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Santa Barbara Holiday Vacation with Pools

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    Travellers to Santa Barbara are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    27 Matching Rentals in Santa BarbaraView all 155 rentals
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    Montecito Sycamore Canyon Estate: Beautiful! Gated Acre! Families! Large POOL!1 / 20
    (1)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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    Carla's Cozy Cottage1 / 11
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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)
    • Terrace
    • Wi-Fi
    • Patio
    • Satellite TV
    • Balcony
    • Hot Tub
    • Grill
    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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    Location Information
    Santa Barbara, California 93103
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    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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    Santa Barbara, California 93108
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4BR/3BA Stylish Montecito Home with a Pool in Beautiful Santa Barbara1 / 24
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Grill
    • Terrace
    • Satellite TV
    • Balcony
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 4BR/3BA home can comfortably accommodate any group. Whether you are on a family vacation, a reunion, a romantic getaway, or traveling with colleagues, our home has the perfect amount of privacy with unbeatable design. The first floor of our home has a large family room, dining space, and newly...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • 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, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Patio
    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, 4 Bathrooms, Sleeps 6
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    'Ravenscroft' Estate - Pool, Spa & Tennis Court1 / 29
    (2)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    My family (15 adults & teens) just enjoyed a perfect family vacation at Ravenscroft. It is a spectacular and unique property. The owners have lovingly restored the home to...
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    About this property
    Romantic, historic George Washington Smith gated and private 2 acre Estate with pool, spa, tennis court is located in the heart of Montecito, a seaside village that has seduced moguls, magnates and movie stars for over a hundred years. Ravenscroft pays homage to the grandeur of its natural...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    6 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Mountain Views
    • Central Heating
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • 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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    5 br.  Montecito Estate. Beach/Island Views/Pool1 / 25
    (11)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Hot Tub
    • Central Heating
    • Private Outdoor Pool (Heated)
    • DVD Player
    • 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 14 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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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Terrace
    Suitability
    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 brought...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Alessa - Tuscan Style Luxury in the Santa Barbara Foothills Villa Alessa is a perfect place to get away with the family. Located atop the beautiful Santa Barbara Foothills, this home provides just the right amount of distractions. Bask in all of Villa Alessa's luxury; relax in the pool, take...
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    Location Information
    Santa Barbara, California 93105
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    The Whale House1 / 27
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 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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    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 31 July 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 unparalleled...
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    Location Information
    Santa Barbara, California 93109
    Holiday Rental House - 3 Bedrooms, 5 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 Bath 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 that...
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    Location Information
    Santa Barbara, California 93111
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    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 by...
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    Location Information
    Santa Barbara, California 93110
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 12
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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 newly remodeled condo offers stylish ambiance and artful design. On the second floor of a...
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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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    Amenities & Details
    • Hot Tub
    • Terrace
    • DVD Player
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 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 17 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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    About this property
    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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    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 ​ON SPECIAL! - 20% OFF available dates from January 1 - February 28, 2017 Now and then an impeccable, newly-built home takes a proud place among the grand estates of Montecito. With understated elegance, clean lines, and neutral palate,  Moon River is a...
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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Villa Monte Sereno1 / 30
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 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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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Escape - A Truly Magnificent Retreat in Beautiful Santa Barbara FEATURES Infinity Pool w/Cover Spa Ocean & Mountain Views Air Conditioning Media Room w/Pool Table Patios & Balcony BBQ 3 Fireplaces POLICIES Summer Season rates are in effect for Thanksgiving Week & Christmas Weeks. Minimum...
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    Location Information
    Santa Barbara, California 93111
    Holiday Rental House - 4 Bedrooms, 5 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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    Amenities & Details
    • 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. Newly constructed (2013), this enclave of homes occupies one of the highest bluffs on the...
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    Location Information
    Santa Barbara, California 93109
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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 4 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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    About this property
    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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    Location Information
    Santa Barbara, California 93111
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Housekeeping Included
    • 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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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Patio
    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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    Location Information
    Santa Barbara, California 93108
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Perfect Family Getaway1 / 14
    (13)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Central Heating
    • Satellite TV
    • Mountain Views
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and enjoy ocean and harbor views from this beautifully landscaped California cottage style home situated on a very quiet half acre on Santa Barbara's famous Riviera. This warm and family friendly four bedroom and three bath home offers the luxury of a fine hotel and all the comforts of...
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    Location Information
    Santa Barbara, California 93103
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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