$5,000 per month
745 Crossfield Cir, Naples, FL 34104
LOCATION!!! LOCATION!! LOCATION! AVAILABLE FOR SEASON FROM JANUARY 1, 2026 THRU APRIL 30, 2026 AND OFF SEASON FROM SEPTEMBER 1, 2025 THRU AUGUST 31, 2026 ALSO, AVAILABLE FOR ANNUAL RENTAL STARTING IMMEDIATELY, TURNKEY.
Susan Cohen Downing Frye Realty Inc.
$3,300 per month
7794 Tommasi Ct, Naples, FL 34114
Oakmont Model Pool home , This 3 bdrm 2.5 bath plus a den available NOW for Lease. Live in this home like you own it ! All amenities included with Basic Cable and internet. Verona Walk offers 24 hr. guarded gated entry, lighted tennis, bocce ball, basketball and pickle ball courts, resort-size community Lagoon pool, lap pool, tot lot, over 20 miles trails, 24/7 gym, post office, cafe/restaurant,
Vic Cuccia Veronawalk Realty, Inc.
$18,000 per month
8838 Lely Island Cir, Naples, FL 34113
Grand Home in Lely Island Estates. 4 Bedrooms, 3.5 Baths (including one off the pool/lanai/grilling area). Great open floor plan with vaulted ceilings and extra den off the living room. Several areas to dine: formal dining, eat-in-kitchen, and outdoor dining in lanai. Extra features: 2 car garage, pool and spa, 4 bedrooms , large walk-in shower and walk in closet in master bed, kitchen with
Mary Babroff Premier Sotheby's Int'l Realty
$3,995 per month
3928 Valentia Way, Naples, FL 34119
Rare opportunity to enjoy full-time living in the highly sought-after community of Island Walk. This free-standing Oakmont model is offered unfurnished and move-in ready. The spacious and functional layout features an open concept design with soaring ceilings and abundant natural light. Ceramic tile flooring flows throughout the home, providing a clean and modern feel with no carpet. The kitchen
Josh Yelensky Current Property Management
$28,000 per month
967 Tivoli Dr, Naples, FL 34104
Live the luxurious Naples Lifestyle at this grand estate home in the gated community of Briarwood. This former model home and Grand Venetian Floor plan features 4 bedrooms, 3 full baths, oversized saltwater swimming pool & spa, summer outdoor kitchen, BBQ Grill & fireplace. Sleep up to 8 people. House is on propane gas. Full kitchen and dry bar. Other Features: Home surround sound system, Free
Elliot Barton Waterfront Realty Group Inc
$11,000 per month
6065 Divot Ct, Naples, FL 34113
This seasonal home is on a cul-de-sac and is perfect for your vacation!! This open layout home features 3 Bedrooms, 2 Bathrooms, Dining area, upgraded Kitchen, screened lanai with heated pool and spa, attached 2 car garage and more! The Primary Bedroom has a gorgeous canopy bedroom set, large flat screen TV and has sliders that open to the pool area. The attached Primary Bathroom features dual
Mary Babroff Premier Sotheby's Int'l Realty
$5,800 per month
2347 Coach House Ln, Naples, FL 34105
A Great opportunity to reside in this private residence that has never before been rented. A Unique fully furnished 4 bedroom 3 bath home on a 2 1/2 Acre parcel of land that is not only TOTALLY PRIVATE, the entire 2 1/2 acres is fully fenced with a landscaped and wooded acre of land as your back yard. The home and furnishings are all upscale and unconventional as it was created and designed by
Sheila Lewis Gulf Coast Investment Properties
$3,900 per month
8388 Laurel Lakes Blvd, Naples, FL 34119
Discover your own slice of paradise in this 3 bedroom + DEN, 2 bathroom POOL home located in a sought-after North Naples gated community. Offering over 2,000 sq. ft. of open living space, this home is designed for comfort and style with an updated kitchen featuring stainless steel appliances, tile and luxury vinyl plank throughout (no carpet!), and a spacious split bedroom floor plan. Step
Jacie Cahoon Paradise Coast Property Team
$13,000 per month
7778 Ashton Rd, Naples, FL 34113
FURNISHED MONTHLY RENTAL in Ashton Place within Lely Resort. This 3 bedroom, 2 bath plus den single family pool home is located in the gated community of Ashton Place within Lely Resort. This well appointed home features a gourmet kitchen with breakfast nook, a large family room off the kitchen, a formal dining room, 3 bedrooms and a den with a queen sized sleeper sofa. There are many upgrades
Mary Babroff Premier Sotheby's Int'l Realty
$13,000 per month
6489 Caldecott Dr, Naples, FL 34113
This charming San Remo 3/2 excellent room home is in the quiet, private, gated Caldecott community at Lely Resort. Meticulously maintained, updated, and furnished with a contemporary coastal design in mind. Incredible Pool Home with the offer of a Player's Club Membership transfer. Some updates include a new impact-resistant front door, white kitchen cabinetry, granite countertops, and stainless
Aniledif Ayala Burger Premier Sotheby's Int'l Realty
$150,000 per month
1270 Gulf Shore Blvd S, Naples, FL 34102
Escape to paradise in this stunning beachfront estate offering the perfect blend of coastal elegance and modern comfort. This spacious home boasts 5 bedrooms plus several flex spaces 5 and a half baths and private elevator, providing ample room for family, guests or a home office set up. Enjoy breathtaking ocean views from your private balcony, direct beach access, and the soothing sounds of the
Michelle Lauzier Douglas Elliman Florida,LLC
$9,600 per month
589 Lambton Ln, Naples, FL 34104
Welcome to the land of sunshine and all year round fun! This home embodies what it means to vacation in Naples! Located in the sought community of Berkshire Lakes, this beautifully decorated house features three bedrooms, two bathrooms and a heated saltwater pool. The primary bedroom contains a king bed, walk in shower and separate tub. There is a television in the primary bath so you can relax
Elizabeth Potgieter Premier Sotheby's Int'l Realty
$11,995 per month
14232 Laguna Springs Ln, Naples, FL 34114
Availability: Oct, Nov Dec 2025, January 2026, and May 2026 onward. (30-day minimum)This like-new Stock custom home is a stunning 3-bedroom, 3-bathroom single-family residence with a den, private pool, and spa available for seasonal rental. The home features split bedrooms, tile flooring throughout (no carpet), stainless steel appliances, and quartz countertops.The master suite has a
Mike Shoaff RE/MAX Hallmark Realty
$9,000 per month
8337 Promoso Ct, Naples, FL 34114
Furnished single-family home with private heated pool and lake view available in Esplanade at Hacienda Lakes. This beautifully maintained residence features an open floor plan, modern kitchen with stainless steel appliances, spacious living and dining areas, and a screened lanai with serene water views. Bedrooms are tastefully furnished for a comfortable, move-in ready stay.Community
Jenny Albaz Real Broker, LLC
$30,000 per month
Unlisted Address
Step back into a bygone era of classic charm and comfortable elegance. Nestled in the ultra-exclusive, world renowned enclave of Port Royal, Florida, this quiet, very private, oasis invites you to experience old-world charm combined with modern comfort. This splendid waterfront residence boasts 4 graciously appointed bedrooms and 4.5 luxurious bathrooms, sprawling across nearly 4,000 s.f. of
Anthony Dwyer Compass Florida LLC
$22,500 per month
482 Trade Winds Ave, Naples, FL 34108
This beautiful, spacious and comfortable vacation rental home is located in the highly desireable Connors section off of Vanderbilt drive. Veryclose to the beach, Mercato and all that Naples has to offer! 4 bedrooms, 3 full bathrooms, large lanai with a heated pool facing the canal - whatelse could you ask for your winter vacation? Dogs are welcome with owners' approval!
Elina Maranz Naples Vibe Realty, LLC
$18,000 per month
643 108th Ave N, Naples, FL 34108
Welcome to your ultimate beach getaway at the Magnolia Manor! This stunning beach house is just a leisurely bike ride or walk from Vanderbilt Beach and the Mercato, this location perfectly marries convenience and tranquility.Our 4-bedroom, 2-bathroom residence is designed with an emphasis on leisure and comfort. The expansive living room serves as a social hub, carefully designed to host
Jake Ponsler Naples Vacation Properties
$4,850 per month
2662 Riverview Dr, Naples, FL 34112
Experience exceptional waterfront living with direct Gulf access to Naples Bay and the Gulf of Mexico perfect for endless back bay boating adventures. Relax in the stunning heated pool and hot tub, or entertain guests on the expansive pool deck, ideal for outdoor dining. Nestled near the vibrant Bayshore Drive entertainment district, this home places you close to shopping, dining, and
Jack Veldhoven Premiere Plus Realty Company
$30,575 per month
635 Fountainhead Ln, Naples, FL 34103
This property boasts a prime location, situated conveniently west of 41 in one of the most desirable neighborhoods, Park Shore. This recently renovated exquisite home is just a few minutes away from the beach, Venetian Village, and Waterside Shops, making it the perfect spot for those who enjoy a lively and active lifestyle. The area is renowned for its scenic beauty, upscale shopping and dining
Jonathan Minerick Homecoin.com
$25,000 per month
11234 Five Oaks Ln, Naples, FL 34120
AVAILABLE with FULL GOLF privileges. This lake-front beauty boasts nearly 3,500 sf of indoor and 2,500 sf of outdoor living space on over half an acre of land in the guard-gated community of Twin Eagles. Offering both formal and informal living spaces, this home is ideal for entertaining and family gatherings. All three bedrooms have their own baths and there is also a dedicated home office
Julie Baron Premier Sotheby's Int'l Realty
$9,800 per month
1973 Yellowfin Cir, Naples, FL 34114
Welcome to this gorgeous new single-family home in Manatee Cove, featuring new furnishings and a stunning water view. Embrace every moment and enjoy this large pool, spa, and lanai, as well as an outdoor kitchen equipped with a built-in style gas grill, an extra-burner grill, loungers, a table for 6, and a couch/chairs for outdoor entertaining.The first floor includes a spacious primary
Aniledif Ayala Burger Premier Sotheby's Int'l Realty
$6,395 per month
9446 Caymas Terrace, Naples, FL 34114
Be the first to live in this stunning new construction home in Caymas, one of Naples’ most desirable and up-and-coming communities. This beautifully designed Brixton model offers 2,366 sq. ft. of luxurious living space with 3 bedrooms plus a den, 3 full bathrooms, and a variety of thoughtfully selected upgrades throughout. From elegant quartz countertops and premium cabinetry to custom lighting
Eddie Rodriguez John R Wood Properties
$12,000 per month
14715 Kelson Cir, Naples, FL 34114
Available as an Vacation Rental at $12,000/month. This spacious Barrymore floor plan single-family home is located in Naples Reserve, a premier five-star resort community. Residents enjoy world-class amenities including a Waterfall lagoon-style pool & lap pool, State-of-the-art fitness center, Latitudes Cafe & Tiki Bar, Fire pit, beach volleyball courts & bocce courts, Outrigger activity center,
Jana DeNault Berkshire Hathaway FL Realty
$6,000 per month
14715 Kelson Cir, Naples, FL 34114
Available as an Annual Rental at $6,000/month or a Seasonal/Vacation Rental (November–April) at $12,000/month.This spacious Barrymore floor plan single-family home is located in Naples Reserve, a premier five-star resort community. Residents enjoy world-class amenities including a Waterfall lagoon-style pool & lap pool, State-of-the-art fitness center, Latitudes Cafe & Tiki Bar, Fire pit,
Jana DeNault Berkshire Hathaway FL Realty
$36,000 per month
2728 Crayton Rd, Naples, FL 34103
Located in Moorings, one of Naples' most desirable and highly sought-after neighborhoods is this chic and sophisticated 3 bedroom/3 full-bath home featuring an open-concept living area, and an oversized, covered lanai with a heated pool and sweeping views of the Moorings golf course. Decorated by one of Naples' finest interior designers, Wilfredo Emanuel. Close to downtown and the beach, this
Jonathan Minerick Homecoin.com
$4,000 per month
5030 Rustic Oaks Cir, Naples, FL 34105
Now available for rent, 5030 Rustic Oaks Circle is a beautifully maintained 3-bedroom, 2.5-bath single-family home located in a gated community in the heart of Naples, Florida. Offering 2,208 square feet of living space, this courtyard-style residence features a private pool and spa with an outdoor half bath—perfect for relaxation and entertaining. The interior includes softwood, tile, and carpet
Raymond Staton Staton Properties, LLC
$13,000 per month
7785 Ashton Rd, Naples, FL 34113
Great home in Lely with Player's Club and Spa. Bright white and accent colors for a relaxed, calm, comfortable beachy feel. Large dining area and eat-in kitchen, too. Lots of windows! Three bedrooms and three full bathrooms. One of the bedrooms is a casita off the pool. The large pool area has many loungers and entertaining spaces with a grill. King in Primary has a walk-in shower and garden
Aniledif Ayala Burger Premier Sotheby's Int'l Realty
$13,000 per month
1088 Wisconsin Dr, Naples, FL 34103
Central Naples BLISS! This PET-FRIENDLY 2 bedroom, 2 1/2 bath home lives large with more than 2,000 sf of private, back yard living space. Enjoy the heated pool with a sun shelf, spa and outdoor shower; large, covered family room /dining area with a mounted flat screen TV and gas grill; ample open patio space for soaking in the sun and a storage area for the pool and yard toys. Inside, the
Julie Baron Premier Sotheby's Int'l Realty
$11,500 per month
2438 Butterfly Palm Dr, Naples, FL 34119
Don't miss this amazing opportunity to rent a remodeled home in Saturnia Lakes. The owners have left nothing out when updating the home with new paint, flooring, furniture and remodeled guest bath. This three bedroom two bathroom home features an open, split floor plan. The two guest bedrooms have queen beds and share a bathroom with a walk in shower. The large primary suite features a king
Grace Meholick Premier Sotheby's Int'l Realty
$12,000 per month
735 High Pines Dr, Naples, FL 34103
Available 2026 Season. Off Season available October 10 - NOV 30, Rate $4200 pm. SEASON RATES START DEC 2025 $12,000 PER MONTH. ALL RENTALS SUBJECT TO TAXES AND STANDARD FEES. Fantastic West of 41 Location. Walk to everything, Just 7 blocks to the beach, Gulf Shore North Beach Access or Clam Pass Park with Beach Tram Facilities, Beachside Lunch-n-Cocktails. Waterside shops 3 blocks for
Steve Fuller Downing Frye Realty Inc.
$65,000 per month
154 4th Ave N, Naples, FL 34102
Coastal Chalet in Olde Naples - this stunning coastal dream is only a 2-min walk to the sparkling coastline of the Gulf of Mexico! This beautifully appointed home includes 4 bedrooms (two of them being primary suites), a centrally located study perfect for midday meetings, an upstairs den set up as a 2nd entertainment area, and an upstairs loft perfect for reading or cards. This vacation home is
Stacey Cotter John R Wood Properties
$45,000 per month
215 Mooring Line Dr, Naples, FL 34102
Sailboat Pointe - a waterfront OASIS just minutes from the beach! Enjoy soaking up the sun on your private pool lanai that wraps around the entire rear of the home and has a beautiful panoramic water view. This 2-story home is situated in a highly desired Naples neighborhood known for its coastal feel & convenient location. You will literally be minutes from being able to soak up the sun on the
Stacey Cotter John R Wood Properties
$11,000 per month
2500 Kings Lake Blvd, Naples, FL 34112
Welcome to your modern oasis at 2500 Kings Lake Boulevard, Naples, FL. This luxury rental offers a stunning 4-bedroom, 2-bathroom home spanning 2103 square feet. As you step inside, you'll be greeted by a completely updated and renovated interior, featuring new floors, bedrooms, bathrooms, and a kitchen adorned with new stainless steel appliances. The property boasts a prime location, set against
Joseph Scott Compass Florida LLC
$7,500 per month
671 94th Ave N, Naples, FL 34108
2026 $1,000 off discount when booking 3 plus months! PRIVATE HEATED POOL – CLOSE TO BEACH - PET FRIENDLYOff-season weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,680 (rent, tax, cleaning, utilities, cable/wifi, pool heat, damage waiver all included). Naples FL vacation rental.Nestled in a great set of neighboring
Nancy Brown Starlink Realty, Inc
$20,000 per month
9515 Campanile Cir, Naples, FL 34114
Gorgeous Updated Home in Fiddler's Creek with Social Membership. Lovely KING Beds and new decor in each of the 3 bedrooms all with smart tv's and 3 full baths. Enjoy a WATER VIEW with large lanai, private pool and spa. This open floor plan has extra large island and will have bar seating, the room flows into a comfy living space with lots of reclining and large television. Fresh COASTAL feel
Lauren Wells Premier Sotheby's Int'l Realty
$20,000 per month
6605 Southfork, Naples, FL 34108
Stunning and sought after Pelican Bay pool home. Spacious great home featuring 2 bedrooms, Den, and 3 bathrooms. This renovated pool home is the perfect place to spend your Season! Fully equipped kitchen, formal living and dining room, morning room off kitchen, and family room with large screen TV. The outdoor living space is perfect to relax, grill or swim in the heated pool. There is a fabulous
Dawn Hardee Royal Shell Real Estate, Inc.
$11,000 per month
8095 Piedmont Dr, Naples, FL 34104
Welcome to this beautiful fully furnished rental with Pool, Spa and amazing lake views. Three Bedrooms and a den, 3 and 1/2 baths. This home has it all for your enjoinment including kitchen upgrades, quartz counter tops. stainless steel appliances, an open floor plan off the kitchen offers plenty of seating, a large screen TV, formal dining room. Master bedroom with large sitting area, king bed,
Tina Carvalho Advantage Sales & Rentals Inc
$18,000 per month
4083 Belair Ln, Naples, FL 34103
An exquisite rental property at luxurious Park Shore located in Naples Florida is now being offered for rent. 3 bedroom, 3 bathroom, open floor plan unique property with a lot of character and charm is surrounded by lush beautiful landscaping. This home is privately tucked in and secluded, while facing fabulous sunsets with a western exposure. Outdoors dinning, entertainment and relaxation
Tomas Nagys Realty One Group MVP
$3,500 per month
702 Lambton Ln, Naples, FL 34104
Charming Lakefront POOL Home in Berkshire Lakes – is now available for annual occupancy! Can come furnished as shown or unfurnished. Welcome to your perfect Southwest Florida retreat. This beautifully maintained 3-bedroom, 2-bath single-family home is located in the desirable Berkshire Lakes community and offers peaceful lakefront living with stunning sunset views right from your screened-in
Greg Gaffney Realty One Group MVP
$3,500 per month
1436 Serenity Cir, Naples, FL 34110
UNIQUE off season opportunity to rent this spacious 3/3 with private pool. Located in Sterling Oaks, known for their active lifestyle resort living community. Sterling Oaks offers 12 Hard Tru Tennis Courts (membership required), included are 5 Pickleball Courts with leagues, Bocce ball, fitness center and an Olympic size community pool with cabana bar. The Cabana bar offers lunch and beverages
Gregory Manchester Coldwell Banker Realty
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