Summer · Caribbean family resorts
Warm water. Long days. Space to share.

School is out, so summer is when grown children and grandchildren can stay longer. A villa or a two-bedroom suite makes a long week easy: a kitchen or terrace for lunch, and a bedroom for each family.
We note what each hotel says about its summer water, and we lead with the room. These five do it well.

Book a full villa: a multi-bedroom home with a private pool and full kitchen, in one of three beachfront enclaves. Summer brings warmer water, and our booking adds daily breakfast, a resort credit and a kiteboard lesson.

Ask for a villa or residence; the resort keeps both alongside its hotel rooms on the bluff between Meads Bay and Barnes Bay. Summer brings calm water to Anguilla, and breakfast is for up to two guests per bedroom.

Take a Two-Bedroom Suite or a Villa, which raises the credit on our booking to $200 in total. The half-mile crescent of sand sits on a quiet bay, and summer brings calm, warm water.

The suites here come with private pools, inside the gated Cap Cana estate, with a beach club on Juanillo’s white sand. Summer brings warmer water, and Punta Cana’s airport is twenty minutes away.

Ask for a Beach House category, which carries a $200 total credit when booked through us. COMO’s own island has a mile of empty white sand, summer brings warmer water, and the resort’s boat makes the short crossing from Providenciales.










Summer gives the family time to stay. Send us your dates and who’s coming, and we’ll tell you which villa or suite fits the group.
Check my datesHere is what each hotel runs for children. Four Seasons Resort and Residences Anguilla: Kids For All Seasons, ages 5 to 12; Rosewood Little Dix Bay: Rosewood Explorers; Eden Roc Cap Cana: Koko Kid's Club, ages 4 to 12; COMO Parrot Cay: Play by COMO, ages 4 to 12. We confirm hours and booking for your dates.
Beach Enclave, for a full multi-bedroom villa with its own pool and kitchen. For separate bedrooms in one suite, Rosewood Little Dix Bay’s Two-Bedroom Suites.
By each hotel’s own notes: summer brings calm water to Anguilla, at Four Seasons Anguilla, and calm, warm water to Virgin Gorda, at Rosewood Little Dix Bay. Turks and Caicos and Cap Cana get warmer water.
Beach Enclave’s villas and Eden Roc Cap Cana’s Luxury Pool suites come with private pools.
Yes. At every hotel on this list you pay the hotel’s own rate, and our booking adds the Virtuoso extras in writing, such as daily breakfast and a hotel credit.
You pay the hotel directly. We confirm availability and the rate, attach any amenities in writing and hold the suite or villa. There is no fee from us.
