$2,475 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
1417 Chesapeake Ave Unit 106, Naples, FL 34102
1417 Chesapeake Ave Unit 106, Naples, FL 34102$2,475 per month
1417 Chesapeake Ave Unit 106, Naples, FL 34102
1417 Chesapeake Ave Unit 106, Naples, FL 34102$3,850 per month
1589 Osprey Ave, Naples, FL 34102
1589 Osprey Ave, Naples, FL 34102$9,000 per month
1589 Osprey Ave, Naples, FL 34102
1589 Osprey Ave, Naples, FL 34102$4,975 per month
1417 Chesapeake Ave Unit 106, Naples, FL 34102
1417 Chesapeake Ave Unit 106, Naples, FL 34102$4,470 per month
1501 Chesapeake Ave Unit FL1-ID1296209P, Naples, FL 34102
Feel at home in this waterfront first-floor condo across Naples Bay from the City Dock and Crayton Cove. This condo features a screened lanai with canal views.This condo accommodates up to 6 guests and features a full laundry room with a washer and dryer. The open kitchen has granite counters, bar-height seating, a Keurig, blender, toaster, and more. The dining area includes a table for 6,
$3,250 per month
1435 Curlew Ave Unit 1, Naples, FL 34102
Coastal Living awaits you! Beautifully Remodeled top-to-bottom fully furnished 2/2 condo, in the heart of Naples! Prime location adjacent the marina, next to Tin City, Bayfront, and 5th Avenue dining/shopping just a mile away! Soak in the sunshine at nearby white sand beaches and enjoy breathtaking sunsets year round! Boating and fishing enthusiasts, this one has direct Gulf access! Luxe finishes
Heidi White Century 21 AllPoints Realty
$4,470 per month
1501 Chesapeake Ave Unit FL2-ID1296210P, Naples, FL 34102
Feel at home in this waterfront second-floor condo across Naples Bay from the City Dock and Crayton Cove. This condo is perfect for your Naples getaway.This condo accommodates up to 6 guests and features a main bedroom with a king-size bed and an en-suite bathroom. The guest bedroom has two twin beds, and there is a second full bath located just outside the room. The living room includes a
$8,500 per month
1353 Pelican Ave, Naples, FL 34102
** ROYAL HARBOR 2/2 REMODELED TOP TO BOTTON BEAUTY READY FOR SEASON ** BRING YOUR OWN BOAT ** GULF OF MEXICO ACCESS ** BOATING ENTHUSIASTS WITH A BOAT? Well, you've come to the right place here! Welcome to this STUNNING modern completely remodeled 2 bedroom, 2 bathroom home located in the beautiful city of Naples, FL in the Royal Harbor community. This stunning cozy home features a garage for
Cheri Anne DeMonico Premier Property Management
$6,000 per month
1517 Chesapeake Ave Unit 1517 Chesapeake Avenue, Naples, FL 34102
You will relax with this calm & quiet neighborhood sitting on the first floor porch enjoying your 5 o'clock ritual, sometimes seeing the dolphins and an occasional manatee and wave to the boating neighbors as they pass by. We have a boat dock available if your boat is a 22ft. or less, proof of insurance required.
$6,000 per month
1400 Blue Point Ave Unit 208, Naples, FL 34102
Escape to paradise at Escondido Marina Condos in Naples, FL—your perfect seasonal retreat just minutes from pristine beaches, world-class dining, and the charm of 5th Avenue and 3rd Street South. This beautifully furnished condo offers a bright, spacious layout with a fully equipped kitchen, inviting living spaces, and a private lanai overlooking the canal. The community features a heated pool
Max Marvelle John R Wood Properties
$14,000 per month
1530 5th Ave S Unit C-311, Naples, FL 34102
This 3BR, 3 BA condo at the amenities rich, Naples Bay Resort could be your perfect retreat. Located in the heart of Naples, Naples Bay Resort is walking distance to iconic 5th Avenue and 3rd Street South with gorgeous views of Naples Bay Marina. Enjoy preparing your meals in the contemporary kitchen with Wolf appliances, granite countertops, and breakfast bar. The dining room table seats 8 and
Sarah Wayne Gulf Coast International Lux R
$6,500 per month
1100 Little Neck Ct Unit F53, Naples, FL 34102
Live the Naples lifestyle at Four Winds! This 2/2 condo is located right on Naples Bay just minutes from 5th Ave and downtown. The screened balcony offers views of the canal and bay and the unit comes with access to your own private dock should you choose to bring or rent a boat. Each bedroom and the living room has a flat screen TV and the kitchen is fully equipped. The unit is on the first
Stacey Cotter John R Wood Properties
$35,000 per month
1645 Mullet Ct, Naples, FL 34102
Beautiful upgrade home located on a small culdesac in Royal Harbor. Enjoy dolphins in your backyard canal while floating in the large pool or sipping your coffee in the morning. Owners have an eye for detail and you will find this home to be everything you are looking for during your stay in Naples. Pet friendly and a Captain for hire to enjoy boat rides for sunset and sightseeing.
Jason Minder Bayview Realty of Florida
$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
$30,000 per month
1570 Bonita Ln, Naples, FL 34102
Every day is vacation in this waterfront paradise! This recently renovated home is nestled on a quaint cul-de-sac street in the coveted Royal Harbor neighborhood offers effortless Gulf access and a lifestyle of unparalleled luxury. Every day here offers the chance to boat, fish, or simply soak up the sun. From the moment you step inside, the open-concept great room captivates with seamless
Tony Grech Compass Florida LLC
$1,745 per month
1184 Cherrystone Ct, Naples, FL 34102
**ONE WHOLE MONTH OF FREE RENT. **ENJOY THE SWFL LIFESTYLE**ROYAL HARBOR**2 BED 2 BATH ANNUAL**GULF ACCESS** TWO WEEKS FREE RENT 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
Erin Hale Premier Property Management
$25,000 per month
1900 Sandpiper St, Naples, FL 34102
AVAILABLE January 6, 2026 - February 28, 2026. Tastefully Renovated Royal Harbor Home. Walk in through oak front doors into an open floor plan with vaulted ceilings and view to the outdoor living area and pool that overlooks the canal. Enjoy a luminous kitchen including White Glacier countertops, white cabinetry-to ceiling w/glass fronts, gas stove/gas range with hood, microwave all new with the
Mary Babroff Premier Sotheby's Int'l Realty
$2,000 per month
1605 Chesapeake Ave Unit 2, Naples, FL 34102
Available March 1 for annual rental. Stunning, renovated, updated, unfurnished unit in a building on a canal. Lovely outdoor deck facing the canal for common use to entertain and relax. Dock is available to launch kayak or paddle board if so desired. High-end finishes throughout the unit with marble tile, dark grey countertops and kitchen cabinets, and high-end appliances. The interior decor is
Tamera Montante Waterfront Realty Group Inc
$7,500 per month
1925 Tarpon Rd, Naples, FL 34102
Available Annually ($7,500/month) and Seasonally ($17,000/month). Experience the height of coastal luxury in this exquisite 3 bedroom, 2 bath waterfront retreat in Naples’ prestigious Royal Harbor. Thoughtfully furnished and designed with both comfort and sophistication in mind, this residence offers seamless indoor-outdoor living with direct water access. The light-filled living room showcases
Sarah Wayne Gulf Coast International Lux R
$25,000 per month
1320 Marlin Dr, Naples, FL 34102
This spacious three bedroom, two bathroom single-family home with a den is located on Marlin Drive in the highly sought-after Royal Harbor community. Designed to take advantage of its waterfront setting, the home features an open and inviting floor plan filled with natural light. The den is currently furnished with a sleeper sofa, providing flexibility for use as a home office or additional guest
Jake Ponsler Naples Vacation Properties
$30,000 per month
1435 Osprey Ave, Naples, FL 34102
Available Seasonally ($30,000/month) and Annually ($13,000/month). Located in the prestigious waterfront community of Golden Shores in Naples, this exquisite 4 bedroom plus den, 4 bath home is the perfect Winter retreat for those seeking luxury and comfort. The open concept living area is flooded with natural light, featuring a cozy wall fireplace, elegant wood floors, and a spacious sectional
Sarah Wayne Gulf Coast International Lux R
$17,000 per month
1925 Tarpon Rd, Naples, FL 34102
Available Seasonally ($17,000/month) and Annually ($7,500/month). Experience the height of coastal luxury in this exquisite 3 bedroom, 2 bath waterfront retreat in Naples’ prestigious Royal Harbor. Thoughtfully furnished and designed with both comfort and sophistication in mind, this residence offers seamless indoor-outdoor living with direct water access. The light-filled living room showcases
Sarah Wayne Gulf Coast International Lux R
$13,000 per month
1435 Osprey Ave, Naples, FL 34102
Available Annually ($13,000/month) and Seasonally ($30,000/month). Located in the prestigious waterfront community of Golden Shores in Naples, this exquisite 4 bedroom plus den, 4 bath home is the perfect annual rental for those seeking luxury and comfort. The open concept living area is flooded with natural light, featuring a cozy wall fireplace, elegant LVF floors, and a spacious sectional
Sarah Wayne Gulf Coast International Lux R
$2,700 per month
1435 Curlew Ave Unit 4, Naples, FL 34102
Calling all boating enthusiasts! This beautifully renovated 2-bedroom, 2-bathroom first-floor condo offers stunning waterfront views and direct access to the Gulf of Mexico. Located in the desirable Granada Condos Homes III, this unit combines modern luxury with boating convenience.Features:Gorgeous Water Views: Enjoy picturesque views right from your living room and screened-in
Cheri Anne DeMonico Premier Property Management
$2,500 per month
1400 Blue Point Ave Unit 207, Naples, FL 34102
BOATING enthusiasts,this property includes an exclusive 28-foot private dock with direct access to Naples Bay and the Gulf of Mexico. A true rarity and a dream come true for anyone seeking the ultimate waterfront lifestyle. up to the tranquil beauty of Naples Bay in this stunning waterfront condo—an exceptional opportunity in one of Naples’ most desirable locations.This spacious residence
Teresa Herraiz Coldwell Banker Realty
$7,500 per month
1395 Curlew Ave Unit 4-3, Naples, FL 34102
Nestled in a quiet and secluded location, this modern, two-bedroom residence offers an exceptional opportunity for active snowbirds seeking a tranquil retreat central to the vibrant city of Naples. Boasting a prime canal-front position, the property provides a perfect view from a screened balcony, ideal for enjoying the serene waterfront ambiance. The condo's location offers convenient access to
Elizabeth Potgieter Premier Sotheby's Int'l Realty
$1,850 per month
1360 Chesapeake Ave Unit 1372, Naples, FL 34102
Pet friendly unit! This unit has been slightly refreshed. It faces the street with a large wrap around porch for breakfasts, evening dinners, or a glass of wine. It has great lighting as the living room boasts glass sliders that open to the porch, as well as a large window on the west side of the living room. This unit is located in a lovely building on the water, in a great boating community,
Tamera Montante Waterfront Realty Group Inc
$32,000 per month
1575 Osprey Ave, Naples, FL 34102
Welcome to this luxurious waterfront oasis with private pool & hot tub in one of the most coveted areas of Naples. This amazing 4-bedroom, 3.5-bath home is perfectly situated on a deep water canal with boat dock & direct ocean access, featuring expansive outdoor space, professional grill and plenty of seating & lounging areas for an unparalleled indoor & outdoor experience. This fully furnished
Csilla Mezei Concierge Star Realty
$16,000 per month
1490 5th Ave S Unit 200A, Naples, FL 34102
Live in ultimate waterfront luxury with fabulous resort amenities in the heart of downtown Naples! This condo is ideally located within the Naples Bay Resort Residences waterfront complex offering spectacular water views from walls of windows on both sides. An open floor plan features a gourmet eat-in kitchen with Wolf appliances and high top kitchen table that opens to the living room and
Stacey Cotter John R Wood Properties
$18,000 per month
1500 Pelican Ave, Naples, FL 34102
Annual Rental! Sunlight spills across the lanai, pool deck, and backyard, each space opening to the waterway—a clear path to the Gulf of Mexico through Naples Bay. This home, reimagined in a coastal contemporary style, greets you with an open heart: a seamless flow of kitchen, living, and dining areas, where light and connection define the space. It’s built for gatherings, yet offers room to
Nathan Dyer William Raveis Real Estate
$3,100 per month
1560 Blue Point Ave Unit 3, Naples, FL 34102
OWNERS WILL RENT LONG OR SHORT TERM. Welcome to a Boater's Paradise in Oyster Bay, where luxury meets convenience in this south-facing waterfront condominium. This rarely available unit in The Boathouse building offers stunning water views from every room. With 6 units and 2 stories, this high and dry building has weathered recent hurricanes, including IRMA, IAN, Helene, and Milton with
Kathy Knabel-Bailey Compass Florida LLC
$10,000 per month
1540 Curlew Ave, Naples, FL 34102
*** !!! AVAILABLE for Season 2026 !! **** South Naples Location! Canal front view and access! Walk to Naples Bayfront !! This stunning turnkey furnished 2/2 single-family home has so many amazing features: totally renovated inside and out, stainless steel appliances, putting green in the back yard, boat dock access, deep water canal access to Naples Bay, and more! Walking distance to Naples Bay
Cameron Murray WeichertRealtors-ParadiseHomes
$20,000 per month
1480 Curlew Ave, Naples, FL 34102
***STUNNING POOL HOME***4BEDS / 4BATHS***GOLDEN SHORES***FURNISHED SEASONAL RENTAL*** Stunning pool home that's over 3,000 sq/ft, features 4 bedrooms/4 bathrooms with a heated saltwater pool and spa. Newly furnished, meticulously maintained with you in mind. You'll fell right at home thanks to the extremely open floor plan and boasting tranquil views! The custom kitchen is perfect for
Andrea Clark Premier Property Management
$4,850 per month
1666 Osprey Ave Unit 204, Naples, FL 34102
Bring your boat...Welcome to your dream getaway at this waterfront condo in beautiful downtown Naples, FL! This charming 2-bedroom, 2-bathroom condo offers a spacious 1,155 square feet of living space. Enjoy stunning water views and sunsets from your lanai or take advantage of the waterfront lifestyle with your very own boat slip. Enjoy Direct access to Naples Bay and the Gulf of Mexico for the
Beth-Ann Cunningham Compass Florida LLC
$4,850 per month
1666 Osprey Ave Unit 204, Naples, FL 34102
Bring your boat...Welcome to your dream getaway at this waterfront condo in beautiful downtown Naples, FL! This charming 2-bedroom, 2-bathroom condo offers a spacious 1,155 square feet of living space. Enjoy stunning water views and sunsets from your lanai or take advantage of the waterfront lifestyle with your very own boat slip. Enjoy Direct access to Naples Bay and the Gulf of Mexico for the
Beth-Ann Cunningham Compass Florida LLC
$60,000 per month
1100 Sandpiper St, Naples, FL 34102
Brand new 2025 home!Available for Season: November, December January, February and March! Bring all offers Stoff Cooney Modern Masterpiece: A Trophy of Timeless Elegance Located just one mile from Naples’ renowned 5th Avenue and 1.8 miles from pristine Gulf beaches, this architectural marvel boosting sophisticated luxury by star designer Tina Twigger sets a new standard for luxury living. With
Frank Stier Naples Investment Realty
$15,000 per month
1575 Osprey Ave, Naples, FL 34102
Welcome to this luxurious waterfront retreat with private pool & hot tub in one of the most coveted areas of Naples. This amazing 4-bedroom, 3.5-bath home is perfectly situated on a deep water canal with boat dock & direct ocean access, featuring expansive outdoor space, professional grill and plenty of seating & lounging areas for an unparalleled indoor & outdoor experience.This fully furnished
gabriella Steinrguber Concierge Star Realty