Oceanfront Rentals in Diamond Isle, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  St. Petersburg - Clearwater
  6.  Diamond Isle

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1516 Best Oceanfront Rentals in Diamond Isle (Starting from $218)

Coconut Grove Resort Oasis
Coconut Grove Resort Oasis
House
Clearwater Beach, FL, USA
0.4k from Diamond Isle center

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

10 Bedrooms30 Guests
New to Booking
$3300
Average price / night
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ORANGE BLOSSOM COTTAGE two minute Walk to Beach
ORANGE BLOSSOM COTTAGE two minute Walk to Beach
Cottage
Clearwater, FL, 33767, United States
0.1k from Diamond Isle center

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

2 Bedrooms6 Guests
9.6

Exceptional

85 reviews

$340
Average price / night
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By the Beach Rentals
By the Beach Rentals
Apartment
Clearwater Beach, FL, USA
0.4k from Diamond Isle center

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

20 Bedrooms40 Guests
8.9

Fabulous

119 reviews

$1034
Average price / night
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Double Queen Suite with private bath
Double Queen Suite with private bath
Condo
Clearwater, FL, 33767, United States
0.3k from Diamond Isle center

Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom6 Guests
9.6

Exceptional

25 reviews

$301
Average price / night
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Five Palms Vacation Rentals- Daily - Weekly - Monthly
Five Palms Vacation Rentals- Daily - Weekly - Monthly
Apartment
Diamond Isle, Clearwater Beach, Florida, USA
0.4k from Diamond Isle center

Oceanfront, Air Conditioner, View, Balcony/Terrace, Laundry, Fireplace/Heating, Guest Services

20 Bedrooms87 Guests
8.9

Fabulous

10 reviews

$736
Average price / night
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Waterfront 2 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Waterfront 2 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Condo
Clearwater, FL, 33767, United States
0.4k from Diamond Isle center

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

2 Bedrooms4 Guests
9.8

Exceptional

6 reviews

$375
Average price / night
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Clearwater Beach Waterfront Modern Villa 4BD 2BIG OPEN LOFT 4BT with Pool Boat Deck Sleep 15
Clearwater Beach Waterfront Modern Villa 4BD 2BIG OPEN LOFT 4BT with Pool Boat Deck Sleep 15
House
Clearwater Beach, FL, USA
0.5k from Diamond Isle center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$1125
Average price / night
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Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
Apartment
Clearwater, FL, 33767, United States
0.4k from Diamond Isle center

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

1 Bedroom2 Guests
9.8

Exceptional

8 reviews

$429
Average price / night
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7 Bedroom 5 Bath Home with Cottage on Clearwater Beach!
7 Bedroom 5 Bath Home with Cottage on Clearwater Beach!
House
Clearwater Beach, FL, USA
0.5k from Diamond Isle center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

8 Bedrooms16 Guests
New to Booking
$1528
Average price / night
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Cozy 1 Bedroom Getaway • Walk to Clearwater Beach
Cozy 1 Bedroom Getaway • Walk to Clearwater Beach
Apartment
Clearwater, FL, 33767, United States
0.4k from Diamond Isle center

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

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$430
Average price / night
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Sunset Sky
Sunset Sky
House
Clearwater Beach, FL, USA
0.5k from Diamond Isle center

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

6 Bedrooms18 Guests
New to Booking
$3295
Average price / night
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Sapphire Shores
Sapphire Shores
House
Clearwater Beach, FL, USA
0.5k from Diamond Isle center

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

1 Bedroom19 Guests
New to Booking
$3701
Average price / night
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Monaco Vacation Rentals
Monaco Vacation Rentals
Apartment
Clearwater Beach, FL, USA
0.5k from Diamond Isle center

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

51 Bedrooms116 Guests
8.5

Very Good

393 reviews

$218
Average price / night
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Penthouse Shores 208 - Renovated With Water Views
Penthouse Shores 208 - Renovated With Water Views
Condo
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

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

3 Bedrooms6 Guests
New to Booking
$298
Average price / night
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Sugar Sand Sanctuary - Beach Condominium
Sugar Sand Sanctuary - Beach Condominium
Resort
Clearwater Beach, FL, USA
0.6k from Diamond Isle center

Accommodations, Resorts, Parking, Spa, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$576
Average price / night
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Coastal Waterside Condo 2 Blocks to Beach
Coastal Waterside Condo 2 Blocks to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Microwave

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$312
Average price / night
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Forever Sunshine - Beach Vacation Rental
Forever Sunshine - Beach Vacation Rental
House
Clearwater Beach, FL, USA
0.6k from Diamond Isle center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Beach

9 Bedrooms26 Guests
New to Booking
$1583
Average price / night
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Waterfront Coastal Condo 2 Blocks to Beach
Waterfront Coastal Condo 2 Blocks to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$299
Average price / night
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Paradise Corner - Monthly Beach Vacation Rental!
Paradise Corner - Monthly Beach Vacation Rental!
House
Clearwater Beach, FL, USA
0.6k from Diamond Isle center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$264
Average price / night
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Intracoastal Waterside Studio 2 Blocks to Beach
Intracoastal Waterside Studio 2 Blocks to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking

10.0

Exceptional

3 reviews

$306
Average price / night
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Salty Sunrise
Salty Sunrise
House
Clearwater Beach, FL, USA
0.6k from Diamond Isle center

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

6 Bedrooms18 Guests
New to Booking
$3295
Average price / night
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Bright Waterfront Studio Walk to Sand
Bright Waterfront Studio Walk to Sand
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking

10.0

Exceptional

1 reviews

$321
Average price / night
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Stylish Waterside Studio 2 blocks to Beach
Stylish Waterside Studio 2 blocks to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking

9.8

Exceptional

6 reviews

$324
Average price / night
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Waterfront Bungalow Oasis 2 Blocks to Beach
Waterfront Bungalow Oasis 2 Blocks to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$294
Average price / night
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Coastal Waterfront Condo 2 blocks to Beach
Coastal Waterfront Condo 2 blocks to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$295
Average price / night
Check Availability
Beachy Bayfront Condo Walk to Beach
Beachy Bayfront Condo Walk to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$316
Average price / night
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Waterfront Courtyard Condo 2 Blocks to Beach
Waterfront Courtyard Condo 2 Blocks to Beach
Apartment
Clearwater Beach, FL, 33767, United States
0.4k from Diamond Isle center

AC, Balcony, Barbecue, Crib, Free Parking, Heater, Internet, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$325
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 Diamond Isle.

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Diamond Isle Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1516 verified oceanfront rentals in Diamond Isle. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Diamond Isle vary depending on the property size, exact beachfront location, and season. Rates typically start from around $218 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 Diamond Isle 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 Diamond Isle welcome pets. Currently, 26 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 Diamond Isle often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean 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.