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Vacation Rentals in Siesta Key, FL

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All 251 Rentals in Siesta Key
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$171
Per Night
1 / 25
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Studio, 1 Bathroom, Sleeps 2
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$142
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$93
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Also consider
Siesta Key!  2 BR Villa 25% DISCOUNT Until Dec. 24
2 Bedrooms, sleeps 6
$139 - $226 / night
Casita Salado
2 Bedrooms, sleeps 6
$129 - $257 / night
Cortez Cottage: minutes walk to Siesta Beach
3 Bedrooms, sleeps 6
$190 - $200 / night
Affordable Tropical Beach Getaway on Siesta Key
1 Bedroom, sleeps 4
$70 - $90 / night
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$96
Per Night
1 / 16
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1 Bedroom, 1 Bathroom, Sleeps 2
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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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$66
Per Night
1 / 25
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2 Bedrooms, 1 Bathroom, Sleeps 7
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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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$150
Per Night
1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$110
Per Night
1 / 16
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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5 of 5 stars Reviewed October 31, 2014
This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
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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$150
Per Night
1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$175
Per Night
1 / 33
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2 Bedrooms, 1 Bathroom, Sleeps 4
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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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$82
Per Night
1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$67
Per Night
1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 7
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5 of 5 stars Reviewed July 22, 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 July 13, 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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$115
Per Night
1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
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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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$400
Per Night
1 / 15
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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1 of 5 stars Reviewed November 12, 2014
Chose house from pretty photos as base for family for wedding. Paid in full in March, seven months in advance. Property manager never provided instructions to get in and did not...
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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$170
Per Night
1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$243
Per Night
1 / 40
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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$109
Per Night
1 / 28
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1 Bedroom, 1 Bathroom, Sleeps 4
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$125
Per Night
1 / 9
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1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed November 13, 2014
Unbelievable Siesta Key gem! Overlooking a private beach! ALL AMENITIES!! Best price I have found with this view! Why didn't I find this sooner?!
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$107
Per Night
1 / 27
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2 Bedrooms, 1 Bathroom, Sleeps 4
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$117
Per Night
1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$120
Per Night
1 / 32
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$138
Per Night
1 / 28
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$214
Per Night
1 / 29
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$699
Per Week
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$1,200
Per Week
1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$87
Per Night
1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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$1,064
Per Week
1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$100
Per Night
1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
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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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$217
Per Night
1 / 42
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed November 18, 2014
We recently stayed here having heard good things about Siesta Key and how close we were to the beach. We were not disappointed! This property has great beach access and is a short...
5 of 5 stars Reviewed November 17, 2014
7 of us (2 families consisting of 4 adults and 3 kids under the age of 6) stayed at the Shells Villa for 4 nights in November 2014. We had an excellent stay and would recommend...
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$107
Per Night
1 / 34
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$295
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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$170
Per Night
1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 6
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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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$121
Per Night
1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed November 3, 2014
Sue was wonderful to us and Ebb Tide is clean, convenient and comfortable. One of our beach chairs was broken and Sue had a new one to us the next morning! The pool is just...
5 of 5 stars Reviewed October 26, 2014
So much more than we expected! Sue thought of everything, from beach bags & towels to kitchen necessities. The back patio is perfect for that morning cup of joe! The pool was...
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$121
Per Night
1 / 25
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1 Bedroom, 1 Bathroom, Sleeps 4
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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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$3,100
Per Week
1 / 22
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$900
Per Week
1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed August 7, 2014
We stayed for two weeks and did not have anything to complain about. The beach was a short walk and the cabana had everything you needed to spend the day including seats and...
5 of 5 stars Reviewed July 15, 2013
We have just recently spent two weeks of our three week vacation at the Baytree Club on Siesta Key. The condo, location and Siesta Key were just perfect. The condo's position is...
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$214
Per Night
1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$200
Per Night
1 / 13
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2 Bedrooms, 3 Bathrooms, Sleeps 4
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$180
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$175
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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$130
Per Night
1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 5
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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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Suitability

  • Wheelchair access (50)
  • Elder access (135)
  • Suitable for children (146)
  • Pet friendly (53)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (241)
  • Internet (240)
  • Other outdoor space (203)
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Suitability

  • Wheelchair access (50)
  • Elder access (135)
  • Suitable for children (146)
  • Pet friendly (53)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (241)
  • Internet (240)
  • Other outdoor space (203)
  • Parking (191)
  • Washer/Dryer (174)
  • 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.