Vacation Rentals By Owner In Naples, FL

Dent Drive is one of the most beautiful streets in Lakewood with Old Florida flair. It is located only about 4 miles from the Naples famous 5th Avenue South. This home is located about 5 miles to the Naples beaches and about 17 miles to the Marco Island beaches. 4 bedrooms with 2 full baths, this home has many major upgrades. All plumbing was updated in 2021, Kitchen updated in 2019, new flooring in 2017, new pool cage was installed in 2019, pool resurfaced in 2018 and much more. The backyard is very private with mature landscaping. You have access to the lanai/pool area from the kitchen, living room, master bedroom and guest bedroom. Second bathroom has access to the pool area as well so it can be used as a pool bath too. This property makes you feel at home the moment you walk in

Spacious 4-bedroom house with WiFi, Pool, Six TVs, AC in enjoyable Naples

Naples, Florida, United States

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$173.9

Welcome to Naples, Florida, Voted #1 best places to live by US News 2025/2026.brbrExquisite 1,250 square 2 bedroom 2 bath condo in Treviso Bay. Just 8 miles to the Naples Pier/beach and downtown Naples. The condo is professionally decorated and is located on the 1st floor. The living room extends to the lanai with stunning daytime and sunset views of one of Treviso's beautiful lakes and Rookery Bay. A luxurious, quiet swimming pool and BBQ grill are located within a short walking distance of the condo. The community has 24 hour manned security gate and is beautifully landscaped throughout the entire area. brbrA Social Membership is available and gives tenants access to all the wonderful resort style amenities that Treviso Bay has to offer: lagoon and lap pool, the Villa Rilassare Club with an outdoor restaurant and bar; 8 har-tru tennis courts, bocce ball, basketball court, spa, fitness center/ classes, and cabanas at the main pool. Pickleball is also within the gates of Treviso Bay. There is also a 55,000 square foot clubhouse that provides incredible dining, enjoyable social events, lunch, library, game/card room, concerts and a variety of entertainment. brbrThe condo is also available for golf during the off season with a transferable golf membership. The golf will also be available during some months of the winter season. (Contact owner for available months.) 913-706-7028brPictures of Treviso Bay can be found at www.TPCtrevisobay.combrbrPLEASE NOTE: annual, monthly and seasonal rates vary. Annual rental will be at a lower rate.

US NEWS Ranking: Naples # 1 city to live in 2025/2026. Beautiful condo for rent.

Naples, Florida, United States

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Bath

Sleeps

Exceptional(5)

$317.76

Come stay in our home away from home and enjoy the time with your whole group. We are centrally located to many restaurants, great shopping, easy access to I-75, and about 20 minutes from the beach. A modern single level home, with an open plan living space. The beautiful heated private pool and large lanai out back offer a great escape.

Welcome to Your Naples Getaway - Private Home with Heated Pool

Naples, Florida, United States

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Bath

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Exceptional(26)

$152.73

Spend time with Family and Friends in the Casita after a day at the beach or enjoying the City of Naples. Casita has a screened back patio and a nicely landscaped FULLY FENCED private yard. Feel free to take the 2 bicycles provided for a morning ride around the community, to the grocery store, or to one of the many restaurants located within just half a mile from the house. brbrYou will be in the heart of Naples close to some of the best amenities, shopping and dining experiences. This centrally located home just east of US 41 and south of Neapolitan Way/Granada Blvd, puts you close to many public beach access points yet just a 10 minute drive to Old Naples. brbrFreshly painted, furnished and decorated, the home is very clean. The Primary bedroom has a King size bed with en suite Bath, glass shower door and double sinks. The primary closet is huge, you will not have a problem finding space for all of your things. The Guest Bedroom has a Twin over Full bunk Bed and the 3rd bedroom/den has a Queen size Murphy Bed. There is a hall bathroom with tub and shower for the two guest bedrooms to share. brbrThe Family Room, Primary Bedroom and bunk bed room all have flat screen TVs. The Primary and Family Room TVs HULU Live, Netflix, Amazon and Disney Plus (both require your own subscription). The house has high speed internet and a security system.brbrWe also have a two car garage which you will have full access to.brbrThe community 'pool' is located about 2 miles west of the house in what we call the beautiful 'Gulf of Mexico.'

Naples Home Centrally Located Close To Beach & Restaurants

Naples, Florida, United States

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Sleeps

Exceptional(49)

$481.26

WELCOME TO SHADY PALMS RETREAT! This stylishly appointed, newly renovated pool home is just 10 minutes from white sand beaches and the heart of Olde Naples.br brExtensively renovated and professionally furnished with new designer décor ready for you to enjoy. The open, single-level floorplan flows effortlessly between interior spaces and meets all modern living and entertaining expectations. The dual master suites are on opposite sides of the home, and each includes private master baths and expansive closets. The second master suite has its private entrance providing maximum privacy for visiting guests or two couples renting together. The additional two guest bedrooms share a hall guest bathroom. ALL FOUR BEDROOMS HAVE KING-SIZE BEDS, LUXURY BEDDING, AND NEW WALL-MOUNTED SMART TVS. brbrThe living room has a large leather sectional, 65’ SMART TV preload with all popular streaming apps (Netflix, Peacock, Hulu, etc.) Just log in with your credentials and watch your favorite shows and movies. There are also two club chairs in an area off the living room called the The Lounge. It provides excellent conversational seating that must be experienced to appreciate!brbrThe three sets of pocket sliding doors open onto the lanai from the living room, dining room, and one master suite. Indoor-Outdoor living at its finest! You will spend hours enjoying the fully screened lanai with a heated pool, spa, outdoor grill, and new fire table. brbrThe spacious kitchen is fully stocked! I enjoy cooking and entertaining, so I have equipped the kitchen as I would for myself. As a result, you can enjoy quiet dinners for two or impress guests while entertaining. The kitchen includes new, high-end appliances, quartz countertops with bar seating, and a large pantry for food storage. Adjacent to the kitchen, you will find the refrigerated wine and beverage bar. I have provided all the assorted glass and plasticware for preparing your favorite vacation beverages. brbrToday, a work from home space is a must! The built-in desk, office chair, and multi-function printer/scanner provide the space to do as little or as much work as needed. In addition, the Starlink Satellite WIFI is super fast and will handle any connectivity needs you may have. brbrThe ample dining room is ideal for daily dining and spaciously accommodates six for more formal entertaining. In the dining buffet cabinet, I have provided an assortment of serving bowls, plates, and display trays that should accommodate all your needs. brbrIf you are traveling with infants or toddlers, we can supply a pack-n-play and a high chair upon request. We do not leave these at the home unless requested, so please requested to the time of booking. brbrMature palm trees pepper the ½+ acre grounds (thus the name Shady Palm Retreat) along with other tropical foliage. A perimeter fence secures the property's rear portion, making it a safe place for dogs to roam. Inquire about bringing your pet, and I will provide you with our commonsense pet rules. brbrPlease message me for any additional information you needed about our lovely home!brbrJulia

Newly Renovated, Beach Close, Pet Friendly, Modern Luxury Retreat

Naples, Florida, United States

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$264.88

About this spacebrFirst floor End UnitbrVIEW!! Stunning long lake and golf course views.brSouthern exposure! Many upgrades to include: stainless appliances, custom cabinetry and granite countertops in the kitchen.brbrRegency Reserve is located behind the main Vineyards gate house. Newly renovated Regency Reserve Clubhouse with resort style pool and spa.brbrClose to Shopping, Physicians Regional Hospital and the Gorgeous Naples' Beaches!brbrEscape to a phenomenal villa in Naples with 2 king bedrooms. This gorgeous property offers a cozy living room with an additional king bed, perfect for relaxation. Enjoy the convenience of a washing machine, WiFi, and AC during your stay. With a fitness room available, guests can stay active while soaking in the superb surroundings. We look forward to welcoming you to our place.brbrbrWe may consider hosting a furry member of your family (up to 2 dogs only). PLEASE INQUIRE FIRST. We do have restrictions (under 35lbs) and would like to know a little about your dog before approving it. There will be a non-refundable pet fee of $99 (conditional upon approval)brbr$500 Fine if you bring an animal and don't pay the pet fee.

Villa

The Vineyards, 2 King Beds, Sauna, Pool & Spa

Naples, Florida, United States

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Sleeps

Exceptional(3)

$531.21

Welcome to our beautiful artistic tropical paradise in a quite neighborhood and very close to the beach and all the downtown restaurants and shops. The pool area is perfect during the day and magical at night and includes a heated spa, heated pool, a sunshelf with umbrella, a bubbler, a larger umbrella for the lounging area, a large hammock, and a covered screened lanai with a grill, a firepit, and a triple sliding screen door. The inside of the house is unlike most every other with hand-painted furniture and paintings in a bright cheerful setting with the pool sparkling just outside family room. The house features a king bed, a queen bed, two twin beds, a bunk bed, and two sofa beds if needed. There are yoga mats, pool floats, beach chairs, a beach mat, and many pool and beach towels.

Artistic Tropical Paradise 5 minutes to downtown and the beach.

Naples, Florida, United States

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Exceptional(61)

$249.89

Escape to scenic Southwest Florida and stay at this modern 2-bedroom, 2-bath vacation rental located just 1.6 miles from Vanderbilt Beach! Nestled in the residential Naples Park neighborhood, this family-oriented beach house features a top-of-the-line interior filled with stainless steel appliances, quartz countertops, and plenty of beach-themed accessories. Whether you're in town to explore the Delnor-Wiggins Pass State Park or visit Old Naples, this is the perfect Naples home-away-from-home!brbr-- THE PROPERTY --brbrPets Welcome | Outdoor Space | Near 2 Beaches & GolfbrbrPerfect for a multi-family vacation or a large group of friends, this single-story residence boasts an unbeatable interior filled with high-end modern furnishings, excellent outdoor spaces ranging from a screened porch to private backyard, and a fantastic North Naples location!brbrBedroom 1: California King Bed | Bedroom 2: 2 Twin Beds w/ Twin Trundle Beds | Office: Sleeper Sofa | Additional Sleeping: Pack 'n PlaybrbrKITCHEN: Fully equipped, stainless steel appliances, quartz countertops, automatic drip coffeemaker, 4-person breakfast bar, knife set, tile backsplashbrINDOOR LIVING: Dining table, ceiling fans, a flat-screen cable TV, an office w/ a sleeper sofa, board gamesbrOUTDOOR LIVING: Screened porch w/ 2-person dinette, back patio w/ a gas grill, fenced backyard w/ outdoor dining table, umbrellabrGENERAL: In-unit washer/dryer, free WiFi, linens/towels, Delnor-Wiggins Pass State Park annual passbrFAQ: Pet fee (paid pre-trip), 1 exterior security camera (facing out)brPARKING: Carport parking (1 vehicle), driveway parking (4 vehicles)brbr-- THE LOCATION --brbrBEACHES: Delnor-Wiggins Pass State Park (1.3 miles), Vanderbilt Beach (1.9 miles), Clam Pass Park (5.1 miles), brACTIVITIES: The Old Collier Golf Club (2.1 miles), Bay Colony Golf Club (2.5 miles), LaPlaya Golf Club (3.3 miles), Bentley Village Golf Course (3.6 miles), Tiburón Golf Club (4.5 miles), brATTRACTIONS: Naples Zoo at Caribbean Gardens (8.3 miles), Old Naples (9.4 miles), Naples Botanical Garden (12.8 miles)brEATERIES: The Turtle Club Restaurant (1.7 miles), The Dock at Crayton Cove (10.2 miles), Mercato (1.8 miles)brAIRPORT: Southwest Florida International Airport (~27 miles away)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet-friendly with $75 fee (dogs only, 2 max)br- No events, parties or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. This property features an exterior security camera located on the carport facing the front entrance. The camera does not look into any interior spaces. The camera records video and sound when activated by motion

Tasteful Home w/ Patio + Grill < 2 Mi to Beach!

Naples, Florida, United States

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Select Dates for Price

Vanderbilt BeachbrUnit 1201-Penthousebr11030 Gulf Shore DrivebrNaples, Florida 34108brbrA one-of-a-kind, extensively renovated Penthouse unit that encompasses the entire top floor offering sweeping vistas up and down the crescent coast with dramatic Gulf and Bay Views. This 3 bedroom, 3 bath condominium unit has a total square footage of 3,200 including outdoor space and must be seen to be appreciated. You will have some of the best views in Vanderbilt Beach with its 42’ Western facing balcony and wraparound deck. The recent renovation completely reimagines this unit with an open floor-plan and new kitchen, giving it a finish and feature quality to match the breathtaking vistas. Updates include a double entry door, wood tile flooring throughout, linear diffusers, impact windows, electric blinds, custom lighting, updated mechanicals, updated baths, gourmet kitchen and more!brLuxury amenities include 1st floor private cabana, two reserved and covered parking spaces, private beach access, tennis courts, pickle ball courts, large community pool that overlooks Wiggins Pass Waterway, ground level storage area with bathroom and boat docks with Gulf access. This condominium unit represents the pinnacle of Naples living with the beach on one side, the bay on the other and world-famous shopping and dining with close proximity to Waterside Shops, The Mercato and the Naples Philharmonic.brbrFor a video tour of the condominium unit, see: https://youtu.be/oEBzQ0jRW9U.br

VANDERBILT BEACH-RARELY AVAILABLE PENTHOUSE UNIT - GORGEOUS VIEWS OF BEACH/BAY!

Naples, Florida, United States

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Bath

Sleeps

$899.1

Beach community. Private Heated saltwater Pool and Spa. Huge deck. Southern exposure plenty of sun. Privacy fenced and gated. Vanderbilt Beach, Wiggins State Park. Great favorite for walking. Up scale shopping and dining. The famed Ritz Carlton, Mercato shops, The house is furnished and fully equipped for all your needs.. This is a great location and popular coastal beach retreat. One street over North Naples County Club. Pet welcome.

Naples Park Pool and Spa

Naples, Florida, United States

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Bath

Sleeps

Exceptional(6)

$174.68

Positano Circle is a gated, centrally located desirable community located right off of Livingston Road. It is just minutes to some of the best beaches, shopping and world class dining. This is a beautiful fully furnished 2 Bedroom/2 Bathroom unit with all of the comforts of home. There is a beautiful club house, elevator access to the unit, exercise room and resort like community pool, spa and hot tub. The unit has everything you need to have an amazing stay including High Speed internet, 3 Smart Tv's, Air Conditioner, Ceiling Fans, Dishwasher, Garbage Disposal, Dryer, microwave, Refrigerator with Ice maker, Washer & Dryer. This rental also includes the use of beach chairs, cooler, towels & linens. Walk in closets in each bedroom. Come and escape your everyday and enjoy the Florida sun! We take pride in ownership. We have taken measures to make sure you are comfortable during your stay. A private property manager is available should any issues arise.

Escape the Cold!

Naples, Florida, United States

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Bath

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$451.93

Relax in paradise at our Beachwalk Villas. The two-story home offers 4 bedrooms and 4.5 bathrooms with a pool. Located just 1/4 mile to Vanderbilt Beach where you can soak in the sunshine. Mercato shoppes is also only 1/4 mile away with boutique shops and some of the best restaurants in Naples! There are plenty of golf courses nearby or maybe you`d prefer to explore downtown Naples which just a short 15 minute drive. brbr4 units all next to each other so we can accommodate large groups!brbrThis villa features the master suite with a King bed and luxurious ensuite. Upstairs, bedroom 2 has a Queen bed and smaller ensuite. Bedroom 3 has a Queen bed and ensuite. Bedroom 4 has two Double beds and ensuite.brbrDownstairs you will find a shuffleboard table, a 75 inch tv, and large kitchen island. Outside there is a grill and plunge pool to enjoy sunny southwest Florida! On those gloomy rainy days you can play one of the many board games!brbrIn the spacious two car garage there are bikes, corn hole, beach chairs, and a beach cart. The driveway offers 2-3 more parking spots as well.brbr*PLEASE NOTE*brFurniture may vary from photos

Beachwalk Villa 2

Naples, Florida, United States

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Bath

Sleeps

$572.75

Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples' most sought-after locations. This residence blends sophisticated design with coastal elegance, offering the perfect balance of luxury and convenience just steps from world-class beaches, dining, and shopping. Step inside to discover a light-filled open-concept layout, featuring a completely redesigned kitchen with a 10-foot island, Miele appliances, and book-matched quartzite countertops. The remastered baths showcase porcelain-clad walls and custom cabinetry, while Legno Bastone wide-plank wood floors flow seamlessly throughout the home. Every detail reflects meticulous craftsmanship and modern comfort — from automated window treatments and smart privacy glass to a cloud ceiling and custom floor-to-ceiling millwork. The elegant home office is perfect for remote work.brbrEnjoy peace of mind with impact windows and doors, a private garage, plus an additional parking space, and personal storage. Lush landscaping surrounds the property, creating a tranquil, private ambiance amid the vibrancy of 5th Avenue. Ideally positioned at the quiet corner of 5th Avenue South and 3rd Street, this home places you mere footsteps from Naples' legendary beaches, upscale boutiques, and the vibrant nightlife of Fifth Ave. This isn't just a residence — it's a refined lifestyle in the heart of Naples' most iconic neighborhood.

Luxury, High-End Old Naples Retreat | Steps from Fifth Ave and Beach

Naples, Florida, United States

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$538.93

Available December 2025 and January, February, March 2026! Experience the pinnacle of luxury living in Downtown Naples! Ideally located within walking distance to 5th Avenue S. and the beach, this gorgeous turnkey third-floor condo offers 2 bedrooms, 2.5 bathrooms, and garage parking. Tastefully decorated, it features a fantastic split bedroom layout with two king beds, a private open balcony, and in-residence laundry. The kitchen is beautifully designed, with tile flooring throughout and plenty of natural light. Indulge in luxurious amenities like a 3,200 sq ft resort-style pool with beach entry, two lap lanes, chaise lounges, hammock lawns, poolside cabanas and bar, two hot tubs, bocce ball courts, a putting green, grilling areas, fire pits with seating, a game and billiards room, theater, club room, arcade game room, and an amazing fitness center. Enjoy convenient private shuttle service to the beach and downtown Naples in the evenings. HOA approval required and a 30-day minimum.

Experience true luxury with this chic and modern condo in Naples.

Naples, Florida, United States

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Sleeps

$657.08

Brand new home in the desirable Naples Park in beautiful Naples Florida!brClose to two beaches - Vanderbilt and Delnor-Wiggins, walking distance to our famous Mercato with amazing restaurants and a vibrant nightlife! brFour Bedrooms, two full bathrooms, enclosed lanai with a heated pool, two car garage - plenty of room to bring your family or group of friends!brWe are pet friendly (please let us know what kind of pet first for approval).brbrOur home is fully stocked - beach chairs, cart, umbrella. Foldable crib and a high chair. We will leave 2 rolls of toilet paper per bathroom, 1 roll of paper towels, 2 trashbags. Please pick up more supplies as needed.br***This is a new listing, it is listed across multiple platforms and may not have reviews yet due to being rented on another platform. Photos are recent and accurate.

101A 4BDRM POOL HOME 101A- CLOSE TO BEACH, DOG FRIENDLY, BIKES!!!

Naples, Florida, United States

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Bath

Sleeps

Exceptional(11)

$444.57

Aqua Blue Retreat | Naples Park Pool Home Near Vanderbilt BeachbrbrAqua Blue Retreat offers a comfortable and well-located stay in Naples Park, just minutes from Vanderbilt Beach and Mercato Naples.brbrThe outdoor space is designed for relaxing and enjoying the Florida weather, featuring a private pool (heat available upon request), fire pit, hammock, and a covered lanai with TV.brbrInside, the home provides a bright, functional layout ideal for families or groups. Guests will also appreciate the included bikes and beach gear, making it easy to head out without extra planning.brbrConveniently located near dining, shopping, and local attractions, this home offers a simple, enjoyable base for your Naples stay.

Aqua Blue | Close to Beach | Pool | Hammock & Firepit

Naples, Florida, United States

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$173.49

Great Location in Winterpark!!! Minutes from everything!!! brbrSerene and spacious 2/2 (first floor) condo with resort-style pool, tennis/pickleball courts, minutes away from the beach, boat marina, Tin City, Historic Old Naples, 5th Ave Downtown, Restaurant District, and Shopping. brbrFully stocked with all modern day amenities. Just bring your toothbrush, sunglasses, and flip flops to enjoy everything Naples has to offer.

Winterpark condo w/resort style pool close to Beach, Restaurants and Shopping.

Naples, Florida, United States

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$544.41

Brand new home in the desirable Naples Park in beautiful Naples Florida!brClose to two beaches - Vanderbilt and Delnor-Wiggins, walking distance to our famous Mercato with amazing restaurants and vibrant nightlife! brFour Bedrooms, two full bathrooms, enclosed lanai with a heated pool, two car garage - plenty of room to bring your family or group of friends!brWe are pet friendly! We provide a folding crib, highchair, beach chairs, cooler, cart and 3 bikes! Please note this home is a duplex. Each side has it's own 4 bdrm 2 bathrooms, garage, pool, lanai. We do offer to rent both sides (there is a separate listing for that, please inquire). This is a new listing, it is rented across various platforms, may not have reviews on this platform due to being rented on others. Photos are recent.

102B Naples Park-Pool, Bikes, Dogs ok, close to beach, Mercato, DownTwn 5th AVE!

Naples, Florida, United States

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Sleeps

$126.74