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Siesta Key Beach Rentals, FL

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All 248 Rentals in Siesta Key
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From
$249
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details Reviews (3) Make Enquiry
From
$159
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details Reviews (1) Make Enquiry
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$1,190
Per Week
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2 Bedrooms, 2 Bathrooms, Sleeps 6
52 photos Details Reviews (8) Make Enquiry
Also consider
Villa Margarita
4 Bedrooms, sleeps 12
$259 - $550 / night
SIESTA KEY BEACH FRONT and VILLAGE WALK
3 Bedrooms, sleeps 7
$396 - $566 / night
Steps to #1 Beach and Siesta Key Village
1 Bedroom, sleeps 4
$152 - $209 / night
Casa Van Lopik (c)- Your lush island getaway.
3 Bedrooms, sleeps 10
$249 - $657 / night
From
$125
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
16 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 11 August 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
$105
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
10 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 1 October 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
$1,642
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 19 May 2014
My husband, 2 kids (7&6), and myself have stayed at this condo several times and we highly recommend it to anyone considering a beach vacation in Florida. Bottom line... This...
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From
$3,510
Per Week
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 26 March 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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From
$334
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
24 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 4 August 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
$138
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
22 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 29 July 2013
We stayed in 402. It was great! Very nice and comfortable unit. AWESOME view from the screened in patio. Plenty of beach chairs and an umbrella to use on the best beach ever...
5 of 5 stars Reviewed 10 July 2013
What a terrific place! We stayed in Unit 403, and will most certainly rebook it. For all our travels, La Siesta is hands-down the cleanest place we've ever stayed, down to the...
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From
$188
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details Reviews (32) Make Enquiry
5 of 5 stars Reviewed 14 October 2014
Yes you have to walk across the street but you have a beautiful view and still hear the gulf waves. Fantastic facility with great tv and in house surround sound. Lots of extras in...
5 of 5 stars Reviewed 24 July 2014
Everything about this condo lived up to our expectations: unobstructed view of the beach (across from public access), well equipped kitchen, large outdoor patio with table/chairs...
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From
$194
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Reviews (12) Make Enquiry
5 of 5 stars Reviewed 15 July 2014
Outstanding week of vacation with family. Cottage was very clean and in excellent condition. We especially enjoyed the beach cart and chairs that were provided. Siesta Key and...
5 of 5 stars Reviewed 1 July 2014
We just returned from a wonderful week in Siesta Key. It was our first visit there. Needless to say, we WILL be back! We stayed at Sea Shell Condos (#407) and just loved it...
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From
$1,038
Per Week
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
12 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 11 May 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
$105
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
14 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 5 October 2014
We stayed here for a week (family of 4, kids aged 13 & 11), following on from a fortnight in Orlando. We wanted somewhere to stay where we could walk to a beach. This condo is...
2 of 5 stars Reviewed 1 September 2014
Location, location, location! The condo is a few feet from the busiest road on Siesta Key therefore you hear loud road noise in every room. Hard to believe no one mentioned this...
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From
$238
Per Night
9 Bedrooms, 9 Bathrooms, Sleeps 24
21 photos Details Reviews (40) Make Enquiry
5 of 5 stars Reviewed 21 October 2013
My wife and I arrived on Saturday for an early check in at 1:00. Paul showed us around pointing out where the beach equipment was stored, and how to use the hot tub and pool. We...
5 of 5 stars Reviewed 5 September 2013
Paul and Nann did a great job keeping our family happy during our family reunion. They went above and beyond!!!
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From
$113
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 7
17 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 12 August 2014
They provide most of the stuff you will need, I'm so glad they had chairs and umbrellas since we forgot ours, I would definitely come back, and recommend this property to anybody...
5 of 5 stars Reviewed 12 June 2014
Our family had an amazing time at Gertrude's Twin Banyan. Right from the time we booked Daniel the owner was really accommodating and helpful, his quick response to our rental...
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From
$453
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
25 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 22 October 2014
There were 6 adults and 4 children (ages 3-6) that stayed here and we had more than enough room with the great layout of the house. The location was great (Avineda Del Mare is...
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From
$65
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
12 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 23 July 2014
We had the best time ever. Nice being able to wLk to village. Sunsets are beautiful. Dolphin hanging out at the pier Beaches are near. The pool is next door. Condo is...
4 of 5 stars Reviewed 14 July 2014
I had a wonderful experience at the condo. The only things I did not like was the limit on the time that children can be in the pool. The Children could only be in the pool from...
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From
$93
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (11) Make Enquiry
4 of 5 stars Reviewed 8 August 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 27 April 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
$159
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 8
Booking
15 photos Details Reviews (17) Make Enquiry
4 of 5 stars Reviewed 22 July 2014
We had totally 10 people travelling together this time. I really appreciated that Daniel helped me work out our reservations in the last minute. The place is not spaceful but...
3 of 5 stars Reviewed 16 August 2013
My family and I just stayed at the Old Man and The Sea, We rented the Two and One bedroom unit for four nights. Old it is, The units need a lot of work in my opinion. It is...
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From
$226
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 8 April 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
$147
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
16 photos Details Reviews (2) Make Enquiry
From
$101
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 15 September 2014
I came down to Florida with my boyfriend and two friends and we pulled up and from the outside it doesn't look like very much, but when we stepped inside the building it was...
5 of 5 stars Reviewed 27 August 2013
The property was perfect. We received clean house with excellent conditions. Both bedrooms and restrooms organized, supplies and with exquisite decoration that make your vacation...
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From
$136
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details Reviews (9) Make Enquiry
4 of 5 stars Reviewed 26 June 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...
4 of 5 stars Reviewed 20 February 2014
We enjoyed this rental. It was clean and well maintained, as in the pictures. It is in a small condo complex and has been redone nicely. We really enjoyed how quiet and...
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From
$55
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
15 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 4 August 2014
We had an excellent time. The room was perfect for an anniversary getaway. Beach access was right across the street. The kitchen made it easy to buy some easy lunch groceries for...
5 of 5 stars Reviewed 23 June 2014
I absolutely loved this place!!! The location was perfect. The kitchen had everything we needed. The bathroom was nice and beautifully updated! It has off street parking in a safe...
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From
$113
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
22 photos Details Reviews (3) Make Enquiry
4 of 5 stars Reviewed 23 August 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 29 May 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
$362
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
27 photos Details Reviews (2) Make Enquiry
4 of 5 stars Reviewed 14 July 2014
We were 5 minutes walk from the Siesta Key beach which has to be one of the best beaches we have ever been on, 2 minutes walk from Ocean Drive where all the restaurants and shops...
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From
$404
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 27 July 2014
Beautiful ocean views just a few steps away from the beach. The condo is well furnished. You will have all the comforts from home. Vey well located if you are looking for peace...
5 of 5 stars Reviewed 8 May 2014
We had an excellent week here! It is perfectly located for the beach without bring in the middle of the main tourist area of Siesta Key or the impressive, but at times busy public...
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From
$243
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
23 photos Details Reviews (28) Make Enquiry
5 of 5 stars Reviewed 22 September 2013
3 bedroomed house on 2 levels which we booked for ourselves and 4 grown up kids - perfect location, very well maintained unit with everything you need to make your stay perfect...
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From
$193
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
17 photos Details Reviews (8) Make Enquiry
3 of 5 stars Reviewed 13 July 2013
place was fair...they charge extra for clean bath towels and charge $75 to clean after you leave!!??
5 of 5 stars Reviewed 14 June 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
$195
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 24 July 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 11 August 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
$153
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
25 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 7 August 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 2 August 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
$2,825
Per Month
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
10 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 29 January 2014
This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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From
$242
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
31 photos Details Reviews (21) Make Enquiry
4 of 5 stars Reviewed 8 July 2014
Great place, small ocean view from master bedroom, and good size condo. Showers are a little tight, but overall place was clean and spread out.
2 of 5 stars Reviewed 3 April 2012
We arrived early as the cleaning crew was just entering the unit. While we waited in the driveway they spent all of 15 minutes "cleaning" the place. The floors/carpeting were so...
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From
$326
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
28 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 26 August 2014
Voltamos depois de 19 anos ao Palm Bay e continua o mesmo porque não pode ser melhor. Nosso apartamento na torre era maravilhoso. Muito bem equipado, não tinha defeito...
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From
$198
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details Reviews (2) Make Enquiry
3 of 5 stars Reviewed 3 March 2014
You would expect a property in this price range to be above average. It does have an above average location, 1/2 block to Siesta beach and an inviting pool area with tropical...
5 of 5 stars Reviewed 12 September 2014
Wir waren begeistert. Der Appartment-Komplex mit den vier? Wohnungen ist sehr schön gestaltet, der "Innenhof" ist gut geschützt und gepflegt, der Pool schlichtweg traumhaft! Es...
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From
$238
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details Reviews (36) Make Enquiry
5 of 5 stars Reviewed 15 August 2014
We loved our stay at Siesta Dunes building 5 unit 102. The condo is on one of the nicest areas of Crescent Beach. The grounds are very well kept and we loved all the amenities...
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From
$85
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details Reviews (6) Make Enquiry
5 of 5 stars Reviewed 4 March 2014
We were delighted with the high standard of furniture and equipment in the house and the spacious feel. The beach was only about 2 minutes walk across the road. It is possible to...
5 of 5 stars Reviewed 22 December 2013
Location is perfect for quick and easy walks to Siesta beach, and easy to walk to the village for dinner or drinks. The condo has all new furnishings, comfortable bed and couches...
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From
$113
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
22 photos Details Reviews (29) Make Enquiry
5 of 5 stars Reviewed 27 June 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 18 June 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
$356
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
44 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 3 August 2014
We had a great family vacation and the rental was a big part of it. It was even better than we expected. This location is perfect...right in Siesta Village and a few minutes...
5 of 5 stars Reviewed 3 August 2014
This rental exceeded all of our expectations. This was a family reunion off sorts for us. Great accommodations in a great location....walking distance to everything! Lisa was...
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From
$181
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 3 October 2013
the condo was perfect, and having the beach right out the back door was spectacular... we are already planing our trip back next year!
4 of 5 stars Reviewed 24 August 2013
Never having been to Siesta Key before, we kept hearing about the beautiful white sandy beaches and expected all areas to be like that. We chose this location because we wanted...
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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.