The 10 Most Luxurious Vacation Rentals on HomeAway

Let your mind take a trip to Fantasy Island, where you can lounge on a soft, white-sand beach as "your" staff prepares dinner, mixes you a drink and turns down your bed. From taking in the beautiful local surroundings in a Hummer, or cruising the ocean on your yacht, the owners of these estates and villas provide everything needed for a carte-blanche vacation. Check out the top 10 priciest vacation homes for rent on HomeAway.com, but try not to let the drool hit your keyboard.

  1. Nassau & Paradise Island

    Nassau & Paradise Island

    Luxury Bahamas Villa Rental

    $35,000 to $50,000/day - For a cool $300,000, the pampering at the most expensive home on HomeAway.com begins with limousine service from the airport and extends through your stay with use of any of the three boats (even a 48-foot yacht), two Hummers, two pools, five Jacuzzis, 24-seat movie theater and tennis, basketball and volleyball courts. Food and liquor are included, as is the full staff that caters to your every whim.

  2. Boca Raton, Florida

    Boca Raton, Florida

    Villa Boca Raton with Yacht

    For $12,000/day this tree-lined waterfront estate and high-roller bragging rights are yours. Featuring seven bedrooms, and complete with pool and a deluxe yacht, paradise is found in Boca Raton.

  3. Positano, Italy

    Positano, Italy

    Vacation in Opulence at Villa Positano XI

    $184,800 to $268,800/week - Located in S. Agata, Italy, this deluxe villa overlooks the Bay of Naples and offers breathtaking views of the Capri and Ischia Islands. Relax by the infinity lap pool or enjoy dining alfresco on the magnificent wrap-around terrace. At night, ride the villa's elevator up to your 4th floor private suite and prepare for another day in paradise.

  4. Baja California Sur, Mexico

    Baja California Sur, Mexico

    Rent Villa Turquesa, The Peak of Luxury in Cabo

    $37,800 to $42,000/week - Situated on a cliff overlooking the Pacific, the 15,000-square-foot villa is the ideal spot for a wedding or group event. The main terrace includes an infinite edge lap pool with a swim-up bar and outdoor dining space for 60 guests.

  5. Anguilla, Caribbean

    Anguilla

    Magnificent Sheriva Villa in Anguilla

    $67,095 to $159,600/week - Pampering is key in this three villa enclave, situated on Anguilla's tranquil West End. Your stay kicks off with the butler's complimentary wine basket - but that's just the beginning. Allow the on-site staff to tend to your every need. From the marble floors to the travertine decks, every detail of this exquisite property has been carefully thought out to make your stay in the Caribbean memorable.

  6. Cabrera, Dominican Republic

    Cabrera, Dominican Republic

    Spend Your Holiday in a Dominican Republic Vacation Villa

    $18,200 to $26,660/week - No luxury is left behind by this beachfront villa experience. Look forward to a professional staff, massage facilities, tropical gardens, tennis courts and the perfect finishing touch: a separate master casita for a little extra privacy.

  7. Lanikai, Hawaii

    Rent a Luxury Beach Estate in Hawaii, Experience Lanikai

    $34,125 to $52,500/week - Take 1.3 acres of Oahu's stellar terrain, add seven elegantly decorated structures, throw in a pool, a waterfall and a Japanese furo tub and what do you get? The kind of vacation that makes returning to the real world all but impossible.

  8. Marbella, Spain

    Marbella, Spain

    Rent this Marbella Villa for Beachfront Luxury

    $32,200/week - State-of-the-art technology is integrated with 18th Century furnishings in this luxurious yet comfortable villa. An on-site cinema, fully stocked wine cellar, gourmet chef and professional staff are just a few of the reasons you won't soon forget your stay.

  9. Xpu'Ha, Mexico

    Xpu'Ha, Mexico

    Enjoy a Life of Leisure at Xpu'Ha Villa

    $70,000 to $84,000/week - This 15,000 square foot estate sits on a private beach, surrounded by tropical jungle, and incorporates the natural landscape into its design. The villa's permanent staff will take care of all requests, while you live in the lap of luxury. Visit nearby Playa del Carmen for its water sports, Mayan ruins and upscale shopping. Or - better yet - take it easy at home and enjoy being King of your Yucatan castle.

  10. Port Antonio, Jamaica

    Port Antonio, Jamaica

    Experience the Majesty of a Castle in Jamaica

    Up to $28,000/week - Guests of the Jamaican castle include a long list of celebrities. You get to live like a star, too, in 40,000-square-feet of luxury with panoramic ocean views, a helicopter pad, 30'x55' private pool, eight servants and more.

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