Vacation Rentals By Owner In Naples, FL

Enjoy a short walk to the beach, 3rd Street Shopping, and the highly-rated Mediterrano restaurant on TripAdvisor. This recently renovated family vacation home is located in the heart of historic Old Naples. With 3 bedrooms and 2.5 bathrooms, it offers approximately 2,049 square feet of space and includes modern amenities such as a stainless steel refrigerator, convection double oven, dishwasher, disposal, microwave, and a full-sized washer and dryer.brbrRenovations include new flooring throughout, fresh paint, new cabinets, new granite countertops, and much more!brbrAccommodating up to 6 guests, the sleeping arrangements are as follows:br- Blue Beach Room: king bedbr- Coral Seashell Room: king bed and a half bathbr- Main Bedroom: king bed with a full bathroom featuring a showerbrbrAdditionally, there is a large, comfortable sectional couch in the living room.brbrThe open floor plan is perfect for multi-generational family gatherings. You can grill fresh fish on the veranda while others swim in the heated pool or relax in the family room/dining area. This pool home, with many renovated and remodeled areas, serves as a tranquil sanctuary in Naples, Florida. Once you arrive, you won't need to use your car; amazing restaurants and shopping are right at your doorstep, and the beach is only two short blocks away. Enjoy watching pelicans and dolphins from the beach. The sunset is fantastic!!

Great location!!! Old Naples Pool Home - Walk to the beach, shops, restaurants.

Naples, Florida, United States

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Bath

Sleeps

$612.19

This enchanting space boasts a range of amenities, including a 2-person bathtub, a Tempurpedic king bed in the master, an espresso barista machine, a six-burner gas stove, and seasonings for cooking. There is also an outdoor movie theatre as well as a Sonos sound system.brbrEnjoy the convenience of being just 5 minutes from the beach and Mercato, providing you with the perfect balance of coastal and urban delights. Tesla rental is available to book as well. Inquire for more information.brbrWe have two beautiful cars available for rent on Turo, making your travel plans even more convenient. One option is a 2018 white Mercedes convertible, and the other is a 2022 Black Tesla. Please let us know if you are interested in renting either car, and we can arrange for drop-off at the airport for an extra fee or have it waiting for you in the driveway for no extra fee.brPlease remove your shoes upon entering the home.brBe respectful and treat our home with care.brbr1.The garage is not accessible to guests.br2.Keep noise levels down, especially out of consideration for our wonderful neighbors.br3.Do not flush wipes or feminine products down the toilet.br4.You’re welcome to use the grill; please clean it after use.br5.The couch is a Restoration Hardware piece—please avoid eating or drinking on it to prevent damage.br6. There are keys hanging on wall next to front door that will get you into the shed on side of house to access the beach bikes. Please make sure to lock everything back up and return key. There is one women`s bike and a men`s bike as well as a toddler bike trailer. (for 2 kiddos) Please make sure to lock bikes up when you go to the beach. The bike lock code is `dork`

Luxury Beach Cottage

Naples, Florida, United States

Bath

Sleeps

$350.42

This second floor 3/2 + den condo is light and bright, has high ceilings, and features a beautiful lake view from your comfortably appointed lanai. A soothing neutral color palette, combined with coastal style furnishings, gives the home a tropical Florida feel. A one car attached garage provides privacy and security for your vehicle. Jasmine Point is located close to the clubhouse, community pool, fitness center, and har-tru tennis courts as well as North Naples shopping, dining, and beaches.brbrNo motorhomes, no RVs , campers

Carlton Lakes Jasmine Pointe

Naples, Florida, United States

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Bath

Sleeps

$139.12

Second-story condo in the popular Winterpark community. Two large bedrooms with two full bathrooms and a full-size laundry room make this the perfect getaway! Play golf, tennis or pickleball; swim in the ocean or the pool; shop 5th Avenue or Third Street! Visit the Naples Botanical Gardens, the Naples Zoo, or take a boat tour from the Naples Marina. brbrCommunity has one of the largest outdoor heated pools in SW Florida, along with tennis courts, pickleball courts, and walking/biking trails. brbrMaster bedroom has a very comfortable king bed and guest bedroom has a queen bed. Both bathrooms have tub/shower. Towels included. brbrKitchen is fully equipped with all of the basic necessities for a long-term stay. brbrHOA minimum stay requirements are in effect. Please contact for more information.

Beautiful Beaches and Spectacular Shopping!

Naples, Florida, United States

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Bath

Sleeps

Exceptional(98)

$202.02

Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with contemporary style furnishings, high ceilings. Enjoy your private Pool under screened lanai!brCook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite counter tops and stainless steel appliances. Outside BBQ gas Grill. 2-car attached garage. Wi-Fi High-speed internet, cable TV. Washer and Dryer available. Close to shops, stores and restaurants. Free pass to Florida National Parks provided Including Delnor Wiggins Beach. Beach equipment (chairs, umbrella, cooler) and beach towels provided for your convenience. House equipped with baby high chair, wooden crib, play-pan and stroller.brBig screen 65 TV in the family room and TV in the Master bedroom.brKeywords: Villa single family home vacation private pool House

Villa

Luxury! Heated Pool House Near Vanderbilt Beach

Naples, Florida, United States

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$205.25

Experience the irresistible charm of Cayo Coco Cottage, a light-filled haven nestled in the prestigious Isles of Collier Preserve community. Designed for tranquility and relaxation, this beautifully appointed home offers everything you need for a perfect getaway. The master bedroom features a luxurious king-sized bed, a flat-screen TV, a spacious walk-in closet, and an elegant en-suite bathroom. The guest room, with its cozy XL twin-sized beds, provides a welcoming space for friends or family. While the tucked-away den offers the ideal reading nook for quiet moments of escape as well as two additional twin pull-out beds perfect for children. Every detail has been considered for your comfort, from the fully equipped laundry room to the delightful screened-in lanai with flat-screen TV—perfect for soaking up the warm Florida breeze in ultimate privacy. This beautiful cottage also includes a golf cart for you to zip around the pristine community. Staying at The Isles of Collier Preserve means indulging in a lifestyle of luxury and nature. This vibrant, amenity-rich community offers something for everyone, including pickleball, tennis, a resort-style pool, a lap pool, a state-of-the-art fitness center, and water sports. And when it's time to unwind, head over to The Overlook, the exclusive waterfront bar and grill, where you can enjoy delicious meals with stunning views. As your vacation base, Cayo Coco Cottage provides easy access to all that Naples has to offer—from the chic shopping and dining on 5th Avenue to the pristine white sands of Naples Beach. Plus, you're just a scenic drive away from the beautiful landscapes of Marco Island. Book your stay at Cayo Coco Cottage today and experience the perfect blend of luxury, relaxation, and adventure in one of Naples' most coveted communities!brbrPET-FRIENDLY STAY: We know pets are part of the family, and your furry friend is welcome here! This home allows one well-mannered dog (up to 45 lbs.) with prior approval. Please share your pup's age, size, and breed at the time of booking. A $25/night pet fee and $100 cleaning surcharge apply.brbrASSOCIATION APPLICATION/FEE: An application and/or background check may be required for rentals within the community. This may incur processing fees not included in the rental reservation.brbrBOOKING DETAILS: During our “peak season” of January - April, a 3 month minimum may be required - a two month rental may be considered with bookings for January and February OR March and April. 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.

Experience the irresistible charm of Cayo Coco Cottage!

Naples, Florida, United States

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Exceptional(16)

$424.18

SERENITY Naples Beach Condo brbr Why pay the high prices at The Ritz Carlton or La Playa Hotel for just a hotel room when you can have so much more and the privacy of being in your own condo! brbrWATER, WATER, EVERYWHERE! Enjoy spectacular views from every room in this STUNNING 9th floor condominium overlooking the Gulf of Mexico and Vanderbilt Bay all the way to Sanibel Island! Let the unobstructed, forever views over the Gulf of Mexico take you away from the day to day. Come relish the peacefulness and views from your private lanai. You will enjoy watching the birds soar above the mangroves, sailboats in the Gulf and kayakers in the bay. Or focus on the dolphins & manatees at play while the boats, kayaks & paddle boarders pass by - all from the comfort of your lanai. Surrounded by the beauty and sounds of nature, you may never want to leave. That is true SERENITY! brbrTreat yourself to the ultimate luxury. Designer inspired décor, new kitchen designed to maximize the dazzling gulf views, beautiful waterfall granite countertops, high porcelain gloss flooring throughout, high end fixtures, fantastic lighting, luxurious bathrooms, all new appliances, and every detail was well thought out for the ultimate in comfort and better than a 5-Star hotel. brbrWe designed two master suites where you wake up with the beautiful views of the gulf. Each suite is on separate sides of the condo for added privacy. EACH SUITE has plush king beds, luxurious linens, custom closets, private large en-suite bathrooms with walk in showers and great lighting. Both suites have sliders that also access the lanai. They are set upbrbrOpen concept main living area with the kitchen, dining room a great room opening to the screened lanai spanning 24 feet. Enjoy your morning coffee and dinner on the lanai with those views. WOW!brbrLet’s not forget to mention while relaxing in your Natuzzi leather dual reclining sofa, you will enjoy the custom-built wall with a recessed 65-inch HD Smart TV and the 5 ft long remote-controlled fireplace enhances the ambience…now that is how to unwind after your day.brbrBut first, how will you spend your time here Enjoying cocktails while watching the sunset from your lanai During the day we enjoy watch the many kayaks, paddle borders and boats in the bay. Perhaps you will walk to the beach for a quiet stroll or a day on the beach. Just a short 5-minute walk thru the community to Vanderbilt or Wiggins Pass Beach. We have your beach chairs, beach cart, umbrellas & even beach towels! brbrVanderbilt Surf Colony has excellent amenities and an unbeatable North Naples location. The community has a kayak launch, a waterfront pool, bocce, tennis, pickleball, fishing from the docks and more. ALL FREE for our guests to use.brbrBiking & walking the area is very popular thru the North Naples scenic parks. For our guests we include the use of our two new bicycles. You can walk to a few blocks to the famous *Turtle Club Restaurant, dine at *Baleen or more casual fare Buzz’s Lighthouse restaurant is fun! brbrThis fantastic North Naples location you will find shopping at some of the finest boutiques and dining at top notch restaurants are within a few minutes’ drive. Mercato Shops, Whole Foods, Pavilion Shopping Center, Trader Joes, Waterside Shops, Naples downtown 5th & 3rd Avenue are just a few of the HOT Spots you will be able to enjoy! brbrOnly 20 minutes to RSW airport. Gated community, secure building with 2 elevators, community social room, assigned parking space. brbrSPECIAL NOTE: Our condo faces north west so you have beautiful gulf views year-round please note since the sun moves we have direct “sunset views” starting April thru October.) During the winter months it is just a 3-minute walk to the beach for those direct sunset views. Or you can stay at the closest gulf front hotel which is a short walk from our condo…. La Playa where their peak season rate was quoted to us at $1,700+ per night. brbrNOTE: As owners we have been sharing our homes with vacation renters since 2010 so we are very experienced hosts. You will be in good hands!brbrPlease review our rules about special cancellation policy that may be available for select dates, HOA rules, etc.brbr***************************************************************************** brPayment Schedule Payment amount brUpon Execution of Agreement: 30% of Total Amount Due br180 Days Prior to Check-In: 30% of Total Amount Due brFinal Payment 120 Days Prior to Check-In: 40% of Total Amount Due brbrRefundable Security Deposit by Check is due 30 Days Prior to Check In/Or Optional Credit Card Hold 10 days prior to Check In. Refer to Contract amount /Or Per VRBO brbrPayment Examples: With Less than 180 days: A reservation made 179 days before arrival Renter must make first and second payment at the same time for a total of 60% of rental charges. brbrA reservation made less than 119 days from arrival must make full payment. brbrCancellation Policy: Please refer to contract. HOA Fees are subject to change and may be charged to renter.

5 ⭐️Totally Updated W/Stunning Gulf Views, Pool, 5 min walk to Vanderbilt Beach

Naples, Florida, United States

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$333.0

Welcome to your home away from home in Esplanade at Hacienda Lakes. This home is the only Carrera Model in Hacienda Lakes with 12 ft ceilings throughout. The rear sliders open the entire rear of the house to the oversized screened in lanai with an outdoor kitchen, wet bar, and dining table that turns into a poker table. There are 2 bedrooms and 2.5 baths and a den with a sofa bed and TV. The primary suite features a walk- in closet, large shower, soaking tub, and separate dual sinks. The home has never been lived in, never rented, and has all brand-new bedroom sets, mattresses, furniture, TV's, outside furniture, and a fully stocked kitchen with everything that you will need for your stay. Just a few minutes' walk from the home is the large clubhouse with 24 hr. gym, pool, Hot Tub, and lazy river as well as numerous daily activities. Clubhouse also has pickleball, Tennis Courts and bocci ball as well as a dog park. The home is conveniently located to all of your shopping, entertainment and travel needs: Publix Supermarket-1Mile WalMart-3.5 Miles Marco Island-13 Miles 5 th Ave South-8.8 Miles Ft Myers Airport-34.2 Miles Rt 75 north and south-3.7 miles

New Home, Great Location, Gated Community, Awesome Amenities

Naples, Florida, United States

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$570.56

Enjoy a private entrance to your coastal designed 1 bedroom. Completely remodeled. Your private rental is warm and inviting! Enjoy the cooling wood-look tile flooring that runs throughout the entire space. The bedroom has a door that separates the living room which has the sofa sleeper couch. There is a great outdoor space with a table and four chairs for dining as well as two additional chairs just for relaxing. There is also a small side yard for you to enjoy privately.

Brand New Listing! 5 minutes to Naples Best Beach...Lowdermilk Park.

Naples, Florida, United States

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Bath

Sleeps

Exceptional(15)

$393.36

Newly Updated throughout, new furniture, new flooring, new decorations, new appliances, newly painted. Plan your vacation get away at the beautiful Lely Resort. Beautiful Golf Course views from your Lanai, walking distance to driving range, practice green, pro-shop. and Flamingo & Mustang Golf Courses. This spacious and modern 2nd Floor End Unit 3-bedroom villa features 2-King Beds, 2-Twin Beds and 2-Full Bathrooms. 4 Flat screen TVs, cable TV, free WiFi. fully equipped kitchen, washer & dryer. Everything you would expect to make you feel at home. Community amenities include heated pool & spa, clubhouse with fitness room, BBQ grills, tennis courts, shuffle board, bocce ball all within a short walk from your villa. Golf is available for a fee on either Flamingo Island Or Mustang championship golf courses. (Ask about off-season golf included option, 5/15-10/15). Dine on your Lanai with an outstanding views or stroll over to Sam Snead's Tavern & Grill for a delicious meal or happy hour. Golf, Gulf Coast beaches, unlimited shopping, dining, biking, Naples Zoo, Botanical Gardens and so much to see and do! Just 15-mins to Marco Island & Downtown Naples. Note there is no daily maid service provided during your stay, extended stays have the option to add maid service at a cost of $150.00 per cleaning. Relax and Enjoy the beautifully landscaped Lely Resort!

Villa

Lely Resort Golf Views - Updated 3-Bedroom 2-Bath Quiet 2nd Floor End Unit

Naples, Florida, United States

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Bath

Sleeps

$308.95

The Isles of Collier preserve is a peaceful paradise 4 miles from downtown Naples. Watch sunsets over the active waterway from this 2200 square foot coach home. The home offers a fully equipped eat in kitchen, living room, dining room, sunroom, 3 bedrooms with 2 ensuite bathrooms and a third guest bathroom The Isles offers resort living including multiple nature trails, kayaking, 2 pools, hot tub, spa, full service gym, 10 Pickleball courts, Tennis, sports courts, restaurant and bar.br

Available for 2025 Naples Resort Townhome 4 miles from downtown and beach

Naples, Florida, United States

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Bath

Sleeps

Exceptional(23)

$287.8

This home is situated at the end of a quite cul-de-sac within the highly requested Briarwood community in Naples. The home can host up to 6 guests, featuring a king size bed in the master suite, a queen in each of its two guest rooms and a private office area for those who have to slip in a little work while on holiday. brbrThe comfortable Living room suite with large leather furniture makes this room the perfect place to sit and unwind after a full day of fun in the sun. Sit poolside on the screened lanai and enjoy the relaxing sound of the waterfall from the spa.brbrVisit the exclusive shops on Fifth Avenue South and Third Street South and the quaint shops of the Tin City MarketPlace. The Coastland Center Mall is just a few miles away. Bargain hunters will also enjoy shopping at the Miromar factory outlet mall.

Gorgeous Naples Pool and Spa home tucked away on a quiet Briarwood cul-de-sac

Naples, Florida, United States

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Bath

Sleeps

$175.84

This 2-bedroom condo is perfect for your escape to Naples. Featuring two king beds and a separate office space with a comfy sofa bed, it offers plenty of room to relax or work. Guests enjoy two bathrooms, each with a shower and bathtub, making mornings and evenings easy and convenient. The tranquil atmosphere invites you to unwind after a day of exploring. Whether you’re here for rest or adventure, this tremendous condo provides a comfortable and enchanting retreat. You're sure to make fantastic memories with a stay at our place.

Cozy 2-bedroom condo at Kensington Country Club in charming Naples

Naples, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

Select Dates for Price

This beautiful home is in a great location situated about equal distance to North Naples Mercato, 5th Avenue downtown and the famous Waterside outdoor shopping mall. About 15 minutes to Naples Beaches. New stainless steel appliances. The kitchen is fully equipped with dishes and cookware. Granite countertops with beautiful hardwood floors throughout. Private back yard with a tranquil sitting area and view of a wildlife filled lake. Main living area is spacious and made for entertaining. Master bedroom is also spacious, as is the master bath with double sinks and a renovated walk-in shower. 2 car garage. Heated community pool, just a minute drive away. Towels and linens are provided for the guests.

Charming Lakeview House, 15 minute drive to downtown Naples beaches and 5th Ave.

Naples, Florida, United States

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Bath

Sleeps

Exceptional(30)

$447.97

Brand New Luxury Construction! Located just over a mile from Vanderbilt Beach and Delnor-Wiggins Pass State Park. Within a 6 minute drive to the luxury shopping, restaurants, and nightlife of Mercato. This gorgeous home is equipped with everything you need for a perfect vacation! Including a heated saltwater pool & spa with outdoor shower, outdoor kitchen with built in grill, brand new luxury designer furniture throughout, wine cooler, beach equipment, and a free Electric Vehicle Charging station! Just bring your suitcase and unwind!

Brand New Luxury Pool & Spa Home Near Beach!

Naples, Florida, United States

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Bath

Sleeps

Exceptional(10)

$179.82

Smart little house in a great location, yet quiet and private. It has been recently remodeled throughout, with all the amenities to provide you with a very comfortable stay. Fully equipped kitchen, with all utensils and appliances, great airfrier ; dedicated work area. With ample private parking and fully fenced backyard with enclosed lanai where you can relax after a busy day. Only 1.5 miles from the beautiful Park Shore Beach and surrounded by restaurants, shops and many of the other top attractions that Naples has to offer.

Best location, 1.6m to the beach. Long stay 20% discount

Naples, Florida, United States

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Bath

Sleeps

$282.05

This is a beautiful 3 bed 2 bath home with open floorplan, southern exposure and gorgeous lake views. This community has resort style amenities you will love! This is a great location in north Naples and less than 10 miles to the beach.

Beautiful 3-bedroom two bath home with stunning lake views.

Naples, Florida, United States

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Bath

Sleeps

$239.46

Welcome to this wonderful house in Naples. With three cozy bedrooms featuring a king, queen, and twin bed, guests find plenty of space to relax. Two bathrooms make mornings easy, and thoughtful touches like air conditioning and heating keep the atmosphere just right. Whether you’re unwinding after a day of exploring or enjoying quiet moments inside, the serene vibe of this home invites you to recharge. Fall in love with Naples and enjoy the magic it has to offer. brbrNote: For your safety. there are exterior cameras and a ring style doorbell. Cameras are located on all exterior areas of the house and are pointed at the driveway, the front door, the sides of the house, and in the rear lanai.

Pleasant 3-bedroom house with pool in peaceful setting

Naples, Florida, United States

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Bath

Sleeps

Exceptional(3)

$280.51