Oceanfront Rentals in Waterside Shops, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
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  4.  Florida
  5.  Naples
  6.  Waterside Shops

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1665 Best Oceanfront Rentals in Waterside Shops (Starting from $136)

Coastal Vibes, Pickleball Court, One Mile to the Beach
Coastal Vibes, Pickleball Court, One Mile to the Beach
House
Naples, FL, USA
0.8k from Waterside Shops center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms4 Guests
New to Booking
$227
Average price / night
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LaStrada: Heated Pool & Mins to Beach
LaStrada: Heated Pool & Mins to Beach
House
Naples, FL, 34103, United States
0.4k from Waterside Shops center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
8.6

Fabulous

4 reviews

$339
Average price / night
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Naples Grande Beach Resort
Naples Grande Beach Resort
Resort
Waterside Shops, Naples, Florida, USA
1.0k from Waterside Shops center

Accommodations, Pools, Resorts, Parking, Spa, Pet-friendly, 4-star, Lodgings, Beach

509 Bedrooms64 Guests
8.3

Very Good

872 reviews

$719
Average price / night
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★Cozy Beach Escape★ 0.9 miles from Clams Pass Beach !
★Cozy Beach Escape★ 0.9 miles from Clams Pass Beach !
Condo
Naples, FL, 34108, United States
0.4k from Waterside Shops center

AC, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$263
Average price / night
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Coastal Farmhouse with mini Golf, Private Beach &Spa
Coastal Farmhouse with mini Golf, Private Beach &Spa
House
Naples, FL, USA
1.4k from Waterside Shops center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$183
Average price / night
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Totally Renovated 3 BR / 2Bath condominium with access to Pelican Bay Beach
Totally Renovated 3 BR / 2Bath condominium with access to Pelican Bay Beach
Condo
Naples, FL, 34108, United States
0.6k from Waterside Shops center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
New to Booking
$419
Average price / night
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Park Shore Resort Beautiful Top Floor 2Bed 2Bath
Park Shore Resort Beautiful Top Floor 2Bed 2Bath
Apartment
Naples, FL, USA
1.5k from Waterside Shops center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms4 Guests
9.6

Exceptional

12 reviews

$225
Average price / night
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Lakeshore: Pool, Outdoor Kitchen, & Garden
Lakeshore: Pool, Outdoor Kitchen, & Garden
House
Naples, FL, 34103, United States
0.8k from Waterside Shops center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.4

Superb

32 reviews

$346
Average price / night
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Seahorse Cottage - Pool Home
Seahorse Cottage - Pool Home
House
Naples, FL, USA
1.5k from Waterside Shops center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$300
Average price / night
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Single level family home w/private pool & furnished patio w/grill, dog-friendly.
Single level family home w/private pool & furnished patio w/grill, dog-friendly.
House
Naples, FL, 34103, United States
0.8k from Waterside Shops center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.2

Superb

66 reviews

$322
Average price / night
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Prime Location Luxury Condo
Prime Location Luxury Condo
Apartment
Waterside Shops, Naples, Florida, USA
1.5k from Waterside Shops center

Ocean View, Pool, Hot Tub, Wheelchair Accessible, Kitchen, Air Conditioner, Oceanfront

2 Bedrooms6 Guests
New to Booking
$646
Average price / night
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Naples Outdoor Paradise/HEATED Pool & Spa/Only 1.2mi from Beaches!
Naples Outdoor Paradise/HEATED Pool & Spa/Only 1.2mi from Beaches!
House
Naples, FL, 34103, United States
0.8k from Waterside Shops center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$611
Average price / night
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Seaside Condo with View and Pool
Seaside Condo with View and Pool
Apartment
Waterside Shops, Naples, Florida, USA
1.5k from Waterside Shops center

Ocean View, Pool, Hot Tub, Wheelchair Accessible, Kitchen, Air Conditioner, Oceanfront

2 Bedrooms6 Guests
New to Booking
$646
Average price / night
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5BR/6BTH Heated Pool/Spa Home 1 Mile to Beach! 5 min to Downtown Naples
5BR/6BTH Heated Pool/Spa Home 1 Mile to Beach! 5 min to Downtown Naples
House
Naples, FL, 34103, United States
0.9k from Waterside Shops center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms14 Guests
New to Booking
$995
Average price / night
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Furnished Condo Close to beach
Furnished Condo Close to beach
Apartment
Waterside Shops, Naples, Florida, USA
1.5k from Waterside Shops center

Internet, Pool, Wheelchair Accessible, Oceanfront, Kitchen, Ocean View, Air Conditioner

2 Bedrooms6 Guests
New to Booking
$646
Average price / night
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Naples/ Parkshore 2 bedroom/2 bath condo with garage. Less than 1 mile to beach.
Naples/ Parkshore 2 bedroom/2 bath condo with garage. Less than 1 mile to beach.
Condo
Naples, FL, 34103, United States
0.9k from Waterside Shops center

AC, Dryer, Free Parking, Heater, Internet, Laundry, No Smoking, Pool, TV

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$428
Average price / night
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Park Shore Resort
Park Shore Resort
Apartment
Naples, FL, USA
1.6k from Waterside Shops center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
9.2

Superb

13 reviews

$367
Average price / night
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Woodridge: Work Friendly, Pool, Near Beach
Woodridge: Work Friendly, Pool, Near Beach
House
Naples, FL, 34103, United States
0.9k from Waterside Shops center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.4

Superb

29 reviews

$272
Average price / night
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Naples Park Shores Resort
Naples Park Shores Resort
Apartment
Naples, FL, USA
1.6k from Waterside Shops center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$576
Average price / night
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LOCAL’S BEST KEPT SECRET; BIKE TO CLAM PASS BEACH- monthly Discounts
LOCAL’S BEST KEPT SECRET; BIKE TO CLAM PASS BEACH- monthly Discounts
House
Naples, FL, 34103, United States
0.9k from Waterside Shops center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

28 reviews

$365
Average price / night
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Pelican Bay Condo overlooking pool and gardens, with private beach access.
Pelican Bay Condo overlooking pool and gardens, with private beach access.
Condo
Naples, FL, 34108, United States
0.9k from Waterside Shops center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$301
Average price / night
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NaplesHammock
NaplesHammock
House
Naples, FL, 34103, United States
0.9k from Waterside Shops center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
7.6

Good

5 reviews

$444
Average price / night
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Cozy Vacation Home * Heated Pool*Near The Beach !
Cozy Vacation Home * Heated Pool*Near The Beach !
House
Naples, FL, 34103, United States
0.9k from Waterside Shops center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms1 Guest
New to Booking
$457
Average price / night
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Pelican Bay 2-bedroom condo available from March.
Pelican Bay 2-bedroom condo available from March.
Condo
North Naples, FL, 34108, United States
0.9k from Waterside Shops center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$358
Average price / night
Check Availability
Exclusive Villa - Lakeside, 4 Minutes to Private Beach, Free Wifi
Exclusive Villa - Lakeside, 4 Minutes to Private Beach, Free Wifi
House
Naples, FL, 34103, United States
1.0k from Waterside Shops center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

76 reviews

$313
Average price / night
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Modern Coastal Cottage 1.5 miles to Beach
Modern Coastal Cottage 1.5 miles to Beach
House
Naples, FL, 34103, United States
1.0k from Waterside Shops center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

56 reviews

$368
Average price / night
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Penthouse - Lakeside - apartment - **** with elevator up to the entrance ****
Penthouse - Lakeside - apartment - **** with elevator up to the entrance ****
Apartment
Naples, FL, 34103, United States
1.0k from Waterside Shops center

AC, Internet, No Smoking, Pool, TV

2 Bedrooms4 Guests
New to Booking
$136
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Waterside Shops.

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Waterside Shops Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1665 verified oceanfront rentals in Waterside Shops. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Waterside Shops vary depending on the property size, exact beachfront location, and season. Rates typically start from around $136 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Waterside Shops offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Waterside Shops welcome pets. Currently, 35 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Waterside Shops often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.