Home > Vacation Rentals > Holmes Beach

Holmes Beach

Holmes Beach is located in central Anna Maria Island, the largest of the three island communities. Right on the Gulf of Mexico, the beach boasts three miles of beautiful white sand and emerald waters in close proximity to Holmes Beach Luxury Vacation Rentals. If you're not relaxing on the shore or trying to catch dinner, there's also charming galleries, boutiques and several spots for great food. You can also take a bike ride or rent a kayak to get the best views of all the island has to offer.

Gulf Breeze-203E 69th St

6 BR

Sleeps 12

Starting at ?/?

Escape to a fantastic paradise! Gulf Breeze is a NEW, private Anna Maria Island vacation rental that accomodates up to 16 guests and is pet friendly, welcoming dogs under 25 pounds.  Located in the community of Holmes Beach, and within a block of the sugar-white sandy beaches...

SeaShell-Sunsets-105 78th

4 BR

Sleeps 8

Starting at ?/?

Seashell Sunsets is a luxury Anna Maria Island vacation rental that's perfect for the entire family! This newly-built, spacious, four-bedroom home provides spectacular views of The Gulf of Mexico, and can comfortably accommodate up to 10 guests.  Relax on island time and...

Vista Grande 1 - Sul Mare

3 BR

Sleeps 6

Starting at ?/?

Luxury is here in this brand new direct gulf front three bedroom and three full bath Anna Maria island luxury holiday rental. Relax your cares away in the master suite fit for royalty, dual headed shower with massage jets and a Jacuzzi tub. Each bedroom has it's own private bath...

La Casa Denton

3 BR

Sleeps 6

Starting at ?/?

Experience tropical luxury at La Casa Denton!  Located in Holmes Beach on beautiful Anna Maria Island, this gorgeous beach front vacation rental condominium accomodates up to 6 guests and offers all of the luxurious touches of a perfect island vacation!  Contact Island Real...

Coral Reef - 215 64th St

5 BR

Sleeps 10

Starting at ?/?

Indulge in style, taste, and luxury at this 3-story Anna Maria Island vacation home- book your stay with Island Real Estate today!  Located in the island community of Holmes Beach, Coral Reef offers an atmosphere of cushy comfort and relaxation, the perfect retreat for your next...

Sunset Glow 207-72nd St

5 BR

Sleeps 10

Starting at ?/?

Vacation in luxury right in the heart of Anna Maria Island!  Located in Holmes Beach, Sunset Glow is a BRAND NEW vacation rental home designed from the ground up to inspire the ultimate family vacation.  Contact Island Real Estate today and make a reservation for the vacation...

3 Oars 528 75th Street

4 BR

Sleeps 8

Starting at ?/?

3 Oars is a perfect destination for your next luxury getaway!  Offering everything for a fun and relaxing vacation, this stunning, NEW canal-front Anna Maria Island vacation rental home has it all!  This vacation rental offers 30-night-minimum stays, a dock for your boat...

Wine Down 2907 Ave F

4 BR

Sleeps 8

Starting at ?/?

Relax in luxury and style!  Located in the community of Holmes Beach on beautiful Anna Maria Island, Wine Down is absolutely stunning in every way!  This gorgeous Beach Front vacation rental offers everything for the luxury vacation experience of a lifetime!  Situated...

Fernweh 215 71st Street

4 BR

Sleeps 8

Starting at ?/?

Spend your vacation in five-star luxury when you stay at Fernweh!  This NEW Anna Maria Island vacation rental offers both a stylish and relaxing destination, accomodating up to 8 guests.  A German word, “Fernweh” means a crave for travel, or a sense of homesickness for a...

201 69th St AMI Beach Home

4 BR

Sleeps 8

Starting at ?/?

Welcome to AMI Beach Home located at 201 69th Street, Holmes Beach. This home is nly 100 steps to the Gulf of Mexico and the best beaches on the West Coast of Florida. This new ground level single family home is new to the vacation rental program and has 4 bedrooms, 3.5 bathroom...

124 50th AMI Beach House

6 BR

Sleeps 12

Starting at ?/?

Reserve this wonderful Holmes Beach retreat with Island Real Estate today!  This marvelous custom-built Florida beach house is located just a few steps from the white sandy beaches of Anna Maria Island and the Gulf of Mexico!  The large circular driveway out front provides...

Office Locations

6101 Marina Drive
Holmes Beach 34217

419 Pine Ave
Anna Maria City 34216

Contact Us

1-877-778-6066
0-800-883-0462 (UK Toll-Free)
0-800-188-8906 (German Toll-Free)

Stay Connected

© 2018 Island Real Estate of Anna Maria Island Inc.   Website design by Scurto Marketing   Sitemap