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Holiday Rentals near St. Armands Circle

300 Madison Dr, Suite 201, Sarasota, Florida 34236-1300
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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 689 Rentals in Sarasota
    1.9 miles from St. Armands Circle
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Walk to beach & St Armand's Circle !!!1 / 16
    (35)Excellent
    0.3 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    0.1 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Large Modernized Home a Short Walk to Beach1 / 23
    (3)Average
    1.8 miles from St. Armands Circle
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2019
    Myself an my family stayed for a week the house was beautiful nice an clean fully equipped with everything you need
    Reviewed 9 July 2019
    Stayed here for 1 week with 12 people (6 adults, 6 kids)PROS: great location which is 5 blocks to Shell Beach, nice sized pool, spa with screen, covered outdoor area great for...
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    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliance and modern furnishings! Separate living areas can accommodate one large family or two smaller ones. Each living area has its own living room, kitchen, 2...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    St.Armands Circle condo ( Kingston Arms )1 / 9
    (10)Very good
    0.1 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Terrace
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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2019
    I know St Atmands well (since 1982)Tha apartment was fine but you misled me by advising that the door code would be advised as soon as I paid the rental. It was NOT and despite...
    Reviewed 18 March 2019
    Marianne’s unit is extremely central to St. Armands and Lido beach. The unit was clean and can easily accommodate 6 people. Marianne is also a responsive host which is important...
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    About this property
    2 bedroom,2 bathrooms,modern updated condo.Walking distance to Lido Beach. Fully furnished,microwave,A/C,cable,local phone only,dishwasher, 3 new LCD TV's ,Stereo,Laundry (common area) Beautiful heated pool ,hot tub, all in common area Great shopping,excellent restaurants,great entertainment in St....
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.8 miles from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Welcome to Big Pass Hideaway! A three bedroom two bath private home with large lap pool located just a short walk to Shell Beach is ready to accommodate you and your guests on your Siesta Key visit. Lush tropical plants and trees envelop the nearly 2,200 square foot home with expansive living...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The Treehouse1 / 35
    (1)Terrible
    1.8 miles from St. Armands Circle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away. Siesta Key Village and the famous 3 miles of the softest 99.9% quartz sand beaches draws thousands to enjoy the island life. This two...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    1.8 miles from St. Armands Circle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The property has recently been renovated and finished with all new furniture throughout. Pulling up to this private home via the circular drive you will be greeted by its Key West...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    0.3 miles from St. Armands Circle
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Smoking allowed
    About this property
    This spacious house on Lido Key has a lot of charm. It sits on a wonderful, peaceful and wide natural canal. It offers a floor plan made for easy living and gracious entertaining with a beautiful decoration. This property has 107 feet of canal frontage with large dock. With 4 bedroom, 3 bathrooms,...
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    Lido Key, Sarasota
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    0.2 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a charming and luminous apartment, located on Lido Key, in a beachfront residence. With 2 bedrooms, 2 bathrooms, a large balcony, equipped kitchen and cosy living room, it can perfectly accommodate a family or group of friends of 4 guests. The private residence is perfectly located on Lido...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.8 miles from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Key is a popular island destination voted #1 for its beaches and top 5 places to live numerous times by Dr. Beach, TripAdvisor, and USnews. The home is located towards the north end of SIesta Key affording guests a prime location for quick access on and off the island. Siesta Key Village,...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming Lido Key Beach House 5 min Walk to Beach!1 / 33
    (1)Excellent
    0.6 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Outdoor Dining Area
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2015
    I had been staying in Sarasota for springtime vacations for about ten years before renting this house on Lido Key. The house is charming and spacious with all the extras you...
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    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.1 miles from St. Armands Circle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. Bookings at this home include a 24-hr buffer between guest stays. * Make a splash in the private screened-in pool at this winning 4BR/4BA home. Play a game of ping-pong or fire...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    The newly renovated two (2) bedroom and two (2) bathroom is conveniently located1 / 18
    (3)Excellent
    3.9 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.1 miles from St. Armands Circle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armands Circle shops and restaurants and minutes from downtown Sarasota. Walk to famous Lido Key beach. Professionally designed, furnished and outfitted. Lush landscaping surrounds outdoor pool and seating areas behind privacy wall....
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Vista Hermosa Cabana - Enjoy the beach life here on the island!!!!1 / 21
    (2)Very good
    5.6 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.1 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Secure Parking
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    Pet friendly
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    Smoking allowed
    About this property
    WOW location!!! Minutes walk to Lido Beach or Famous St. Armand's Circle for amazing restaurants and Shopping. King-Sized bed in master with sofa bed in living room. Ground floor unit with heated Huge swimming pool and separate Jacuzzi just outside your lanai. Enjoy fishing and boating on...
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    Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.2 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4.6 miles from St. Armands Circle
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    3.4 miles from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6.5 miles from St. Armands Circle
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    7.0 miles from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3.6 miles from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.6 miles from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    2.8 miles from St. Armands Circle
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Location! Location! Location!Sarasota1 / 29
    (1)Very good
    2.9 miles from St. Armands Circle
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    2.8 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.4 miles from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.3 miles from St. Armands Circle
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    NEW LISTING Beachview -  Beach Front Property  BOOK SPECIAL RATES THROUGH JUNE1 / 36
    (2)Very good
    3.6 miles from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
    1 Bedroom, 1 bath Guesthouse suite with Private entrance.1 / 16
    (1)Excellent
    6.6 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    7.6 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Lido Key Sarasota Pool Side Condo, Steps from Beach, St Armands Circle.1 / 32
    (4)Excellent
    0.6 miles from St. Armands Circle
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    SARASOTA Bay Front Beauty1 / 50
    (1)Excellent
    5.7 miles from St. Armands Circle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3.2 miles from St. Armands Circle
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    7.0 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    5.3 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    9.4 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Lantana House in Whitfield Estates1 / 30
    (1)Excellent
    6.4 miles from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Balcony
    • Air Conditioning
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    7.0 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Fully renovated one bedroom apartment a minute away from Lido Beach.1 / 16
    (2)Excellent
    0.6 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Patio
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    6.6 miles from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • DVD Player
    • Washer
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    7.0 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.5 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful Villa minutes from downtown Sarasota, Benderson, golfing, tennis &more1 / 13
    (2)Excellent
    5.5 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5.4 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Tiny House Margarita - A bright and cheery choice that sleeps 61 / 17
    (3)Excellent
    5.4 miles from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    7.0 miles from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5.4 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    homeaway logo
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    Show Prices
    Amenities & Details
    • Patio
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    5.2 miles from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    homeaway logo
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1
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