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Rentals With a Pool

Beat the heat and book one of our beautiful vacation homes with a swimming pool! Enjoy comfort, luxury, AND a beautiful place to cool off.

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...

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...

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...

La Casa Leann

3 BR

Sleeps 8

Starting at ?/?

Plan your luxury Anna Maria Island vacation today at the fabulous La Casa Leann!  You will fall in love with this tropical paradise!  Located in Holmes Beach in the La Casa Costiera condominium complex, this Gulf Shore rental is perfect for the sun-loving beach-goer; with...

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...

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)

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