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Book Online or call HomeAway Booking Assistance 888-829-7076
Book Online or call HomeAway Booking Assistance 888-829-7076

99 Steps From The Beach, Free Island Trolley, Stores & Restaurants

Bedrooms 2
Space 1,000 sq ft
Property type condo
Minimum Stay 7 nights


About the property

2 Bedroom, 2 Bath Florida Beach Condo 'the Island Love Nest'

This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18 units in this quiet complex, with heated pool and well maintained landscaping. The vacation rental is a 2 minute walk across the street to the main county beach, trolley, award winning restaurants and all conveniences.

Come enjoy all of the beauty that Anna Maria Island has to offer. This is truly paradise within reach. You will come and never want to leave. Let our love nest be your love nest!


'Relaxing Refuge'

Reviewed May 29, 2013 for a stay in May 2013

We had such a relaxing time during our stay. The condo is very clean and comfy with lots of little touches to make your stay even better. Its cozy enough for a couple but also has room for the whole family.

We enjoyed reading by the pool after a morning of swimming on the beach. The beach is a short walk across the street, which makes it convenient to watch the amazing sunsets. The restaurants on the island were all spectacular- even for a foodie!

'Perfect Family Getaway'

Reviewed May 15, 2013 for a stay in April 2013

The accommodations were great! This unit is very accessible to the beach; it is right across the street and it was easy to walk to with my wife and 15 month old child. The unit is also very close to a number of shops and restaurants. The unit was very clean, we found it a huge plus that there was a washer and drying in the unit. The condo complex itself has a great pool that my daughter loved to spend time in. The other condo owners / renters were friendly. The owners of this unit were very responsive and great to do business with. My family had a great time and we hope to stay here again the next time we travel to Florida.

“Love the Love Nest!!”

5 of 5 stars Reviewed April 14, 2013 for a stay in April 2013

Just returning home from a wonderful visit to my new favorite home away from home on beautiful Anna Maria Island, I'm already planning my next trip! This condo is extremely clean, well-equipped and well-maintained, and is the ideal combination of peaceful haven and perfect proximity. (Great screened verandah!) In addition to being just steps away from ami's powdery white sand beach, a short walk in the other direction accesses shopping and amenities galore! I wholeheartedly recommend this place for anyone looking for the perfect island getaway!

“Restful, relaxing, vacation experience!”

5 of 5 stars Reviewed March 23, 2013 for a stay in February 2013

We have been vacationing on Anna Maria for the past ten years and have stayed at several locations on the island from Bradenton Beach to Holmes Beach. This unit at Cayman Cay is by far our favorite. It is an exceptionally clean, well equipped unit. The owners are easily contacted when there is a question or problem and respond quickly to answer or correct the situation. The complex is very friendly and quiet, centrally located to shopping, free trolley for island transportation and only a very short walk to the white sand beach. We were here for nine weeks and will back next year.

More Details

Sherry Smith
Member since: 2013
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
September 4, 2018

About Sherry Smith

We moved to Tampa from Rhode Island in 2000. In our first six months we discovered Anna Maria Island and since then we knew we would eventually own a place on the island. It took us 13 years but we did it! We now own our 2nd home on this beautiful island.

Sherry Smith purchased this condo in 2012

Why Sherry Smith chose Holmes Beach

We were looking for 2 years for the perfect place. We decided on this unit because it had everything on our wish list. It is one block from the beach and perfectly situated on the island - a quick escape to Bradenton if needing to go into town yet a world away. It is newly remodeled and has all the amenities needed. It is decorated in a great Tommy Bahama style and it just 'fits' us.

What makes this condo unique

It is a quiet condo with only 16 units in two buildings. It has a quaint island feel.


Holmes Beach Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
  • Guests provide their own meals
Floor Area:
  • 1000 sq ft
House Rules:
  • Check-in: 3:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 6
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Village ...
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning
  • Clothes Dryer
  • Elevator
  • Garage ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king
    Bedroom 2 - 2 twin/ single , 2 sleep sofa /futon
  • Books
  • DVD Player
  • Games
  • Satellite / Cable ...
  • Television
  • Bicycles ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Lawn / Garden
  • Outdoor Grill
  • Long-term Renters Welcome
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
Leisure Activities:
  • eco tourism
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • pier fishing
  • sailing
  • swimming


3.5/5 -
(2 traveler reviews)

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99 Steps From The Beach, Free Island Trolley, Stores & Restaurants
average rating of 3.5 based on 2 reviews
brooklyn, ny

Pretty condo with great community pool

  • 3 of 5

Our family of four has rented many vacation condos via homeaway and other websites. I love being in an apartment rather than a hotel room because we like to cook our own meals and our kids are little and need naps and early bedtimes. This apartment has a good layout and is very nicely deocrated. Crucially for us it has a well-stocked large and comfortable cook's kitchen. There is a dining table out on the screened porch which we loved and comfortable and pretty furnishings throughout the apartment. I'm pretty sure there was a TV in each bedroom as well as a large tv in the living room--more than we needed but I think many people like a bedroom tv. The complex pool was great for our kids and you are right across the road from the beach, the beach playground, and the beach shop and restaurant (where we went to try the pancake breakfast). The condo also a short bike ride to major grocery store and other shopping just a few blocks away. We rented bikes and a trailer and used them to explore the island.

The one downside to the condo is the road it's on. The main road on Anna Maria island has a good amount of traffic (we were there at Easter so it was peak season) and this condo complex is very close to the causeway to the mainland and so traffic is quite heavy here--at least it was during our stay. It's not easy to cross the main street at busy times of day and there are a lot of busy times. Other than that one factor, it's a wonderful spot and really spotless and lovely inside.

  • Submitted: Jul 11, 2014
  • Stayed: April 2014
  • Source: HomeAway
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Great vacation!!!!!

  • 4 of 5

Everything is there pool right outside the condo and steps to ocean. perfect place to stay free trolly right outside the complex fully stocked with all the basics you would need free wifi. would highly recommend to stay here. Very friendly people met several who were frequent renters.

  • Submitted: Feb 1, 2014
  • Stayed: January 2014
  • Source: HomeAway
Owner's Response: Thank you very much for your review. We love our home away from home and we are glad you did as well! It was a pleasure to have you. - Stu and Sherry Smith
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Nearest Beach
150 Metres
Holmes Beach

Our condo is located on the quaint island of Anna Maria Island. Nothing on the island is more than 4 stories high with many locally owned businesses. It is typical old florida style and feel. Anna Maria is one hour from Tampa and St. Pete, 30 minutes from Outlet Shopping and 30 minutes from Sarasota, 2 hours from Orlando. It is a great escape but still close to many attractions


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Protection $79
Cleaning $125

Owner's Cancellation Policy

  • 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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