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Holmes Beach Vacation Rentals, Cottages & Private Rental Homes.

Large selection of Rentals, book your Holmes Beach Vacation Rental Home Here and Save!

Many rental properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Florida visit the perfect getaway.

Rentals by Owner in Holmes Beach Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of Short Term Rentals to choose from, we now have the selection and value to offer our visitors searching for places to rent in Holmes Beach Florida.

Select from the following Rental Properties:

Beach Front Condo with Gulf View - Pool - Jacuzzi - and BBQ Area

Holmes Beach Condo Star 4.6 Star Review

La Casa Costiera is a luxuirous condo in the heart of Holmes Beach where the Mediterranean and the Gulf of Mexico meet. When you approach La Casa Costiera from the outside you will be amazed by the exquisite and well maintained landscaping of the property. As the brick pavers draw you to the elevator you will have a feeling that you have reached a .......read more

3 Bedrooms - Sleeps 6
Condo in Holmes Beach



Dog Friendly Lovely Pool Home Just 250 Steps To The Beach!

Holmes Beach Vacation Rental Star 4.9 Star Review

202 56th St. #1, Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location - 250 Steps to the Beach!
3 Bedroom / 2 Bathroom
3 King Beds
Saltwater Pool (shared)
BBQ Grill (shared)
Complimentary WIFI
Washer & Dryer (shared)
Beach Wagon, Beach Chairs & Beach Towels
Dog Friendly (with fee - see notes below.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



PETS STAY FREE, 1.5 Blocks from Beach, First Responder and Military Discount

Holmes Beach Vacation Rental Star 4.6 Star Review

Lower Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow is perfect for couples and families alike.. Only .5 miles from shops and restaurant and 1.5 miles from historic Anna Maria, this house offers convenience with a remote island feel.


King, Queen and twin beds are in the home. Full kitchen, dining room and wash.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



Paradise Palms: 4 BR, 2 BA House in Holmes Beach, Sleeps 6

Holmes Beach Vacation Rental Star 4.3 Star Review

Beautifully decorated 3 bedroom/2 bath ground level home plus Den and 2 car garage. Spectacular unsurpassed tropical landscaping surrounds the entire home. The open concept kichen, dining, and living room provide the perfect space for the entire family to gather together! The well equipped kitchen provides everything you may need for your meal prep.......read more

4 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



PETS STAY FREE, 1.5 Blocks from Beach, First Responders and Military Discount

Holmes Beach Vacation Rental Star 4.7 Star Review

Upper Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow with shared Pool is perfect for couples and families alike. Only 1/2 mile from shops and restaurants and 1.5 miles from Historic Anna Maria , this house offers convenience with a remote island feel.

King, queen and twin beds are in the home. Full kitchen, dining r.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



Perfect Island Hideaway... private, heated pool, 5 min walk to the beach

Holmes Beach Vacation Rental Star 5.0 Star Review

Welcome to Sandy Palms….

You’ll love this updated classic Florida beach house. On a quiet street and close to everything in Holmes Beach. It’s a perfect home base for your family to enjoy the laid back, Old Florida lifestyle of Anna Maria Island. Sandy Palms is managed by the owners who live in FL and are always available if you shoul.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!

Holmes Beach Condo Star 4.9 Star Review

Just remodeled in October 2019. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private balcony overlooking the beach and the water! This condo boasts a king sized master bedroom with view of the Gulf. XL twins in the guest room with adjacent bath. Undercover parking, LARGE heated pool with new paver deck, 42\' .......read more

2 Bedrooms - Sleeps 4
Condo in Holmes Beach



Beach House Ultimate pool Family Vacation Home.

Holmes Beach Vacation Rental Star 4.8 Star Review

This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back yard.
We highly recommend TRIP INSURANCE
Home away from home, cozy and comfortable Beach house. A 5 minute walk to the beach and shops. Very quite neighbor hood.
New elevated house with private heated pool, and fenced .......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



Beautiful Beach House situated right on the beach offering stunning views of the ocean

Holmes Beach Vacation Rental Star 4.9 Star Review

Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privately owned rental properties situated in fantastic locations on Anna Maria Island on the Gulf coast of Florida (the web addresses for our other properties on VRBO can be found below). The island has 7 miles of beautiful sugar-white .......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



Salty Margarita: 1 House to Beach! Pool, Spa & Rooftop Deck by Anna Maria Life Vacation Rentals

Holmes Beach Vacation Rental Star 4.8 Star Review

106 81st, Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location! One House to the Beach!
4 Bedrooms / 5 Bathrooms
4 King Master Bedrooms with En Suite Bathrooms
Heated Pool & Hot Tub
Pool Loungers
Outdoor Shower
Summer Kitchen with Gas BBQ Grill & Outdoor Dining Table
Third Floor Deck with Fire Pit & .......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Holmes Beach



Gorgeous condo one block from Manatee Beach

Holmes Beach Condo

Welcome to paradise! Enjoy close proximity to beach and everything you could possibly want in newly renovated quiet and safe 2 bedroom 2 bath spacious condo located in Westbay Cove. Laundry in unit. Easily accessible (avoid traffic) and walk to grocery, drug store and numerous restaurants. Community has 2 pools, tennis and pickleball. One designate.......read more

2 Bedrooms - Sleeps 4
Condo in Holmes Beach



SHORT WALK TO BEACH. HEATED POOL. OVERLOOKS NATURE PRESERVE. BRILL LOCATION!

Holmes Beach Vacation Rental Star 4.8 Star Review

Brilliant location! As seen on \'A Place in the Sun\' Channel 4 UK TV programme!

Perfectly designed for sharing with family and friends!

Bright, clean and spacious \'New England\' style property, well designed over 2 floors. End property so quietly located with stunning surrounding views.

ADDITIONAL BENEFIT is that we use a .......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



Direct Beachfront Cottage On Gulf Of Mexico

Holmes Beach Vacation Rental Star 4.9 Star Review

This two story gulf front private home has 3 bedroom/2 baths with fun Carribean decor. This ground level home allows you to walk right out into the sand. There is a screened patio for dining and enjoying the sunsets. Or relax on the outside patio with another dining table and outdoor seating, or go up on the upstairs deck for a great view. Nothing.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Holmes Beach



Family-Friendly Condo with Shared Pool, High-Speed Internet, and Central AC!

Holmes Beach Condo Star 4.8 Star Review

The Cove at Sandy Pointe #212

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Welcome to your cheerful hideaway by the beach! Enjoy views of the bay, Grassy Point Bayou, and the surrounding mangroves from this condo\'s extensive screened-in balc.......read more

2 Bedrooms - Sleeps 4
Condo in Holmes Beach



Condo steps from the beach!

Holmes Beach Condo Star 5.0 Star Review

Come enjoy the beauty of Anna Maria Island! Less than 50 steps from the white sand beach and minutes (.2 miles) from restaurants, cafes, bars, ice cream shops and grocery

We are just steps to the beach (no roads to cross) and we have all the beach supplies that you will need.

Welcome to Home Sweet Holmes ! The minute you arrive yo.......read more

2 Bedrooms - Sleeps 6
Condo in Holmes Beach



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