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Holmes Beach Holiday Villas

Hotels (12)

B&Bs / Inns (3)

Speciality Lodging (10)

Holiday Rentals (7)

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Nearby Anna Maria Island Destinations
Anna Maria Holiday Villas (23)
Bradenton Beach Holiday Villas (206)
View all 488 Anna Maria Island rentals
Nearby listings
Shell Cove Gulf Front Studio Suite Condo Unit 1 Bradenton Beach
Shell Cove Gulf Front Studio Suite Condo Unit 1
    Price: CAD132 - CAD137/night CAD835/week CAD3,238/month
  • Bedrooms: 1, sleeps 2
  • Bathrooms: 1
  • Min stay: 2
  • Contact Owner
Breakers 4 - Sandcastle - 3-BR condo on beach Bradenton Beach
Breakers 4 - Sandcastle - 3-BR condo on beach
    Price: CAD233 - CAD379/night CAD1,629 - CAD2,656/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
  • Min stay: 5
  • Contact Owner
Waterfront, SeaView, Close to Beach & Restaurants Anna Maria
Waterfront, SeaView, Close to Beach & Restaurants
    Price: CAD701 - CAD1,040/week CAD2,478/month
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 1
  • Min stay: 7
  • Contact Owner
C-view: Luxury Canal Home, Heated Pool, Near Beach Anna Maria
C-view: Luxury Canal Home, Heated Pool, Near Beach
    Price: CAD354 - CAD455/night CAD2,125 - CAD2,631/week
  • Bedrooms: 5, sleeps 8
  • Bathrooms: 5
  • Min stay: 4
  • Contact Owner
Tropical Retreat, Spacious Pool Home, North End Anna Maria
Tropical Retreat, Spacious Pool Home, North End
    Price: Inquire for rates
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 3
  • Contact Owner
Quaint "Old Florida"-style Beach Cottage Bradenton Beach
Quaint
    Price: CAD708/week CAD2,429/month
  • Bedrooms: 2, sleeps 5
  • Bathrooms: 1
  • Min stay: 7
  • Contact Owner
Berryfish a double sided luxury beachfront home Anna Maria
Berryfish a double sided luxury beachfront home
    Price: CAD1,568 - CAD1,771/week
  • Bedrooms: 6, sleeps 12
  • Bathrooms: 4
  • Min stay: 7
  • Contact Owner
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Recommended by Travellers

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Anna Maria Island Private Tropical Garden Home
Anna Maria Island Private Tropical Garden Home
Contact Owner
5 of 5 stars 24 reviews
Management: Verified Plus owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
Min stay:7
PRIVATE ISLAND PARADISE - This unique home is hidden on a quarter acre garden lot (1,020 sq m.) surrounded by palms, birds of paradise, tropical plants and a ...
  • Nightly
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  • Weekly
    CAD1,416 - CAD2,630
  • Monthly
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Luxury Beach Vacation Rental on Anna Maria Island
Luxury Beach Vacation Rental on Anna Maria Island
Contact Owner
5 of 5 stars 24 reviews
Management: Verified Plus owner
Property: Villa
Bedrooms: 2, sleeps 6
Bathrooms: 2
Min stay:1
"Island Garden Villas is the most enchanting spot on Anna Maria Island." Imagine yourself surrounded by lush tropical gardens with the soft sounds of water ...
  • Nightly
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  • Weekly
    CAD906 - CAD1,265
  • Monthly
    CAD2,884 - CAD3,390
Breakers 3 - Luxury 3-bedroom beachfront home
Breakers 3 - Luxury 3-bedroom beachfront home
Contact Owner
4.5 of 5 stars 3 reviews
Management: Verified Plus owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 10
Bathrooms: 2
Min stay:7
Celebrate the day with the brilliant sunshine, glorious sunsets and star-studded skies! This luxury three-bedroom two-bath Gulf-front beach home is located ...
  • Nightly
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  • Weekly
    CAD2,125 - CAD3,400
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APRIL SPECIAL for This Spacious Condo w Gulf Views
APRIL SPECIAL for This Spacious Condo w Gulf Views
Contact Owner
4.5 of 5 stars 4 reviews
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Right now we offer a DISCOUNT of 250 on the remaining weeks in April. 6 reasons why you will love our condo as much as we do*** *VIEW! So ...
  • Nightly
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  • Weekly
    CAD1,012 - CAD1,467
  • Monthly
    CAD2,732 - CAD4,402
Anna Maria Island Luxury Vacation Rentals
Anna Maria Island Luxury Vacation Rentals
Contact Owner
4 of 5 stars 1 review
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 3
Treat yourself to an unforgettable vacation at one of our welcoming beachfront homes on beautiful Anna Maria Island, Florida. We have five Gulf-front condos ...
  • Nightly
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  • Weekly
    CAD3,031
  • Monthly
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Mainsail Beach Inn
Mainsail Beach Inn
Contact Owner
Nightly rate from
CAD435


Management: Verified owner
Property: Villa
Bedrooms: 3, sleeps 6
Bathrooms: 3
Min stay:7
Overlooking stunning turquoise waters of Anna Maria Island is the Mainsail Beach Inn offering guests a superb island experience. This ideally located resort ...
  • Nightly
    CAD435 - CAD531
  • Weekly
    CAD2,530 - CAD3,137
  • Monthly
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Breakers 1 - deluxe 3-bedroom home on beach
Breakers 1 - deluxe 3-bedroom home on beach
Contact Owner


Management: Verified Plus owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 3
Min stay:7
Escape to the Breakers in Holmes Beach, one of the finest luxury gulf front vacation homes on Anna Maria Island. Enjoy the tropical breezes and aqua-blue ...
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  • Weekly
    CAD2,231 - CAD3,400
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Holmes Beach Condo Rental and Rental Home Advice
Apartment for October
Posted by Kings23, 27 Mar 2009
Hi there, Its our first time to Holmes beach and wondered if anyone could have any suggestion of a nice apartment in a good location. It will be just myself and my wife and are going in October. Thank you ... more
Gulf Cabins
Posted by floridianer, 15 Jan 2010
Never stayed there but here are some pics... http://www.gulfbayrealty.com/gulfcabins.html It seems to be clean but a little dated... Not sure what you need and how much time you are planning to spend in the condo... let us know more about your plans :-) ... more
Is Holmes Beach a tourist trap?
Posted by alibabaLeeds, 3 Nov 2009
... stayed at the Gulf Watch Condos both times ... ... looking at small hotels and condo complexes on AMI. I suppose your options are whether to go to the pool or the beach (take your own beach chairs and umbrellas). As I recall there are not a great deal of places to ... more
Posted by BeachbumAggie, 8 Nov 2009
... and lots of low rise condo's and houses to choose from. We stay 2 weeks in the middle of this area, Seagrove Beach, and we love it. The beaches aren't crowded and the there's no traffic jams like in Destin. Just thought I'd throw it out ... more
Holmes Beach v Bradenton Beach
Posted by TullyMom64, 28 Sep 2009
... November with 4 girls 16-7. We have narrowed our search to a duplex on Clark Street in Holmes Beach or a Condo at Anna Maria Isand's Bradenton Beach Club Townhouse. Which location is better suited for the family? Both indicate each walk to the beach,prices is comparable ... more
Holmes beach v Bradenton Beach
Posted by TullyMom64, 28 Sep 2009
... at renting either a duplex on Clark street in Holmes beach or a Condo in Bradenton Beach. Both indicate the beach is within walking distance, prices are similar,both look very nice. My question is, would one location better than the other with children? We have 4 girls 16-7 ... more
Need a place to stay Feb 7-21 on AMI or other Gulf location
Posted by floridianer, 26 Sep 2008
... CLEAN... When I rented our condo through a rental company down there we were not very happy with the cleaning crew... Well, it WAS clean but not clean by german standarts (yes, I know.... :-))) It is a little problem and it can happen everywhere (even in VERY good rental properties ... more
Anna Maria Island House
Posted by streetrunner, 28 May 2008
... AMIH. This place is modest--not luxurious--but clean and very pleasant. It presents a striking contrast to the condo towers behind hedgerows that seem to line the street on Longboat Key. You'll have a great time at Karen's place. Say hi for Meg and Sam from Indy ... more
Ocean Park Terrace?
Posted by adeachin, 8 Nov 2007
Has anyone stayed or know anything about the Condo Complex right on the beach? ... more
suite or condo
Anna Maria Island
Posted by RustyKat, 16 Feb 2007
... into a house or a condo, we use Mike Norman Realty, we have rented some great houses from them that were right on the beach. Go to www.mikenormanrealty.com and they will even mail you out a brochure with photos of their properties. If you are looking for more ... more
Go to Holmes Beach Forums »
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns