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Book Online or call HomeAway Booking Assistance 888-640-7927
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Just steps away from the Gulf & Bay

Bedrooms 3
Property type house
Minimum Stay 2 - 7 nights


About the property

House, 3 Bedrooms, 2 Baths, (Sleeps 7)

You are truly in the islands when you relax and wind down in this charming bungalow. Shady mango trees cover the generous lot, located on a private, quiet, shell paved street. This wonderful house is located two houses from the bay and two houses and Gulf Drive from the Gulf of Mexico on magnificent Longboat Key. You will find miles of wide, empty beaches abound.

This colorful, well decorated house has the perfect layout for a vacation where privacy is desired. The master bedroom contains a queen bed, bedroom two has a full bed, and bedroom three has three twins. The living area is set up for easy, breezy entertaining. The kitchen area opens to the living and dining areas. A beautiful screened porch, with sliding glass 'pocket' doors join the living and dining room together. Outside you will find a patio wit fire pit, deck and an outdoor shower.

The house is a minute walk from Longboat Key's wonderful and generously proportioned sidewalk/ bike path, which runs the length of Longboat Key and onto adjoining islands. Fabulous restaurants, shops as well as world class boating and fishing are easily accessible from this private getaway. The house has WIFI, cable TV and phone.

Keywords: House

More Details

Gerri O'Boyle
Member since: 2004
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 21, 2017

About Gerri O'Boyle

We reside in Washington, DC. We hope to eventually make Paradise Cottage in Longboat Key our retirement home. Until then, we would like to share it with you. Our hole family loves it; whether it be with our children, our golf group, our extended family, we are all happy at Paradise Cottage. I wish I could stay forever.

Gerri O'Boyle purchased this house in 2005

Why Gerri O'Boyle chose Florida South Central Gulf Coast

Paradise Cottage is quiet and peaceful. It has been refurbished but still has it's old island charm; much like the architecture in Key West. You will never want to leave. You will have privacy, yet the neighbors are lovely. Set in one of the slimmest parts of Longboat Key, the beach and bay are at your finger tips. The management company is quick to address any needs and offers many services. You are all set at Paradise Cottage.

What makes this house unique

There is nothing you will long for at Paradise Cottage that is not with 10 miles from you. World class medical care, the arts, ballet, opera, Ringling Musuem and world class shopping are just a few things. Two great airports are close. Many and varied grocery stores are close. The house comes complete with cable, phone and WIFI

Guestbook comments from the owner

We were so delighted when we checked in our "Paradise Cottage". It was clean and more charming than the pictures. We loved the yard and the privacy. The sun room was a favorite room. The updates especially in the bathrooms were very nice in such an older home. It just added to the charm. There was plenty of storage and closets. We were so excited to find beach chairs and bikes in the storage unit on the property. That was a pleasant surprise. In addition the location was so convenient. The beach was an easy five minute walk and also restaurants, church and the grocery store were so close, yet the property was really secluded down a private drive. We had the best Christmas vacation ever and it was so fun to stay in such a hassle free and charming "paradise cottage."
Dec 2014
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Longboat Key House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 7
  • non smoking only
  • pets considered ...
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
Location Type:
  • Near The Ocean ...
  • Water View
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Covered Parking
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone
  • Towels Provided
  • Washing Machine ...
  • Coffee Maker ...
  • Cooking Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Both bathrooms are recently fully renovated. In addition, there is an outside shower, which is great when coming off the beach.
  • 3 Bedrooms, Sleeps 7
  • Bedroom 1 - 1 queen , Master bedroom
    Bedroom 2 - 1 double
    Bedroom 3 - 3 twin/ single , This room adjoins a bath and the deck for morning coffee.
  • Queen size Beds (1)
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television ...
  • Toys ...
  • VCR
  • Bicycles
  • Deck / Patio ...
  • Golf ...
  • Lanai / Gazebo
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Tennis ...
  • 4 bicycles
  • Long-term Renters Welcome
  • wheelchair accessible ...
  • arboretum
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • synagogues
  • theme parks
  • water parks
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseshoes
  • miniature golf
  • outlet shopping
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Uber and Lyft are available on our beautiful island. Departure cleaning is part of your rental. Credit Cards are accepted.


Excellent! 4.7/5 -
(6 traveler reviews)

Just steps away from the Gulf & Bay
average rating of 4.6666665 based on 8 reviews
Seminole, FL

Fabulous Experience at Longboat Key

  • 4 of 5

Just wanted to convey to you how much we enjoyed and adore your Paradise at Longboat Key. It served our needs so well, especially the early and late checkin and checkout. As you told me, Andrew was a delight! I could just move in to your Paradise. The seating arrangements both inside and out were so conducive to group conversations or to have privacy for reading or meditating. We cooked out one evening and it was such a treat not to fight the restaurants on Memorial Day weekend. The location was perfect for our 4 days of Junior golf at the Long Boat Key Golf Club. We want to rent your Paradise again in the future.

I didn’t want to leave.

  • Submitted: Jun 10, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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Can't wait to go back!

  • 5 of 5

We had a great long weekend at the house! House is very well kept with a great patio! It was just my boyfriend and I, but house is plenty big for a family or a group. Short walk to a beautiful beach and close by to restaurants, ect. A big bonus- plenty of beach towels, beach chairs, bikes to ride around the area! Would definitely recommend for anyone staying in Longboat Key, and we will definitely go back!

  • Submitted: Jun 6, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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Great stay on Longboat Key

  • 5 of 5

Recently returned from 4 days at this comfortable and well-equipped cottage. Location was as promised- close to beach and bay. House was nicely furnished and spotless. Beds were very comfortable but we spent most of the time on the beach or the patio. Can't wait to go back!

  • Submitted: Jul 31, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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Wondeful stay

  • 5 of 5

We stayed at this lovely cottage for a too-short weekend. The house is clean, welcoming and well-decorated. The kitchen has is well-stocked and the outdoor shower was terrific. The beach is within an easy walk and the neighborhood lovely and quiet. Longboat Key is beyond beautiful. We can't wait to visit this lovely cottage again.

  • Submitted: Jun 19, 2015
  • Stayed: Apr 2015
  • Source: VRBO, from HomeAway
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Lovely vacation

  • 5 of 5

Our family of 4 just spent 10 wonderful days at this absolutely lovely beach cottage.

It was comfortable, clean, quiet and the kitchen had everything we needed in order to prepare and enjoy delicious meals. We loved the outdoor shower and outside patio.

  • Submitted: Jul 15, 2014
  • Stayed: Jul 2014
  • Source: VRBO, from HomeAway
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Good Stay

  • 4 of 5

My sister, two daughters (ages 7 and 4 at the time) stayed in this home 2-3 years ago and enjoyed our stay. Longboat Key is a great place to visit, even in the summer as we did. The house was tucked away on a small line with helpful neighbors. It looks like the furnishings have been updated since we stayed and they look great. If memory serves, the home was stocked with beach items and a quick shortcut through the woods took us to the beautiful beaches on the island. I actually prefer Longboat to Amelia Island and for those who want quiet and serene beauty, this area is hard to beat. There aren't too many private homes availabe for rent and finding an affordable one can be diffcult which is where this house excels. A good stay. We have visited the area three other times staying in different parts from Siesta to Brandenton Beach and always drive down the lane to check on this house. Will stay again one day.

  • Submitted: Jan 4, 2014
  • Stayed: Jan 2013
  • Source: VRBO, from HomeAway
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Nearest Airport
14 Miles
Bradenton Sarasota
Nearest Barpub
1 Miles
Euphemia Haye, Harry's, Lots more
Nearest Ferry
45 Miles
Tampa - Ft. Meyer
Nearest Golf
4 Miles
Longboat Key Club
Nearest Motorway
15 Miles
I - 75
Nearest Restaurant
0.5 Miles
Many, many restarants to choose from
Nearest Beach
0.2 Miles
5 minute walk
Car: recommended

This house is uniquely located between Lido Circle at St. Armand's Key and the towns of lovely Anna Maria Island. There are many, many different types of activities to keep the whole family busy.


Rates & Availability

Longboat Key House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
In Season: 7 day minimum
Feb 28 2017 - Apr 28 2017
7 night minimum stay
In Season: 7 day minimum
Dec 23 2017 - Apr 28 2018
7 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

Pet Fee $150 + Tax
Damage Insurance $49 + Tax
Cleaning $150 + Tax
Tax Rate 12.0%

Beach is a 5 minute walk. Bay is a 30 second walk.

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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