
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!

Lush tropical 1st floor getaway in Naples
Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

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.

Attention Naples Lovers! Entire Home w/Pool&HotTub
Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

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!
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

Park Shore Resort-Deluxe Condo 1st FloorBLDGE #134

Amazing Condo-1 mile from Bonita Beach

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

Park Shore Walk to Beach!

Perfectly located Old Naples condo
Family-friendly house rentals

Beach, Hot Tub & htd pool! 2 Owner Suites w 2 King

Coastal Farmhouse w/ mini Golf, Private Beach &Spa

Cathedral Heights

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

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Family Coastal Home - 1 Mile from Beach

Coastal Getaway *Heated Pool *3 King Rooms

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀
Apartment rentals with air conditioning

Las Casitas in Naples #2

Close 2 Beach | Bikes & Kitchenette

Bayshore Getaway

Beach/Sunset Bay/Sunrise Relax/Island Living

13 Downtown Near Beach Free Heated Pool and Spa

Beach Vacation Getaway

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

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

* Endless Summer * Close to Beach with private Spa

Pool Home Minutes to the Beach

Newly Remodeled, Naples Escape 2 Kings, Pickleball

5 Min to Beach, King Beds, BBQ, Game, Pet friendly

LaStrada: Heated Pool & Mins to Beach

Private home with Pool near beach and downtown

The Heron: Poolside Paradise
Destinations to explore
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Barefoot beach Bonita Springs,FL
- Bowman's Beach
- Bonita National Golf & Country Club
- Jetblue Park
- Boca Grande Pass
- Big Cypress National Preserve
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Bunche Beach
- Yacht Club Public Beach
- Coconut Point
- Delnor-Wiggins Pass State Park
- Ave Maria University
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Tarpon Bay Beach
- Sun Splash Family Waterpark





