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Vacation Rentals in Siesta Key, FL

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All 236 Rentals in Siesta Key
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From
$140
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details Reviews (1) Make Inquiry
From
$57
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
12 photos Details Reviews (2) Make Inquiry
From
$93
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
14 photos Details Reviews (5) Make Inquiry
Also consider
1 Min to Siesta Beach, Gulf Views
3 Bedrooms, sleeps 6
$425 - $450 / night
Luxury Siesta Key Vacation Rental W/ Beach Access
4 Bedrooms, sleeps 10
$172 - $499 / night
Siesta Key #1 BEACH in USA, Superb Sunsets, Pool
2 Bedrooms, sleeps 6
$134 - $190 / night
Fabulous Condo in Front of Siesta  Public Beach!
2 Bedrooms, sleeps 6
$122 - $184 / night
From
$100
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
22 photos Details Reviews (3) Make Inquiry
4 of 5 stars Reviewed August 23, 2014
Perfect for getting together with family, walks on the beach and dolphin viewing on the inland waterway. Best of both worlds. The owner was readily available for any problems and...
5 of 5 stars Reviewed May 28, 2014
We had an awesome time at this vacation rental. Elvis, the owner, was very accommodating and catered to our specific needs. The condo was very clean and a nice size, with a...
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From
$115
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
14 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed August 23, 2014
We enjoyed the cleanliness and excellent location of our cute villa. We were so happy to have everything we would ever need provided to us since we did some cooking there. Had...
5 of 5 stars Reviewed May 30, 2014
Martin & Victoria, My boyfriend and I stayed at your unit for one week after having read about beautiful Siesta Key! Well, Siesta Key was definitely a pleasure, the beach was...
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From
$917
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
12 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed May 10, 2014
My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
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From
$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
16 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed August 10, 2014
The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with...
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From
$82
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (11) Make Inquiry
4 of 5 stars Reviewed August 7, 2014
We had very nice stay at Michel. Before our arrival we got all the instructions - where to pick up the keys, password to internet, etc so we didn't have any obstacles upon our...
5 of 5 stars Reviewed April 27, 2014
We stayed here for 2 weeks in April 2014. We really enjoyed our holiday. The condo was very clean and spacious. There was WiFi, cable TV, and everything you needed for the beach...
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From
$100
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
22 photos Details Reviews (29) Make Inquiry
5 of 5 stars Reviewed June 27, 2014
We greatly enjoyed our stay at Ebb Tide. Very cute villa with a beautiful garden patio. Villa # 1 was quiet even though it was next to the laundry room and the road - never...
5 of 5 stars Reviewed June 18, 2014
We stayed in Villa # 1 for a weekend getaway. This was the first time we have been to Siesta Key. Sue had everything we needed, bed was so comfortable, and place was spotless. The...
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From
$66
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
25 photos Details Reviews (2) Make Inquiry
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
$150
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
17 photos Details Reviews (3) Make Inquiry
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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From
$135
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
25 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed August 6, 2014
My Husband and I have stayed in this Condo several times. We come back year after year because it is a beautiful condo, clean, comfortable, and the location is perfect. It's...
5 of 5 stars Reviewed August 1, 2014
Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps...
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From
$150
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
17 photos Details Reviews (2) Make Inquiry
From
$100
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
26 photos Details Reviews (20) Make Inquiry
5 of 5 stars Reviewed June 24, 2014
Ebb tide villa #3 has the feel of home when we come to siesta key Sue is so nice to us when we arrive and when we depart. The place is spotless we have the best time on the...
5 of 5 stars Reviewed October 7, 2012
We just came home from our trip to Siesta Key. What a beautiful place. Ebb Tide was so quiet, relaxing and private. If you are looking to get away from stress then come here and...
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From
$217
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
42 photos Details Reviews (22) Make Inquiry
5 of 5 stars Reviewed August 16, 2014
One of the things that I loved about this home was how clean it was. When you travel with your family, you want it to be fun and relaxing, but you also want your family to stay...
5 of 5 stars Reviewed May 27, 2014
My family & I stayed here for a week-5 adults & 5 children..it was wonderful! Be careful of the stairs I think they're a little higher than most & 3 of us tripped. So once we got...
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From
$400
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
15 photos Details Reviews (1) Make Inquiry
3 of 5 stars Reviewed May 29, 2014
This home is not for anyone who has trouble with stairs. While main floor is nice, stove and window coverings are in poor shape. Vertical blinds in bedroom are missing lots of...
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From
$138
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
28 photos Details Make Inquiry
From
$243
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
40 photos Details Make Inquiry
From
$109
Per Night
1 Bedroom, 9 Bathrooms, Sleeps 34
17 photos Details Make Inquiry
From
$214
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
25 photos Details Make Inquiry
From
$96
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
27 photos Details Make Inquiry
From
$117
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
23 photos Details Make Inquiry
From
$120
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
32 photos Details Make Inquiry
From
$699
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Make Inquiry
From
$1,150
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
24 photos Details Make Inquiry
From
$87
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
17 photos Details Make Inquiry
From
$170
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
21 photos Details Reviews (8) Make Inquiry
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!!??
5 of 5 stars Reviewed June 13, 2013
Just returned from a 2 week stay in The Lion suite at The Ringling and it was everything we hoped it would be. Clean, cute and comfortable, well equipped, close to the beach...
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From
$175
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
33 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed July 15, 2013
The house was super clean and with everything we needed to spend a week. It is fully equipped with all the appliances and more...We had plenty of room for 4 adults and a child...
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From
$96
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
16 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed July 18, 2014
great place, clean and excellent location. dereck was extremely helpful. will stay again. the room is a one bedroom so a little limited in space but i enjoyed it. the outdoor area...
3 of 5 stars Reviewed July 13, 2014
The room was nice, clean, had everything you needed. The beach was farther than 150 yards. Room was quiet until a couple with kids came, you could hear everything. If you don't...
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From
$150
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
26 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed August 26, 2014
Our stay was from Aug 16th to 23rd with our 3 teens and 2 of their friends. We were thrilled to open the front door and discover a lovely and comfortable home! Very spacious...
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From
$107
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
35 photos Details Reviews (2) Make Inquiry
From
$200
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
Bookings
13 photos Details Make Inquiry
From
$160
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed August 15, 2014
My family and I stayed at Fishermans Cove unit 102 from August 1-13. We found the pictures and description of the condo online to be accurate. The condo included many amenities...
5 of 5 stars Reviewed June 24, 2014
My wife, grown son and I spent a week in this lovely condo directly on the beach on Siesta Key. The condo is a really nice 2 bedroom, 2 bath unit on the first floor so that you...
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From
$130
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
18 photos Details Reviews (17) Make Inquiry
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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From
$175
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
21 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed September 1, 2014
This was my first trip to siesta key and it was the most enjoyable and relaxing vacation I have ever had... My family and I decided to give my brother a going away gift and take...
5 of 5 stars Reviewed August 4, 2014
Great vacation rental. Stayed with my spouse and three kids. Plenty of space and the apartment has everything you will need for a day at the beach (cooler, umbrella, chairs etc...
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From
$425
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 12
27 photos Details Make Inquiry
From
$180
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
28 photos Details Make Inquiry
From
$295
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
24 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 3, 2014
We really enjoyed staying at this beach house; I couldn't imagine a better location. Right on the beach, and just a couple of minutes walk to the Siesta Key village. The...
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From
$93
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
10 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed September 30, 2014
Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
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From
$3,100
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
23 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed March 25, 2014
We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
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Suitability

  • Wheelchair access (49)
  • Elder access (131)
  • Suitable for children (164)
  • Pet friendly (46)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (226)
  • Internet (225)
  • Other outdoor space (195)
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Book Online(106)

Suitability

  • Wheelchair access (49)
  • Elder access (131)
  • Suitable for children (164)
  • Pet friendly (46)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (226)
  • Internet (225)
  • Other outdoor space (195)
  • Parking (177)
  • Washer/Dryer (161)
  • View all amenities
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.