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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

3 bedroom beach house sleeps 8, 150 steps from the sand, Pets OK

Bedrooms 3
Space 1,225 sq. ft.
Property type house
Minimum Stay 1 - 5 nights


About the property

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

Captains House is a 1925 Beach House updated and remodeled in 2017. 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, Bosch dishwasher and wood cabinets,black granite counter tops.4 New LCD High Definition TVs in each bedroom and 40 inch Smart TV for Netflix and lightening speed 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

This 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 is not recommended for well heeled, upscale, picky, fussy folks as it has all the quirkiness of 100 year old homes which included converted porch room ,.

Decks and porches

There is large wood deck off the rear bedroom a limited view of the Gulf of Mexico and views of Angelo's Pizza, a cute little eatery

There is another wood deck off the kitchen to eat outside.

There is a small front porch overlooking Shipwreck Bar in the front of the house.

Master bedroom : queen size Tommy Bahama poster bed in master bedroom with 34 inch Plasma TV curtains open to living room which makes room feel much larger. All bedding is brand new 2017

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.


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.

It feels like you walked into a 1920 s house with lots of character from the age.

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.40 Smart TV and HBO and Lightening Speed Wi Fi. You can run Netflix on the SMART TV

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 Sofa bed 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 powerful window air conditioner.

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.

This house does allow bachelor , bachelorette parties, and is located in the commercial Tourist DIstrict and is perfect for entertaining.

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 few hours
Response rate:
Calendar last updated:
March 20, 2018

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 Beach

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:
  • 1225 sq. ft.
House Rules:
  • Check-in: 2:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 8
  • Min. age of primary renter: 18
  • Children welcome ...
  • Parties/events allowed
  • Pets considered
  • Non smoking only ...
  • We provide a City of Clearwater Hotel parking pass which allows you to park anywhere on the beach on Mandalay Ave. $500 fine if lost or not returned
  • Recreation area is closed after 11:00 PM and strictly enforced. You may party on your front porch as late as you wish. Do not party on back porch
  • You must get permission for a party from property manger. Do not party on back porch which will disturb other guests.
Location Type:
  • Beach View ...
  • Downtown ...
  • Near The Ocean ...
  • 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 4 people
  • 1 Bathroom
  • Bathroom 1 -
  • Main bath has tub and shower, new vanity, enter from hallway , designer plumbing. 2017 remodel
  • 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:
  • basketball court
  • cross country skiing
  • cycling
  • deepsea fishing
  • fishing
  • jet skiing
  • kayaking
  • 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. Parking Small cars park free on driveway. Large car will be loaned a Hotel Parking Pass. $500 fee if not returned.


Excellent! 4.3/5 -
(14 traveler reviews)

57% Complete
28% Complete
7% Complete
0% Complete
7% Complete
3 bedroom beach house sleeps 8, 150 steps from the sand, Pets OK
average rating of 4.285714 based on 14 reviews
Bowling Green, Ohio

Cozy we missed the water park passes since the park was closed for the season

  • 5 of 5

I wish there were 2 bathrooms but we had a wonderful time

  • Submitted: Oct 22, 2017
  • Stayed: October 2017
  • Source: HomeAway
Owner's Response: Dear Becky: Thank you for your FIVE STAR REVIEW of the Captains House. We are glad to hear you had a great beach vacation. Sorry the water park is only open in the summer. We enjoyed having your family as our guests. Capt.Al and Karen
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What a great weekend!

  • 4 of 5

I stayed here with a group of my girlfriends for my 24th birthday weekend. Captain Al was a wonderful host, answering my texts and calls with any questions that we had. The cottage is nice and cozy and steps from the beach! There were even beach chairs available for us to use. The only reason I am not giving five stars is because of the bar directly across the street called shipwreck. While this is in no way or shape Captain Al and the cottages fault, the drunk men leaving this bar after last call were bothering us and almost intrusive to the cottage. We nearly called the cops. Doubt this would be an issue if it weren't a house full of 20 something year old girls though. Other than that, wonderful experience!

  • Submitted: Oct 16, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
Owner's Response: Dear Shelby: Thank you for your FOUR STAR REVIEW of the Captains House, and happy to hear you had a great weekend. Appreciate the kind comments about Capt.Al and his responsiveness to questions. Happy Birthday and we do rent to 20 something girls for a birthday party. Although Shipwreck Bar is rated best Beach Bar in Pineallas County and quite entertaining for adults, I do have other bars that I would recommend for 20 something young guests. Please ask on your 25 th birthday. Capt.Al and Karen
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0 0

authentic place to stay

  • 5 of 5

Our second time in Tommy Bahama cottage. Comfortable and unusual but all the mod cons. So close to the beach and opposite a pizza shop so every kids dream. Easy to watch the sunset and then stroll to downtown.

  • Submitted: Sep 2, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Dear Mary: Thank you for your FIVE STAR REVIEW and we are so glad you returned to Clearwater Cottages for you second beach vacation. Now remodeled we call it the Captains House. We are happy you felt it was an authentic beach house and enjoyed the new modern conveniences of today. Other guests enjoyed being across from Angelo's Pizza and most important so close to the beach. Capt.Al and Karen
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  • 4 of 5

Beach house was nice for the 5 days/4 nights we rented it for. Was in walking distance from the beach. Walking distance from shops and resturants.

Had to clean up before we could unpack.

Sand was left on the flooring. Had to unload the dishwasher before we were able to put dirty dishes in it.

Had 2 keys to lock/unlock a deadbolt lock on front door.

Was not able to enter or leave from back doors.

No outside hose or shower to rinse off sand. No stop cleaning from the sand that gets pulled in.

With it being a holiday weekend, we where lucky enough to park right in front of the house. Did not have to move do to the closeness to everything.

  • Submitted: Jul 5, 2017
  • Stayed: June 2017
  • Source: HomeAway
Owner's Response: Dear Guests: Thank you for your FOUR STAR review. We are glad you found the house to be cozy and conveniently located so you would not have to move the car. You arrived before check in time, Saturday July 4 th week, and the house keepers got if ready for you around 1:00, early check in, Perhaps not a flawless broom sweep, but you got in and straight to the beach, cause when she came back to unload the dishwasher there was no one to answer the door. On the positive side, you never had to wash your dishes because this house has a dishwasher. Beach-sand. There always will be sand on the floor if your coming off the beach, that is why there is a vacuum cleaner and broom in each unit. We are glad your family got to enjoy this classic beach house with convenient location and look forward to your next stay in Clearwater Beach. For future guests , the welcome package suggests you call the housekeeper if any sand blew in or you need any touch up. Our staff is always onsite to make sure your vacation and housekeeping needs are met. Capt.Al and Karen
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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: July 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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  • 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: April 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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Nearest Airport
19 Miles
Tampa Airport
Nearest Barpub
Shipwreck Bar across street
Nearest Ferry
3 strteets walk to intercoastal waterway
Nearest Train
Jolly Trolley runs all day, one block over
Nearest Motorway
0.5 Miles
Gulf To Bay (highway 60)
Nearest Restaurant
One block over Cali's
Nearest Beach
300 steps from rear porch
Car: not necessary

Third house from the sand in quiet area of the island with several streets of cottages and vacation rentals, yet just 5 blocks walk to the entertainment district at Pier 60. Best Tiki Bars are just 2 to 3 blocks stumble like Palm Pavillion and Frenchy s Rockaway. For the kids, a great park is located across street and best of is the Clearwater Aquatic Center , the biggest and best pool complex on the island with slides fountains and 300 by 200 foot heated pool, life guards, shaded area, and exercises facilities for adults overlooks waterways. There is almost no traffic in this area,

For children there is a cute park directly across the street. Best tiki bars on the Gulf of Mexico are just 2-3 blocks walk.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning and Linen Fee $120 + Tax
Tax Rate 13.0%

Free parking first car. You will receive a City of Clearwater Hotel Parking pass upon arrival. Do not parking in any driveways or you may be towed. Faillure to return pass is $500, what Clearwater charges for replacement
You may invite guests over only with permission. Pet fee is $59 per stay. Do not bring pets into Hotel business office.
Pet fee: If pet fee does not compute with the insta quote, please pay house keeper at check in.
In busy season there is no parking anywhere in North Beach. If you bring a second car, we suggest you pay for a City of Clearwater Hotel Parking Pass which will allow you to park anywhere on Mandalay Ave. Cost is $20 per day, and we only have one, so you can book it on this site. You do not need a car for this property.
You may party inside the house, but not on back porches which will disturb other guests. There are great bars everywhere to bring you party crowd.

Daily rentals are available generally after a check out or before a check in, but not in the middle of the week. Please inquire before booking.

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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