Oceanfront Rentals in 21st Avenue South Beach, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Naples
  6.  21st Avenue South Beach

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848 Best Oceanfront Rentals in 21st Avenue South Beach (Starting from $176)

Naples Studio 1 Block to Beach and Restaurants!
Naples Studio 1 Block to Beach and Restaurants!
Apartment
Naples, FL, USA
1.2k from 21st Avenue South Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$220
Average price / night
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Port Royal residence nestled among Royal Palms
Port Royal residence nestled among Royal Palms
House
Naples, FL, 34102, United States
0.9k from 21st Avenue South Beach center

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

4 Bedrooms8 Guests
New to Booking
$1540
Average price / night
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Naples Condo with Pool - Walk to Dining and Beach
Naples Condo with Pool - Walk to Dining and Beach
Apartment
Naples, FL, USA
1.2k from 21st Avenue South Beach center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$176
Average price / night
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Gables by the Sea - Naples, FL
Gables by the Sea - Naples, FL
House
Naples, FL, 34102, United States
0.9k from 21st Avenue South Beach center

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

5 Bedrooms10 Guests
New to Booking
$2785
Average price / night
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Coastal Downtown Naples Condo - Walk to the Beach!
Coastal Downtown Naples Condo - Walk to the Beach!
Apartment
Naples, FL, USA
1.2k from 21st Avenue South Beach center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.3

Superb

12 reviews

$457
Average price / night
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Aqualane Oasis | Waterfront Luxury Home Walkable to Beach & 3rd Street South
Aqualane Oasis | Waterfront Luxury Home Walkable to Beach & 3rd Street South
House
Naples, FL, 34102, United States
1.0k from 21st Avenue South Beach center

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

5 Bedrooms10 Guests
New to Booking
$1154
Average price / night
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Condo with Pool Access Walk to Shopping and Beach!
Condo with Pool Access Walk to Shopping and Beach!
Apartment
Naples, FL, USA
1.2k from 21st Avenue South Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals, Condos

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$412
Average price / night
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Port Royal elegance for the traveler who desires the luxury and location.
Port Royal elegance for the traveler who desires the luxury and location.
House
Naples, FL, 34102, United States
1.0k from 21st Avenue South Beach center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
New to Booking
$2362
Average price / night
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Luxe Naples Escape Walk to Beach and Downtown!
Luxe Naples Escape Walk to Beach and Downtown!
Apartment
Naples, FL, USA
1.2k from 21st Avenue South Beach center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms5 Guests
9.6

Exceptional

10 reviews

$865
Average price / night
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Experience mid-century charm at the Mariner!
Experience mid-century charm at the Mariner!
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

AC, Elevator, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$398
Average price / night
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Sleek Coastal Abode 1 Block to Naples Beach!
Sleek Coastal Abode 1 Block to Naples Beach!
Apartment
Naples, FL, USA
1.2k from 21st Avenue South Beach center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$516
Average price / night
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Old Naples Beach Condo
Old Naples Beach Condo
Apartment
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$378
Average price / night
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Updated Dtwn Naples Condo Across From Beach!
Updated Dtwn Naples Condo Across From Beach!
Apartment
Naples, FL, USA
1.2k from 21st Avenue South Beach center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Beach rentals, Condos

2 Bedrooms5 Guests
8.3

Very Good

10 reviews

$876
Average price / night
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Naples Pier Condo 123
Naples Pier Condo 123
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

AC, Dryer, Internet, Kitchen, Microwave, No Smoking, Pool, TV, Washer

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$436
Average price / night
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BeauMer 102B
BeauMer 102B
Apartment
Naples, FL, USA
2.7k from 21st Avenue South Beach center

Apartments, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$362
Average price / night
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1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

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

2 Bedrooms4 Guests
9.8

Exceptional

197 reviews

$735
Average price / night
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Relaxing Waterfront 2-Story Retreat with Pool Access
Relaxing Waterfront 2-Story Retreat with Pool Access
Apartment
Naples, FL, USA
2.8k from 21st Avenue South Beach center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Family

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$267
Average price / night
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2 BD/ 2BA.  Just steps to Beach, Walk to 3rd St South
2 BD/ 2BA. Just steps to Beach, Walk to 3rd St South
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

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

2 Bedrooms4 Guests
9.8

Exceptional

98 reviews

$480
Average price / night
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Naples Bay Resort Condo with Fabulous Amenities, near Beach & Downtown!
Naples Bay Resort Condo with Fabulous Amenities, near Beach & Downtown!
Apartment
Naples, FL, USA
2.8k from 21st Avenue South Beach center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Jacuzzis, Places to stay

2 Bedrooms5 Guests
New to Booking
$397
Average price / night
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One block to beach and to dining. Best location in Naples !!
One block to beach and to dining. Best location in Naples !!
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

82 reviews

$459
Average price / night
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Luxe Naples Bay Resort Condo Near Fifth Ave!
Luxe Naples Bay Resort Condo Near Fifth Ave!
Apartment
Naples, FL, USA
2.8k from 21st Avenue South Beach center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
New to Booking
$342
Average price / night
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Great location!!! Old Naples Pool Home - Walk to the beach, shops, restaurants.
Great location!!! Old Naples Pool Home - Walk to the beach, shops, restaurants.
House
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.2

Superb

9 reviews

$532
Average price / night
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CONDO BY THE BEACH #2
CONDO BY THE BEACH #2
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

77 reviews

$390
Average price / night
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Waterfront, walk to beach and downtown Naples, Coveted Aqualane Shores Pool Home
Waterfront, walk to beach and downtown Naples, Coveted Aqualane Shores Pool Home
House
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

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

5 Bedrooms10 Guests
10.0

Exceptional

13 reviews

$2090
Average price / night
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Naples Studio: 1 Block to Beach & Restaurants!
Naples Studio: 1 Block to Beach & Restaurants!
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

AC, Dryer, Elevator, Free Parking, Heater, Kitchen, Laundry, No Smoking, Outdoor Space

1 Bedroom2 Guests
6.0

Review score

1 reviews

$465
Average price / night
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Naples Condo w/ Pool - Walk to Dining & Beach
Naples Condo w/ Pool - Walk to Dining & Beach
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
10.0

Exceptional

9 reviews

$347
Average price / night
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Condo w/ Pool Access: Walk to Shopping & Beach!
Condo w/ Pool Access: Walk to Shopping & Beach!
Condo
Naples, FL, 34102, United States
1.2k from 21st Avenue South Beach center

AC, Elevator, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Pool, TV

2 Bedrooms4 Guests
9.8

Exceptional

55 reviews

$579
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 21st Avenue South Beach.

Where to stay in 21st Avenue South Beach? Best neighborhoods & areas

21st Avenue South Beach Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 848 verified oceanfront rentals in 21st Avenue South Beach. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in 21st Avenue South Beach vary depending on the property size, exact beachfront location, and season. Rates typically start from around $176 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 21st Avenue South Beach 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 21st Avenue South Beach welcome pets. Currently, 22 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 21st Avenue South Beach 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.