Windward Islands Holidays from £435

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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 £1,010, price is now £435 per person
£435
per person
7 Jul - 12 Jul
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.4/10 Exceptional! (301 reviews)
Beautiful room, location was outside the busy city but with easy access to the main centre by bus/metro. Really enjoyed our stay here, 5 stars

Reviewed on 27 Apr 2026

Relais de la Poste

Relais de la Poste

3 out of 5
Rome City Centre
Price was £957, price is now £450 per person
£450
per person
26 Jun - 29 Jun
found 1 day ago
Return flight included
London (LGW) to Rome (FCO)
9.2/10 Wonderful! (668 reviews)
We had a wonderful stay in Rome! The staff were friendly and welcoming, the room was clean and comfortable, and the breakfast was very good. The location was especially convenient and ideal for visiting all the main sights. Would happily stay here again!

Reviewed on 14 May 2026

Albergo Etico Roma

Albergo Etico Roma

3 out of 5
Flaminio
Price was £1,068, price is now £517 per person
£517
per person
18 Jul - 25 Jul
found 10 hours ago
Return flight included
London (LON) to Rome (FCO)
9.6/10 Exceptional! (361 reviews)
Great location. 5 minutes from Metro station. If you enjoy walking, you can walk to Spanish Steps, Trevi Fountain, Pantheon, etc Would definitely stay there again

Reviewed on 26 Apr 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was £2,646, price is now £1,296 per person
£1,296
per person
22 Jun - 26 Jun
found 21 hours ago
Return flight included
London (LHR) to Miami (MIA)
8.2/10 Very Good! (1,830 reviews)
We really enjoyed our stay.We had 3 adults and a 5 year old.It was perfect.We loved the rooftop pool.Perfect location.

Reviewed on 16 May 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 £14,742, price is now £7,319 per person
£7,319
per person
31 Jul - 5 Aug
found 1 hour ago
Return direct flight included
Manchester (MAN) to Miami (MIA)
8/10 Very Good! (1 review)

Top hotels in Windward Islands

Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

4 out of 5
Eau Piquant Vieux Fort
9.2/10 Wonderful! (1,017 reviews)
The people and staff are the nicest human beings I’ve ever met! The resort has it all for families.

Reviewed on 17 May 2026

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Coconut Bay Beach Resort & Spa All Inclusive
Radisson Grenada Beach Resort

Radisson Grenada Beach Resort

4 out of 5
Grand Anse St. George's
Fully refundable
The price is £234 per night from 24 May to 25 May
£234
24 May - 25 May
includes taxes & fees
8.4/10 Very Good! (1,605 reviews)
Nous avons été très impressionné par le service, la propreté et la gentillesse du personnelle

Reviewed on 16 May 2026

Radisson Grenada Beach Resort
Siesta Hotel

Siesta Hotel

3 out of 5
Morne Rouge Street St. George's
The price is £57 per night from 18 May to 19 May
£57
18 May - 19 May
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Love the location. Nothing too over the top but the stay was really enjoyable. Very pleasant staff

Reviewed on 14 May 2026

Siesta Hotel
See all 6,729 properties in Windward Islands
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

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
Sandy Beach

Sandy Beach

4.5/5(4 reviews)

If a restful holiday is part of your travel plans, Sandy Beach might be the perfect place to visit during your trip to Vieux Fort. While in this romantic area, you can savour the top-notch restaurants.

Sandy Beach
Anse Chastanet Beach

Anse Chastanet Beach

4/5(20 reviews)

Enjoy a pleasant Caribbean beach day surrounded by abundant natural beauty. Relax sunbathing on dark sand and snorkeling in crystal-clear waters.

Anse Chastanet Beach

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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.