Home Vacation Rentals By Owner In Naples, FL

Showing 80 Of 6207 Vacation Rentals
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Exceptional(4)

$179.92

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Condo

Charming Coastal Living: Gulf Views Await

Naples, Florida, United States

Summary:brEscape to the allure of Naples with a stay in our charming 2-bedroom, 2-bathroom vacation condo on the fifth floor of Vanderbilt Towers II. Boasting an unbeatable location, this vintage unit offers sweeping views of the Gulf of Mexico, creating a serene backdrop for your stay.brbrThe Space:brThe open, airy, and impeccably clean interior provides ample space to relish your vacation. Enjoy the breathtaking Gulf views from every corner of the home, creating a timeless ambiance. A 4-top dining area invites formal meals, while the screened lanai is perfect for al fresco dining or sipping cocktails while soaking in spectacular Gulf sunsets.brbrThe main bedroom features a king-sized bed, a flat-screen TV, and private lanai access, creating a cozy retreat. The second bedroom offers 2 twin beds, accompanied by a full-sized bathroom with a tub and shower combo. For your convenience, two beach chairs and an umbrella are provided, ensuring you're well-equipped for a day at the renowned Delnor-Wiggins State Park beach, just a short walk away.brbrIndulge in beachside bliss, with easy access to Vanderbilt beach and a myriad of dining options, including the world-renowned Ritz-Carlton, La Playa, and the Turtle Club, all within a mile. Vanderbilt Towers, situated in a private peninsula surrounded by water, offers proximity to Delnor-Wiggins State Park and Collier County Free Beach Access.brbrWhile the complex is undergoing restoration post-Hurricane Ian, rest assured that this individual condo, #503, remains untouched and retains its charm. Be prepared to witness the rejuvenation of the complex, promising a renewed and enhanced experience for your stay in 2024.brbrRelax, rejuvenate, and relish the coastal charm of Naples in this vintage gem, where every moment is embraced by the beauty of the Gulf.brbrbrImportant Details:brbrThis unit and all units within the Vanderbilt Towers have a common laundry facility which is located on each floor of the building. This is card operated laundry where you take the card to the onsite office to charge money to it to do your laundry. brbrThis property is managed by SW Florida based Mike Z Rentals LLC. We have a 24/7 call center, a reservations manager and guest services manager along with a professional cleaning partner to take care of all of your needs while you are staying in this property. brbrThis booking and reservation are contingent on the signing of a lease and HOA paperwork and approval. Access to the property cannot be given until HOA approval is received prior to your move in along with the second payment, no exceptions. These are the additional fees NOT INCLUDED IN THIS RESERVATION AND MUST BE PAID SEPARATELY.brbrPlease allow 30 days for processing. A representative of Mike Z Rentals LLC will reach out after the reservation is made to help facilitate all of the required paperwork and to answer any further questions you might have.brbrNo pets allowed per HOA rules and regulations.brbrFlorida state permit number: #CND2103205
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$475.26

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Private Vacation Home

NEW Dolphin Dreams | Private Pool, 3BR/2BA Naples Park Retreat

Naples, Florida, United States

Dolphin Dreamsbr3 Bedrooms • 2 Bathrooms • Sleeps 6 • Private PoolbrWelcome to Dolphin Dreams, a bright and inviting retreat near Vanderbilt Beach, where laid-back luxury meets effortless coastal living. This brand-new addition to our collection combines comfort, style, and the perfect location — minutes from the sand, Mercato, and all the best of North Naples.brbrThis 3-bedroom, 2-bath home comfortably sleeps 6 guests and features a King primary suite with en-suite bath and direct pool access, plus two Queen bedrooms thoughtfully styled for relaxation. The open-concept living area offers comfortable seating, a large Smart TV, and natural light throughout, flowing seamlessly into the dining area and fully equipped kitchen with stainless-steel appliances and bar seating.brStep through the sliding glass doors to your private tropical escape — complete with a sparkling pool, sun loungers, and a covered lanai with outdoor dining for six. Spend lazy afternoons poolside, enjoy dinner under the palms, or unwind with an evening swim beneath the Florida sky.brbr✨ As a new listing, Dolphin Dreams offers guests the opportunity to enjoy a freshly designed home with the attentive service and care of the LiveRight Vacations Team.brLocated near Vanderbilt Beach, you'll be just minutes from Delnor-Wiggins Pass State Park, Mercato's shopping and dining, and Naples' famous white-sand shoreline. Whether you're planning a family getaway, couples' retreat, or relaxing beach escape, Dolphin Dreams delivers the best of coastal comfort.br​​​​​​​brGood to Know Before You GobrPool heat is available upon request.brWell-behaved pets are welcome with prior approval.brYour stay is locally managed by The LiveRight Vacations Team — we're nearby and always happy to help!
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Exceptional(18)

$319.63

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Private Vacation Home

Lely Resort - Cozy Coastal Cottage 3 BR/2BA Pool Home - on Flamingo Golf Course

Naples, Florida, United States

NEW OPENING FOR JANUARY 1 TO JANUARY 8 OR FEB 14 2026 TO FEBRUARY 28, 2026! Weekly booking permitted. Clean, Cozy, Coastal Cottage with new quartz countertops and cabinets in bathrooms and kitchen! Amazing golf course views and sunrises! Brand new updated private pool and spa! Seasonal stays require 30-day minimum, and off-season stays require a 7-day minimum. Longer term stays of 3-6 months during off-season possible. International or domestic home swaps encouraged for cultural enrichment. Email Owner-Host with info about your vacation plans, and to inquire about the home, and neighborhood. br brGorgeous golf course views! Gently rolling hills and stunning morning sunrises await you from the comfort of this clean, modern, cozy, coastal cottage located on the 1st hole of the Flamingo Golf Course. Conveniently located just 5 minutes' walk to the popular Flamingo Clubhouse and Sam Snead's Tavern with exceptional five-star dining! brbrYou'll love the small enclave of homes in charming Falcons Glen, Lely Resort, with friendly, considerate neighbors, and just minutes to the beach, restaurants, and shopping!brbrTake a dip in the heated private pool, enjoy an evening under the stars in the hot tub on the large private lanai. Entertain at the outdoor undercover bar or enjoy breakfast poolside. brbrThe galley kitchen includes a spacious island counter, and the dining room gathering table seats 8-12 guests--- perfect for a party with friends and family. brbrEspresso maker, Keurig maker, and combined single cup-large carafe coffee maker are ready to help you start your day in paradise, and every convenience has been provided to make your home stay comfortable and worry-free! brbrThe large master bedroom and luxurious master bath include a soaking tub, and spacious indoor shower, and both bathrooms are stocked with soaps, shampoos, and other necessaries ... and super soft, fluffy cotton towels. Each bedroom has a wall-mounted flat screen high-def television, and hundreds of channels to choose from. brbrTake a spin on our beach cruiser style bicycles within the neighborhood--- all provided for your fun and pleasure. You're just a 5-minute walk to Sam Snead's Tavern at the Flamingo Clubhouse, where you can meet up for drinks and appetizers, and enjoy one of the best lunch and dinner menus around. brbrDining, groceries, shopping, and attractions are close by, and you're only 15 minutes away from world class restaurants, shopping, and beaches on Marco Island and downtown Naples. brbrPlayer's Club is NOT provided, but it is often so crowded in season. Instead, you'll have your own heated pool and spa, AND you won't need to stand in line at our Resort-Style community pool and spa, just a 2 minute walk from the house. brbrDon't hesitate, this home will reserve quickly --- we look forward to speaking with you soon to book your stay!
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$227.58

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Private Vacation Home

Experience the irresistible charm of Cayo Coco Cottage!

Naples, Florida, United States

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.
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Exceptional(8)

$445.43

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Hotel Resort

Chic 2 bed resort, 3 pools, lazyriver, walk to 5th Ave restaurants in fab Naples

Naples, Florida, United States

Welcome to Naples finest gated 4 star downtown resort, rewarding guests with a measure of privacy and serenity at Naples Bay Resort. Surrounded by lush tropical gardens throughout, the property is nestled off Naples prestigious Fifth Avenue South. Naples Bay Resort features an amenity rich environment with marina, waterfront dining and shopping, Euro-style spa, an expansive activity center, four crystal-blue resort pools and meandering lazy river, a complete fitness center with aerobic, Pilates & Yoga studios, full-service concierge and tennis facility and on-site management.brbrThe Cottages offer the perfect alternative for longer stays or families. Granite counters, marble baths, and all the living space details handled to make your stay memorable. Over 1400 square feet of space, a private screened in lanai, and covered dedicated parking. It's a short stroll or bike ride to downtown Naples shops, restaurants and the beach, or take the free shuttle back and forth for the ultimate convenience. The best of Downtown Naples combined with full resort vacation amenities.brbrThe state of the art fitness center with top of the line equipment, various classes, spa, steam rooms, and sauna. There are also six lit har-tru tennis courts, tennis pro shop, and tennis instructors. Also as a guest at our cottage, tee times can be arranged to some of the area’s best private golf courses with a simple phone call to the concierge.brbrThe marina is a short stroll on a palm tree line path. Charter a boat for some fishing or cruising around the bay. Onsite restaurants and other shops are also located at the marina.brbrThe resort includes four crystal clear pools, a lazy river, and hot tubs. If you are looking for some quiet time, there is an adult only pool area. The pools have a great sun deck with plenty of chaise lounges dotted with umbrellas. There are also shaded gazebos that you can reserve. A poolside grill and bar is at your service for drinks and food.brbrOur unit is in a premium location within Naples Bay Resort just steps away from the pools, fitness, and spa facilities.brbr- Spa ServicesbrThe Spa at Naples Bay offers facials, massage, wraps, scrubs, and soaks and baths. The spa has a sauna, spa tub, steam room, and mud bath. Advanced reservations are required for spa services.brHot stone massage brDeep tissue massage brSwedish massage brPrenatal massage brSteam room in spa brSports massage brDetoxification wrap brCouples treatment rooms brBody wraps brBody scrubs brAromatherapy treatments brMud bath in spa brSauna in spa brSpa tub in spa brMassages brBody treatments brFacial treatments brbr- The Club fee includes:brPool accessbrSpa accessbrSpa tub accessbrBeach accessbrBeach loungersbrBeach towelsbrHealth club accessbrFitness center accessbrSporting facilities or equipmentbrShuttle servicebrBusiness center/computer accessbrInternet accessbrConcierge/valet servicebrand more...
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Sleep 6

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$279.08

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Condo

Coastal condo with shared pool, tennis courts, and dock

Naples, Florida, United States

Just BeachybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect family getaway in beautiful Naples, FL! This stunning condo offers a blend of comfort and convenience, featuring breathtaking beach and Gulf views that will make your vacation truly unforgettable. With a spacious living room, a fully equipped kitchen, and a cozy balcony, you can relax and enjoy the serene surroundings while making lasting memories with your loved ones.brbrThe condo is thoughtfully designed for families, boasting a king bed and a queen bed, along with a sofa bed for extra guests. You'll find all the amenities you need, including a washer/dryer, central AC, and high-speed internet to keep everyone connected. Enjoy movie nights with cable and Netflix streaming on the TV, or take advantage of the outdoor pool, hot tub, and tennis court for some fun in the sun.brbrLocated just steps from the ocean, this condo is perfect for fishing enthusiasts and beach lovers alike. With disabled parking available and an elevator for easy access, this family-friendly retreat ensures everyone can enjoy their stay. Book your Naples vacation today and experience the ultimate coastal escape!brbrThings to know:brThis unit requires an HOA application to be completed and emailed back to Vacasa within 3 days of booking. Reservation is contingent upon HOA approval. Failure to complete HOA requirements will result in the HOA’s denial of the reservation. Normal cancellation policies will apply.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Sleep 8

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$219.88

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Condo

Hidden Gem - Refurbished Central Naples Location

Naples, Florida, United States

Summary:brbrWelcome to our second floor condo in Catalina at High Point tucked away off a quiet street yet walkable to shops and restaurants and super close to the beach and more! This recently refurbished condo features tall ceilings, wonderful natural lighting, tall windows and multiple outdoor spaces to enjoy your seasonal vacation in Naples, Florida. The rental includes a covered car port spot and the use of the community pool which is just behind the building!brbrbrbrThe Space:brbrThe accommodations and amenities at our condo include:brbrbrbr~A Queen bed in the main bedroom with an attached en suite bathroom with a walk in shower. This bedroom has subtropical landscape views behind it as it looks to a landscaped area! brbr~A Queen bed in the second bedroom and this bedroom has a sliding door access to the front lanai! brbr~There is a second full sized bathroom which is just outside the second bedroom and is great for day use as well. This bathroom has an updated vanity and a shower and tub combobrbr~A TV is located in the living room and can be seen from this space and the dining space. The TV is a Roku Smart TV with local channels. brbr~Dining options include the formal dining table and chairs just outside the kitchen, a small 2 top coffee bar with stools located inside of the kitchen and a outdoor dining set of 4 on the screened and covered lanai in the back of the condobrbr~There is 1 assigned covered parking on the ground floor and this is just next to the set of stairs that leads up to our second floor condobrbr~There is a small storage unit located inside of the car port and this includes 4 beach chairs and 1 beach umbrella for guests to use during their stay brbr~This is an end unit which has additional windows on the right side as well as more privacy with neighbors on only one side! There is a privacy wall at the end of the front patio as well. brbr~The community pool and pool deck and chairs are located just behind our building and it is a wonderful place to relax. brbrbrbrCatalina at High Point is centrally located in Naples and it is only 1.7 miles to the Via Miramar public beach access and 2.4 miles to Clam Pass Beach. brbrbrbrImportant Details:brbrbrbr**PETS NOT ALLOWED**brbrbrbrThis booking and reservation are contingent on the signing of a lease and HOA paperwork and approval. Access to the property cannot be given until HOA approval is received prior to your move in along with the second payment, no exceptions. These are the additional fees NOT INCLUDED IN THIS RESERVATION AND MUST BE PAID SEPARATELY.brbrbrbrPlease allow 30 days for processing. A representative of Mike Z Rentals LLC will reach out after the reservation is made to help facilitate all of the required paperwork and to answer any further questions you might have.brbrbrbrThis is a self check in property and all guests who are fully paid with HOA approval will receive access instructions prior to arrival. 30 days minimum for each lease by association rules, no exceptions!
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$669.19

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Condo

H-252 Updated With Views, Pool, & Near Beach!

Naples, Florida, United States

Summary:brbrThis is unit and it features a lake and resort view from the screened lanai. We are located in a 13-acre subtropical oasis in the heart of Naples, FL very close to downtown and within a short drive of 9 miles of beaches! Our on site amenities include a heated pool, a restaurant serving lunch and dinner equipped with a full bar, a BBQ deck with a Gazebo, and tennis and pickleball courts.brbrbrbrThe Space:brbrWelcome to Park Shore Resort Naples, a tropical hideaway within a 13 acre subtropical oasis in the heart of Naples, Florida. Situated amid serene waterways and lush greenery, our resort offers a tranquil escape that feels miles away from the everyday hustle and bustle.brbrbrbr*Your accommodations include a King Bed, 2 Twin beds and a pull out sofa along with 2 full sized bathroomsbrbr*This is a second floor unit and there are stairs and a elevator to reach the second floorbrbr*There is casual indoor dining for 4 or dine outdoors at the grilling gazebo. brbr*The open air lanai features 2 adirondack chairs and a small table along with a lake view! brbr*The interior has a modern and beachy themebrbr*This condo has a washer and dryer inside the unit for guests to use.brbr*Parking is available and abundant and on the ground floorbrbrbrbrThere is a maximum of 6 guests allowed per reservation. Occupancy is strictly enforced.brbrbrbrResort Features and Amenities:brbrbrbrStylish Accommodations: Our condos are designed with comfort and style in mind, providing a perfect retreat for relaxation. Every unit is marketed individually and the photos that you see are the exact unit that you will be renting and the views from the units all vary.brbrbrbrHeated Swimming Pool: Dive into our heated swimming pool or relax poolside with lounge chairs and umbrellas, perfect for soaking up the Florida sun. Enjoy the sights and sounds of a waterfall behind the pool deck.brbrbrbrSports Facilities: Stay active with our diverse range of sports amenities. Enjoy a game of tennis on 2 courts or pickleball on 6 courts. We also have beach volleyball, a basketball hoop and racketball.brbrbrbrFitness Center: Keep up with your workout routine in our fully-equipped fitness center located in the lobby.brbrLakefront Walking Paths: Stroll along our scenic walking paths that wind around the central lake and enjoy watching our native wildlife including turtles, fish and wading birds that call the lake home.brbrbrbrIsland Gazebo & Barbecue Grills: Enjoy a leisurely barbecue at our island gazebo, complete with grills for guest use so you don’t have to eat out every night if you don’t want to. Cheeseburger in Paradise, anyone brbrbrbrOn-Property Dining at Hogfish Harry's Restaurant & Bar:brbrbrbrSavor delicious meals at Hogfish Harry's with a full bar and delicious seafood. Whether you choose to dine indoors or al fresco with views of the pool and waterfall, you’ll enjoy a meal with a view. Take out is available too!brbrbrbrGuest Services and Conveniences: Our guest services desk is open from 7am to 11pm, ensuring you have everything you need during your stay.brbrbrbrAccessible Amenities: We are committed to providing accessible facilities to ensure a comfortable stay for all our guests. Check out our Resort Accessibility Map for more details.brbrbrbrTo give our guests flexibility and peace of mind, we offer two ways to cover accidental damage during your stay. Choose either a $20 non-refundable damage fee or a $500 refundable hold. This payment is collected after booking and before check-in. brbrbrbrLocal Attractions:brbrbrbrCentrally located yet secluded on lush, private grounds, Park Shore Resort is the ideal Naples, Florida vacation spot for relaxation and comfort. The resort is walkable to some local shopping, dining and multiple grocery stores and about a 12 minute drive (4.4 miles) to downtown Naples. Horizon Way (1.8 Miles) and Seagate/North Gulfshore Beach (2.0 miles) accesses are the closest beaches to the resort. Another favorite spot is Venetian Village (1.2 miles) with waterside shopping and dining. Waterside Shops (0.9 miles) is a luxury shopping mall just a few miles away and you can enjoy nightlife or a movie at The Mercato (3.9 miles) or the Pavilion (3.7 miles)brbrbrbrImportant Details:brbrbrbrThis condo and the on site rental program is managed by SW Florida-based Mike Z Rentals LLC. We have a staff member available at the front desk from 7 am until 11 PM as well as a 24/7 call center, a reservations manager and guest services manager along with a professional cleaning partner to take care of all your needs while you are staying in this property.brbrbrbrPark Shore Resort is 30 miles from RSW - Fort Myers International Airport and the closest exit to I-75 is Exit #107 - Pine Ridge Road.brbrbrbrGetting Around:brbrPark Shore Resort is 30 miles from RSW - Fort Myers International Airport and the closest exit to I-75 is Exit #107 - Pine Ridge Road.brbrbrbrOther Things to Note:brbrThis condo and the on site rental program is managed by SW Florida-based Mike Z Rentals LLC. We have a staff member available at the front desk from 7 am until 11 PM as well as a 24/7 call center, a reservations manager and guest services manager along with a professional cleaning partner to take care of all your needs while you are staying in this property.
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