Vacation Rentals By Owner In Naples, FL

A tranquil serene paradise that captivated the estates surrounding nature. Guests will be covered by vivid outdoorsy scenery. The designated parking area is indicated by the driveway, leading to a vibrant outdoor seating area and a cozy wooden deck. As you walk up the steps leading to the patio, you will see the door leading you to your cozy place of stay.br

Apartment

King's Cozy Guest Suite

Naples, Florida, United States

Bed

Bath

Sleeps

$244.2

Luxury condo, sleeps 4. First-class amenities located close to shopping, beaches and dining. Transferable golf membership available during your stay giving you access to Tiburon golf, use of additional pool, water park, hot tub, spa, tennis courts, fitness center, jogging paths, bikes, transfer to members-only beach area, including use of cabanas and food and beverage services. Tiburon Ritz Carlton is a true Naples lifestyle with an upscale property with luxurious surroundings for your vacation enjoyment.

Tiburon Ritz Carlton Retreat Condo Rented Monthly With All The Amenities

Naples, Florida, United States

1

Bed

Bath

Sleeps

$555.0

Sunny tropical vacation home with private pool and short drive/bike distance to downtown Naples and beaches. The house is extremely spacious with a 2 car garage that enters into the kitchen/dining room. Great overall location for recreational activities like sightseeing and dining.

Tropical vacation home w/ private pool

Naples, Florida, United States

Bed

Bath

Sleeps

$275.88

brBeach, Pool, Bay, Tennis Courts, Pickle Ball and Bocce CourtbrbrVanderbilt Beach North Naples offers sun-drenched days, miles of white sugar-sandy beach, warm calm breezes, colorful dazzling sunrises and sunsets overlooking the Gulf Coast Bay and The Gulf Of Mexico.brbr 4th floor corner-unit, wrap around screened lanai terraces with electric hurricane/storm shutters, open concept condo with lots of windows and light located at Vanderbilt Landings.brbrRelax in a comfortable well-equipped luxurious 4th floor unit with an open floor plan which includes two bedrooms, two full bathrooms, spacious living, office area, breakfast nook, fully stocked kitchen, laundry room and wrap around lanaisbrbrGourmet Kitchen with an illuminated tray ceiling and breakfast bar with four bar stools. Plenty of cabinets, with stainless steel appliances and granite counter tops and fully stocked for all your cooking needs during your stay.brbrLiving Room has comfortable leather couch and power recliners. Smart Flat Screen TV with basic cable, ceiling fan and entrance to the screen lanai.brbrDesk Area is for your computers, work station, storage or a charging station for all your electronics. brbrSitting Area to enjoy reading a book, enjoy your favorite beverage or just relax and take in the views.brbrQueen Bedroom with walk-in closet, right off the full bathroom, ceiling fan, Smart TV with basic cable, and private access to screen lanai with direct views of the pool, bay waters, tiki siting area with tables, chairs. grills, tennis and pickle ball courts.brbrFull Bathroom has walk in shower with Handicap bars, granite counter top sink and located by the queen bedroom.brbrLaundry Room has washer, dryer, iron, iron board and extra refrigerator for all your drinks and extra food.brbrMaster King Bedroom with large walk-closet, ceiling fan, two sitting chairs, Smart Flat Screen TV with basic cable, suite bathroom, direct access to the lanai and direct views of the gulf!brbrThe screened lanai's are located off the queen bedroom, master bedroom, living room and kitchen area with amazing direct views of the water. brbrEnjoy your coffee or favorite drink while watching the dolphins, sunrises, sunsets and boats as they travel thru the channel and the direct view of the gulf. Lanai offers chairs and tables for relaxation and enjoyment.brbrThe condo is fully stocked for all your rental needs including beach chairs, coolers, beach cart, beach towels and umbrella which is stored in locker storage room off the lobby area.brbrThe unit has an assigned parking space as well as guest parking in the lot. The complex is a gated community with code entry thru security gate, entry into the elevator lobby as well as the condo. Stairwell, elevator and trash chute are located on the front balcony of the condo corridor.brbr We have private beach access to the white sands of Vanderbilt Beach which is located a few short steps away. Enjoy sunbathing at the bay front heated swimming pool with tables, chairs and chase loungers as well as restrooms and covered sitting area. brbr BBQ with two gas grills under the chickee hut, fish off dock, play a round at the new tennis, pickleball, and bocce courts. brbrEnjoy the blue crystal water, beach front dinning, play 18 holes of golf, rent boat, paddle boards, parasailing, shelling, canoe, bikes, jet ski, or kayaks and explore the bay or nearby estuary at Delnor- Wiggins Pass State Park. brbrTake a stroll on the dock walkway along the bay channel, grab a book, your favorite beverage and enjoy the beautiful tropical landscaped property. brbrWorld-class entertainment and shopping is minutes away. You'll also find plenty of great coffee shops, restaurants, bars, golf courses, grocery stores, LA Fitness, movie theater and international dining all within minutes of the condo. brbrVanderbilt Beach is a tropical paradise which is considered by many to be the crown jewel of Southwest Florida. Hope on a trolley and check out all the areas of Naples at many locations near the condo. brbrCheck out LaPlaya, Turtle Club, Ritz or the Light House for breakfast, lunch, dinner or sunset options on the beach.

2 Bedroom & 2 Bath Direct View of Gulf & Bay! Wrap Around Lanai! Summer Special

Naples, Florida, United States

Bed

Bath

Sleeps

$292.3

Immaculate 3 bedrooms (including1 den with queen size sofa bed,) 2 bathrooms 2 car garage single family house with private heated pool and lake view in a very quiet community in the South of Naples, 10 minute drive to Downtown beaches, shopping, restaurants, galleries.brSleeping : 6 personsbrKing size bed in the master bedroom and Queen size bed in the guest bedrooms.brSplit bedrooms.brFully equipped with range, refrigerator, dishwasher, microwave, washer and dryer, rented turnkey with bedding, brtowels.

Madison Park In South Naples

Naples, Florida, United States

Bed

Bath

Sleeps

$419.79

Welcome to your Coastal Escape; where Life's a Beach. At least while you're on vacation. Effortlessly stylish and thoughtfully designed, this newly constructed Naples Park retreat offers the perfect blend of modern luxury and laid-back coastal living. Soaring ceilings, sun-drenched interiors and beautifully curated finishes create a bright and inviting atmosphere that immediately puts you in vacation mode.brbrSpend your mornings sipping coffee by the pool, your afternoons exploring Naples' sugar-white Gulf beaches and your evenings gathered around the outdoor kitchen with family and friends. Whether you're seeking a relaxing beach getaway or a memorable home base for exploring Southwest Florida, this home delivers comfort, style and an unbeatable location just minutes from Vanderbilt Beach and Mercato. brbrPrime Naples LocationbrbrLocated in the heart of Naples Park, one of Naples' most desirable beachside neighborhoods, you'll be close to everything while still enjoying the privacy of a quiet residential setting.brbr• Vanderbilt Beach — 2.5 milesbr• Delnor-Wiggins Pass State Park — 2 milesbr• Mercato Shopping, Dining & Entertainment — 1 milebr• Minutes from grocery stores, local cafés and chic boutiquesbrbr Living RoombrbrFramed by expansive glass doors and filled with natural light, the living area feels bright, airy and effortlessly coastal. brNatural light pours through the sliders, creating a seamless transition between the indoor and outdoor living spaces. Sink into the oversized designer sectional, stream your favorite show or simply enjoy the relaxed atmosphere after a day spent at the beach or by the pool. brbrFeaturesbrbr• 75-inch Smart TVbr• Oversized designer sectionalbr• Curated artwork and designer lightingbr• Open-concept layoutbr• Pool views with abundant natural lightbrbr Kitchen & DiningbrThe kitchen combines fresh, coastal style with everyday comfort. A striking waterfall island, stainless-steel appliances and thoughtful finishes create a gathering space that's equally inviting for morning coffee, afternoon snacks or evenings spent sharing a meal with family and friends long after the plates have been cleared. The dining table comfortably seats eight, while oversized sliding glass doors open directly to the outdoor living space, creating the perfect flow for indoor-outdoor entertaining.brbrFeaturesbrbr• Waterfall island with seatingbr• Dining table for eightbr• Stainless-steel appliancesbr• Fully stocked cookware, utensils and kitchen essentialsbr• Open-concept design makes this home ideal for entertainingbrbr Outdoor LivingbrbrThe backyard was designed for enjoying the Florida lifestyle. Lounge beside the heated saltwater pool, soak up the sunshine from the tanning ledge or fire up the grill and enjoy a meal at sunset. Under the private, screened-in lanai you'll have comfortable seating, tropical landscaping and plenty of room to relax.brbrFeaturesbrbr• Heated saltwater pool with a sun shelfbr• Outdoor kitchen with grill + sinkbr• Covered seating areabrbr Sleeping AccommodationsbrThe home comfortably sleeps up to eight guests and offers plenty of space to spread out and relax. Fresh, luxurious linens await you at bedtime and the bathrooms are stocked with fluffy towels and complimentary spa-inspired toiletries to enhance your self-care routine. brbr○ Primary Suite -- Designed for rest and relaxation, the primary suite features a king bed, direct access to the pool, a 65-inch Smart TV, and a spacious en-suite bathroom with double vanities and an oversized walk-in shower.brbr○ Guest Queen Room -- The guest queen bedroom features a relaxed coastal aesthetic, a ceiling fan for added comfort and a tranquil atmosphere that's perfect for settling in after a day at the beach.brbr○ Guest King Bedroom -- This room combines comfort and simplicity, featuring a Smart TV, ceiling fan and plenty of space to to relax.brbr○ Private Den -- A space filled with versatility whether you need it to sleep extra guests or to give the kiddos some quiet time, this private space gives you access to a full-size pull-out couch and a Smart TV making it the perfect spot to sleep or just unwind and cool-off. brbr COMPLIMENTARY ITEMS PROVIDED FOR YOUR STAYbrbr• Toilet paper + paper towels br• Dish soap + fresh sponge, dishwasher + laundry detergent br• Spa-inspired, personal-size toiletriesbr• Beach chairs + umbrellabr• High chair + Pack n’ Playbr• Coffee, creamer & sweetenersbrbrEscape to this newly built Naples Park retreat featuring soaring ceilings, designer interiors, a heated saltwater pool, outdoor kitchen and effortless indoor-outdoor living. Just minutes from Vanderbilt Beach and Mercato -- an upscale dining, shopping and entertainment complex -- it's the perfect blend of coastal luxury and relaxation. This home places you in the heart of the best of Naples. Nestled within Naples Park, a relaxed beachside neighborhood, you’ll be just moments from some of the area’s premier shopping, dining, entertainment and Gulf beaches.brbr PET POLICY brWe’re happy to welcome up to two dogs (maximum 65 lbs each) with a $275 non-refundable pet fee per dog. Unfortunately, cats are not permitted at this property. Please let us know in advance if you plan to travel with your furry companions so we can prepare for their arrival accordingly. brbr SMOKE & VAPE POLICYbrAll of our properties are entirely smoke-free and vape-free. We sincerely appreciate your cooperation in helping us maintain a fresh, clean environment for every guest to enjoy.brbr GUEST ACCESSbrGuests enjoy full private access to the entire home, including the pool, garage and all outdoor living spaces. Convenient self check-in is provided via smart keypad.brbr YOUR HOSTbrYour stay is hosted by Naples Vacations — a local team dedicated to clean, comfortable, and stress-free stays. We take great pride in maintaining our homes to the highest standards, so brief routine service visits such as pool care, landscaping, or pest control may occasionally occur during your stay to keep the property looking and functioning its best.

4 bed, 3 bath, house with heated pool

Naples, Florida, United States

Bed

Bath

Sleeps

$194.26

Summary:brWelcome to 559 Park Place | Orchid Villa!brbrTropical colors make life feel like a permanent vacation in this beautifully decorated, modern Villa. The Orchid Villa is freshly updated & fully equipped with all of the comforts of home. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. brbrThis space is designed for our guests & their families to have everything they may need while on vacation.brbrThe Space:brFully Equipped Kitchen with Keurig Coffee Maker and starter kit of k-cupsbrComplimentary Bottles of WaterbrFlat Screen TVbrXFinity High Speed Wi-Fi w/ BoostbrBathroom with Tub/ShowerbrBeach Chairs, Beach Towels, Beach Bag, UmbrellabrOutdoor Patio with Loungersbr*Brand NEW Pool (shared *not public)brBBQ Grill (shared)brWasher & DryerbrStarter pack of laundry soap, dishwasher pods & garbage bagsbrComplimentary shampoo, conditioner and soapbrbrGuest Access:brGuests have access to the entire Villa. Outdoor courtyard and pool are accessible and shared with 3 other villas.brbrThe Neighborhood:brJust minutes from shopping, dining, and some of Southwest Florida’s most desirable beaches. brbrMercato offers 12 notable restaurants, over 20 upscale retailers and hosts a vibrant year-round event calendar with most events free and it’s only 2 miles away! brbrMercato dining & Shopping include: Whole Foods Market, Sur La Table', Chipolte’, Nordstrom Rack, Blue Martini, Burn Cigar Bar, Cavo Lounge, Bravo Cucina, Seasons 52, The Pub Naples, AZN, Burntwood Tavern, Silverspot Cinema, The Counter Burger and many more...brbrGo shopping at The Waterside Shops, an open air mall located 4 miles from the house. Featuring Saks Fifth Avenue, Nordstrom, Anthropologie, Gucci, Apple, Brooks Brothers, Louis Vuitton, J. Crew, Banana Republic, Vineyard Vines and so much more…brbrShop or stroll Venetian Village, another open air mall located on the bay with beautiful views, shops and restaurants. brbrPlay and dine at 5th Ave South, an irresistible mix of Glamour and laid-back ease. brbr3rd Street South is surrounded by the colorful original beach cottages and lovely houses of old Naples. The sophisticated and delightful shops, the renowned fine restaurants, bistro’s, and courtyards all amidst the lush colorful cascading flowers and Green landscaping of historic downtown Naples. brbrAlso Conveniently Located Nearby:brbr- Ritz Carlton Beach Resortbr- Turtle Club Beach Resortbr- LaPlaya Beach ResortbrbrNearby Grocery: Whole Foods, Trader Joe's and Publix grocery storesbrbrThings to dobr- LA Fitnessbr- Pelican Bay Community Park – Tennis, Sports Fields, Kids Play Areabr- Sun-N-Fun Lagoon Waterparkbr- Golisano Children’s Museumbr- Artis Naples - Home of The Baker Museum & the Naples Philharmonicbr- They Naples Players TheatrebrbrMorning Spotsbr-Fit & Fuel Cafe' ***br- Starbucksbr- Delicious Raw Juice Bar ***br- The Patio Cafebr- First Watch Breakfast & Lunchbr- Dunkin' Donutsbr- 239 Coffee ShopbrbrDining Outbr- Capitol Grillbr- Tacos & Tequila Mexican Restaurantbr- Flemings Steakhousebr- The Bay House Restaurant ***br- Daruma Japanese Steakhousebr- The Crust Pizza***br- Inca's Peruvian Kitchenbr- Cooper's Hawk Winery & Restaurant ***br- Longhorn Steakhousebr- Felipes Mexican Taqueirobr- Zen Asian BBQbrbr*** Denotes FavoritesbrbrGetting Around:brLocated close to:brbr2 Minute drive to Mercato Shopping & Dining Districtbr15 Minute drive to Downtown Naplesbr45 Minute drive to Marco Islandbr45 Minute drive to Sanibel Beachbr30 Minute drive to Southwest Florida International AirportbrbrOther Things to Note:brAll standard amenities are offered, to make your stay as relaxed and care-free as possible.brIf you need anything extra, or find that something is not functioning properly (or missing), please message us ASAP via the AirBnB messaging app.brbrInteraction with Guests:brProfessionally managed by the Beachside Agency. We have a team of professionals available to answer questions or provide support 24/7.

Apartment

559 Park Place | Orchid Villa - Minutes to Beaches

Naples, Florida, United States

Bed

Bath

Sleeps

$386.24

Summary:brDiscover the ultimate retreat at 733 Sunset Hideaway, a renovated 3-bedroom, 2-bathroom home nestled near Vanderbilt Beach. The allure of this home extends beyond its spacious bedrooms all with king beds and well-appointed bathrooms to the backyard oasis featuring heated pool and spa. With thoughtful design and proximity to the beach, Sunset Hideaway promises a perfect blend of serenity & coastal luxury for an unforgettable getaway. Pet friendly w/approval. We can't wait to host your stay!brbrThe Neighborhood:brQuiet, coastal neighborhood located a mile from world-class, white sand beaches.brbrTop Rated Restaurants Located Nearby:br- Ritz Carlton Beach Resortbr- Turtle Club Beach Resortbr- LaPlaya Beach ResortbrbrLocal Grocery:br- Whole Foodsbr- Trader Joe'sbr- PublixbrbrMercato Shopping and Dining District which includes - Whole Foods Market, Sur La Table', Chipolte’, Nordstrom Rack, Blue Martini, Burn Cigar Bar, Cavo Lounge, Bravo Cucina, Seasons 52, The Pub Naples, AZN, Burntwood Tavern, Silverspot Cinema, The Counter Burger and many more...brbrWaterside Shops Luxury Shopping & Dining includes – Saks Fifth Avenue, Nordstrom, Anthropologie, Gucci, Apple, Brooks Brothers, Louis Vuitton, J. Crew, Vineyard Vines and so much more…brbrThings to dobr- LA Fitnessbr- Pelican Bay Community Park – Tennis, Sports Fields, Kids Play Areabr- Sun-N-Fun Lagoon Waterparkbr- Golisano Children’s Museumbr- Artis Naples - Home of The Baker Museum & the Naples Philharmonicbr- They Naples Players TheatrebrbrMorning Spotsbr- Fit & Fuel Cafe' ***br- Starbucksbr- Delicious Raw Juice Bar ***br- The Patio Cafebr- First Watch Breakfast & Lunchbr- Dunkin' Donutsbr- 239 Coffee ShopbrbrDining Outbr- Capitol Grillbr- Tacos & Tequila Mexican Restaurantbr- Flemings Steakhousebr- The Bay House Restaurant ***br- The Crust Pizza***br- Inca's Peruvian Kitchenbr- Cooper's Hawk Winery & Restaurant ***br- Longhorn Steakhousebr- Felipes Mexican Taqueirobr- Zen Asian BBQbrbr*** Denotes Favorites :-)brbrGetting Around:br2 Minute Drive to Vanderbilt Beachbr2 Minute drive to Mercato Shopping & Dining Districtbr15 Minute drive to Downtown Naplesbr45 Minute drive to Marco Islandbr45 Minute drive to Sanibel Beachbr30 Minute drive to Southwest Florida International Airport

733 Sunset Hideaway | Pool & Spa

Naples, Florida, United States

3

Bed

Bath

6

Sleeps

$229.75

Welcome to your Naples Park vacation home! Nestled in the heart of North Naples, this 3-bedroom property offers the perfect getaway for you and your loved ones. Imagine starting your day with a refreshing dip in the outdoor pool, followed by a leisurely stroll to the nearby Vanderbilt Beach or Delnor-Wiggins Pass State Park, just a 15-minute walk or 3 minute drive away. Or, venture a bit further to the stunning Clam Pass Park, Beach, a 10-minute drive from your doorstep. For a day of shopping and dining, the Coconut Point Mall is just a 16-minute drive, offering a wide array of options. Back at the house, you'll find a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, and all the necessary appliances to whip up delicious meals. Enjoy your culinary creations at the dining table, or step outside and fire up the grill for an alfresco feast. When it's time to unwind, settle into the comfortable living room and enjoy the smart TV with satellite or cable channels. Stay connected with the free WiFi, and don't worry about doing laundry, as the home is equipped with a washing machine and dryer. With 2 bathrooms, towels, basic soaps, and a hair dryer, you'll have all the essentials you need for a relaxing stay. And when it's time to head to the beach, simply grab the provided beach loungers, towels, and outdoor furniture. Experience the perfect blend of comfort and convenience in this Naples Park vacation home.

Relax by the Gulf! Coastal home, heated pool, Walk to renowned Beach

Naples, Florida, United States

Bed

Bath

Sleeps

$351.03

Minimum 1 month stay, 10% discount for a 2 month stay, 20% discount for a 3 month stay. CONTACT US to adjust the price. ONE 25 LB DOG allowed by HOA.brbrThis spacious beautifully REMODELED top floor 3 BR 2 BA condo with A/C, elevator access and heated community pool is perfectly located in the Vanderbilt Beach Area in North Naples. Stroll 1 mile through a Park to the Gulf of Mexico to enjoy the #6 top rated beach in the USA, Delnor Wiggins. Enjoy powder white sand, clear blue water, breathtaking sunsets, happy hour and fine dining at landmarks like the Ritz Carlton, La Playa & Turtle Club. Only 1 mile to Trader Joes, Publix and Walmart, 2.8 miles to Mercato with its many dining options, nightlife, boutique shopping, Whole Foods and two Luxury Movie Theaters. brbrLight and bright open floor plan offers newer air conditioner, tile floors throughout, Granite counters, stainless appliances- very clean furnishings, comfortable mattresses (allergy encased) and linens…RARE in this price-point and location. Fully equipped kitchen, full size washer, dryer...all the comforts of home! brbr3 bedrooms, 2 baths-maximum occupancy 6. 1 King, 1 Queen and 2 twin beds. 3 Flat screen TV’s 1 in living room and two in bedrooms, hi-speed internet and cable provided. Computer workstation in living area, and computer desk and chair in Master bedroom. Screened lanai with outdoor dining set seats 6, Indoor dining set seats 6. brbrSoft Mood lighting in all rooms. Laundry room in unit with Washer & Dryer, Ironing Board & Iron, Vacuum Cleaner. Two sets of soft good quality sheets and blankets per bed, plus extra pillows, 4 quality towel sets per person, hairdryers in both bathrooms. Beach cart, 6 beach chairs and towels provided. The living room sectional is very comfortable, cuddle up with soft throws and watch the flat screen TV! Buildings are freshly painted in a grey/beige color, with matching new tile roofs. brbrVisit the many Shopping, Dining, Arts and Theater centers scattered throughout Naples. Warm and sunny outdoor activities along the 20+ miles of white sand beaches, walking and biking paths and the 80+ Golf courses...all that Naples has to offer can be yours in this well-located condo…we only rent a few months each year, and this property typically books well in advance. brbrMinimum 1 month stay. 10% discount for a 2 month stay, 20% discount for a 3 month stay. Contact us to adjust the price. ONE 25 LB DOG OK WITH $250 pet cleaning fee. No dogs over 25 lbs or cats. Contact anytime with questions, we'd love to share our knowledge! Professionally Cleaned and Immaculate.

Walk to Top Rated Beach Beach, Pet Friendly 3BR 2BA Top Floor- Immaculate, Wi-FI

Naples, Florida, United States

3

Bed

Bath

6

Sleeps

$645.61

Step into your own slice of paradise in the heart of Naples! This stunning coastal retreat blends luxury, comfort, and location in one unforgettable package. Nestled directly on the water with backyard access to Naples Bay, and just a short stroll to the vibrant Third Street South district, you'll enjoy the best of both worlds—secluded tropical serenity and walkable access to world-class dining, shopping, and cultural events.brbrInside, soaring vaulted ceilings with exposed beams, rich cherry wood accents, and walls of windows set the tone for an airy, light-filled getaway. The open-concept layout seamlessly connects the formal dining room, gourmet chef's kitchen, living room, and family room—ideal for entertaining or cozy family evenings.brbrThe kitchen is a dream for food lovers and casual cooks alike. With plenty of space to gather around two large islands, top-tier appliances, and stylish custom finishes, it's the perfect spot for preparing a fresh seafood dinner, sharing morning coffee, or simply enjoying time together while the sunlight streams in.brbrStep outside and be transported to your own private tropical oasis. Sway in a secluded hammock beneath the palms, rinse off in the outdoor shower after a beach day, or soak up the sun on the spacious deck. The covered outdoor dining space invites leisurely alfresco meals, with lush landscaping and coastal breezes all around.brbrThe luxurious master suite is a peaceful sanctuary with private access to the outdoor spaces, exposed beam ceilings, built-in bookshelves, and a spa-inspired bath featuring floating vanities and a walk-in shower. Two additional guest suites (one with private outdoor access) and a cozy den/flex space offer room for everyone to unwind.brbrWhether you're watching the sun set over the bay, strolling to a five-star dinner, or simply relaxing under the Florida palms, this one-of-a-kind home offers an elevated Naples experience you won't soon forget.brbrPLEASE NOTE: This property generally requires a minimum stay of 30 nights. However, shorter stays may be accommodated on a very limited basis, in accordance with the City of Naples rental ordinance. For personalized assistance or availability inquiries, please contact our team at info@theholidaylife.com!brbrThe Holiday Life is a full service luxury vacation and seasonal rental management company with an expansive portfolio - from beachfront, to downtown and amenity rich communities throughout Naples and Marco Island. Our team is here to assist in every step of planning your experience from choosing the perfect rental, pre arrival planning, dedicated concierge services and 24/7 support during your stay. We look forward to the opportunity to host you! brbrRENTAL PURPOSE: This property is intended for single-family and transient guest rentals only - any requests for work crews require specific approval prior to booking. No commercial vehicles or work trucks may be parked on site. brbrCOMMERCIAL USE: Commercial and/or business use of the property is not allowed, including commercial photography or filming. brbrMINIMUM AGE REQUIREMENT: Primary guest whose name is associated with this booking must be at least 25 years of age and must be present for the duration of the reservation. brbrGUEST LIST: A guest list including full names and ages of all people who will be staying overnight must be provided in writing at least 24 hours to the guest(s) arrival.

Elegant Naples Escape | Waterfront Luxury Meets Tropical Tranquility

Naples, Florida, United States

Bed

Bath

Sleeps

$437.66

brbrBeautiful 4 bedroom 2 bath home with heated spa, jet propulsion, privacy fence. 2000 square feet under air. This vacation home is turnkey ready and comes with gas grill, bikes and all necessary equipment for the beach (chairs, beach towels, cooler and bikes) which is only 5 minutes away. There are 3 beaches close by(VANDERBILT,WIGGINS-PASS, NAPLES BEACH ). Centrally located to multiple shopping centers, best restaurants in town, bars and lounges, marinas , public tennis and golf and so much more Naples has to offer. Great neighborhood....safe and friendly. Oh yes, did I mention we are a pet friendly home...Come celebrate the Holidays or your vacation!!brbrbrPossible small non shedding dogs. No cats.

4 BEDROOM POOL HOME

Naples, Florida, United States

Bed

Bath

8

Sleeps

$117.05

Located in Naples, 2 Miles from beach, this condo is a dream. With 2 bedrooms including a king bed and a twin bed, guests will find the space delightful. Amenities like WiFi, AC, and Heated Pool make this property awesome for a comfortable stay. We hope you'll enjoy your stay at our condo.

Cozy 2-bedroom condo with AC, WiFi in fantastic Naples

Naples, Florida, United States

Bed

Bath

Sleeps

$436.05

Step into this beautiful 3-bedroom, 2-bath residence, offering over 1,700 square feet of open and airy living space. The redesigned kitchen is perfect for entertaining, while the abundance of natural light creates a breezy coastal atmosphere, ideal for bayfront living. Every detail has been thoughtfully selected, from the elegant wood floors and new appliances to the lanai screens, shutters, stylish light fixtures, and beach-inspired furnishings. Outside, the fun continues with fantastic resort-style amenities, including a tropical waterfall pool, relaxation pool, boat docks, fitness rooms, and grilling areas. Just 500 yards from Vanderbilt Beach and steps from the iconic Ritz Carlton, Regatta offers a true resort experience. Enjoy a fitness center, poolside grill, picnic area, lap pool, and gated entry, plus nearby tennis courts. Explore local favorites like the Ritz Carlton, Turtle Club, The Lighthouse, and La Playa for incredible dining options. For even more adventure, you're just minutes away from the fine dining, upscale shopping, and entertainment at Mercato, Pelican Bay Marketplace, and Pavilion Shops. Naples has so much to offer, from fishing and sunset cruises to the Naples Botanical Gardens, Naples Zoo, public golf courses, and the cultural gems at Artis Naples.brNo motorhomes, no RVs , campers

Regatta - Naples, Florida

Naples, Florida, United States

Bed

Bath

Sleeps

$390.09

Welcome to this beautiful house on a peaceful cul-de-sac. The screened lanai has a private heated pool with an attached hot tub that overlooks a picturesque lake. A perfect location for sitting in the spa and watching the sunset. brAlso part of the lanai, is a shaded patio area with a dining table, ceiling fans and a barbecue. brbrThe spacious indoors offers separate bedroom and bathroom areas supplied with linen and towels, a fully equipped kitchen, and an open-concept great room looking out to the lanai. brbrOur private gated-community provides communal pools including a lap pool, tennis courts, pickleball courts, basketball courts and a children's play area.brbrEnjoy a day at the beach with the chairs, towels and beach items that are provided. Also provided are two bikes and fishing rods.brbrGated community with 24-hour security.brbrEverything is 10 minutes awaybrLowdermilk BeachbrNaples PierbrVanderbilt BeachbrNaples Grande Golf ClubbrDining on 5th AvenuebrMercato ShopsbrMallsbrGordon River GreenwaybrNaples ZoobrNaples TheatrebrFishingbrGolfbrTin CitybrNaples AirportbrThe Fort Myers airport is 30 minutes awaybrbrThe $100.00 administrative fee is for the Briarwood HOA Registration as it is a gated community.brThere will be a form to complete - address, email, phone number, etc.- for Briarwood registration to enter the gated community.

South Facing-Lakeview-Naples Oasis-Private Pool-Hot Tub-10 mins to the Beach

Naples, Florida, United States

Bed

Bath

Sleeps

$105.45

This charming condo in Naples is the perfect home base for your trip. With 2 bedrooms including a king bed and a twin bed, along with 2 bathrooms featuring a shower and hair dryer, this brilliant space offers everything you need for an enjoyable stay. Plus, there's an additional living room with a cozy sofa bed for extra comfort. There is a tennis and pickleball court a few steps from the condo. Also, there is a community pool with a sauna as well. We look forward to hosting you at our place.

Lovely 2-bedroom 2-bathroom condo with AC in Naples

Naples, Florida, United States

Bed

Bath

Sleeps

$568.4

Available now for season 2024 & (or) immediate occupancy! Bring your family to this Costal Home in sunny Naples, Florida. Centrally located in the community of Berkshire Lakes, this estate waterfront home has lots to offer. 3 bedrooms + office that has a pull-out couch and 2.5 Bath at over 2,600 sqft of indoor living space. Lounge by the oversized pool and hot tub within the private screened-in lanai. Take in all the natural sounds, birds and wildlife on the freshwater community lake. Home has been updated with Granite countertops and stainless steel kitchen appliances. King beds throughout. Free Wifi available, new BBQ grill, beach chairs, coolers, tennis rackets, pool floats, etc. Super clean! Berkshire Lakes community features a fishing pier, tennis & pickleball courts and a large community pool. Less than 10 minutes from Naples Pier, Beach, 5th Avenue Restaurants, Shopping, and Marinas. Walk to First Watch breakfast & lunch, Publix, Walgreens, etc. Live the Naples lifestyle at 300 Wentworth Ct! Rates vary on month.

Large Oversized Pool Home! Lakefront 4 Bedrooms in Berkshire Lakes!

Naples, Florida, United States

Bed

3

Bath

8

Sleeps

$61.79

90 day min rental-Gated Community -2 Bed, 2 Bath Condo with lanai and courtyard brEmerald Bay offers 2 pools, spas and clubhouses. One pool is steps from the lanai. This condo is a 2 bedroom with master suite, adjustable king size bed, bath and walk in closet. Second bedroom with bath across the hall. Both are equipped with TV and Cable. Dining room with high top table which seats 6, Fully equipped kitchen, bright and clean. The living room has modern, comfortable furniture. The lanai faces the pool, jacuzzi, and one of 2 clubhouse. There are beaches within biking distance as well as several golf courses and hospitals.

Naples Condo, 2 bed 2 bath 2mi to beach, hospitals, gated safe community

Naples, Florida, United States

Bed

Bath

Sleeps

$141.85

Welcome to this beautifully remodeled villa, offering a serene retreat with a private heated pool and breathtaking views of the picturesque Lely Resort. From the moment you step inside, you'll appreciate the luxury vinyl wood flooring that flows seamlessly throughout the home. Every detail has been carefully updated, including the stylish bathroom vanities, modern fixtures, and upgraded ceiling fans with overhead lights. The space has been tastefully decorated with fresh art, elegant décor, and new bedding, including a comfortable new couch for ultimate relaxation. This villa features two spacious bedrooms and a versatile den equipped with a pullout queen sofa bed and an office setup—ideal for remote work or extra guests. Step outside to your private lanai, where you can unwind by the heated pool while enjoying serene views of the lake and lush golf course. As a pet-friendly home, you're welcome to bring your furry companions along to enjoy the sunny Florida lifestyle. The villa is also conveniently located within Lely Resort, where you can explore Sam Snead's Tavern and the renowned Mustang and Flamingo golf courses, all open to the public. The villa boasts all the comforts of home, including first-floor living with a two-car garage. The primary bedroom features a plush king-sized bed and an ensuite with a walk-in shower, while the guest bedroom also offers a king-sized bed for your guests' comfort. The den's queen pullout provides additional sleeping space. You'll love the well-appointed eat-in kitchen and formal dining area, making meal preparation and entertaining easy and enjoyable. High vaulted ceilings throughout the home create a sense of openness, adding to the airy, spacious feel. The primary bathroom has a walk-in shower, while the second bathroom offers a bathtub/shower combo. Just minutes from the beautiful beaches of Naples and Marco Island, this villa is also close to the vibrant downtown Naples shopping and dining scene. Don't miss your chance to experience sunny Florida in style—book your stay today!

Villa

Luxury 2bd + Den Villa | Lake View | Heated Pool

Naples, Florida, United States

Bed