When is the best time to go to Diamond Isle?

The best time to visit Diamond Isle is during the spring months of March, April, and May, or in the autumn, from late September through November. These periods offer the most pleasant weather, with comfortable temperatures and lower humidity, making it ideal for enjoying the island's outdoor activities and beaches. You'll find the island less crowded than during the peak summer season, which means a more relaxed experience and often better value on accommodation and activities. For those looking to enjoy the island's natural beauty without the bustling crowds, late autumn is particularly good. The sea remains warm enough for swimming into November, and the clear skies are superb for sunsets over the Gulf of Mexico. This is especially good for couples seeking a tranquil getaway. If you're planning a family holiday, spring break can be popular, but late May offers a good balance of warm weather and fewer crowds before the full summer rush begins.

Can I cancel my hotel reservation on Expedia?

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel’s cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our ‘Fully refundable property’ filter during your search to find the right Diamond Isle hotel for you.

How can I save on a hotel booking in Diamond Isle with Expedia?

One Key™ —Expedia’s free travel rewards program—gives you instant access to discounts with Member Prices on Diamond Isle hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Diamond Isle?

Hotel prices in Diamond Isle often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by ‘Price: low to high’ for our cheapest rates.

Diamond Isle Hotels: Cheap Accommodation in Diamond Isle

A beach with a pier, beach umbrellas, and a lifeguard tower.

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Our top choices for Diamond Isle hotels

1. Fairfield Inn & Suites by Marriott Clearwater Beach

0.5 km from Diamond Isle

lafreida

includes taxes & fees

27 Oct - 28 Oct

An outdoor patio area with a fire pit, wicker furniture, and umbrellas.

2. Residence Inn by Marriott Clearwater Downtown

3.9 km from Diamond Isle

William Wayne

includes taxes & fees

7 Oct - 8 Oct

A hotel with a central courtyard, palm trees, and a well-lit entrance.

3. Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

4.3 km from Diamond Isle

kameron

includes taxes & fees

1 Nov - 2 Nov

A waterfront hotel with a covered walkway and a view of the sunset over the water.

4. Best Western Plus Yacht Harbor Inn

3.9 km from Diamond Isle

Lisa

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

5. Comfort Suites Clearwater - Dunedin

2.6 km from Diamond Isle

Ronald

includes taxes & fees

18 Oct - 19 Oct

A beach with a row of high-rise hotels in the background.

6. Devon Shores

1.9 km from Diamond Isle

Sarah

includes taxes & fees

5 Oct - 6 Oct

A beach with rows of blue umbrellas and lounge chairs, palm trees, and a jet ski in the water.

7. Shephard's Beach Resort

2.4 km from Diamond Isle

Monique

includes taxes & fees

18 Oct - 19 Oct

A marina with boats, a road, and buildings.

8. Pier House 60 Clearwater Beach Marina Hotel

1.6 km from Diamond Isle

Brandon

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

9. Hotel Cabana Clearwater Beach

0.6 km from Diamond Isle

Natalie

includes taxes & fees

14 Oct - 15 Oct

A balcony with wicker furniture, a glass-top coffee table, and a view of a marina and cityscape.

10. SpringHill Suites by Marriott Clearwater Beach

1.8 km from Diamond Isle

Tyler

includes taxes & fees

8 Oct - 9 Oct

A hotel with a pool, outdoor seating, and a view of the marina.

11. Clearwater Beach Hotel

2.3 km from Diamond Isle

Jonathan

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

12. Wyndham Grand Clearwater Beach

1.6 km from Diamond Isle

Louis

includes taxes & fees

28 Oct - 29 Oct

A beach with clear water, umbrellas, and chairs.

13. Gulfview Hotel on the Beach

2.4 km from Diamond Isle

Mike Hussey

includes taxes & fees

20 Oct - 21 Oct

A hotel courtyard with palm trees, a pathway, and outdoor seating areas.

14. La Quinta Inn by Wyndham Clearwater Central

9.2 km from Diamond Isle

Noemi

includes taxes & fees

6 Oct - 7 Oct

A multi-story hotel with a covered entrance, outdoor seating area, and a staircase leading to the upper levels.

15. The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

4.3 km from Diamond Isle

Fred

includes taxes & fees

8 Oct - 9 Oct

A modern hotel lobby with a reception desk, seating area, and a staircase leading to an elevator.

16. Holiday Inn Express Hotel & Suites Largo-Clearwater by IHG

8.9 km from Diamond Isle

Melissa

includes taxes & fees

1 Nov - 2 Nov

An infinity pool with a view of the ocean at sunset, a railing, and a sign indicating a 3 ft depth.

17. Edge Hotel Clearwater Beach

2.3 km from Diamond Isle

Sherie

includes taxes & fees

26 Oct - 27 Oct

A hotel pool area with sun loungers and a clear blue pool.

18. ChartHouse Clearwater Beach Marina Hotel

1.6 km from Diamond Isle

Nicole Lynnette

includes taxes & fees

20 Oct - 21 Oct

A balcony with a table and chairs, overlooking a beach with blue umbrellas and a clear view of the ocean.

19. Hyatt Regency Clearwater Beach Resort and Suites

1.8 km from Diamond Isle

Darla

includes taxes & fees

6 Oct - 7 Oct

20. Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

2.5 km from Diamond Isle

Darla Lynn

includes taxes & fees

27 Oct - 28 Oct

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Our guide on where to stay in Diamond Isle

Find the best Diamond Isle areas for the activities you enjoy most.

A museum with columns, a banner, and a staircase.

Downtown St. Petersburg

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

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A sandy beach with dunes and a clear sky.

Pass-a-Grille

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

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A beach with white sand, a red lifeguard tower, and buildings in the background.

Sand Key

If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.

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A wooden boardwalk leading to the ocean, surrounded by greenery.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.

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A sunset over the ocean with a person paddleboarding and a floating structure.

Sunshine Beach

While visiting Sunshine Beach, you might make a stop by sights like St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island.

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Top Diamond Isle Hotel Reviews

Recent Reviews in Diamond Isle

The Westin Tampa Bay

10/10 Excellent

"Staff super friendly and nice location"

GALAXY HOTEL

10/10 Excellent

"This was my first visit to the Galaxy and I was impressed from the moment I walked in the door. I’d had a bad day and then I had an issue with my card for the deposit,my phone was dead and the young lady behind the front desk was so friendly and so pleasant and helped me with anything she could and got me into my room. The room was beautiful. The view was beautiful. I will actually be returning this weekend."

Mint House St. Petersburg Downtown by Kasa

10/10 Excellent

"This place was exactly what I was looking for. Central to everything, extremely walkable. My only complaint is that having to move my car around did get kind of old. Valet parking is exorbitant at $40 a day. Luckily downtown has tons of free parking options right around the hotel, so if you time it right you can park easily for free overnight. It’s very central to a lot of nightlife, so expect to hear some noise at night. Surprisingly things calmed down even on weekends around midnight."

Island Grand at TradeWinds

8/10 Good

"Room slightly outdated and a little shabby. Having towels, chaise and umbrella free of charge was wonderful. Staff was always friendly!!! Very helpful and always treated us with such great customer service Consider having some complimentary coffee in lobby. Prices pretty steep on a lot of things but I guess that’s expected at a resort."

Diamond Isle Hotels, St. Petersburg - Clearwater

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Treat yourself

Be picky

Check prices for these dates

Filter by

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Our top choices for Diamond Isle hotels

1. Fairfield Inn & Suites by Marriott Clearwater Beach

2. Residence Inn by Marriott Clearwater Downtown

3. Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

4. Best Western Plus Yacht Harbor Inn

5. Comfort Suites Clearwater - Dunedin

6. Devon Shores

7. Shephard's Beach Resort

8. Pier House 60 Clearwater Beach Marina Hotel

9. Hotel Cabana Clearwater Beach

10. SpringHill Suites by Marriott Clearwater Beach

11. Clearwater Beach Hotel

12. Wyndham Grand Clearwater Beach

13. Gulfview Hotel on the Beach

14. La Quinta Inn by Wyndham Clearwater Central

15. The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

16. Holiday Inn Express Hotel & Suites Largo-Clearwater by IHG

17. Edge Hotel Clearwater Beach

18. ChartHouse Clearwater Beach Marina Hotel

19. Hyatt Regency Clearwater Beach Resort and Suites

20. Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

Our guide on where to stay in Diamond Isle

Downtown St. Petersburg

Pass-a-Grille

Sand Key

Sunset Beach

Sunshine Beach

Top Diamond Isle Hotel Reviews

Recent Reviews in Diamond Isle

The Westin Tampa Bay

Frequently asked questions

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