Vacation Rentals By Owner In Naples, FL

$115.65

Resort-Style Studio 15 Mi to Everglades NP

Naples, Florida, United States

Port of the Islands Resort | On Marina w/ Exclusive 10,000 Islands AccessbrbrIf you'd rather swap freeways for canals, this Naples vacation rental is for you. The 1-bath studio sits within easy reach of Florida’s wild beauty — from boardwalks winding through sawgrass to backwater mangrove tunnels. Launch from the marina or join a guided Everglades tour, then wind down with a soak in the resort pool. Cruise into nature while this one’s still available!brbr-- THE PROPERTY --brbrHOT2102509brbrSLEEPING ARRANGEMENTSbr- Studio: 1 queen bedbrbrCOMMUNITY AMENITIESbr- Marina w/ rentable docks (fee paid on-site)br- Outdoor pool (open dawn-dusk)br- Fitness center (open 24/7), business center, game roombr- Basketball & tennis/pickleball courtsbr- Charcoal grill, picnic tablebr- On-site restaurant w/ tropical bar (open Thurs-Sat, open Tues-Sat in 2026)br- Coin-operated laundry, room service available (laundry & extra housekeeping)brbrMAIN FEATURESbr- Screened lanaibr- TVbr- 2-person tablebrbrKITCHENETTEbr- Mini fridge, 2-burner cooktopbr- Drip coffee maker, toaster, microwavebr- Dishware & flatware, trash bags & paper towelsbrbrGENERALbr- Free WiFi, keyless entrybr- Central A/C & heat, ceiling fanbr- Linens/towels, shampoo & conditioner, body wash, hair dryerbrbrACCESSIBILITYbr- Single-story studio, step-free entrybrbrPARKINGbr- Community parking lot (1 vehicle, first-come, first-served)brbrADDT’L ACCOMMODATIONSbr- There are additional properties available on-site, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- On-site marina: kayaking, fishing, eco toursbr- 3 miles to Big Cypress Bend Boardwalkbr- 6 miles to Collier-Seminole State Parkbr- 17-21 miles to beaches: Residents' Beach, Marco Beach, Tigertail Beach, South Beachbr- 20 miles to Naples Botanical Garden & 24 miles to Naples Zoo at Caribbean Gardensbr- 14 miles to Dreamlander Tours of Marco Island & Marco Island Dolphin Tourbr- 52 miles to Southwest Florida International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story studio offers step-free entrybr- The boat docks are available for an additional fee paid for upon arrivalbr- The pool is open from dawn until dusk. The gym is open 24/7br- The on-site restaurant is currently open Thursday through Saturday. Starting in 2026, it will be open Tuesday through Saturday

1

Bed

1

Bath

2

Sleeps

$110.87

/ Nightly

Apartment

Exclusive 10,000 Islands Access: Naples Studio

Naples, Florida, United States

Port of the Islands Resort | Steps From Community Pool | 22 Mi to Old Naples brbrDreaming of a Florida stay with kayaks and gator sightings This Naples vacation rental was made for you! The 1-bath studio sits 15 miles from Everglades National Park, with meandering boardwalks, exotic birds, and the scenic Blackwater River even closer. Launch from the marina or explore on foot, then wind down in the outdoor pool. The wild is calling — grab your paddle and go!brbr-- THE PROPERTY --brbrHOT2102509brbrSLEEPING ARRANGEMENTSbr- Studio: 1 queen bedbrbrCOMMUNITY AMENITIESbr- Marina w/ rentable docks (fee paid on-site)br- Outdoor pool (open dawn-dusk)br- Fitness center (open 24/7), business center, game roombr- Basketball & tennis/pickleball courtsbr- Charcoal grill, picnic tablebr- On-site restaurant w/ tropical barbr- Coin-operated laundry, room service available (laundry & extra housekeeping)brbrMAIN FEATURESbr- Screened lanaibr- TVbr- 2-person table, wardrobebrbrKITCHENETTEbr- Mini fridge, microwavebr- Drip coffee maker, toasterbr- Dishware & flatware, trash bags & paper towelsbrbrGENERALbr- Free WiFi, keyless entrybr- Central A/C & heat, ceiling fanbr- Linens/towels, shampoo & conditioner, body washbrbrACCESSIBILITYbr- Single-story studio, step-free entrybrbrPARKINGbr- Community parking lot (1 vehicle, first-come, first-served)brbrADDT’L ACCOMMODATIONSbr- There are additional properties available on-site, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- On-site marina: kayaking, fishing, eco toursbr- 3 miles to Big Cypress Bend Boardwalkbr- 6 miles to Collier-Seminole State Parkbr- 20 miles to Naples Botanical Garden & 24 miles to Naples Zoo at Caribbean Gardensbr- 14 miles to Dreamlander Tours of Marco Island & Marco Island Dolphin Tourbr- 17-21 miles to beaches: Residents' Beach, Marco Beach, Tigertail Beach, South Beachbr- 52 miles to Southwest Florida International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story studio offers step-free entrybr- The boat docks are available for an additional fee paid for upon arrivalbr- The pool is open from dawn until dusk. The gym is open 24/7br- The on-site restaurant is currently open Thursday through Saturday. Beginning in 2026, it will be open Tuesday through Saturday

1

Bed

1

Bath

2

Sleeps

$736.81

/ Nightly

Private Vacation Home

Beachwalk Villa 3

Naples, Florida, United States

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

4

Bed

4

Bath

8

Sleeps

$706.7

/ Nightly

Condo

Seasonal - Annual - Monthly Steps from Beach and Shopping

Naples, Florida, United States

Upstairs Unit -- No Pets Available for 30 Day Rentals Only - Total 90 DaysbrThis 2 bedroom 2.5 bath unit is located on the second floor with a private balcony and private glassed front porch. The unit features a cottage theme with all-white furniture in the kitchen and living areas, an office, one king bed, and one queen. The kitchen is fully equipped with a toaster, coffee maker, pots, pans, dishes, glassware and silverware. All linens are furnished. All furniture is new. Laundry in unit.brbrThe quaint building is home to 4 units all with private entrances. It is located on Second Street South, a quiet residential side street in Old Naples. The stroll to the beach is 3 minutes, 5th Avenue 5 mins, and Third Street South 10 mins. Bike rentals and golf cart rentals are available. This host provides concierge services upon request and for an additional charge. brbrStroll along the streets and avenues of Historic Downtown Naples, FL. where you’ll find more than 100 unique shops and boutiques, art galleries, theaters, and fine restaurants tucked between historic buildings and beautiful courtyard gardens. brbrThe pedestrian-friendly setting offers a dynamic shopping experience that is anchored by the 5th Avenue South and Third Street South districts. Just steps from the Naples Pier and Historic Palm Cottage (the oldest home in Naples), and the Third Street South shopping district. As you wander up and down the street, you will find lovely shops and delightful outdoor cafes. The area also has a large number of art galleries; boasting more than anywhere else in Southwest Florida. Third Street South has been a hub of fashion and entertainment since the 1930s and has maintained a unique charm that you cannot find in modern shopping developments. On Saturdays, they host a farmers market that is brimming with locally grown produce and flowers alongside handmade soaps and other craft items. Thursday evenings are a special treat in the Third Street South and Fifth Avenue districts, as the area comes alive with music and entertainment. For information on upcoming events be sure to check with the Third Street South and Fifth Ave Concierges.brbrParking is allowed on the streets of Naples and Beach Parking is available by the meter.

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$489.19

/ Nightly

Private Vacation Home

Home with pool - walk or bike to beach!

Naples, Florida, United States

Close to the beach, a vacation paradise awaits you in Naples Park! An unbeatable central location, walk or bike to the beach. Hit the public beach at the end of Vanderbilt Beach Rd. Or checkout the beaches at Delnor-Wiggins pass state park. Dine & shop at Mercado. Find golf and tennis nearby and an easy drive to downtown Naples.

3

Bed

2

Bath

10

Sleeps

$157.7

/ Nightly

Apartment

Great views, excellent location, upscale Surf Colony condo with beach access

Naples, Florida, United States

• Spacious, tastefully decorated and furnished 2-bedroom 2-bath condo with room for entertainingbr• Exceptionally well-managed quiet condo communitybr• Prized North Naples location (15 Bluebill Avenue, Surf Colony II) on a small peninsula at the north end of Vanderbilt Beachbr• Magnificent views of Delnor Wiggins Nature Preserve, Water Turkey Bay, Cocohatchee River and Vanderbilt Channel inland waterwaybr• Wrap-around lanai plus private master bedroom lanaibr• Wi-fi internet includedbr• Cable TV with DVR included br• Fully equipped kitchen, washer/dryer in unitbr• Very short (1/4 mile) walk to fabulous Vanderbilt Beachbr• Gorgeous large pool for sunbathing and lap swimmingbr• Close to restaurants, shopping, theaters, Mercatobr• Gated, pet-free, community with pickleball and tennis courts, social room, grilling areabr• Catch your own fish from the groundsbr• Bring your binoculars, watch dolphins and manatees play in the water and shore birds fly

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Bath

Sleeps

$177.6

/ Nightly

Private Vacation Home

Comfortable and Spacious house near the beach

Naples, Florida, United States

Welcome to our stylish and comfortable retreat, located just 1 mile from the sandy shores of Vanderbilt Beach and the scenic beauty of Wiggins Pass State Park. With the vibrant Mercato district nearby, you'll have access to an array of dining, shopping, and entertainment options.brbrOur well-appointed accommodations include two bedrooms with king-sized beds, as well as a queen-sized sleeper sofa, making it perfect for families or groups of friends.brbrWithin 2 miles you will find Bike Rentals, WalMart, Trader Joes, Publix, LA Fitness, Whole Foods, Marshalls, Mercato with Shops & Restaurants, The Blue Martini, English Pub, Movie Theater, The Ritz Carlton, Seasons 52, Capital Grill and many neighborhood bars and restaurants.

2

Bed

2

Bath

5

Sleeps

$573.5

/ Nightly

Private Vacation Home

4 Large Bedrooms | Private Pool | Game Room

Naples, Florida, United States

Luxurious 4-bedrooms, 3.5-bath home in Naples, Florida featuring 5 beds, a private heated pool, and outdoor dining area. Enjoy a spacious open layout, game room, and home gym for endless relaxation and fun. Includes golf cart access for exploring nearby beaches and attractions — the perfect blend of comfort, style, and resort living in a serene Florida setting.brbrWelcome to your luxurious Naples retreat — a stunning 4-bedroom, 3.5-bath getaway designed for relaxation, entertainment, and unforgettable memories. Nestled in one of Florida’s most desirable destinations, this spacious home offers the perfect blend of resort-style amenities, modern comfort, and coastal elegance.brbrStep inside to a bright open-concept living space, featuring contemporary décor, large windows, and plenty of natural light. The inviting living room is ideal for gathering, movie nights, or simply unwinding after a day of sunshine and adventure.brbrThe fully equipped kitchen is a chef’s dream, complete with stainless steel appliances, granite countertops, and all the essentials for home-cooked meals. Enjoy dining indoors at the elegant table or take your meals outside to the covered patio dining area, where you can savor warm evenings surrounded by tropical landscaping.brbrThe home offers four spacious bedrooms and five comfortable beds, ensuring everyone has their own peaceful place to rest. Each room is thoughtfully designed with stylish furnishings, cozy linens, and ample storage. The 3.5 bathrooms feature modern fixtures and spa-like touches, providing convenience and relaxation for every guest.brbrStep outside to your private heated pool — the centerpiece of the property. Lounge under the Florida sun, float in the crystal-clear water, or enjoy poolside drinks with family and friends. The screened patio offers comfort and privacy, creating a true tropical paradise.brbrFor fun and entertainment, head to the game room, complete with activities for all ages, or stay active in the home gym. Golf enthusiasts will love the golf cart access, making it easy to explore the community or nearby courses.brbrLocated just minutes from Naples’ beautiful beaches, fine dining, boutique shopping, and golf resorts, this home places you close to everything while offering peaceful seclusion when you need it most.brbrWhether you’re planning a family vacation, a couples’ getaway, or a long-term escape from the cold, this Naples property has everything you need — luxury, comfort, and the true essence of Florida living.brbrYour dream vacation starts here. Relax, recharge, and make yourself at home.brbrGuests enjoy full access to the entire homebrbrGuests can enjoy complete privacy but are welcome to reach out anytime.brbrPlease note that you will be required to purchase VRBO`s 89$ insurance policy after your booking is confirmed.

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Bath

Sleeps

$267.04

/ Nightly

Private Vacation Home

Awesome! 8 minutes to the Beach. Completely renovated Townhome-Pool, garage, BBQ

Naples, Florida, United States

This stylish townhome with a 1-car attached garage has been completely renovated and offers an amazing location just steps away from The Mercato shopping center, minutes to Vanderbilt Beach and close by to all your everyday needs. Enjoy 2-bedroom suites, each with their own bath and lots of storage. The fully stocked kitchen includes white cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash. Relax on the fenced in patio and have some steaks on the new bbq grill. Get cozy on the relaxing couch and watch a movie on the 60 inch TV, providing Now TV or use your favorite streaming service. This modern townhome is meticulously maintained and only used as a vacation home a few weeks out of the year. Pelican Ridge has two pools and both are within walking distance from this home. You can’t beat this location in the heart of Naples and the upgrades of this townhouse. What are you waiting for

2

Bed

2

Bath

4

Sleeps

$229.4

/ Nightly

Condo

Charming 2-bedroom condo with WiFi, AC in delightful Naples

Naples, Florida, United States

Nestled in The Glades Country Club in Naples, this delightful 2 bedroom/2 full bath, single story condo boasts both front (2) and rear patios, including an air conditioned lanai. Guests can enjoy amenities like a Wifi/Cable TV (including HBO), full washer/dryer and all the amenities that The Glades Country Club has to offer (multiple pools, golf courses, pickle ball, tennis, bocci ball etc). Experience a marvelous stay in this fabulous property, perfect for a relaxing getaway. We hope you enjoy what our place and Naples has to offer.

2

Bed

2

Bath

4

Sleeps

$246.05

/ Nightly

Condo

Charming 2-bedroom condo with WiFi, fitness room in nice Naples. Golf available.

Naples, Florida, United States

Welcome to this charming condo in Naples. This lovely property features 2 bedrooms - one with a king bed and the other with 2 twin bed. You'll also find 2 bathrooms with shower amenities. Additionally, there's an adorable office space with a comfy sofa bed. Guests can enjoy WiFi, a hair dryer, AC, and access to a fitness room. We look forward to hosting you at our place.

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Bath

Sleeps

$195.66

/ Nightly

Condo

G-144 - First Floor - End Unit With Lake Views!

Naples, Florida, United States

Summary:brbrWe 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 2 Queen beds and a sleeper sofa along with 2 full sized bathrooms to accommodate 6 peoplebrbr*Guests can walk right out to the path that leads to the amenities from the first floor lanaibrbr*This condo is and end unit- with no neighbors on one side and extra light from an additional window.brbr*Guests can use the full sized washer and dryer located inside of the condo brbr*There is casual indoor dining for 6 and enjoy outdoor meals on the lanai and at the grilling gazebobrbr*Parking is available throughout the resort including just outside the condo brbrThere is a maximum of 6 guests allowed per reservation. Occupancy is strictly enforced. brbrbrbrResort Features and Amenities: Stylish 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. Lakefront 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: Savor 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: Centrally 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: This 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. Park Shore Resort is 30 miles from RSW - Fort Myers International Airport and the closest exit to I-75 is Exit #107 - Pine Ridge Road.

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Sleeps

$300.79

/ Nightly

Private Vacation Home

672 Casa Palmera - 3BD Heated Pool Home-Mins2Beach

Naples, Florida, United States

Summary:brbrYour home away from home! Featuring warm leather, natural woods and soft lighting throughout. Wake up in our master suite feeling revitalized and ready to seize the day... poolside that is! Relax and catch some rays in your own private heated pool.brbrbrbrThe Space:brbrNewly remodeled and decorated to provide our guests the best Beachside Agency experience! **Free WIFI throughout the home** brbrbrbrFront Porch & Office:brbrEnjoy a cup of coffee from the Keurig and catch the news from the desk or lounge on the sofa in the office. Find an adventure to read on the book shelf and get lost. The front porch is a lovely spot to have a cup of joe in the morning or catch the sunset in the evening. brbrbrbrKitchen:brbrThe Kitchen is fully equipped with all the necessities to host a wonderful dining experience. All the essentials: martini & wine glasses, plates/bowls/cups/silverware/cooking & serving utensils. Pots, pans & bakeware, blender, toaster & more. There are several dining options: bar top with 3 chairs, dining table (seats 5) or the outside patio (seats 6).brbrbrbrBedrooms:brbrStay a while, get some rest and sleep in comfort in our coziest beds. All our homes have additional sheets, blankets & pillows available. The queen guest bedroom and master suite have smart t.v's and the ability to login to your own accounts for Netflix, Disney+, Hulu & more.brbrbrbrLiving Room:brbrGet comfortable, kick up your feet on the couch or leather sitting chairs and watch a movie on the flat screen smart tv. The living room opens up to the pool deck where Florida sunshine is just a step outside. brbrbrbrScreened in Heated Pool:brbrNow to our main feature; the heated pool! Plenty of deck space and seating areas. Lounge around on our four chaise loungers and catch some rays. We even provide the towels! There is a BBQ grill (guests maintain propane) and dining table with umbrella. brbrbrbrTake a stroll to the beach, it really is only a few minutes away! We provide the beach chairs, towels & umbrella, just don't forget your sun block! brbrbrbrGENERAL: All standard amenities are offered, to make your stay as relaxed and care-free as possible. Free WIFI, linens/towels available, step-free access, air conditioning, hairdryer, keyless entry, first aid kit. Complimentary starter kits of K-cups, bottled water, paper towels, eco-friendly toilet paper, toiletries, dishwasher pod, laundry soap & trash bag. Our homes are cleaned by a professional crew after each guest check-out. brbrbrbrCome stay with us... you'll never want to leave!brbrbrbrThe Neighborhood:brbrJust minutes from shopping, dining, and some of Southwest Florida’s most desirable beaches. brbrbrbrMercato 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! brbrbrbrMercato 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...brbrbrbrGo 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…brbrbrbrShop or stroll Venetian Village, another open air mall located on the bay with beautiful views, shops and restaurants. brbrbrbrPlay and dine at 5th Ave South, an irresistible mix of Glamour and laid-back ease. brbrbrbr3rd 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. brbrbrbrAlso Conveniently Located Nearby:brbrbrbr- Ritz Carlton Beach Resortbrbr- Turtle Club Beach Resortbrbr- LaPlaya Beach ResortbrbrbrbrNearby Grocery: Whole Foods, Trader Joe's and Publix grocery storesbrbrbrbrThings to dobrbr- LA Fitnessbrbr- Pelican Bay Community Park – Tennis, Sports Fields, Kids Play Areabrbr- Sun-N-Fun Lagoon Waterparkbrbr- Golisano Children’s Museumbrbr- Artis Naples - Home of The Baker Museum & the Naples Philharmonicbrbr- They Naples Players TheatrebrbrbrbrMorning Spotsbrbr-Fit & Fuel Cafe' ***brbr- Starbucksbrbr- Delicious Raw Juice Bar ***brbr- The Patio Cafebrbr- First Watch Breakfast & Lunchbrbr- Dunkin' Donutsbrbr- 239 Coffee ShopbrbrbrbrDining Outbrbr- Capitol Grillbrbr- Tacos & Tequila Mexican Restaurantbrbr- Flemings Steakhousebrbr- The Bay House Restaurant ***brbr- Daruma Japanese Steakhousebrbr- The Crust Pizza***brbr- Inca's Peruvian Kitchenbrbr- Cooper's Hawk Winery & Restaurant ***brbr- Longhorn Steakhousebrbr- Felipes Mexican Taqueirobrbr- Zen Asian BBQbrbrbrbr*** Denotes FavoritesbrbrbrbrGetting Around:brbrLocated close to:brbrbrbr2 Minute drive to Mercato Shopping & Dining Districtbrbr15 Minute drive to Downtown Naplesbrbr45 Minute drive to Marco Islandbrbr45 Minute drive to Sanibel Beachbrbr30 Minute drive to Southwest Florida International AirportbrbrbrbrInteraction with Guests:brbrProfessionally managed by the beachside Agency. We have a team of professionals available to answer questions or provide support 24/7.

Bed

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Sleeps

$569.49

/ Nightly

Private Vacation Home

New! SunChaser • Brand 5BR New Luxury Build • Heated Pool • 1 Mile to Vanderbilt Beach!

Naples, Florida, United States

✨ Stunning Modern Pool Home in Naples – Walk to the Beach! ✨brbrWelcome to your dream getaway! This luxurious, designer-furnished pool home is perfectly located just over a mile from Vanderbilt Beach and Delnor-Wiggins Pass State Park, and only a 6-minute drive to the upscale shopping, dining, and nightlife of Mercato. Whether you're looking to unwind or explore, this home is the ultimate Naples escape.brbr 5 Bedrooms | 3 Bathrooms | Sleeps 12br Heated Poolbr Smart HDTVs in Every Roombr Outdoor Kitchen, BBQ Grill, Wine Cooler & Morebrbr The SpacebrDesigned with a bright, open-concept layout, this spacious 5-bedroom home is perfect for families, groups, or remote workers looking for comfort and style.brbrMaster Suitebr- King Bedbr- Smart HDTVbr- Private En-Suite BathroombrbrJunior Master Suitebr- King Bedbr- Smart HDTVbr- Private En-Suite BathroombrbrBedrooms 3 & 4br- Queen Bedsbr- Smart HDTVsbrbrBedroom 5br- Custom Bunk Bed (Queens on top and bottom!)br- Smart HDTVbr- Dedicated workspacebrbrLiving Roombr- 75 Smart HDTVbr- Ample Seating for EveryonebrbrOutdoor Lanaibr- 55 Smart HDTVbr- Built-in Gas BBQ Grill + Mini Fridgebr- Covered Outdoor Dining & Lounge Spacebrbr Outdoor OasisbrSlide open four massive glass doors to your private tropical retreat. Relax in the heated pool with Sundeck, complete with LED lighting, and premium travertine pavers. Enjoy a refreshing outdoor shower or grill up dinner under the stars, surrounded by resort-style landscaping.brbrPool Heat Included (set to 87°F)brbr Work & Stay ConnectedbrNeed to work remotely We've got you covered with blazing-fast Wi-Fi — speeds up to 500 Mbps — perfect for Zoom calls, streaming, or staying productive by the pool.brbr⚡ Bonus FeaturesbrBeach Gear Providedbrbr ️ Additional Experiences (At an Extra Cost)brAsk us about:brPrivate chef dinners cooked right at your home.brPrivate Local Culinary artist. Curated Lunches or Dinners cooked in your home.brPrivate Island and Dolphin Tours. 2, 4 & 6 Hour options!brPrivate Yoga or Personal Training ClassesbrbrThis home has everything you need for an unforgettable stay in Naples. Whether you're lounging poolside, hosting a sunset BBQ, or hitting the beach, you'll feel right at home. Book now and start counting down to paradise!brbrBrand new Spa coming 2027!!

Bed

Bath

Sleeps

$461.49

/ Nightly

Private Vacation Home

New! Drift & Dream! Stunning Remodeled 3 Bed & 3 Bath - Heated Pool and Spa!

Naples, Florida, United States

Welcome to your Naples getaway! This fully remodeled 3-bedroom + office/den home features an open, sun-filled layout with brand-new designer furnishings and a fresh, modern coastal vibe. Enjoy a spacious living area, a fully updated kitchen with new appliances, and three comfortable bedrooms with plush bedding and premium linens. You'll also have three spotless bathrooms—including a rare outdoor poolside bath—plus a dedicated office/den perfect for working remotely.brbrYour private outdoor oasis includes a heated pool, screened-in lanai, lounge seating, and a Weber gas grill—ideal for relaxing days in the sun or dinner by the pool. The home comes fully stocked with everything you need: fast WiFi, beach chairs, umbrellas, a cooler, beach towels, pool toys, and all necessities. A 2-car garage and new washer/dryer add even more convenience.brbrLocated in the highly desired 500 block of Naples Park, you can walk to Vanderbilt Beach, the Ritz-Carlton, the Turtle Club, Mercato's restaurants and nightlife, and plenty of shops and cafés. With its upscale remodel, perfect location, and resort-style amenities, this home offers one of the best seasonal rental experiences in Naples. Just bring your suitcase and enjoy paradise!brbrLocal house attendant on call during your stay!

Bed

Bath

Sleeps

$156.16

/ Nightly

Condo

HERITAGE BAY GOLFER'S PARADISE! Luxury Condo in Naples w/AMAZING AMENITIES

Naples, Florida, United States

Vacation in a tropical paradise, resort-style gated community of Heritage Bay Golf and Country Club! The resort features a premier 27 hole Lewis-Azinger championship golf course, 6 lighted Har-Tru tennis courts, pickleball, bocce, zero-entry resort pool with waterfall and a lap lane that has several firepits around the pool and view of aqua driving range, activities director, full-service gorgeous Cabana bar and grill by the pool with live entertainment weekly, fine indoor/outdoor dining at the beautifully renovated clubhouse (GREAT FOOD at both restaurants), state of the art fitness center & spa offering exercise classes, and pro shop. If you prefer a quieter setting, there is a satellite pool just across the street from the condo. There is so much to do inside the resort, but the great location is just 25 minutes to Gulf of Mexico beautiful beaches, SW Florida airport, and downtown Naples, with many restaurants and shopping located close by. Your accommodation is a Luxury condo, approx .1232 sq. ft., 2 bedroom 2 bathroom and with its top quality furnishings is the very best one you will stay in at the resort. The condo has a bright open layout located on the 3rd floor (elevator access) and has a panoramic view of the golf course, water, and nature preserve. You will love the VIEW and peacefulness of sunsets from your screened in lanai. It has a washer and dryer, fully stocked kitchen with stainless steel appliances, formal dining table, breakfast dining table, lanai dining, 3 cable tv’s and Internet, a king bed in the primary bedroom and a king bed in the guest bedroom, a shower in the primary bathroom and a shower over tub in the guest bathroom, and the most comfortable suede leather reclining couches in the living room. Both bedrooms have new luxury vinyl flooring and tile is throughout the rest of the condo. Just pack your clothes, toothbrush, and golf clubs. You will be able to store you suitcases, golf clubs, and bikes (if you bring them) in our storage closet and park your car in the covered carport directly below the condo. All the wonderful resort amenities are yours during your stay for a fee of *$500 DURING THE LENGTH OF YOUR STAY. Minimum rental period is 30 days (excluding February). HOA needs approx. 30 days to approve application, so please complete the paperwork as soon as reservation is booked. Go to https://www.golfheritagebay.com/ to see a great video of the Heritage Bay amenities. *Fees explanation that are paid by you AFTER BOOKINGt: $50 non-refundable application fee (administrative fee), $500 transfer of membership/amenities fee. This property is new for us, but we are Super Hosts with another property, 4.9% overall satisfaction rating out of 68 stays. We strive for perfection!

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$415.86

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Condo

Enjoy great pool views from this 3 bedroom condo - CL0201

Naples, Florida, United States

Naples Cay is the finest beach front community to spend your next vacation. The Club 201 is a 3 bedroom, 2 bath condo with a view of the pool from the spacious lanai. You will be just a short walk away from our private beach, for which we provide you with beach chairs and an umbrella for your convenience. Equipped with a full size and fully stocked kitchen, we provide you with everything you need to prepare delicious meals. The large dinning room table and bar stools allow the whole family to gather for any meal. The Primary bedroom has an ensuite bathroom and walk in closet. The bathrooms are updated with tile showers and granite countertops. This unit also provides a washer and dryer in unit for your use while staying. We hope you enjoy this amazing place as much as we do. brbrNaples Cay, a 24 hour gated community, you will enjoy a heated community pool, hot tub, fitness center with sauna and steam room, and har-tru tennis courts. A boardwalk takes you to the private white powder sand beach. This premier beachfront location is close to Venetian Village and the Waterside Shops where you will find many upscale restaurants and shops as well as the Artis, Naples premier performing arts center. Naples Cay now features 2 EV Car Charging Stations. Located in the parking lot east of The Club building. An account must be set up through Sema-Connect for payment.brbr***All reservations made between January 1 and April 30 must be Saturday to Saturday. Please inquire for special requests.*** brbrPlease Note: Roof replacement will occur mid-June to mid-July 2024.brbrFor more information on Naples Florida vacation rentals or monthly rentals in Naples Florida, please contact us at 1-.brbr***Information contained herein deemed reliable but not guaranteed**brbrAmenities Include:brbr- Bldg. Complex Name: Club @ Naples Caybrbr- Type Unit: Highrise Condobrbr- Unit Rating: Silverbrbr- Beach Access Type: Walk to Beachbrbr- Distance to Beach: 150 yardsbrbr- Elevator: Yesbrbr- Floor/Bldg Height: 2/14brbr- Year Built: 1990brbr- Approx. Sq. Ft.: 1445brbr- Exposure/View: West/gulf coastbrbr- Pool/Spa: Yes/Yes Communitybrbr- washer dryer: Yesbrbr- Parking Type: Openbrbr- Lanai / Balcony: Open Balconybrbr- Bbq Grill: Yes communitybrbr- Master Bedroom: Kingbrbr- Bathrooms-Master: Showerbrbr- Guest Bedroom: Queenbrbr- Bathrooms-Guest: Tub/Shower combobrbr- Guest Bedroom 2: 2 Twinsbrbr- Internet Access: Wifibrbr- Listing Advisor: Weekly Divisionbrbr- Min. Rental # x perYr: 7x52brbr- Reservation Fee: $170brbr- Damage Protection: $60brbr- Application Fee Req.: $150brbr- Departure Clean Fee: $200brbr- Taxes: 11%brbr

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$579.92

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Condo

Beachfront Paradise with Stunning Gulf Views – Your Naples Escape Awaits!

Naples, Florida, United States

Wake up to the soothing sound of waves and breathtaking Gulf views from this beautiful 2-bedroom beachfront condo in Naples. Perfect for a peaceful getaway, this charming retreat offers a luxurious gulf side primary bedroom, and a second bedroom with a full bed, and a twin —ideal for families or couples seeking comfort and serenity. Step onto the private balcony to watch the dolphin and the sunset over the water, or take a few steps to the sandy shores for a morning stroll. The unit has everything you need including beach towels. The fully stocked kitchen is perfect for preparing your meals and hosting some new friends from the building. There are two laundry rooms per floor. Conveniently located to shopping and restaurants.brbrRental PolicybrMonthly rentals only – as required by the HOA.brStays must begin and end within the same calendar month.brFlexible monthly rates depending on season.

2

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2

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6

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$163.14

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Sophisticated Naples Getaway – Relax in Style

Naples, Florida, United States

Step into this elegant 2-bedroom, 2-bath condo and feel instantly transported to your personal Naples sanctuary. Bathed in warm Florida sunshine, the open-concept living area is perfect for unwinding after a morning of exploring or enjoying cozy evenings with family and friends. Every corner of the space is thoughtfully designed with comfort and style in mind, making it easy to relax, connect, and enjoy the slower pace of coastal life.brbrThe fully equipped kitchen invites you to prepare fresh meals, gather around the dining area, and toast to the start of another sun-soaked day. The primary suite offers a private escape, complete with a spa-like bath and serene touches that make it feel like your own personal retreat. The second bedroom is equally inviting, ideal for guests or family members seeking comfort and privacy.brbrOutside, the community pool beckons for a refreshing swim or a leisurely lounge under swaying palms. The lush landscaping and tranquil surroundings provide a peaceful backdrop for your mornings with coffee or afternoons with a good book.brbrPerfectly situated just minutes from Naples' renowned 5th Avenue South and 3rd Street South, you're close to world-class shopping, dining, and entertainment, yet tucked away in a quiet, intimate community. Whether you're seeking a romantic getaway, a family adventure, or a sun-filled escape with friends, this condo promises a luxurious, unforgettable Naples experience where comfort, style, and relaxation come together.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: A 2 month minimum is required.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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$184.21

/ Nightly

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Luxurious Naples Retreat – Steps from Dining & Shopping

Naples, Florida, United States

Escape to Port au Villa, where sophisticated coastal living meets the ultimate vacation experience. This beautifully updated end-unit condo offers a serene and sun-filled sanctuary, perfect for relaxing mornings, leisurely afternoons, and unforgettable evenings in Naples.brbrThis spacious two-bedroom, two-bath condo features an open-concept living area filled with natural light, a fully equipped chef's kitchen with high-end finishes, and a beautifully appointed primary suite offering a tranquil escape with an ensuite bath and inviting design touches throughout.brbrStep outside to the sparkling waterfront pool, surrounded by lush tropical landscaping, and watch the boats glide by as you soak in the tranquil ambiance.Enjoy a morning coffee or an evening glass of wine while taking in the peaceful water views and gentle coastal breeze.brbrPort au Villa's intimate boutique community offers the perfect balance of privacy and convenience, just moments from Naples' premier shopping, dining, and entertainment along 5th Avenue South and 3rd Street South.brbrWhether you're seeking a peaceful retreat or an indulgent getaway, this Naples condo delivers an unmatched coastal escape filled with comfort, style, and memorable experiences.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: A 2 month minimum is required.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.

2

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2

Bath

4

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