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LIMITED WINTER AVAILABILITY — SPECIAL RATES: December $4,500 • January $5,250 • Book December + January for $9,500 and save $750. 28-day minimum stay.Welcome to your Naples home away from home in Falling Waters on Davis Boulevard. This bright and spacious 2-bedroom, 2-bath residence...
Featured review
We couldn’t have asked for a better stay in Naples, Florida. From the moment we walked in, we were blown away by how immaculate and pristine the entire condo was. The coastal decor is stylish, cheerful,...
Distance to beach: 8 miles to Naples Beach
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This newly decorated open and airy condo on the fourth floor has sunrise views from lanai and sunset views from front entrance. This 2 bedroom condo comfortably sleeps 5. There are 3 flat screen cable HD televisions in bedrooms and living area; which include DVR on main TV and master bedroom. The main...
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This condo is available for lease as of 06/20/2026 to 11/20/2026 at $2900 per month, which is about $96.00 per day!!!!!. Great price, walking distance to the beach and Venation village. Hurry, this unit will not last long!!! Contact owner and book this beautiful place . Life is good on "Paradise...
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WINTER 2027 SEASONAL RENTAL Available January 15, February & March 2027 $5,000/month | 60-day minimum Fully furnished 3-bedroom, 2-bath ground-floor condo.Prime Central Naples 3 Bedroom Condo – 60 Day Minimum Stay. Welcome to our spacious 3 bedroom, 2 bathroom ground-floor condo located...
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Welcome to Naples' Forest Lakes community! This cozy ground floor level condo is located in a 2-story condo building with swimming pool/club house and 2 tennis court access for our condo residence/guests. This two-bedroom and two-bathroom condo sleeps four people. A parking spot is assigned to the...
Featured review
A beautiful apartment with everything you need for an enjoyable holiday in beautiful Naples. Very close to supermarkets, shops and restaurants. Also Agnes has a provided a-good manual on places to visit...
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Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf.The unit is located on second floor of 2 story building. Wi-Fi and cable are include. The condo is located 1 mile to the...
Featured review
We had an excellent vacation experience at this property. The condo was exactly as depicted and promised. It was a soothing comfortable space to stay with spacious snd spotless rooms that provided adequate...
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Gorgeous surroundings in a Resort-like atmosphere. Gated Property with Guard ensures your safety at all times! Largest Heated Saltwater Pool in South West Florida! First Floor entrance makes it easy for walkers or wheelchairs. Condo boasts 3 bedrooms and 2 baths. Large Lanai is screened and has an electric...
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Welcome to your Naples coastal escape at 33 Bluebill Avenue, ideally positioned near the sugar-white sands of Vanderbilt Beach and the sparkling waters of the Gulf of Mexico.Beach & Ocean Lifestyle Enjoy morning walks along Vanderbilt Beach, sunset strolls by the water, and quick access to...
Distance to beach: 7 miles to Naples Pier
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Enjoy the best of Naples living this winter in this inviting first-floor corner unit, nestled in the serene King's Lake community. Located in Tama Circle, this 1,820 sq. ft. condo offers a spacious open-concept layout with two bedrooms and two bathrooms, making it perfect for a relaxing seasonal...
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The Condo in Harborside Terrace - Parkshore Neighborhood Welcome to your Old Naples retreat, a hidden gem amongst new homes. This 3-bedroom, 2-bath first-floor condo offers the perfect balance of comfort, convenience, and charm. Near the community pool and located just blocks from the ocean (including...
Distance to beach: 300 yards to Vanderbilt Beach
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The condo is located in a wonderful community, Beachwalk, which is in the heart of North Naples just a short stroll to Vanderbilt Beach. Beachwalk, a low density community with winding roads and lush tropical foliage, features a Club House, six Har Tru lighted tennis courts; two(2)community swimming pools;...
Featured review
Beach Walk Condo. Beautiful condo and surrounding area. Very convenient to restaurants, interstate, movie theatre, and Wal Mart, but in a quiet neighborhood. Only a few block to the beach. You couldn't...
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2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...
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Welcome to your Naples season, set inside the gated, tree-canopied grounds of Naples Bath Tennis Club with access to the Emilio Sánchez Academy - Naples. This single-level 2-bedroom, 2-bath coach home is the easy kind of Florida living: a private covered carport, and a screened lanai where mornings...
Distance to beach: 5 miles to 5th Ave
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Welcome to Paradise!Located in the quiet and relaxing community of Falling Waters. Tastefully decorated condo in Rosewood of Falling Waters. Freshly painted and recently renovated 2 bedroom and 2 bathroom first floor unit. This is 1,354 sq ft unit that offers gorgeous view of the waterfall...
Featured review
I have rented from Kate for seven years during January through March. I would be renting again but have another obligation this year (2007). She has been a very gracious host and condo owner. If the unit...
Distance to beach: 10 yards to Beachfront
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Welcome to Lausanne at $9500/month in-season, ideally located just steps from the beach and minutes from Venetian Village, Waterside Shops, and Naples’ finest dining and entertainment. This bright, turnkey residence features two spacious bedrooms, two bathrooms, an open floor plan, a balcony, and...
Distance to beach: 8 miles to Naples Beach
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Currently accepting Requests . Rates as follows: August 1 - October 31 of 2026 is still available at the cost of $2,700 +++plus +++ represents three items + 7% Florida Tax to Florida Department of Revenue which you will write check directly to Florida Department of Revenue +$150 Transfer fee...
Featured review
Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff
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Spacious 1st floor condo-amazing golf views, fully furnished. New hardwood floors, new Master bedroom with King bed, New Queen bed in 2nd BR with New dream-like mattresses. Murphy console-LR makes to Queen for extra sleeping. Both bathrooms/closets completely redone very stylishly. Desk for working...
Distance to beach: 3 miles to The Naples Beach and Pier
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This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...
Featured review
We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...
Distance to beach: 3 miles to VANDERBUILT BEACH
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This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...
Distance to beach: 0.1 miles to 1 block
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This newly renovated condo is on Hurricane Bay, just one block from the popular Lowdermilk Park on the Gulf of Mexico. No need to drive to the beach - it's right in your back yard! Coquina Cove is a small boutique complex of 18 units. It has a beautiful pool overlooking the bay, where you see...
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Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...
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Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...
Distance to beach: 100 yards to Vanderbilt Beach
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Welcome to your perfect Naples getaway at Regatta at Vanderbilt Beach—a highly sought-after terrace-level condo with coveted western exposure overlooking a lush tropical waterfall pool. The new owners are thoughtfully refreshing the space with soft coastal paint tones, breezy décor, and vibrant,...
Distance to beach: 100 yards to Delnor Wiggins and Vanderbilt
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Pack your bags and get ready for the ultimate beach getaway at just $5,500/month in season! This bright and comfortably furnished 3-bedroom condo is just a short stroll from the sparkling sands of Delnor Wiggins State Park and Vanderbilt Beach. Cozy, stylish, and fully equipped, this condo has everything...
Distance to beach: 2 miles to Clam Pass
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Our MiraVista condo located directly on the Quail Run Golf Course. It is a beautiful 2 bedroom, 2 bathroom condo. The condo has a relaxing ambiance with stainless steel appliances in the kitchen. The unit has screen in lanai with amazing golf course views. Enjoy a cup of coffee in the morning while watching...
Featured review
The apartment is a dream. Everything was perfect. Very clean. Nothing is missing. The location excellent. Tatiana was extremely friendly from the first contact. She was always available and kept asking...
Distance to beach: 6 miles to Vanderbilt Beach
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2br, 2 full bath. Queen bed, lanai with water feature view. All updated, large tvs in living room and main bedroom. Short drive to Vanderbilt beach, 41 and easy highway access, great location. Across from Seed to Table in North Naples. Credit/background check required. Condo updated and in great shape....
Distance to beach: 1 miles to Delnor Wiggins/Vanderbilt beach
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Discover a hidden gem in The Dunes at $12,000/month in-season, offering a spacious 3 bedroom, 3 bath condo with an outdoor terrace. This luxurious residence was just purchased and the new owners are in the process of purchasing all coastal themed furnishings, accessories and electronics. The condo will...
Distance to beach: 6 miles to 5th ave
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This is a ground floor condo, 2 bedroom, 2 bath fully furnished with over sized garage located in Falling Waters which is centrally located between Marco Island and downtown Naples.Falling Waters Beach Resort has two pools, two tennis courts and one boccie court. One pool is a heated 600 foot lazy...
Featured review
Hallo We are 2 persons and want a Apartment with 1 or 2 bedrooms about Naples fore middle Januar for 4 /6 weeks. What can you offer fore us? Best regards Birte and Eckhard Schmidt Bremen Germany
Distance to beach: 7 miles to Vanderbilt Beach
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Perfect winter getaway at $3,000/month in season! Lovely 2BR/2BA condo overlooking lake surrounded by lush tropical landscaping. Well maintained and has everything that you will need to enjoy your stay in paradise. Key Royal is a well-maintained community in excellent location with plenty of shopping,...
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Welcome to your perfect Naples getaway in the sought-after new community of Esplanade by the Islands! This brand new, beautifully appointed single-family home offers an exceptional blend of comfort, style, and resort-inspired living. Offered turnkey furnished as a seasonal rental, this residence is move-in...
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Gorgeous first floor end unit with lots of natural light and a beautiful lake view at just $7,000/month in-season! Stone tile in living areas, wood floor in bedrooms, updated kitchen, fresh paint throughout, coastal chic furnishings, and many other extras. You will love the sunny community pool just steps...
Distance to beach: 1 miles to Vanderbilt & Delnor Wiggins
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This exceptional terrace unit in the Grande Geneva is one-of-a-kind, boasting the largest private deck in the building with its very own private spa and outdoor kitchen at just $22,500/month in-season. Spanning the entire side of the building and exclusive to this unit, the terrace is perfect for entertaining...
Distance to beach: 10 yards to Moorings Beach
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Experience waterfront living at $10,500/month in-season with ever-changing views of beautiful Moorings Bay! This light-filled, third-floor end unit offers approximately 1,400 square feet of living space with two bedrooms and two bathrooms. Beautifully remodeled with an open floor plan and a soft, neutral...
Distance to beach: 30 feet to Vanderbilt Beach
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Lovely 6th Floor Unit directly on Vanderbilt Beach with amazing views. Nothing can beat sunset cocktails overlooking the Gulf of Mexico from your lanai or directly on the beach. The lanai screens slide open providing even more of a view and feeling that you are literally right on the sand in your condo....
Featured review
Everything was GREAT!!!!!!!️ condo is same way as pictures! Everything was beautiful!!! Will definetely come back!
Distance to beach: 10 miles to Naples and Marco Island
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Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...
Featured review
! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...
Distance to beach: 100 yards to Vanderbilt Beach
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Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View at just $14,000/month in season! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental...
Distance to beach: 0.3 miles to Morrings
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Experience timeless elegance at $35,000/month in-season in the prestigious, gated enclave of Hemingway Place. Perfect for hosting family and guests, this luxury estate features King beds in all four spacious bedrooms, plus a versatile den equipped with two twin beds. The dramatic interior showcases a...
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There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...
Featured review
This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....
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Beautifully furnished coastal condo in Heritage Bay! Your tropical, golf, getaway is awaiting your arrival. Two bedrooms, and 2 bathrooms and set up with 1 queen bed and 2 twin beds to accommodate your guests. Relax on your lanai with both golf and lake view and take in the breathtaking southwest Florida...
Featured review
We enjoyed our stay in Heritage bay ,the condo was good and Sara made everything super easy for us hope to rent again in the future.
Distance to beach: 5 miles to Lowdermilk Park Beach
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Welcome to your vacation rental at just $4500/month in-season! Nestled within the highly sought-after Sapphire Lakes community, this charming 2-bedroom, 2-bathroom condo offers stunning views of a tranquil nature preserve from the screened lanai. Owner recently updated all furniture and artwork! Enjoy...
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Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The Isles of Capri is a small quiet island right next to Marco Island. This southern exposure property has direct access to the Gulf of Mexico which makes...
Distance to beach: 4 miles to Naples Beach
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This Naples condo is just what you are looking for. It boasts nearly 1300 sq. feet of living with a coastal chic style. There are two large bedrooms and two full baths. This top floor unit (2nd story) condo has high ceilings and plenty of brand new windows to let in the beautiful Florida sunlight. A 6...
Featured review
We loved our stay! The condo is very spacious and very clean. Everything is provided for you to enjoy all types of activities. The pool was fabulous and everyone was so friendly.
Distance to beach: 4 miles to Naples Beach
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Welcome to your Florida getaway in beautiful Naples, Florida!Enjoy the perfect combination of relaxation, sunshine and convenience in this fully furnished 2-bedroom, 2 bathroom condo in the desirable Winterpark community.Located approximately 15 minutes from the beach, this condo is a wonderful...
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Fully Furnished, Spacious Accommodations: Awesome Apartment near the Beach in Naples offers a spacious apartment with two bedrooms and two bathrooms. The property features a fully equipped kitchen, air-conditioning, and a private pool.Exceptional Facilities: Guests can enjoy a spa and wellness center,...
Distance to beach: 900 feet to One block to Lowdermilk Beach
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Ready to soak in the best of Naples? This highly sought‑after property is open for select summer and fall months in 2026—book early for this popular season!Located just one block from pristine Lowdermilk Beach and the brand‑new Four Seasons hotel, restaurants and shopping, this beautifully...
Featured review
From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...
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This adorable first floor Castleton Gardens condo in Naples is the perfect home base for your trip! Gated community location...walk anywhere. This welcoming and newly renovated space has everything you need and is right across from the community pool, terrace, and hot tub.Recently remodeled with...
Featured review
This most charming condo enchanted us immediately when we opened the door. It was truly a home far away home. As soon as we arrived we felt very welcome in this communityThe whole apartment was exceptionally...
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Step into luxury at $22,000/month in-season in this stunning 9th-floor residence in the Grande Geneva at The Dunes of Naples. Enjoy panoramic Gulf views, serene mangroves, and spectacular sunsets from your expansive lanai. This beautifully furnished condo features 3 bedrooms and 3 full bathrooms, with...
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THIS UNIT IS AVAILABLE FOR JAN/FEB/MARCH/APRIL of 2025This beautiful 3 bedroom 2 bath condo is professionally decorated and immaculately kept to perfection. The bedrooms are equipped with a King bed in the master bedroom, and Queen beds in the guest bedrooms. The Great Room features a 60" Television,...
Featured review
Wonderful condo. Comfortable, clean, great location. Love everything about this place and the Dunes
Distance to beach: 8 miles to loudermilk
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Beautiful 2 Bd, 2Ba condo overlooking 17th Green of our Arnold Palmer Signature Golf course at the premier community of Naples Lakes Country Club in beautiful Naples Florida. There are 5 Har-tru tennis courts, wildlife preserve, gorgeous renovated Club house with state of the art gym, full service bar...
Distance to beach: 6 miles to Naples Pier and Vanderbilt
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Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...
Featured review
Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...