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Private Villas

3,902 private villas · Private villas and vacation homes, advisor arranged worldwide

3,902 private villas and vacation homes worldwide, arranged by your Aspen Travel Advisor. VIP travel benefits, zero membership fees.

111 villas match
Rio Chico on the Beach
Caribbean › Jamaica › Ocho RiosRio Chico on the BeachSleeps 24 · 12 bd · 12 ba · From $11,589/nt
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Six Bedroom Signature Villa at Round Hill Resort
Caribbean › Jamaica › Montego BaySix Bedroom Signature Villa at Round Hill ResortSleeps 12 · 6 bd · 6 ba · From $7,536/nt
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Five Bedroom Signature Villa at Round Hill ResortLimited-Time Villa Discount
Caribbean › Jamaica › Montego BayFive Bedroom Signature Villa at Round Hill ResortSleeps 10 · 5 bd · 5 ba · From $6,544/nt
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Estate Villa at Round Hill ResortLimited-Time Villa Discount
Caribbean › Jamaica › Montego BayEstate Villa at Round Hill ResortSleeps 10 · 5 bd · 5 ba · From $6,346/nt
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Haystack at the Tryall Club
Caribbean › Jamaica › Montego BayHaystack at the Tryall ClubSleeps 20 · 10 bd · 10 ba · From $6,000/nt
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Frankfort on the Beach
Caribbean › Jamaica › Ocho RiosFrankfort on the BeachSleeps 12 · 6 bd · 7 ba · From $5,670/nt
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Happy Hour
Caribbean › Jamaica › Discovery BayHappy HourSleeps 15 · 7 bd · 7.5 ba · From $5,572/nt
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Malatai on the BeachFeaturedFree Night(s)
Caribbean › Jamaica › Ocho RiosMalatai on the BeachSleeps 16 · 8 bd · 8.5 ba · From $5,000/nt
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Sea Salt at Old Fort Bay
Caribbean › Jamaica › Ocho RiosSea Salt at Old Fort BaySleeps 18 · 9 bd · 9.5 ba · From $4,857/nt
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Canoe Cove on the BeachFree Night(s)
Caribbean › Jamaica › Ocho RiosCanoe Cove on the BeachSleeps 14 · 7 bd · 8 ba · From $4,600/nt
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Five Bedroom Classic Villa at Round Hill ResortLimited-Time Villa Discount
Caribbean › Jamaica › Montego BayFive Bedroom Classic Villa at Round Hill ResortSleeps 10 · 5 bd · 5 ba · From $4,264/nt
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Aquamarina Villa
Caribbean › Jamaica › Ocho RiosAquamarina VillaSleeps 10 · 5 bd · 5 ba · From $4,250/nt
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Four Bedroom Signature Villa at Round Hill ResortLimited-Time Villa Discount
Caribbean › Jamaica › Montego BayFour Bedroom Signature Villa at Round Hill ResortSleeps 8 · 4 bd · 4 ba · From $4,110/nt
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Buttonwood ReefFree Night(s)
Caribbean › Jamaica › Ocho RiosButtonwood ReefSleeps 16 · 8 bd · 8.5 ba · From $4,000/nt
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Promiseas
Caribbean › Jamaica › Ocho RiosPromiseasSleeps 16 · 8 bd · 8 ba · From $4,000/nt
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Dragonfly at Tryall
Caribbean › Jamaica › Montego BayDragonfly at TryallSleeps 14 · 7 bd · 7 ba · From $3,857/nt
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Sundance at Tryall
Caribbean › Jamaica › Montego BaySundance at TryallSleeps 14 · 7 bd · 7 ba · From $3,742/nt
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Four Bedroom Classic Villa at Round Hill ResortLimited-Time Villa Discount
Caribbean › Jamaica › Montego BayFour Bedroom Classic Villa at Round Hill ResortSleeps 8 · 4 bd · 4 ba · From $3,576/nt
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Oceana at the Tryall ClubFree Night(s)
Caribbean › Jamaica › Montego BayOceana at the Tryall ClubSleeps 12 · 6 bd · 6 ba · From $3,531/nt
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Seaside Villa at Round Hill
Caribbean › Jamaica › Montego BaySeaside Villa at Round HillSleeps 10 · 5 bd · 5 ba · From $3,500/nt
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Harmony Hill at Tryall
Caribbean › Jamaica › Montego BayHarmony Hill at TryallSleeps 14 · 7 bd · 7.5 ba · From $3,499/nt
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Hillside House on Round Hill
Caribbean › Jamaica › Montego BayHillside House on Round HillSleeps 10 · 5 bd · 5 ba · From $3,428/nt
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Following Seas at the Tryall ClubFree Night(s)
Caribbean › Jamaica › Montego BayFollowing Seas at the Tryall ClubSleeps 12 · 6 bd · 7 ba · From $3,399/nt
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Three Bedroom Signature Villa at Round Hill ResortLimited-Time Villa Discount
Caribbean › Jamaica › Montego BayThree Bedroom Signature Villa at Round Hill ResortSleeps 6 · 3 bd · 3 ba · From $3,364/nt
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