All Listings, Over $7,000 Real Estate For Rent in 34114 Zip Code

Collier County | Updated
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Results 29 of 109
Turnkey
Halfmoon Point, 14541 Stern Way, Naples, Florida 34114, image 1
$8,000
  • 2 Beds
  • 2 Baths
  • 1,819 SqFt
  • $4.40/SqFt
Premium
House for rent in Halfmoon Point
14541 Stern Way, Naples, FL 34114
Available now! This stunning heated pool home features a spacious, open floor plan with all the latest upgrades. From modern light fixtures to sleek tile flooring and designer furniture, you’ll fall in love the moment you walk through the door. The home includes a guest bedroom with a queen-size bed and a second guest room set up as a private office, along with a full guest bathroom for added convenience. Step outside to the lanai, where you’ll find a dining table that seats six, overlooking a serene lake—perfect for relaxing or entertaining. The pool area is complete with four comfortable loungers, creating your own private retreat. The primary suite offers a king-size bed, a large flat-screen tv, and spacious his-and-her closets. Cable and internet are included, and the indoor dining area also accommodates six guests. Located in the highly sought-after naples reserve community, this gated oasis features 22 lakes and beautiful nature preserves. Residents enjoy access to the island club, complete with a tiki bar, café, and resort-style pools. With its waterfront lifestyle, exceptional amenities, and prime south naples location, naples reserve is an ideal place to call home. Available for the 2027 season or as an annual rental—don’t miss this opportunity to live in one of southwest florida’s most desirable communities. 90-day minimum stay required for the 2027 season.
Turnkey
Tamarindo, 379 Grace Bay Ln, Naples, Florida 34114, image 1
$8,000
  • 3 Beds
  • 2 Baths
  • 1,816 SqFt
  • $4.41/SqFt
Premium
House for rent in Tamarindo
379 Grace Bay Ln, Naples, FL 34114
Available starting april 1st 2026 and for season 2027. Welcome to tamarindo, south naples' newest and most exclusive gated community. This stunning rental property offers the highly sought-after clifton floor plan, featuring 3 spacious and elegantly furnished bedrooms and 2 luxurious full bathrooms as well as your own private pool, your very own screened-in oasis, perfect for relaxing or entertaining. High-end finishes feature wood plank tile flooring, soft-close cabinets, quartz countertops, and a fully equipped gourmet kitchen with top-of-the-line stainless steel appliances, making meal prep a delight. Lush, professionally designed landscaping enhances the property’s curb appeal. Stunning amenities, beautifully designed community room, social and game rooms with a state-of-the-art fitness center, resort-style pool with lap lanes, 4 pickleball courts, and 3 bocce ball courts. With sidewalks on both sides of the street, a stunning waterfall monument at the entry, and 4 picturesque lakes within the community, located a short drive from downtown naples, renowned white sand beaches, fine dining, and world-class shopping. Whether you're looking to unwind by the pool, stay active with the wealth of amenities, or explore the vibrant naples area, this property offers it all.
Turnkey
Antilles, 163 E Indies Dr #106, Naples, Florida 34114, image 1
$7,500
  • 3 Beds
  • 2 Baths
  • 1,698 SqFt
  • $4.42/SqFt
Entry-Level
Condo for rent in Antilles
163 E Indies Dr #106, Naples, FL 34114
Beautiful 3br, 2ba in antilles community, fully furnished.Decorated with love from sunny foyer, open floor plan kitchen and sitting area. Stainless steel appliances, huge island , granite countertops and modern kitchen cabinets and appliances, small and large. Plenty of sunlight , end unit with bay windows in the living room. Master bedroom with 2 walk in closets and lake view. Clubhouse and amenities are steps away and offer bocce ball court, putting green and 4 pickleball courts. Inside clubhouse is a fitness room, business center with the library and meeting room. Infinity pool, cabana, fire pit and hot tub adore the outside of this gated community. Lake view from enclosed balcony or master bedroom, preserve view from living area. Come see and enjoy the community, its amenities and resort lifestyle.
Turnkey
Chiasso, 9287 Chiasso Cove Ct, Naples, Florida 34114, image 1
$14,850
  • 3 Beds
  • 4 Baths
  • 3,280 SqFt
  • $4.53/SqFt
Mid-Tier
House for rent in Chiasso
9287 Chiasso Cove Ct, Naples, FL 34114
Contemporary design and privacy within luxurious fiddler's creek! This home offers west-facing lake views from the private pool and lanai, 3 bedroom suites, living room, family room, and a den/home office. The office has lake views and sliding glass doors out to the pool area - ideal for your work and play florida lifestyle! The gourmet kitchen has a gas range and entire home has been newly designer furnished in 2021 in a contemporary palette of neutrals and blues. Each bedroom has a smart tv with cable service and an en-suite bathroom. A guest bathroom is located between the family room and home office. Outside, the screened lanai has a built in gas grill and a heated swimming pool with spillover hot tub. Tropical landscaping adorns the home and the entire community, which feels like an oasis within the growing landscape of collier county! Rental includes the option to pay a one-time $750 transfer fee for access to the fiddler’s creek club & spa. The membership transfer includes all social membership club benefits - resort style pools, restaurants, full service fitness center, tennis center, and more.
Furnished, Turnkey
Winding Cypress, 7631 Jacaranda Ln, Naples, Florida 34114, image 1
$7,000
  • 2 Beds
  • 2 Baths
  • 1,542 SqFt
  • $4.54/SqFt
Premium
Villa for rent in Winding Cypress
7631 Jacaranda Ln, Naples, FL 34114
Beautiful two bedrooms plus den, two bath attached villa pool home in the amenity rich gated community of winding cypress. Main bedroom has a king bed, second bedroom has a queen bed and den has a full size pullout couch that sleeps 2 and includes a full wardrobe armoire for clothing . Spacious attached 2-car garage. Relax on the spacious lanai that overlooks the private pool and peaceful lake view. Winding cypress has resort class amenities. Clubhouse has plenty of space for social gatherings so neighbors can interact with each other and build community bonds. State-of-the-art fitness center, catering kitchen, community room, and activity room. Fabulous resort-style pool, lap pool, spa, shady palm poolside restaurant, outdoor movement studio, bocce ball courts, pickle ball, tennis courts, fire pit, boardwalk with pavilion, and bird watching overlook. If you like an active lifestyle you will not be bored as there is always something to join in and enjoy. 20 minutes to marco island, 20 minutes to naples pier and magnificent area beaches, 15 minutes to fifth avenue and third street shopping & dining, 10 minutes to i-75, 5 minutes to us-41
Furnished
Royal Palm Golf Estates, 18457 Royal Hammock Blvd, Naples, Florida 34114, image 1
$8,000
  • 3 Beds
  • 2 Baths
  • 1,763 SqFt
  • $4.54/SqFt
Premium
House for rent in Royal Palm Golf Estates
18457 Royal Hammock Blvd, Naples, FL 34114
Available only in april 2027. Escape to paradise: your perfect naples retreat awaits! Replace snow shovels with sunshine and discover your ideal winter escape in beautiful naples, florida! This stunning single-family home is designed for relaxation, offering the perfect balance of comfort, style, and convenience. Located in the royal palm golf estates community, this property boasts a variety of amenities, including a public golf course with on-site dining and a clubhouse for social gatherings. Step inside an open-concept living area that encourages relaxation and easy entertaining. Three spacious bedrooms provide ample space for guests, making it an ideal retreat for hosting friends and family who also appreciate warmth. But the true highlight of this home is just beyond the sliding glass doors: your own private pool oasis! Imagine starting your day with a refreshing swim, enjoying leisurely afternoons soaking up the florida sun, or relaxing with a cool drink by the sparkling water. It's your slice of paradise, perfect for beating those winter blues. Inside, you'll find a stylishly decorated interior with all the modern comforts you desire. After a day of exploring, you'll appreciate the generous space to unwind and recharge. When you're ready for adventure, this home's excellent location puts you just minutes from naples' world-famous beaches, championship golf courses, and endless outdoor activities. Situated in a beautiful neighborhood, you'll enjoy a tranquil retreat while remaining close to the vibrant dining, shopping, and cultural attractions that make naples so appealing. This isn't just a house; it's your chance to embrace the ultimate lifestyle. Ready to make this your sunny escape?
Furnished
Whisper Trace, 8385 Whisper Trace Ln #N104, Naples, Florida 34114, image 1
$7,500
  • 2 Beds
  • 2 Baths
  • 1,629 SqFt
  • $4.60/SqFt
Entry-Level
Villa for rent in Whisper Trace
8385 Whisper Trace Ln #N104, Naples, FL 34114
Long or short term ! Beautiful, fully furnished, 2 bedroom, 2 bathroom, plus open den in gated community of fiddlers creek, whisper trace. Home features living -great room, open kitchen with quartz counters, new microwave, with high-top stools for casual dining, separate dining room with new lightings, new washer and dryer, new floors in entry, hall and bedrooms, new counters in bathrooms. First-floor, end unit with serene view of the lake and spectacular sunrises. Community features pool, tennis, bocci, pickleball and a 10, 000 square-ft. Gym with locker rooms, sauna and steam. Resort pools being refurbished at this time. Close to marco island, isle of capri and olde towne naples. Please call for a private preview.
Furnished
Coral Harbor, 14663 Edgewater Cir, Naples, Florida 34114, image 1
$7,000
  • 2 Beds
  • 2 Baths
  • 1,519 SqFt
  • $4.61/SqFt
Premium
Villa for rent in Coral Harbor
14663 Edgewater Cir, Naples, FL 34114
Designer furnished villa home available for seasonal rent in one of the most popular waterfront-living communities in naples. This coastal living inspired home has 2 bedrooms + den, 2 bathrooms, 2 car garage and comfortably sleeps 6. Golf cart and bicycles are included for quick trips to the pool and boat docks. Upgrades include granite countertops, tile floors, premium appliances/fixtures, and a one-of-a-kind shiplap wall in the main living area. For those seeking a fun-filled and casual florida lifestyle, this is the place to be. Take a short 10 minute drive to marco island for a relaxing beach day or head to downtown naples for a 5 star dinner and fun night on the town. If you choose to stay in the community, just kick your feet up in one of the cabanas at the resort-style island club pool surrounded by a picturesque private lake and endless amenities. Take your pick…tiki bar, private lake island, fitness center, boating, canoes, kayaks, club café, card games, tennis, bocce ball, fire pit, pickleball, fishing, nature preserves, wildlife watching, rowing, basketball, playground, biking, and more. Get ready to unwind and unplug as you explore all this wonderful place has to offer.
Furnished, Turnkey
Coral Harbor, 14644 Edgewater Cir, Naples, Florida 34114, image 1
$7,000
  • 2 Beds
  • 2 Baths
  • 1,519 SqFt
  • $4.61/SqFt
Premium
Villa for rent in Coral Harbor
14644 Edgewater Cir, Naples, FL 34114
Now available july - dec '26. Jan & april '27 season - welcome to naples reserve living. This 3 bedroom, 2 full bath villa located in the amenity-rich community of naples reserve, will be sure to grab your attention! Nestled on an oversized pie-shaped, waterfront lot for privacy, and fully “turnkey” with everything one may need to enjoy a hassle-free getaway! Tenants also have access to bikes, beach chairs and beach accessories! This villa offers plenty of natural light, beautiful lake views with a fountain feature that can be seen from the family room and master suite, and its’ southwestern exposure makes for some of the most dreamy and colorful sunsets! The naples reserve community offers a “vacation resort” aesthetic. Residents enjoy access to an extensive list of amenities including a clubhouse, resort-style pool and lap pool, fitness center, tennis and pickleball courts, basketball court, bocce courts, bbq and picnic areas, two dog parks, a children’s playground, and a 2-mile walking and biking path. The community also offers an active social calendar with a new and improved tiki bar, restaurant, and clubhouse which are now open! Conveniently located just minutes from shopping plazas, publix, fresh market, and local restaurants. Within close proximity to marco island, downtown naples, and gulf beaches.
Turnkey
Esplanade By The Islands, 15191 Tolmino St, Naples, Florida 34114, image 1
$9,000
  • 3 Beds
  • 2 Baths
  • 1,950 SqFt
  • $4.62/SqFt
Entry-Level
Villa for rent in Esplanade By The Islands
15191 Tolmino St, Naples, FL 34114
3-month minimum and wide open for winter season 2027. Stunning short-term vacation rental in resort community of esplanade by the islands! Featuring nearly 2000 sqft of living space which also includes a 2-car garage and a screened-in extended lanai and outdoor bbq area.. 2 bedrooms plus a home office with pocket doors for privacy. Very bight and sunny with awesome views of the lake. South side of the building and tons of natural light. Highly upgraded unit with quartz countertops, stainless streel kitchen appliances, shaker style cabinetry, walk-in closets, tray ceiling and more! Esplanade is ideally located off us 41 in sunny naples, placing you within close proximity of beautiful marco island and gulf beaches. Downtown naples is also just a short drive away, with upscale shopping, dining and cultural attractions. Natural gas in the community. Life at esplanade provides unique opportunities centered around signature amenities and wellness programs to invigorate the mind, body and spirit. As a resident of esplanade by the islands, you will have access to world-class amenities and resort-level service. Enjoy grand wine tastings, exclusive culinary experiences, exotic excursions, live concerts, spa & wellness events and so much more! Amenities include a wellness center and day spa (hair, nails, facials, massage), bahama bar & grille, dog-park, tennis, pickleball, multiple pools & hot tub, fitness center, planned culinary arts center and so much more! New publix connected to development next door.
Unfurnished
Seven Shores, 9056 Wisteria Way, Naples, Florida 34114, image 1
$11,500
  • 4 Beds
  • 3 Baths
  • 2,489 SqFt
  • $4.62/SqFt
Premium
House for rent in Seven Shores
9056 Wisteria Way, Naples, FL 34114
Offered as a short term furnished rental and available for immediate occupancy. Welcome to seven shores, where luxury, comfort, and resort-style living come together in this brand-new, never-lived-in toll brothers home. Featuring the highly desirable pinellas floorplan, this beautifully designed residence offers 4 spacious bedrooms, 3 full baths, a private pool, tranquil lake views, and coveted southern exposure. With everything completely new and never before occupied, this home offers the rare opportunity to be its very first resident. Enjoy all the benefits of new construction without the wait along with your own private pool, lakefront setting, and convenient access to everything seven shores has to offer. Ideally positioned near the seven shores clubhouse and just moments from the community's exceptional amenities, this home places resort-style living right at your doorstep. Seven shores is one of naples' exciting new lifestyle communities, offering residents an impressive collection of amenities centered around its clubhouse, including a resort-style swimming pool, fitness center, tennis and pickleball courts, social and gathering spaces, and beautifully designed outdoor recreation areas. The community's extensive lake system, lush landscaping, walking paths, and thoughtfully planned surroundings create an inviting setting for an active yet relaxed southwest florida lifestyle. Experience brand-new toll brothers luxury and the exceptional seven shores lifestyle from the comfort of a home that truly has it all.
Furnished
Sutton Cay, 14656 Kelson Cir, Naples, Florida 34114, image 1
$13,000
  • 4 Beds
  • 4 Baths
  • 2,800 SqFt
  • $4.64/SqFt
Premium
House for rent in Sutton Cay
14656 Kelson Cir, Naples, FL 34114
***stunning-naples reserve***pool home***fully furnished annual or seasonal***3 beds +den/4 bath***amazing amentiies w/ beach club***newer community***this gorgeous, spacious, pool home is ready for your stay in paradise!! Newly listed 3 bedrooms, plus a den and 4 baths with a 2 car garage located in the gated community of naples reserve. This is truly naples best kept secret!! Pictures display this exquisite home. This magnificent home was professionally decorated with you in mind. The residence offers all the latest upgrades you desire including a private heated pool and spa overlooking the picturesque lake. This new construction comes with boasting high-end flooring throughout, a wonderful center island kitchen with quartz counters, wood cabinetry with stainless appliances, and a gas cooktop. Also, enjoy the large screened-in lanai that's perfect for relaxing or entertaining! No detail is left untouched!!! These luxurious lifestyle amenities offer a resort-style pool, tiki bar, tennis, pickle & bocce ball, fitness center, clubhouse, and much more. Annual ( 12 month lease) : $7, 000.00 dec - apr: $13, 000 may - jul/nov: $8, 000 aug - oct: $6, 800 ***first, last, and security due prior to move-in*** ***lawn, trash, and pool included in the rental rate*** ***pets are allowed with approval and deposit***
Turnkey
Halfmoon Point, 14488 Stillwater Way, Naples, Florida 34114, image 1
$8,500
  • 3 Beds
  • 2 Baths
  • 1,830 SqFt
  • $4.64/SqFt
Premium
House for rent in Halfmoon Point
14488 Stillwater Way, Naples, FL 34114
Available starting may 1, 2026, nestled in the heart of south naples, naples reserve is a gated community that captures the essence of florida living. With its grand entrance and waterfront views, this vibrant community offers a casual, fun-filled lifestyle. Surrounded by 22 lakes and nature preserves, naples reserve is as breathtaking as it is serene. The island club features a tiki bar, café, and resort-style pools, making it the perfect spot to unwind. This exquisite heated pool home offers a spacious, modern floor plan with stylish upgrades throughout. From sleek light fixtures to new luxury vinyl in bedrooms and tile flooring and contemporary furniture, you’ll feel right at home. The master suite includes a king-size bed, large flat-screen tv, and stunning lake views from the lanai. Two guest rooms, each with a queen bed and tv, share a full bathroom. Enjoy dining with family and friends at the table for six, or relax by the pool overlooking the lake. Cable and internet are included. Available for summer rental starting may, 2026. Don’t miss out on the opportunity to experience this gorgeous home in a fantastic community! Note the property is booked jan and feb of 2027, 2 month min.
Furnished
Halfmoon Point, 14471 Stillwater Way, Naples, Florida 34114, image 1
$8,500
  • 3 Beds
  • 2 Baths
  • 1,816 SqFt
  • $4.68/SqFt
Premium
House for rent in Halfmoon Point
14471 Stillwater Way, Naples, FL 34114
Available november, december or april 2027! Welcome to this stunning 3-bedroom, 2-bathroom home in the highly sought-after naples reserve community, where resort-style living meets ultimate comfort. This rental includes your own private pool and a convenient golf cart for easy access to nearby amenities. Enjoy exceptional community features like a resort-style pool, sandy beach area, and fire pit for cozy evenings under the stars. Relax at the covered tiki bar, or take a day trip to konitiki island with its covered seating and picnic areas. Stay active with volleyball, a fitness center, tennis and pickleball courts, and bocce ball areas. Dining is a breeze with an on-site restaurant and café for casual bites. Experience the best of naples luxury living in this beautiful rental home, offering unparalleled amenities and a prime location. Contact us today to reserve your stay and experience the ultimate getaway.
Furnished, Turnkey
Antilles, 262 Indies Dr #101, Naples, Florida 34114, image 1
$7,200
  • 3 Beds
  • 2 Baths
  • 1,537 SqFt
  • $4.68/SqFt
Entry-Level
Condo for rent in Antilles
262 Indies Dr #101, Naples, FL 34114
$2500 rent long term or seasonal, out of season....Annual $2800.This stunning 3 br, 2ba home in antilles. Adjacent to a serene preserve, offers a plethora of amenities within a secure gated community. The sunlit interior, tastefully furnished, providing an inviting atmosphere from the moment you step through the front door. The well-designed split bedroom layout ensures privacy, and the tranquil screened-in lanai adds to the peaceful ambiance. First floor, with a one-car garage. 3 bright bedrooms , ceiling fans, the kitchen is both spacious and fully equipped, boasting a fresh and bright aesthetic. Tiled floors , the laundry on-site, and the two full baths. The expansive master bedroom includes a master bath with double sinks, a shower, and a generous walk-in closet. Two additional bedrooms down the hallway share a well-appointed bathroom. The community offers amenities spanning 14, 000 sq ft of both indoor and outdoor spaces. Residents enjoy a pool, hot tub, tiki hut, fire pit, fitness center, putting green, bocce court, and pickleball courts. Two lakes with fountains add to the beauty and backdrop for stunning sunrises and sunsets. This residence is not just a home; it's a complete lifestyle package waiting to be enjoyed.
Furnished, Turnkey
Winding Cypress, 7763 Winding Cypress Dr, Naples, Florida 34114, image 1
$14,500$1,500
  • 4 Beds
  • 3 Baths
  • 3,077 SqFt
  • $4.71/SqFt
Premium
House for rent in Winding Cypress
7763 Winding Cypress Dr, Naples, FL 34114
Seasonal rental available for march and april 2027. Turnkey furnished, and ready for you to enjoy. This 2 story summerwood model home with breathtaking pool and spa offers a spectacular open floor plan. This home has a very large, beautiful gourmet kitchen with dining area, generous great room with baby grand piano, 3 bedrooms, 3 bathrooms on the main floor, 1 bedroom, 1 bathroom, plus a very large loft on the 2nd floor. The lanai is large and great for entertaining. The lanai screen is picture frame which allows for maximum viewing pleasure. The gorgeous custom pool with sundeck has lighted waterfall bowls and color changing lights. In addition to all of this is a 2 car extended garage with epoxy floor. The entire home is beautifully furnished with all the comforts you would want in your home. This community has wonderful resort style amenities including walking and biking trails, fitness, restaurant, party room, catering kitchen, fire pit, play area, tennis, dog park and so much more
Turnkey
Coral Harbor, 14940 Edgewater Cir, Naples, Florida 34114, image 1
$7,200
  • 2 Beds
  • 2 Baths
  • 1,519 SqFt
  • $4.74/SqFt
Premium
Villa for rent in Coral Harbor
14940 Edgewater Cir, Naples, FL 34114
Gated waterfront villa-now available for lease october 2026 forward and your pet is welcome! Immaculate! Waterfront 3 bedroom with extra large lakefront screened lanai with your own gas grill and new storm screens & new storm shutters!!. Den is furnished as bedroom #3 with a full size day bed with under bed storage, add a desk to be converted to an office/den if needed. Granite kitchen, wall mounted tv's in all bedrooms & living room, stainless appliances, large granite breakfast bar & fully stocked. Move right in. Lease for season monthly with cable, internet & electric included or annually at $3, 700 a month starting now. This guard gated community amenities are fabulous with a poolside tiki bar, clubhouse with food & beverage service, 125-acre boat friendly lake, resort-style pool with lap lanes, 5 tennis courts, 2 bocce courts, fitness center, island club, boat ramp, kayaks, paddle boards, electric boats & bikes for your use. Special designated boating/rowing areas for your convenience. Centrally located between naples and marco island & close to stores, shopping and restaurants. Minimum 30 day rental in the off season. Owner investor so this villa is available for multiple year lease... Also, we have a fabulous & newly remodeled & furnished end unit condo in bluebill for lease with big water views at $8, 500/month seasonally.....
Furnished
Crane Point, 14232 Laguna Springs Ln, Naples, Florida 34114, image 1
$13,000
  • 3 Beds
  • 3 Baths
  • 2,704 SqFt
  • $4.81/SqFt
High-End
House for rent in Crane Point
14232 Laguna Springs Ln, Naples, FL 34114
Available november and december 2026 and january 2027. February, march, and april 2027 are already reserved. Enjoy luxury seasonal living in this like new 3 bedroom plus den, 3 bathroom single family pool home located in the highly sought after naples reserve community. This beautifully furnished home features a desirable split bedroom floor plan, tile flooring throughout with no carpet, quartz countertops, stainless steel appliances, and an open concept great room designed for relaxing and entertaining. . The spacious primary suite features a king size bed and private en suite bathroom. One guest bedroom offers a queen size bed, the second guest bedroom has two twin beds, and the den or home office includes a murphy bed that comfortably sleeps two additional guests. . Step outside to your private screened lanai featuring a heated pool and spa, outdoor kitchen, and plenty of space for outdoor dining and enjoying the florida lifestyle. . Naples reserve is one of naples premier resort style communities, offering exceptional amenities including a resort pool with lap lanes, tennis courts, pickleball courts with lessons available, bocce, beach volleyball, fitness center, tiki bar, restaurant, dog park, children's playground, pontoon boat rentals, kayaks, paddleboards, 22 scenic lakes, a private island, a one mile rowing lane, and miles of walking and biking paths .. Located just minutes from downtown naples, marco island, world famous gulf beaches, shopping, dining, and entertainment, this home offers the perfect combination of luxury, comfort, and convenience for your seasonal stay. Reserve your naples seasonal rental today while november, december 2026, and january 2027 are still available.
Furnished
Winding Cypress, 6767 Pennyroyal Dr, Naples, Florida 34114, image 1
$10,500
  • 3 Beds
  • 2 Baths
  • 2,185 SqFt
  • $4.81/SqFt
Premium
House for rent in Winding Cypress
6767 Pennyroyal Dr, Naples, FL 34114
Beautifully furnished 3+den single family home in the highly sought-after, gated community of winding cypress in naples. This thoughtfully appointed home offers a comfortable and stylish escape, perfect for enjoying the southwest florida lifestyle during season. The residence features an open-concept layout filled with natural light, a well-equipped kitchen ideal for entertaining, and inviting living and dining spaces designed for relaxation. The home includes 3 spacious bedrooms and an office with an additional daybed. Primary suite boasts an en-suite bathroom and lake views. Two guest rooms, both with queen beds, share access to a second full bath. An expanded screened lanai with sparkling pool and outdoor kitchen complete the lifestyle package at this exceptional seasonal escape. 2 car attached garage. Winding cypress is known for its resort-style amenities, providing an exceptional lifestyle for seasonal residents. Community features include a stunning clubhouse, resort-style pool and spa, state-of-the-art fitness center, tennis and pickleball courts, bocce ball, a dog park, and miles of scenic walking and biking trails. The community is guard-gated, and hosts an active social calendar. Ideally located, winding cypress is just minutes from naples’ world-class beaches, shopping, dining, golf courses, and downtown attractions as well as easy access to marco island.
Furnished
Esplanade At Hacienda Lakes, 8328 N Lucello Ter, Naples, Florida 34114, image 1
$9,500
  • 3 Beds
  • 2 Baths
  • 1,912 SqFt
  • $4.97/SqFt
Premium
House for rent in Esplanade At Hacienda Lakes
8328 N Lucello Ter, Naples, FL 34114
Private pool~community pool~fitness center & pickleball courts! This home features 3 bedrooms plus a working den for work from home options. Fully furnished with everything you’ll need to enjoy sunny naples and marco island beaches, a short 18 minute drive! Open concept floor plan. The 3rd bedroom has a sleeper sofa to comfortably accommodate guests. Enjoy the community clubhouse offering a resort style pool with lap swimming, spa, fitness center, and billiards along with tennis and pickleball courts. Hacienda lakes offers a convenient location between naples 5th avenue and marco island for shopping, dining and beautiful beaches. Monthly off season price (may through october), is $5950 and monthly season price( november through april, is $9500
Furnished, Turnkey
Runaway Bay, 3423 Runaway Ct, Naples, Florida 34114, image 1
$19,500
  • 4 Beds
  • 32/2 Baths
  • 3,904 SqFt
  • $4.99/SqFt
Mid-Tier
House for rent in Runaway Bay
3423 Runaway Ct, Naples, FL 34114
Available from now until january 31st and from april 15th 2027! This stately and luxurious home offers superb water and golf course views that are sure to captivate. The home boasts comfortable, designer furnishings and features 4 bedrooms plus a study, 4 full baths, and one half bath. Beautiful travertine and hardwood flooring runs throughout the property. The gourmet kitchen, equipped with quartz countertops, seamlessly integrates with the family room for a modern open-plan feel. Additional living spaces include a separate family room and a formal dining room. The expansive primary suite is located on the first floor, featuring his and hers vanities, a garden bathtub, and a shower. The outstanding outdoor entertainment area includes a heated pool and spa, a built-in outdoor kitchen, and plenty of gathering places, making it perfect for those who love to entertain and enjoy a seamless blend of indoor and outdoor living. Upstairs, three guest suites are accompanied by a bonus entertainment/flex room with a private balcony offering incredible views of the lake and golf course. Located in the prestigious fiddler's creek community, you'll have access to resort-style amenities and be close to marco island and downtown naples, where you can enjoy white sandy beaches, world-class dining, and entertainment.
Turnkey
Sparrow Cay, 14831 Dockside Ln, Naples, Florida 34114, image 1
$15,000
  • 4 Beds
  • 31/2 Baths
  • 2,942 SqFt
  • $5.10/SqFt
Mid-Tier
House for rent in Sparrow Cay
14831 Dockside Ln, Naples, FL 34114
Available seasonally at $15, 000 per month! Available now annually for $8, 000 per month! This pet friendly and largest pool and lanai (over 5o ft) in all of naples reserve can be yours today! Coastal contemporary open floor plan perfect for entertaining w/extraordinary lake view. Waterfront lot on 125-acre lake w/opportunity to install a private boat dock. 4 beds, 3.5 baths, 3-car tandem garage. Impact glass windows. Custom heated saltwater pool/spa, noseeum screened lanai with outdoor kitchen. 12' ceilings throughout, wall to wall dual open sliders. Tile floors, ceiling fans. Gourmet kitchen w/custom italian cabinetry, huge island, quartz countertops, upgraded stainless steel appliances, walk-in pantry. Wine bar, butlers pantry. Master bedroom w/beautiful lake view & french doors leading out to screened lanai. Master bath w/2 separate vanities, walk-in shower & 2 large wics. Guest bedroom w/ensuite bath & 2 additional bedrooms w/jack-n-jill bath. Enjoy entertaining family and friends in this masterpiece of contemporary design with 4 brs and 3.5 bas and a w-i-d-e lake view. This ashton woods majorca model boasts a great room layout with 12' ceilings, accentuated by wall-to-wall dual open sliders that seamlessly integrate indoor and outdoor living spaces. Tile floors complement the contemporary aesthetic, while new modern designer ceiling fans and light fixtures add elegance. The kitchen is a chef's dreamscape, featuring cucine cabinetry with upper and lower led lighting, sleek quartz countertops, high-end stainless steel appliances, a precision induction cooktop with wall-mounted pasta pot filler, and a large 15' custom island! Additional amenities include a walk-in pantry, a wine bar, quartz counters, and a separate butler's pantry/food prep counter. Retreat to the spacious primary suite with his and her walk-in closets, beautiful lake views, and french doors leading to the screened lanai. The large spa-worthy primary bath boasts cucine cabinetry, custom mirrors, upgraded tile floors, two separate vanities, and a walk-in shower. This home also features an en-suite vip guest bedroom and two additional bedrooms connected by a jack-n-jill bath, providing ample space for family and guests alike—all generously sized. Step outside to your private paradise, offering a custom heated saltwater pool and spa with a 360-degree waterfall, both controlled remotely for convenience. The expansive screened lanai includes a state-of-the-art outdoor kitchen with a twin eagle grill, ice maker, multi-drawer refrigerator, and a zero-clearance sink. The lanai is also enhanced with uv protection and an led lighting system. Enjoy peace of mind with impact glass windows and doors, a security system, and the convenience of the central vacuum system. Enjoy amenities that include a resort-style pool, lap pool, dining, dog parks, tennis, pickleball, children's playground, and more!
Turnkey
Oyster Harbor, 3340 Kumamoto Ln, Naples, Florida 34114, image 1
$16,000
  • 4 Beds
  • 31/2 Baths
  • 3,119 SqFt
  • $5.13/SqFt
Mid-Tier
House for rent in Oyster Harbor
3340 Kumamoto Ln, Naples, FL 34114
Available january 15 - april 15, 2027. Impeccable, gorgeous, brand new home in fiddler's creek! Every detail has been attended to in order to set the stage for a fantastic, luxurious stay in this home. Four bedrooms and a den, lavish outdoor space with pool, spa, large dining area, outdoor kitchen, fire table, lake view, gas grill and living area for relaxation. Spacious kitchen with ample room for dining or socializing around the breakfast bar, fixing a cocktail at the built in bar area with beverage refrigerator or enjoying conversation in front of the fireplace. High end chef's kitchen with gas cooktop, extremely well equipped and with a large island for entertaining. No fiddler's creek amenities transfer to tenants. Home is in close proximity to naples and marco island beaches, restaurants, and downtown 5th ave and 3rd street. Naples. No pets allowed.
Furnished, Turnkey
Cotton Green, 3860 Cotton Green Path Dr, Naples, Florida 34114, image 1
$12,000
  • 4 Beds
  • 3 Baths
  • 2,300 SqFt
  • $5.22/SqFt
Premium
House for rent in Cotton Green
3860 Cotton Green Path Dr, Naples, FL 34114
Pet-friendly stays are available in january and april 2027; this home is also open off-season. Located in an award-winning community with golf course views, this charming single-family residence features a pool and is very pet-friendly. Inside, it has new countertops and high-end kitchen appliances. The first floor includes the main bedroom and a guest bedroom with an en suite bathroom. Upstairs are two additional guest bedrooms and a living area with a tv. The property offers a lanai with a pool, multiple upgrades, spacious closet storage, an eat-in kitchen, and a private yard. Residents enjoy exclusive access to a 54, 000-square-foot clubhouse with lagoon-style pools, water slides, poolside dining, a spa, a modern fitness center, steam room, sauna, tennis and pickleball courts, bocce, and various social activities—scenic trails for walking, running, and biking run through the area, perfect for outdoor enthusiasts. Midway between naples’ fifth avenue and marco island’s beautiful beaches, this lovely vacation home offers an excellent base for exploring the gulf coast’s top attractions. Close to fine dining, shopping, and marinas, it blends luxury, convenience, and leisure for an unforgettable stay.
Furnished
Hawk's Nest, 4650 Hawks Nest Way #M202, Naples, Florida 34114, image 1
$9,600
  • 3 Beds
  • 2 Baths
  • 1,840 SqFt
  • $5.22/SqFt
Entry-Level
Condo for rent in Hawk's Nest
4650 Hawks Nest Way #M202, Naples, FL 34114
Hawk's nest 202 is a luxurious second floor coach home located within the award winning fiddler's creek private residential community. Enter through the ground floor one-car garage, and follow your private staircase up to the second floor living area. Totally remodeled in a contemporary glam style, the home has a spacious living room with a sectional sofa and built in entertainment wall with a mounted flat screen tv. The carrara marble look kitchen has stainless appliances and updated white cabinets and opens to a breakfast nook overlooking the lake. Three finely appointed bedrooms are all equipped with tvs and the master bedroom has an ensuite bath with double sink vanities and a glass enclosed shower. The guest bathroom has a tub/shower combo and beautiful mosaic tile wall. The screened lanai overlooking the lake is thoughtfully furnished with a dining table for 4 and a lounge sofa. Exclusive membership transfer option renters can now elevate their stay with a transfer to members club at marco, which includes: golf privileges at rookery and hammock bay courses member clubhouse with tennis and bocce courts active social calendar and exclusive events jw marriott resort benefits including beach and pool service community & membership options: hawk’s nest 202 offers access to the hawk’s nest community pool, walking and biking paths, and the beautifully landscaped 4, 000-acre grounds of fiddler’s creek. Guests also have the option to add access to the fiddler’s creek club & spa, featuring resort-style pools, restaurants, fitness center, tennis, and social events ($750 transfer fee). Renters can alternatively choose a membership transfer to the members club at marco, which includes: golf privileges at rookery and hammock bay courses, member clubhouse with tennis and bocce courts, active social calendar, jw marriott resort benefits including beach and pool service, complimentary valet, and dining & spa discounts ($750 transfer fee).
Furnished, Turnkey
Esplanade By The Islands, 15641 Gavello St, Naples, Florida 34114, image 1
$10,000
  • 3 Beds
  • 2 Baths
  • 1,900 SqFt
  • $5.26/SqFt
Entry-Level
Villa for rent in Esplanade By The Islands
15641 Gavello St, Naples, FL 34114
Final availability aug-dec & april - brand-new construction 3+den, 2-bath villa, with a new pool/spa extended lanai (pool estimated completion august 2026) located in one of naples' hottest up-and-coming communities. Offered turnkey furnished with all new decor, this 1, 900+ sq. Ft. Residence lives large and showcases picturesque lake and private preserve views, a perfect setting for a tranquil seasonal escape with room for family and guests. Residents will love the impressive lineup of resort-style amenities, including: a spacious lagoon-style pool and separate hot tub, on-site dining at the bahama bar, a modern fitness center with brand-new equipment and dedicated stretch room with classes, pickleball and tennis courts, a newly completed secondary clubhouse featuring a game room with pool tables and card tables. There's multiple lounge areas on the pool deck with shaded outdoor seating, a double-sided fireplace, a full salon and spa and the charming toasted cafe offering coffee, tea, and morning bites. Esplanade by the islands has quickly become the talk of south naples, ideally located 20 minutes to marco island, 25 minutes to downtown naples, and close to restaurants, grocery stores, shopping plazas, beaches and more. (pool/spa has an estimated completion august 2026. Virtual renderings are shown. Deck pavers & lanai screen door are virtually staged and not true representation)
Furnished, Turnkey
Millbrook, 2850 Aviamar Cir, Naples, Florida 34114, image 1
$12,000
  • 3 Beds
  • 2 Baths
  • 2,246 SqFt
  • $5.34/SqFt
Mid-Tier
House for rent in Millbrook
2850 Aviamar Cir, Naples, FL 34114
Available for 2027 season or off season! Stunning 3br/2ba + den isabella model single family home with outdoor kitchen, pool & spa and all the wonderful benefits of a social membership (no golf). This home has it all, designer touches all around, state of the art kitchen, 2246 square feet of living space will provide you with plenty of room and comfort. The screened in lanai has an outdoor kitchen, built in gas grill, pool & spa, perfect for entertaining. Enjoy the tranquil lake & preserve view for the ultimate relaxation. Fiddlers creek is an award winning community with fantastic amenities. Only 20 minutes from downtown naples, shopping, dining, and the pristine white sandy beaches naples has to offer. Please note, no pets allowed per owner, thank you!
Furnished, Turnkey
Winding Cypress, 7052 Live Oak Dr, Naples, Florida 34114, image 1
$9,000
  • 2 Beds
  • 2 Baths
  • 1,685 SqFt
  • $5.34/SqFt
Premium
House for rent in Winding Cypress
7052 Live Oak Dr, Naples, FL 34114
Luxury winding cypress vacation rental in naples florida / backyard oasis with a practice putting green, infinity spa, fire table and oversized heated pool. Now booking season 2027 7052 live oak drive is your private southwest florida escape. The ideal home for vacation getaways or extended stays all year round. This 2 bed, 2 bath home with a den / office offers 2 king beds and all the comforts of then ... And then some! It is ideally located in a quiet, highly sought-after neighborhood just minutes from the area’s best beaches, public golf courses, dining, and shopping. This beautiful single family home offers the ideal blend of comfort, luxury, privacy, and convenience for your family’s next vacation. The winding cypress community is just a short drive to world-famous gulf beaches, championship golf courses, and popular destinations like fifth avenue south and mercato. Step inside to a bright, open layout designed for relaxing and entertaining. The spacious living areas flow seamlessly into a well-appointed kitchen, creating the perfect space to gather with family and friends. Enjoy the true florida lifestyle outdoors with an extra-large private lanai - perfect for morning coffee, evening cocktails, or simply soaking in the warm sunshine. Whether you're here to relax, explore, or enjoy the sunshine, this home offers everything you need for an unforgettable stay. Adjacent to the picayune strand forest, with tile floors throughout / no carpet in this home. Situated on a lakefront lot with outdoor putting in backyard, an outdoor gas grill, fire table, dining area and the most amazing pool and spa. There are beach chairs, 4 bicycles and a variety of workout equipment provided in the garage. The extended driveway offers plenty of room for parking. The winding cypress community offers the most impressive amenities, including a resort style pool with a waterfall, a spa, an on-site restaurant - the shady palm cafe, a fitness center, movement room, miles of nature trails, a clubhouse and over 800 acres of natural preserves polished of by a wooden boardwalk. *this is a pet free vacation rental. The owners have installed a uv light in the a/c system *all applicants will have to fill out the hoa application online through tenant evaluation *applications must be submitted at least twenty (20) days prior to occupancy / start of the lease *application fees (paid by tenant directly) is $250.00 per individual age 18 + over
Furnished
Millbrook, 3122 Aviamar Cir, Naples, Florida 34114, image 1
$12,000
  • 3 Beds
  • 31/2 Baths
  • 2,249 SqFt
  • $5.34/SqFt
Mid-Tier
House for rent in Millbrook
3122 Aviamar Cir, Naples, FL 34114
Enjoy tranquil views while dining al fresco on the spacious lanai overlooking the heated pool and spa and the nature preserve beyond. The lanai also features a summer kitchen with gas grill and service area. This brand new single family home offers an open floor plan, fully equipped kitchen with granite counters and upscale appliances. Other special features include: new comfortable furnishings and accessories, 4 flat screen tv's including a 50" flat screen tv in the living room, two car garage - the list goes on! Ask for information on the fiddler's creek clubhouse, which offers an array of amenities and activities
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