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Diamondhead Holiday Rentals

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50 rentals in Diamondhead.
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Beautiful upstairs condo with a pool view., holiday rental in Diamondhead

Beautiful upstairs condo with a pool view.

2 bedrooms
2 bathrooms
Sleeps 5
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Chic Boutique, Couple’s, Beachgoer’s & Golfer’s Delight!, holiday rental in Diamondhead

Chic Boutique, Couple’s, Beachgoer’s & Golfer’s Delight!

0 bedrooms
1 bathroom
Sleeps 3
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Enjoy your social distancing out in the nature and on the golf course!, holiday rental in Diamondhead

Enjoy your social distancing out in the nature and on the golf course!

2 bedrooms
2 bathrooms
Sleeps 4
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ADORABLE 2BR/2BA CONDO IN SAFE, QUIET RESORT SETTING, holiday rental in Diamondhead

ADORABLE 2BR/2BA CONDO IN SAFE, QUIET RESORT SETTING

2 bedrooms
2 bathrooms
Sleeps 4
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Lanai Village Two Bedroom Condo, holiday rental in Diamondhead

Lanai Village Two Bedroom Condo

2 bedrooms
2 bathrooms
Sleeps 6
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Hawaiian Vacation Home

0 bedrooms
0 bathrooms
Sleeps 0
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NEW! 1st Floor, Renovated & Updated Condo w/ Pool, holiday rental in Diamondhead

NEW! 1st Floor, Renovated & Updated Condo w/ Pool

1 bedroom
1 bathroom
Sleeps 2
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Diamondhead Home Near Bay St Louis/Beach Blvd, holiday rental in Diamondhead

Diamondhead Home Near Bay St Louis/Beach Blvd

3 bedrooms
3 bathrooms
Sleeps 6
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Diamondhead Condo w/Priv. Balcony+Pool Access, holiday rental in Diamondhead

Diamondhead Condo w/Priv. Balcony+Pool Access

1 bedroom
1 bathroom
Sleeps 4
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Diamondhead Condo, Screened Patio+Pool Access, holiday rental in Diamondhead

Diamondhead Condo, Screened Patio+Pool Access

2 bedrooms
2 bathrooms
Sleeps 4
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Best of Golf and the Gulf Coast, holiday rental in Diamondhead

Best of Golf and the Gulf Coast

2 bedrooms
2 bathrooms
Sleeps 4
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Golf Course Condo, holiday rental in Diamondhead

Golf Course Condo

2 bedrooms
2 bathrooms
Sleeps 5
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Unique Property Built To Resemble A CA 1900 Coastal Cottage, holiday rental in Diamondhead

Unique Property Built To Resemble A CA 1900 Coastal Cottage

2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful, Two-story House On The Water With 150' Private Pier!, holiday rental in Diamondhead

Beautiful, Two-story House On The Water With 150' Private Pier!

5 bedrooms
4 bathrooms
Sleeps 9
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Victorian Style Cottage, holiday rental in Diamondhead

Victorian Style Cottage

2 bedrooms
2 bathrooms
Sleeps 4
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Relaxing Waterfront Getaway, holiday rental in Diamondhead

Relaxing Waterfront Getaway

2 bedrooms
2 bathrooms
Sleeps 4
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Waterfront Retreat!!, holiday rental in Diamondhead

Waterfront Retreat!!

2 bedrooms
1 bathroom
Sleeps 6
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Comfortable, Spacious & Great Location !, holiday rental in Diamondhead

Comfortable, Spacious & Great Location !

3 bedrooms
2 bathrooms
Sleeps 8
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Newly renovated beach cottage in Old Town has golf cart, big yard & pet friendly, holiday rental in Diamondhead

Newly renovated beach cottage in Old Town has golf cart, big yard & pet friendly

3 bedrooms
1 bathroom
Sleeps 4
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Refurbished Quaint Cottage Bungalow-2 Blocks to 'Old Town' and Beach, holiday rental in Diamondhead

Refurbished Quaint Cottage Bungalow-2 Blocks to 'Old Town' and Beach

4 bedrooms
3 bathrooms
Sleeps 8
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Old Town getaway. Walk to the beach, harbor and all the downtown fun!, holiday rental in Diamondhead

Old Town getaway. Walk to the beach, harbor and all the downtown fun!

3 bedrooms
1 bathroom
Sleeps 5
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Great for Family Gatherings!     Sleeps 11., holiday rental in Diamondhead

Great for Family Gatherings! Sleeps 11.

3 bedrooms
4 bathrooms
Sleeps 11
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Wonderful Waterfront and Nature Views.  Sunsets, Fishing, Relaxing, Nature :), holiday rental in Diamondhead

Wonderful Waterfront and Nature Views. Sunsets, Fishing, Relaxing, Nature :)

2 bedrooms
1 bathroom
Sleeps 4
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BSL Living - 3 Bedroom, 2 Bath, holiday rental in Diamondhead

BSL Living - 3 Bedroom, 2 Bath

3 bedrooms
2 bathrooms
Sleeps 10
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The Bay House Bay Saint Louis, MS with boat launch on property, holiday rental in Diamondhead

The Bay House Bay Saint Louis, MS with boat launch on property

3 bedrooms
3 bathrooms
Sleeps 6
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BSL Living, 2 Bedroom, 1 Bath   ***SNOW BIRDS WELCOME***, holiday rental in Diamondhead

BSL Living, 2 Bedroom, 1 Bath ***SNOW BIRDS WELCOME***

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Quaint Cottage, Walk to Beach and Old Town Bay St. Louis, holiday rental in Diamondhead

Quaint Cottage, Walk to Beach and Old Town Bay St. Louis

1 bedroom
1 bathroom
Sleeps 4
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Fish, Play, Relax . Entertain, Charming 3 Bedrm/2 1/2Ba,  on the water., holiday rental in Diamondhead

Fish, Play, Relax . Entertain, Charming 3 Bedrm/2 1/2Ba, on the water.

3 bedrooms
3 bathrooms
Sleeps 6
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Waterfront Bayhouse With Pool, holiday rental in Diamondhead

Waterfront Bayhouse With Pool

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Fishing, Boating, Relaxing, 15 Min Boat Ride To Open Water, 15 Drive To Town., holiday rental in Diamondhead

Fishing, Boating, Relaxing, 15 Min Boat Ride To Open Water, 15 Drive To Town.

2 bedrooms
1 bathroom
Sleeps 6
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Waterfront On Natural Bayou with 185' of water frontage with Swimming pool, holiday rental in Diamondhead

Waterfront On Natural Bayou with 185' of water frontage with Swimming pool

2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Clean Comfortable Relaxing , 2BD/2ba, Waterfront, Affordable, Bay St. Louis, holiday rental in Diamondhead

Clean Comfortable Relaxing , 2BD/2ba, Waterfront, Affordable, Bay St. Louis

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Nice, family friendly camp with boat launch, holiday rental in Diamondhead

Nice, family friendly camp with boat launch

4 bedrooms
2 bathrooms
Sleeps 10
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Lazy River House. Waterfront. Perfect Getaway!, holiday rental in Diamondhead

Lazy River House. Waterfront. Perfect Getaway!

2 bedrooms
3 bathrooms
Sleeps 6
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Waterfront Home with a flair for comfort. Easy access to Jourdan River, holiday rental in Diamondhead

Waterfront Home with a flair for comfort. Easy access to Jourdan River

3 bedrooms
2 bathrooms
Sleeps 7
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Waterfront Vacation Home, holiday rental in Diamondhead

Waterfront Vacation Home

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bay St. Louis House w/ Boat Dock on Breath Bayou!, holiday rental in Diamondhead

Bay St. Louis House w/ Boat Dock on Breath Bayou!

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Bay Old Town Cottage-great weekly rates!!, holiday rental in Diamondhead

Bay Old Town Cottage-great weekly rates!!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2BR1BA on canal, mins to beach, self check-in, free wifi, free canoe, big yard, holiday rental in Diamondhead

2BR1BA on canal, mins to beach, self check-in, free wifi, free canoe, big yard

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Vacation Home Rental, holiday rental in Diamondhead

Waterfront Vacation Home Rental

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Rent this 2016 Wilderness Camper, holiday rental in Diamondhead

Rent this 2016 Wilderness Camper

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Bay St Louis Cottage - Harbor 1/2 Mi, Beach 1 Mi!, holiday rental in Diamondhead

Bay St Louis Cottage - Harbor 1/2 Mi, Beach 1 Mi!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bay Beach Hideaway-Custom Home-Newly Listed, holiday rental in Diamondhead

Bay Beach Hideaway-Custom Home-Newly Listed

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harmony House on the Bayou, holiday rental in Diamondhead

Harmony House on the Bayou

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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2BR1BA on canal, mins to beach, self check in, free wifi, free canoe, big yard, holiday rental in Diamondhead

2BR1BA on canal, mins to beach, self check in, free wifi, free canoe, big yard

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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You can have it all here! Great location close to it the Beach, Olde Town, etc!, holiday rental in Diamondhead

You can have it all here! Great location close to it the Beach, Olde Town, etc!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Close to Downtown Bay St. Louis, holiday rental in Diamondhead

Close to Downtown Bay St. Louis

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fish at Canalfront Bay St Louis Home - Dock & Deck, holiday rental in Diamondhead

Fish at Canalfront Bay St Louis Home - Dock & Deck

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Downtown Bay St Louis Apt < 1 Mile to Coast!, holiday rental in Diamondhead

NEW! Downtown Bay St Louis Apt < 1 Mile to Coast!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Waterfront Kiln Retreat w/ 3 Decks & Dock!, holiday rental in Diamondhead

NEW! Waterfront Kiln Retreat w/ 3 Decks & Dock!

2 bedrooms
2 bathrooms
Sleeps 5
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