$7,500 Per Month
2150 Gulf Shore Blvd N, Naples, FL 34102
Apply online now: Nestled along the picturesque Gulf Shore Boulevard in Naples, Florida, Unit 609 at 2150 Gulf Shore Blvd N offers a serene coastal retreat. This 1,223-square-foot condominium, built in 1968, features two bedrooms and two bathrooms, providing a comfortable and inviting space for residents. The unit's elevated position allows for captivating views of the surrounding area,
$8,000 Per Month
1115 Central Ave Unit 340, Naples, FL 34102
Newly completed and beautifully appointed with designer furnishings, this stunning Naples condo offers effortless luxury and comfort for your stay. Thoughtfully stocked and impeccably styled, the residence features two bedrooms, 21⁄2 baths, and a charming private lanai—perfect for relaxing mornings or sunset evenings. Eleven Eleven is truly one of Naples’ most alluring addresses. Just a short
Susie Birchenough William Raveis Real Estate
$12,000 Per Month
365 5th Ave S, Naples, FL 34102
$25,000 Per Month
617 Gulf Shore Blvd N, Naples, FL 34102
This stunningly updated 3-bedroom, 2-bathroom beach cottage along famous Gulf Shore Blvd is a coastal masterpiece, evoking the timeless beauty and coastal charm of Naples. It boasts sleek white cabinetry, quartz countertops, and new flooring. The open floorplan is bathed in natural light pouring through a wall of French doors, creating a true haven of tranquility. Step outside to find
Ashley Baird Coldwell Banker Realty
$22,500 Per Month
365 5th Ave S, Naples, FL 34102
365 5th Avenue South, Residence 306 — The Metropolitan, Olde Naples Set in the heart of Olde Naples on coveted 5th Avenue South, The Metropolitan is one of downtown's most iconic addresses, home to just seven exclusive residences above the area's finest dining, galleries, and boutiques, with the Gulf beaches only a short stroll away. Residence 306 is a beautifully furnished, turnkey seasonal
$49,995 Per Month
1555 Crayton Rd, Naples, FL 34102
Welcome to unparalleled luxury living! This super luxury single-family home, located on prestigious Crayton Road in the sought-after Coquina Sands community, has been newly remodeled with no expense spared. From the over $100k in custom landscaping and lighting to the exceptional finishes throughout, this home offers a lifestyle of elegance and comfort. STEPS TO LOWDERMILK BEACH PARK! Key
Cheri Anne DeMonico Premier Property Management
$2,200 Per Month
473 12th Ave S, Naples, FL 34102
Completely renovated. All new everything! Available as a long-term rental. Located just 1 block from the Historic 3rd Street South shopping and a few blocks from the Naples beach and Pier. Bonaire Club features a community pool and clubhouse, shuffle board, Bocce Ball, and is a social active community. Downtown Naples living at its best! Rates vary depending on availability and lease term.
$1,795 Per Month
1186 Cherrystone Ct Unit 1186, Naples, FL 34102
**ROYAL HARBOR**2 BED 2 BATH ANNUAL**GULF ACCESS**Bring your kayak and paddle board - the Gulf is right at your back door!This 2 bed 2 bath unit in Royal Harbor is light and bright with plenty of room on a quiet, peaceful street.Nearby is Naples Bay Resort, Cove Yacht Club, and downtown shopping. Go to the beach or paddle out to the Gulf of Mexico. **First, last, and security deposit
Erin Hale Premier Property Management
$5,550 Per Month
1035 3rd Ave S, Naples, FL 34102
NAPLES SQUARE 2/2 condo available annually. Live in luxury, steps from downtown Naples, Gulfshore playhouse, Baker Park, restaurants, shopping and the beach! Enjoy the amenities such as a pool/spa, grilling area, fitness center, and social room. The condo features a large 250 sq ft terrace. Tile flooring throughout. Can be rented partially furnished or unfurnished. Tenants must pass a background
$8,000 Per Month
2100 Gulf Shore Blvd N Unit 101, Naples, FL 34102
Escape to Port au Villa, where sophisticated coastal living meets the ultimate vacation experience. This beautifully updated end-unit condo offers a serene and sun-filled sanctuary, perfect for relaxing mornings, leisurely afternoons, and unforgettable evenings in Naples. This spacious two-bedroom, two-bath condo features an open-concept living area filled with natural light, a fully equipped
Stacey Cotter John R Wood Properties
$2,300 Per Month
72 7th St S, Naples, FL 34102
Feb, Mar and Apr 2027 now available! ALL INCLUSIVE monthly rate May to Dec 19th $3,200. Dec 20th to Apr 2026 $4,200 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included). Naples FL turnkey short term vacation rental.Everything Olde Naples has to offer at an All Inclusive rate (rent, tax, cleaning, utilities. etc. are all included!). This cozy turnkey 1 bedroom, 1
$2,950 Per Month
296 4th Ave S Unit 296, Naples, FL 34102
ONE BLOCK FROM NAPLES 5TH AVE S! This 2-story unit is available as an unfurnished annual rental. Located in the heart of Olde Naples, this unit is on the corner of 3rd St South and 4th Ave S just one block north of the shopping & dining mecca of 5th Ave S. It is also just 3 blocks from the beach. Unit has laminate and tile flooring throughout, in unit laundry, a half bath on the first floor with
Kathy Packish ERA Naples Realty Services
$3,950 Per Month
2000 Alamanda Dr, Naples, FL 34102
Nestled in the heart of Naples, in the highly desirable Moorings section west of Highway 41. This fully furnished 2 bedrooms, and 2 full bathrooms condo is available for a SEASONAL LEASE. This stunning unit boasts a spacious layout with tile and vinyl flooring throughout. The primary bathroom features a tub shower, while the guest bathroom offers a convenient shower stall. Enjoy peace of mind
$2,650 Per Month
940 3rd St S Unit 101, Naples, FL 34102
Annual (12 month) RentalAbsolutely charming furnished Annual residence ideally situated in the heart of Olde Naples on prestigious 3rd Street South. This beautifully updated ground-floor condo features 2 bedrooms and 2 bathrooms, thoughtfully renovated with a modern kitchen and stylish baths. Uniquely, it is the only unit in the community offering a private in-residence washer and dryer,
Maria Metzger Royal Shell Real Estate, Inc.
$3,500 Per Month
9229 #103, Naples, FL 34114
Welcome to Fiddler Creek, a stunning upgraded home nestled in the heart of Naples, FL. This property boasts three spacious bedrooms and three full bathrooms, offering ample space for comfort and relaxation. The home is located within a secure gated community, providing an added layer of peace of mind. The modern kitchen is equipped with all stainless steel appliances, perfect for those who love
$10,500 Per Month
1200 9th Ave N, Naples, FL 34102
The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has 3 bedrooms total, one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms. The den can work as a bedroom, office, or another living space. The guest house is fully equipped with a
Tom Puckett Luxury Real Estate LLC
$48,000 Per Month
982 9th Ave S, Naples, FL 34102
Just minutes from the charm of 5th Avenue South, 3rd Street South, and the sparkling waters of Naples Bay, this modern three bedroom, four bath home is your private winter sanctuary. From the moment you arrive through the lushly landscaped entrance, you’re surrounded by understated elegance, from the warm tones of Legno Bastone European wide-plank floors to the artful balance of light and space
Sarah Wayne Gulf Coast International Lux R
$8,000 Per Month
1125 Central Ave Unit 463, Naples, FL 34102
Also available for season! Experience the pinnacle of downtown Naples living at Eleven Eleven Central, located just 3/4 of a mile from the pristine beaches of the Gulf and a short 0.5-mile stroll to the world-renowned Fifth Avenue South. This 2163 square foot condo offers 2 bedrooms, a den, 2.5 bathrooms and of beautifully designed living space. The residence is located in the highly desirable
Jonathan Unger Alliance Realty Group
$12,000 Per Month
451 Bayfront Place Unit 5311, Naples, FL 34102
WATERFRONT!!! Enjoy Naples Florida waterfront without risk of flooding from 3rd Floor condo with 2nd Floor Garage for your car!!! The condo is on the hospital and police electric grid. So never flooding damage and does not lose power or tv and internet during Hurricanes. This kind of unit will be more in demand in the future because it's waterfront on Naples Bay with sunrise and sunset views
Edward Caputo Premiere Plus Realty Company
$18,500 Per Month
640 2nd St S Unit 2, Naples, FL 34102
Fabulous townhouse style condo located right in the heart of Olde Naples! Intimate community of just four residences located so close to everything this highly desirable neighborhood has to offer. Two stories of luxurious, yet comfortable, accommodations offer the best of Florida living. Full two bedroom, three bath residence with den located on the ground level offering a sleeper sofa for
Jeffrey Windland Royal Shell Real Estate, Inc.
$8,500 Per Month
1351 Curlew Ave Unit 104, Naples, FL 34102
Experience Florida living on the water. This finely furnished 2 bedroom, 2 bath, end unit awaits you, offering a private deck and boat dock overlooking your canal and a front row seat of amazing Naples sunsets, over Naples Bay. Located in a quaint, condominium complex in a highly desirable community, the shops and dining of 5th Avenue of Naples are within a comfortable walking distance. Although
Jessie Morris Marzucco Real Estate
$11,025 Per Month
101 8th St S Unit 205, Naples, FL 34102
Unit 205 in SoCe Flats is a city-view one bedroom condo offering top of the line luxury finishes! SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast's most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde Naples, offers the unique opportunity for a luxurious short-term vacation stay,
Stacey Cotter John R Wood Properties
$4,200 Per Month
1910 Gulf Shore Blvd N Unit 112, Naples, FL 34102
This is only available from May 15 to November 6, 2026! Amazing Gulf Views! Beautifully renovated first floor corner unit in Ambassador Club off Gulf Shore Dr N! Close to 5th AVE. Beach access right across the street. The owners converted the screened in lanai into an atrium area where one can relax and enjoy the beautiful bay views. BONUS: the atrium has slider doors, and screen doors to let
Tess Skocik REMAX Affinity Mercato
$15,000 Per Month
1030 3rd Ave S Unit 302, Naples, FL 34102
This beautifully appointed 3-bedroom, 3-bath home places you in the heart of Naples, just moments from premier shopping, dining, and entertainment. The open-concept floor plan offers generous living and dining spaces framed by expansive views, while the sleek kitchen with stainless steel appliances provides an inviting setting for both everyday living and entertaining. A spacious private balcony
Margaret Baumgartner Coldwell Banker Realty
$8,500 Per Month
286 4th St S Unit 203, Naples, FL 34102
All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been meticulously decorated and stocked full of everything you need to enjoy your stay. Two updated
Jake Ponsler Naples Vacation Properties
$14,175 Per Month
101 8th St S Unit 210, Naples, FL 34102
Unit 210 at SoCe Flats is a modern loft designed to impress! The 1-bedroom, 2-bath duplex floor plan has ceiling to floor west facing windows spanning two levels and offers the largest under air square footage in the building. SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast's most coveted beach town. "SoCe", named for the
Stacey Cotter John R Wood Properties
$12,000 Per Month
376 3rd St S Unit 102, Naples, FL 34102
Discover the best of Olde Naples living in this beautifully decorated 2-bedroom, 2-bath condo, ideally located just one block from the bustling 5th Ave S. Enjoy easy access to an incredible array of top-rated restaurants, boutique shopping, vibrant nightlife, and charming art galleries — all within walking distance. The pristine white sand beach is only three blocks away, perfect for sunbathing,
Monica Simon William Raveis Real Estate
$49,000 Per Month
883 Galleon Dr, Naples, FL 34102
Very comfortable home on the Gordon river with very lush and tropical landscaping which provides for a very private setting. The home has been completely remodeled. The main home has four bedrooms plus an office, four bathrooms plus a powder room. The guest apartment above the garages is complete with a kitchen, living/dining room and a bedroom with a bath.
Linda Brand Brand And Associates Inc
$18,500 Per Month
732 7th Ave N, Naples, FL 34102
**OLDE NAPLES LUXURY ANNUAL HOME ** PRIVATE HEATED POOL & SPA ** PET FRIENDLY ** 3 BEDROOM, 2 BATHROOMS ** AVAILABLE NOW ** FURNISHED/ ANNUAL OR SEASONAL ** OLD NAPLES ** CLOSE TO BEACH ** NO HOA MOVE IN TODAY **Luxury Furnished Private Pool Home in Olde Naples – Annual Rental or Seasonal Experience luxury coastal living in this beautifully furnished single-family home located in the highly
Andrea Clark Premier Property Management
$14,000 Per Month
1125 Central Ave Unit 373, Naples, FL 34102
Available for 2027 Season or off season. Brand new, gorgeous 2BR/2BA + Den third floor condo, professionally decorated and furnished by Rob & Stucky, in the heart of downtown Naples. Both the master suite and the guest bedroom offers king size accommodations. Well equipped kitchen with stainless steel appliances, Quartz counter tops, plenty of room for entertaining. Turnkey furnished with all the
Stephanie Spooner WeichertRealtors-ParadiseHomes
$4,500 Per Month
578 14th St N, Naples, FL 34102
SEASONAL/ANNUAL RENTAL - WATERFRONT COTTAGE WITH GULF ACCESS AND FLOATING DOCK Seasonal: $4,500/moAnnual: $2950/mo unfurnished, $3250/mo furnished. Welcome to Heron's Landing, a recently updated waterfront cottage offering direct Gulf access via the Gordon River and Gordon Pass. Located at the end of a quiet cul-de-sac, this property features a brand-new floating dock perfect for boats, jet
Arturo Sabates Coldwell Banker Realty
$7,000 Per Month
1666 Osprey Ave Unit 203, Naples, FL 34102
Professionally designed with uncompromising quality, this two bedroom two bath condominium is available for off seasonal rental from May 2026 until November 15, 2026 at $3750 per month. January thru April 2027 at $7000 a month. The soothing color palette is reminiscent of the sandy beaches and the sea. Lots of natural light fills the open space. Kitchen features European high gloss cabinets,
Brenda Connolly Buy Coastal Real Estate
$19,000 Per Month
549 7th Ave N, Naples, FL 34102
Welcome to this beautifully updated 3-bedroom residence in the heart of Old Naples, just minutes from pristine white-sand beaches and the renowned shops and dining of 5th Avenue South. Designed for comfort and effortless indoor-outdoor living, the home features an open-concept layout with spacious living areas, modern finishes, and abundant natural light.Step outside to your private backyard
Cliff Glansen Flatfee.com
$12,600 Per Month
101 8th St S Unit 206, Naples, FL 34102
Unit 206 at SoCe Flats is a 1-bedroom, 1-bath luxury condo with a desirable west-facing balcony! SoCe Flats is an exciting new condominium development in the most desirable neighborhood in Naples, the Paradise Coast?s most coveted beach town. "SoCe", named for the ideal location South of Central Avenue in Olde Naples, offers the unique opportunity for a luxurious short-term vacation stay, walking
Stacey Cotter John R Wood Properties
$6,000 Per Month
766 Central Ave Unit 312, Naples, FL 34102
Available for Jan & February and April 2027. This 2 bedroom / 2 bath unit in Olde Naples is just 4 blocks north from 5th Ave South so you can walk or ride your bike to the downtown area where you can enjoy shopping, entertainment, dining and what Olde Naples has to offer. This small complex with mature trees and lush landscaping has a heated pool with a large area for poolside lounging, a sauna,
Charlie Wallen Naples Flat Fee Realty LLC
$42,000 Per Month
655 Galleon Dr, Naples, FL 34102
Nestled amongst grand oak trees and Royal Palms lies this Port Royal residence in a pristine setting on Galleon Drive. This home offers plenty of natural light throughout its open layout. Special highlights of the home include four bedrooms, four full baths, gracious gourmet kitchen, large and inviting living room ideal for entertaining with enchanting water views, travertine and hardwood floors.
Lesley Garlock William Raveis Real Estate
$24,000 Per Month
993 8th St S Unit 2, Naples, FL 34102
January is offered at $18,000 January - April 20,000 per month. Situated in the heart of Olde Naples, this elegant four-bedroom, five-bath townhouse delivers the perfect blend of luxury, comfort, and walkable convenience. Nestled between 5th Avenue South and Third Street South, you’ll be just moments from world-class dining, boutique shopping, and Naples’ iconic white-sand beaches.
Keith Ponsler Naples Vacation Properties
$16,000 Per Month
361 1st Ave N, Naples, FL 34102
This charming cottage offers 3 bedroomss,3 bath and is nestled in Olde Naples, on a quiet street, lined with beautiful trees, just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living room is decorated in cream couch/loveseat with blue trim, and chair. The family room is decorated with bright cheerful colors of yellow, orange, etc. for the couches, floral
Marjorie Workinger Royal Shell Real Estate, Inc.
$11,000 Per Month
271 Broad Ave S Unit 203, Naples, FL 34102
Embrace the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location just steps from 3rd Street South, where world-class dining, boutique shopping, and charming cafés line the palm-shaded streets. Only two blocks
Margaret Baumgartner Coldwell Banker Realty
$10,000 Per Month
250 7th Ave S Unit 202, Naples, FL 34102
*Jan - Mar 2027 Rented. Available Off-Peak Months. Welcome to The Olde Towne Condominium, your perfectly located vacation home in the heart of Olde Naples. This fully renovated unit offers 2 bedrooms and 2 full bathrooms. Outstanding features include an open-concept gourmet kitchen, top-quality stainless-steel appliances, washer-dryer, new bathrooms, plantation shutters and more! The primary
Kal Anderson Coldwell Banker Realty
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