Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

Condos
Homes
Studios
Townhomes
Villas
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Lodges
Yachts

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Holmes Beach Waterfront Condo Rentals(31)

31 Results
$1,200 - $1,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 night minimum stay
(3)
$4,134 - $5,094
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(8)
$175
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
13 - 28 night minimum stay
(3)
$171 - $286
per night
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
$1,195 - $1,495
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(21)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night minimum stay
$121 - $164
per night
7 - 28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 28 night minimum stay
$200 - $245
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
$200 - $245
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(8)
$1,700
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(3)
$875 - $1,950
per week
14 - 30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
14 - 30 night minimum stay
1 Review
$157 - $210
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
1 Review
$250 - $257
per night
4 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
$125 - $150
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(15)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
5 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(12)
$175 - $207
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
2 Reviews
$2,650 - $3,800
per month
28 - 31 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 31 night minimum stay
$957 - $1,985
per week
14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
14 night minimum stay
  • Studio,
  • 1 HF BA,
  • Sleeps 4
From $1,450
per week
  • 1 BR,
  • 1 BA,
  • Sleeps 4
  • 2 BR,
  • 2 BA,
  • Sleeps 6
Advertisement
 

Recent Holmes Beach Reviews

A Month in Paradise

5 of 5
Walking through the front door, we were "wowed" by the breath taking view of the Gulf of Mexico. The location is perfect! The condo is situated on a quiet stretch of white sandy beach.You can walk for miles on the beach, watch dolphins swimming by and enjoy spectacular sunsets. What better way to start or end your day than listening to the waves outside your window. There are several great restaurants within walking distance. Just a few steps away, a free trolley will take you anywhere on the island. The condo itself is wonderful! It is clean and well maintained. The colourful, beach decor and comfy furniture are very welcoming.....perfect for an ocean front retreat. The bedrooms are spacious and comfortable. The kitchen is very well equipped with everything you could possibly want. The beachfront swimming pool is large and well maintained and the water warm.You may also enjoy a swim in the beautiful waters of the Gulf just steps away. The owner is kind and very helpful....more like a gracious host. She provided lots of information and offered suggestions of places to see and things to do. Laurie, thank you for being so helpful and informative. Thank you for sharing Paradise with us. We enjoyed our month in this special place and can't wait to return next year!!
  • Submitted: Sep 30, 2014
  • Stayed: Mar 2014

Perfect Place on the Beach!

5 of 5
My daughters, sister and I had a wonderful time staying in this fully equipped condo just steps from the beach. Beautifully decorated and amply supplied, the condo was a perfect home away from home. My daughters voted this the "best place we have stayed in Florida" and have requested this specific condo and location for our next visit. The central location on the island makes it easy to get to anywhere else, the beach is beautiful here, and an easy walking distrance to a shopping center with an ice cream shop is especially appealing. While our group didn't require beach toys we noticed that there were plenty available for those families with younger children. The location made quick trips from the beach for lunch or time out of the sun very easy. We also enjoyed the complex's pool every day. This is a wonderful place to stay - you won't be disappointed!
  • Submitted: Jul 16, 2014
  • Stayed: Jun 2014

Absolutely Wonderful Vacation Spot

5 of 5
This was our third visit to this wonderful vacation spot on Anna Maria Island. Each year the owners make terrific changes to the unit. This year we enjoyed a totally renovated master bath. The location is absolutely excellent -- a gorgeous view of the Gulf from the balcony, just steps from the unit to the beach and a spectacular large pool. This year we discovered new biking and kayaking adventures -- all easily accessible from the unit. The owners and rental agent are very responsive.
  • Submitted: Apr 22, 2014
  • Stayed: Feb 2014