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Vacation Rentals in Holmes Beach, FL

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All 389 Rentals in Holmes Beach
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From
$143
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
28 photos Details Reviews (5) Make Inquiry
From
$193
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
31 photos Details Reviews (4) Make Inquiry
From
$165
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
9 photos Details Reviews (1) Make Inquiry
Also consider
ISLAND TOWNHOUSE - 200 Steps to the BEACH
2 Bedrooms, sleeps 4
$115 - $135 / night
Family Beach Home. Well appointed & comfortable!
3 Bedrooms, sleeps 6
$360 / night
Coquina Sands, view beach from balcony, priv pool
2 Bedrooms, sleeps 6
$185 - $200 / night
La Casa Costiera #12 Gulf View
3 Bedrooms, sleeps 6
$442 - $514 / night
From
$200
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed April 7, 2013
We just got back from a GREATweek on Anna Maria island and stayed in Castnetter #6 which is adjacent to and essentially identical to Castnetter 5. The 2 bedroom condo was...
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From
$189
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed April 6, 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...
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From
$805
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details Reviews (3) Make Inquiry
From
$840
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
21 photos Details Reviews (4) Make Inquiry
From
$223
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
34 photos Details Reviews (6) Make Inquiry
Get the List
From
$86
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details Reviews (4) Make Inquiry
From
$200
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed September 2, 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...
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From
$129
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
23 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed September 20, 2014
Yet another great stay at Hideaway East, the house/pool are immaculately presented and perfect for a family of 4 maximum, it's only 5 minutes to a Superb beach and 20 yards from...
4 of 5 stars Reviewed July 29, 2014
This summer our family stayed at Island Hideout East for a week in early July. This was our first visit to Anna Maria, but we now plan on coming back every summer! The house was...
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From
$108
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
12 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed February 18, 2013
The property really is the perfect way to enjoy wonderful Anna-Maria-Island. The Beach is just over the street with a public Beach access directly on the other side. Shops are...
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From
$200
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
32 photos Details Reviews (19) Make Inquiry
5 of 5 stars Reviewed May 28, 2014
First of all this unit is so beautifully furnished. You feel like you're at home. Plus the private balcony is perfect for laying out or drinking your morning coffee or eating your...
5 of 5 stars Reviewed November 9, 2012
We stayed at Castnetter unit 6 for four nights Oct 2012. It had been quite difficult to find a condo for a short stay on AMI so we were pleased to have found this. At first...
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From
$225
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
10 photos Details Reviews (2) Make Inquiry
From
$125
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed September 16, 2014
Anna Maria is a dream location for any vacation for anyone who wants to relax. People are nice, kind and respectfull. You don´t have to worry about anything, not even...
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From
$214
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed July 25, 2014
The house was very well equipped, plenty of linens, towels, dishes etc. Could do with some decent knives. Pool was fantastic, sparkling clean, nice water feature, shaded table...
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From
$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
12 photos Details Reviews (3) Make Inquiry
4 of 5 stars Reviewed August 5, 2013
We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
5 of 5 stars Reviewed August 19, 2014
Erholung pur!!! Super Appartment, liebevoll eingerichtet mit allem Zubehör ( z.B. Spiele, Gewürze, Kaffeefiltertüten usw.) Tolle Lage, Fußweg zu Publix und zum Strand, Balkon mit...
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From
$130
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details Reviews (5) Make Inquiry
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
$242
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details Reviews (15) Make Inquiry
5 of 5 stars Reviewed September 27, 2014
My wife simply says this about Shady Pines on Ana Maria Island: It's my own little heaven. I could stop there, but I won't. We absolutely love this property. The view from in...
5 of 5 stars Reviewed August 12, 2014
Our family of four (kids age 12 and 17) visited Anna Maria Island for the first time. We love this island and will be back! Beach is absolutely gorgeous and calm except for two...
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From
$400
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
30 photos Details Reviews (12) Make Inquiry
3 of 5 stars Reviewed August 11, 2014
the view of the house was amazing, easy accesses to the beach, the worst of all was the condition of rooms and bathrooms they were super dirty, we had to take showers with sandals...
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From
$2,345
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
22 photos Details Reviews (6) Make Inquiry
From
$2,170
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
22 photos Details Reviews (7) Make Inquiry
From
$400
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
39 photos Details Reviews (3) Make Inquiry
4 of 5 stars Reviewed November 19, 2013
Nice home, with the best view on the island we reckon. Beach one step away, wonderful silver sand and warm sea. House needs a bit of T.L.C. Paintworks need redoing and...
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From
$840
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details Reviews (15) Make Inquiry
5 of 5 stars Reviewed August 10, 2014
Seacrest condos 3 was great again this summer (we were there last summer also). Private pool and so close to the beach. You can hear the waves crashing at night. The unit was...
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From
$1,295
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
19 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 7, 2014
Beautiful location, nice house, beach view nice. Interior layout very practical, large kitchen, family room and Cable TV perfect. Bedrooms spacious, bathrooms large
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From
$665
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details Reviews (16) Make Inquiry
4 of 5 stars Reviewed July 28, 2014
We enjoyed our stay and the place was clean and comfortable. The location to the beach and shopping was great! Our rental agents were from Island Vacation Properties and they are...
5 of 5 stars Reviewed November 6, 2013
This condo was very comfortable with everything we needed for our stay. It was clean and updated, with three balconies. Love the location being so close to the beach. The pool...
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From
$725
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 7
6 photos Details Reviews (4) Make Inquiry
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
$171
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed May 30, 2014
Everyone I showed pictures of this home loved the retro look of it! The location is one block from the ocean in a very quiet neighborhood and everything you need is there. Ben...
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From
$1,960
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Reviews (17) Make Inquiry
4 of 5 stars Reviewed October 2, 2013
Franks place is a great location right on the beach. The parking under the house is ideal as it keeps the car very cool. Our only gripe was the two bathrooms for three bedrooms...
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From
$309
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
40 photos Details Reviews (1) Make Inquiry
From
$945
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Reviews (7) Make Inquiry
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
$190
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 17, 2014
The unit was very clean & well kept as well as the entire building. Our view of the Gulf of Mexico from the living room was breath taking. The pool was nice size and clean. We...
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From
$1,540
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 7
19 photos Details Reviews (4) Make Inquiry
From
$170
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details Reviews (1) Make Inquiry
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
$165
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details Reviews (10) Make Inquiry
From
$243
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
24 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed October 8, 2014
Our family had a great time. Unfortunately, it did rain a lot. But all in all, we had so much fun. The house was very clean and had everything that I needed. The grocery store...
5 of 5 stars Reviewed August 25, 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...
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From
$171
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed June 16, 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...
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From
$1,575
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 8
22 photos Details Reviews (13) Make Inquiry
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
$309
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
22 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed March 2, 2014
Our party (three couples) loved Simply Chic! It was spacious, and elegantly appointed, and had everything we needed. The heated pool was used and appreciated, as the air...
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From
$840
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed May 7, 2014
My wife and I stayed here with our two young children over new year and had a great time. The cottage wasn't as fancy as some other Florida properties but it has a lot to commend...
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Suitability

  • Wheelchair access (25)
  • Elder access (120)
  • Suitable for children (151)
  • Pet friendly (83)
  • Smoking allowed (2)

Amenities

  • Internet (346)
  • All pools (279)
  • Grill (276)
  • Other outdoor space (229)
  • Parking (214)
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Filter search results by:
Book Online(92)

Suitability

  • Wheelchair access (25)
  • Elder access (120)
  • Suitable for children (151)
  • Pet friendly (83)
  • Smoking allowed (2)

Amenities

  • Internet (346)
  • All pools (279)
  • Grill (276)
  • Other outdoor space (229)
  • Parking (214)
  • View all amenities
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.