Vacation Rentals By Owner In Naples, FL

Showing 3440 Of 4452 Vacation Rentals

$228.75

Naples Park - William Raveis Rentals

Naples, Florida, United States

COMPLETELY RENOVATED! 3 bedroom, 2 bath beach house on the desirable 500 block in Naples Park. Freshly painted outside and inside, tile throughout, completely new kitchen with custom, white cabinets, granite countertops, stainless steel appliances, sink with custom faucet & pantry. All new bathrooms with custom tile, vanities & mirrors. Additional upgrades & amenities include screened in entry, tiled lanai, beadboard new windows, garage door, and newly screened lanai and large back yard with a refreshing crystal clear pool. Bring your furry, four legged friends with you - they are welcome! Tennis, racquetball and basketball courts are just a short walk away at Pelican Bay Community Park as are nearby restaurants at the Ritz Carlton, Turtle Club, The Lighthouse and La Playa. A short drive up the street expands your social options exponentially with even more fine restaurants plus movie theaters, upscale shopping and more at the fabulous Mercato, Pelican Bay Marketplace, or Pavilion Shops. All of this enhanced by the natural backdrop of Vanderbilt Beach and Delnor Wiggins State Park, recently named one of the Top Ten Beaches in the US. You can be certain that this home will inspire wonderful and lasting vacation memories for you, family and guests.brbrNo motorhomes, no RVs , campers

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$200.16

/ Nightly

Private Vacation Home

Top-Floor Coach Home with Lake Views & Resort Amenities – Treviso Bay

Naples, Florida, United States

Experience the best of resort-style living in this stunning 3-bedroom, 2-bathroom top-floor coach home located in the sought-after community of Treviso Bay. Thoughtfully designed and tastefully furnished, this residence offers an open, airy layout with abundant natural light and tranquil lake views that create a true sense of retreat.brbrThe oversized master suite provides a spacious escape, complete with a walk-in closet and a spa-inspired en-suite bath. Two additional guest bedrooms offer comfort and privacy, making the home perfect for families or hosting visitors. The well-appointed kitchen opens to the main living and dining areas, leading to a screened lanai where you can unwind while taking in the peaceful water views.brbrAdditional highlights include a 2-car attached garage, in-unit laundry, and high-end finishes throughout. As part of the Treviso Bay community, residents enjoy access to exceptional amenities including a resort-style pool with poolside dining, a state-of-the-art fitness center, tennis and pickleball courts, bocce, walking and biking trails, and a full-service spa and clubhouse.

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Exceptional(2)

$444.96

/ Nightly

Condo

RELAX, UNWIND, AND ENJOY.

Naples, Florida, United States

Vanderbilt Beach Area - Walking Distance to the Beach! Located on Vanderbilt Beach, only a short stroll from sandy white beaches, and stunning, colorful sunsets. This condo is a 3BR/2BA with fabulous interiors. Kitchen was just upgraded with some new appliances and granite counter tops. Also bathrooms updated with granite counters and new fixtures. All you need are your sandals and beach chairs. Please call for additional details. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill and picnic area, furnished social room with built in media center, fishing piers, boat docks electronic gated entry, tropical waterfall pool and lap pool. Walk to nearby restaurants at the Ritz Carlton, Turtle Club, The Lighthouse and La Playa. Drive up the street to even more fine restaurants plus movie theaters, upscale shopping and more at the fabulous new Mercato, Pelican Bay Marketplace, or Pavilion Shops. Holiday rates may apply.brbrThe renter will be required to apply online to the Association. The application fee is $150 and is subject to change.brbrOwner prefers weekly rentals and in Feb. and March all weekly rentals can only be booked Sat. to Sat.

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$203.18

/ Nightly

Condo

Beachwalk - William Raveis Rentals

Naples, Florida, United States

Perfect for a fun, active lifestyle, this bright, top-floor condo in Beachwalk has a lot to love! The great room has warm wood flooring, vaulted ceilings and transom windows giving it a stylish contemporary flair. It has an eat-in kitchen with a sunny breakfast nook, lots of counter space and a pass-through to the dining area. The split floor plan features spacious bedrooms with walk-in closets, a good sized great room with screened lanai offering western views of sunset skies. Fresh carpet and paint in chic, neutral tones make it move-in ready! Beachwalk is one of Naples most fun communities, located just a few blocks to Vanderbilt Beach with lots of trendy restaurants, great shopping and entertainment within walking distance. It has 2 sparkling pools, tennis courts, bocce, and a community center with gym.brbr No motorhomes, no RVs , campers

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Sleeps

$118.4

/ Nightly

Condo

Coastal design newer condo amenity rich Artesia 20 minutes to Naples & beaches

Naples, Florida, United States

Welcome to this pleasant condo in Naples. With three bedrooms featuring one king bed with adjustable base, two queen beds, queen sleeper sofa. Guests find plenty of space to relax. The three bathrooms include both a bathtub and a shower, offering convenience for everyone. Stay comfortable year-round with heating and AC, and enjoy access to a fitness room to keep up with your routine. 2 Bikes offered for guests to enjoy. Whether you’re freshening up with the hair dryer or ironing your favorite outfit, this condo has you covered. Experience the magic of Naples at our tremendous condo, where every detail is designed to make your stay soothing and enjoyable.

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$235.93

/ Nightly

Condo

Ventanas I in Tiburon

Naples, Florida, United States

Decorated in a casual contemporary style, this second floor 2 Bedroom/2 Bath condo has a large great room, lots of windows, en-suite baths, open kitchen, and a grand screened lanai for relaxing while enjoying the sounds of nature. Also included is a dedicated laundry room, secure under building parking, and 24 hour guarded entrance to the community. Ventanas residents enjoy two resort style pools, several dining venues at the nearby Tiburon Club and The Ritz-Carlton Golf Resort, and an ideal location just minutes from Vanderbilt Beach.brbr No motorhomes, no RVs , campers

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$197.09

/ Nightly

Condo

Bolero at Tiburon - First Floor Luxury Condo

Naples, Florida, United States

Walk to the Tiburon Club and the Ritz Carlton Golf Resort from this first floor condo in Tiburon. This inviting 2 Bedroom+Den/2 Bath home features a great room floorplan, attached two car garage, and is set up as a three bedroom to accommodate extra family and friends. Quietly situated at the end of a cul-de-sac, you are also just a short walk from the large resort-style community pool with a spa and private grilling area. This unit includes a transferable Signature Membership which gives you access to the waterpark, two golf courses, tennis courts, fitness center, shuttle to Vanderbilt Beach, several dining options, and more! Tiburon is home to three professional tour golf events and is consistently rated one of the premier communities in SWFL offering the ultimate Naples lifestyle to its residents.brNo motorhomes, no RVs , campers

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Exceptional(8)

$628.31

/ Nightly

Condo

A resort property with plenty of amenities and close to downtown Naples

Naples, Florida, United States

Welcome to Naples Bay Resort. This greatly appointed and beautifully decorated cottage is located in the heart of everything Naples has to offer. Enjoy the fully renovated property. Stay on property and enjoy all the amenities including a resort pool and lazy river, paddle boards and bikes, access to boat rentals, gym and community club. Venture out in Naples only minutes away and experience all the shopping restaurants and our white sand beach. Naples Bay Resort has everything you need, don't know what to do let us help you find the right things and the right places to go. (Please contact the host for fee rates if booking for lessthan 1 month.) Check out everything the resort has to offer:brbrAMENITIES & SERVICESbr5,000-square-foot resort poolbrNaples Bay Club - Wellness complex featuring 5 heated poolsbrLazy riverbrFamily pool & waterfallbrAdult-only poolsbrPool barbrCabana rentalsbrConcierge ServicesbrFull-service spabrTennis centerbrTechnogym/Peloton Fitness FacilitybrBarre studiosbrBusiness centerbrMeeting rooms & elegant event spacebrWireless Internet access throughout the resortbr4 onsite restaurantsbrBoat rentalsbrKayak & paddleboard rentalsbrBike rentalsbrCharters for fishing & sunset cruisesbrGift shopbrDry cleaning servicebrResort shuttle to/from Downtown Naples & Naples BeachbrResort shuttle between hotel & Naples Bay Club complexbrComplimentary pool chairs, towels, & umbrellasbrSelf & valet parkingbrADA accessiblebrTopgolf Swing Suite

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Exceptional(18)

$124.88

/ Nightly

Apartment

Private Studio Suite near the Beach

Naples, Florida, United States

Great location! Only 1.3 miles to Ritz Carlton, Vanderbilt Beach, & Wiggins Pass State Park.brStudio-Suite.brClose to great restaurants and shopping.brSeparrate driveway, separate entrance. Very private.brCoffe maker, toaster, microwave, refrigerator & two portable induction stove tops with pots & pans.brIroning board with iron. Hair dryer.brQueen size bed & convertible sofa bed.brWasher and dryer. brbrPrivate entrance with its own parking out frontbrbrWithin 2 miles you will find WalMart, Trader Joes, Publix, LA Fitness, Whole Foods, Marshall’s, Mercato with Shops & Restaurants, The Blue Martini, English Pub, a Movie Theatre, The Ritz Carlton, Seasons 52, Capital Grill and many neighborhood bars and restaurants.

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$207.2

/ Nightly

Private Vacation Home

New 3 Bedrooms Plus Den, and 3 Baths Townhome. Booking with 30 day min, at Naple

Naples, Florida, United States

Brand-new modern townhome featuring 3 spacious bedrooms, 3 full bathrooms, a versatile den, and a private balcony with beautiful sunrise views. Enjoy an open-concept kitchen equipped with top-of-the-line appliances, fully furnished interiors, a dedicated laundry room, and one assigned parking space—thoughtfully designed for exceptional family comfort.

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Sleeps

Exceptional(79)

$440.04

/ Nightly

Condo

Beautiful Naples Condo Regatta @ Vanderbilt Beach. Newly redecorated.

Naples, Florida, United States

Your vacation residence is on the 3rd floor overlooking the beautiful recreational pool at Regatta. Over 1600 sq ft of living space, including a screen-in lanai which is accessible from both the living area and the master bedroom - ideal for dining or lounging. 3 bedrooms and 2 full baths. Master bedroom has a new King size bed, flat screen HDTV, walk-in closet with storage and drawers, dual sinks and a stall rain shower. Second bedroom also has en suite full bathroom, queen size bed and HDTV. Third bedroom contains two twin beds, dresser, nightstand and closet. Dining room table capacity is 6 with 5 further barstools around the kitchen counter. Kitchen is beautifully appointed with marble countertops and stocked with everything a cook requires. Free high sped internet with wi-fi. Washer/dryer in unit. Beach chairs and beach towels also provided. Enjoy coffee in the morning and cocktails in the evening while taking in the beautiful views from the lanai.brbrRegatta is a luxury, gated resort community at Vanderbilt Beach in Naples FL. across from the 5 star Ritz Carlton Naples Beach Resort. Regatta's main swimming pool area features lounge chairs, a waterfall, spa/hot tub and adjacent fitness center. A pool side tiki hut with complete kitchen, ice maker, and two gas grills are available and is used often for happy hour events in-season. Regatta is a short two block walk from award winning Vanderbilt Beach which features chair/umbrella rental, private cabanas, changing/restroom facilities, and a beach store for your food/beverage/sunscreen needs. Enjoy the renown sunsets over the Gulf when an old bell is rung at the moment the sun sets under the horizon. Water activities available nearby include parasailing, jet skiing, boating, and charter fishing. Naples offers several excellent semi-private golf course choices but advanced reservations are highly recommended in season. Grocery shopping options include Whole Foods, Trader Joe's, Fresh Market and Publix all nearby. High-end shopping includes The Waterside Shops (3 miles) as well as the boutiques of Old Downtown Naples (8 miles). Only one mile away, is the newly finished Mercato development which offers high end shopping and multiple dining and nightclub options as well as the Silverspot luxury movie theater complete with reserved leather seating and restaurant/bar service. brbr

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Exceptional(8)

$601.39

/ Nightly

Condo

Regatta - Vanderbilt Beach Views - Private Garage - 11th Floor.

Naples, Florida, United States

Beautifully furnished three bedroom, three full bath condominium located on the 11th floor of the Regatta with Spectacular views of Vanderbilt Bay, the Gulf of Mexico, and Sanibel Island to the North from the screened lanai. The Regatta is a gated community and is situated on Vanderbilt Bay across from the Ritz- Carlton and is a short stroll to the pristine white sandy beaches. The gated community offers a gorgeous lagoon pool with waterfall feature, a lap pool overlooking the bay, full clubhouse with barbecue, fitness Center and a spa hot tub.brbrThe condo's completely furnished with Tommy Bahama Style furniture and includes four televisions, cable, phone and internet service. Unique to this condo is an Enclosed Garage Space which adds lots of extra storage space and the opportunity to have use of a Large Boat Slip and lift with long term rental. Within a short walking distance is Vanderbilt Beach, the Ritz-Carlton, the La Playa Hotel, shopping, restaurants and the Silver Spot Cinema. Downtown Naples with 5th Ave and 3rd Streets is only a ten minute drive south. brbrPlease be advised that during high season a minimum of one month rental is required. Month consists of first of the month to last day of the month. Mid-month to mid-month rentals will not be considered.brbrPlease call for more details.brbrView our virtual tour under the rate information.brThank You!brbrAmenities:brGated CommunitybrTwo Pools - Lagoon Style and an Adult Lap poolbrFitness/Workout FacilitybrSteps to the BeachbrPrivate GaragebrInternet Access brBoat Dock AvailablebrSpa/Hot TubbrBarbecue AreabrShopping and Restaurants NearbybrbrCall for any Questions on availability or rates.brbrKeywords: High Rise Condominium, Condominium

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Sleeps

Exceptional(3)

$239.12

/ Nightly

Condo

PELICAN BAY Close To Pool/Beach/Shopping/Fitness/Pickleball/Lakefront

Naples, Florida, United States

FOR 2026/27 PEAK SEASON MINIMUM 4 MONTH BOOKING REQUIREDbrWelcome to our second-floor 3-bedroom, 3-bath condo with a den and an attached garage. It is located in L'Ambiance of Pelican Bay. It has a wide open south view of a water feature with fountain and the mstrbdrm overlooks a waterfall feature. It is feels very airy and spacious with 10' ceilings and the living room has a full wall of double sliding doors to the lanai. Kitchen appliances and washer/dryer are new. Our condo is at the end of a quiet cul de sac and freshly painted with California shutters on all the windows. The community pool, pickleball, fitness centerwith hot tub and shopping including groceries, drug store, restaurants, bank etc are within walking distance. The beach is a short shuttle/bike ride or a 3 minute drive away. brAs a guest at L'Ambiance you enjoy full access to all the amenities of Pelican Bay including 18 tennis courts, 20 Pickleball courts, tram to the 2 1/2 miles of private beach through pristine mangroves, beach chairs, beachside restaurants & bars, kayaking, and biking along a 2.5 mile scenic trail. Kayaking, fishing & boating are all close by. brWe are within walking distance to the full service multimillion dollar community centre, including a fitness centre with free weights, weight machines, treadmills etc along with yoga and pilates classes. There is also a wellness studio that offers massages and other treatments along with a business center. We are also within walking distance to all the shopping and dining at the MERCATO. Feel free to reach out at 239 450 8274 with any questions. brNaples offers shopping and restaurants galore in a tropical paradise...

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Exceptional(13)

$283.45

/ Nightly

Condo

2 Bedroom 2 Bath- 5 min walk to beach-2 Kayaks-Bicycles BALCONY

Naples, Florida, United States

Vanderbilt Beach, Perfect location steps to beach and great access to stores/restaurants. Recently Remodeled Kitchen and both bathrooms, 2 bed/2 FULL bath corner balcony unit 1350 sqFt.brbr-- March 2026 Available -email for options --brbr Vanderbilt Beach out the back door of our building along state park (4 minute walk). I provide beach trolly to hold beach chairs, umbrella, coolers etc. brI provide 2 new kayaks on a rack directly at the kayak launch just steps from the building. I provide everything needed (kayaks, paddles, life vests and Yeti coolers)-see pics for water trail to the gulf. Watch your grandsons launch kayaks and paddle around the harbor from the balcony. brbrAlso provided are two bicycles (mens/womans) to explore on land. brbrEnjoy the beach during the day, relax by the Pool and watch a beautiful beach sunset without getting in a car. Tons of shopping (Whole Foods, Trader Joes, etc) and restaurants just a 5 minute drive away. brbrbrNEWLY Remodeled Kitchen brRent this 2 Bed and 2 FULL bath beautiful Vanderbilt Towers II condo. The newly remodeled condo now offers granite counter tops in both the kitchen and bath area. New kitchen cabinets and tile flooring. Yacht basin views, we are located at Gulf Shore Drive and Bluebill, private, very quiet corner unit, gated community with 24 hour security.brbr* Enjoy the beach during the day, relax by the Pool and watch a beautiful beach sunset without getting in a car. We are a very short distance to all the fabulous Restaurants of Naples.br** Steps to the beach and a leisure walk to LaPlaya, Ritz Carlton resorts and other fine restaurants. Vanderbilt Towers 2 offers a sunny pool until the afternoon, an on-site Manager to help you in case of trouble and free parking.br***2 televisions // 58 TV in the Living Area and 33 television in the master bedroom//.br***** With High Speed Internet (download movies in 3 minutes 25mb/sec).brbrbr---Any Questions dont hesitate to reach out!!br----Rent two months and savebrNo Pets

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Sleeps

Exceptional(17)

$150.64

/ Nightly

Cottage

Sunset Cottage-Less than 2 mi. to Beaches, walk to restaurants & nightlife

Naples, Florida, United States

The Sunset Cottage is in the heart of North Naples. It is a 2 bedroom 2 bath cottage, perfect for 2 couples or a couple with children. It has been completely remodeled, so everything inside down to the appliances, cookware, linens, flooring, doors, bathtub, light fixtures, faucets, furniture, and door handles are all new. We wanted quality with the comfort of a cottage feel. The open kitchen has barstools for extra seating and looks out into the living room and the large sliding doors which open onto the screened porch and fenced backyard. There are 2 twins in the guest room, with the fully remodeled guest shower and bath. The master has a King size bed and ensuite with a new tub and shower. There are also sliding doors from the master bedroom which open onto your private screened in porch. The outdoor area has a private yard equipped with a gas grill and dining table overlooking the yard. It is partially fenced in. br*Please note that this is attached to another unit which sits beside the cottage, however the cottage itself is completely private with its own front and backyard, driveway, and entrance and lives like a single family home.

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Sleeps

Exceptional(3)

$284.72

/ Nightly

Villa

Beautiful spacious villa in sunny Naples!

Naples, Florida, United States

A 3 bedroom, 2 bathroom villa in the secure, gated resort style community of Winding Cypress, NaplesbrbrThe Area: Naples in Southwest Florida is know for its abundant sunshine, white sand beaches, shelling, fishing, golf, shopping and fine dining.brbrThe Location: 15 minutes to Marco Island, 20 minutes to historic downtown Naples and the beaches. Fort Meyers, Sanibel Island, the Everglades and even vibrant Miami are all within an easy day's exploration.brbrThe Villa: Newly built and spacious, the villa features a two car garage with easy entry into the villa, a separate laundry room, a master bedroom with king bed and ensuite bath having tiled walk-in shower, a second bedroom with queen bedding and adjacent bath, and a den with a full pull out sofa. The kitchen has a large granite counter area and is fully equipped with stainless steel appliances and all of the comforts of home. The living areas are furnished with Italian design furniture and soft leather lounge seating. There are two smart TVs in the unit. The Florida living extends outside with an oversized screened- in lanai overlooking a private and quiet nature preserve. A conversational fire pit, gas barbecue grill and sun loungers make the lanai a wonderful outdoor retreat. Ceiling fans are found throughout the villa as well as central air and heat.brbrThe Community: Guests will enjoy access to all resort amenities. These include a heated pool with lap lanes, an adjacent spa, a state of the art gym, tennis, bocce ball and pickle ball courts, a poolside barefoot bar and cafe and a full activities center. The community offers miles of recreational trails around lakes and preserve for walking, running and biking.brbrCome and enjoy sunny and warm Southwest Florida!

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$227.19

/ Nightly

Condo

3 Bedroom, 2 Bathroom Lake Front End Unit Condo

Naples, Florida, United States

Pavilion Club is a gated, lakeside and garden view community, north of Pelican Bay This ground level, end unit, includes 3 bedroom/ 2 baths, with breakfast bar, separate kitchen eating area, dining room and a well-equipped kitchen. In addition the unit is decorated in Tommy Bahama/Key West style thru out. There is tile thru out the condo unit with laminate in bedrooms. The screened in covered Lanai is private, serene, and spacious with one of the best lakeside views and location in the community. The Vanderbilt Beach is just a short walk or bike ride away. The private well landscaped community is in proximity to The Mercato, Whole Foods, Trader Joes, banks, tennis courts, library, shopping, restaurants, LA Fitness, movie theaters, and Ritz Carlton Hotel. This spacious unit sleeps 2 with a king sized bed in the master bedroom, two twin size beds, and a sofa bed, that can used for occasional guests. Master suite contains a 2 large closets, double vanity, and large separate shower. Second bath room is a tub/shower combination with a linen closet. New HE full sized washer and dryer provided. Wi-Fi and High speed internet is provided. Your viewing pleasure there are Four flat screen TV’s, 32” and larger, and DVD. For your beach enjoyment beach chairs and towels provided. The community has a heated pool and clubhouse just steps away. Your car will be positioned in a designated, covered parking space directly in front of the unit. The Pavilion Club has a fantastic social committee with ongoing events in Bridge, Poker, Water Aerobics, Bocce Ball, Walk About, Corn Hole and Bowling to just name a few of the activities. brbr

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Exceptional(62)

$411.18

/ Nightly

Condo

Gorgeous Waterfront Property On Vanderbilt Bay. Beach Access Just Steps Away!

Naples, Florida, United States

Our lovely property overlooks Vanderbilt Bay. 1500 sq. ft. Sleeps up to 6 people. Primary bedroom with king size bed and private screen porch, overlooking pool area and Vanderbilt Bay. Guest bedroom has one queen size bed Property has been newly remodeled (2017) including kitchen and bathrooms. Main living area also has screened porch overlooking pool area and the bay. Ground level cabana has pull out couch that sleeps two full laundry, cable and Wi-Fi. Pool that is only shared with 5 other units. Within 2 miles to wonderful restaurants and entertainment. Directly across the street is access to the beach.brbrPlease note that a background check form is to be completed upon booking .

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Exceptional(39)

$138.75

/ Nightly

Private Vacation Home

Private Guest House on Acreage

Naples, Florida, United States

Located on over an acre of land, concrete block construction, tile everywhere, granite countertops in kitchen and bath, great room concept w/ a large island kitchen, tons of cabinet and countertop space perfect for tenants that like to cook, new appliances w/ washer and dryer located inside the home, good size master suite with large walk in closet, private patio area with outdoor seating and grill, views of natural Florida landscape. Extra outdoor parking space available for RV and boat parking. Guest house is very private from main house. Less than 10 minutes to the beach, plenty of shopping and dining just around the corner.

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$121.92

/ Nightly

Condo

️ Stylish Naples Condo | Pool, Tennis- Walk to 5th Av

Naples, Florida, United States

Welcome to your turnkey Naples escape in Royal Bay Villas—a beautifully renovated 2-bedroom, 2-bath ground-floor condo that's been thoughtfully refreshed from top to bottom. The kitchen and both bathrooms have been completely redone, featuring modern finishes and brand-new appliances, and the home is finished with all-new, beautiful furniture that gives it a clean, coastal, “hotel-quality” feel.brbrOne of the best features is the easy Florida indoor-outdoor lifestyle: step out to your screened lanai and unwind with a serene landscaped view—perfect for morning coffee, post-beach downtime, or a glass of wine after dinner.brbrRoyal Bay Villas is a tucked-away community with a pool and tennis, and the location puts you close to the best of Naples—Olde Naples restaurants and boutiques, beaches and sunsets, plus local favorites around Naples Bay and the Bayshore area. With an assigned parking spot and guest parking, everything is set up for a stress-free stay or season in paradise.

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Rent a place that suits your needs

Condo

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Cottage

View 52 Cottage

Private vacation home

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Vacation Rentals By Owner In Naples, FL

$228.75

$200.16

$444.96

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$118.4

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$628.31

$124.88

$207.2

$440.04

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$239.12

$283.45

$150.64

$284.72

$227.19

$411.18

$138.75

$121.92

Rent a place that suits your needs

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