$9,000 per month
- 3 Beds
- 3 Baths
- 2,127 Sq Ft
- House for Rent
458 Countryside Dr, Naples, FL 34104
458 Countryside Dr, Naples, FL 34104$9,000 per month
458 Countryside Dr, Naples, FL 34104
458 Countryside Dr, Naples, FL 34104$14,000 per month
1507 Vintage Ln, Naples, FL 34104
Your Naples getaway begins at 1507 Vintage Lane! Nestled on a private street within the highly sought-after gated community of Briarwood, this fully renovated 3-bedroom, 2-bath home offers the perfect blend of modern comfort and resort-style living. Step inside to a brand-new interior featuring a designer kitchen with stainless steel appliances, quartz countertops, and all the essentials—from
Elliot Barton Waterfront Realty Group Inc
$11,000 per month
2680 Longboat Dr, Naples, FL 34104
Available for the 2026 season January through April. Welcome to the ultimate vacation rental in Naples FL! Our three-bedroom, two-bathroom house has everything you need for a relaxing and fun-filled stay. Our guests consistently tell us that we've thought of everything, and we're confident that your experience will be amazing. As soon as you arrive, you'll notice the attention to detail that sets
Alex Belan Realty Hub
$8,500 per month
227 Glen Eagle Cir, Naples, FL 34104
Glen Eagle Pool Home with Social Membership!Enjoy your Naples getaway in this beautifully updated turnkey furnished pool home located in the desirable Glen Eagle Golf & Country Club. This rental includes a transferable Social Membership with access to Golf. The home features all new luxury vinyl flooring, brand-new furniture throughout, and a BBQ grill on the screened lanai – perfect for
Monica Simon William Raveis Real Estate
$5,000 per month
2123 Holiday Ln, Naples, FL 34104
Discover the charm of Old Naples with this rare opportunity in Brookside—no HOA or Deed Restrictions! This 3-bedroom, 2-bathroom home is perfectly situated on a serene, extra-wide street, just moments from the renowned 5th Avenue South, 3rd Street South shopping district, world-class dining, vibrant nightlife, and pristine white sandy beaches. Golf enthusiasts will also appreciate the proximity
Michael D'Ambrosio eXp Realty LLC
$22,500 per month
2048 Harbor Ln, Naples, FL 34104
Harbor Lane Bungalow is a waterfront mid-century modern single family home in the downtown Naples neighborhood of Brookside. A beautiful heated pool and hot tub overlook the gulf-access canal where you have a newly rebuilt private boat dock with lift. The location is super convenient - less than 5 minutes drive to 5th Ave S, Bayfront, Tin City and the famous white sand beach! Inside, the house
Stacey Cotter John R Wood Properties
$9,000 per month
982 Tivoli Ct, Naples, FL 34104
Stunning vacation & seasonal rental offered on Tivoli Ct. in the secluded Serreno section of Briarwood, a 24 hour guard gated community just minutes to Naples Florida beaches and 5th Ave South exclusive dining and shopping. This upscale furnished 3 bedroom + den, 3 bath vacation villa with southern exposure lives like a luxury resort with an oversized and private master suite. All 3 bedrooms can
Kirsten Prizzi Posh International Properties
$9,000 per month
2048 Holiday Ln, Naples, FL 34104
Discover the ultimate vacation retreat at Holiday Lane, a spacious pool home adorned with bright, modern furnishings that create an inviting and stylish atmosphere. Ideal for your Southwest Florida escape, this beautiful property offers the perfect blend of comfort, ease, and convenience. With four generously-sized bedrooms, this home accommodates up to eight guests in total comfort. While the
Stacey Cotter John R Wood Properties
$4,000 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.
$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
$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
$11,000 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 Of South FL
$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
$9,000 per month
1499 Vintage Ln, Naples, FL 34104
Wonderful pool home , newly decorated and furnished, with features that include granite counters in the kitchen and baths, tile throughout, and stainless-steel appliances in the spacious kitchen. The entertainment deck offers a pool with spacious seating areas and an convenient separate grilling area. Updated master ensuite is away from guest rooms for optimal privacy and offers a walk-in closet
Cristina Tutuianu Baird & Warner Residential
$9,000 per month
2026 Terrazzo Ln, Naples, FL 34104
Welcome to your beautiful southern exposure long lakeview vacation and seasonal rental villa offering you a combination of natural light, warmth, and picturesque scenery, creating a truly enjoyable living experience all year round. This stunning seasonal villa offers an idyllic escape, providing the perfect setting for unforgettable moments. Imagine starting your day with coffee bathed in warm
Kirsten Prizzi Posh International Properties
$3,400 per month
8951 Madrid Cir, Naples, FL 34104
Welcome home to this spacious and impeccably maintained 3 bedroom, 2 bath townhouse in the highly desirable gated community of Fronterra in Naples, Fl. This two-story home features an open layout with stainless steel appliances, granite countertops, and ample storage. The bright living area is perfect for entertaining, while upstairs bedrooms offer comfort and privacy. Enjoy a fenced backyard
Liza Gomez Luxe Properties
$4,200 per month
4439 Parrot Ave, Naples, FL 34104
For Rent/4439 Parrot Ave, Naples, FL 34104Available for Annual or Short-Term LeaseWelcome to this beautifully updated 4-bedroom, 2-bathroom pool home located just minutes from Downtown Naples and the white-sand beaches of the Gulf. This well-maintained residence offers a spacious, open-concept layout with modern finishes throughout, perfect for comfortable living and
Maxim Vulpe Parkline Realty
$12,000 per month
1032 Tivoli Ln, Naples, FL 34104
Beautiful 3 Bedroom plus a den, 3 Bathroom home in one of Naples most sought after communities. Home is in excellent condition and CLEAN. Recently filled with new designer furniture. This is the Perfect Family getaway home. The home has 2 master suites. Split floor plan. Amazon Fire Stick TV which has most basic channels, streaming apps & Free Wifi available, private pool, lots of privacy and
Elliot Barton Waterfront Realty Group Inc
$8,500 per month
1106 Jardin Dr, Naples, FL 34104
Beautifully decorated 3 bedroom 3 full bath pool home is ready for your short term vacation rental in Naples. Located in a gated community just a short drive to Downtown Fifth Ave and pristine Beaches. All brand new furniture and recently renovated with complete privacy. Dogs may be ok. $3750/mo through Nov 2025. $9500/mo Dec-April.
Brandon Chicoine RE/MAX Hallmark Realty
$11,000 per month
1031 Tivoli Ln, Naples, FL 34104
Vacation Rental Opportunity: Ideal for Two Families!Discover this stunning 4-bedroom, 3-bathroom pool home nestled in the highly desirable Briarwood community. This residence features two master suites and boasts breathtaking lake views, making it the perfect retreat for families seeking comfort and relaxation. The updated kitchen is equipped with stainless steel appliances, elegant quartz
Jana DeNault Berkshire Hathaway FL Realty
$8,200 per month
697 Crossfield Cir, Naples, FL 34104
Turnkey Furnished Pool Home – Available Monthly!Welcome to your Naples retreat! This beautifully furnished pool home is available for monthly rental and offers everything you need for a comfortable and stylish stay. The open-concept layout features soaring volume ceilings, transom windows, and an abundance of western natural light that fills the space. Enjoy cooking in the custom gourmet
Monica Simon William Raveis Real Estate
$7,000 per month
449 Dundee Ct, Naples, FL 34104
****AVAILABLE FOR SEASON 2026!!! Nice three bedroom (King, Queen and Twins), two bath, plus family room, solar heated pool home overlooking a west facing lake. The home is fully furnished, just bring your toothbrush! This home is located on a very quiet cul-de-sac in the very popular gated community of Briarwood. Briarwood has many amenities including: a lap pool and a second relaxing pool,
Linda Brand Brand And Associates Inc
$3,100 per month
858 Rose Way, Naples, FL 34104
ANNUAL RENTAL UNFURNISHED, ($3,100) single family POOL home in the Flamingo Estates neighborhood is a 3.5 mile drive to 5th Ave S in downtown Naples, the beaches, shops & restaurants, schools, parks, etc. This home offers 3 bedrooms (split bedrooms), 2 baths, 2 car attached garage and ample parking. The caged screened pool area has a large deck, BBQ grill and sitting/dining areas. The large
John Skubinski Naples Flat Fee Realty LLC
$6,000 per month
816 Belville Blvd, Naples, FL 34104
PET FRIENDLY. Available for the entire 2026 SEASON. Spacious 3br/2ba 2 car garage pool house. Berkshire Lakes is conveniently located to shopping, banking, restaurants, downtown Naples, white sand beaches and I-75. Property features cathedral ceilings throughout, remodeled kitchen with granite counter tops, new laminate flooring throughout (no carpets!) recently painted inside and outside.
Agnieszka Grajek Sun Realty
$3,450 per month
1145 Jardin Dr, Naples, FL 34104
Very clean and ready to move in 4 bedroom pool home in gated community less than 5 miles to the beach. Master bedroom downstairs with 3 bedrooms upstairs. Excellent outdoor living space and very private. Looking for any term of 6 months to 12 months. New AC and Roof.
Brandon Chicoine RE/MAX Hallmark Realty
$5,000 per month
6619 Cutty Sark Ln, Naples, FL 34104
Furnished and updated 3 bedroom 2 bath home in the lovely Berkshire Lakes Community. Available Aug 1 - Dec 31, $5,000/month. Available Jan 1 - Mar 31, $7,500/month (includes all services!). Fantastic home with a resort-style pool with spa, waterfall feature, sundeck, and an outdoor shower too! Enjoy updated kitchen and master bath complete with granite counters. Beautiful tile floors throughout
Ann Stone Pro Gulf Properties LLC
$16,500 per month
914 Marble Dr, Naples, FL 34104
Welcome to your exquisite getaway in sunny Naples, Florida! Nestled on the tranquil shores of a serene lake, this recently renovated pool home 3-bedroom, 2-bathroom home offers the perfect blend of comfort and luxury. Spacious open floor plan that seamlessly connects the living, dining, and kitchen areas, all in lots of natural light from large windows overlooking the lake. Vaulted ceilings,
Elliot Barton Waterfront Realty Group Inc
$9,000 per month
930 Marble Dr, Naples, FL 34104
This beautiful lakefront seasonal & vacation home in the gated community Briarwood is the perfect place for the best time of your year. The vacation home offers 3 lovely furnished bedrooms (1 king, 1 queen & 2 twins) & 2 full bath. As soon as you enter the house, you step into the with natural light-flooded, spacious living room overlooking the large & electric heated pool & the beautiful lake
Kirsten Prizzi Posh International Properties
$3,500 per month
Unlisted Address
Available Now Through November 30, 2025 – Fully Furnished & Move-In Ready!Welcome to 3601 Seagrape Ave — a charming and well-maintained 2-bedroom, 2-bath single-family home in the heart of Naples! This beautifully updated property features an open floor plan, tile flooring throughout, and a fully fenced backyard — ideal for enjoying Florida’s sunshine in privacy. Located just minutes from
Douglas Fernandez Sun Realty
$9,000 per month
929 Marble Dr, Naples, FL 34104
Arriving, relaxing & lots of fun. Villa Bellevue is the perfect place for the best time of your year. The vacation home offers 3 lovingly furnished bedrooms and two bath. As soon as you enter the house, you step into the with natural light-flooded, spacious living room overlooking the large pool & the beautiful lake with its even more amazing sunsets. The oversized sundeck and terrace with
Kirsten Prizzi Posh International Properties
$20,000 per month
975 Tivoli Ct, Naples, FL 34104
WIDE OPEN FOR SEASON 2026! Live the luxurious Naples lifestyle in this stunning lakefront estate home located in the prestigious, guard-gated community of Briarwood. Designed with both comfort and elegance in mind, this spacious 4-bedroom, 3-bathroom retreat accommodates up to 8 guests and offers the perfect blend of indoor luxury and outdoor living. The open floor plan features a fully stocked
Elliot Barton Waterfront Realty Group Inc
$8,000 per month
626 Lambton Ln, Naples, FL 34104
Step into comfort and style in this beautifully updated lakefront home, perfectly situated in the heart of Naples’ sought-after Berkshire Lakes community. Recently renovated, the residence offers a fresh, modern ambiance with new tile flooring throughout, tastefully upgraded bathrooms, and sleek kitchen counters, providing a fresh and modern feel.The open-concept layout flows seamlessly
Nicole Dirsino Naples Homes
$8,500 per month
624 Lambton Ln, Naples, FL 34104
Welcome to your serene getaway in sunny Naples! This stunning lakefront residence features 3 spacious bedrooms plus a den thoughtfully set up as a 4th sleeping space, along with 2 beautifully updated full bathrooms. Fully furnished and move-in ready, this home has been recently remodeled with elegant tile flooring throughout, upgraded bathrooms, and sleek kitchen countertops for a modern
Nicole Dirsino Naples Homes
$9,000 per month
242 Belville Blvd, Naples, FL 34104
Spectacular lake view from this 2-bedroom plus den, 2 bath home with 2 car garage. Living area features fully equipped kitchen, granite countertops, stainless steel appliances, opens to morning room with seating for 4 and large bay window, and living area with flat screen TV. The primary bedroom suite has a king-sized bed, walk-in closet, walk-in shower and separate tub, and includes an entry to
Dawn Hardee Royal Shell Real Estate, Inc.
$3,395 per month
4459 Flamingo Dr, Naples, FL 34104
***FULLY FURNISDHED ANNUAL RENTAL***POOL HOME***FLAMINGO ESTATES***NOW AVAILABLE***Discover the ideal Naples retreat in this beautifully remodeled 3-bedroom, 2-bath pool home, available as a fully furnished and turnkey rental. Located in a quiet, walkable neighborhood just three miles from the vibrant shops, restaurants, and white-sand beaches of 5th Avenue South, this home offers a rare
Andrea Clark Premier Property Management
$3,200 per month
4502 Parrot Ave, Naples, FL 34104
Only first month's rent due upon lease signing and move-in if qualified for our new Obligo program!! Beautiful property with pool in desirable Flamingo Estates! Close to everything Naples has to offer! Home has newer stainless-steel appliances, less than 1 year old water heater, new pool pump, and hosts a beautifully landscaped backyard with fire pit, picnic and grill area, and lush calusa bushes
Linda Determan EXIT Realty of Naples
$7,000 per month
156 Sabal Lake Dr, Naples, FL 34104
Welcome to 156 Sabal Lake Dr – a beautifully redone gem in the heart of Naples! This fully furnished home is move-in ready and offers the perfect blend of comfort and style. Step outside to your private solar-heated pool, all enclosed within a screened lanai that opens up to an incredible lake view—the perfect setting for peaceful mornings or sunset gatherings. Inside, you'll find tastefully
Ryan Buchalter William Raveis Real Estate
$6,800 per month
172 Plantation Cir, Naples, FL 34104
This beautifully remodeled property has 3bed+den/2bath, and it is fully furnished and equipped with everything you need to feel like you're living in a permanent vacation home. Enjoy a heated pool and hot tub, perfect for relaxation and entertaining. The monthly rental price varies based on the season and the lease duration. From April to September 2025, the rate is $6,800 per month, while from
Yasmina Santana Ramirez Marzucco Real Estate
$6,000 per month
920 Belville Blvd, Naples, FL 34104
Welcome to your fully furnished rental in the beautiful Berkshire Lakes community of Naples, FL. This 3 bedroom, 2 bathroom pool home offers a serene canal view from the comfort of your own backyard. Enjoy the convenience of tile flooring throughout, cathedral ceilings, and a large screened pool cage perfect for relaxing or entertaining. Take advantage of the community amenities including a pool,
Amber Jasper Grice Realty Inc
$7,700 per month
333 Wentworth Ct, Naples, FL 34104
CHARMING 3-BEDROOM, 2 BATHROOM SINGLE FAMILY HOME WITH PRIVATE SOLAR-HEATED POOL IN BERKSHIRE LAKES READY FOR A SEASONAL TENANT **Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-family home in the desirable Berkshire Lakes community. With 1,807 square feet of living space, this home offers the perfect blend of comfort, style, and convenience, ideal for entertaining or
Cheri Anne DeMonico Premier Property Management
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