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Pet Friendly Rentals in Holmes Beach, FL

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$970
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1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$369
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1 / 14
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3 Bedrooms, 4 Bathrooms, Sleeps 11
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$2,000
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1 / 25
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4 Bedrooms, 4 Bathrooms, Sleeps 9
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$150
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1 / 14
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
About this property
This is a comfortably furnished and updated home equipped with every vacation need. Washer and dryer,cable televisions, Wi-Fi, land line phone, screened rear porch for OUTDOOR SMOKING ONLY. There is an outdoor gas grill. All beach equipment such as chairs, umbrella, wagon,coolers,toys and towels... View all property information
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From
$150
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1 / 13
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gorgeous gulf views and steps to white sandy beaches across the street from this 2 bedroom,2 bath elevated vacation rental. Up two flights of stairs to this top unit, with a partial view of the Gulf of Mexico just outside your front door. With 12 x 63 open covered deck below to enjoy the gulf... View all property information
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3 of 5 stars Reviewed January 7, 2015
The location of this rental was wonderful,just a few steps from one of the most Beautiful Beaches,we rented this for 31 day's, on the down side, it needs to be up dated,the carpet...
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$145
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1 / 11
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very spacious two bedroom Condo with a large living room. Flat Screen TV, fully equipped kitchen with all the appliances. Not far from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck area. Main bedroom has a King size bed with a private bathroom and... View all property information
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$100
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1 / 11
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Air Conditioning
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
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From
$211
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1 / 34
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4 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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4 of 5 stars Reviewed October 2, 2014
We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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From
$121
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1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Sunbow Bay unit #203 is close to shopping and restaurants; yet out of the way and quiet. This unit is very comfortably furnished and overlooks a natural bayou. Sunbow Bay offers two heated pools, tennis courts, an elevator, covered parking, and a long boardwalk and fishing pier that puts you at the... View all property information
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From
$165
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1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has waterfall pool, and a relaxing Pool... View all property information
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4 of 5 stars Reviewed December 30, 2014
This 2 bed, 2 bath unit was steps from the beach, be careful with children however, for this unit is on busy Gulf Drive across the street from the beach. The furnishings were...
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From
$214
Per Night
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1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
High-end, high quality smaller units are almost non-existent as short term vacation rentals. So if you’re looking for a “comfortable, updated, style and convenience driven home” for a smaller number of guests, that usually means getting more space than you really need. With the Palm Shores... View all property information
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5 of 5 stars Reviewed August 27, 2014
Condo was clean nice with full kitchen. Nice pool and patio. Walking distance to beach. Great restaurants nearby, ....try lobstahs
5 of 5 stars Reviewed March 14, 2014
Lovely unit, fully furnished kitchen, 1/2 block to beach, great location, easy to get around, clean pool, easy parking, comfortable beds.
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From
$200
Per Night
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1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Citrus Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. However, until Labor Day 2014 we are offering a 10% discount on this property because of new... View all property information
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5 of 5 stars Reviewed November 19, 2014
Brand new five-star cottage with luxury sheets, fluffy towels, great dishes, warm swimming pool, big TV, snuggly blankets for watching big TV, and light fresh decor. The cottage...
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From
$175
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1 / 12
2 Bedrooms, 1 Bathroom, Sleeps 5
Booking
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Starfish Shack on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Starfish Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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5 of 5 stars Reviewed September 22, 2014
The use of the mobile app prior to attending was a godsend, very useful and informative. The apartment was spotless and fulfilled our needs exactly. The description was wholly...
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From
$170
Per Night
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1 / 8
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to Yellowfin Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Yellowfin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower,... View all property information
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5 of 5 stars Reviewed July 31, 2014
Anna Maria is our favorite place to escape for a beach trip, and I'm so glad we found Lizzie Lu's because their properties are top notch. The duplex we stayed in was recently...
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From
$250
Per Night
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1 / 29
2 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Adriel's Place in Anna Maria...located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, pavered terrace and pool overlooking sailboat water. Fishing and... View all property information
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From
$175
Per Night
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1 / 13
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Sand Dollar Shack on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Sand Dollar Shack side includes a private heated pool (not shared), hot/cold outdoor... View all property information
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5 of 5 stars Reviewed January 27, 2015
We had a wonderful stay at AMI with Lizzie Lu/Sand Dollar Shack! From the moment we got there, the owner Ben took great care of us. The location is in a great spot towards the...
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From
$189
Per Night
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1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to Bluefin Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Bluefin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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From
$800
Per Night
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1 / 19
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Experience Anna Maria Island at its best! This luxury beach-front home located in Holmes Beach is available for a minimum of 2 weeks and at a discounted rate monthly. An expertly decorated home that reflects the calming and relaxing atmosphere of the beach, Island Dance offers just what you are... View all property information
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From
$975
Per Week
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1 / 6
2 Bedrooms, 1 Bathroom, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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5 of 5 stars Reviewed August 20, 2014
I booked this place because I wanted a pet friendly rental close to the beach. Our plans changed and our dog didn't travel with us, but it would have been a great location for...
5 of 5 stars Reviewed December 11, 2012
I found this house online and was instantly attracted to the location and the reasonable price! This house is so close to the beach and is on a dead end street! I loved the fact...
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From
$1,050
Per Week
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1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This 2 bedroom, 2 bath home is located in Holmes Beach just 3 blocks from the beach in a quiet residential neighborhood. The home offers a large open floor plan with a bonus room on the lower level with a sleeper sofa and a game room. Amenities Include: Full kitchen, dishes, cook ware, utensils,... View all property information
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4 of 5 stars Reviewed March 2, 2014
I am so glad that I read the last review after we started our stay at Endless Summer, and not before. We had no problem with the beds -The Queen size bed was very comfortable...
3 of 5 stars Reviewed July 31, 2012
The house was comfortable and had all the amenities we needed. There is only two complaints we had about the house itself. First was that the master bedroom only had a double bed...
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From
$1,125
Per Week
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1 / 9
3 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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From
$150
Per Night
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1 / 5
1 Bedroom, 1 Bathroom, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only... View all property information
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5 of 5 stars Reviewed January 15, 2015
We have stayed here multiple times!! We have also referred others to stay here as well!! You feel like you are at Home with Diane and Paul! They always take care of anything...
5 of 5 stars Reviewed December 4, 2013
We recently stayed at the side unit of the Heron House on Anna Maria. Paul and Diana keep the property in tip top shape with lots of amenities such as free use of bikes, beach...
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From
$1,330
Per Week
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Island Bay House upstairs unit is a glorious two bedroom two bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and... View all property information
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From
$1,085
Per Week
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1 / 21
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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4 of 5 stars Reviewed August 25, 2014
We have stayed in this unit several times and have never been disappointed. We first stayed here because the unit is "pet friendly" and it is hard to find a place in this area...
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From
$193
Per Night
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1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 16
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 3 bedroom 2.5 bath villa is steps from the pristine white sandy beaches on the Gulf of Mexico. This unit is fully furnished in tropical decor and has all the luxuries of home for a stress free vacation. Optional rental of private boat slip. The villa's main features are the patio and deck... View all property information
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From
$1,050
Per Week
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1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one and one half bath unit is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's... View all property information
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From
$945
Per Week
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1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Brigadoon, located at 504 70th Street in Holmes Beach is a wonderful home with a beautiful lagoon style heated pool. It's located on a quiet street in a lovely neighborhood and features a screened lanai and a BBQ area with gas grill. You'll want to wander around the yard and experience the... View all property information
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From
$980
Per Week
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1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Anna Cabana Bungalow #4 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for... View all property information
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From
$143
Per Night
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1 / 19
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley and cruise the island to a... View all property information
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5 of 5 stars Reviewed October 21, 2014
This place met all our needs for our beach getaway. Location is close to everything but when you go on the back balconies make you feel like you are on a private getaway on the...
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From
$450
Per Night
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1 / 9
5 Bedrooms, 5 Bathrooms, Sleeps 14
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fantastic private custom-built vacation rental home just a few houses to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool that boasts a cascading rock waterfall and hot tub all in a tropical paradise setting! Spend the day on the best beaches you will... View all property information
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From
$1,102
Per Week
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1 / 21
3 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Bollinger Duplex is a very comfortably furnished and spacious duplex located at 6909 Gulf Drive, in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to the beautiful Gulf of Mexico where you can walk for miles in either direction on the white,... View all property information
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From
$770
Per Week
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1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Terrace Condominium #2, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably furnished, two bedroom, two bath town home condo with heated pool, private garage and three separate lanais. The pool area is beautifully landscaped with native plants and features a pergola and... View all property information
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From
$214
Per Night
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1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 8 people. Main house 1116 Sq. ft.,... View all property information
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From
$235
Per Night
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1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This four-bedroom pet-friendly vacation rental with a heated pool is just a block to the white sand beaches of Anna Maria Island and the Gulf of Mexico. Located in Holmes Beach, Beautiful Villa by the Sea offers an open floor plan with plenty of space to accommodate 10. On the main floor you will... View all property information
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5 of 5 stars Reviewed July 8, 2014
We were traveling to Anna Marie island to attend a wedding ,my daughter and son in law were in the wedding so we decided to make it a family vacation.We took our grown children...
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From
$107
Per Night
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1 / 20
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this two-bedroom, one-bath vacation rental has been completely remodeled inside and out for your vacationing pleasure. A well-appointed kitchen and outdoor grill may entice... View all property information
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2 of 5 stars Reviewed April 10, 2013
If you are looking for a peaceful rental where you hear birds singing and pretty smelling Island flowers this is NOT the place. This rental is located right on busy Gulf Drive...
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From
$106
Per Night
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1 / 11
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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5 of 5 stars Reviewed May 8, 2012
After reading all of the good reviews and comments here and in the forums, we decided to contact the property management for this unit. We were pleased to receive a warm, personal...
4 of 5 stars Reviewed June 4, 2014
Die Unterkunft ist sicherlich ein paar Jahre alt, aber sieht neu renoviert aus. 1 Gemeinschaftspool, eigene Terrasse mit Tisch und Stühlen incl. Grill machen es einem schwer was...
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From
$1,750
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Villa de la Playa is a luxurious three bedroom, three bath town home with a private pool and spa, located at 3603 4th Avenue in Holmes Beach, less than a block to the white sandy beach. It is a top of the line Anna Maria vacation rental!This totally renovated property left nothing undone! A new... View all property information
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From
$840
Per Week
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1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sunbow Bay Condominium #308 located at 3805 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking,... View all property information
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From
$2,394
Per Week
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1 / 22
4 Bedrooms, 4 Bathrooms, Sleeps 13
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Island Bay House is a glorious four bedroom four bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and Tampa Bay... View all property information
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From
$154
Per Night
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1 / 23
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping,... View all property information
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From
$1,610
Per Week
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1 / 22
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a private heated pool set amidst tropical, native landscaping. Its 2000 square feet of luxury! The beach is approximately one half block away with no major roads to cross. You can enjoy views of the... View all property information
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4 of 5 stars Reviewed July 23, 2011
Let me start off with the negatives first: 1) Although this home is advertised as having a two-car garage, you can actually only use one since the owners keep their boat in...
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From
$214
Per Night
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1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
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3 of 5 stars Reviewed September 20, 2014
The unit itself was great. The furnishings were top drawer. However, when we arrived, the cleaning crew was still there even though it was check in time. The sheets were never...
5 of 5 stars Reviewed August 5, 2014
We had a great experience at this property on Anna Maria Island. A local friend connected us with the staff at Vacation Cottages, who manages this and other properties. This...
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From
$840
Per Week
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1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bathrooms. This property has long distance and WiFi... View all property information
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5 of 5 stars Reviewed November 6, 2014
I stayed at the cottage for a little over two months. The owner has stocked the home with everything you could possibly want or need - comfortable, easy to care for, and the pool...
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From
$1,995
Per Week
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1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent... View all property information
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5 of 5 stars Reviewed August 17, 2014
Home was perfect for our family of 6. Beach was beautiful, as was water. Close to stores was nice also.
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From
$3,717
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1 / 22
4 Bedrooms, 4 Bathrooms, Sleeps 16
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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From
$107
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1 / 20
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
At first glimpse, Happy Heron will make you smile! Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this one-bedroom, one-bath vacation rental has been completely remodeled inside and out for your vacationing pleasure.... View all property information
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5 of 5 stars Reviewed September 25, 2014
Nicely decorated and furnished, spacious apartment in a great location 5 minutes walk from the beach. Appreciated the beach chairs/towels etc being included as part of the deal...
5 of 5 stars Reviewed September 23, 2014
The Happy Heron was the perfect last minute getaway spot. Its clean, its the perfect size for two people and its right across the street from the beach. I'm already planning my...
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From
$980
Per Week
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1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large deck facing the Gulf. Numerous fruit trees and... View all property information
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1 of 5 stars Reviewed November 14, 2013
My letter to manager.... Sara, I and my family are very disappointed with the condition of the property. The housekeeping was unacceptable and we had to wait until our second...
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From
$665
Per Week
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1 / 10
1 Bedroom, 1 Bathroom, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Anna Cabana Bungalow #2 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for... View all property information
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From
$525
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1 / 22
8 Bedrooms, 4 Bathrooms, Sleeps 20
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Amenities & Details
  • Dishwasher
  • Grill
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Garden Villas at 4109 Gulf Drive in Holmes Beach. This delightful island locale is situated conveniently across from the Manatee Public Beach and the Gulf of Mexico. Walk to the Cafe on the Beach, West Coast Surf Shop and the nearby Island Centre Shopping which serves all of your... View all property information
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From
$805
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1 / 18
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sunbow Bay Condominium #114 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking... View all property information
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Suitability

  • Wheelchair access (3)
  • Elder access (29)
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  • Pet friendly (82)
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  • Internet (78)
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Holmes Beach Vacation Rentals

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

Where to Stay in Holmes Beach

Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

Fun things to do in Holmes Beach

A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

More beach Fun

Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

Dining and entertainment

Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.