Vacation Condo Rentals By Owner In Naples, FL

Naples EscapebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThe hustle and bustle and coastal vibes of Naples await you and your guests at this wonderful getaway. Boasting wonderful areas to relax in style both inside and out, you will have the choice of kicking back indoors with a movie on the flatscreen TV or heading to the screened balcony offering plenty of seating to enjoy a cocktail in the fresh air. When days heat up, the sparkling shared pool awaits for a quick dip or afternoon of tanning. For even more fun in the sun, make your way to the volleyball or tennis courts and indulge in some friendly competition. Though there is a delicious restaurant on-site, the fully equipped kitchen awaits back at home base for easy meal prep on modern appliances.brbrWhat's nearby:brLocated in the heart of the city, this will be the perfect jumping-off point for an unforgettable vacation. You won't have to go far to stock up on necessities or indulge in a shopping day, as a plethora of shops, restaurants, and grocery stores are within walking distance of the complex. When the sand and emerald waters of the beach are less than two miles west. If you brought the kiddos along, a day of family fun awaits at Naples Zoo at Caribbean Gardens located just three miles away or Naples Botanical Garden eight miles away. brbrTHINGS TO KNOWbrThe guest will need to pay the onsite HOA at the office to receive a fob to access amenties. If you book after Nov 1st 2025, you will no longer need to pay the HOA onsite; you will still need to check in onsite to receive your fob to access amenties.brSnowbird-friendlybrbrParking notes: There is free parking available for 2 vehicles.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.

Ideal Naples Getaway W/ Shared Pool, Tennis Courts, & Central AC

Naples, Florida, United States

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Bath

Sleeps

$216.07

Oasis on Grey Fox RunbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrParadise awaits you in this beautiful second-floor condo located in a family-friendly gated community in North Naples! This wonderful corner condo enjoys an unbeatable location near Vanderbilt Beach and is close to shopping at Waterside Shops and Coconut Point, casual and fine dining, nightlife, Delnor-Wiggins Pass State Park, Barefoot Beach, The Wonder Gardens, Riverside Park, and golf courses.brbrUpon entering this spacious, air-conditioned home away from home, you will discover a bright and airy open floor plan. Come back home from a refreshing splash in the community's heated outdoor pool to spread out comfortably in the welcoming living area. This spot boasts a comfy extensive sofa right in front of a huge smart TV with streaming and cable and a soundbar. Spend endless evenings streaming your favorite series and movies while munching on your favorite snacks. Speaking of snacks, the well-appointed kitchen has been equipped with all the essentials to prepare exquisite homemade meals and treats for the group. Coffee lovers will find a cute coffee corner with a Keurig coffee maker. This wonderful condo boasts a private balcony off the kitchen with comfy seating and a spacious screened lanai with a lakefront lounge area and a summer kitchen with a mini-fridge, tiled countertops, sink, and stovetop - it's the ultimate entertaining spot!brbrSleeping arrangements include a primary suite with a smart TV, lanai access, and an en suite bathroom with double vanity and a separate soaking tub. The third bedroom has a daybed with a trundle underneath. Additional perks include an on-site washer/dryer, four beach chairs, high-speed WiFi, and two adult bikes.brbrRESORT AMENITIESbr-Heated outdoor poolbrbrTHINGS TO KNOWbrThis home has a 30-day minimum stay.brStreaming is available with your own accounts.brThis unit requires an HOA application to be completed and emailed back to us within 3 days of booking.brbrParking notes: There is free parking available for 2 vehicles.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.

2nd-floor lakefront condo with heated pool, lake view, balcony, bikes, fast WiFi

Naples, Florida, United States

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Bath

Sleeps

$179.45

Step inside this modern 2 bedroom plus office condo (can double as a 3rd bedroom upon request) and begin your escape from winter in sunny Naples!brbrThis first floor end-unit condo is steps away from 2 community pools, hot tub and tennis/pickleball courts. Walk the 1 mile flat, paved path around nearby Kings Lake or bike on the greenway. East Naples Community Park…home to 66 pickleball courts and the yearly Naples Pickleball Center Championship is less than 3 miles away. Beautiful white sand beaches, historic Naples Pier and famous 5th Ave-known for amazing shopping and dining are both within a 10 minute drive!brbrJust a MINUTE walk from Publix, Starbucks and restaurants, this condo boasts a newly renovated master bathroom, walk in closet, and kitchen with granite countertops and stainless steel appliances. brThe third bedroom allows you to work from home or can easily be converted to entertain guests. br90 day minimum for winter rentals. No pets please. All renters subject to background check/HOA approval.

BEAUTIFUL East Naples, 2 Bedroom with Office in sought after KINGS LAKE!

Naples, Florida, United States

3

Bed

Bath

5

Sleeps

$168.78

Welcome to your ideal vacation getaway in the exclusive Treviso Bay community of Naples, Florida. This sophisticated 2-bedroom, 2-bathroom condo provides all the luxuries of home in a serene and elegant setting. Located in a prime spot within this upscale neighborhood, the unit includes a transferable golf membership, offering access to Treviso Bay's esteemed TPC championship golf course, renowned as one of Naples' best.brbrKey FeaturesbrbrGolf Membership: Transferable, granting entry to the TPC championship golf course.brLiving Space: Open floor plan featuring modern furnishings and stylish decor.brKitchen: Fully outfitted with stainless steel appliances, granite countertops, and a breakfast bar.brBalcony: Private with picturesque views, ideal for enjoying your morning coffee or evening relaxation.brbrCommunity AmenitiesbrbrResort Pool: Dive into the expansive resort-style pool, complete with a bar and grille.brSatellite Pools: Five smaller pools spread throughout the community for a more private experience.brFitness Facilities: Newly upgraded and fully equipped fitness center to keep you in top shape.brTennis Courts: Eight clay tennis courts for enthusiasts of the game.brPickleball Courts: Eight courts available for fun and competitive play.brBocce Ball: Enjoy this engaging and social sport with friends and neighbors.brGolf Simulator: Perfect your game with the advanced golf simulator.brDining: Savor fine dining at the community's formal dining venues.brAdditional Amenities: Beautiful walking and biking trails, a luxurious spa, and a dynamic social calendar with activities and events for all ages.brbrTreviso Bay offers a unique blend of luxury, comfort, and a variety of activities. Whether you're passionate about golf, dedicated to fitness, or simply seeking a peaceful retreat, this condo is the perfect choice for your next vacation in Naples, Florida.

TPC Golf Condo in Treviso Bay | 2BR Retreat with Resort Amenities

Naples, Florida, United States

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Bath

Sleeps

$364.39

SoCe Flats 204brbrOur 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 getaway in Naples, FL! This charming dog-friendly condo offers a delightful blend of comfort and convenience, making it an ideal retreat for families or couples seeking a romantic escape. With a spacious living room featuring a cozy sofa bed, you can easily accommodate extra guests while enjoying the comforts of home. The well-equipped kitchen boasts modern appliances, including a fridge, stove, oven, and dishwasher, ensuring you have everything you need to whip up delicious meals.brbrStep outside to your private patio, complete with patio furniture and a gas grill, perfect for al fresco dining or simply soaking up the sun. The balcony offers a serene spot to unwind with a morning coffee or evening glass of wine while enjoying the gentle Florida breeze. With central AC and WiFi throughout, you’ll stay comfortable and connected during your stay.brbrLocated just a short distance from the vibrant downtown area and the beautiful beaches, this condo is perfectly situated for exploring all that Naples has to offer. Enjoy a day of beachcombing, kayaking, or stand-up paddleboarding, then return to relax in your cozy retreat. With nearby attractions like water parks, museums, and botanical gardens, there’s something for everyone to enjoy.brbrWhether you’re here for a family vacation or a romantic getaway, this Naples condo is your home away from home. Book your stay today and experience the best of Florida living!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking 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.

Exceptional condo with balcony, WIFi, and located close to beaches and downtown

Naples, Florida, United States

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Bath

Sleeps

$240.56

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 a King Bed, 2 Twin beds and a pull out sofa along with 2 full sized bathrooms. brbr*There is casual indoor dining for 4 and enjoy outdoor meals on the lanai or at the grilling gazebo. brbr*The main bedroom contains a desk and chair for guests to stay connected while staying with us!brbr*Parking is available on the ground floor just outside the building. brbr*There is a common elevator in this building that goes to the second floor where the unit is located. Stairs are also located in the building, just outside the building. brbr*This unit has a full sized washer and dryer for guests to use throughout their stay which is conveniently located inside of the kitchen. brbrbrbrThere is a maximum of 4 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: 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: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.

H-248 - Corner Unit With Lake and Fountain Views!

Naples, Florida, United States

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Bath

Sleeps

$305.22

Wake up and sit in the your backyard watching the lake and waterfalls. Or, lay in bed and listen to the water fall from your Master Bedroom - start your day relaxed and fresh.brbrBrand New Construction, in Gated Community! Centrally located between Mercado and 5th Ave.! brbrCommunal Salt Water Pool and Gym to get your early mornings started. brbrWasher/dryer in unit, connected garage + driveway. Multiple closets for storage for your long stays and accommodating for all guests!

Centrally Located Cozy Condo

Naples, Florida, United States

Bed

Bath

Sleeps

$363.54

The Cottages at Naples Bay ResortbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrDiscover the pinnacle of relaxation and leisure, nestled within the stunning Naples Bay Resort & Marina. Experience an exquisite escape in this beautifully appointed second-floor condo, surrounded by rustling palms and top-notch amenities that make every day feel like a vacation.brbrWith five picturesque swimming pools, including a family pool and a relaxing lazy river, you'll find plenty of ways to soak up the sun. Stay active at the state-of-the-art fitness center, challenge friends at the tennis courts, or unwind at the full-service spa. For those who love adventure, the marina offers fishing and sunset charters, alongside rentals for kayaks, paddleboards, and luxury boats. Don’t forget to take advantage of the complimentary hourly resort shuttle, connecting you to downtown Naples, breathtaking beaches, and charming shops.brbrMornings are made special on your screened balcony, where you can sip coffee and enjoy alfresco breakfasts while taking in the serene surroundings. After a day of exploration, retreat to your elegantly furnished, air-conditioned sanctuary. The inviting living area boasts plush seating and a cable TV, while the dining area and open kitchen—complete with stainless steel appliances and granite countertops—are perfect for entertaining.brbrBoth bedrooms offer ultimate comfort with their own cable TVs and en suite full bathrooms, with the primary suite featuring direct access to the balcony for breezy evenings. A convenient washer/dryer is also available, ensuring you have everything you need for a seamless stay.brbrResort Amenities:br- Five Heated Swimming Poolsbr- Relaxing Lazy Riverbr- Comprehensive Tennis Centerbr- Cutting-Edge Technogym/Peloton Fitness Facilitybr- Topgolf Swing Suitebr- Full-Service Spabr- Marina with Fishing and Sunset Chartersbr- On-Site Restaurants and Poolside Barbr- Convenient Rentals: Bikes, Kayaks, Paddleboards, Cabanas, and Luxury Boatsbr- Shuttle Service to Downtown and Naples BeachbrbrThings to Know:br- Ideal for families and couples alikebr- Close to vibrant nightlife and local attractionsbr- High-speed Wi-Fi for all your connectivity needsbrThere are additional mandatory resort fees that will need to be paid upon check-in at the Resort. These fees include access to all the amenities and parking. Please Contact us for current resort fees.brBook your stay at this luxury condo in Naples Bay Resort today and indulge in a dream vacation—where every amenity and comfort is at your fingertips!brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrSecurity camera details: There is a Ring camera at the front door.brbrDock details: 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.

Serene Luxury Awaits at Naples Bay Resort – Your Tropical Retreat!

Naples, Florida, United States

Bed

Bath

Sleeps

$312.34

An award-winning, private, master-planned community, Fiddler’s Creek features exceptional luxury residences in a beautiful tropical setting. Enjoy a wealth of resort-style amenities, including a spectacular lagoon-style pool, award-winning 18-hole golf course and sun-kissed white sugar-sand beaches. brbrEscape to the unsurpassed elegance of Fiddler's Creek in Naples, Florida. Experience luxury living at its finest in this recently renovated 3-bedroom, 2-bathroom condo. brbrNestled in Hawks Nest, this first-floor end unit offers breathtaking waterfront views of the wide lake, creating a serene backdrop for your stay.brbrStep into the master bedroom and bathroom and immerse yourself in tranquility as you gaze upon the picturesque lake. The bedroom features an adjustable PosturePedic king-size bed. The master bathroom has a shower with a sleek frameless shower door, dual sinks, and quartzite countertops. Both spaces exudes comfort and elegance. The walk-in closet provides ample storage for all your belongings.brbrGuests will enjoy the comfort of the queen-size bed in one room and the convenience of a day bed and workspace in the second guest bedroom.brbrPrepare culinary delights in the beautiful kitchen, which boasts quartzite countertops, a glass backsplash, and panoramic lake views. Equipped with everything you need, including modern appliances, cooking utensils, and dishware, this kitchen is a chef's dream.brbrRelax and unwind in the spacious living room, complete with an adjustable, wall-mounted 65 TV, perfect for cozy movie nights or catching up on your favorite shows.brbrFor your convenience, this rental comes fully furnished with all essentials, including linens, a fully equipped laundry room, and beach accessories. Simply pack your clothes and prepare to indulge in a turnkey living experience.brbrThis seasonal rental is available from January to April 2025, with a minimum stay of 3 months. brbrPlease note, this rental does not allow pets or smoking, ensuring a clean and comfortable environment for guests.brbrbrImmerse yourself in luxury living within the prestigious Fiddler's Creek, an upscale, gated community spanning 4,000 acres of lush, tropical landscapes, parks, preserves, and premier amenities. This stunning condo, nestled within this exclusive enclave, offers residents a truly unparalleled experience.brbrStep into a world of opulence as you explore the 54,000-square-foot club and spa, reminiscent of a world-class resort. Just minutes from Marco Island and the vibrant heart of old Naples, Fiddler's Creek provides convenient access to pristine, uncrowded beaches and an abundance of shopping and dining options.brbrIndulge in leisure and recreation with access to two pristine golf courses onsite, along with an additional 50 courses in the surrounding area. The Club and Spa cater to your every need, offering a comprehensive range of spa services, including massages, facials, and full-day spa packages. Stay active and fit with a fully equipped fitness center offering a diverse program of activities and state-of-the-art cardiovascular and weight training equipment.brbrOutdoors, the centerpiece of the Club and Spa is a multi-pool lagoon complex featuring waterfalls, slides, a gazebo-covered whirlpool, and a children's pool, all overlooking one of Fiddler's Creek's picturesque lakes. Enjoy poolside beverage service, complimentary towels, and sun lotion, as well as dining at the outdoor terrace grill. For exquisite dining experiences, indulge in Five-Star cuisine at Caxambas, conveniently located onsite.brbrAdjacent to the Club and Spa is a tennis complex with professional instructors on staff, offering opportunities for both leisurely matches and intensive training. The club organizes a variety of activities, including health and cooking seminars, sports outings, wine tastings, and more, ensuring there's always something exciting happening within the community.brbrFiddler's Creek is ideally situated just minutes from world-class shopping and dining destinations on Naples' famous Third Street South and Fifth Avenue. Nearby Naples and Marco Island offer endless opportunities for fishing, boating, and exploring, with full-service marinas and charter fishing available just a short distance away on the Isle of Capri.brbrDon't miss your chance to experience the epitome of luxury living in Fiddler's Creek.

Gorgeous condo amazing amenities close to Naples and Marco island beaches!

Naples, Florida, United States

Bed

Bath

Sleeps

$150.05

With 2 championship golf courses on-site, this Naples vacation rental condo promises an unbeatable stay in the Sunshine State! Along with pool access, hot tub, tennis courts and shuffleboard courts, this 2-bedroom, 2-bathroom getaway also features a furnished lanai overlooking the Flamingo Island fairway. Though there's plenty to do at Lely Resort, you'll be less than 13 miles from Naples Beach, Tigertail Beach and Lowdermilk Park for fun in the sun, while Naples Zoo is just over 11 miles away.brbr-- THE PROPERTY --brbrFree WiFi | Screened-in Balcony | In-Unit Washer/Dryer | 1,300 Sq Ft brbrFill each day of your easygoing vacation with golf, swimming in the heated pool and relaxing with your loved ones, thanks to the full array of amenities this condo offers! brbrBedroom 1: King Bed | Bedroom 2: King BedbrbrINDOOR LIVING: Flat-screen Smart TV w/ cable, DVD player, open concept layout, lake view, furnished lanai w/ 4-person table, 5-person dining table, laptop-friendly office nook brKITCHEN: Fully equipped, pass-through window, drip coffee maker, blender, cooking basics brGENERAL: In-unit laundry machines, linens/towels, ceiling fans, central A/C, central heating, iron/boardbrFAQ: No fences around pondsbrACCESSIBILITY: Step-free access, single-story unit on ground floorbrPARKING: Open lot (3 vehicles)brbr-- THE LOCATION --brbrLELY RESORT: Sam Snead’s Oak Grill & Tavern (walking distance), Flamingo Island Club, Lely Mustang Golf Course, shuffleboard, tennis, pool, hot tub, grill & picnic area, bocce courtbrBEACHES: Naples Beach (11 miles), Tigertail Beach (13 miles), Vanderbilt Beach (20 miles), Lowdermilk Park (11 miles), Clam Pass Park (15 miles), Delnor-Wiggins Pass State Park (22 miles) brLOCAL ATTRACTIONS: Donna Fiala Eagle Lakes Community Park (2.7 miles), Coral Cay Adventure Golf (8.4 miles) brCHARTERS/TOURS: Adventure Paddle Tours (6 miles), Rookery Bay Reserve Kayak Tours (9 miles), Naples Princess (9 miles), Naples Water Tours (10 miles), Pure Florida (10 miles), Sweet Liberty Catamaran Sailing & Boat Tours (10 miles) brNAPLES: Naples Botanical Garden (7 miles), Naples Zoo at Caribbean Gardens (11 miles) brAIRPORT: Southwest Florida International Airport (38 miles)brbr-- 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 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story property is located on the ground floor and offers step-free accessbr- NOTE: The property may not be suitable for young children because there are no fences around the pondsbr- NOTE: Your safety matters. The property has an exterior security camera facing out. This does not look into any interior spaces

Lely Resort Condo w/ Golf Course & Pool Access

Naples, Florida, United States

Bed

Bath

Sleeps

$347.97

This lovely corner unit has pretty bay views and it has been professionally decorated in a botanical motif by Robb & Stucky, this residence is an ideal place to bring your family and partake of Regatta's amenities. The kitchen is fully stocked allowing you the ability to create many delicious meals. The large countertops provide lots of space for preparing food. br br Regatta of Vanderbilt is a prime location for all your vacation needs.br This gated community is about a 2 block walk to the public beach access at the end of Vanderbilt Beach Road. Regatta offers an array of amenities such as 2 pools (a resort style pool with water fall and a quiet pool), spa, clubhouse, exercise room, wading pool, gazebo and 2 grills. br br ***All reservations made between January 1 and April 30 must be Saturday to Saturday. Please inquire for special requests. Reservations must be made more than 25 days prior to arrival. Any reservation booked online within 25 days of arrival will be cancelled.***br br PLEASE NOTE: All guests must complete a separate application process for Regatta. This is done through their online platform, TenantEvaluation. Guests must pay $150 application fee through this platform as well. br br For more information on Naples Florida vacation rentals or monthly rentals in Naples Florida, please contact our weekly rental division at 1-.br br ***Information contained herein deemed reliable but not guaranteed****br br There is currently construction in the Vanderbilt Beach area. This may result in noise and/or additional traffic.br Amenities Include:br - Bldg. Complex Name: The Regattabr - Type Unit: Highrise Condobr - Unit Rating: Bronzebr - Beach Access Type: Public Accessbr - Distance to Beach: 2 Blocksbr - Elevator: Yesbr - Floor/Bldg Height: 5 of 6br - Year Built: 2000br - Approx. Sq. Ft.: 1630br - Pool/Spa: Community Pool & Spabr - washer dryer: Yesbr - Parking Type: 1 Attached Garagebr - Lanai / Balcony: 1 Screened Lanaibr - BBQ Grill: Communitybr - Master Bedroom: Kingbr - Bathrooms-Master: Showerbr - Guest Bedroom: Queenbr - Bathrooms-Guest: Combo Tub and Showerbr - Guest Bedroom 2: 2 Twinsbr - Flooring: Tile/Carpet-Bedroomsbr - TV/DVD/ STEREO: 2 TVs/1 DVD/1 Stereobr - Internet Access: Yes-WiFibr - Listing Advisor: Weekly Divisionbr - Min. Rental # x perYr: 7 nights x 52 yearbr - Reservation Fee: $150br - Damage Protection: $60br - Application Fee Req.: $150 thru TenantEvalbr - Departure Clean Fee: $225br - Taxes: 11% on Rent and Fees

Great location! 2 blocks from the beach with beautiful bay views - REG 3-501

Naples, Florida, United States

3

Bed

Bath

Sleeps

Select Dates for Price

2nd-Floor Condo | Central Location | In-Unit Laundry | Outdoor Dining AreabrbrEscape to pure Florida relaxation at this stylish 2-bedroom, 2-bath condo in Naples’ sought-after World Tennis Club community. Perfect for a peaceful getaway, this retreat offers a bright, comfortable living space with a Smart TV, a fully stocked kitchen for easy at-home meals, and fantastic resort-style amenities right outside your door. Enjoy your morning coffee on the private balcony, then spend your day playing on the community tennis courts or unwinding beside one of the two heated pools. Golf lovers can tee off at nearby Kensington Golf & Country Club, while beachgoers will love being just 4 miles from the soft sands and scenic boardwalks of Clam Pass Beach Park. Whether you’re craving sunshine, sport, or serenity, this Naples escape has it all.

Lovely Naples Vacation Rental w/ Shared Pools

Naples, Florida, United States

Bed

Bath

Sleeps

$129.6

Glen Eagle Golf & Country Club is five minutes from Fifth Avenue brshopping and dining. This 2 Bedroom/2 Bath first floor unit with a den and brgarage is tastefully decorated with light, airy colors and is in brChatham Square I. Unit features a king size bed in master bedroom, twin beds in guest bedroom, and a dining room that seats six comfortably. Fully equipped kitchen. Updated shower in guest bathroom. Three TV’s—Master bedroom, living room and den. Wifi and printer are available. brPicturesque golf and water view from lanai. Enjoy eating on the lanai while watching golfers on the fourth fairway.brbrMaster Association transfer fees of $450 and Chatham Square I Association transfer fees are $150 paid directly to associations by tenant. These transfers are required and afford tenant full membership in all club amenities.

Summer and Fall 2026: Glen Eagle Golf & CC, Sunny Naples, FL

Naples, Florida, United States

Bed

Bath

Sleeps

$222.74

Beautiful Veranda Condo in Heritage Bay. Golf and Pool/Club access with optional $400 Transfer Fee. Heritage Bay Golf & Country Club is 25-minutes from Fort Meyers Airport and 10-15-minutes to gulf shore beaches. Rent this beautiful, first floor condo in an exclusive gated golf community. Walking distance to the clubhouse, gym, tennis and golf.brbrThis home is beautifully decorated with all comfortable furniture. The Veranda offers an open floor plan and is steps away from the pool. It is also just a short walk to the beautiful 27,000 sq. foot Clubhouse, with stunning dining rooms, grille room, and state of the art gym and spa facilities. Every amenity is provided with a fully equipped granite kitchen. Relax and enjoy a private front and back lanai with a view of the 19th hole. King size bed in master suite, Queen in guest room, and pull-out sofa in den. No stairs to climb and just steps away to a 1-car garage. For the vacationer that loves golf, tennis, or pickelball this is where you want to stay! Beach Lovers, grab the beach chairs, and umbrella provided for you and enjoy a fun outing at the nearby gulf beaches.brbrHeritage Bay has a Championship Golf Course, which offers 27 challenging holes designed by Gordon Lewis and Paul Azinger. Set within acres of natural preserves and beautiful lakes; make this course nothing shy of spectacular. brbrReserve now and don't miss out on the hottest rental season in Naples.brbrEnjoy all of the club's amenities with this beautiful and very clean furnished residence, that will make you feel right at home. We furnished it as our home.brbrKeywords: 2 Bedroom-Plus Full Private Den 2 Bath (sleeps 4-6). Den has a Queen Sofa Sleeper. First Floor Veranda Model and walk two blocks to Clubhouse. Heritage Bay is a Bundled Golf Community. Transfer fee option of $400 allows for Golf membership transfer and additional 2022-2023 cart fees apply.brbrOptional Must Request - Membership Transfer fee $400brDamage Insurance $99 for ($5,000 coverage)brExit Cleaning Fee $200brApplication Fee $100brNo SmokingbrNo PETSbr

Luxurious 2 Bed Room + Den / 2 Bath Veranda on first floor in Heritage Bay

Naples, Florida, United States

3

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$329.29

Enjoy front-row seats to the sunset in this beautifully updated 2-bedroom, 2-bathroom residence in the prestigious Naples Continental Club. Located on the 3rd floor, this unit offers the perfect vantage point: high enough for privacy and sweeping horizon views, yet low enough to hear the waves hitting the shore.brbrThe Views & LocationbrPositioned directly west, the condo is flooded with natural light and offers unobstructed views of the Gulf of Mexico. The 3rd-floor elevation connects you intimately with the beach—you aren't just looking at the ocean; you feel part of it. Whether you are enjoying a morning coffee or an evening glass of wine, the private lanai is your personal observation deck for Naples' famous sunsets.brbrThe Modern KitchenbrThe heart of this home has been tastefully renovated to offer a modern, high-end culinary experience.brCenterpiece Design: Features a stunning waterfall quartz countertop that adds a touch of sleek luxury to the space.brModern Appliances: Fully equipped with updated appliances, making meal preparation easy and enjoyable.brOpen Feel: The design allows you to prepare meals while still engaging with family and enjoying the coastal backdrop.brbrThe Sleeping ArrangementsbrSpacious and comfortable, the unit is set up to accommodate couples or families with ease:brPrimary Suite: Features a King-sized bed, offering a relaxing retreat after a day in the sun.brGuest Room: Configured with two Twin beds, perfect for guests, children, or grandchildren.brbrThe Naples Continental ClubbrLocated in the desirable Moorings neighborhood, the Naples Continental is a beachfront icon. You are just steps from the sand and a short drive to the upscale dining and shopping at Venetian Village, or the world-class entertainment of 5th Avenue South.brbr-Washer & dryer are located outside the unit

✨ Naples Continental Gem | Direct Beach Views + Lanai

Naples, Florida, United States

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$353.67

Make yourself at home in this 2-bedroom Naples condo retreat. The quaint space features a king bed and a queen bed, plus a living room with a murphy bed for extra comfort. Guests enjoy two bathrooms with refreshing showers, perfect for unwinding after a day of exploring. The soothing atmosphere invites relaxation, while the terrific layout offers plenty of room to spread out. Enjoy all the wonderful amenities of Pelican Bay … three miles of sugar sand beach, state of the art health club, pickle ball courts, swimming pool, walking trails , two beach front restaurants. We look forward to hosting you at our place.

Pelican Bay 2-bedroom condo with AC in sunny Naples

Naples, Florida, United States

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Gated community where luxury meets convenience. Stunning first-floor, end-unit coach home offers an expansive 1,779 square feet of beautifully designed living space, perfect for those seeking a serene yet vibrant Florida vacation. Step inside to discover a thoughtfully crafted 2-bedroom, 2-bathroom layout, showcasing gorgeous plank tile flooring, plantation shutters, and elegant crown molding throughout. The spacious open-concept design creates an inviting flow, ideal for entertaining or simply unwinding in style. At the heart of the home, the chef-inspired kitchen is sure to impress, featuring granite countertops, a breakfast bar, and stainless steel appliances. Whether preparing a gourmet meal or enjoying a morning coffee, this well-appointed space blends practicality with sophistication. The master suite is a true sanctuary, boasting a walk-in closet and an upgraded spa-like bath with dual vanities, a soaking tub, and a glass-enclosed shower. The second bedroom has a full-size bed. Designed for effortless indoor-outdoor living, two sets of sliders lead to a spacious screened lanai, offering lush landscaping and ultimate privacy. Whether you're enjoying an evening cocktail or embracing the morning tranquility, this outdoor retreat is your personal oasis. Additional highlights include a one-car attached garage. Renters have access to a well-appointed clubhouse, a sparkling pool, a library, and a fully equipped fitness center. Outdoor enthusiasts will love the scenic fishing pier extending into a picturesque waterway and the walking and biking trails that wind through lush, landscaped grounds. The bocce, tennis, pickleball, and shuffleboard courts add an extra layer of recreation for an active and social atmosphere. Perfectly situated off Vanderbilt Drive and Bonita Beach Road, this home is just minutes from some of Southwest Florida’s most stunning beaches, including the pristine shores of Barefoot Beach and Delnor-Wiggins Pass State Park. Plus, with easy access to Mercato, The Promenade at Bonita Bay, and Waterside Shops, world-class dining, shopping, and entertainment are right at your doorstep. Each rental requires condo association approval.

Large Deluxe 2-bedroom Condo in Bay Forest Naples Minutes to Beach - 30 day min.

Naples, Florida, United States

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$189.42

Royal PalmbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your dream vacation getaway! This charming and spacious condo is perfectly situated in South Naples (Green Links at Lely Resort and Golf), offering an idyllic blend of comfort, convenience, and coastal charm. Ideal for families, couples, or friends, it’s your ultimate retreat to relax, recharge, and indulge in the beauty of Florida’s Gulf Coast.brbrStep outside to your own private patio, where you can immerse yourself in the tranquil views of a picturesque pond adorned with a gentle fountain. Whether you’re savoring your morning coffee, diving into a captivating book, or unwinding with a glass of wine as the sun sets, this peaceful outdoor space transforms every moment into a magical experience.brbrThis condo is your gateway to paradise, located just a short stroll from sun-drenched beaches and world-class golf courses in the Lely area. Spend your days basking in the sun on pristine shores or perfecting your swing at premier golf courses nearby. With a splendid array of shopping, dining, and entertainment options at your fingertips, you’ll find that everything you desire is just steps from your door.brbrInside, the single-level condo features a bright and open layout designed for ease and comfort. With step-free access throughout, it’s perfect for all guests. The living space is inviting, equipped with a plush sofa bed, a luxurious king-sized bed, and a cozy queen bed, accommodating both small groups and families comfortably. Stay connected with high-speed WiFi and enjoy the convenience of a fully equipped kitchen, perfect for preparing home-cooked meals or quick snacks.brbrAs a guest, you’ll have access to an array of resort-style community amenities that elevate your vacation experience. Take a refreshing dip in the sparkling outdoor pool, soothe your muscles in the rejuvenating hot tub, or engage in some friendly competition on the tennis courts or pickleball courts. Enjoy the perfect blend of relaxation and recreation right at your fingertips!brbrWhether you’re here to explore the vibrant local scene, unwind on the beach, or engage in a round of golf, this Naples condo is your perfect home base for all your adventures. Book your stay today and start creating unforgettable memories in sunny South Florida, where every day is a celebration of sun, sand, and serenity!brbrThings to Know: brAs a guest, you’ll also enjoy full access to resort-style community amenities, including a sparkling outdoor pool, rejuvenating hot tub, tennis courts, and pickleball for a bit of friendly competition.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Water view condo w/ access to community amenities, wifi, & outdoor private patio

Naples, Florida, United States

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$451.4

This 2-bedroom condo right across the street from the beach is perfect for your escape to Naples! Two bedrooms, one featuring a queen bed and the other featuring two twin XL beds allow you to comfortably sleep 4 adults. You are just steps from the beach (directly across the street) and less than 10-minute walk to the newly opened Four Seasons, and a 10-min drive to downtown 5th Ave and 3rd St. S. Fall in love with Naples and enjoy all of the magic it has to offer.

2-bedroom Naples condo steps from the beach

Naples, Florida, United States

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