Cypress Woods Golf & Country Club Condos For Rent

***north naples**golf**stunning annual rental**fully furnished**new pictures to come***bundled golf transfer available here!!!! Reciprocal golf too!! Experience resort-style living in this beautifully updated first-floor 2-bedroom, 2-bath condominium featuring stunning lake and golf course views. Located in the highly sought-after cypress woods golf & country club in north naples, this residence offers comfort, elegance, and an exceptional lifestyle. Recent upgrades enhance the home throughout, including new flooring and fresh paint in both bedrooms, and new paint in both bathrooms. The primary bathroom has been fully refreshed with a new countertop, cabinet, and shower door, while the guest bathroom features new cabinetry and a new mirror. Additional highlights include tile flooring in the main living areas, crown molding, plantation shutters, and stainless steel appliances, creating a refined yet inviting atmosphere. Cypress woods is a vibrant, amenity-rich community offering golf, tennis, pickleball, bocce ball, scenic walking and biking trails, multiple pools, and a full-service on-site restaurant and grille with welcoming staff. An optional club membership transfer provides access to the championship 18-hole golf course designed by gordon lewis, a recently renovated clubhouse, fitness center, resort-style pool and spa, and an active calendar of social and dining events. Ideally located in north naples, just minutes from excellent dining and shopping, and only miles from naples’ world-famous white sandy beaches, this exceptional property is perfect for those seeking a relaxing or active seasonal retreat. ***first, last & security due prior to move in***

Welcome to this beautifully maintained top-floor condominium located in the highly desirable community of cypress woods golf & country club. This bright and inviting annual rental at 2710 cypress trace cir. #3021 features an open and functional floor plan with abundant natural light and a comfortable living and dining area that flows seamlessly to a private screened lanai—perfect for enjoying peaceful florida evenings. The well-designed kitchen offers ample cabinetry and workspace, while the spacious primary suite provides a relaxing retreat with a walk-in closet and private en-suite bath. Guest accommodations offer comfort and flexibility for visitors or a home office. Residents of cypress woods golf & country club enjoy resort-style amenities including bundled golf, clubhouse dining, community pool and spa, tennis and pickleball courts, fitness center, and beautifully landscaped grounds. Conveniently located in naples near shopping, dining, and the gulf beaches, this residence offers the perfect blend of comfort, convenience, and the southwest florida lifestyle.

A beautifully finished two bedroom, two bath condo at 2730 cypress trace circle #2834 in naples offers a bright and inviting living space within a secure golf course community. This residence features an open concept living and dining area, a well appointed kitchen with stainless appliances, and a screened lanai overlooking tranquil lake and fairway views. The primary suite includes a walk in closet and a private bath, while the guest bedroom and second full bath provide comfort and privacy for visitors. Residents enjoy access to amenities including a clubhouse, fitness center, community pools and tennis. Available for both annual and seasonal leasing. Please note that golf privileges may only be transferred for seasonal lease and are not available for this unit for an annual rental.

Available for season december 1, 2026 thru may 31, 2027 at $4500./month!! Sweeping panoramic views overlooking beautiful fairway of cypress woods golf course! Lovely first floor unit turnkey furnished. Golf available with transfer fee. Excellent restaurant on site along with many other amenities. Carport plus one designated space plus guest space. Well equipped. Available off season june thru november at $2000/month or could be annual rental at $2o00./month. Membership for golf not required but available. Currently vacant.

Affordable one month or multi-month in laurel greens and a member transfer. This beautiful second floor condo overlooks the number one tee at cypress woods golf and country club along with a nice lake view and a fountain. Look at the pictures and you will find a neutral decor, nice furnishings and artwork. This is perfect for a couple who is building a home or a couple that wants to play reciprocal golf starting in april 1st all the way through january 30, 2027. Everything is included to make your stay in naples perfection.

** 3/2 single family home at cypress woods golf & country club — north naples ** seasonal ** bundled golf transfer ** live the florida lifestyle in this beautifully maintained 3 bedroom, 2 bathroom single family home located in the prestigious cypress woods golf & country club — a gated, bundled golf community in highly sought-after north naples. Property features: 1, 848 sq. Ft. Of open, bright living space fully furnished and tastefully decorated primary bedroom with king bed, en-suite bath with soaker tub, walk-in shower, and dual vanities second bedroom with queen bed third bedroom with full bed second bathroom with tub/shower combo open-concept kitchen with bar seating – perfect for entertaining washer & dryer in unit smart tvs in living room and primary bedroom spacious lanai with beautiful views of hole 2 on the golf course 2-car garage community highlights: cypress woods is a bundled golf community, which means transferrable optional golf membership with fees. Enjoy reciprocal golf privileges during the season! Resort-style amenities include: 18-hole championship golf course clubhouse with two restaurants and a full bar state-of-the-art fitness center resort pool complex with lap pool and hot tub tennis, pickleball & bocce ball courts full calendar of social activities and events location: conveniently located in north naples, cypress woods is just minutes from: pristine naples beaches mercato, waterside shops, and other upscale shopping dining, entertainment, and top-rated schools easy access to i-75 and rsw airport rental terms: small dog considered with owner & hoa approval sorry, no cats will be accepted bundled golf transfer available (fee applies) enjoy naples living at its best in one of the area’s premier golf communities at cypress woods golf & country club. Seasonal rates & availability: jan-april: $5500 a month oct-dec: $4200 a month may-september: $2200 a month

Well cared for ground-level, ranch, end-unit coach home available for lease. Very clean and rarely rented. Located on the 18th fairway, and walking distance to all country club amenities! 3 bedrooms, 2 full baths, 2 car garage, laundry room, large kitchen with breakfast bar and separate dining area, private lanai with fairway views. Three flat screen tvs. Upgraded furnishings. Turn key! Beautiful north naples community, 20 minutes from beaches and airport! Cypress woods golf & country club has many amenities to offer, golf, pickleball courts, full restaurant and bar for members (member transfer available), pool, bocce courts and tennis court. No pets allowed. Owner looking for 90 day minimum.

Golf transfer here ** cypress woods country club ** seasonal unit ** 2 bedroom\2 bath plus a den ** calling all golfers **magnificently decorated and tastefully furnished cypress woods condominium. Bundled golf transfer available here\reciprocal golf too!! Relax in paradise from the comfort of this meticulously maintained 2 bed/2 bath plus a den condo plus a garage. Plenty of room for you and your guests. New kitchen table and bar stools. Brand new ac system and new dishwasher. This unit is close-by the community pool for added convenience. Just a short trip away from sw florida beautiful powdery sandy beaches and world-class shopping. Take a short drive to famous mercato for shopping and high-end dining experiences. What's awesome about this unit, is that it has bundled golf privileges with on-site pro shop for those golf enthusiasts! For those that don't prefer golf, cypress woods country club has amazing amenities. Beautifully manicured community offering an optional fully transferable golf membership to the onsite gordon lewis designed golf course, on site private restaurant/bar and grill which also features outdoor seating, along with full-service at the clubhouse pool, resort-style heated pool(s), pickleball, bocce ball & tennis courts, shaded walking & biking trails, fitness center, community social events and classes and so much more! Sorry, no pets permitted. Rates & availability: january-april: $4, 500.00 a month may-september: $2, 200.00 a month october-december: $3, 500.00 a month

Bright and airy 2 bedroom and den, den is set up as a 3rd bedroom. Located in gated cypress woods golf course and country club community with great amenities. Offering full 18-hole championship golf membership designed by gordon lewis, internet, long distance phone and cable tv .The clubhouse offers both formal and casual dining areas, brand new pro-shop, fitness center, putting green, range, bocce and pickle ball courts, lighted tennis courts , swimming pools and hot tubs. This oasis of relaxation is close to shopping, restaurants, only 25 minutes to the airport and only a few miles from our famous naples beaches. The unit is across from the pool, tastefully furnished with tommy bahama-style furniture, detached garage, storage space and assigned parking.

Not available for january 2027, february 2027, march 2027, and april 2027. Experience the tranquil beauty of resort-style living in naples, florida welcome to 2920 cypress trace circle #204, a beautifully furnished 2-bedroom, 2-bath vacation rental nestled in the highly sought-after community of cypress woods golf & country club in north naples. This meticulously maintained second-floor condo offers a perfect blend of comfort, style, and convenience for those seeking a seasonal escape in paradise. Step inside to an open-concept layout flooded with natural light, featuring tile flooring in the main living areas, plush carpeting in the bedrooms, and elegant furnishings throughout. The spacious living room seamlessly extends to a private screened lanai with serene lake and golf course views—an ideal setting for morning coffee or relaxing sunsets. The kitchen is fully equipped and designed for both casual dining and entertaining, with granite countertops, stainless steel appliances, ample cabinetry, and a convenient breakfast bar. The primary suite boasts a king-size bed, walk-in closet, and an en-suite bath with dual vanities and a walk-in shower. The guest bedroom is thoughtfully appointed with twin beds and easy access to a full second bathroom. As a guest of cypress woods, you’ll enjoy full access to an impressive array of amenities including an 18-hole championship golf course, pro shop, resort-style pool and spa, tennis and pickleball courts, a well-equipped fitness center, on-site dining at the clubhouse, and miles of walking and biking trails surrounded by lush landscaping and wildlife. Conveniently located just minutes from the best of naples—fine dining, world-class shopping, pristine gulf beaches, and cultural attractions—this property offers an exceptional seasonal retreat for those who crave both relaxation and recreation.

Rented 2026 season! 2nd floor 3 bedroom fabulous coach home in cypress woods golf & country club. Freshly painted and all new furniture. Golf membership is transferable. Get ready for a sunny fun-filled winter in florida! Golf membership is transferable but that is not all cypress woods has to offer – dining, community pool and lap pool, tennis, pickleball, walking trails, exercise room, socials, bingo, cards, the list goes on! The owner is looking for 4 months.

Welcome to your perfect seasonal escape! Enjoy a healthy and pristine living environment in our fully smoke-free condo. This beautifully appointed 2 bedroom/2 bathroom short-term rental offers comfort, style, and resort-style living in cypress trace; a cozy community within the highly desirable cypress woods golf & country club. Seasonal special (in-season): enjoy the best of florida living with a 90-day minimum stay for just $13, 500. Eligible dates apply between december 2026 – april 2027. Take advantage of this exclusive extended-stay rate—perfect for snowbirds or anyone looking to fully immerse themselves in the season. Landlord will contribute $500 toward club transfer, giving you added access to premium amenities and lifestyle perks. Off-season opportunity: looking for a shorter getaway? From may 2026 – november 2026, enjoy a budget friendly rate of $2, 500/month with just a 30-day minimum—ideal for flexible stays, relocation transitions, or a relaxing summer retreat. This fabulous condo combines convenience, value, and lifestyle— whether you’re an avid golfer, fitness enthusiast, or simply looking to unwind in a luxurious and active community, this condo offers the perfect retreat. Prime location: conveniently situated near top-rated restaurants, boutique shopping, entertainment, and just minutes from the white-sand beaches of southwest florida. Quick access to i-75 makes getting around effortless. Don’t miss this incredible rental opportunity! Availability is limited—secure your dates today!

Lovely first floor end unit condo in a golf community! Membership is transferable if wanted. Two bedrooms and a den, furnished, carport. Beautiful view of golf course and lake. Pool across the street, there’s a total of 3 pools in the gated cypress trace. Available: annual or short term. Cypress woods clubhouse has a grille room, formal dining and meeting rooms. Club pools, spa, pickleball, tennis, bocce ball, exercise room, and pro shop.

Exclusive seasonal rental – available for 2027 and off season 2026 — live your dream vacation in this immaculate, newly updated 3-bedroom, 2-bathroom second-floor condo, nestled in the prestigious gated golf community of cypress woods golf and country club. Surrounded by an 18-hole championship golf course, complete with a putting green and driving range, this stunning unit is the perfect seasonal escape for golf lovers and relaxation seekers alike. Step into modern elegance with brand-new laminate flooring, freshly painted interiors, and stylish new furniture that offer a fresh, inviting atmosphere. The spacious split-floor plan features a grand master suite with two walk-in closets and bathroom with dual sinks and a walk-in shower. Enjoy breathtaking views of the 17th hole, sparkling lake, and vibrant sunsets from your private screened lanai—the ideal setting for unwinding after a day of leisure. Community amenities include resort-style pools with spas, tennis, pickleball, and bocce courts, a state-of-the-art fitness center, a library, and on-site dining for lunch and dinner in a relaxed, country-club atmosphere. Explore the lush walking and biking trails throughout cypress woods, where natural preserves create a peaceful, tropical oasis. Perfectly located just 3 minutes from i-75 and only 15 minutes to naples' white sandy beaches. Near to premier shopping, and dining, this is an exceptional opportunity to experience southwest florida in style and comfort. Don’t miss out—book your seasonal escape today!

Lovely second floor condo in popular cypress woods golf country club! The condo is fully updated, two bedrooms, 2 full bathrooms. Vaulted ceilings, breakfast bar, stainless steel appliances, and much more. The golf and country club membership may be transferred. Pickleball bocce ball, tennis, exercise room, pro golf shop, putting green, and driving range! Restaurant, grille room, outdoor patio dining. Re-doing golf course will be done by december 2026 many reciprocal's available for golf, many the same price you would pay here! Available now through season! January thru april, 2027 available!!

Rented for the 2027 season! Available for off-season rentals!Escape to your dream getaway in cypress woods, naples, florida! Why choose this condo? Welcome to a charming 2-bedroom, 2-bath retreat on the third floor (accessible via elevator), offering sweeping views of the 17th fairway and unforgettable sunsets from the lanai, living room, and kitchen. Step into an elegant, modern space with: updated furniture for a fresh and inviting look. Luxurious bedding and mattresses for the ultimate rest and relaxation. Stylish flooring and lighting for a warm and welcoming ambiance. Fully furnished and move-in ready – all you need to do is unpack and unwind! Resort-style living at cypress woods golf & country club nestled in the sought-after north naples community, this rental offers bundled access to: a championship 18-hole golf course designed by gordon lewis. A stunningly renovated clubhouse with gourmet dining and exciting activities. Pickleball, tennis, a state-of-the-art gym, yoga, bocce-ball, mahjong, and bridge. Savor the experience enjoy delicious dining options with a full-service restaurant, a cozy grill room, and scenic outdoor patio dining. Relax and recharge soak up the florida sunshine by the pool, rejuvenate in the hot tub, or head to naples' pristine beaches just a short drive away. Explore naples discover world-class dining, upscale shopping, and vibrant culture – all at your fingertips. Reserve your slice of paradise today! Don’t miss this rare opportunity to enjoy the best of naples in the comfort of a meticulously maintained condo with unbeatable amenities.

Available december 2026 & april 2027! 30 day minimum. Rented january-march 2027. Beautifully updated, furnished & decorated - spacious 2 bed + den, 2 bath 2nd floor end unit condo in desirable cypress woods golf & country club! Enjoy the beautiful lake view w/fountain feature & view of the 17th hole! Renovated w/grey bamboo floors throughout except for tile floors in newly renovated kitchen & baths. Kitchen has 42” white shaker style cabinets, granite countertops, stainless appliances & custom storage window seat. Bathrooms also have white shaker style cabinets with white quartz countertops & renovated showers. The entire condo has been painted, plantation shutters installed, and has all new furniture. Cypress woods is a bundled golf championship 18 hole course designed by gordon lewis with a majestic and recently renovated clubhouse featuring excellent cuisine, tennis, pickle ball, bocce ball, exercise room, resort style pool and hot tub. This active community is centrally located; just a short drive to beautiful beaches, fine dining, shopping and entertainment in north naples… easy access for travel to downtown naples, bonita, estero, ft. Myers and swfl int'l airport. November & may $5, 000/mo.

Available for season 2027! And off season 2026 discover the perfect vacation retreat in this elegant 2-bedroom, 2-bathroom condo, featuring breathtaking views of shimmering lakes and lush golf courses. Thoughtfully designed and impeccably maintained, this welcoming getaway is ready for you to enjoy in the exclusive cypress woods golf and country club community in north naples. Embrace a lively lifestyle with a wide array of first-class amenities at your disposal. Whether you prefer an energizing workout at the gym, a game of pickleball, tennis, or relaxing by the lavish pool and spa, you'll find a variety of activities to suit your interests. Delight your palate at the on-site restaurant and grille, refine your golf skills on the course, and relish the serene surroundings. Conveniently located close to shopping, diverse dining options, entertainment venues, and the pristine beaches of naples, this property promises an exceptional lifestyle experience.

Available for season 2027 and may through december 2026 - 30 day minimum, 3 months preferred. Beautifully updated, furnished & decorated - spacious 2 bed, 2 bath 2nd floor condo in desirable cypress woods golf & country club! Enjoy the beautiful lake view w/fountain feature! Updates include tile floors throughout the main areas and lanai, vinyl flooring in the bedrooms, newly renovated kitchen & baths and all new furniture. Cypress woods is a bundled golf championship 18 hole course designed by gordon lewis with a majestic and recently renovated clubhouse featuring excellent cuisine, tennis, pickle ball, bocce ball, exercise room, resort style pool and hot tub. This active community is centrally located; just a short drive to beautiful beaches, fine dining, shopping and entertainment in north naples… easy access for travel to downtown naples, bonita, estero, ft. Myers and swfl int'l airport.

Rented for season 2027! Also available at a special off-season rate! Beautiful home! Cypress trace unit at cypress woods golf and country club gated community which is surrounded by 18 holes golf course that includes putting green and driving range. Immaculate and spacious 2 bed 2 bath condo located on the third floor with spectacular view of the lake and gorgeous sunsets from your screen lanai. Split floor plan, large master bedroom with 2 walk-in-closets, the master bathroom features dual sinks and shower. Spacious kitchen, extra storage. You can enjoy any of the 3 pools with spa that are inside cypress trace. Cypress wood golf and country club amenities includes tennis, pickleball, bocce court, exercise room, library, beautiful clubhouse. Enjoy resort style lunch or dinner at the cypress woods clubhouse and one of the best sunday brunch in naples fl. Enjoy peaceful walks, bike and jog anywhere in cypress woods surrounded by natural preserves. Excellent location...Easy access to i-75 (5 min), close to restaurants, shopping, beaches(15 min), rsw airport(20 min). Don't miss this one!

Beautiful, second-floor condo with elevator! Special off-season rentals, available may through december 2026. This is rented for season 2027. Come and golf! Gorgeous lake and golf course views in this fantastic and spacious 2/2 condo.This special piece of paradise is located in the highly desirable north naples community of cypress woods golf and country club, a very active, all inclusive bundled golf community. Included amenities in cypress woods are a championship 18 hole golf course designed by gordon lewis, majestic and recently renovated clubhouse, featuring excellent cuisine, tennis, pickle ball, bocce ball, gym, resort style pool and hot tub. There's always something to do, weather it's golf, social or dining events. This community is also just a short drive to the beautiful beaches, fine dining and shopping naples is known for

Beautiful third-floor condo! Rented for the 2027 season! Off-season april to november $2000 short term rentals available! Gorgeous lake and golf course views in this fantastic and spacious 2/2 condo. Available for off-season now!This special piece of paradise is located in the highly desirable north naples community of cypress woods golf and country club, a very active, all inclusive bundled golf community. Included amenities in cypress woods are a championship 18 hole golf course designed by gordon lewis, majestic and recently renovated clubhouse, featuring excellent cuisine, tennis, pickle ball, bocce ball, gym, resort style pool and hot tub. There's always something to do, weather it's golf, social or dining events. This community is also just a short drive to the beautiful beaches, fine dining and shopping naples is known for!

Discounted rate for the month of december and april! $2, 300 for december and april! Cypress woods, a premier bundled golf community in naples, fl, offers the perfect blend of comfort and resort-style living. This immaculate first-floor 2br+den condo is designed for relaxation and enjoyment, featuring an open-concept layout with abundant natural light and stunning views of the lush golf course and serene natural surroundings. Start your day with coffee or unwind at sunset on the private, screened-in lanai. The well-appointed kitchen comes fully stocked, and each bedroom is thoughtfully furnished with beautiful bedding and extra linens. A designated parking space is conveniently located just steps from your front door. Cypress woods boasts exceptional amenities, including a newly renovated clubhouse, championship golf course, driving range, pickleball, tennis, bocce ball, fitness center, resort-style pool, and hot tub. Ideally situated in north naples, this community is just a short drive from world-class beaches, shopping, dining, and entertainment, with easy access to i-75. Experience the best of florida living in this exceptional condo!

Not available for february 2027. Welcome to this beautifully appointed vacation residence located at 2730 cypress trace circle, naples, fl 34119, where comfort, elegance, and relaxed florida living come together seamlessly. Nestled within a desirable and well-maintained naples community, this inviting home offers a tranquil retreat surrounded by lush landscaping and a serene atmosphere. Designed with both style and functionality in mind, the residence features a bright, open-concept layout that enhances natural light and creates an effortless flow between living, dining, and entertaining spaces. The living area is warm and welcoming, ideal for relaxing after a day exploring naples’ world-class beaches, dining, and shopping. A thoughtfully designed kitchen provides ample cabinetry, generous counter space, and a layout that makes both everyday meals and casual entertaining a pleasure. Whether preparing a quick breakfast before heading out or hosting guests in the evening, the space is both practical and inviting. The bedrooms offer a peaceful escape, with comfortable proportions and a calming ambiance designed for restful nights. Bathrooms are well-appointed and maintained with a clean, timeless aesthetic. Every detail of the home has been curated to support a relaxed and enjoyable stay. Step outside and enjoy the florida lifestyle at its finest. Whether sipping morning coffee or unwinding in the evening breeze, the outdoor surroundings provide a quiet setting perfect for relaxation. Conveniently located in naples, this property places you just a short drive from pristine gulf beaches, championship golf courses, shopping destinations, and a vibrant dining scene. Ideal as a seasonal getaway or extended vacation retreat, this residence delivers comfort, convenience, and the quintessential southwest florida lifestyle.

Building a home and need a short month rental? Looking for a home and not quite ready to buy but you want to live in naples? This nice one-story home is available for a shot term lease. The golf membership can be transferred which enables you to play reciprocal golf until january 1st. Brand new cypress woods golf course coming january 1st 2027. Clubhouse and grill room as well as the clubhouse pool and patio are open and available for dining. Owner is making some upgrades to the home with a brand new hot water heater and epoxy garage floor..

Full golf, pickleball and amenities included. This gorgeous 2/2 condo has been completely remodeled. The kitchen has quartz countertops, additional pantry storage, a coffee bar, and all new appliances. The living room, which looks out onto the lanai and the golf course and lake, has the addition of a sleek and serene built-in electric fireplace. The primary bathroom has been completely remodeled with new cabinets, countertops, and a new shower. This unit is located within the prestigious, gated cypress woods community which has an 18-hole golf course, practice facility, 8 pickleball courts, fitness center, resort pool, bocce, tennis and beautiful walking paths. The clubhouse comes complete with formal dining, outdoor dining, grill room and many member events to enjoy. Enjoy the naples lifestyle with plenty of dining and shopping and the beach within a short distance.