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Diamondhead Vacation Packages

Build your package with 2 more options

Diamondhead Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Porter Condos

Porter Condos

3.5 out of 5
Price was $777, price is now $679 per person
$679
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Stay at this condo in Ocean Springs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Beau Rivage Casino and Biloxi Beach are located nearby.
Clean, comfortable, safe, and great communication!

Reviewed on Oct 16, 2026

Authentic Ocean Springs Cottage

Authentic Ocean Springs Cottage

2 out of 5
Price was $1,162, price is now $916 per person
$916
per person
Dec 30 - Jan 2
found 2 hours ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Stay at this vacation home in Ocean Springs. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Beau Rivage Casino and Biloxi Beach are located nearby.

Landing Furnished Apartments Ocean Springs - Gulf Hills

Landing Furnished Apartments Ocean Springs - Gulf Hills

3 out of 5
Price was $1,067, price is now $873 per person
$873
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Stay at this apartment in Ocean Springs. Enjoy an outdoor pool, an in-room coffeemaker, and air conditioning. Popular attractions Beau Rivage Casino and Biloxi Beach are located nearby.
Best than I could’ve ever expected.

Reviewed on Jul 11, 2026

Slip Away at Harbor Landing

Slip Away at Harbor Landing

2 out of 5
Price was $1,044, price is now $855 per person
$855
per person
Dec 6 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Gulfport (GPT)
Stay at this vacation home in Ocean Springs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions GCRL Marine Education Center and Fontainebleau Nature Trail are located nearby.

The Pass Picture Book

The Pass Picture Book

3 out of 5
Price was $1,059, price is now $889 per person
$889
per person
Dec 6 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Gulfport (GPT)
Stay at this cottage in Pass Christian. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Thou Art Gallery & GIfts and War Memorial Park are located nearby.

Marée Mason

Marée Mason

3 out of 5
Price was $1,153, price is now $991 per person
$991
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Stay at this vacation home in Ocean Springs. Enjoy free WiFi, free parking, and a garden. Popular attractions Beau Rivage Casino and Biloxi Beach are located nearby.

The Markham Hotel

The Markham Hotel

3 out of 5
Price was $788, price is now $683 per person
$683
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Stay at this hotel in Gulfport. Enjoy free parking, an outdoor pool, and 2 bars/lounges. Popular attractions Gulfport Beach and Island View Casino are located nearby.
Cleanliness is top notch, staff is very nice and helpful. The amenities are great. I highly recommend this hotel

Reviewed on Oct 19, 2026

A Peaceful Pearl Walkable Downtown

A Peaceful Pearl Walkable Downtown

2 out of 5
Price was $844, price is now $737 per person
$737
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Stay at this vacation home in Ocean Springs. Enjoy free WiFi and free parking. Popular attractions Beau Rivage Casino and Biloxi Beach are located nearby.

Diamondhead Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Markham Hotel

The Markham Hotel

3 out of 5
Price was $788, price is now $683 per person
$683
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Authentic Ocean Springs Cottage

Authentic Ocean Springs Cottage

2 out of 5
Price was $1,162, price is now $916 per person
$916
per person
Dec 30 - Jan 2
found 2 hours ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Landing Furnished Apartments Ocean Springs - Gulf Hills

Landing Furnished Apartments Ocean Springs - Gulf Hills

3 out of 5
Price was $1,067, price is now $873 per person
$873
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)
Marée Mason

Marée Mason

3 out of 5
Price was $1,153, price is now $991 per person
$991
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Gulfport (GPT)

Diamondhead Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Slip Away at Harbor Landing

Slip Away at Harbor Landing

2 out of 5
Price was $1,044, price is now $855 per person
$855
per person
Dec 6 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Gulfport (GPT)
Landing Furnished Apartments Ocean Springs - Gulf Hills

Landing Furnished Apartments Ocean Springs - Gulf Hills

3 out of 5
Price was $1,434, price is now $1,100 per person
$1,100
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Gulfport (GPT)
A Peaceful Pearl Walkable Downtown

A Peaceful Pearl Walkable Downtown

2 out of 5
Price was $1,054, price is now $862 per person
$862
per person
Dec 6 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Gulfport (GPT)
The Pass Picture Book

The Pass Picture Book

3 out of 5
Price was $1,059, price is now $889 per person
$889
per person
Dec 6 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Gulfport (GPT)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Dec 11 - Mon, Dec 14
TPA
Tampa Intl.
GPT
Gulfport - Biloxi Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Dec 11 from Tampa Intl. to Gulfport - Biloxi Intl., returning Mon, Dec 14, priced at $112 found 2 days ago
Sun Country Airlines
Thu, Nov 5 - Sun, Nov 8
MSP
Minneapolis - St. Paul Intl.
GPT
Gulfport - Biloxi Intl.
$257 Roundtrip, found 6 hours ago
$257
Roundtrip
found 6 hours ago
Select Sun Country Airlines flight, departing Thu, Nov 5 from Minneapolis - St. Paul Intl. to Gulfport - Biloxi Intl., returning Sun, Nov 8, priced at $257 found 6 hours ago
Delta
Wed, Nov 11 - Thu, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
GPT
Gulfport - Biloxi Intl.
$319 Roundtrip, found 6 hours ago
$319
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Nov 11 from Hartsfield-Jackson Atlanta Intl. to Gulfport - Biloxi Intl., returning Thu, Nov 19, priced at $319 found 6 hours ago
Delta
Sat, Dec 5 - Tue, Dec 8
BOS
Logan Intl.
GPT
Gulfport - Biloxi Intl.
$335 Roundtrip, found 6 hours ago
$335
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Dec 5 from Logan Intl. to Gulfport - Biloxi Intl., returning Tue, Dec 8, priced at $335 found 6 hours ago