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Pet Friendly Rentals in Siesta Key, FL

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$217
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1 / 42
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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$109
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1 / 41
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1 Bedroom, 9 Bathrooms, Sleeps 4
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$185
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1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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$135
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1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • TV
  • Stereo System
  • Washer
  • Refrigerator
  • Microwave
  • Grill
  • Stove
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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5 of 5 stars Reviewed April 14, 2014
Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
5 of 5 stars Reviewed January 13, 2014
My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
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$1,050
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Patio
  • Fireplace
  • Stove
  • Dryer
  • Garage
  • DVD Player
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
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5 of 5 stars Reviewed June 15, 2014
We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
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$240
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1 / 23
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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From
$170
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1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Microwave
  • Stove
  • Washer
  • Refrigerator
  • Grill
  • DVD Player
  • TV
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Ringling Beach House - A Siesta Key Suites Property offers JUST UPDATED accommodations - Brand New Carpet, Tile, Paint, Bedding, flat screen televisions, and Decor! Stay here and Walk to EVERYTHING - Nestled just steps from Siesta Beach, across from beach access number 9 and three blocks to... View all property information
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5 of 5 stars Reviewed December 9, 2014
Spent a long weekend in the 529 room with my husband and my daughters family. The room was excellent and had a ton of space for the 5 of us. Everything was there- bath towels...
3 of 5 stars Reviewed July 12, 2013
place was fair...they charge extra for clean bath towels and charge $75 to clean after you leave!!??
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From
$597
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1 / 25
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2 Bedrooms, 1 Bathroom, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Ceiling Fans
  • TV
  • Stove
  • Washer
  • Parking
  • DVD Player
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled 2 bedroom 1 bath house in Sarasota available for weekly and monthly rent. Located only a short distance from Siesta Key, with their #1 rated beaches in America, and fantastic downtown Sarasota. This unit allows pets, so bring the whole family for a vacation in Sarasota. Within close... View all property information
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5 of 5 stars Reviewed May 18, 2014
This was a perfect place for my sisters and myself. Total of six women. It was clean and in a quite neighborhood but close to some very good dinning and attractions. Siesta beach...
4 of 5 stars Reviewed June 30, 2013
Comfortable, convenient, affordable. Seems like a great value for the area. Enjoyed my week and would absolutely stay again. Didn’t realize how handy this location would be, it...
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From
$180
Per Night
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Dishwasher
  • Washer
  • Parking
  • Stove
  • Patio
  • Refrigerator
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Spacious house with 2 large en-suite bedrooms with balconies, split over two levels with separate access available to each level. Separate living room, dining room, a fully equipped kitchen complete this Old Florida Style getaway. Facilities include laundry room, satellite TVs in lounge area and... View all property information
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From
$250
Per Night
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1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • TV
  • Grill
  • Dryer
  • Patio
  • DVD Player
  • Dishwasher
  • VCR
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Charming 3 BR 2 Bathroom Beach house in Siesta Florida, Cable TV in each room, High speed internet Wifi, heated swimming Pool. Visit website: www.vacationinflorida123.com View all property information
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From
$119
Per Night
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1 / 23
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (8) Make Inquiry
Amenities & Details
  • Parking
  • Patio
  • Microwave
  • Grill
  • Ceiling Fans
  • TV
  • Refrigerator
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Banana Bay Club Resorts offers vacation rentals on Siesta Key off the coast of sunny and beautiful Sarasota, Florida! 13 Villas only a 2 minute walk from the beach! Studios up to 4BR's! We rent daily, weekly or monthly and there is no minimum stay, except for weekends, holidays and springtime... View all property information
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1 of 5 stars Reviewed July 27, 2013
Looking for a relaxing time with my husband close to the beach. The property was close proximity to the beach. We like to vacation in nice places, and am willing to pay for theses...
3 of 5 stars Reviewed July 1, 2013
We enjoyed our week long 7day stay. Crescent Beach is close, but not as nice as Siesta Beach. We stayed in Villa #4. The towel rack in the bathroom needed repair (kept falling...
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From
$295
Per Night
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1 / 6
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Microwave
  • Dishwasher
  • VCR
  • Ceiling Fans
  • Refrigerator
  • DVD Player
  • Stove
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks.... View all property information
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4 of 5 stars Reviewed September 25, 2014
This was our second stay at Sand Box and we have booked for April 2015. All staff were very friendly and went out of their way to make us feel at home. Property was very clean and...
1 of 5 stars Reviewed January 2, 2012
The staff are unprofessional and extremely rude. We travel all the time and have never been treated so horribly. I would not suggest staying at this place. Also, the dogs are...
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From
$295
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1 / 6
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Dishwasher
  • Patio
  • Grill
  • Stove
  • TV
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
2+ Bedroom Near Beach Suite The Master bedroom has a King Bed and Glamorous Bath. Second Bedroom has a Queen Bed and a private bath. The Den has a pullout Queen sofa sleeper. Fully equipped Cottage style kitchen with corian countertops. Washer dryer WIFI.Private tropical back patio/pool has... View all property information
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From
$295
Per Night
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1 / 7
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Stove
  • Garage
  • Parking
  • DVD Player
  • Washer
  • Dishwasher
  • Grill
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Privacy, Luxury, 99 steps to the beach. The Master bedroom has a KIng Bed and Glamorous Bath. Second Bedroom has a queen bed and a private bath. The Den has a pullout queen sofa sleeper. Fully equipped Gourmet style kitchen with granite countertops and stainless steel appliances. Washer Dryer,... View all property information
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From
$485
Per Night
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1 / 7
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Microwave
  • Parking
  • Stove
  • Grill
  • DVD Player
  • Patio
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Newly remodeled with a tiled Kitchen & Bath and new furnishings. -Two King Beds -Two Full Baths -CATV in All Bedrooms -Granite Countertops -Fully Equipped Kitchen -Stainless Appliances -Two Twin Beds -Private Patio -Pullout Sleeper -Laundry in Unit -VCR/DVD -Gas Grill NOTE: PLEASE... View all property information
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From
$185
Per Night
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1 / 1
Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Patio
  • Refrigerator
  • Stove
  • Washer
  • Microwave
  • VCR
  • DVD Player
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled -Queen Murphy Bed -Convenience Kitchen -Laundry Facilities on site -Patio / Grill -VCR/DVD -WiFi -Microwave NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to see more photos and descriptions:... View all property information
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From
$340
Per Night
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1 / 5
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Stove
  • Washer
  • Patio
  • Microwave
  • Dryer
  • VCR
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Newly remodeled with a tiled Kitchen & Bath and new furnishings. -TWO Full Baths -King Bed -Queen Bed -Pullout Queen Sleeper -Fully Equipped Kitchen -VCR/DVD -CATV -WiFi -Dishwasher/Micro -Patio/Gas Grills- -Laundry Facilities on site NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do... View all property information
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From
$400
Per Night
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1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (23) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Washer
  • Stove
  • Dryer
  • Patio
  • Parking
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Our Top Location, Gertrude's Village House! Named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled between the best beaches, shopping and... View all property information
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4 of 5 stars Reviewed November 3, 2014
The location was perfect being so close to the village which had everything; restaurants and shopping. No pet fees - another plus. Everything was great except the bathrooms and...
4 of 5 stars Reviewed September 2, 2014
This is probably more of a 4.5 star review, but I rounded down on this one. If you’re looking for an ideal spot in Siesta Key for your small group of friends or family...
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$240
Per Night
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1 / 14
Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Hot Tub
  • Linens Provided
  • Stove
  • Parking
  • Microwave
  • TV
  • Patio
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our favorite location on Siesta Key, The Siesta Key Village Studio, an accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your beach, appropriately named “Sunset... View all property information
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4 of 5 stars Reviewed December 26, 2013
We stayed at this little villa for 4 nights during our 1st Anniversary vacation. It's in an ideal spot right between the beach and the local restaurants. Absolutely perfect room...
4 of 5 stars Reviewed September 26, 2013
The location of The Studio can't be beat. One block over from a relaxed area of restaurants bars and shops and easy walking to the beach. A little bit of noise from The Oyster...
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From
$295
Per Night
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1 / 15
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Washer
  • Safe
  • Microwave
  • Dryer
  • Dishwasher
  • Patio
  • Stove
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy the beach view from the Beach Tree or Beach View Suite located in beautiful Siesta Key Village in Sarasota, Florida. Lounge in a hammock under sweeping coconut trees and listen to the peaceful sounds of the ocean, the Gulf of Mexico and dream away looking into the blue Florida sky. The... View all property information
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5 of 5 stars Reviewed June 14, 2012
Take lots and lots of water and apply sunblock very often
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From
$1,250
Per Week
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1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (24) Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Parking
  • DVD Player
  • Washer
  • TV
  • Dryer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
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5 of 5 stars Reviewed July 21, 2014
My family's vacation at Siesta Key was wonderful at this residence. It was well appointed with everything you would need for a great vacation. The location was perfect, just close...
5 of 5 stars Reviewed June 24, 2014
What of a gem this home is. Home away from home ...I couldn't ask for a better stay. Everything was exactly as described ... but better. The pictures don't even do this beach...
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From
$442
Per Night
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1 / 29
4 Bedrooms, 4 Bathrooms, Sleeps 14
Details Reviews (11) Make Inquiry
Amenities & Details
  • Patio
  • Fireplace
  • Stove
  • Dryer
  • TV
  • Parking
  • Dishwasher
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one half mile from the village. Features... View all property information
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5 of 5 stars Reviewed January 16, 2015
Spent last week there with my spouse, my 2 brothers and their wives. House had everything we needed. It is well cared-for. I especially liked the fact that we could walk to the...
5 of 5 stars Reviewed January 11, 2015
Family members from Indiana, Massachusetts, Virginia and Florida got together for an amazing week in Siesta key. The Palm Island House was perfect for 12 of us. We had friends...
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From
$400
Per Night
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1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (13) Make Inquiry
Amenities & Details
  • Microwave
  • Garage
  • Refrigerator
  • Ceiling Fans
  • Dishwasher
  • Grill
  • Air Conditioning
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Casa Van Lopik (c), our canal facing suite, is a large 3BR home perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches... View all property information
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5 of 5 stars Reviewed October 7, 2014
This beautiful beach rental was perfect for ten friends for a wedding weekend! You can walk to all the restaurants which was a plus! Daniel with Gertrude rentals was incredibly...
4 of 5 stars Reviewed June 24, 2014
If you want family-size space, easy and walkable proximity to the beach, and restaurants right around the corner, this is a great choice!
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From
$220
Per Night
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (12) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Microwave
  • Refrigerator
  • Stove
  • Patio
  • Garage
  • TV
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches were most... View all property information
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5 of 5 stars Reviewed October 1, 2014
Daniel was amazing! Great service. The house is amazing! Very clean, we were a group of 7, and the house is pretty big! Walking distance to the beach, groceries stores and...
5 of 5 stars Reviewed August 12, 2014
Stayed with 9 of my friends. The home is very comfortable and stocked with all the essentials. The home is also very clean. I was very happy with the service. Although a couple of...
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From
$260
Per Night
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1 / 15
2 Bedrooms, 1 Bathroom, Sleeps 8
Booking
Details Reviews (19) Make Inquiry
Amenities & Details
  • Microwave
  • Ceiling Fans
  • TV
  • Grill
  • Refrigerator
  • Patio
  • Dishwasher
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is... View all property information
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5 of 5 stars Reviewed December 11, 2014
I made last minute plans to leave the northeast for some sunshine on my birthday and landed at the Old Man & The Sea. There I found the ideal combination of peace and quiet with...
5 of 5 stars Reviewed November 12, 2014
Great place for the money,can't go wrong with this one.very close to the water,very nice neighborhood, close to restaurants
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From
$280
Per Night
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1 / 18
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Microwave
  • Parking
  • Grill
  • Refrigerator
  • Air Conditioning
  • Patio
  • Ceiling Fans
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located just one marlin’s length (5 steps) from... View all property information
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5 of 5 stars Reviewed December 4, 2014
Loved being here. It is so quiet and so close to the beach. Just follow the path and cross the street and you are on the beach. Everything you need is there waiting for you. Shops...
4 of 5 stars Reviewed June 25, 2014
The rental is small, we had two units for four of us (my mother, myself and two teenage girls), but it's perfect for just two people. The location is perfect and the other guest...
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From
$195
Per Night
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1 / 1
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • TV
  • Patio
  • Stove
  • Microwave
  • Hot Tub
  • Parking
  • Washer
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida. Pink Mango Patio Cottage are surrounded by Bougainvilleas, Passion fruits and coconut palms, located in beautiful Key West style... View all property information
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From
$172
Per Night
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1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (7) Make Inquiry
Amenities & Details
  • Stove
  • Stereo System
  • Refrigerator
  • Dryer
  • Washer
  • Patio
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Plenty of room for all of your family and friends! This beautiful Siesta Key home was redone and upgraded throughout in July, 2011, and the folks who have stayed there have loved it! New wood floors, new furniture, new beds, new TV's, new linens, new towels, new kitchen items, new patio... View all property information
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5 of 5 stars Reviewed July 23, 2014
Great house with many extras. Pool was clean and was solar heated to perfection. Pulled right into our private garage situated in a nice neighborhood. Enjoyed the bedroom set up...
5 of 5 stars Reviewed August 10, 2013
We stayed in the house for a week. This is an amazing house in a great location. Management company was awesome. Communication was easy and response to questions or concerns were...
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From
$150
Per Night
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1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Washer
  • TV
  • DVD Player
  • Patio
  • Dryer
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor... View all property information
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From
$1,000
Per Week
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1 / 20
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Stereo System
  • Hot Tub
  • Dishwasher
  • Microwave
  • Refrigerator
  • Patio
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic... View all property information
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From
$875
Per Week
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1 / 11
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • VCR
  • Patio
  • Refrigerator
  • Ceiling Fans
  • Dishwasher
  • Stereo System
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home... View all property information
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From
$1,500
Per Week
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1 / 40
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Ceiling Fans
  • Dishwasher
  • Grill
  • DVD Player
  • TV
  • Stereo System
  • Refrigerator
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor plan. Enter the home through the double French doors and down the foyer into the heart of the home; the open family room, living room w/... View all property information
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From
$130
Per Night
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1 / 16
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Microwave
  • Fax
  • TV
  • Washer
  • Parking
  • Ceiling Fans
  • Air Conditioning
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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From
$200
Per Night
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1 / 25
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Stove
  • Refrigerator
  • Dishwasher
  • Microwave
  • Dryer
  • Ceiling Fans
  • Hot Tub
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
3 bed on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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4 of 5 stars Reviewed April 7, 2014
There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out...
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From
$99
Per Night
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1 / 18
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Dryer
  • Air Conditioning
  • Refrigerator
  • Grill
  • Stove
  • Hot Tub
  • Microwave
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450sqFt of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and great... View all property information
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From
$3,500
Per Month
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1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Garage
  • Microwave
  • Parking
  • TV
  • Dishwasher
  • Hot Tub
  • Stove
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Tropical Retreat is a fabulous waterfront home in the middle of Siesta Key Village on “Boating Water.” You can walk to the beach, shops, boutiques, casual and 5 star dining. After a long day at the beach, enjoy the quiet confines of this beautifully updated home with HD TV's in all the bedrooms,... View all property information
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From
$115
Per Night
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1 / 6
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy the relaxed Siesta Key lifestyle at this comfortable 2 bedroom duplex on the beach side, just steps to award winning Siesta Key Beach. Experience swimming in the Gulf or at the beautiful community pool and then enjoy snorkeling at nearby Point of Rocks Enjoy a quieter area of Siesta Key,... View all property information
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From
$150
Per Night
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1 / 13
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Refrigerator
  • Patio
  • Dryer
  • Satellite TV
  • Ceiling Fans
  • Internet Access
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Please call David Butler before you send money to be sure you are not getting scammed, we do not accept wire transfers. This one bedroom is a large 700 sq. ft. condominium unit in a three unit building. There are two one bedroom units available and a two bedroom unit. You can add to your group... View all property information
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From
$329
Per Night
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1 / 47
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Patio
  • Garage
  • Linens Provided
  • # Of Bathrooms
  • Private Outdoor...
  • Porch
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Oh what a great feeling you get when you are looking out over the pool to the relaxing waters of the Grand Canal. This home is special with 180ft. of canal wrapping the back of the home so you get to enjoy the views from three bedrooms, the kitchen, living and two dinning areas. Open all the... View all property information
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From
$295
Per Night
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1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Air Conditioning
  • Ceiling Fans
  • Deck
  • Washer
  • Stove
  • Satellite TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This second floor unit is in a deluxe triplex building that was just fully remodeled to near new condition throughout. It will accommodate 6 people, but you can add one or two of the large one bedroom units in the building if you have additional guests or family coming, they sleep 4 each. The place... View all property information
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From
$450
Per Night
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1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Stove
  • Refrigerator
  • Parking
  • DVD Player
  • Air Conditioning
  • Dishwasher
  • Microwave
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Quality rental, tastefully furnished and nice open entertaining plan. New swimming pool to be installed April 17th to May 22nd, 2015. This home is located in a excellent location, very near Siesta Key Public Beach. It is convenient to Siesta Key Village, about 4 blocks and is only a half of a... View all property information
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From
$395
Per Night
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1 / 51
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Parking
  • Patio
  • Stove
  • Refrigerator
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Caution: I do not ask for wire money transfers so if someone asks you to wire money, then it is fraudulent. It is best to contact me directly at some point to get to know me so that you can ask questions and feel comfortable that you are renting from a reputable individual and not being scammed.... View all property information
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From
$395
Per Night
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1 / 10
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Parking
  • Washer
  • DVD Player
  • Garage
  • Grill
  • Dryer
  • Refrigerator
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This is one of the nicest rental properties that you will find on Siesta Key! It has views that are to die for of the bay looking east, south and north to Downtown skyline plus it has some Gulf of Mexico views looking west. All rooms in the house have something special to admire and enjoy. There... View all property information
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From
$350
Per Night
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1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Microwave
  • Stove
  • Refrigerator
  • Parking
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one block to SIESTA KEY VILLAGE! Our gorgeous three bedroom two bath beach-house is a one-of-a-kind private home with amazing water views from the private patio, (grilling on the patio: awesome!)... View all property information
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5 of 5 stars Reviewed January 4, 2015
My family and I had a wonderful week of beach front living with home away from home amenities. Quiet area of the island but close to all the excitement! Highly recommend this...
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From
$125
Per Night
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1 / 22
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • Patio
  • Ceiling Fans
  • Microwave
  • Dryer
  • Stereo System
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer this location is sure to please. Our newly Remodeled Siesta Key Ground Floor Apartment is in the heart of the Village of Siesta Key. This apartment is well appointed and... View all property information
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5 of 5 stars Reviewed November 8, 2014
1st time to siesta key. Don't think I could have picked a better place to stay. Very nice. Clean. Perfect for couples.
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From
$229
Per Night
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1 / 8
3 Bedrooms, 4 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Stove
  • Patio
  • Parking
  • Garage
  • DVD Player
  • Dryer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Tiffany Sands is a group of 9 townhouses directly on Crescent Beach. Our beach house is a stand alone unit(unattached). We have full gulf views with 2 decks facing the Gulf of Mexico. It is a spacious 1,800 sq. ft. and newly decorated with a fully appointed kitchen, plus 3 1/2 baths and a 1 car... View all property information
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From
$150
Per Night
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Washer
  • DVD Player
  • Stereo System
  • Parking
  • Refrigerator
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Two 2 BR / 2 bath beautifully furnished units with fully equipped kitchens, cable TV, WiFi, and washer/dryer. Relax by the pool, stroll to shopping and dining in the Village, or enjoy an afternoon at Siesta Beach only a short stroll away! Pets welcome. Beds: 1 Queen Bed, 2 Twin Beds View all property information
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Siesta Key Vacation Rentals

Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

Lions, Tigers & Circuses

When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

Gardens & Aquariums

Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

Locomotives & Science

Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

History & Baseball

From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.