Windward Islands Holidays from £208

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Top Windward Islands Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Delle Civette

Hotel Delle Civette

3 out of 5
Nomentano
Price was £466, price is now £208 per person
£208
per person
5 Jun - 7 Jun
found 2 hours ago
Return flight included
London (LON) to Rome (FCO)
9.6/10 Exceptional! (290 reviews)
All ok ok. Weird alarm on both nights- rooms are not soundproof. Room needed a rug- just too bare. Breakfast was good. It's not the most lively place. I did like that they had a kettle in the room. That was probably the nicest thing for me.

Reviewed on 22 Mar 2026

Encore Inn Inglewood

Encore Inn Inglewood

2.5 out of 5
Lockhaven
Price was £3,451, price is now £881 per person
£881
per person
23 Jun - 30 Jun
found 4 hours ago
Return direct flight included
London (LGW) to Los Angeles (LAX)
6.4/10 (144 reviews)
Clean room w/ a shower.

Reviewed on 2 Jan 2026

Smart Guesthouse

Smart Guesthouse

3 out of 5
Rome City Centre
Price was £971, price is now £440 per person
£440
per person
7 Jun - 13 Jun
found 6 hours ago
Return flight included
London (LON) to Rome (FCO)
9.6/10 Exceptional! (90 reviews)
Smart Guesthouse was a great place to stay on our visit to Rome. Conveniently located near train station and Metro. Decent walking distance to many landmarks. Room was clean and perfect for my daughter and I. Host was super helpful and accommodating.

Reviewed on 27 Mar 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was £30,716, price is now £14,005 per person
£14,005
per person
21 Jun - 28 Jun
found 1 day ago
Return direct flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)
Relais de la Poste

Relais de la Poste

3 out of 5
Rome City Centre
Price was £1,241, price is now £583 per person
£583
per person
13 Jun - 17 Jun
found 1 day ago
Return direct flight included
London (LHR) to Rome (FCO)
9.2/10 Wonderful! (641 reviews)
Perfect Area and Very clean rooms

Reviewed on 24 Mar 2026

Top hotels in Windward Islands

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Gros Islet Gros Islet
Fully refundableReserve now, pay when you stay
The price is £539 per night from 26 Apr to 27 Apr
£539
26 Apr - 27 Apr
includes taxes & fees
7.6/10 Good! (1,001 reviews)
Hiiiiii E E E 5 star service but it's hard to book restaurants...staff friendly and helpful. Kids club could be better. Gym excellent. Spa excellent.

Reviewed on 1 Apr 2026

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort
Siesta Hotel

Siesta Hotel

3 out of 5
Morne Rouge Street St. George's
The price is £90 per night from 7 Apr to 8 Apr
£90
7 Apr - 8 Apr
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Very nice for a quick stay.

Reviewed on 2 Apr 2026

Siesta Hotel
Radisson Grenada Beach Resort

Radisson Grenada Beach Resort

4 out of 5
Grand Anse St. George's
Fully refundable
The price is £180 per night from 3 May to 4 May
£180
3 May - 4 May
includes taxes & fees
8.2/10 Very Good! (1,594 reviews)
Clean room. Very friendly staff. Breakfast was good too.

Reviewed on 2 Apr 2026

Radisson Grenada Beach Resort
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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.
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Popular places to visit

Ponton du terminal croisières dans le centre ville de Fort-de-France.

Cruise Terminal

4/5(2 reviews)

Explore the waterfront in Fort-de-France with a trip to Cruise Terminal. While you're in the area, stroll along the beautiful beaches.

Cruise Terminal
ellow and red lifeguard booth on Grand Anse Beach on Grenada Island

Grand Anse Beach

4.5/5(40 reviews)

If a restful holiday is part of your travel plans, Grand Anse Beach might be the perfect place to visit during your trip to Grand Anse. Make time to visit the area's shops or simply enjoy its top-notch restaurants.

Grand Anse Beach
Gros Piton

Gros Piton

4.5/5(32 reviews)

Explore one of the most famous sites in Soufrière, a gigantic volcanic peak rising from the sea that attracts visitors from all over the world.

Gros Piton

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.