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Holiday Apartments and Homes Sarasota, FL

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$81
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$128
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Studio, 1 Bathroom, Sleeps 4
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$151
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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1 Bedroom, 1 Bathroom, Sleeps 4
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About this property
This apartment just keeps getting better! Thank you for the suggestions from my lovely guest! Quaint 2nd floor apartment located on our property, but with private entrance. Located on beautiful one acre lot with lots of oak trees and a serene pond with fish and turtles,Fully furnished, wide screen... View all property information
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5 of 5 stars Reviewed 3 May 2014
This rental was an exceptional place to stay. The owners of the home were wonderful host. They were very gracious to us and their pets were very friendly. The apartment was...
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$88
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1 / 5
1 Bedroom, 1 Bathroom, Sleeps 2
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About this property
Remodeled efficiency apartment in the modern style (by Architect) 50 yds from Sarasota Bay. New Bathroom and Kitchen, cable TV, DVD. Pick your grapefruit and oranges right from your private deck. "What a delightful home you have! We are so appreciative of your hospitality and hope to return for... View all property information
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5 of 5 stars Reviewed 12 August 2014
My husband and I had such a wonderful time staying in this apartment on Sarasota Bay! The apartment is literally a stones throw to the bay which is absolutely breathtaking! It's...
3 of 5 stars Reviewed 31 March 2013
This property is pet-friendly -- a need that limited our options. It is second-story, outside-entrance studio apartment attached to a private residence in an upscale...
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$4,904
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1 / 5
2 Bedrooms, 2 Bathrooms, Sleeps 4
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About this property
Central property, 1st & 2nd floor garden style unit with 2 Bedrooms and 2 Bathrooms. All rental properties are turn-key furnished and include washer & dryer. Internet access, beach access, tennis courts and exercise facilities available, access to two swimming pools. No pets are permitted on the... View all property information
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$433
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1 / 18
3 Bedrooms, 3 Bathrooms, Sleeps 6
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About this property
Christmas Save 15%. $2,720 for the week reduced from $3,200. Sarasota's premier location, St Armand's Key, boasts one of a kind luxury homes. Enjoy the quiet and serenity created by this lush tropical landscaping, tranquil water and the lifestyle afforded by this one story home. The remodel from... View all property information
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5 of 5 stars Reviewed 20 November 2014
We really enjoyed our time in this home. I selected this property based on the location and overall it exceeded our expectations. My husband and I shared the house with my dad...
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$117
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Grill
  • Internet Access
  • Satellite TV
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  • Water Views
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
A 2 bedroom , 2 bathroom house, with an airy feel on account of the lanai that opens onto all rooms. Large original floor to ceiling sliders make for tons of light. The garden is completely fenced in with an added bonus of a virtually private lake -- making this a perfect place to just wile away... View all property information
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$292
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1 / 15
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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About this property
Spend your next holiday within walking distance of Shell Beach, the favorite beach of the locals and a few minute drive to Crescent Beach and the Village. Carry your beach chairs and set up your fishing pole within minutes from this lovely and friendly beach home. Updated kitchen and bathrooms.... View all property information
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$333
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1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • ?
About this property
If you are looking for a luxurious beach house that is a a very short walk to beautiful Siesta Key Beach then you have found it! Enjoy true island living in a beautifully decorated beach house. 2 1/2 short blocks to Siesta Key beach, this Key West style home offers a beautiful open-plan layout.... View all property information
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5 of 5 stars Reviewed 3 January 2013
This beach house exceeded our expectations! The pictures do not do this house justice. Short walk to beach and village. House had pretty much everything we needed, including all...
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From
$409
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1 / 36
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Air Conditioning
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  • Dryer
  • Fireplace
  • Garden
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Elder access
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About this property
Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a nice Lanai, a screened in Pool and a 2 Car Attached Garage. #1 -"Master Bedroom Suite" furnished... View all property information
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4 of 5 stars Reviewed 30 July 2014
Well equipped home in a quiet neighborhood. Plenty of indoor/outdoor seating for entertaining. Recommend updating the kitchen to reflect price of rental. Take GREAT care with...
4 of 5 stars Reviewed 4 December 2013
Home worked great for our large group of 20+ family and friends. We cooked Thanksgiving dinner and had seating for everyone at the three tables. Large screen in area around the...
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From
$467
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1 / 12
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5 Bedrooms, 5 Bathrooms, Sleeps 12
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  • Dryer
  • Fireplace
  • Garden
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
Elegant historic home built in 1918 by Alfred Ringling of the Ringling Circus family as a winter retreat. 4600sq. ft.spacious, with 2 suites on the ground floor, a room referred to as ''the ballroom'', large screened sun room, library/TV room, dining room, and kitchen complete with washer and... View all property information
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4 of 5 stars Reviewed 10 October 2014
The house is wonderful! The age and design is one that is very special. If you enjoy historic and quirky homes, this one's for you.
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From
$58
Per Night
1 / 27
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Internet Access
  • Pool
  • Satellite TV
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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About this property
2BR/2b Ground Floor Condo -Smoke Free, Furnished, Seasonal Vacation Unit (The Crossings) Whether escaping the bitter cold of winter or seeking a great vacation destination, come spend the month in beautiful Sarasota! This beautiful turnkey 2 bedroom/2 bath 1065 sq. ft. ground floor condo is... View all property information
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$169
Per Night
1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Southgate house description We refer to this Florida Home as 'Goldy Lox's West Wing on Bermuda Brook.' This comfortable mid-century Florida home is located central to all things Sarasota. We chose this home for its location and ease of access to beaches, downtown, shopping and restaurants. The... View all property information
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5 of 5 stars Reviewed 13 May 2014
Beautiful home with very comfortable beds and furniture. Out back is a beautiful pool area and canal with banana trees. We were also pleased with how well stocked the home was...
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$187
Per Night
1 / 13
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Air Conditioning
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  • Internet Access
  • Private Pool
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
2 bedroom, 1 bath home with a sunroom/office on a large private property in a highly desirable residential neighborhood in the Indian Beach Sapphire Shores/ Ringling Museum area. Lovely, bright, with an open floor plan and hard wood floors. There is a Queen bed in one bedroom and a Double in the... View all property information
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$234
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Elder access
About this property
Beautiful 2 bedroom/2bath, (3rd bedroom with double-bed available at additional charge), pool home located in the Gulf Gate area near Siesta Key. Located on a quiet cul-de-sac, this horseshoe shaped home surrounds a screened patio with a heated pool and hot tub. The pocket glass sliding doors... View all property information
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$158
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1 / 7
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Studio, 1 Bathroom, Sleeps 2
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  • Internet Access
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  • Water Views
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is a 400 square foot newly renovated unit. 3/4 vaulted ceilings- It offers a queen size bed and a queen pull out sleeper. The bath area has a new shower, toilet and sink. The kitchen area has everything you would need to cook. Cable TV and internet are provided as well. There is also a... View all property information
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$100
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1 / 58
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Internet Access
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  • Shared Outdoor Pool...
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Discount for 3 months or more!!! Walk less than 10 minutes to the white sands of Siesta beach (Gulf of Mexico) just over the bridge, or to many island restaurants, marina and shops where you can rent absolutely anything for your outdoor activities and adventures. Walk to the opposite direction and... View all property information
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$152
Per Night
1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Internet Access
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  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Charming 2 bedroom / 2 bath single floor home in a very quiet neighborhood. Open pool area with outdoor bar area and separate eating area (both under roof) as well as open deck to sun bathe and large BBQ. Pool area is gated and large treed yard is fenced in as well. Washer and dryer.. Interior: 1... View all property information
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5 of 5 stars Reviewed 24 July 2014
The home is absolutely awesome. The location could not be better if you want easy access to the beach, peace and quiet. The owners were great and accommodating. Bring nothing, the...
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$701
Per Night
1 / 6
5 Bedrooms, 6 Bathrooms, Sleeps 12
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  • Air Conditioning
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  • Housekeeping...
  • Internet Access
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
A stunning statement of refinement and comfort, this impeccably-designed, lushly-landscaped estate sits on nearly an acre at the coveted north end of Siesta Key directly on the Gulf of Mexico. Here residential bliss comes to life with spectacular living quarters, exquisite finishes,... View all property information
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From
$50
Per Night
1 / 8
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1 Bedroom, 1 Bathroom, Sleeps 3
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  • Air Conditioning
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  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
1 Bedroom, 1 Bath with Florida Room. Cable TV & Internet Queen Bed with Full Futon in Living Room, fully furnished, Central Heat & Air 1.5 miles to the heart of downtown, Sarasota 5 miles to Lido Beach 6.5 miles to Siesta Key View all property information
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4 of 5 stars Reviewed 13 October 2014
If you're looking for a place that massages your ego or represents the latest decorative flourishes, this is not it. But if your seek space to exhale,, drop your baggage and still...
4 of 5 stars Reviewed 23 July 2014
The house is in quiet neighborhood and the owner couple were very nice and helpful. It is close to super market and good access to major road so it was very convenient to get...
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$280
Per Night
1 / 12
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Paver Park is located a mile from Historic Downtown Sarasota, Florida’s “Crystal City of Light”, and 10 minutes from Siesta Key Beach whose large white powder sandy beaches have been tested by Harvard University and found to be compromised of 99% pure quartz crystal. Our location is on a quiet... View all property information
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5 of 5 stars Reviewed 8 August 2014
This was my first visit to Sarasota and the Lighthouse Retreat. Both were wonderfully relaxing and a much appreciated escape ffrom NYC. The accomodations are so comfortable and...
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$117
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Water Views
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a 2 bedroom 2 bath, 1st floor condo in a gated community with private 18 hole golf course. Amenities include 5 swimming pools, tennis courts, fitness center, clubhouse, and nature trails. Transfer membership privileges allow use of all facilities including clubhouse restaurants and... View all property information
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$159
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Elder access
  • ?
About this property
The house is located West of the Trail on a beautiful corner lot with fruit trees, tall pines and beautiful landscaping. We are 3 blocks from the intracoastal waterway, 1.3 miles to Siesta Key Crescent Beach and 3 miles to Siesta Key Public Beach with their white sand beaches. The house was just... View all property information
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5 of 5 stars Reviewed 13 August 2014
We were a group of 6 that traveled to the sarasota area for a semi vacation and also to seek potentially a place to move to in a year or so. The owners were there to greet us and...
4 of 5 stars Reviewed 2 April 2014
We rented this home for 2 weeks with another couple.Howard and Patty were very helpful with information about the area ie places to eat,golf and cites to visit. The home is very...
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$88
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1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 2
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  • Air Conditioning
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  • Gym
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Set on a lake and preserve, our yoga retreat center features spectacular sunsets, tranquil water views, complimentary breakfast, private yoga and meditation, a heated saltwater pool, outdoor jacuzzi, indoor and outdoor dining areas, indoor and outdoor yoga rooms, and several lounge areas. Beaches,... View all property information
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$200
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1 / 33
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Air Conditioning
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  • Fireplace
  • Garden
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  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Stay any week through December of 2014 and receive a private Sunset Cruise on the owner's 40 Foot Boat! Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the... View all property information
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5 of 5 stars Reviewed 10 May 2014
Myself and Mrs Sportsbags with the 2 toddlers in tow turned up to relax from from the assault on the senses that is Disney, and immediately felt at home. The space is fantastic...
5 of 5 stars Reviewed 20 April 2014
Tiffany, the owner, was extremely welcoming and knowledgeable. Parts of our group arrived on separate days, and she was flexible enough to stop in twice to discuss amenities of...
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From
$292
Per Night
1 / 14
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Our 2000 sq ft beautifully renovated 4 bedroom home features a private pool with patio seating and a new Weber BBQ with cast iron grills. The house has been outfitted with new, transitional solid wood furniture throughout including brand new premium mattresses and pillows in every room. The home... View all property information
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5 of 5 stars Reviewed 4 September 2014
This place was everything we had wished for. Spacious, beautiful decor and clean. The homeowner thought of every detail for the relaxation and entertainment of her tenants. 4...
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$221
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1 / 23
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Air Conditioning
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  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Our full sized two bedroom resort-style condominium units are the perfect place to call home during your stay on Siesta Key in Sarasota, Florida. Located at the edge of Siesta Village and only a short walk to the beach these vacation rentals are close to everything. Leave your car keys at the... View all property information
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5 of 5 stars Reviewed 19 November 2014
We couldn't have been happier with Minorga on the Key. We felt like we were home as soon as we arrived. The two bedroom two bath was just great. Everything one would need was...
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$228
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1 / 28
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2 Bedrooms, 3 Bathrooms, Sleeps 4
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  • Air Conditioning
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  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Desirable Gulf Gate - Large 2 bedroom 3 bathrooms home near Siesta Key Beaches. Tile and laminate wood flooring thruout. Fully equipped- kitchen Stainless Steel Appliances. Gas BBQ Grill. Perfect home for entertaining or just enjoy the scenery and the tranquil view overlooking the large screened in... View all property information
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5 of 5 stars Reviewed 19 October 2014
This property was superb from facilities to location. The heated pool was very private being surrounded by tropical shrubbery and we felt very at ease whilst we lounged about...
5 of 5 stars Reviewed 18 September 2014
We rented in July with friends that stayed in another property owned by Monika. House is beautiful, spacious and VERY clean. Convenient to the beach or stay home and enjoy the...
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$146
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1 / 16
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
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About this property
This 1948 vintage home, with all its french doors, wonderful wood floors and spacious rooms is located right around the corner from siesta key, the heart of sarasota, and great shopping. Airy and spacious, newly renovated and updated with new kitchen and bath and modern appliances (including a... View all property information
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4 of 5 stars Reviewed 23 August 2014
Sorry it took so long to write the review. All I can say is that this home is completely charming and truly a vintage gem. Being a collector, it was right up my alley. Loved...
2 of 5 stars Reviewed 21 March 2014
Not much more than a coffee pot and toaster. I would not call this a well stocked kitchen. Needs more equipment in order to make even a simple breakfast. No outdoor grill. Just a...
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$158
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1 / 20
3 Bedrooms, 3 Bathrooms, Sleeps 7
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  • Air Conditioning
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  • Garden
  • Grill
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  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Please check out our new Virtual-Tour Video of Sweet Mango Manor and visit sweetmangomanor.com to view all our properties! Sweet Mango Manor is an exceptionally well maintained Historically designated 1925 "Airplane Bungalow" with 2,300 sq ft. of living space. Totally rehabilitated in 2000, it... View all property information
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5 of 5 stars Reviewed 12 October 2014
I came for a convention with a colleague and we could not get a room at the convention hotel. A beach hotel or rental was an option, but Sweet Mango Manor was close and...
5 of 5 stars Reviewed 2 October 2014
The Sweet Mango Manor is perfect. Just my husband and I stayed here. When we rented it we thought it would be too big, but we loved the garden and eclectic look of the house...
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$250
Per Night
1 / 18
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Newly renovated and available for your vacation. A live oak canopy gives a tree house feel throughout this charming and centrally located 2 story home on the beautiful Cultural Coast of Florida. Minutes from downtown and each of Lido and Siesta Keys, you can access world class beaches, the heart... View all property information
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5 of 5 stars Reviewed 8 July 2014
Wonderful Week, Wonderful Owners. Kim and Rip are both so wonderful. I have stayed at many, many rental homes over the years and Kim and Rip are by far the best folks to rent...
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$67
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1 / 23
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Studio, 1 Bathroom, Sleeps 2
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  • Air Conditioning
  • Balcony
  • Dryer
  • Garden
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Studio apartment with large deck- Voted Best Outsider Architecture in 2013 by Sarasota Magazine and called the “the most picturesque building in town”. Get inspired at this charming historic downtown Sarasota carriage house. Nestled in the heart of Burns Court, our best neighborhood, this property... View all property information
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1 of 5 stars Reviewed 31 May 2014
Sorry to be the one to give a less than favorable review. The unit was clean, however, the sheets were threadbare and the comforter had seen it's day. I went and bought new...
5 of 5 stars Reviewed 25 May 2014
Nice upstairs apt in a great location. We rented the #1 apartment that is larger then the studio apt. Prefect for the two of us. We rented in the off season for $1500 for the...
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$162
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1 / 18
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,... View all property information
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4 of 5 stars Reviewed 17 July 2014
These holiday villas were set in a lovely peaceful setting. The landscaped gardens and ponds were lovely and well maintained. There is a larger communal pool with jacuzzi which...
5 of 5 stars Reviewed 8 November 2013
We booked this through Trailfinders. It was an excellent base in a quiet off road location. The property was excellently maintained and the staff we dealt with at the rental...
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$42
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1 / 24
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1 Bedroom, 1 Bathroom, Sleeps 2
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  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
It's true what they say... 'good things do come in small packages!' This adorable cottage is located one block east of Tamiami Trail. It is a fully furnished stand-alone home, equipped kitchen, queen bed, private fenced yard with patio just perfect for small pookies (dogs). This unit comes with... View all property information
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$83
Per Night
1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Air Conditioning
  • Balcony
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
1BR with large deck- Voted Best Outsider Architecture in 2013 by Sarasota Magazine and called the “the most picturesque building in town”. Get inspired at this charming historic downtown Sarasota carriage house. Nestled in the heart of Burns Court, our best neighborhood, this property is just steps... View all property information
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From
$123
Per Night
1 / 15
Studio, 1 Bathroom, Sleeps 2
Booking
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
We are the best kept secret in town being near enough to the Beach with a very cozy self contained detached guest house. Tropical setting on a private dead end street just a 15 minute stroll to the Gulf of Mexico & Siesta KEY Beach..voted #1 for 2011 beach in the World. We want you to know we will... View all property information
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5 of 5 stars Reviewed 3 November 2014
I stayed with my partner and our 2 dogs for 4 nights in october at this wonderful place. I also want to mention that I live in Florida and have seen a lot of dog beaches and...
5 of 5 stars Reviewed 15 October 2014
As recent retirees, my spouse and I are considering a move to Florida to avoid the winter weather in Virginia and are visiting different areas in Florida to get an idea of...
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From
$315
Per Night
1 / 41
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3 Bedrooms, 4 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Three bedroom town home sits on Siesta Key beach. The exclusive Blue Beach House looks directly on Siesta Key's incredible white sugar sand beach! Most rooms have views of the Beach and Gulf. The top loft level has a balcony off the bedroom with a sun deck. All three bedrooms have full bathes... View all property information
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From
$146
Per Night
1 / 22
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Affordable rental for Downtown Sarasota near all area Beaches, Marinas, Golf courses, YMCA and Sarasota Bayfront. This Charming Florida style home has been totally updated and stylishly furnished with HI speed internet, washer and dryer, wood floors, granite, and large TV. The living space is open... View all property information
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5 of 5 stars Reviewed 17 November 2014
Wonderful, gracious hosts and a charming cottage walking distance to shops and restaurants! This was a perfect location and set up for a fantastic reunion/weekend getaway. Our...
5 of 5 stars Reviewed 17 November 2014
This house was perfect for our stay. The updates are even nicer than the photos, with every amenity we could have desired. The backyard is a lush tropical garden (loved the tiki...
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From
$107
Per Night
1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
Enjoy your Sarasota, FL vacation in nicely decorated 2 bedroom 2 bath courtyard villa with private pool located in popular Glen Oaks Manor Community. The villa is situated at the quiet end of the cul-de-sac, super location, minutes from downtown Sarasota, beaches, University Mall, I-75.... View all property information
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From
$105
Per Night
1 / 12
1 Bedroom, 1 Bathroom, Sleeps 4
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  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
****Take a look at my website www.longboatbeach.com *** This condo is the perfect getaway from the bustle and noise of everyday life. No need to stay in crowded and boring hotels. Relax and enjoy in comfort, a clean, beautiful, and updated condo on the gulf/beach side of world famous Siesta... View all property information
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5 of 5 stars Reviewed 11 August 2014
Nice apartment with good location. Everything was as it was described. No problems. The private beach is nice only 3 min walk, it is not too crowded only a few ppl are there.
5 of 5 stars Reviewed 29 April 2014
Great place and great location. The apartment was clean, the staff helpful and friendly and the location was ideal. Just one block from beautiful Crescent beach on Siesta Key.
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From
$187
Per Night
1 / 19
3 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Dishwasher
  • Garden
  • Grill
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Perfect Getaway. Would you like to get away for a little while. Go to some place affordable where you can just relax. Well this is your place. Sarasota Florida. Here is where you will find one of the most beautiful beaches in the world, thousands of restaurants, stores, tourist... View all property information
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5 of 5 stars Reviewed 6 May 2014
Just perfect, almost nothing else to say, the house is great, the swimming pool and the barbecue place are protect from mosquito, the yard is very cute and the owner are very nice...
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From
$263
Per Night
1 / 19
2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
This two bedroom unit is located in the quaint complex "The Sea Spray Resort" just steps from the beach and a short 3 block stroll to the Village. Upscale but affordable, this upgraded unit boasts granite counter-tops, stainless steel appliances, wood cabinets, modern tropical furniture and always... View all property information
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5 of 5 stars Reviewed 29 June 2012
You couldn't get much closer to the Gulf of Mexico! We walked out the door, crossed the road (not a major highway), and we were on the sand. It was beautiful. We had the two...
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From
$204
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1 / 4
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Air Conditioning
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  • Dryer
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Our Location is OUR Name. IN the Village of Siesta Key, walk to everything the Village has to offer and the beach is only a block and a half away. Heated pool, gas grill. Fully furnished one bedroom apartment with full kitchen. Large separate bedroom with king size bed. Cable TV/On Demand/WIFi... View all property information
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4 of 5 stars Reviewed 13 May 2014
Located almost directly behind Gilligan's. So convenient to walk to anywhere in the village. Since wagons are provided along with chairs, umbrellas, towels, and cooler, the walk...
5 of 5 stars Reviewed 24 March 2013
Stop looking - you've found your vacation spot! Siesta Key is lovely and this spot is as close to perfect as there is! We parked our car and walked for the rest of the week...
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$70
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1 / 13
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • Sauna
  • Shared Outdoor Pool...
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Enjoy Gulf of Mexico view from 3rd floor at Siesta's Key's Peppertree Bay bayside. The 2 bedroom 2 bath fully furnished and equipped condominium unit comes with a parking spot on the ground floor of the building where elevator access is provided. The unit (floor plan (website: hidden) ) is... View all property information
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$239
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Housekeeping...
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Serenity, peacefulness, comfortable sophistication, in short: PARADISE! This is how Gumbo Limbo’s distinguished local, domestic and international guests have been referring to their stay at this beautiful and relaxing Vacation Rental on Siesta Key, Florida. Surrounded by lush vegetation, all year... View all property information
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4 of 5 stars Reviewed 9 May 2014
Great location only across the street from the beach and a short 1 mile walk to the village to shop or eat. Decorations were very tropical and unit was clean and well maintained...
5 of 5 stars Reviewed 5 May 2014
We stayed at one of the 2-bedroom properties downstairs and the location was ideal. It's just across the quiet part of the beach. We're a family of 5 and the space was adequate...
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$83
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1 / 7
1 Bedroom, 1 Bathroom, Sleeps 3
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  • Air Conditioning
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  • Dryer
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Brand new luxurious furnishings in this cozy 1 bed condo, a short drive from Siesta Key ( 5-6 miles). Across the road from a Publix supermarket, Chase bank and numerous shops and local restaurants in the vicinity --many within walking distance. The condo has a pool and a gym for guests use and... View all property information
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4 of 5 stars Reviewed 18 September 2014
The condo was clean and there was enough room for my family. It was close to the beach and lots to do in the area. Not enough towels but I left some I had for the next tenant...
5 of 5 stars Reviewed 13 June 2014
My fiancée and I stayed here during our baby moon. The condo was very nice, clean and neat. We absolutely loved that it had everything we needed during our stay as well. From...
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$344
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1 / 32
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Just a stones throw away from world famous Siesta Key Public Beach. Daily, weekly, monthly and annual rentals. A beautiful high quality duplex with tropical tropical landscape design. A sensational heated black bottom lagoon style pool with rocky mountain quartzite deck, and a rock waterfall.... View all property information
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5 of 5 stars Reviewed 31 March 2014
Six of us, ages 7-70, stayed in the Royal Palm Suite, #662 of Gumbo Limbo for 1 week during Spring break. The house is clean, comfortable, has lots of space and views of the...
5 of 5 stars Reviewed 10 September 2013
The house was nice and clean. The Air conditioner unit worked superbly. The weather was crisp and the water calm. We got to see manta rays, dolphins, and manatees in the...
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$134
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Private Beach
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Step out the back door of your ground floor apartment and in seconds you're standing on a boating and fishing dock, surrounded by lush tropical foliage. This breathtakingly beautiful two bedroom, 1½ bath unit is located in Midnight Cove, one of the best complexes on Siesta Key. Since Midnight Cove... View all property information
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5 of 5 stars Reviewed 19 October 2014
This is the second time we have stayed here. Both times have been great experiences. Very nice and clean condo with all the amenities. Lionel is always very friendly and helpful...
5 of 5 stars Reviewed 2 August 2014
The condo was beautifully furnished, everything provided from kitchen utensils, wi-fi, DVD player, CD player, beach towels and even beach toys. Owners Lionel and Sally personally...
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$117
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Elder access
  • ?
About this property
Beautiful 2 BR 2 BA first floor Condo - walk to Siesta Key Beach Turnkey furnished 2 Bedroom 2 Bath plus Screened Lanai. The Castel Del Mare Condo is on the Intracoastal waterway on Stickney Point Road next to the South Bridge to Siesta Key. Avoid the draw-bridge traffic and parking problems!!... View all property information
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Sarasota Vacation Rentals

Encompassing some of the state’s most impressive cultural attractions, world-class beaches and a slew of eco-tourism activities, Sarasota and its surrounding islands, is the perfect destination to unwind in style. If you want to luxuriate in style, you should consider a vacation rental. From roomy, beachside homes to sophisticated high-rise condos, quaint cottages and classy villas and town homes, the selection in the Sarasota area is appealing to a range of tastes and desires. Amenities like fully equipped kitchens and spacious indoor and outdoor dining areas make vacation rentals perfect for families seeking to prepare their own meals and save money.

Sarasota attractions and activities

You’ll have access to one of the world’s great beaches. Siesta Key Beach, which was included in Dr. Beaches’ Top 10 “Best Beaches in America” in 2007 & 2008, is a don’t miss experience. While beach activities like parasailing, snorkeling and sailing are popular pastimes, away from the sands, cultural attractions are big draws in Sarasota. A great family outing is the John and Mable Ringling Estate, a Venetian-inspired mansion along Sarasota Bay featuring an art museum, circus museum, a Circus Ring of Fame and the Flying Trapeze and The Flying Fantasy Circus. When it’s time to shop and dine, head to St. Armands Circle on Lido Key, a classy area with a European charm featuring bistros with outdoor dining and a plethora of boutiques, art galleries, specialty shops and restaurants. Popular outdoor activities in the Sarasota area include kayaking at Myakka River State Park, playing golf at top-notch layouts like the Arnold Palmer designed Legacy Golf Club at Lakewood Ranch and the Scottish links-style Tatum Ridge Golf Links and hiking the newly opened Legacy Trail, which stretches more than 12 miles from Sarasota to Venice.

Family vacation rentals in Sarasota

From beachfront bungalows to golf course villas and everything in between, the Sarasota area has vacation rentals in a variety of settings. Sarasota is a great destination for kids. It boasts attractions like the Mote Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. After a long day of sunbathing, shopping, playing golf or visiting attractions, you can return to a vacation rental that gives your family room to spread out instead of a cramped, mundane hotel room.

Saving money on Sarasota vacation rentals

We have a long list of money saving vacation rental options. Regardless of your price range and budget, we have special deals and discounts on all types of properties in different settings in the Sarasota area.