Caribbean Isle Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Caribbean Isle

Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (2,682 reviews)
"This property is great for families. They have a private beach area and swimming pool. They offer kayaks, paddle boards, and bicycles. The staff is extremely friendly and helpful. The property is well maintained. The room I stayed could have used some maintenance. The ceiling in the bathroom was ..."

Reviewed on 7 Aug 2025

Surf & Sand Hotel
 The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
The price is 5.168.159 ₫ per night from 11 Aug to 12 Aug
5.168.159 ₫
5.880.331 ₫ total
11 Aug - 12 Aug
includes taxes & fees
9.2/10 Wonderful! (2,375 reviews)
"Such a beautiful resort, from the moment you walk in you are greeted by friendly staff in a beautiful lobby with an amazing view. Love the gulf front rooms with a balcony. Amazing pool with bar, lovely restaurant and bar in lobby. Next door there is another restaurant with fabulous band, short walk ..."

Reviewed on 8 Aug 2025

The Pensacola Beach Resort
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd, Fort Walton Beach, FL
Fully refundableReserve now, pay when you stay
The price is 3.775.824 ₫ per night from 8 Sept to 9 Sept
3.775.824 ₫
4.266.681 ₫ total
8 Sept - 9 Sept
includes taxes & fees
7.8/10 Good! (1,809 reviews)
"Its was perfect will be returning. Staff always super nice and helpful."

Reviewed on 8 Aug 2025

Wyndham Garden Fort Walton Beach Destin
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.

Frequently asked questions

How much does a Caribbean Isle holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Caribbean Isle from just . And the more you bundle, the more money you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Caribbean Isle?
Bundle your hotel and flight bookings, toss in extras such as activities or a rental car, and save with a Caribbean Isle holiday package. You won't just walk away with amazing discounts on your adventure — you'll have loads of choice too. When you book with Expedia, you can choose from more than 550 partner airlines and 1null000null000 hotels around the world. Your unforgettable holiday starts right here, right now!
Where should I stay in Caribbean Isle?
If you hope to check out Navarre Beach Marine Park, forget about commuting and find someplace to stay close by. It's one of the best attractions in this neighbourhood.
What are the top hotels in Caribbean Isle?
If it's your first visit to Caribbean Isle, reserve a room at Gorgeous Large, Recently Renovated Private Home In Gated Beach Community or Beach Home With Ocean View, High Speed Wifi. Both have good amenities and are top options with lots of travellers.
How far in advance should I book my Caribbean Isle holiday?
While not all airlines advertise tickets early, you can normally compare international fares on Expedia up to a year in advance. This is the time you'll nab some fantastic bargains. If you've left things to the last minute, you might still get lucky. Sometimes the lowest prices appear only weeks prior to departure.
What does an Expedia Caribbean Isle travel package include?
It comes down to what type of trip you're contemplating. Caribbean Isle travel deals can include flights, car rentals and hotels. You can mix and match to find the travel package that suits your budget and style. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Caribbean Isle travel package?
You'll land terrific savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything in one place makes trip planning much easier. So why waste time or money? Whether you're organising a fancy romantic getaway or an affordable family break, browse our package deals today.
Can I choose my airline with a Caribbean Isle Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Just select your preferred carrier and craft the perfect Caribbean Isle escape.
If I'm not able to travel, can I cancel my Caribbean Isle holiday package?
Because we understand life can be unpredictable, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've booked your Caribbean Isle holiday package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Popular places to visit