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Holiday Rentals with Pools in Montecito

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    AU$1,316 Average
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    Travellers to Montecito are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    14 Matching Rentals in MontecitoView all 42 rentals
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    Room 4 Two1 / 14
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Sweet Studio in Montecito1 / 13
    (5)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Shadowbrook1 / 29
    (7)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Poolside Cottage1 / 11
    (7)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2014
    Carla and her family were gracious and excellent hosts. From loaning their grandchildrens toys, to babysitting so we could do a couple date nights, and answering any question...
    Reviewed 29 October 2013
    We enjoyed a wonderful week in Montecito mid October, staying in the Poolside Cottage with our dog. The cottage does not have a/c so we were concerned if we would be hot at...
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    About this property
    The Poolside Cottage is lovely furnished cottage, king bed, flat panel tv, shower, tub, large closet, private off-street parking, washer & dryer available, shared pool, spa, and beautiful garden. It has a large patio off the dining, living and bedroom. Perfect for short or long stay. Just bring...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bella - Umbrian Inspired Coastal Estate in Montecito With grand style and panoramic coastal views, Villa Bella is an architectural masterpiece inspired by villas in the Italian countryside. Down an olive tree lined driveway, the home is perched high in the Montecito foothills, with sweeping...
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    Montecito, California 93108
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    6 Bedrooms, 10 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Somerset - Grand Elegance in Montecito Originally built in 1918, Somerset sits amidst almost two acres of lush landscaping in the heart of one of Montecito's most exclusive neighborhoods, rich with ancient oaks and magnificent mountain views. Passing through secure iron gates, the entry court and...
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    Montecito, California 93108
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 12
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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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    Montecito, California 93108
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Sea Ranch1 / 42
    (13)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2015
    I have to say, having stayed at beautiful properties in Santa Barbara, none compare to Sea Ranch. The property makes you feel like you're on a retreat. The decor is impeccable...
    Reviewed 17 June 2011
    What a place! Hard to think of anything NOT provided, from bikes to boule and an incredible pool to boot. Our only slight disappointment was the weather which for this part of...
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    About this property
    Sea Ranch - Historic Retreat at Hammonds Meadow Steeped in rich California history, Sea Ranch peacefully sits on 4 acres of prime Montecito coastal land; an easy walk to 3 beautiful beaches and Montecito's Lower Village. On this same land, the native Chumash Indians lived in the village named...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Blanca - Design and Sleek Sophistication in Montecito The streamlined architecture of this contemporary home stands in contrast to the natural rolling foothills of Montecito. The message is subtly clear: rest and rejuvenation are built into the design of this home. Villa Blanca sits atop...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    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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    6 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Terrace
    • Washer
    • Air Conditioning
    • Balcony
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Ysidro Estate - Paradise in Montecito's Upper Village Near San Ysidro Ranch FEATURES: Pool Spa Mountain Views Air Conditioning Full Gym Near San Ysidro Ranch 2-Bedroom Guest House Putting Green Outdoor Play Structure Trampoline Sonos Patios & Balconies Outdoor Fireplace ..... Must we say...
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    Location Information
    Montecito, California 93108
    Holiday Rental House - 6 Bedrooms, 7 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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