Anna Maria Island and Sarasota

Anna Maria Island and Sarasota Vacation Rentals


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On the Southwest Florida Gulf Coast, Anna Maria Island’s crystal clear waters and pristine white sand beaches make it a premier destination for an unforgettable family vacation. Delicious seafood, unique shopping experiences, and endless aquatic adventures create a perfect blend of relaxation and adventure, while theaters, botanical gardens, sporting events, and cultural experiences in Sarasota provide something for everyone.

These are just some of the reasons Andrew Houghton, Managing Partner of Mainsail Vacation Rentals, loves Anna Maria Island and Sarasota.

Mainsail Vacation Rentals

Price Range
Pet Friendly

The 100 Collection of Mainsail Vacation Rentals

In Andrew’s collection, you’ll find a handpicked selection of luxurious homes and 2- and 3-bedroom condos just steps from the mesmerizing turquoise waters of the Gulf of Mexico. In an incredible beachfront location, you’ll be treated to all the amenities of a five-star hotel, including heated pools, hot tubs, poolside grills, private beach lounge chairs and umbrellas, and bike rentals, but with ultimate comfort and privacy.

Bright and airy dining space at an Anna Maria Island vacation rental
Open living space in an Anna Maria Island vacation rental.Enjoy surfing during your stay in an Anna Maria Island vacation rental.
Services Offered
  • Fresh, hotel-quality linens and amenities
  • Beach towels
  • Concierge services
Services Available
  • Beach setups
  • In-season golf outings
  • Catch and cook in a hotel kitchen
  • Restaurant reservations
  • Private chef
Doyen of Mainsail Vacation Rentals
Profile picture for Andrew Houghton
Andrew Houghton
Managing Partner
Favorite Restaurants
Tide Tables, The Chateau Anna Maria
Favorite Bar
The Doctor’s Office
Favorite Coffee
Rise and Nye’s in Sarasota
Favorite Guest Experience
Mote Marine
Favorite Things to Do on Anna Maria Island
Walking on the beach in the morning and participating in Turtle Watch

A hotelier by trade, Andrew Houghton lives and breathes hospitality. After working in the hotel business his entire life, including for Marriott in sales, marketing, and corporate roles across nine countries and four continents, Andrew retired. But he couldn’t stay away from hospitality for long.