Holiday rentals with a pool in Lely

Romantic Condo Directly on Downtown 5th Ave

Top floor condominium in highly desirable Downtown Olde Naples! Located in the heart of 5th Ave South. Downstairs you'll find the best of Naples dining, shopping, luxury art galleries, boutiques, ice cream parlors and more! Enjoy a dip in the rooftop pool and spa just steps outside your door. Inside, the kitchen is fully stocked with everything you need to feel at home. Your master bedroom is outfitted with a King size bed. En suite bathroom also has a large walk-in tile shower, and skylight.

Backyard Oasis - Large heated pool/Wi-fi/Lanai/PS3

Enjoy a great vacation in our beautiful Naples home. With three spacious bedrooms, modern decor, plentiful natural light, and a full kitchen, this upscale home is perfect for groups of friends or families seeking a sunny getaway. Enjoy direct access to a private pool and an ideal location in a safe neighborhood just a short drive from stunning beaches. 8 Min Drive to 3rd Avenue 10 Min Drive to Naples Botanical Garden 12 Min Drive to Naples Pier and Beach Experience Naples With Us & Learn More

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

LUXE Oasis | HTD Pool~10 min Beach+5th Ave• Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

The Perfect Resort for the Vacation You Want

This second floor condo is located in the heart of the award winning Greenlinks Golf Villas Community, Lely Resort with access to two fantastic golf courses. It is conveniently located with quick access to downtown Naples and Fifth Avenue, beaches and Marco Island. It is nestled in luscious and peaceful tropical gardens . The resort has a great pool and tennis courts. Guests bring their own equipment. Courts are lined off for 4 pickleball courts and there are portable nets on the courts.

Naples Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

835 GulfShore Villa | Mins 2 Mercato & White Sands

Welcome to 835 GulfShoreVilla! Bask in the Florida sunshine, practice your golf swing, & explore the Gulf Coast in style when you choose this completely remodeled vacation rental! This 2BD/1.5BA Villa is just a block away from Mercato Shopping Center, where you'll unique shops, eateries, live entertainment & more. With a fully equipped kitchen, 2 Smart TVs, free WiFi, modern decor, & a peaceful location, this home invites you to kick back, relax, & enjoy!

RARE FIND! New Renovated Home on Golf Course!

Welcome to your NEWLY RENOVATED (2,100+ sqft) perfect Naples vacation home with your own heated, private pool! Located on hole 3 of one of the only public golf courses in Naples! Home is in the safe, clean and friendly Lely residential neighborhood. Naples 5th Ave is only 8 mins away, where you will find some of Southwest Floridas' best restaurants and shops and to the famous Naples pier (great beach/pier with some of the best sunsets on the planet)

Brookside Bungalow- Perfect 2 Bedroom House & Pool

Perfect 2 Bedroom House with a Pool only 2.5 Miles to the Beach and 1.5 Miles to Beautiful 5th Ave in Naples, FL! This House is perfect for those coming to Naples on Vacation, for work, or seasonally! Enjoy a completely private backyard with a pool, outdoor shower, and lanai! Relax in your very own private oasis within a short driving distance of all of the most popular Naples spots! This house is perfect for 1-4 guests.

Ole Lely Luxury | Lanai | 3BR+Office

Escape to elevated Naples living in this newly furnished 3-bedroom + office retreat in Olé at Lely Resort. Designed for comfort and style, this spacious home blends relaxation with resort energy. Enjoy mornings on the private lanai and days at Olé’s village center, pool, fitness center, tennis courts, and dining. Whether traveling with family, friends, or working remotely, this is your perfect Naples escape.