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Montecito Holiday Rentals with Pools

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    Travellers to Montecito are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    8 Matching Rentals in MontecitoView all 27 rentals
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    Poolside Cottage1 / 11
    (7)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Sweet Studio in Montecito1 / 13
    (5)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Room 4 Two1 / 14
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Sauna
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Idyllic Montecito Knolltop retreat nestled between mountain and sea. Serene and peaceful location. The mountain view on one side and the Channel islands from the upper deck. The house has been Professionally decorated by a noted Santa Barbara designer. Main house has 2 bedrooms, 3.5 baths, an...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live in the lap of luxury at this 2BR/2BA Montecito villa, located right on Butterfly Beach next to the Four Seasons Biltmore Resort. Walk to the shops and restaurants in Montecito, and make the short drive into Santa Barbara for more options. The gated property affords panoramic views of the...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is where the Kennedys might have stayed if they had summered on the West Coast. Located in the prestigious gated community of Sea Meadow in Montecito, this glorious 7000 square foot French Normandy style home sits amidst beautifully landscaped grounds and tropical foliage. We imagine Jack and...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Kentia - Our 4BR/2.5BR home is perfect for your next visit to the breathtaking town of Montecito, California. A newly remodeled find –you will be one of the first to experience this beautiful retreat. Our master bedroom has a luxurious king bed and an attached bathroom with brand new black and...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    To truly transcend a vacation to new heights, sometimes you have to take that mantra literally. And this 3,800 square-foot, 3-bedroom home does just that. Nestled perfectly between Montecito and Santa Barbara proper, you’re near the top of Eucalyptus Hill...and on top of the world. This is where...
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    Location Information
    Montecito, California 93108
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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