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$129

2 BR / 2 BA / Sleeps 4

3 Reviews

$129

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Sun Plaza West: 2BR Condo w/Tennis Courts near Beach

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Sun Plaza West, located in Holmes Beach on Anna Maria Island, is a fantastic get-away for the beach lover and tennis enthusiast! This two-bedroom, two-bath, end unit condo is located just steps to the white sand beaches of the Gulf of Mexico. This vacation rental features a large master suite with sliding glass doors…
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(3)

Lovely stay at Sun Plaza West 101

Left on Jul 12, 2014 for a stay in June 2014

We stayed at Sun Plaza West for a week. The condo complex is very nicely maintained. The pool area is very nice with restrooms and lots of seating and umbrellas. The beach is a short walk and there are outdoor showers. We loved the storage room with chairs, umbrellas, beach toys and more. It was also a great place to store our ocean floats. We also liked the grocery carts for our use by the …

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$164

2 BR / 2 BA / Sleeps 4

1 Reviews

$164

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Beach Potato: 2BR Condo with Pool & Amazing View

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

When you stay in this spacious two-bedroom family-friendly condo you will definitely become a beach potato! Just steps from Anna Maria Island's beautiful white sand beach in the city of Holmes Beach, with 1,349 square feet, this vacation rental provides plenty of space to relax and enjoy your time away from "regular…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children

Details

Reviews

(1)

Very Pleasant

Left on Jan 11, 2015 for a stay in December 2014

My husband and I traveled with our son and his fiancée. The condo is very clean, with several upgrades especially in the kitchen. Counters, appliances and provided dishes, utensils and dishcloths are all brand new. The areas are spacious and comfortable. The furniture and decor is a little dated but very functional. Everything we needed was there. It's very close to the beach, a 3 min. Walk with…

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$157

2 BR / 1 BA / Sleeps 6

5 Reviews

$157

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Escape to Serenity B: 2BR Pet-Friendly Pool Home

Holmes Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new kitchen, featuring …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(5)

Cozy, Comfortable and Clean!

Left on Mar 14, 2014 for a stay in March 2014

We really loved this colorful duplex! It was clean and comfortable. We had everything we needed. A nice perk was having our own pool! The trolley stop was nearby. Quick walk to the beach. Our only suggestion would be to have a fan in the bathroom. Other than that, absolutely no complaints. We would love to come back here again!

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$171

2 BR / 2 BA / Sleeps 6

3 Reviews

$171

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Sunset Beach: 2BR Family-Friendly Condo near Beach

Holmes Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Kick off your shoes, sit back, relax, and enjoy a view of the sparkling waters of the Gulf of Mexico and the white sand beaches of Anna Maria Island from the balcony of this two-bedroom, two-bath condo. This lovely, beachfront condo has been newly decorated with a unique kind of "Florida-style" furnishings from the …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(3)

lovely condo

Left on Mar 12, 2014 for a stay in February 2014

we thoroughly enjoyed staying our stay in unit 102. it was decorated very tastefully and fully equipped. far enough back from the beach to be peaceful but still only steps away. the stores were only a short walk away and the trolley was a great way to get to the restaurants and stopped right outside our door. the only thing missing might be a bbq for the nights you want to eat in.

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$171

2 BR / 2 BA / Sleeps 4

1 Reviews

$171

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Gulf View: 2BR Beachfront Condo with Amazing View

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Once you open the door to this Gulf View, you will begin to relax. Restful and soothing beach colors throughout this two-bedroom, two-bath condo will encourage you to have a fabulous vacation on Anna Maria Island. The breathtaking view of the sparkling water through floor to ceiling windows in the open living area …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

Details

Reviews

(1)

Oh, what a view!

Left on May 05, 2014 for a stay in April 2014

Gulf View was clean, comfortable and "homey". We had a great week there this april! The view is, no question, outstanding ! The condo was clean and comfortable, the beds were fine, bathrooms terrific, kitchen fully stocked with everything we needed. Great place !

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$157

2 BR / 1 BA / Sleeps 6

3 Reviews

$157

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Escape to Serenity A: 2BR Pet-Friendly Pool Home

Holmes Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new kitchen, featuring …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(3)

Everything we wanted!

Left on Jun 24, 2014 for a stay in June 2014

Great location, beautiful amentities and much appreciated attention to detail. Very clean and is a block from the beach!

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$151

2 BR / 2 BA / Sleeps 8

3 Reviews

$151

Inquire

Blue Palm: 2BR Pet-Friendly Pool Home near Beach

Holmes Beach house
2 BR / 2 BA / Sleeps 8 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Centrally located on Anna Maria Island in the city of Holmes Beach, this dog-friendly vacation rental is on a large corner lot just one block from the white sand beaches of the Gulf of Mexico. Upon arrival, you will be greeted by a large covered porch - the perfect location to relax and enjoy the island sounds. Once …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(3)

Relaxing, Relaxing and even more Relaxing

Left on Jul 26, 2013 for a stay in April 2013

I have to say...after staying at Condos for years...this was a awesome change for Spring Break. We had other families stay close by and I have to say...the Blue Palm is roomy, beautiful, close to the beach and yet the private pool was a tranquil hotspot.

We took our 3 Teenage sons and they loved it. Fished, swam and did what Teenage boys do...girl watch. All 3 boys said it was the most …

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$257

4 BR / 2 BA / Sleeps 8

4 Reviews

$257

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Egret's Nest: 4BR Pool Home near Beach

Holmes Beach house
4 BR / 2 BA / Sleeps 8 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

This beautifully-decorated Anna Maria Island vacation rental with a heated pool in a gorgeous tropical setting, a large deck and plenty of seating is just the place to stay on vacation. Strikingly furnished throughout by AMI-based Egrets Landing, Egret's Nest boasts four bedrooms and 2.5 baths to be enjoyed. There is…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(4)

Fantastic!

Left on Mar 13, 2014 for a stay in December 2013

Egret's Nest is a beautiful house just steps from the beach. The appointments are beautiful and offer a relaxing and comfortable atmosphere. The pool is very private with beautiful vegetation surrounding it and the neighborhood is quite and peaceful.
Egret's nest is also located near restaurants and shopping, which I loved.
A great place to "Chill".

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$236

4 BR / 3 BA / Sleeps 10

7 Reviews

$236

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Beautiful Villa by the Sea: 4BR Pet-Friendly Pool Home

Holmes Beach house
4 BR / 3 BA / Sleeps 10 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

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 find the living room…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(7)

Well kept home

Left on Jul 25, 2013 for a stay in June 2013

Beautiful Villa By The Sea was the ideal place for our family vacation. we love anna Maria, and this house met all our needs. It is clean, neat, and organized. The only complaint is that the bed in the upstairs bedroom (smaller room) was very hard and creaky and hard to sleep in. A new set of mattress/boxspring would be worth the investment for your guests' comfort.

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$143

2 BR / 2 BA / Sleeps 6

4 Reviews

$143

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Gulf Sands: 2BR Flip-Flop Ready Beachfront Condo

Holmes Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Grab your flip flops and get ready to head to the beach when staying in this Gulf Sands condo! With a private balcony overlooking the turquoise waters of the Gulf of Mexico, this vacation rental is a fantastic place to stay during your Anna Maria Island vacation. There is plenty of space for family and friends in …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(4)

Great value for the price.

Left on Jul 24, 2013 for a stay in May 2013

We stayed here in May 2013, and had a wonderful time. The beds were comfortable and it was well stocked. Beach access was simple and the view, although from the side that included public beach access and parking lot, was still enjoyable. We never used the pool, although it appeared clean, because the beach was too wonderful to waste time at the pool:). The only things I would caution about: …

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$129

2 BR / 1 BA / Sleeps 6

10 Reviews

$129

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Island Hideaway East: 2BR Kid-Friendly Pool Home

Holmes Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent10 Reviews

Details

Reviews

(10)

**SPECIAL** Receive $100 off weekly rentals through July 31, 2015! To take advantage of this offer use the promo code HIDEAWAY when reserving Island Hideaway East! ------------ Island Hideaway East has been newly renovated for your vacation pleasure! Over 800 square feet of living area boasts a king master and a twin…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(10)

Fabulous

Left on Dec 01, 2010 for a stay in November 2010

We had a great time, AMI is such a wonderful place, great beaches, excellent food and amazing sun sets.

We thoroughly enjoyed our time at the villa, spending many hours in the pool with the children. We can honestly say that the master bed was the most comfortable we have ever slept in. The children absolutely loved the bar in the games room, My wife and I had poolside waiter service all day …

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$264

4 BR / 3 BA / Sleeps 8

5 Reviews

$264

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Twin Heron: 4BR Family-Friendly Pool Home

Holmes Beach house
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

**SPECIAL** Book and stay 7 days anytime before May 31, 2015, and receive 20% off your base rental fee! That's a total savings of $500! To take advantage of this offer use the promo code SPRING when reserving Twin Heron! ------------ This beautifully furnished four-bedroom, 3.5-bath Anna Maria Island vacation rental …
  • Spa/Whirlpool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(5)

Twin Heron on Anna Maria Island is very relaxing.

Left on Aug 25, 2014 for a stay in August 2014

We enjoyed our stay at Twin Heron on Anna Maria Island. This is a very nice, spacious and clean rental property that has all the upscale comforts of home. Scenic grounds well maintained. Short walk to the beach and even an island trolley is available. Recommend dining on the porch of the "Waterfront Restaurant" with great views of Tampa Bay. Coastal Cottages AMI is a professional vacation rental …

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$107

1 BR / 1 BA / Sleeps 2

7 Reviews

$107

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Happy Heron: 1BR Perfect Getaway, Block from Beach

Holmes Beach house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

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. When renting this home…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(7)

A little piece of heaven near the beach

Left on Jul 24, 2013 for a stay in June 2013

I almost don't want to tell anyone how lovely this place is so that my family can keep it as our little secret! The Happy Heron was clean, neat and gorgeous. Spacious main area and master suite made us feel so at home instantly. The beach was a very easy 3-5 minute walk away. Loved that there were laundry facilities right there. The grill would have come in handy too if we were inclined to cook …

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$221

3 BR / 2 BA / Sleeps 10

5 Reviews

$221

Inquire

Carissa Villa 201: 3BR Family-Friendly Pool Home

Holmes Beach house
3 BR / 2 BA / Sleeps 10 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Bring your tanning oil when vacationing in this gorgeous and luxurious Mediterranean style home. Boasting three bedrooms and three baths, there is room to bring the whole family for a dream vacation on Anna Maria Island. Just a mere block and a half to the white sand beach or steps to the private heated pool, you …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(5)

Average Experience

Left on Jul 24, 2013 for a stay in April 2013

The location was great, however, the inside of the residence was very dirty. Our children's bottom of their feet were filthy after walking on the tile floor. Had to re-wash all the dishes including the silverware. Dishwasher was not secured and would fall forward when you would open the door.

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$221

3 BR / 2 BA / Sleeps 10

1 Reviews

$221

Inquire

Carissa Villa 203: 3BR Family-Friendly Pool Home

Holmes Beach house
3 BR / 2 BA / Sleeps 10 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Begin your vacation in this gorgeous and luxurious Mediterranean style home! Boasting three bedrooms and three baths, there is room to bring the whole family for a wonderful stay on Anna Maria Island. Just a mere block and a half to the white sand beach or steps to the private heated pool, you will be relaxing in the…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(1)

Very nice would stay again

Left on Sep 02, 2014 for a stay in August 2014

We enjoyed our stay at Carissa Villa. We were a large family group. The stairs were a bit difficult with small children and the grandparents, but we made it work. There is an elevator for use if you pay a large deposit. We opted out of that. The bathroom on the main floor is rather small. The top floor master suite is amazing. The bathroom is huge. The villa is advertised as having 3 …

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$175

2 BR / 2 BA / Sleeps 4

3 Reviews

$175

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Beaches and Dreams: 2BR Beachfront Condo with Pool

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

You will definitely be dreaming about the beach when you walk into this open and well-appointed two-bedroom elderly- and family-friendly Holmes Beach condo. Whether you are relaxing watching dolphins and sunsets from your private balcony overlooking the Gulf of Mexico or taking a dip in the large heated pool, you may …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

Details

Reviews

(3)

Beaches and Dreams - Spring Break 2014

Left on Apr 18, 2014 for a stay in April 2014

Our family (2 adults and two boys (14 and 11) had a wonderful week staying on anna Maria at the Beaches and Dreams condo in april, 2014. Very nice unit with excellent views of the gulf. The condo is very clean and updated and also has bikes and beach chairs and toys for use! Great layout for family. Very convenient location to everything and nice, well kept pool (that is warm even if cooler/…

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$129

2 BR / 2 BA / Sleeps 4

5 Reviews

$129

Inquire

Southern Comfort: 2BR Pool Home, Block from Beach

Holmes Beach house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

This elevated vacation rental offers all the modern conveniences while instilling tranquil island flair. Located in Holmes Beach on Anna Maria Island, Southern Comfort is a two-bedroom, two-bath home that sleeps four. Tastefully decorated in beach décor with hardwood and tile floors throughout, the kitchen is fully …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(5)

perfectly at home!!

Left on Jan 06, 2014 for a stay in December 2013

I stayed in this condo with my 3 friends from Japan for 4 days in the end of year.
eventhough Holmes beach is located quite a bit far away from big city, staying this condo is perfectly at home!!
it was so clean and pretty new interior, well equiped all electric devices.
During our staying it was not so good weather. So we spent most time in this condo. we relaxed so much with watching DVD or …

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$171

3 BR / 2 BA / Sleeps 8

1 Reviews

$171

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Island Hideout West: 3BR Family-Friendly Pool Home

Holmes Beach house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This elevated vacation rental has been newly renovated to meet your high standards of vacation home living. With over 1400 square feet of living space, this home boasts three large bedrooms with a king master suite, a queen in the second bedroom, and a twin in the third. A queen sofa bed in the living area provides …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(1)

Perfect!!!

Left on Jun 16, 2014 for a stay in June 2014

The hide out west was awesome! We took our kids, grandkids and parents. We couldn't

have picked a more perfect rental!

I even realized after I was on my way home, I had left my medications and my jewelry behind.....Tura and Sabrina were amazing as they took care of retrieving my belongings and sending them overnight to my home.We are already looking at dates for our next visit to the hide out!

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$286

6 BR / 4 BA / Sleeps 16

2 Reviews

$286

Inquire

A Villa Chianti

Holmes Beach house
6 BR / 4 BA / Sleeps 16 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

The world-famous Old Florida charm of Anna Maria meets brand-new, modern living in Villa Chianti, our latest FABULOUS vacation rental. 6 Bedrooms, sleeps 14. Villa Chianti boasts one of the largest beach entry pools on the island with double waterfalls and spa jets. Villa Chianti offers a new standard in vacation …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Beautiful house and pool

Left on Oct 02, 2012 for a stay in September 2012

This house was beautiful and only a short distance from the beach. We had a large extended family and everyone had plenty of room. The house was clean, but the walls need some new paint. There is also a limited amount of cookware.

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$107

2 BR / 1 BA / Sleeps 4

2 Reviews

$107

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New Heron: 2BR "Perfect Spot" a Block from Beach

Holmes Beach house
2 BR / 1 BA / Sleeps 4 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

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 you to create a few …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly

Details

Reviews

(2)

Loud

Left on Apr 10, 2013 for a stay in March 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 right across the street from a major construction site. Our stay consisted of heavy noise pollution both from cars and from a 5 house construction site that began every morning at 8am-hammering, cement mixers, diesel …

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$114

2 BR / 2 BA / Sleeps 6

1 / 24

$114

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A Hidden Gem: 2BR Family-Friendly Condo with Pool

Holmes Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Note: This property requires a 28-day minimum stay. This two-bedroom, two-bath vacation rental is the perfect size for a romantic getaway, small families or close friends. Located in the Westbay Point & Moorings condominium complex in Holmes Beach, this hidden gem is tucked away from traffic, offering tranquility, …
  • Waterfront
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for children

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$214

3 BR / 3 BA / Sleeps 6

1 / 25

$214

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Palm Villa: 3BR Family-Friendly Pool Home

Holmes Beach house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Palm Villa is a New England-style cottage and a Florida Keys getaway all rolled into one, but located on beautiful Anna Maria Island! Just a short five-minute stroll to the white sand beach and azure blue water of the Gulf of Mexico, this home and location will bring you back time and again. The vaulted main room …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children

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$121

1 BR / 1 BA / Sleeps 4

1 / 13

$121

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Cabin 1 Spinnakers Cottages: Perfect for a Couple

Holmes Beach cottage
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Part of the Spinnakers Vacation Cottages compound, Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great for an anniversary celebration, honeymoon or just a getaway! Want to bring the kids? No problem, they will love it here as well! Cabin 1 sits beside the pool area, so once you …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$157

3 BR / 2 BA / Sleeps 10

1 / 25

$157

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Good Times: 3BR Family-Friendly Canal Home

Holmes Beach house
3 BR / 2 BA / Sleeps 10 | Quick view

Details

Let the "Good Times" roll at this original and fun vacation home! The location is excellent, just a few blocks to the white sand beaches of Anna Maria Island! This fantastic, three bedroom, two bath vacation rental offers everything you need for a relaxing getaway. There are two family areas, both with flat screen …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$214

3 BR / 2 BA / Sleeps 6

1 / 19

$214

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Dragon Fly Breeze: 3BR Family-Friendly Pool Home

Holmes Beach house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Dragonfly Breeze is the place you want to be, for vacation that is! This home is located in Holmes Beach on Florida's beautiful Anna Maria Island and is just a short walk to the white sand beach and azure blue waters of the Gulf of Mexico. Begin relaxation therapy when you open the door and step into this well-…
  • Spa/Whirlpool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$161

1 BR / 1 BA / Sleeps 6

1 / 13

$161

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Crows Nest Spinnakers Cottages: 1BR Unique Rental

Holmes Beach cottage
1 BR / 1 BA / Sleeps 6 | Quick view

Details

Part of the Spinnakers Vacation Cottages compound, Crows Nest is what some have called an adult version of a tree house, so you know kids will love it! A one bedroom, one bath vacation rental that sleeps six, Crows Nest features an awesome private deck where you'll have a great space to enjoy coffee and a muffin or …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$221

3 BR / 2 BA / Sleeps 10

1 / 24

$221

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Breeze On In: 3BR Awesome Island Home

Holmes Beach house
3 BR / 2 BA / Sleeps 10 | Quick view

Details

Beach-style living at its best will be evident when you arrive at Breeze On In. Located just three blocks from the beautiful white sand beaches of Anna Maria Island in Holmes Beach, this lovely home will keep you coming back year after year. This beautiful vacation rental boasts a newly remodeled kitchen with top-of-…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$257

2 BR / 2 BA / Sleeps 6

1 / 24

$257

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Starfish Villa: 2BR Pool Home w/Elevator

Holmes Beach house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Just steps from the beach and breathtaking views of the Gulf of Mexico from almost every room you may never want to leave this two-bedroom, two-bath Anna Maria Island vacation rental. Starfish Villa is located in Holmes Beach, and with 1100 square feet this family-friendly home gives you a beach-like feel you dream …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$120

0 BR / 1 BA / Sleeps 4

1 / 12

$120

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Club Bamboo Resorts - Gulf Front Rooms!

Holmes Beach condo
0 BR / 1 BA / Sleeps 4 | Quick view

Details

Come and put your toes in the sand! This large studio with balcony sleeps a maximum of 4 guests. Ideally designed for 2 Adults and 2 Children, this unit has one king bed and two twin sleepers, and is decorated with the Tropical Island Beach style furnishings. Relax on your private balcony and enjoy the breathtaking …
  • Waterfront
  • Ocean or water views
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access

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$83

1 BR / 1 BA / Sleeps 2

1 / 24

$83

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Aggie's Place: 1BR Perfectly-Priced Duplex

Holmes Beach house
1 BR / 1 BA / Sleeps 2 | Quick view

Details

If you are looking a place to rest your head so you can enjoy Anna Maria Island to its fullest, then this is the place for you! With 400 square feet, this cute, one-bedroom Holmes Beach duplex provides enough space for anyone who just needs a quick getaway. Just a short walk to the white sand beach and sparkling …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Suitable for the elderly

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$129

2 BR / 2 BA / Sleeps 4

1 / 22

$129

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Sun-Day West: 2BR Family- & Pet-Friendly near Beach

Holmes Beach house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Sun-Day West is the picture-perfect name for this two-bedroom, two-bath, elevated duplex. Located in Holmes Beach on Anna Maria Island, this vacation rental features a large, west-facing balcony that allows for plenty of sunshine in the afternoon and shade in the morning for that early cup of coffee before heading …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$215

2 BR / 2 BA / Sleeps 4

2 Reviews

$215

Book

Get Away to Anna Maria Island, Holmes Beach

Holmes Beach condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach. I wonder what …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(2)

Excellent Stay

Left on Mar 10, 2014 for a stay in February 2014

We just got back from a month of staying at this beautiful condo. The place was just what we expected and more. Everything was new in the place. The condo has all the amenities you needed to enjoy your vacation. It was nice to have a big screen television and a television in the master bedroom to watch the Olympics. The location on the island was perfect to travel anywhere. We brought our …

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$111

3 BR / 2 BA / Sleeps 6

3 Reviews

$111

Inquire

North Beach Village 6323

Holmes Beach villa
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Palm Views is a comfortable and welcoming 3 bedroom, 2 bath townhome located in one of Anna Maria's finest neighborhoods just 1 block from the beach. Lush landscaping gives this home privacy and charm with a peek of the Gulf from the lanai. Townhouse-style layout features a garage on the ground level; screened lanai, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Met our expectations and our needs.

Left on Jul 13, 2012 for a stay in June 2012

I traveled to this property in June of 2012 with my partner, daughter, her friend and my parents. This condo worked out well for us. The Holmes beach area is beautiful & the people here are friendly. The realty company who handles this property was very friendly, helpful & professional. We had no problems working with them & they answered all of my many emails promptly.

The master bedroom was …

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$100

2 BR / 2 BA / Sleeps 6

2 Reviews

$100

Inquire

Endless Summer

Holmes Beach house
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

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, dishwasher, microwave…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children

Details

Reviews

(2)

Not too impressed- ESPECIALLY with 'pool table' and 'foosball table'

Left on Jul 31, 2012 for a stay in July 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 not a queen which I imagine if I had read the description closer I would have known that going into it. The second and biggest complaint we had was over the USELESS game room. It is isolated, musty and uninviting and to…

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$83

2 BR / 1 BA / Sleeps 4

1 / 8

$83

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Sea Pirate 5

Holmes Beach condo
2 BR / 1 BA / Sleeps 4 | Quick view

Details

This beautifully decorated unit is right across the street from the beach with 2 bedrooms and 1 bathroom. Sea Pirate has all brand new furniture, ceramic tile floors, and new kitchen and bathroom & a partial Gulf view. There are eight units total in the complex with a heated pool and easy access to the beach. …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$79

2 BR / 2 BA / Sleeps 4

1 / 11

$79

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Sand Dollar Villa

Holmes Beach villa
2 BR / 2 BA / Sleeps 4 | Quick view

Details

This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 500 feet to the beach in a residential neighborhood, west of Gulf Drive. Decorated with simplicity, it is fully equipped with all the amenities which include: Full kitchen, washer/dryer, microwave, dishwasher, cable tv, VCR, phone, …
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly

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$125

3 BR / 2 BA / Sleeps 10

1 / 22

$125

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Palm Haven, 3 bedroom

Holmes Beach villa
3 BR / 2 BA / Sleeps 10 | Quick view

Details

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: Full kitchen, …
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$125

3 BR / 2 BA / Sleeps 8

1 / 12

$125

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North Beach Village 233

Holmes Beach condo
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Newly decorated 3 bedroom, 2 bath townhouse located in central Holmes Beach just a half block from the beach. Sleeps up to 8 people. Amenities Include: Full kitchen, dishes, cook ware, utensils, dishwasher, microwave, blender, toaster, coffee maker, linens, washer/dryer, central air conditioning/heat, cable TV, VCR/…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$108

2 BR / 1 BA / Sleeps 6

1 / 14

$108

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Sea Pirate 1

Holmes Beach condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

Sea Pirate 1 has been recently renovated throughout and is conveniently located close to shops and restaurants; and most of all; less than 100 feet from the beach. There are eight units total in the complex with a heated pool with easy access to the beach. Amenities Include: Full kitchen, dishes, cook ware, utensils…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$171

3 BR / 2 BA / Sleeps 6

1 / 15

$171

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Sea Breeze Pool Home

Holmes Beach villa
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Sea Breeze is a private home with 3 bedrooms and 2 bathrooms and a brand new heated pool! The home is comfortable and well stocked. Wood floors throughout, open floor plan and cathedral ceilings with large sliders that open onto a large screened porch. Close proximity to the beach, about 3 blocks. Located in …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask

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$200

4 BR / 3 BA / Sleeps 8

1 / 12

$200

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Casa Del Mar

Holmes Beach house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Casa Del Mar is a 4 bedroom, 2.5 bath chic Key West style island home with a brand new heated swimming pool located in northern Holmes Beach. Designer decorated from top to bottom. Close to shopping, restaurants, and the trolley stop. Come and enjoy the island life at its very best! Sleeps upto 6-8 people. Amenities …
    • Suitable for children
    • Suitable for the elderly - ask

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    $189

    2 BR / 2 BA / Sleeps 6

    3 Reviews

    $189

    Inquire

    SUN DAZE

    Holmes Beach villa
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    Adorable and Updated 2 BR/2BA villa with a private heated pool. This villa is located on a quiet residential street, just a short walk to the beautiful beach, with no busy streets to cross to get there, and easily walkable to the 'downtown' Holmes Beach area for shopping and restaurants and more! Features include …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (3)

    Would totally stay here again!

    Left on Jul 24, 2014 for a stay in July 2014

    This home was nicely furnished, clean, and in a great location. It was a short walk (4-5 minutes pulling a wagon and walking with kids) to the beach. We had no busy streets to cross- just down a block and a half. The street was quiet. The pool was beautiful as were the upgrades in the home. We could sometimes hear the sound of the television from the other unit (126A) through the walls, but we …

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    $266

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $266

    Inquire

    MANATEE WATCH

    Holmes Beach house
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Beautiful, Brand New, Waterfront, 3 bedroom/2 bath home with Heated Pool, Dock, and just over a block to the beach! Covered Patio by pool area and beautiful views of the canal from the Dock. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public Beach and Cafe. Watch …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Fantastic

    Left on Aug 14, 2013 for a stay in March 2013

    This home is perfect for relaxing and entertaining!!! The pool and hot tub great get sun during the day. The Manatee's are so amazing when they come in. Very peaceful and only a few blocks to the beach. This house is close to everything you would need. We can't wait to stay here again!

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    $120

    2 BR / 3 BA / Sleeps 4

    7 Reviews

    $120

    Inquire

    Gulfview Townhomes 1

    Holmes Beach condo
    2 BR / 3 BA / Sleeps 4 | Quick view
    Excellent7 Reviews

    Details

    Reviews

    (7)

    Gulfview Townhomes unit 1, located at 3701 5th Avenue in Holmes Beach is located on a very quiet dead end street just a short stroll to the emerald waters of the Gulf of Mexico and only a block from 25 shops and restaurants featuring at least six unique cuisines. This small four unit complex features a heated pool, …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Grill
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (7)

    Time to relax

    Left on Jul 30, 2009 for a stay in July 2009

    This property is ideally located in a quiet cul-de-sac. The supermarket,shops and the beach are all just a short stroll away. The pool is at the side of the property and gets the sun virtually all day.
    The owners only bought the townhouse last year
    (we met them whilst on vacation last summer)and they have refurbished much of the property. The townhouse has everything you need no matter what …

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    $120

    2 BR / 2 BA / Sleeps 4

    14 Reviews

    $120

    Inquire

    Seaside Beach House 205

    Holmes Beach condo
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent14 Reviews

    Details

    Reviews

    (14)

    Seaside Beach House is a two-story ten-unit condominium located at 102 68th Street in Holmes Beach on Anna Maria Island. It is a Gulf front complex with a heated pool at beachside. Unit 205, with its own private staircase, adds special privacy and is quietly sequestered at the north end of the building. Unit 205 is …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (14)

    Beach property

    Left on Apr 25, 2009 for a stay in April 2009

    Approximately 20/25 steps up to property.
    Not impressed with overall cleanliness, pulled out couch and beds to find remains of food, dead roaches (4)and food wrappers.Advised rental company (very helpful)sent cleaner,but had already cleaned up.Also dead roach trapped in metal ring around spotlight in ceiling of kitchen.
    Bedding on single beds not up to standard (hole in sheet)overall looked like …

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    $214

    2 BR / 2 BA / Sleeps 4

    5 Reviews

    $214

    Inquire

    Palm Shores Hotel Home - Steps to Holmes Beach

    Holmes Beach condo
    2 BR / 2 BA / Sleeps 4 | Quick view
    Excellent5 Reviews

    Details

    Reviews

    (5)

    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 community of Hotel …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (5)

    Beautiful condo with great location and outstanding amenities

    Left on Jun 01, 2012 for a stay in April 2012

    From the minute we walked into the condo we were treated to a beautifully decorated and completely updated unit. From the new tile floors and walk-in tiled shower bathroom...to the stainless steel appliances and comfortable beds...we were so happy that we found this little jewel. The management staff (Missy & Megan) were so friendly and always available if we had a question. We hope that we get …

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    $2

    3 BR / 4 BA / Sleeps 6

    2 Reviews

    $2

    Inquire

    Family Beach Home. Well appointed & comfortable!

    Holmes Beach house
    3 BR / 4 BA / Sleeps 6 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    ISLAND HOME - on a quiet street and just four houses from a white, wide and natural beach with sea oats and grasses adjacent to a turquoise sea. Newly re-appointed three bedroom two and one-half bath single family home. Beautiful views of the Gulf of Mexico from master bedroom, guest bedroom and deck areas. Private …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Luxurious

    Left on Jan 09, 2012 for a stay in June 2011

    Fabulous property, many amenities all very well taken care of. Loved the pool, whirlpool and game room. Beach is beautiful. Thank yu for an amazing vacation.

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    $236

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $236

    Inquire

    PEACH BELLINI

    Holmes Beach villa
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Eye-popping Peach Bellini is a newly renovated, small-dog friendly, 2 Bedroom/2 Bath Villa. Whether you relax in the private heated pool nestled in a lush tropical landscaped setting or take a short 2-3 minute stroll to the sugar white sand beaches this bunglaow and its conveinient location will surely satisfy your …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Oasis on Holmes Beach

    Left on Apr 06, 2014 for a stay in March 2014

    We chose Peach Bellini from the photos on line and they did not lie. Peach Bellini is a wonderful place to stay. Both bedrooms were wonderful and the kitchen contained everything you need to make a meal. We used the grill for one of our meals but ate out several times. Having your own pool is a plus and we are now spoiled and only want our own pool rather than sharing a condominium pool with …

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    $236

    3 BR / 2 BA / Sleeps 8

    2 Reviews

    $236

    Inquire

    CHIKI TIKI WEST

    Holmes Beach villa
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    Beautiful Tropical villa with Bamboo ceilings and furniture, a private landscaped backyard, Heated pool, gas grill, and a large covered tiki bar, paver deck, and Full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 8 people. 1316 Sq. ft. 303A 64th St., Holmes Beach Three Bedroom/Two …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Great place to stay for our first visit to America

    Left on Aug 09, 2013 for a stay in January 2013

    We were blown away by the location. Only a few minutes walk to the most beautiful white sandy beach, just one street back from the sea front Great wildlife, dolphins, pelicans, so much to see. The house was well equipped with everything you need. Air conditioning of course, fans, lovely bathrooms. Great sea water pool in a lovely courtyard garden. Within walking distance of shops and some…

    PreviousNext property

    $240

    3 BR / 2 BA / Sleeps 8

    2 Reviews

    $240

    Inquire

    LA COCONUT

    Holmes Beach house
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    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., game room 500 Sq. …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Great house! We'll be back!

    Left on Aug 22, 2013 for a stay in July 2013

    Great house in a perfect location. Short walk to the beach, even with kids. Also close to Publix grocery. Great, fun pool, with plenty of sun and shade. Decor inside is fun and beachy, but still classic. The kids loved it and so did we. House is clean and fresh, and it looks like the owners have done a lot of updating recently. This will be our house every time we visit anna Maria.

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