
Places to stay near Waterside Shops
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Top-rated vacation rentals near Waterside Shops
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Park Shore Resort Modern Top Floor 2 Bed 2 Bath
You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Tropical Garden Studio Cottage (2 miles to beach)
Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

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.

Beach, Sun and Fun! *Beach House * New Listing
Location! Location! Location! 3 beautiful bedrooms, 2 baths, just 1 mile to the beach and entertainment. Peaceful and private, this home boasts an abundance of room for entertaining and outdoor space, free parking and access to private beach. Conveniently located close to the Venetian Village, Water Side mall and 5th Avenue which futures several casual and upscale dinning, shopping and multiple entertainment venues. Great for a relaxing vacation and enjoying the Florida sunshine and sunsets!

Coastal Vibes Cottage Pickleball Ct Mile to Beach
Located less than One Mile from the Beach in the Center of the City Hustle, Open Spaces & Bright Beachy Vibes gently remind you of why you came! French Doors in both Bdrms open to a Beautiful Screened Lanai with Outdoor Dining & BBQ Overlook a Little "Beach". Master Bdrm has a King Bed Ensuite Bathroom w/Shower; additional Guest Bdrm has 2-Twins or King Bed and Hall Guest Bathroom. Enjoy Pickleball on our shared court or ride one of our bikes to the nearby beaches, grocery, or restaurants!

Waterfront ocean access canal, Kayaks, Bikes Beach
We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

75"TV, World Tennis Club, Beach 4ml, Sauna, HotTub
🌐 Guests recognize us as Catch of Naples — read the reviews and see why active travelers choose us! ✨ Introducing Catch of Naples ✨ 🎾 Stay active at Blue Coral Naples Coastal Home in WTC – with 16 tennis & 4 pickleball courts, 2 pools, hot tub & sauna right in the community! 🏖️ Just 4 miles to Naples beaches & 10 min to downtown dining. 🚲 Bikes, beach chairs & umbrellas included for endless outdoor fun. 🌴 Relax on the lanai while kids play safely in our gated community.

Garden House-2 Bedroom/2 Bath-Naples / Park Shore
WHOLE HOUSE RENTAL-Intimate quiet setting. 2 miles from the beach and 4 miles from (a 10 minute drive) Downtown / 5th Avenue Naples. The house is within easy walking distance of the Park Shore Area / US41 / Tamiami Trail restaurants and bars. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

Oasis Naples Condo 2BR/2Bath
Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)

Coral Cottage Retreat
Enjoy a quintessential 2-bedroom, 2-bath beach cottage in the heart of central Naples! You’re just 12 minutes from Mercato’s shops and restaurants and 8 minutes from the dining and boutiques of Old Naples’ 5th Avenue. The home comfortably accommodates guests with three queen-size beds, including a sofa bed. Prefer to explore nearby? Walk or bike to great local spots—our favorites are in your guest guide. Or hop on a complimentary bicycle and reach the beach in just 9 minutes!

673 Lazy Beach Daze · Heated Pool · Walk 2 Beaches
Welcome to your 673 Lazy Beach Daze; your dream coastal getaway! This stunning 3BD, 3 1/2BA vacation rental home is a luxurious retreat nestled in the heart of North Naples, a picturesque coastal paradise. As you arrive, you'll be greeted by the gentle rustle of palm trees, setting the tone for a relaxing escape. This gorgeous home is located just a mile from the relaxing white sands of Bluebill Beach; perfect for an evening stroll or early morning bike ride!

Beachside Haven | Family 3BR Near Vanderbilt Beach
We’re so excited to share our beautiful home with YOU! Located in the heart of Naples Park . Our 3-bedroom, 2-bath home is perfect for families, friends, or anyone looking for a blend of relaxation and quiet. The home is designed the home for maximum comfort and fun! The house is FULL of amenities, games for adults and kids - if you find something we don't have - message us :-) Let us host you in Naples Park, a few minutes from beautiful Vanderbilt beach.
Popular amenities for vacation rentals near Waterside Shops
Other top sights near Waterside Shops
Condo rentals with wifi

Beachfront fully equipped apartment

Sea Shell Villa 1

Couples Hideaway Short Walk to Beach

Lush tropical 1st floor getaway in Naples

Park Shore Resort-Deluxe Condo 1st FloorBLDGE #134

Park Shore Resort258 Top Loc. View, Pool, Tennis +

Park Shore Walk to Beach!

Perfectly located Old Naples condo
Family-friendly house rentals

Walk to The Ritz & Beaches, 2 Mstrs w Kings, Pets

1 Mile to Beach! Pool, King Bed, BBQ, Games

Lux Oasis | HTD Pool•10 min Beach and 5th Ave•Crib

Luxury Retreat with Heated Pool

Attention Naples Lovers! Entire Home w/Pool&HotTub

LaStrada: Heated Pool & Mins to Beach

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀

Private home with Pool near beach and downtown
Apartment rentals with air conditioning

Las Casitas in Naples #2

Bayshore Getaway

Beach/Sunset Bay/Sunrise Relax/Island Living

13 Downtown Near Beach Free Heated Pool and Spa

Beach Vacation Getaway

Soothing Paradise - 1 mile from the beach!

Seashell Beach, your place to relax and enjoy.

Rare Gem, Fast WiFi, 3 Min to Town, King Bed
Other great vacation rentals near Waterside Shops

Naples Dream Getaway w/ a view !

Charming Beach Cottage w/ Hot Tub-1 Mile to Gulf!

Westshore Naples Cay #202- Stunning Ocean view

BonVoyage-Cozy 2bedroom home. Minutes to the beach

* Endless Summer * Close to Beach with private Spa

The Club at Naples Cay 1101

Private Tropical Oasis | Pool | Mins to Beaches

Newly Remodeled, Naples Escape 2 Kings, Pickleball
Destinations to explore
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Jetblue Park
- Boca Grande Pass
- Big Cypress National Preserve
- The Naples Pier
- Edison & Ford Winter Estates
- Clam Pass Park
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Coconut Point
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Del Tura Golf & Country Club
- Tarpon Bay Beach





