Little Harbour Vacations

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Little Harbour Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
West End Bay Condos

West End Bay Condos

3.5 out of 5
Save 100% on your flight
Price was $1,571, price is now $1,039 per person
$1,039
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to The Valley (AXA)
Book a stay at this golf apartment in West End Village. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Anguilla Arch and Shoal Bay West are located nearby.

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $7,465, price is now $5,046 per person
$5,046
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to The Valley (AXA)
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Aurora International Golf Club and Rendezvous Bay Beach are located nearby.

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $8,307, price is now $6,135 per person
$6,135
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to The Valley (AXA)
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay Pond and Meads Bay are located nearby.

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $29,578, price is now $21,950 per person
$21,950
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to The Valley (AXA)
Book a stay at this family-friendly villa in West End Village. Enjoy free parking, 5 outdoor pools, and a free beach shuttle. Popular attractions Maundays Bay and Barnes Bay are located nearby.

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $7,009, price is now $5,790 per person
$5,790
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to The Valley (AXA)
Book a stay at this luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Shoal Bay Beach and Scrub Island are located nearby.

Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,395, price is now $1,989 per person
$1,989
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to The Valley (AXA)
Stay at this condo in Shoal Bay. Enjoy a garden, laundry facilities, and concierge services. Popular attractions Shoal Bay Beach and Island Harbor Beach are located nearby.

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Top Hotel Deals

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
6.98 km from city center
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
4.41 km from city center
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
4.9 km from city center
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
7.83 km from city center
Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Cove Bay are located ...
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
8.07 km from city center
Book a stay at this luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
6.67 km from city center
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay Pond and Meads ...
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Back Street South Hill
2.57 km from city center
Book a stay at this spa hotel in South Hill. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Blowing Point Ferry Terminal and Pelican ...
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground Road The Valley
2.59 km from city center
Book a stay at this beach hotel in The Valley. Enjoy free WiFi, free parking, and 6 beach bars. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Manoah Boutique Hotel

The Manoah Boutique Hotel

4 out of 5
Shoal Bay East Shoal Bay
8.66 km from city center
Book a stay at this beach hotel in Shoal Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Long Bay West End Village British West Indies
6.37 km from city center
Book a stay at this luxury hotel in West End Village. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Meads Bay Pond and Devonish ...
Turtles Nest Beach Resort 

Turtles Nest Beach Resort 

3 out of 5
Meads Bay West End Village Anguilla
7.18 km from city center
Book a stay at this beach condo in West End Village. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
The Fountain Road Shoal Bay
8.61 km from city center
Stay at this condo in Shoal Bay. Enjoy a garden, laundry facilities, and concierge services. Popular attractions Shoal Bay Beach and Island Harbor Beach are ...
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Blowing Point Village Rendezvous Bay Anguilla
3.85 km from city center
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Grand Case Beach and Rendezvous Bay ...
Tranquility Beach Anguilla

Tranquility Beach Anguilla

4 out of 5
Meads Bay Beach West End Village
6.85 km from city center
Book a stay at this beach aparthotel in West End Village. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. ...
Royal Palms Hotel

Royal Palms Hotel

3.5 out of 5
West End South Hill
4.29 km from city center
Stay at this aparthotel in South Hill. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Aurora International Golf Club and Rendezvous Bay ...
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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.