Special Deals

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Most recent specials

One Bedroom Rentals

Book Now & Automatically Save 15% OFF when you stay September 1st- Nov 22nd!…  Read More

Anna Cabana B
  • Bedrooms: 1
  • Bathrooms: 1
  • Sleeps: 4
  • Type: Pool Homes

Book Now & Automatically Save 25% OFF Your Stay The Week Of July 4th!…  Read More

Island Place Cottage
  • Bedrooms: 1
  • Bathrooms: 1
  • Sleeps: 2
  • Type:Near The Beach

Automatically Save 25% OFF when you stay between June 1st & June 28th! …  Read More

21 Palms B
  • Bedrooms: 1
  • Bathrooms: 1
  • Sleeps: 4
  • Type: Near The Beach

Two Bedroom Rentals

Book Now & Automatically Save 10% off Seas The Day When You Stay Now Through Nov. 22nd!…  Read More

Seas The Day
  • Bedrooms: 2
  • Bathrooms: 2
  • Sleeps: 4
  • Type: Canal Homes

Book Now & Automatically Save 15% Off Escape To Serenity A & B Through July 31st!…  Read More

Escape to Serenity B
  • Bedrooms: 2
  • Bathrooms: 1
  • Sleeps: 6
  • Type: Pool Homes

Book Now & Automatically Save 15% Off Escape To Serenity A & B Through July 31st!…  Read More

Escape to Serenity A
  • Bedrooms: 2
  • Bathrooms: 1
  • Sleeps: 6
  • Type: Pool Homes

Book Now & Automatically Save 15% OFF when you stay September 1st- Nov 22nd!…  Read More

Anna Cabana A
  • Bedrooms: 2
  • Bathrooms(full/half): 1/1
  • Sleeps: 5
  • Type: Pool Homes

With breathtaking views of the Gulf of Mexico from almost every room and just steps to the beach,…  Read More

Starfish Villa
  • Bedrooms: 2
  • Bathrooms: 2
  • Sleeps: 6
  • Type:Near The Beach

Automatically Save 15% Off your Barefoot Crossings Vacation when you stay now through November 22nd!…  Read More

Barefoot Crossings
  • Bedrooms: 2
  • Bathrooms: 2
  • Sleeps: 4
  • Type: Pool Homes

Book Now & Automatically Save 25% OFF Your Stay The Week Of July 4th!…  Read More

Jo-Joes Beach Place
  • Bedrooms: 2
  • Bathrooms: (full/half): 1/1
  • Sleeps: 4
  • Type:Near The Beach

Island Hideaway East has been newly renovated for your vacation pleasure!…  Read More

Island Hideaway East
  • Bedrooms: 2
  • Bathrooms:1
  • Sleeps: 4
  • Type:Pool Homes

Book Now & Automatically Save 15% Off Escape To Serenity A & B Through July 31st!…  Read More

Escape to Serenity B
  • Bedrooms: 2
  • Bathrooms: 1
  • Sleeps: 6
  • Type: Pool Homes

Book Now & Automatically Save 15% OFF Your Stay before November 22nd!…  Read More

Endless Summer AMIC 23
  • Bedrooms: 2
  • Bathrooms: 2
  • Sleeps: 4
  • Type:On The Beach

Book Now & Automatically Save 25% OFF Your Stay The Week Of July 4th!…  Read More

Cook’s Cove
  • Bedrooms: 2
  • Bathrooms: (full/half): 2/1
  • Sleeps: 6
  • Type:Near The Beach

Three Bedroom Rentals

Automatically Save 25% OFF when you stay between July 1st & July 31st —   Read More

Coquina Moorings 203
  • Bedrooms: 3
  • Bathrooms: 2
  • Sleeps: 6
  • Type:Near The Beach

Automatically Save 25% OFF when you stay between June 1st & July 31st —   Read More

LimeMariaVille
  • Bedrooms: 3
  • Bathrooms: 2
  • Sleeps: 6
  • Type:Near The Beach

**Special: Summer Vacation Sale! Book Now & Automatically Save 10% OFF Your July & August Vacation in Rest Assured!   Read More

Rest Assured
  • Bedrooms: 3
  • Bathrooms: 2/1
  • Sleeps: 6
  • Type:Near The Beach

Automatically Save 25% OFF when you stay between June 1st & June 28th! —   Read More

Anna Maria Bay Side
  • Bedrooms: 3
  • Bathrooms: 2
  • Sleeps: 6
  • Type:Pool Homes

Located on the tranquil north end of Anna Maria island with a Gilligan’s Island feel, —   Read More

My Private Beach
  • Bedrooms: 4
  • Bathrooms: 3
  • Sleeps: 8
  • Type:On The Beach

+++ Book Now & Automatically Save 35% OFF Your Stay The Week Of July 4th! —   Read More

Anna Maria Beach House
  • Bedrooms: 3
  • Bathrooms: 2
  • Sleeps: 8
  • Type:Pool Homes

Four+ Bedroom Rentals

Located just two houses from the beach! Spend your days relaxing on that famous Anna —   Read More

100 Steps To The Beach
  • Bedrooms: 5
  • Bathrooms: 3
  • Sleeps: 8
  • Type:Pool Homes

**Special: Summer & Fall Vacation Sale! Book Now & Automatically Save 20% OFF Your stay now through November 22nd! —   Read More

Seabreeze Villa
  • Bedrooms: 5
  • Bath (full/half): 3/1
  • Sleeps: 10
  • Type:Pool Homes