Weekend Getaways - Vacation Rentals in Diamondhead

Diamondhead Condo - Marina, Pool Access & Golfing! From US $170
         

10.0 (40 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Diamondhead Condo - Marina, Pool Access and Golfing! From US $222
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • Accessibility
  • Security/Safety
Ramada by Wyndham Diamondhead I-10/Gulfport From US $76
         

8.0 (646 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Golf Course Views! Couple's Retreat in Diamondhead From US $147
         

10.0 (24 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
16th and Golden in Diamondhead From US $434
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Diamondhead

Over 72+ Luxury Places to Stay in or Near Diamondhead
16th and Golden in Diamondhead From US $422
         

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New
House
  • Air Conditioner
  • View
  • Security/Safety
Charming Diamondhead Home with Private Yard! From US $407
         

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9.5 (2 Reviews)
House
  • Parking
  • Pool
  • Accessibility
Relax & Golf - Oakview Condo II at Diamondhead - cozy, new. Walk to the Club From US $290
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Peaceful Diamondhead Escape w/Fireplace From US $269
         

Top-Rated Vacation Rentals with a Pool in Diamondhead

Over 42+ Top-Rated Vacation Rentals with a Pool in or Near Diamondhead
Vibez on the Lanai @ Diamondhead From US $129
         

10.0 (11 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Tango Juliet From US $176
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Swing on Over to this Golf Club Condo From US $168
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
ADORABLE 2BR/2BA CONDO IN SAFE, QUIET RESORT SETTING From US $100
         

Lanai Village Condo w/Pool & Tennis! Dog Friendly From US $159
         

9.8 (6 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Diamondhead

Over 17+ Pet-Friendly Vacation Rentals in or Near Diamondhead
Lanai Village Condo with Pool and Tennis! Dog Friendly From US $167
         

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10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
GULF COAST LODGINGS. From US $246
         

8.8 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Geographer’s Cottage From US $100
         

9.2 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lanai Village Two Bedroom Condo From US $123
         

8.8 (50 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Diamondhead

Over 1+ Wheelchair Accessible Vacation Homes in or Near Diamondhead
Ramada by Wyndham Diamondhead I-10 Gulfport From US $101
         

7.4 (193 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Diamondhead Vacation Rentals and Airbnb Places to Stay Under $200

Over 36+ Diamondhead Vacation Rentals and Airbnb Places to Stay Under $200
Lakeside Villa - Quite Location, walk to the Country Club From US $144
         

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8.9 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Econo Lodge Inn & Suites Diamondhead From US $82
         

7.4 (603 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Rustic Oaks -Golf Cabin From US $105
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Golf Course-Swimming Pool-Sleeps 4! From US $131
         

8.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Diamondhead

Over 21+ Instantly Bookable Vacation Homes in or Near Diamondhead
Monthly Rates, Relocation, Golf, Pools From US $60
         

Diamondhead Home Near Bay St Louis/Beach Blvd From US $137
         

7.8 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Bogey Nights! Condo on golf course w/pool. From US $123
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Diamondhead Vacation Rentals

With more than 81 Diamondhead vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Weekendgetaways and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Diamondhead.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Weekendgetaways Diamondhead, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Diamondhead. Places to stay near Diamondhead are 981.72 ft² on average, with prices averaging $186 a night.

Weekendgetaways makes it easy and safe to find and compare vacation rentals in Diamondhead with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Diamondhead

Type Count
Vacation Homes 34
Holiday Apartments 12
Hotels with Suites 4
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Diamondhead

Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Diamondhead.

Weather in Diamondhead

View the weather forecast for Diamondhead before booking your Diamondhead Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Diamondhead, MS


Diamondhead Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Diamondhead?
How many vacation rentals are available in Diamondhead?

Currently, the total number of properties listed in 2026 is over 81 in the Diamondhead area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Diamondhead.