$50,000 per month
Unlisted Address
This newly renovated home is centrally located to the best Old Naples has to offer. Only a block from the beach, and a short walk to Fifth Avenue's luxurious restaurants and shops, so you're right in the beating heart of Naples. The house has an open floor plan concept, with a connected family room, dining room, and kitchen, along with a den and an office.
Tom Puckett Luxury Real Estate LLC
$11,000 per month
2721 Olde Cypress Dr, Naples, FL 34119
Welcome to your private slice of Naples paradise at 2721 Olde Cypress Drive a home that feels less like a house andmore like a private retreat sculpted around the quintessential Florida lifestyle.This isn't just a living space, it's a story in architecture and atmosphere. Nestled in the gated Olde Cypress community, the address sits like a quiet crown jewel along a shimmering waterway and
Ivana Mladenovska Realty One Group MVP
$6,500 per month
3631 1st Ave NW, Naples, FL 34120
Available March 1st 2026!! Completely remodeled 4-bedroom + den, 2.5-bath home set on 2.27 acres. This fully fenced and gated property features a stunning pool and a spacious covered outdoor area, perfect for grilling and entertaining. Nestled in the highly desirable Weber Woods neighborhood, this rental opportunity offers 2,834 sq. ft. of air-conditioned living space and a total of 4,872 sq. ft.
Eric Manring Compass Florida LLC
$45,000 per month
783 11th Ave S, Naples, FL 34102
This exquisite 4 bedroom, 5 bathroom coastal contemporary home is perfectly situated just blocks from Naples’ white sand beaches and the vibrant Third Street South and Fifth Avenue districts. Built in 2022, the 4,600-square-foot retreat blends modern luxury with sophisticated design. The gourmet kitchen features Wolf/Sub-Zero appliances, dual refrigerators, a wine tower, and a Cristallo quartzite
Sarah Wayne Gulf Coast International Lux R
$12,000 per month
1412 Hemingway Place, Naples, FL 34103
***STUNNING ANNAUL / SEASONAL RENTAL AVAILABLE***Stunning Seasonal or Annual Rental in Exclusive Hemingway Place Available for immediate occupancy, this exceptional residence is located in Hemingway Place, a private gated enclave of elegant homes, ideally situated in the heart of Naples. Enjoy unparalleled convenience with Park Shore and Venetian Village just moments away, offering spectacular
Andrea Clark Premier Property Management
$25,000 per month
1412 Hemingway Place, Naples, FL 34103
***STUNNING ANNAUL / SEASONAL RENTAL AVAILABLE***Stunning Seasonal or Annual Rental in Exclusive Hemingway Place Available for immediate occupancy, this exceptional residence is located in Hemingway Place, a private gated enclave of elegant homes, ideally situated in the heart of Naples. Enjoy unparalleled convenience with Park Shore and Venetian Village just moments away, offering spectacular
Andrea Clark Premier Property Management
$6,500 per month
1309 Briarwood Ct, Naples, FL 34104
Welcome to Your Naples Retreat at 1309 Briarwood Ct Enjoy the best of Naples living in this beautifully maintained TURNKEY FURNISHED COURTYARD POOL home located in the desirable Briarwood community. Whether you’re planning a relaxing getaway or an extended stay, this property is available short- or long-term, with a minimum stay of just one week, offering flexibility to fit your plans. ***AS OF
Erica Eister Eister & Company, Inc
$12,000 per month
5858 Star Grass Ln, Naples, FL 34116
Welcome to your 1.14-acre modern oasis at 5858 Star Grass Lane. OFFERED FULLY INCLUSIVE: Rent covers electric, high-speed internet, water/sewer, trash, security system, landscaping, weekly pool service, pest control, and water system maintenance. This 4BR/2BA estate offers 2,432 sq. ft. of sleek living space featuring high ceilings and luxury vinyl floors. The newly remodeled chef’s kitchen flows
Jessica Bosworth Compass Florida LLC
$11,000 per month
2147 Yellowfin Cir, Naples, FL 34114
NOW AVAILABLE DEC '26 & MAY- NOV '27- This modern oasis offers the perfect getaway with everything one would need to enjoy their vacation! Tastefully decorated and “Turnkey” for your convenience, this Trailside model offers 4 Bedrooms + a den, 3 full bathrooms and a A BONUS LOFT on the 2nd story for your guests! At 2615 sqft, this highly sought after open-concept floor plan includes an expansive
Taylor Farquhar Coldwell Banker Realty
$4,500 per month
45 Wickliffe Dr, Naples, FL 34110
True four bedroom FURNISHED/Turnkey home in north Naples with large screened-in saltwater pool/spa and fenced in back yard. Perfect for those relocating, transitioning between homes or in town for an extended period. Quiet neighborhood. Excellent location less than 5 miles to beaches, nearby park with walking trail, restaurants, expanded NCH Hospital, Arthrex, Mercato shopping center, Seed to
Lisa Miller Coldwell Banker Realty
$12,000 per month
16892 Brightling Way, Naples, FL 34110
Stunning Single-Family Pool Home located in Talis Park available for lease short term only now June 2026 through mid October 2026 @ $12,000 per month. NOT AVAILABLE during Nov, Dec 2026 and Jan-March 2027 season. 4 Bedrooms all full ensuite and all appointed with king beds. Two levels with one guest bedroom and open den/office area and flex space upstairs. Southwestern exposure with lots of
Janine Rendano Real Broker, LLC
$6,500 per month
3320 Pilot Cir, Naples, FL 34120
Spacious Furnished 5-Bedroom Pool Home in Compass Landing – Annual or Seasonal Rental – North Naples, FL Discover exceptional living in this stunning 5-bedroom, 3.5-bath pool home located in the gated boutique community of Compass Landing in highly desirable North Naples. Offering over appx. 3000sf of modern living space, this residence provides the perfect blend of comfort, luxury, and
NEL OZ Ozeryansky Realty One Group MVP
$2,800 per month
2930 37th Ave NE, Naples, FL 34120
Newer home on large lot.
Virginia Devisse Downing Frye Realty Inc.
$35,000 per month
476 1st Ave N, Naples, FL 34102
Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering a cheerful interior. The living room offers a comfortable, upholstered couch, 3 side chairs, fireplace, and beautiful artwork. The dining area offers a mahogany, rectangular table, with dining
Marjorie Workinger Royal Shell Real Estate, Inc.
$3,500 per month
8578 Veronawalk Cir, Naples, FL 34114
Escape to paradise in this stunning rental home nestled within the vibrant community of Verona Walk in Naples, Florida. Available for off-season rental, this turnkey oasis offers a flexible lease term of 4-8 months, from April 15th to December 15th. Ideal for those awaiting the completion of their Naples dream home or seeking a seasonal retreat, this residence promises the ultimate in comfort and
John See Keller Williams Elite Realty
$7,895 per month
6941 Hunters Rd, Naples, FL 34109
Don't miss your chance to rent this truly one of a kind home in the heart of Naples! 6941 Hunters Rd is a 4 bed 2 bath single family home located in Naples. This home is just across the street from the Community School of Naples in Livingston Woods! If you enjoy the FL Sun Shine and the Private Outdoors look no further! Sitting on a 2.27 Acre lot, this home sits on the back end of this lot
Michael Wittmann Realty Group of SW Florida Inc
$40,000 per month
481 21st Ave S, Naples, FL 34102
ANNUAL RENTAL - BRING YOUR BOAT to this single family, waterfront home with Old Florida charm. Just 4 blocks from the beach, this 4 bedroom + den home spans the 2nd and 3rd floors of this 3-story home with a private elevator (1st floor is enclosed parking). Brick and hardwood floors accented with shiplap walls and ceilings add to the charm of the main floor living space which includes a two-story
Julie Baron Premier Sotheby's Int'l Realty
$15,000 per month
7763 Winding Cypress Dr, Naples, FL 34114
Seasonal Rental available for 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
Melanie Listrom REMAX Affinity Mercato
$9,500 per month
6687 Huntley Ln S, Naples, FL 34104
Vacation of a lifetime! Welcome home to this Pet-Friendly and Turnkey Furnished 4 bedroom Waterfront home on an oversized lot within Berkshire Lakes! Views Views Views! Featuring Southwest exposure for all day sun, your quiet days and evenings around the pool and spa are sure to delight with all day sun, and beautiful sunrises and sunsets. This community also has a community pool, tennis courts
Todd Culmer Waterfront Realty Group Inc
$5,000 per month
6687 Huntley Ln S, Naples, FL 34104
Vacation of a lifetime! Welcome home to this Pet-Friendly and Turnkey Furnished 4 bedroom Waterfront home on an oversized lot within Berkshire Lakes! Views Views Views! Featuring Southwest exposure for all day sun, your quiet days and evenings around the pool and spa are sure to delight with all day sun, and beautiful sunrises and sunsets. This community also has a community pool, tennis courts
Todd Culmer Waterfront Realty Group Inc
$4,100 per month
3673 62nd Ave NE, Naples, FL 34120
Just reduced price for this beautiful pool home for long term rental. 4 bedrooms plus Den, 3 bathrooms open concept with lots of space and storage. Home has impact windows and doors, metal roof and lots of other nice upgrades. There is a room with full bathroom behind the kitchen by the pool that can serve as mother in law suite. Reverse Osmosis system for the whole house. Close to the new Big
Silvie Alvarado Premiere Plus Realty Company
$16,000 per month
8754 Calypso Ct, Naples, FL 34112
Available December 2026, as well as off season from May through Nov! Gorgeous brand new 4BR/3.5BA + Den Acacia Grande model single family home with pool and spa in The Isles of Collier Preserve. Beautifully decorated with a well-equipped kitchen and a large great room that will accommodate for all your entertainment needs. Split bedrooms comfortably allow privacy with plenty of room for
Stephanie Spooner WeichertRealtors-ParadiseHomes
$8,000 per month
16309 Winfield Ln, Naples, FL 34110
Welcome to Camden Lakes, a North Naples gated community conveniently located near shopping, dining, entertainment, white-sand beaches and zoned for top-rated schools. Enjoy lake and preserve views from this family-sized 4 bedroom plus den single family home with an attached 2-car garage. Impeccably maintained & loaded with upgrades including a well-appointed gourmet chef’s kitchen w/ beautiful
Yuri Granovsky Realty One Group MVP
$3,110 per month
7030 Torino Terrace Unit 2408, Naples, FL 34119
This NEW construction Boticelli model 4 bedroom townhome features a first floor bedroom and a full bathroom on the first floor. On the second floor there are 3 bedrooms and 2 full bathrooms. 1 car attached garage. Pets welcome, no breed restrictions. Just 8 miles from the pristine Gulf beaches and only 10 miles to the vibrant shops and dining of downtown 5th Avenue, this location offers the best
Jim Dupre Prime International Realty LLC
$18,000 per month
7515 Pelican Bay Blvd Unit PH-D, Naples, FL 34108
Open 90-days for the 2027 Season! Wide, breathtaking views of the Gulf of Mexico and protected mangrove greet you upon entering the double doors to this 22nd floor penthouse end unit. The highly desirable "front-to-back" floor plan offers 2850 sq. ft., coastal colors with a bright, sunny exposure from sunrise to sunset. With Italian marble floors throughout the living areas, you will be delighted
Marjorie Workinger Royal Shell Real Estate, Inc.
$45,000 per month
678 11th Ave S, Naples, FL 34102
OPEN FOR 2025-26’’ SEASON! FRESHLY REMODELED this summer, this 4+ Bedroom/ Den/4.5 bath, bayfront house is nestled between the Gulf of Mexico and Naples Bay, less than one mile to the beach, Third Street, and Fifth Avenue restaurants, shops, and galleries. This residence offers an open floor-plan, 4 bedrooms, a Den/Office area; 4.5 baths, 3 car garage, and a beautiful outdoor pool area with a
Marjorie Workinger Royal Shell Real Estate, Inc.
$3,110 per month
7028 Ambrosia Ln Unit 801, Naples, FL 34119
This NEW construction Boticelli model 4 bedroom townhome features a first floor bedroom and a full bathroom on the first floor. On the second floor there are 3 bedrooms and 2 full bathrooms. 1 car attached garage. Pets welcome, no breed restrictions. Just 8 miles from the pristine Gulf beaches and only 10 miles to the vibrant shops and dining of downtown 5th Avenue, this location offers the best
Jim Dupre Prime International Realty LLC
$20,000 per month
8963 Gustavia Ct, Naples, FL 34112
Welcome to your dream vacation! This luxury 4-bedroom, den, 3 1⁄2 bath, pool & spa home is a coastal retreat that combines timeless elegance with modern comforts. It offers a seamless blend of designer finishes and sophisticated charm. Built for both relaxation and convenience, this home is in the award-winning community, The Isles of Collier Preserve, which is located just 4 miles from Downtown
Terese DeLuca Berkshire Hathaway FL Realty
$3,999 per month
283 Forest Hills Blvd, Naples, FL 34113
Pet Friendly 4 bedroom with private pool in Lely Golf EstatesWelcome to 283 Forest Hills Blvd, a stunning 4-bedroom + den, 3-bath furnished rental locatedin the highly desirable Lely Golf Estates community. This move-in-ready home, just 20 minutesto Downtown Naples beaches and 20 minutes to Marco Island.The kitchen includes stainless appliances, dishwasher, microwave, making
Frank Fernandez Fast Action Realty Inc
$25,000 per month
3123 Crayton Rd, Naples, FL 34103
*Availability: OFF-SEASON ONLY (MAY-DECEMBER) ** NOT AVAILABLE JAN-APRIL ** YOU WANT LUXURY AT ITS FINEST? ABSOLUTELY Welcome to this STUNNING luxurious 4-bedroom, 5-bathroom private home in the prestigious Naples, FL. Located in the sought-after Moorings, this stunning new property boasts a 2-car garage, home alarm system, pool view, and is fully furnished for your convenience. Relax in your
Cheri Anne DeMonico Premier Property Management
$3,200 per month
2581 Kona Way, Naples, FL 34120
ALSO AVAILABLE FOR SALE! Discover the perfect blend of comfort, style, and prime location in this beautiful 4-bedroom, 3-bath single family home located in the sought after gated community of Orange Blossom Ranch in Naples. Offering a peaceful lake view and 2006sqft of thoughtfully designed living space, this home is move-in ready and waiting for you. The property features great finishes
Yadely Perichi Serven Realty One Group MVP
$19,000 per month
635 Fountainhead Ln, Naples, FL 34103
Indulge in coastal luxury with this 4-bed, 3-bath PARK SHORE masterpiece. Enjoy the seamless indoor-outdoor flow of the open-concept design. Tasteful coastal decor, a gourmet Thermador kitchen, and chic remodeled baths. Glass sliders unveil a backyard haven with a sparkling pool and outdoor bar, embraced by lush landscaping. Your private Park Shore beach is just moments away. This property boasts
Jonathan Minerick Homecoin.com
$65,000 per month
XXX Lantern Ln, Naples, FL 34102
Welcome to Bliss in Port Royal. This beautiful home offers the finest luxurious accommodations available with soaring ceilings, fabulous light and huge outdoor spaces and gardens. Enjoy the professionally decorated furnishings and decor, brand new gourmet kitchen with 2 Wolf ovens, Wolf gas grill and Sub- Zero appliances, beautiful master bath with dual vanities, soaking tub and steam shower,
Morgan York Downing Frye Realty Inc.
$14,000 per month
9675 Moonflower Ct, Naples, FL 34114
Be the first to rent this stunning, fully furnished, brand-new Mayfield 3 model home by Stock Development, located in one of Naples’ most desirable new communities—Caymas. This exceptional residence offers 3,033 square feet of thoughtfully designed living space with 4 bedrooms plus a den and 3.5 bathrooms, blending luxury, comfort, and modern sophistication. Upgraded tile flooring flows
Eddie Rodriguez John R Wood Properties
$9,000 per month
10800 Fieldfair Dr, Naples, FL 34119
NOW AVAILABLE JANUARY 2026! Now beautifully furnished! Don't spend winter in the frozen tundra! Spend it pool side with a delicious cocktail in the Naples sunshine! Clubhouse with tennis and pickleball!Brand new LVP flooring, paint inside and outside and new appliances. Enjoy a relaxing swim in the pool while cooking a meal in the outdoor kitchen! Located in Longshore community features a
Jane Czarnecki Sellstate Prime Realty
$17,500 per month
319 Pirates Bight, Naples, FL 34103
Available for individual months during Spring and Summer 2026!! This home provides true walkability to the beach and delivers the Naples experience the way it was meant to be. Effortless days on the beach will give way to stunning sunset views from your poolside deck, a perfect backdrop for alfresco dining or a quiet evening cocktail. This home has been maintained in impeccable condition, it has
Alfred Valentine Alfred Robbins Realty Group
$5,000 per month
3745 27th Ave SW, Naples, FL 34117
For Rent in Naples, FL – Location + Luxury! Welcome to this spacious 4-bedroom, 3-bath home featuring a private den, perfect for a home office or guest space. With a 2-car garage + extra storage, and an impressive 3,550 sq. ft. of living area, this property offers the room and comfort your family deserves. Ideally situated near major roads, top shopping destinations, dining, entertainment, and
Carlos Rodriguez Realty One Group MVP
$35,000 per month
535 Anchor Rode Dr, Naples, FL 34103
Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and entertaining. Just minutes from the beach, Venetian Village, and the Waterside Shops, it’s
Keith Ponsler Naples Vacation Properties
$10,900 per month
1097 Frank Whiteman Blvd, Naples, FL 34103
***STUNNING POOL HOME***4BEDS/3BATHS***NEWLY RENOVATED***CENTRALLY LOCATED***WEEKLY RENTAL AVAILABLE*** Newly Remodeled 4bdrm/3bthrm, pool-home right in the heart of Naples. Walk, or bike to the beach!!! **Weekly, monthly, and seasonal pricing! The ultimate relaxation destination in the heart of Naples where everything you could possibly ever need is just minutes away! Located near Park Shore/41
Andrea Clark Premier Property Management
$8,000 per month
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.
Kyle Johnson Coldwell Banker Realty
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