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Sleeps 8 , Pets OK,Historic Beach House, Steps to Beach

Bedrooms 3
Space 1,200 sq. ft.
Property type house
Popular Features
  • Internet
  • Washing Machine
  • Parking
  • Outdoor Grill
  • non smoking only
  • Air Conditioning
  • Private Pool
  • Hot Tub
  • children welcome


About the property

House, 3 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 8) pets ok

Tommy Bahama Island House is a classic 1925 Beach House updated in 2016. New kitchen, furniture, wood floors, LCD TVs and takes daily rentals.

Featuring Designer Tommy Bahama brand West Indies style furniture, kitchen with stainless steel Samsung appliances, Maytag dishwasher and wood cabinets,black granite counter tops. 4 New LCD High Definition TVs in each bedroom and large TV DVD, High Definition 1400 channels, and wifi. channel. HBO, quality stereo and CD player, movie library, all quality Beautyrest mattresses and Tommy Bahama island wood furniture, Tommy Bahama Beds, designer decorated and well appointed house. Classic beach house with small front and rear porch. The wood deck offers a limited view of the Gulf of Mexico. The Reservation Agent takes reservations for other beach cottages so if calender shows your dates full, please email us for availability of the other 1,2,and 3 bedroom cottages.

The Tommy Bahama Island house is 100 years old and is a fun, funky, beach house with character and will be enjoyed by wanna be beach bums, families who just want to walk to the beach and don't mind getting sand on the floor, fun loving guests who want to sit on the porch and watch the never ending excitement at the Ship Wreck Bar across the street, but may not be suited for well heeled, upscale, picky, fussy folks as it has all the quirkiness of 100 year old homes which included converted porch rooms, unusual sized rooms, low porch ceiling on air conditioned porch room, not an outlet on every wall, and has aged over 100 years,. We prefer demanding upscale well heeled discriminating travelers not rent this house and then write bad reviews. We suggest you read every review and if you want upscale perfection you should find another 3 bedroom house.

There are no streets to cross just step out back door, you will see the beach, walk past two other houses and your on the beach. Weber Gas Grill at Clearwater Cottages, and wood party deck with Tin Roof Gazebo in Key West style common backyard , ( The back yard is near the house, but not part of the house and you would need to walk around the block to access the shared backyard, but you do have your own small front and rear porch. ) The Tommy Bahama Island house is 6 blocks walk or about 10 minute walk to pier 60 and all the restuarants on the beach. Across street and 3 blocks walk to olympic size heated swimming pool, tennis courts and basketball, community and recreation center for children and playground. Free admission passes given to guests who stay one week. Maximum free passes is 10 Heated kiddy pool has big water slides and fountains, and lifeguards. You may drop your children off if over 9 years old. There are camp counselors to assist them to have a great day

This is maintained by the City of Clearwater to the highest standards and put most small hotel pools to shame..To see Pool Google Clearwaterbeachaquaticcenterphotos

Email owner for availability and questions. Text gets fastest response. 813 417 1218 DAILY RENTAL IS AVAILABLE . No charge to use the manager's bicycles ( have some rust ) no charge for manager's beach chairs ( may have some rust ) No charge for coolers or fishing poles ( does not come with beer or bait ). Use the new Weber Grill ( You must do your own grilling )

Please email to check availability and call to reserve 813-417-1218 we do rent our cottages to well behaved young adults under 21. We also rent to well behaved senors. Well behaved pets also enjoy the beach cottages. The beach is pet friendly 3 blocks north of clearwater cottages.

Linens, bed comforters, and towels are provided. Paper goods included.

Wedding parties and other family reunion services available. We do not just leave the key under the mat. When you rent from Clearwater Cottages our friendly staff meets you at check in, and insures that all your vacation needs are met so you have a great beach vacation.

Pool: we offer free passes up to 10 passes for for guests who stay one week to best pool complex in clearwater beach. There is no pool at the house.

The beach is 300 steps, yards walk just down the block (less than 20 seconds) You will see the beach off the back porch.

Pier 60 with vendors, street performers, entertainers, fishing pier, bands and nightime activities 6 blocks walk,about 10 minutes.

Frenchy's Rockaway Grill and Palm Pavilion outdoor waterfront restaurants 4 blocks walk. Live music at both and directly on the sand.State of the art olympic size adult heated pool and children's play pool, showers, lifeguard, recreation center, tennis and basketball, library and boat ramp just across the street . 2.5 blocks over. Free children's playground and park with bocci courts, rides, bbq grill just across the street, two block down on mandalay ave. Trolley and bus stop just outside next block take you everywhere for just $1.50 angelo's pizza for the hungry and shipwreck bar for the thirsty just across street. Busch gardens one hour drive

Historic tarpon springs 30 minute drive

Disneyworld 1 and half hour drive, universal studios close to disneyworld and seaworld and all orlando resorts

Master bedroom : queen size Tommy Bahama poster bed in master bedroom with 34 inch Vizio HD Plasma TV curtains open to living room which makes room feel much larger. Over 1000 channels and HBO, movie channels at 1000

Guest bedroom has Queen or Full Tommy Bahama Bed and wall mounted Plasma TV. Long narrow room. En suite. windows, bright and airy.

Porch bedroom has Full size Tommy Bahama poster bed, with a limited gulf of mexico view and wood porch. It is a long narrow room. and has a low pitched ceiling. Lots of windows, narrow and cozy, has closet.

Sundancer Super Spa available on first come basis.. Reservations guarantee it will be available, otherwise check with Capt. Al after arrival. . Located in the Key West style back yard of Clearwater Cottages RESERVATIONS REQUIRED Closes 10.00PM You will need to walk around the block to access. See youtubeclearwatercottages

Video Tour : We suggest you view the video tour so you get a feel for this house. Go to Google and type Youtube Clearwater Cottages. You can see how close it is to the beach. Also note it is across from Shipwreck Bar and is great for Parties and entertaining, but may not be for families with babies. Cottages on Glendale st 100 steps to beach would be better.

The Youtube video shows the Pink Dolphin House first, then Pineapple Beach Apartment, scans the Tiki hut in front of Grandview Cottage and then ends with the Tommy Bahama Island House 100 photos at google cottagesofclearwater

Important :

This is a fun, funky, 100 year old real beach house with who's age shows on the outside being so close to the beach, but comfortable and fun and clean on the inside. Some rooms are long and thin, , some porch ceilings low. Some rooms do not have outlets on every wall. It feels like a beach house built 100 years ago. Not for picky fussy country club types. IF YOU WANT A PERFECT HOUSE, PLEASE RENT A NEW HOUSE FOR TWICE THE PRICE. For fun loving guests who when sitting on the front porch, don't mind the entertainment and music from the famous Shipwreck Bar across the street. You will have the best seat in town for entertainment, but if you want quiet, we suggest one of the beach cottages closer to the beach. Clearwater Cottages offers cottages as close as 100 steps from the beach. There is a picture of every room and youtubeclearwatercottages video, so you know exactly what you are renting.

Well Heeled travelers who wish to be disconnected from the vibrant beach atmosphere and expect perfection may choose the Sandpearl hotel just 2 blocks over or the Surfside Condos just behind behind the Cottages for twice the price, same world class beach . Fun, artsy. wanna be a beach bum again and guests who want to life the Salt Life for a few days will love this house and energy at Clearwater Cottages.

Master Bedroom Queen size Tommy Bahama Wood Bed with Posturepedic Mattress, offers complete privacy from rest of house, and curtains open to living room making it feel twice the size. 50 inch Vizio Wall mounted TV with Movie Channel and HBO and Lightening Speed Wi Fi.

Guest Bedroom is private from rest of house except if the porch bedroom is occupied , those guests would have to walk through this room to access the bathroom and kitchen. Not an issue if Sofabed is used in living room.

This is a long thin room but cozy with window viewing wood deck and Angelo Pizza. Wall mounted Flat LG TV and window air conditioner. Has Queen size Tommy Bahama Wood Bed and Tommy Bahama Chairs.

Porch Bedroom features full size Tommy Bahama Poster Wood Bed with small view of Gulf of Mexico. This is a converted porch with air conditioner, long and narrow, has all original divided light windows. Has private entrance from back porch, or through Guest bedroom. 40 inch LG Flat screen TV.

Rates are from $309 - $359 and may be higher in March or Holidays. VRBO computer generated Insta quotes may not always be accurate. Best to get and email or text quote. Reservations taken over the phone not online.

More Details

Capt. Al is the property manager and guests relations. Contact him for info.
Member since: 2009
Speaks: english, french, spanish, russian, Our staff can interpret French, Japanese, Chinese
Response time:
Within a day
Response rate:
Calendar last updated:
March 28, 2017

About Capt. Al is the property manager and guests relations. Contact him for info.

Welcome and thanks for visiting my profile. I am Capt. Al , my nickname because I am on the boat most of the Summer enjoyng the beautiful waterways and islands around Clearwater Beach.Originally from New Jersey I grew up near the shore and always desired to live near the beach. When you come to visit I hope to show you around this beautiful little island and the things I enjoy most. Just let me know ;you would be interested in our free boat tours. in Summer. See you soon,

Capt. Al

Capt. Al is the property manager and guests relations. Contact him for info. purchased this house in 2005

Why Capt. Al is the property manager and guests relations. Contact him for info. chose Clearwater Area

In the condo craze, most of the cottages and old wood hotels were torn down. There are just a hand full of old cottages left in Clearwater. When you vacation here, you feel like staying at beach cottage like when you were a kid. Feels a lot different than the high rise hotels and condo resorts. If you like fancy shmancy please say at the Hilton or Sandpearl Hotels, but if you want to experience that Old Florida Charm, the Cottages are for you. These houses were designed OLD FLORIDA DISTRICT by the Beach by Design planning committee.

What makes this house unique

Sit on the front porch and watch the never ending excitement at the famous Shipwreck Bar. Fun loving Tourist stumble in and out all day for photo shoots. When you tired of that , go sit on the back porch and watch the sunset. Many famous Tiki Bar and Resturants are just 2-3 blocks walk on the beach from Clearwater Cottages. Clearwater Cottages District is the last commercial old beach house rental properties left in Clearwater Beach with no streets to cross.


Clearwater Beach House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1200 sq. ft.
House Rules:
  • Max. occupancy 8
  • non smoking only ...
  • pets considered ...
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
Location Type:
  • Beach View ...
  • Downtown ...
  • Ocean View ...
  • Village ...
  • Water View ...
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fitness Room / Equipment ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 -
  • Main bath has tub and shower, new vanity, enter from hallway , designer plumbing.
  • 3 Bedrooms, Sleeps 8
  • Bedroom 3 - 1 double , 7 feet wide, 20 feet long, window, TV, AC, cozy wood floors
    Bedroom 2 - 1 queen , 7 feet wide, 16 feel long, queen , LCD TV,cozy, A/C
  • Master Bedroom dark wood floors, queen size Tommy Bahama Bed, Large Vizio Plasma TV, central heat and air, opens to living rooms with curtains to make it feel really big, but private from all other bedrooms. Guest bedroom has Queen size Tommy Bahama Wood Bed, seperate air conditioner . It is long and narrow, and private from rest of house, excect from Porch Bedroom,new wood floors. Porch Bedroom Has Tommy Bahama Queen Bed with Gulf View, Additional air conditioner and separate entrance and porch . Guests would have to walk through Guest Bedroom to access bathroom, if Porch bedroom is occupied.
  • DVD Player
  • Pool Table ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • Bicycles ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Outdoor Grill ...
  • Tennis ...
  • Water Sports Gear ...
  • 1 bicycles
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • Hot Tub ...
  • Private Pool ...
Onsite Services:
  • Concierge
  • Massage
  • Staff
  • churches
  • cinemas
  • festivals
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • theme parks
  • water parks
Leisure Activities:
  • beachcombing
  • boating
  • miniature golf
  • photography
  • shelling
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cross country skiing
  • cycling
  • deepsea fishing
  • fishing
  • jet skiing
  • parasailing
  • pier fishing
  • sailing
  • skiing
  • surfing
  • swimming
  • tennis
  • water skiing
  • whitewater rafting
  • wind-surfing
Historic 1920's beach house with Gulf View. Third house from the sand in North Clearwater Beach across from Pizza Restaurant and Shipwreck Bar. Nice friendly street. House has all Tommy Bahama Designer Island theme furniture from Rob and Stucky. Cozy living room has several sofas and lounge chairs where your group can congregate and overlook activities of Mandalay Ave.Stainless Steel Glass top Oven/stove and Granite in remodeled kitchen. There are 10 Beach Cottages so have more friends stay next door. Video tour google youtubeclearwater cottages. Once again, this is a remodeled fun, funky, 100 year old beach house for fun people who want to be 200 steps from the sand, and not for picky, fussy, perfectionists. Please read all the reviews, we want fun loving guest who want a great beach vacation, and enjoy a fun funky beach house.


Very Good! 4.2/5 -
(10 traveler reviews)

Sleeps 8 , Pets OK,Historic Beach House, Steps to Beach
average rating of 4.2 based on 10 reviews

Florida Family Vacation

  • 5 of 5

My husband and I wanted to have a family vacation with our sons and families. We rented the Tommy Bahama house and I was very pleased. The house is a cool little beach cottage that has a lot of character. Captain Al, Karen and Rodney were great! Anything we wanted they got for us. The kids had beach toys, bicycles and everything else they needed. The place is not fancy but it's clean and very homey. Captain Al even took the kids out on his boat and showed them places they would have never seen. The kids are still talking about it. Our goal was to make memories and that we did!

  • Submitted: Jul 26, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: Dear Laurie and kids: Glad you had a great Florida Family Vacation at the Tommy Bahama Island House. Glad you found the house, clean , cool , and homey. It is always my pleasure to take kids out on the boat and show them around. Appreciate the kind words about Karen, the Capt. and Rodney. Capt.Al and Karen
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1 0


  • 5 of 5

Myself and seven friends stayed at the Tommy Bahama Island house we had the most fantastic beach vacation ever we were so lucky that we would just walk out the back door and the beach was not even 100 steps away for also located very close to Pier 60 and we never had to move the car and the house is cool eclectic and a lot of fun and most of all the owner rents to young people we were very respectful and did not break anything The house was very clean and had very fine furniture and there was a flatscreen TV with movie channels in each and every bedroom Angelos pizza and many find restaurants were just one or two blocks away Captain Al and his first mate were fantastic property managers they would stop by once or twice a day to see if we needed fresh towels cleaning or any other needs The house is around the block from a common backyard with large tropical plants and wood deck where many of the guests would gather The kitchen was very beautiful and had a dishwasher and two new refrigerators we could not find any fault with this house we also feel it is a cool beach house they do rent to young people and eight of us could not get a hotel even at the Hilton other hotels we would have had to get two or three rooms we felt like the house was a great value and will be happy to return again we don't understand why the prior guest review was that it was not a good value we feel like it was a great value as eight of us we were less than 100 steps from the beach and only five or six blocks to the center of Clearwater Beach called Pier 60 every day we would just walk down the beach in less than a minute and enjoy the beach all day walking back-and-forth to the house we look forward to returning again

  • Submitted: May 16, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
Owner's Response: Dear Hudson: Glad you and your buddies had a great beach vacation and rated the house 5 stars . Thank you for your kind comments that let other Travelers know that the Tommy Bahama house is a great value for 8 guests, and the beach and resturants are so close. Karen and myself are very happy when our guests enjoy our cute little cottage, and have a great beach experience. You and your friends are welcome back anytime and living in Orlando you are lucky it's just a short drive. Capt. Al and Karen
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Decent OVERPRICED place that allows pets

  • 3 of 5

Capt Al was great and responsive as was his first mate and the place was clean and close to the water and they allowed pets........... BUT be prepared for big orange extension cords in the kitchen and extension cords in every room and it felt unsafe as far as electrical concerns went. We blew the electric out more than once. And for the money we paid that was UNACCEPTABLE. There were 2 fridges but only 1 bathroom and that was hard when we did have 8 in the house. The ceilings are WAY low so don't rent here if you are tall in anyway. And the TV in the living room was the smallest in the house & the picture was bad. Very loud music coming from the bar across the street until 3 am every night. It had it's charm but we've rented with vrbo for MANY CONDOS AND HOUSES and this was way overpriced for what we got. The common area wasn't close to the Tommy Bahama house and it wasn't appealing at all. Overall it was a big disappointment. We didn't say anything when we were there because none of our concerns could've been fixed so we enjoyed our cat, our company in from Michigan and sucked it up.

  • Submitted: Jan 9, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
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1 1

family vacation

  • 4 of 5

We would like to thank capt al for making our vacation in Clearwater a vacation where we had no problems with the accomadations. We had plenty of room for our family. The capt provided sand toys for the children, that they used quite a bit, beach chairs for the adults, that we used quite a bit. There were other things that were provided that we did not use. We enjoyed our stay very much and hope to see him again in a couple of years.

  • Submitted: Aug 4, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
Owner's Response: Dear Better: We are glad your family enjoyed your beach vacation and the accomodations provided plenty of room for your large family. We are happy you plan to return to Clearwater Cottage next time you have a family vacation. Capt. Al and Karen
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0 0
Worcester, MA

Wonderful Experience

  • 5 of 5

I booked several of the cottages and the Tommy house for my group of 25+ college kids and coaches. From start to finish it was an awesome experience. The location is perfect, the cottages are very nice, and the overall experience was wonderful. Kudos to Captain Al and crew for helping us with a late checkout and even returning a forgotten item. While these cottages are not the Ritz, they are well appointed enough to make anyone comfortable and the attitude/location make this a one of a kind experience.

  • Submitted: Mar 24, 2015
  • Stayed: Mar 2015
  • Source: VRBO, from HomeAway
Owner's Response: Dear Coach : We are glad all 25 college kids had a great time over Spring Break, and they have a great Coach for bringing them. Happy to hear you enjoyed the Tommy Bahama Island house and found it well appointed, comfortable, and that felt like it was a one of kind experience Capt. Al and Karen
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Pittsburgh, PA

Authentic beach house, great experience

  • 5 of 5

Our stay at the Tommy Bahama house was very pleasant for 6 spring breakers! When we arrived at the Blue Wave Motel to pick up our house keys, the man at the front desk not only provided us with them, but also stepped outside and pointed out area attractions and their distance. Upon arriving at the Tommy Bahama, we were greeted by the housekeeper to an authentic, friendly little home that was just to our liking. The online description was accurate to what we experienced in the house. We were within a very decent walking distance to Pier 60 and the popular stores and restaurants, but still far enough away from the crowded lower beach area. I hope to stay here again someday and thank you for allowing us to stay at the Tommy Bahama house!

  • Submitted: Mar 18, 2015
  • Stayed: Mar 2015
  • Source: VRBO, from HomeAway
Owner's Response: We are glad the Tommy Bahama House was to your liking and that you found it was exactly as described. It's great when we get positive reviews and that you all enjoyed your Spring Break in Clearwater Beach. Hope to see you next year. Capt. Al and Karen
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Nearest Airport
19 Miles
Tampa Airport
Nearest Motorway
0.5 Miles
Gulf To Bay (highway 60)
Car: not necessary

Third house from the sand, and 5 blocks walk to Pier 60. Clearwater Aquatic Center offers Olympic size heated Adult pool and children's pool with fountains, 30 foot waterslide, life guard, kids 'drop-in' recreation center, tennis and basketball, changing room and air-conditioned exercise room all three blocks walk from Clearwater Cottages. (provided by city of Clearwater) , Clearwater's best family value all day use of pools, state of the art air conditioned exercise and changing facility, tennis, basketball, life guards, camp counselor, game room . Pool across the street Free children's playground, park, and BBQ grill just 2 block over across the street. Clearwater Cottages offers free passes for our guests who stay one week, up to 10 passes for the Clearwater Aquatic Center wow! Just ask Capt. Al

Located behind Surfside Condos and 5 blocks from Pier 60

Capt. Al, your host also manages other properties in Clearwater Beach including Small Boutique Motels, condos and other resorts. Please email us with your needs and budget and we are sure to find what you are looking for. Offering one, two and three bedroom real beach cottages. Best Tiki Bars and Resturants on the Beach are just 2 blocks walk including Palm Pavillion and Frenchy's Rockaway Grill. Great resturants and Tiki Bars on the sand just one or two blocks walk from Clearwater Cottages


Rates & Availability

Clearwater Beach House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Sping Break High Season
Mar 1 2017 - Apr 17 2017
1 night minimum stay
Summer Rates
May 1 2017 - Aug 31 2017
1 night minimum stay
Sep 1 2017 - Dec 20 2017
1 night minimum stay
Winter February
Jan 2 2018 - Feb 28 2018
1 night minimum stay
My Standard Rate
1 night minimum stay

Additional information about rental rates

Cleaning and Linen Fee $89 + Tax
Tax Rate 13.0%

Full refund if canceled by email within 60 days of arrival except Events, Holidays, February and March or rentals of more than 1 weeks. Holiday weeks rates are slighly higher.
This house is full for the month of February but we do have other rentals listed on vrbo
Pet fee is $89 per pet per week, or $19 daily.
Free parking for one car, metered spots in front of the house
Rates are higher for Holidays and Events
Once you make a reservation you are required to pay for the rental upon arrival in full. No refunds for late arrivals, early departures for any reason including, it's raining, the water is cold, kids are sunburned. spouse is partying too much, found a cheaper rental across the street, jelly fish season, or any other reason. Real emergencies will get a credit for future stay. Please read the entire listing agreement, as we want happy guests and if this house is not for you please find a new house in the Residential Area and pay a lot more.
Your reservation request is not a confirmation until you receive by email a confirmation letter from Central Reservations.
Please read your confirmation letter to make sure you rented the right cottage for your number of guests. You also agree to read the Welcome Package and obide by the rules and regulations of Clearwater Cottages. You also acknowledge by making a reservation that Capt. Al's bicycles and canoe are not owned by Clearwater Cottages and it's parent group and there is no liability insurance .

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates for accurate pricing
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