How Can You Make the Most of Your Stay?

Explore the local beaches: Take advantage of the pristine shores nearby to enjoy sunbathing, swimming, and water sports that showcase the natural beauty of this coastal destination.
Visit outdoor recreational areas: Spend time in the area's parks and nature preserves to experience scenic walking trails and birdwatching opportunities that highlight the region's lush environment.
Sample regional cuisine: Indulge in the area’s dining scene by trying fresh seafood and local specialties, which provide a taste of the authentic flavors that make this destination unique.
Plan activities around the weather: Make the most of your stay by scheduling outdoor excursions during favorable weather days to fully enjoy the warm climate and sunny skies.

Transportation Options

Rental Car Services: Local rental agencies offer convenient options for exploring the area at your own pace, providing flexibility during your stay in Ole, Naples.
Public Transportation: The regional bus system connects key points around this destination, making it easy to navigate without a vehicle.
Taxis and Rideshare Apps: Taxis and popular rideshare services are readily available for quick, hassle-free transportation within the region.
Shuttle Services: Airport shuttles and private transfer options provide seamless arrival and departure experiences in Ole and nearby areas.

Local Customs Options

Southern Hospitality: Visitors often notice the warm and welcoming attitude of locals, reflecting the region's reputation for friendly interactions and community spirit.
Shell Collecting Customs: It is common to respectfully collect shells along the beaches, with an emphasis on preserving the natural beauty and avoiding removal of live creatures.
Beach Etiquette: Residents and visitors alike observe quiet hours and cleanliness standards on the sandy shores, ensuring a relaxing environment for all.
Local Art and Craftsmanship: Supporting regional artists and artisans by purchasing handmade items is a cherished tradition here that showcases the area's creative culture.

Ole Resorts Frequently Asked Questions

1. What are the top Resorts 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 Resorts in Ole:

2. How many Resorts are available in Ole?

Currently, the total number of properties listed by RBO in 2026 is over 8 in the Ole area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Ole. 

3. What is the cancellation policy for resorts in this area?

Cancellation policies vary depending on the specific resort you choose. It’s recommended to review the details listed on the property page or contact the owner directly to understand the terms and any potential fees.

4. Are there any hidden fees or additional charges when booking a resort here?

Additional charges such as cleaning fees, resort taxes, or service charges may apply. Be sure to read the full listing carefully or reach out to the host for clarification before completing your reservation.

5. What amenities are typically included with resorts in this destination?

Most resorts offer amenities like pools, fitness centers, and on-site dining options. For detailed information about specific features available at your chosen property, please consult the listing or contact the owner.

6. How do I secure the best rate when booking a resort in this region?

Booking early, comparing different properties, and checking for special offers or discounts can help you find the most competitive rates. Contacting the host directly may also reveal exclusive deals.

7. What steps should I take if I need assistance during my stay at a resort here?

Ensure you have the contact information for the property owner or management team. In case of emergencies or issues, reaching out promptly will help you receive the necessary support during your visit.