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Holiday Rentals with Pools in Santa Barbara

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    Travellers to Santa Barbara are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    30 Matching Rentals in Santa BarbaraView all 142 rentals
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    Montecito Sycamore Canyon Estate: Beautiful! Gated Acre! Families! Large POOL!1 / 20
    (2)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Garden Suite w/ Pool1 / 11
    (5)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Moon River - A Peaceful Retreat in Montecito Now and then an impeccable home takes a proud place among the grand estates of Montecito. With understated elegance, clean lines, and neutral palate, Moon River is a tranquil escape from a complicated world. With purpose and forethought in the sleek...
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    Santa Barbara, California 93108
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Via Feliz - Happy Times in Santa Barbara w/Pool Near More Mesa In a tranquil area in Santa Barbara, Via Feliz is a quaint 3 Bedroom 2 Bathroom home patiently waiting to make each and every guest feel happy and at ease during their stay. In an ideal location close to UCSB's campus and a bike bath...
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    Santa Barbara, California 93111
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4BR/3BA Luxury Home With Ocean Views and Stunning Pool1 / 24
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2016
    We have stayed in many homes in and around Santa Barbara, but this Riviera retreat is by far the most beautiful. It is located on a private drive perched on its own bluff top...
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    About this property
    Overlooking the red tile roofs of Santa Barbara, Grande Vista offers spectacular 270 degree city and ocean views from 'The American Riviera'. Located on a private lane near the site of the historical and world picturesque Brooks Photographic Institute, magnificent coastal views can be captured from...
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    Santa Barbara, California 93103
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Los Arboles Ranch - Recreational Dream Near Hope Ranch Looking for the ultimate destination for fun in the sun? Look no further. Located near the exclusive community of Hope Ranch, this property invites guests to enjoy the ultimate California lifestyle. Tucked behind private gates and surrounded...
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    Santa Barbara, California 93110
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Carla's Cozy Cottage1 / 11
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Waterfront
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2014
    We stayed here for a family wedding with our 14 and 11 year old children. They loved playing in the pool and we had some nice meals in Montecito particularly the Mexican. Easy...
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    About this property
    Escape to beautiful Montecito for the weekend or the entire summer. Sweet Garden cottage, with bedroom, bath, living room, and kitchen just steps to the pool and spa. Peaceful and tranquil, a true getaway! Minutes from the beach, fine dining, shopping Montecito's lovely upper and lower villiages,...
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    Santa Barbara, California 93108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa Ballena1 / 24
    (10)Very good
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2015
    Beautiful mid century home with glorious views. A well appointed pool and spa. Enough room for two families. Great grounds to relax or for the kids to run around in. And...
    Reviewed 5 August 2011
    We stayed at Villa Bellina for 1 week in June 2011. The house and surrounding grounds are amazing! The view is incredible. The home is a huge ranch with plenty of room for the...
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    Villa Ballena - Santa Barbara's Tranquil Oceanfront Estate This expansive Santa Barbara oceanfront property provides unparalleled privacy, views, and private beach access. Enjoy all that this property has to offer: views of the Channel Islands, sunrises, sunsets, pool, spa, soothing sounds of the...
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    Santa Barbara, California 93111
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Villa Monte Sereno1 / 34
    (2)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Terrace
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2017
    The home is beautifully done and the area is very quiet. We had a couple of issues (paid for pool to be heated, but it wasn't, no dishwasher soap), but these problems were...
    Reviewed 2 June 2017
    Our family enjoyed our Memorial holiday at Villa Monte Sereno and would enjoy returning. The home has everything we had wanted plus. The outdoor area, pool and spa was true...
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    About this property
    Villa Monte Sereno - Scenic and Serene in Montecito The 'Hedgerow District' of Montecito is the well-established neighborhood where homes are largely concealed by century old meticulously manicured hedges, lending privacy and a bit of mystery to fine historic estates and beautifully maintained...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feel a sense of zen-like calm the second you step inside this beautiful, Balinese-inspired estate in Santa Barbara. Buddha statues, lotus flowers and intricately carved furnishings bring serenity to a grand living space, while a spacious kitchen, light-filled bedrooms and exotically designed...
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    Santa Barbara, California 93108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Grill
    • Private Garden
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BUTTERFLY BEACH HOUSE,..is located off the World Famous Montecito Coastline..a Destination Home for Family and Friends. A short 3 min walk from our Home and you will be on sandy Butterfly Beach:-)...a 3 min walk in the opposite direction and you will be on Coast Village Rd..with all the Fine...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villa Pacifica1 / 26
    (1)Very good
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Terrace
    • Washer
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2015
    Villa Pacifica is very impressive in its design and situation. We’ve rented houses in Lake Como, Skagen, Jamaica, Half Moon Bay, Napa, Tuscany, New Zealand, etc., and this is...
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    About this property
    Villa Pacifica - Impeccable Luxury on the Mesa NOTE: 30-NIGHT MINIMUM STAY EFFECTIVE 1/1/17 Bienvenidos! Welcome to Villa Pacifica where a unique, serene and very elegant experience awaits. Blue water, white walls, fine art and a dramatic locale define this truly special property. With...
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    Santa Barbara, California 93109
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Montecito 4BR w/ Deck, Heated Pool, & Two Outdoor Living Areas - Near Beach1 / 24
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Patio
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Washer
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you are on a family vacation or a couples’ getaway, this 4BR/3BA home is the ideal base for a quintessential Southern California stay. Sited on a 1.8 majestic acres, you’re surrounded by wild oaks and fruit trees, which you’ll appreciate when spending time in the two outdoor living...
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    Santa Barbara, California 93108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    FAMILY POOLSIDE HOME Close to  Downtown1 / 33
    (14)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2016
    This family house is spacious and set in a beautiful garden. The pool was ideal for the adults while the heated spa suit d our grandson. Nice large table for eating outside and...
    Reviewed 13 September 2014
    Totally Relaxing and enjoyable, what a vacation should be" This is the fourth year that we have spent our vacation at 'Poolside' in Santa Barbara. As before, the only thing...
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    About this property
    Rated 'Excellent' by Trip Advisor & Top Vacation Rental Winner You will immediately relax with the peace and quiet of the setting and be set to enjoy a fantastic week exploring all Santa Barbara offers.Imagine you own private retreat, close enough to walk to the Mission of Santa Barbara and yet...
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    Location Information
    Santa Barbara, California 93105
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villa del Oceano1 / 33
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2015
    We all had a great 2 weeks here. This house is in great condition, nicely furnished, and very comfortable. It has plenty of room for the 4 adult couples plus a few kids...
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    Villa del Oceano - Luxurious Inspired Design on the Mesa Like a perfect jewel perched atop a platinum setting, Villa del Oceano sparkles with designer style, rustic opulence, and a touch of Spanish charm. This enclave of homes occupies one of the highest bluffs on the Mesa, above the coastal...
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    Location Information
    Santa Barbara, California 93109
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    • Mountain Views
    • Central Heating
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rancho Vista De La Playa Guest Villas rests on 25 acres with stunning views of the Pacific Ocean, Channel Islands, Organic Orchards, Vineyards, and beautiful Mountain Side. Located in the hills above Santa Barbara, yet still very close to the town and the beach. Although far enough away to relax...
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    Location Information
    Santa Barbara, California 93111
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 19
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Foothill Vista - Stylish Remodeled Condo with Mountain Views In the foothills of Santa Barbara, surrounded on two sides by the 200-acre San Marcos Foothill Preserve, a quiet community exists, where this condo offers stylish ambiance and artful design. On the second floor of a 4-plex, this...
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    Location Information
    Santa Barbara, California 93110
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tranqui-La1 / 24
    (9)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Terrace
    • DVD Player
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2016
    We love our stay in Tranqui-la! The house is very comfortable, charming and has an optimal energy!Kitchen is wonderful and fully equipped.My only consideration is the...
    Reviewed 18 November 2015
    We stayed here with a mix of adults and young children. This house offered something for everyone! The adults enjoyed an array of amenities from fully equipped kitchen (even a...
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    Tranqui-la - Resort Living on the Riviera NOTE: 30-NIGHT MINIMUM STAY EFFECTIVE 1/1/17 Tranqui-La is an architectural masterpiece reminiscent of the style of Frank Lloyd Wright. Beautiful natural materials come together in harmonious design elements that give the home its peaceful and serene...
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    Location Information
    Santa Barbara, California 93103
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    The Whale House1 / 27
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2016
    This place is FANTASTIC. What incredible architecture, what fantastic design. What great imagination. You can't tell your friends you rented a house. I told my friends to...
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    The Whale House - Unique Architectural Masterpiece in Mission Canyon Built in 1978, this artful expression of one man's vision blends design, nature's beauty, and a clever sense of humor! Inspired by the fanciful creations of renowned Architect Antonio Gaudi, Michael Carmichael (Architect and...
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    Location Information
    Santa Barbara, California 93105
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • Balcony
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Is it a magazine spread, or your next vacation? All the unparalleled luxury of our incredible and secluded 4-bedroom, 4.5-bath Gold Coast home is yours to enjoy. From the panoramic views, to the spa-like amenities in the master bath, to the truly magical infinity pool overlooking the ocean below,...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary hillside oasis was created with total luxury in mind. The invisible melding of indoor and outdoor spaces is flawlessly and impeccably designed. Behind an artful security gate, and through a massive solid glass front door, this 4 bedroom, 6 bath resort-style home is private,...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to beautiful Santa Barbara! Imagine stepping in to this newly renovated Mediterranean villa with it's light filled great room and open floor plan. Enjoy banks of windows in each room that overlook the private courtyard, ocean and mountains. Cook to your heart's content in the extensive,...
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    Santa Barbara, California 93109
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montrose By The Sea - Elegant Beach Style Luxury in Montecito Relax in luxury this vacation rental in Montecito's Lower Village. Montrose by the Sea is perfectly located within walking distance to all the fun that happens in Montecito. Coast Village is just a short distance away. Enjoy a walk to...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whispering Bliss - Ocean Views in a Serene Setting near Montecito A walk through the tranquil Meditation Garden is the quintessential way to begin, and end, a memorable stay at Whispering Bliss. Thoughtful decisions to create a peaceful retreat are evident throughout. The property has been...
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    Santa Barbara, California 93108
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aerie On The Riviera - Architectural Masterpiece on the American Riviera Aerie On The Riviera is an architectural masterpiece reminiscent of the style of Frank Lloyd Wright. Beautiful natural materials come together in harmonious design elements that give the home its peaceful and serene quality....
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    Location Information
    Santa Barbara, California 93103
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    5 br.  Montecito Estate. Beach/Island Views/Pool1 / 25
    (11)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Hot Tub
    • Central Heating
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 December 2015
    This lovely house has it all! Wonderful location, great views of the Pacific, beautiful deco, lovely gardens and spacious rooms. My family of 6 enjoyed ourselves thoroughly...
    Reviewed 15 August 2014
    We had a wonderful time at this rental. Close to the beach and downtown Santa Barbara, the location and view are hard to beat. The pool needs to be plastered. We had a little...
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    About this property
    In the foothills of central Montecito, this stunning, spacious, comfortable home boasts one of the most magical and breathtaking views of the ocean, islands and the city. A couple of minutes drive off the freeway you can enjoy a private oasis close to the chic village and beaches of Montecito....
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live the California poolside life of leisure at our magnificently renovated Mission home and carriage house. Indulgent upgrades include a steam shower in the master bedroom, a complete chef’s kitchen with Thermador appliances and meticulously selected decor throughout. The show-stopping outdoor...
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    Location Information
    Santa Barbara, California 93105
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our 2BR/2BA private spa-like retreat, conveniently located between beautiful Montecito and downtown Santa Barbara. Our home was built in 1945 and was remodeled in 2000; we updated the entire house, but kept the same 1945 charm. When you enter our unique entrance you will be transported...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE TURNKEY ADVANTAGE Our property is TurnKey Rental Certified. All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper...
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    Location Information
    Santa Barbara, California 93109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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