Diplomat Vacations

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Your Diplomat Vacation

Planning your next break just got easier with a vacation package to Diplomat. Take in everything this neighborhood has to offer while creating incredible memories you won't forget. Want a few ideas of what to get up to during your trip to Diplomat? Pine Island Shopping Center and Shell Factory and Nature Park are two nearby attractions you won't want to miss. Don't just think about it — take action! Reserve your perfect Diplomat vacation with Expedia and experience travel your way.

The Latest Diplomat Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,182 reviews)
We had a great time at the resort! Family friends, clean, safe and beautiful! We definitely will be back god willing!

Reviewed on Jun 4, 2024

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Newark (EWR) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
I like the complimentary shuttle service. However, it wasn't always available at a moment's notice. The wait would have been 15 min. Too much cash spent on tipping. The 5 days we stayed were records breaking temperatures, so shuttle service was nice. The front desk staff were all very friendly. Requests for extra hangers and housekeeping service were courteous and prompt. 2 complementary water bottles each day were provided. Great experience using the soft water shower; however, lights would turn off while taking shower, and had to open the shower door to turn it on again. Bed and linens were comfortable.

Reviewed on Jun 3, 2024

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
Very very expensive. Food and alcohol are very expensive here. For being a beach resort the tiki bar closed at 8:00 pm everyday even on the weekend. The inside bar closed at 10:00.

Reviewed on Jun 3, 2024

Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Newark (EWR) to Fort Myers (RSW)
9.6/10 Exceptional! (316 reviews)
Sunsets were amazing!!!

Reviewed on May 31, 2024

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Newark (EWR) to Fort Myers (RSW)
9.6/10 Exceptional! (1,930 reviews)
Excellent, great stay. Really comfortable.

Reviewed on Jun 2, 2024

Where to stay in Diplomat

Find the best Diplomat areas and neighborhoods for the activities you enjoy most. Learn more about Diplomat
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Pelican

1 out of top 10 points of interest in this area
4.5/5(46 area reviews)

If you're spending some time in Pelican, Tarpon Point and Rotary Park Environmental Center are top sights worth seeing.

Find hotel + flight trips in Pelican

Diplomat Hotel Deals

Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4 out of 5
4949 Tamiami Trail, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is $161 per night from Jun 26 to Jun 27
$161
$214 total
includes taxes & fees
Jun 26 - Jun 27
9.2/10 Wonderful! (272 reviews)
"Great property and beautiful room"

Reviewed on Jun 1, 2024

Sunseeker Resort Charlotte Harbor
Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is $299 per night from Jun 7 to Jun 8
$299
$372 total
includes taxes & fees
Jun 7 - Jun 8
8.6/10 Excellent! (332 reviews)
"We enjoyed our stay. The food and drinks on the property were very expensive."

Reviewed on Jun 4, 2024

Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort
Sanibel Island Beach Resort
3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
Fully refundableReserve now, pay when you stay
The price is $240 per night from Jun 6 to Jun 7
$240
$293 total
includes taxes & fees
Jun 6 - Jun 7
8.4/10 Very Good! (1,034 reviews)
"The property and room were very nice and well kept. All staff was friendly and helpful. Steps to the beach. Overall, excellent!"

Reviewed on Jun 3, 2024

Sanibel Island Beach Resort
See all 13,218 properties in Diplomat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Diplomat vacation package cost?
From as little as $748. Yes, you read that correctly. Our Diplomat vacation packages are an easy way to make your dollars go much further. Bundle your favorite hotels, flights and rental car and get to know this exciting destination.
How do I get a cheap travel package to Diplomat?
You’ll save piles of cash if you bundle your flights, car rentals and hotels into a Diplomat travel package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels across the globe, which means you’ll always have plenty of variety to choose from. Want to save even more? Add some popular activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Diplomat?
A vacation in Diplomat isn’t complete without checking out Del Tura Golf and Country Club, Shell Factory and Nature Park and Va Clinic Cape Coral. Spend your nights close to these top sights and make sightseeing simple.
What are the top hotels in Diplomat?
Secure a room at Modern Coastal 3 Bedroom Villa With Salt Water Heated Pool And Office. It’s one of the area’s most popular hotels. Another highly rated option in Diplomat is Villa Phoenix - An Oasis Of Calm.
How far in advance should I book my Diplomat vacation?
Search Expedia to compare international fares as soon as possible. You can generally purchase a seat up to 12 months in advance. If you can’t find your preferred carrier, or you’ve left things to the last minute, don’t stress. Cheap fares to Diplomat occasionally appear just weeks before the date of departure.
What does an Expedia Diplomat travel package include?
Choose from any combination of rental cars, flights and hotels. Once you’ve made your booking, you can add the fun stuff like experiences and activities. Want to pick your airfare class? That’s also easy to do. The choice is yours when it comes to creating your perfect Diplomat trip.
What should I know before booking a Diplomat travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up fabulous discounts. Hotels aren’t your only option, though. Book with us and choose from beach villas, city apartments and even treehouses and ranches!
Can I choose my airline with a Diplomat Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You get to choose. We have access to more than 550 airline partners across the globe, so you have loads of choice when putting together your Diplomat adventure.
If I'm not able to travel, can I cancel my Diplomat vacation package?
Certainly, and we’ll help you every step of the way. You may be able to cancel or amend your Diplomat vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your circumstances unexpectedly change, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Diplomat

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Tarpon Point

Commune with nature and explore the great outdoors at Tarpon Point during your travels in Cape Coral.

Tarpon Point
Image for Four Mile Cove Ecological Preserve

Four Mile Cove Ecological Preserve

Enjoy the beautiful sunsets and explore Four Mile Cove Ecological Preserve, a lovely green space in Cape Coral. Amble around this family-friendly area's beautiful beaches or attend a baseball game.

Four Mile Cove Ecological Preserve
Image for Shell Factory and Nature Park

Shell Factory and Nature Park

Explore the great outdoors at Shell Factory and Nature Park, a lovely green space in North Fort Myers. Attend a sporting event in this family-friendly area.

Shell Factory and Nature Park

Things to do

Image for Everglades Day Safari from Sanibel, Fort Myers & Naples

Everglades Day Safari from Sanibel, Fort Myers & Naples

$999
Per adult
Everglades Day Safari from Sanibel, Fort Myers & Naples
Image for Guided Kayak Sunset Tour in Pelican Bay at Fort Myers Beach

Guided Kayak Sunset Tour in Pelican Bay at Fort Myers Beach

$70
Per adult
Guided Kayak Sunset Tour in Pelican Bay at Fort Myers Beach
See all activities in Cape Coral

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.