Best Vacation Homes in Flamingo Fairways
1244 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R6,039/Night
For 7 Nights R42,267
1011.81 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,016/Night
For 7 Nights R21,117
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
R8,633/Night
For 7 Nights R60,434
1454 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,573/Night
For 7 Nights R60,001
2303.48 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
R13,800/Night
For 7 Nights R96,601
1389 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,390/Night
For 7 Nights R58,734
1454 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,372/Night
For 7 Nights R58,601
1454 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,346/Night
For 7 Nights R58,417
Flamingo Fairways Luxury Rentals
1389 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R48,565/Night
For 7 Nights R339,954
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R38,018/Night
For 7 Nights R266,120
17 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R24,985/Night
For 7 Nights R174,902
1248.61 ft²
6 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R23,750/Night
For 7 Nights R166,252
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R22,334/Night
For 7 Nights R156,335
2978 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R19,010/Night
For 7 Nights R133,068
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R18,746/Night
For 7 Nights R131,218
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R15,600/Night
For 7 Nights R109,201
Flamingo Fairways Pet Friendly Vacation Rentals
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,045/Night
For 7 Nights R14,317
1001.04 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Balcony/Terrace
- View
- Pet Friendly
R3,963/Night
For 7 Nights R27,750
1250 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
R3,176/Night
For 7 Nights R22,234
1248.61 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Fireplace/Heating
R4,481/Night
For 7 Nights R31,367
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R3,215/Night
For 7 Nights R22,500
1244 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,973/Night
For 7 Nights R27,800
1062 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R4,380/Night
For 7 Nights R30,667
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Private Pool
- Oceanfront
- Hot Tub
R3,215/Night
For 7 Nights R22,500
Flamingo Fairways Large Vacation Homes
1538 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
R4,543/Night
For 7 Nights R31,800
1399.31 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Villa
- Oceanfront
- Hot Tub
- Spa
R4,633/Night
For 7 Nights R32,434
6 Guests
10 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Pool
- Kitchen
R26,871/Night
For 7 Nights R188,102
1530 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Hot Tub
- Pool
- Ocean View
R6,510/Night
For 7 Nights R45,567
1539.24 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Hot Tub
- Spa
R4,745/Night
For 7 Nights R33,217
R1,684/Night
For 7 Nights R11,783
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Pool
- Pet Friendly
R4,286/Night
For 7 Nights R30,000
1519 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
R3,530/Night
For 7 Nights R24,717
Why Choose Rent By Owner for your Flamingo Fairways Vacation Rental Homes?
What makes our Vacation 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.
Popular Areas for Flamingo Fairways Vacation Rentals
Where are the best neighborhoods to stay in Flamingo Fairways?
When choosing a neighborhood to stay in within Flamingo Fairways, Naples, Florida, you’ll find a peaceful and well-maintained community that offers convenient access to the natural beauty and amenities of the area. This location provides a relaxed atmosphere ideal for those seeking a serene retreat while remaining close to shopping, dining, and outdoor activities. With its charming surroundings and friendly ambiance, Flamingo Fairways is an excellent choice for your next getaway. Booking your stay here ensures a seamless experience, backed by trustworthy and reliable vacation rentals designed to meet your vacation needs.
Ole
Located within the scenic region of Naples, Ole offers a tranquil setting for your stay near prime golf courses and lush natural landscapes. Here, you can enjoy easy access to the area's renowned outdoor activities while relaxing in comfortable vacation rentals.
View 92+ Rentals in OleBest Times to Visit Flamingo Fairways
When should you plan your Vacation Rentals stay?
Timing your visit to enjoy the best weather and local events can enhance your experience here in Naples, Florida, making it the ideal moment to book your vacation rentals in Flamingo Fairways for a memorable stay.
Peak Season Highlights
Winter (December to February)
During the winter months, you'll experience warm daytime temperatures making it ideal for exploring this sunny destination and enjoying its scenic beauty.
Average Temperature Daytime: 75°F - Nighttime: 60°F
Spring (March to May)
Spring brings pleasant weather perfect for outdoor activities, with less humidity than summer, making this a popular time to visit and secure your preferred vacation rentals here.
Average Temperature Daytime: 80°F - Nighttime: 65°F
Off-Season Highlights
Summer (June to August)
While summer sees higher temperatures and humidity, it’s also when you might find more availability and better rates on vacation rentals in this region.
Average Temperature Daytime: 88°F - Nighttime: 75°F
Fall (September to November)
Autumn offers slightly cooler weather with fewer tourists, providing a peaceful setting to enjoy your stay without the peak season crowds in this area.
Average Temperature Daytime: 82°F - Nighttime: 67°F
Weekly Weather Forecast for Flamingo Fairways
How to Book Your Flamingo Fairways Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation 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 Flamingo Fairways
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation 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
Outdoor Amenities
- Enjoy a private swimming pool to relax and unwind during your stay.
- Take advantage of outdoor grilling stations for delicious barbecues with family and friends.
- Relax on a spacious patio or deck area, perfect for soaking up the Florida sunshine.
- Benefit from well-maintained landscaped gardens that enhance the outdoor experience.
- Make use of outdoor dining spaces for al fresco meals with scenic views.
- Explore nearby walking or biking paths that showcase the area's natural beauty.
- Experience communal outdoor amenities such as tennis courts or golf courses, common in this region.
Top Attractions Around Flamingo Fairways
What attractions are nearby?
In this beautiful destination, you can enjoy a variety of activities nearby, including scenic golf courses, relaxing beach outings, and exploring lush nature parks that showcase the natural beauty of the region.
Family Activities
- Picnic at the Naples Botanical Garden: Enjoy a relaxing family outing amid lush landscapes and vibrant flora just a short drive from your vacation rental here in the region.
- Visit the Everglades Wonder Gardens: Discover local wildlife and learn about Florida's unique ecosystem, making it an engaging experience for children and adults alike.
- Spend a day at Clam Pass Park: Relax on the pristine beaches or take a scenic tram ride through mangroves, ideal for family fun in this coastal area.
- Explore the Naples Zoo at Caribbean Gardens: Encounter exotic animals and enjoy interactive exhibits in a lush, family-friendly environment close to your accommodation here.
Adult Activities
- Golfing: Test your skills on the pristine fairways of nearby golf courses, renowned for their scenic views and challenging layouts in the area.
- Spa and Wellness Centers: Indulge in relaxing treatments and restorative therapies at local spas that cater to those seeking tranquility and rejuvenation here.
- Fine Dining Experiences: Explore a variety of upscale restaurants that serve exquisite cuisine just moments from your vacation rental in this region.
- Nature Tours and Bird Watching: Discover the natural beauty of the surrounding landscape through guided tours and birdwatching excursions tailored for adult enthusiasts.
Flamingo Fairways Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Shopping: Take advantage of the nearby restaurants and boutiques to experience the vibrant local scene during your stay in this part of Naples.
- Plan Outdoor Activities: Enjoy the region’s beautiful weather by scheduling outdoor pursuits like golfing or relaxing at the nearby beaches, making the most of your time here.
- Utilize Community Amenities: Make full use of the exclusive amenities available within Flamingo Fairways, such as pools or tennis courts, to enhance your vacation experience.
- Arrive Prepared for Convenience: Arranging your transportation and planning your itinerary ahead of time can help you effortlessly explore all that this destination has to offer.
Transportation Options
- Rental Car Services: You can easily access rental cars at nearby locations for flexible exploration of the vibrant surrounding region.
- Local Taxis and Ride-Sharing: Convenient transportation options like taxis and ride-sharing services are available to help you navigate here efficiently.
- Public Transit Options: The area's public transportation system provides an affordable way to reach popular destinations within this destination.
- Bicycle Rentals: Biking is a great way to enjoy the scenic views around this region, with several rental shops offering bikes nearby.
Local Customs Options
- Greeting Etiquette: It’s customary in this region to greet neighbors and visitors with a friendly smile and a polite nod, reflecting the area's welcoming community spirit.
- Dining Customs: When dining locally, it’s appreciated to try regional seafood dishes, which are a staple here and showcase the region's rich culinary traditions.
- Respect for Nature: Respect for the natural surroundings is important, so visitors often participate in conservation efforts and follow guidelines to preserve the area's pristine environment.
- Golfing Tradition: As a popular pastime in this destination, many locals and visitors alike observe golf etiquette meticulously on the numerous scenic courses around here.
Frequently Asked Questions About Flamingo Fairways?
1. What are the top vacation rentals in Flamingo Fairways?
There are a lot of options in Flamingo Fairways. If you plan on staying in the Flamingo Fairways area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Flamingo Fairways:
- New Updates Lely Resort, 3 bed, golf course home Includes Players Club and Spa
- Villa on Golf Course with Heated Saltwater Pooln
- Purple Orchid -Luxury Fully Renovated Modern 1st floor 3bdr Resort Villa
- Lely Resort Masters Reserve Naples Home on Private Lake in Gated Community
- Modern Mustang Condo at Lely Resort-Golf/Pool/Courts/Gym
- Naples Lely Resort- Quiet Villa Home with Oversized Pool
- Lovely 2-Bedroom + Den Condo in Greenlinks Resort
- Enjoy Players Club Access in this Luxurious Naples Golf Course Home.
- HOME SUITE HOME! 3 Bedroom, Ground Floor, Beautiful Golf Course View
- Lely Resort Pool & Waterfront Home! nFIVE STAR PROPERTY - INCREDIBLE RATES!
2. How many vacation rentals have private pools in Flamingo Fairways?
There are 243 vacation rentals with private pools near Flamingo Fairways. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Flamingo Fairways are best for families?
If you are looking for a family-friendly vacation home in Flamingo Fairways, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Flamingo Fairways:
4. How many Rentbyowner vacation rentals are available in Flamingo Fairways?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1127 in the Flamingo Fairways area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Flamingo Fairways.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies depending on the property owner. Please review the specific listing details or contact the host directly to understand their cancellation terms and any applicable fees.
6. How do I ensure my reservation is secure and confirmed?
Reservations are typically secured through the booking platform after completing the payment process. Be sure to check your confirmation email and contact the host if you have any concerns about your reservation status.
7. Are there any additional fees associated with my stay?
Additional fees such as cleaning, service charges, or local taxes may apply. These details are usually outlined on the property listing or can be clarified by reaching out to the property owner before booking.
8. What amenities are included in the vacation rentals here?
The amenities vary by property, but most rentals in this destination offer essentials like Wi-Fi, kitchen facilities, and laundry. Review each listing thoroughly to ensure it meets your needs or contact the host for specific inquiries.
9. Is there a minimum stay requirement for booking?
Minimum stay policies depend on the individual property. You can find this information in the listing details or by contacting the host directly to confirm availability for your preferred dates.
Flamingo Fairways Top Rated Vacation Rentals
1800 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R4,975/Night
For 7 Nights R34,817
1600 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R4,097/Night
For 7 Nights R28,684
1400 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R10,507/Night
For 7 Nights R73,551
2200 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R6,803/Night
For 7 Nights R47,617
1550 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
R8,946/Night
For 7 Nights R62,617
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
R3,813/Night
For 7 Nights R26,684
1300 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
R3,112/Night
For 7 Nights R21,784
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
R5,548/Night
For 7 Nights R38,834
