Flamingo Fairways Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Flamingo Fairways, Naples, Florida, USA

New

House

Pristine Lely Resort Home 3BD/2BA with Private Pool + Player's Club Access

From US $589 per night

New

3 Bedrooms 2 Guests

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Villa

Spacious Luxury Home with Heated Pool and Hot Tub

From US $828 per night

10.0 (5 Reviews)

3 Bedrooms 8 Guests

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Condo

Catina Vacation Rental: Bright 2-BR Condo with Lake Views. Located in Lely Resort with Pool, Hot Tub, and Golf Access. Ideal for Golfers and Beachgoers, Minutes from Naples and Marco Island

From US $576 per night

9.0 (2 Reviews)

1 Bedroom 2 Guests

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New

House

Naples Reserve | 2 bedrooms | 2 office spaces with pull-out couches | 3 bathrooms

From US $309 per night

New

3 Bedrooms 6 Guests

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Apartment

Green Link Paradise

From US $326 per night

10.0 (4 Reviews)

3 Bedrooms 6 Guests

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Apartment

Bologna - Luxury 2-BR Condo with Lake & Golf Views at Green Links, Lely Resort. Access to Pool, Hot Tub, Tennis Courts, and Golf Courses. Near Naples Beaches & Downtown

From US $224 per night

9.0 (2 Reviews)

1 Bedroom 2 Guests

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New

House

Enjoyable 2-bedroom house with amenities that will make you feel home in Naples

From US $297 per night

New

2 Bedrooms 6 Guests

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Apartment

The Eduard

From US $422 per night

10.0 (1 Review)

2 Bedrooms 6 Guests

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Apartment

Asiago Vacation Rental at Lely Resort. Newly Furnished 2-Bedroom Condo with Stunning Lake & Golf Views. Spacious Retreat with Private Lanai, Resort Pool, Hot Tub and Gym Access

From US $758 per night

2.0 (1 Review)

1 Bedroom 2 Guests

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New

Villa

Azure | 2bd+den/2ba |Furnished villa

From US $226 per night

New

2 Bedrooms 6 Guests

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Apartment

Fairway Vista

From US $357 per night

10.0 (1 Review)

2 Bedrooms 6 Guests

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New

Condo

Charming 2-bedroom condo in beautiful Naples

From US $211 per night

New

2 Bedrooms 4 Guests

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Apartment

9 Mi to Beach Naples Golf Getaway with Pool Access!

From US $319 per night

10.0 (1 Review)

2 Bedrooms 6 Guests

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New

Condo

Play & Stay in Paradise – Updated 2BR with Full Golf Access

From US $141 per night

New

2 Bedrooms 4 Guests

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Apartment

Luxe Top-Floor Condo in Beautiful Lely Resort

From US $158 per night

10.0 (1 Review)

2 Bedrooms 6 Guests

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New

House

Naples Retreat - Walk to Pool and More

From US $115 per night

New

2 Bedrooms 4 Guests

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Apartment

Athena Vacation Rental

From US $122 per night

10.0 (1 Review)

2 Bedrooms 5 Guests

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House

Villa on golf course with heated saltwater pool.n

From US $347 per night

10.0 (108 Reviews)

2 Bedrooms 6 Guests

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Apartment

Rare New 2 bed 2 bath Golf View in Naples

From US $306 per night

10.0 (1 Review)

2 Bedrooms 4 Guests

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Condo

Beautiful Naples Golf Villa in Famous Lely Resort!

From US $257 per night

10.0 (44 Reviews)

2 Bedrooms 6 Guests

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Villa

Golf Condo- Resort Pool- LakeView- 10mi to beaches

From US $278 per night

9.8 (54 Reviews)

2 Bedrooms 6 Guests

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Condo

2 bed, 2 bath, den, remodeled

From US $224 per night

10.0 (44 Reviews)

2 Bedrooms 4 Guests

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Apartment

GreenLinks Golf View Villa Flamingo at Lely Resort

From US $277 per night

9.8 (33 Reviews)

3 Bedrooms 7 Guests

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Apartment

Vacation in paradise at Lely Resort

From US $182 per night

10.0 (41 Reviews)

2 Bedrooms 5 Guests

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Apartment

Spacious 2 bedroom Lely Resort condo Naples FL

From US $181 per night

9.8 (15 Reviews)

2 Bedrooms 4 Guests

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Condo

Discover the Ultimate Summer vacation for you and your family!

From US $284 per night

10.0 (40 Reviews)

2 Bedrooms 4 Guests

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Apartment

Greenlinks at Lely Luxury Purple Orchid Fully Renovated Modern 1st floor 3bdr Golf Resort Villa

From US $348 per night

9.8 (13 Reviews)

3 Bedrooms 6 Guests

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Condo

Marco Island Breeze in Naples

From US $254 per night

10.0 (39 Reviews)

2 Bedrooms 4 Guests

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Apartment

Greenlinks at Lely Luxury White Orchid Fully Renovated Modern 1st floor 3bdr Golf Resort Villa

From US $329 per night

9.7 (25 Reviews)

3 Bedrooms 8 Guests

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Villa

Luxury Golf Villa in Beautiful Lely Resort w/Pool

From US $245 per night

10.0 (35 Reviews)

2 Bedrooms 6 Guests

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Apartment

GreenLinks Golf View Villa Mustang at Lely Resort

From US $236 per night

9.6 (38 Reviews)

3 Bedrooms 8 Guests

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Condo

LELY RESORT! Great location and beautiful condo! CLOSE TO PICKLEBALL PARK

From US $216 per night

10.0 (35 Reviews)

2 Bedrooms 4 Guests

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Apartment

Beautiful Naples Golf Villa in Famous Lely Resort!

From US $186 per night

9.6 (12 Reviews)

2 Bedrooms 6 Guests

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Condo

ORCHID at Greenlinks - 2+ Den Renovated Golf Villa

From US $200 per night

10.0 (35 Reviews)

2 Bedrooms 6 Guests

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Apartment

Serene Naples Retreat: Golf-Resort Pool-Tennis-Gym

From US $167 per night

9.6 (8 Reviews)

2 Bedrooms 5 Guests

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Condo

2nd floor condo at Coral Falls in Lely Minutes from Marco Island & Naples beach!

From US $138 per night

10.0 (29 Reviews)

2 Bedrooms 4 Guests

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House

Coral Falls of Lely w Tiki Huts & Heated Pool

From US $155 per night

9.6 (6 Reviews)

2 Bedrooms 4 Guests

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Condo

Highly Desired Ole Courtyard/Quad Condo. No Stairs, walk directly out to Pool.

From US $188 per night

10.0 (27 Reviews)

2 Bedrooms 4 Guests

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Apartment

Quiet Lely Resort Condo with Pool - 2 Mi to Golf!

From US $141 per night

9.6 (5 Reviews)

2 Bedrooms 6 Guests

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Condo

Vacation in Paradise. New Kitchen, New bedroom furniture.

From US $169 per night

10.0 (26 Reviews)

2 Bedrooms 6 Guests

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Condo

2026 Winter Classic Private Players Club Access Naples Lely Resort

From US $288 per night

10.0 (23 Reviews)

2 Bedrooms 6 Guests

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Condo

Olé Lely, Corner 2 Bedroom, 2 Bath, Sleeps 6. Professionally Decorated.1st Floor

From US $171 per night

10.0 (21 Reviews)

2 Bedrooms 6 Guests

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Condo

BEAUTY in Paradise , 2 Beds, 2 Baths - Modern Decorated Condo

From US $170 per night

10.0 (21 Reviews)

2 Bedrooms 4 Guests

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Condo

Booking Jan-April 2026 NOW! Lely 2BR 2BATH +Den Lely Golf & Swim Condo! A+

From US $458 per night

10.0 (20 Reviews)

2 Bedrooms 4 Guests

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Apartment

Enjoy Poolside Cocktails and BBQ at Cozy Studio Near Marco Island - Moments Away

From US $227 per night

10.0 (17 Reviews)

1 Bedroom 4 Guests

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Villa

2 Bed + Den, 2 Bath Villa

From US $215 per night

10.0 (3 Reviews)

2 Bedrooms 5 Guests

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House

GreenLinks Luxury Villa at Lely Resort Golf - 3 Bedrooms

From US $605 per night

9.5 (48 Reviews)

3 Bedrooms 8 Guests

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Condo

Solterra Vacation Rental: Luxury 3-BR Condo with Lake & Golf Views. Access to Luxury Pool, Hot Tub, and Golf Courses at Lely Resort. Close to Naples Beaches, 5th Avenue S, and Marco Island

From US $936 per night

New

1 Bedroom 2 Guests

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Apartment

LOCATION, COMMUNITY, QUALITY LIVING. IT STARTS HERE! FALLING WATERS BEACH RESORT

From US $211 per night

10.0 (3 Reviews)

2 Bedrooms 4 Guests

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Apartment

Messina Vacation Rental

From US $607 per night

9.5 (2 Reviews)

3 Bedrooms 8 Guests

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Condo

Genoa Vacation Rental: Stylish 2-BR Condo with Golf & Lake Views. Resort-Style Pool, Hot Tub, and Easy Access to Championship Golf. Minutes from Naples Beaches, 5th Avenue S, and Marco Island

From US $518 per night

New

1 Bedroom 2 Guests

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House

Sunset-facing lake view home. Stylish interior. Up to 6 guests.

From US $180 per night

10.0 (3 Reviews)

2 Bedrooms 6 Guests

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Resort

GreenLinks Golf Villas at Lely Resort

From US $564 per night

9.4 (377 Reviews)

70 Bedrooms 24 Guests

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Villa

VILLA with private Pool in Naples Reserve

From US $1,612 per night

New

10 Bedrooms 6 Guests

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Condo

Ole At Lely Resort- No Stairs - 2 B/R San Clemente

From US $153 per night

10.0 (3 Reviews)

2 Bedrooms 4 Guests

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Apartment

Naples Condo with Golf View and Resort-Style Amenities

From US $200 per night

9.4 (6 Reviews)

2 Bedrooms 5 Guests

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Condo

Naples Hide a way Condo - Special pricing for October 2025

From US $87 per night

10.0 (3 Reviews)

2 Bedrooms 4 Guests

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Apartment

Greenlink Resort 421

From US $431 per night

9.4 (5 Reviews)

3 Bedrooms 6 Guests

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Condo

Greenlinks/Lely Condo-2nd floor 1200 bldg. with lake view, den w/TV/Sleeper sofa & office/work space

From US $226 per night

10.0 (2 Reviews)

2 Bedrooms 4 Guests

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Apartment

Free golf! Stay, Play, Work from luxury 2bdr plus den 1st floor villa in Lely golf resort

From US $409 per night

9.3 (15 Reviews)

3 Bedrooms 6 Guests

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House

Winding Cypress Naples Vacation Home

From US $403 per night

10.0 (2 Reviews)

2 Bedrooms 4 Guests

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Villa

Luxury Golf Villa in Beautiful Lely Resort with Pool

From US $208 per night

9.3 (14 Reviews)

2 Bedrooms 6 Guests

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Villa

Quiet family-sized house in stunning Ole at Lely Resort Naples

From US $344 per night

10.0 (2 Reviews)

2 Bedrooms 6 Guests

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Apartment

Lely Resort Condo with Golf Course and Pool Access

From US $405 per night

9.3 (3 Reviews)

2 Bedrooms 4 Guests

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Condo

Lely Greenlinks 2nd Floor - on Golf Course, Minutes from Beaches, Downtown!

From US $316 per night

10.0 (2 Reviews)

2 Bedrooms 5 Guests

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Apartment

Stunning 2-Bedroom plus Den Condo in Greenlinks Resort

From US $195 per night

9.1 (60 Reviews)

2 Bedrooms 6 Guests

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Condo

Coral Falls Resort BRAND NEW Designer Coastal Condo Lely Resort

From US $297 per night

10.0 (2 Reviews)

2 Bedrooms 4 Guests

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House

Solterra, Luxury Condo, Resort Pool in Greenlinks

From US $307 per night

9.0 (5 Reviews)

3 Bedrooms 8 Guests

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Condo

NEW! Serenity at GreenLinks. First floor remodeled condo in Lely Resort

From US $260 per night

10.0 (2 Reviews)

2 Bedrooms 4 Guests

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Apartment

Greenlinks Getaway

From US $292 per night

9.0 (2 Reviews)

3 Bedrooms 6 Guests

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House

Ole Oasis - Resort living at it's finest!

From US $237 per night

10.0 (2 Reviews)

2 Bedrooms 6 Guests

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House

Private Outdoor Pool in Naples Vacation Rental!

From US $547 per night

9.0 (1 Review)

3 Bedrooms 6 Guests

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About Flamingo Fairways Vacation Rentals

Explore over 997 vacation rentals in Flamingo Fairways 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 Flamingo Fairways 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 Flamingo Fairways. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Flamingo Fairways tailored to your preferences. On average, these rentals offer 1039.2 ft² of space, and are priced at an average of US $315 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Flamingo Fairways at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Frequently Asked Questions About Flamingo Fairways?

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Discover the ideal vacation rental in Flamingo Fairways with SunSki Resorts™. We provide an extensive selection of over 997 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Flamingo Fairways.