Home Vacation Rentals By Owner In Naples, FL

Showing 3540 Of 4452 Vacation Rentals
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$330.23

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Exclusive Pelican Bay, 2 BR + Den with Garage, 2nd Floor Unit in Barrington Club

Naples, Florida, United States

Available for the 2025 Shoulder Season (prior to January 7 or after April 15) - enjoy the best of Naples without the crowds! brbrYour relaxing Pelican Bay getaway begins at this lovely 2nd floor condo in Barrington Club minutes from the gulf/beach with all the Pelican Bay amenities offered to owners - including private beach access with free tram transportation, complimentary beach lounges, umbrellas and cabanas, two private beach-side restaurants, tennis courts, community fitness center, walking trails, and so much more. Pelican Bay is just a short drive to Mercato, Waterside Shops, downtown Naples (5th Avenue and Third street shops), restaurants and galleries. brbrThis nicely appointed 2 bedroom, 2 bath, plus den features is conveniently located next to all of the amenities offered in Barrington Club including a Clubhouse with kitchen, outdoor barbeque grills, bathrooms, a large heated pool and hot tub. The master bedroom offers a king-size bed with comfortable linens, matching dresser and nightstands, flat-screen Smart TV, large walk-in closet with built-in shelves, and a private bath area with a shower and linen closet. Enjoy the sound of the water feature from the master bedroom. The guest bedroom offers two twin beds with comfortable linens, matching nightstands, closet, and Smart TV. The guest bedroom shares a hall bath with a combination tub/shower. Both bedrooms and bathrooms were freshly painted in 2024, and new ceiling fans were installed in the bedrooms. The Den has a comfortable sofa to sit and read as well as a desk for remote work. The living room has a new sofa and chair, flat-screen Smart TV, coffee table with lanai overlooking the water feature and garden. The kitchen is fully equipped for your cooking and eating needs including new dishwasher and Keurig Coffee Maker. Serve your meal in the attached dining area with seating for 4 or relax and enjoy your morning coffee or tea on the front lanai with two Polywood porch rockers You have access to in unit washer and dryer, 1 car attached garage and two beach cruiser style bikes provided to ride to the beach, grocery store or along miles of Pelican Bay trails.brbrUnit has Wi-Fi. Sleeps 4. Non-smoking (including lanais) and no pets. There is a nonrefundable $150 Barrington Club application fee and a $300 Pelican Bay amenities access fee that are payable separately. All renters must be approved by Barrington Club and Pelican Bay.br
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Exceptional(10)

$196.85

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Condo

VANDERBILT BEACH FRONT CONDO! BEST LOCATION IN NAPLES

Naples, Florida, United States

VANDERBILT BEACH FRONT CONDO! BEST LOCATION IN NAPLES. Located directly on Vanderbilt Beach. Walkable to Ritz-Carlton, Turtle Club, Buzz's Lighthouse Cafe, La Playa Resort. brbrDirect beach front, easy walk up to second floor unit. Covered parking. Bikes and chair provided, BBQ patio right at edge of beach.brbrHuge 2000 Square Foot condo with large lanai, two bedroom with sleeper couch. brbrFast wifi and large smart TV. brbrFully equipped kitchenbrbrBrand new windows throughout. brbrAC and washer / dryer are in unit.brbrOnly rented 3 time per year. Quiet, small, boutique private building.brbrSecurity entrance and gate.brbrOne primary bedroom with separate bath and small balcony. Second bedroom 13x12 adjacent to the main bathroom and separated from the primary bedroom. brbr Separate Dining and living room spaces. This unit has windows in all four directions, making the space feel bright and spacious. There is a fully appointed kitchen with new appliances. Enjoy the sunset and partial gulf view from the lanai. brbrNaples is known for it's white sandy beaches and wonderful lifestyle. The arts are enjoyed in this area: music, theatre and Broadway shows in many different venues.brbr30 day minimum rental, per Association rules. brbrThere is a $1000 *Refundable* deposit that is required and which will be collected separately and later. There is a one time $100 non-refundable registration fee to register with the Association. These two items will be handled separately after a successful booking.
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Exceptional(9)

$254.11

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Luxurious Coach Home W/ Fantastic Water/Golf View and Players Club Access

Naples, Florida, United States

This elegantly furnished (Tommy Bahama) home is situated on a quiet cul-de-sac, has an open, airy floor plan, offers three bedrooms + den, a total of 2040 sq ft of air conditioned space. brbrA full wall of floor to ceiling sliding doors open onto a large screened lanai with a eating and lounging area, overlooking the spectacular golf course and water, and evening sunsets.brbrThe master bedroom has a king bed, smart TV, large walk in closet, double vanities, soaking tub, and a separate shower stall. Two additional bedrooms one with a king bed, another has twin beds. brbrDen has a pullout sleeper sofa with desk, where you can host additional guests or study undisturbed.brbrThe upgraded kitchen with granite counter top is fully equipped for your convenience. Seating comfortably in the Great Room with high tray ceiling to watch your flat-screen TV with surround sound system. brbrIn addition, the home has a laundry room and one-car garage.brbrWithin Ascot, you have a community pool and a screened picnic area.brbrThis vacation home is located in Naples most upscale community - Lely Resort Known for its championship golf courses and its award-winning Players Club & Spa.brbrThe Flamingo Island course was designed by Robert Trent Jones and is rated on the top 5 public courses in the USA while the Mustang was designed by Lee Trevino and was seventh in a list of most played courses in the golf digest in may 2002. Both courses are within walking distance of the condo.brbrAs our guests, you'll also have access to the fabulous Players Club & Spa, exclusive to Lely Resort residents. Two-week membership is complimentary (limitation applies). Longer term requires a one-time transfer fee (Access to the Club is optional). On the block, there is a community pool and a clubhouse for Ascot residents.brbrThe Resort amenities including :brbr-Resort style pool and waterfall and in-pool loungingbr-Lap poolbr-Children’s water parkbr-Private Cabana areabr-Sandy beach areabr-Tiki barbr-Indoor and outdoor diningbr-7 State of the Art Har-Tru Lighted tennis courts br-Full time Pro and Programbr-Full service Tennis Pro Shopbr-Bocci courtbr-Luxurious Full Service Spabr-Private Yoga Gardenbr-Steam and Saunabr-State of the Art Fitness Center br-Personal trainers br-Fitness classesbr-Aerobics roombr-Basketballbr-Billiardsbr-Business center w/computer, printer, fax and copy machinebr-Media roombr-Arts and crafts roombr-And many morebrbrAlthough you may never need, or want to leave this 3,000 acres of pristine Resort, the gorgeous Naples downtown is only a ten minute drive away. Where you will find exclusive shops, fancy bars and five star restaurants on Fifth Avenue. Live theater, Philharmonic, and 100+ art galleries are throughout Naples. To relax in world renowned white sand beaches, experiencing fishing, island life, go either direction 10-15 minutes … from the Naples famous Pier to Marco Island! brbrWelcome to resort style living with all the comforts of home! brbrEnjoy Sun, Golf and Beaches
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Exceptional(2)

$194.81

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Condo

Waterfront condo with Golf Membership Transfer option in Windstar on Naples Bay

Naples, Florida, United States

One of the loveliest water views in Windstar on Naples Bay! Enjoy the breathtaking scenery from your kitchen to your lanai! Bright, cheerful first floor condo with 2 bedrooms, 2 baths and a den with sleeping accommodations. Recently remodeled kitchen and master bath. Warmly decorated to make you feel at home. Wonderful southwestern exposure creates beautiful lighting from morning 'til sunset. Overlooks the lake and the 12th green on Windstar's premier golf course.brbrCondo details:brMaster bedroom has a king bed, large walk-in closet and renovated master bath.brSecond bedroom has two twins brDen has a new queen sofa that instantly converts to a queen airbed. brLarge eat-in-kitchen renovated with granite counters and cherry cabinetry.brMain room has wall-to-wall glass doors that slide open to create an open air living room. brLarge laundry room. Attached garage.brbrSpinnaker Pointe has a community pool and jacuzzi, 2 tennis courts and a clubhouse.brbrWindstar on Naples Bay has so much to offer:br - Free boat shuttle service to Windstar's private beach on Keewaydin Island. br - Sunset cruises offered around Port Royal and Naples Harbor.br - Windstar has its own marina with slips available for rent.brbrWindstar's location is ideal:br - Just minutes from Old Naples' restaurants and shopping br - One block from Naples Botanical Gardenbr - One mile from over 50 pickleball courts in East Naples Community Parkbr - One mile from Lake Avalon, a 60-acre hidden gem, with a freshwater beach, kayaking, walking/biking paths, sailing lessons and more.brbrCondo Amenities:br2 bikes, beach chairs and towels, all linens, 2 TVs, barbeque propane grill, free wi-fi, Bose bluetooth speaker, dishwasher, washer/dryer.brbrRental details:brMonthly rental rate includes cable, internet and electric bill paid by owner.brRenters pay additional administrative fees of $245 (Windstar Master Association Fee of $145 and Spinnaker Pointe Condo Association Fee of $100).brRenters also pay a $150 cleaning fee to open and close the condo.brbrGolf Membership transfer option: brFull Windstar club membership privileges of unlimited golf, tennis, fitness center and usage of all club dining facilities. Also, access to playing at over 70 reciprocal golf courses from May through October. Windstar charges $1445 in usage and transfer fees for a one-month golf membership.brbrContact owner: brKaren Dalbybr610-324-6832brkdalby@comcast.netbr
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$166.5

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Condo

The Club at The Strand - With Full Family Golf Membership - Desirable Clubside

Naples, Florida, United States

Coach Home in Desirable Clubside includes Full Family Golf Membership privileges.brbr2027 Rates per month based on 4 month rental:br$8,550/month Jan - Feb – Mar - Apr 2027br***Rent Jan - April, 12% bed tax waived***brNote: 4 month renter preferredbrbrOne-Time Additional Fees:br$150 HOA Lease Application Fee (For Gate Access) br$725 Golf Membership Transfer Fee (For Unlimited Golf)br$140 Cleaning Feebr$1,000 Security Deposit (refundable once all lease conditions are satisfied)br12% Florida Bed Tax (No tax for 4+month lease)brbrTerms:brSecurity Deposit is due at lease signing. 50% Rent due September 1 and 50% Rent & Cleaning Fee are due November 1brbrLocated in the prestigious gated community of The Strand Country Club, this pristine, first floor end unit is located in the ‘desirable’ Clubside neighborhood. This 1,633 sf ‘under air’ Coach home has 2 bedrooms, plus a den, 2 full baths, attached garage and an enclosed, private lanai. The view from the lanai is of the Preserve 9th green and beautiful sunsets. The kitchen is fully equipped and has a lovely eating area, separate dining room and a spacious living room. Just relax, because this coach home is in turnkey condition and ready for your enjoyment.brbrThis coach home also boasts a very well laid out ‘split’ bedroom floor plan with the guest suite (Queen) and bathroom (tub/shower combo), as well as the laundry room (full size washer/dryer), close to the entrance of the unit. The spacious master suite (King), on the opposite end of the unit, has two large walk-in closets and direct access to the lanai. Separated by a pocket door, the master bath has an adult height vanity (two sinks) and a large walk-in tiled shower. The den (pull-out sofa) can serve as a third bedroom by closing the pocket doors. The open kitchen/living room area is separated by a breakfast bar, which provides additional seating to the kitchen breakfast nook (table and chairs). The dining room has a large table with chairs. You can access the private lanai (with table and chairs) from either the breakfast nook, living room, or master suite to watch beautiful sunsets or the Preserve 9th green.brbrAcross the quiet street, about a 30 second walk, is the Clubside neighborhood heated pool and clubhouse and is about a two-minute walk from the Strand’s main 55,000 square foot clubhouse that includes an Olympic size pool, tennis courts, pickleball courts, day spa, fitness center, (3) restaurants and more. The Strand is complete with a 27-hole championship golf course, driving range, and pro shop.brbrThe owner has a Full Family Golf Membership, which includes unlimited family golf ($30/18-hole cart fee required), access to tennis & pickleball courts, and fitness complex in addition to the Olympic sized swimming pool, restaurants, day spa appointments and other standard amenities at the Strand. Tenant can access all of these amenities by agreeing to pay the Strand's one-time $725 membership transfer fee. Upon payment of the transfer fee, the tenant would effectively be a 'temporary member' of the club. A credit card would be used to set up the account directly with the Strand for daily usage charges. brbrMore pictures and information available upon request.brNo smoking or pets are allowed.
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Exceptional(75)

$342.62

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Villa

Spacious & Luxurious.. Walk to beach..New Heated Pool

Naples, Florida, United States

This beautiful home is designed for comfort, fun, and unforgettable memories. Packed with standout amenities, it offers everything you need for a truly relaxing stay. Unwind on the screened lanai, featuring cozy patio seating, a heated pool and an outdoor shower. Just a short stroll away, you’ll find the world-renowned Vanderbilt Beach and Delnor-Wiggins Pass State Park—perfect for a refreshing swim or a breathtaking sunset. Property has Southern exposure, and is completely enclosed on all sides. Upscale everything: large screen TVs in living room and bedrooms, furniture, new bedding, towels, fully stocked cook's kitchen, beach chairs. Also included at no charge to guests are crib, high chair, playpen for the little ones.brThis home is conveniently located within 1.5 miles from Whole Foods Market, 24 hour Wall-Mart, CVS, Publix, Trade Joe's, multitude of restaurants and shops.brbrIn the evening, explore The Strada at Mercato, where upscale shopping, fine dining, and vibrant entertainment options are all at your fingertips.brbrWe are located within walking distance from this property to provide the best possible service to our guests, and are always just a phone call away.brbrOur guests are not charged for pool heat, and there are no hidden fees.brbrCome and experience possibly the best-maintained and nicest home in the North Naples / Vanderbilt beach area.brbrThis home has endless amenities:brStainless Steel Weber grillbrLarge flat screen TV'sbrFREE WI-FIbrFREE Pool heatbrLargest model home in North Naples comfortably accommodates up to 8 people.brOver-sized master suite with luxurious king bed huge walk-in closet, private his and hers showers.brSecond bedroom has a queen bed with access to bathroombrThird bedroom has two twin beds with custom-made upholstered head boardsbrLarge family room overlooks the newly-built travertine deck with shower and large swimming pool brThere is also a comfortable sleeper couch in the spacious family room.
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Exceptional(2)

$156.02

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Condo

GOLF INCLUDED!! Charming 1st Floor Condo; 1.5 miles to Naples’ Beaches

Naples, Florida, United States

Discover your perfect retreat in the heart of Naples at the charming Highpoint Country Club! brbrThis bright and beautifully appointed 2-bedroom, 2-bathroom first-floor condo offers the ultimate golfer’s paradise with unlimited play on the newly renovated 9-hole par 3 golf course. brbrBooking includes:brbr• TWO Golf Memberships: Unique Par 3 course, 9 challenging Golf Holes. Meticulously well-maintained and serviced. Unlimited Play. Women/Men/Mixed Scrambles and Events. Pro Shop. 100% walking. Golf carts available. Putting area & chipping green.brbr• Six heated Pools: Easy Access throughout community, seating available, classes, closest pool ~ 50 feet from condo.brbr• Clubhouse: renovated 2021, 9,700 sq ft, 275 person capacity. Casual dining: Breakfast, Lunch, Beer & Wine available. Hosts Dinner Dances, Live Entertainment and Holiday Celebrations. See social calendar. Access to club house conference room, library, game room, grand piano. Complimentary $200 food card included in booking.brbr•Tennis Courts, Bocce Ball, Pickleball: 3 hard surface-courts. Group Eventsbrbr• State of the Art Exercise Room: Weights, Aerobic Machines, 1-mile paved path for walking/running, access to local Bike and nature pathsbrbr• Social Activities: Activity Calendar, Cards, Bingo, Yoga Classes, Dominos and Board Games, Painting, Dancing, Happy Hour gatherings, Holiday celebrations, Dinner Dances and EntertainmentbrbrWith daily access to endless amenities, your Naples getaway and golfing experience is elevated to luxury status.brbrRelax in the spacious living area and owners’ suite, both boasting gorgeous golf course views, or unwind in the glass-enclosed lanai. This fully equipped, very clean condo comfortably sleeps 4 and includes free WiFi, TV, fresh linens, towels, in-unit washer/dryer, and brand-new stainless-steel appliances.brbrBeyond golf and the vibrant Highpoint community you are just one mile from Naples’ largest mall, two miles from the upscale dining and shopping of 5th Avenue, and 14 blocks from pristine white-sand beaches, this location couldn’t be more ideal. brbrWhether you’re teeing off, lounging by the pool, or exploring Naples’ premier attractions, this gem offers an unforgettable vacation experience. Book now for your dream getaway combining the best of golf, beach, and luxury living! Please do not hesitate to reach out with any questions!
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$119.88

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Private Vacation Home

Sunny Naples Hideaway Quiet Neighborhood

Naples, Florida, United States

Escape to your own slice of Southwest Florida sunshine. This bright, fully-equipped one-bedroom suite in a quiet Naples neighborhood is the perfect base for beach days, nature adventures, and total relaxation — at a price that leaves more in your pocket for the good stuff. Relax with the whole family at this peaceful place to stay.brbrYOUR SPACEbrYour bedroom is anchored by a generous king-sized bed made up with soft, fresh linens — the kind of sleep that makes you forget you're traveling. The full bathroom has everything you need, no hunting around.brbrThe kitchen is stocked and ready: full-size fridge, cooktop, microwave, cookware, and yes — coffee and sugar waiting for you on Day 1. Cook a proper meal or just brew a cup and sit with the morning.brbrThe living area stretches comfortably for up to 5 guests, with a daybed and pull-out sofa bed rounding out the sleeping options. A 55 TV with Netflix, Disney+, Amazon Prime, and Roku means nobody argues over what to watch. High-speed WiFi at 502 Mbps keeps everyone connected.brbrA full washer and dryer are on-site — because nobody should have to overpack.brbrSpecial Note:brThe suite is part of a thoughtfully designed home and shares a wall with a separate apartment where a quiet, respectful tenant resides. A securely locked connecting door separates the two units, ensuring privacy and peace of mind for both sides.brbrBecause of the home’s layout, you might occasionally hear soft conversations or notice cooking aromas during mealtimes. These are normal in shared-wall settings and are typically mild, but we want to be transparent so there are no surprises.brbrIf you’re looking for a clean, cozy, and budget-friendly space with everything you need for a comfortable stay, this suite is a great option. brbrAdditional Amenities:brEV Charging: New Tesla Universal Wall Connector compatible with all North American EVs. Charge at $15 per 8-hour session. Reserve in advance if needed.brbrSecurity: Driveway and doorbell security cameras plus a securely locked door to the main house ensure privacy and safety.
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Exceptional(1)

$892.75

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Private Vacation Home

NEW! Luxury 6BR Villa w/ Pool & Spa

Naples, Florida, United States

NEW listing from a professional host!! Be among the first to experience one of Naples Park’s most luxurious new homes — where opulence meets comfort just minutes from Vanderbilt Beach & Mercato. With 6 spacious bedrooms, 4.5 spa-inspired bathrooms, and room for up to 15 guests, this stunning retreat features a private heated pool and spa, gourmet chef’s kitchen, and elegant, high-end finishes throughout. It's perfect for those seeking the ultimate in comfort, style, and convenience.brbrThe spacebrLAYOUT:br-First floor master bedroom with King bed and en-suite bathroombr-Second floor master bedroom with King bed and en-suite bathroombr-Guest bedroom with King bed and bunk bed with en-suite bathroombr-Guest bedroom with King bedbr-Guest bedroom with full over full bunk bedbr-Flex room with sofa bed and wet barbr-4 Full bathroomsbr-1 half bathroombr-Stunning Custom Kitchen with top-of-the-line appliancesbr-Open Living Space with with large TVbr-Dining table with seating for 8br-Brand new washer & dryerbr-Covered patio with TVbrbrAMENITIES:br-Fully Stocked Homebr-Heated pool & spabr-Beach chairsbr-Beach towels & toysbr-Beach umbrellabr-Portable coolerbr-Gas grillbr-2 outdoor dining tablesbr-Fully fenced yardbr-Fully house-trained dogs welcome!brbrCONCIERGE SERVICE:brOur team at Navigate Naples is happy to help you coordinate any of the following -br- Activities and excursions by land, sea, or skybr- In-home experiences, such as private chefs, babysitting, in-home massages, and more!br- Bike, Moke, or golf cart rentalsbr- Event planning or special occasion decorbr- Pre-arrival fridge stocking with your favorite foods & beveragesbr- 1:1 Itinerary planning
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Sleep 15

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Exceptional(7)

$382.97

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Private Vacation Home

Naples 3 BDRM/Big Htd Pool/Tiki Bar/BBQ

Naples, Florida, United States

Naples, FL Paradise Pool Home - Luxury and Comfort AwaitsbrLooking for a Naples home rentals with pool Experience the pinnacle of luxury at our centrally-located Naples, Florida Pool Home, where relaxation begins the moment you cross the threshold. This charming home has undergone a complete modernization, ensuring every inch is designed for your ultimate comfort. Here is a walk-through: https://youtu.be/ukB98pxlgTsbrbrYour Personal OasisbrThis is one of our more popular luxury vacation home rentals Naples FL. The primary suite greets you with a spacious king bed and a spa-like tiled shower, offering a rejuvenating retreat after your day of adventure. In the second bedroom, you'll find another king bed, along with a convenient desk for work or leisure. Bedroom 3 is perfect for the young ones, featuring twin-sized beds and a selection of board games for added fun.brbrIndoor and Outdoor DelightsbrWhether you prefer indoor or outdoor dining, our single family home for rent in Naples, FL accommodate both. Step outside to discover a beautiful heated pool, beckoning you to take a refreshing dip or relax poolside. An enchanting tiki bar, equipped with a TV, provides an extra layer of entertainment to enhance your stay.brbrPrime LocationbrYou're just a short 15-minute drive away from the renowned sugar-sand beaches of Naples, allowing you to effortlessly balance relaxation and adventure. brbrPet FriendlybrThis home is among our many pet friendly vacation rentals in Naples FL. We welcome your furry companions to join you on your vacation. Imagine sharing your poolside lounging, outdoor dining, and tiki bar fun with your beloved pets by your side. Get away vacations don’t get any better than this.brbr*Be A Good Neighbor: Outdoor Quiet Hours 10:00pm - 8:00am
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Exceptional(6)

$268.37

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Private Vacation Home

Briarwood 3 bedroom 2 bath home with gorgeous pool and outdoor area

Naples, Florida, United States

This stunning updated 3 bedroom, 2 bathroom home is in the peaceful, gated community of Briarwood and has perfect exposure allowing the pool area to catch the sun all morning and most of the afternoon. The house features an open-plan living space that flows out to the covered lanai and pool area, vaulted ceilings, dining area, and a breakfast bar.brbrThe master bedroom has a king-size bed with patio doors that open onto the pool area, a walk-in closet, a smart TV and en-suite bathroom with double sink vanity, soaking tub and large shower. The second bedroom has a queen size bed. The third bedroom has a queen-size bed with g sliding doors that opens onto the pool.brThese to bedrooms share the guest bathroom with a tub/shower. brbrThe house features a fantastic pool area with ample outdoor space in a very private setting. The pool lanai area catches the sun throughout the day while the outdoor dining space (by the patio doors) is pleasantly shaded. The veranda also has sun loungers. brbrThe Briarwood has two communal pools, tennis courts, pickleball courts, basketball and beach volley courts and recently built children's playground free to use . Spectacular beaches, stylish downtown Naples, and public golf courses to suit all abilities offering club hire are only a short drive away. The villa has recently been redecorated and is ready for you to make this your home away from home!
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