Rental R1429271

Resort Sixty-Six

Holmes Beach, Florida

7 nights

  • Check-in:
    Sat, Jun 13, 2026
  • Check-out:
    Sat, Jun 20, 2026
  • 1 Bedroom
  • 4 Guests
  • 1 Bathroom

$243/night

$1,878 before tax
  • 7-night stay
  • Check-in: Sat, Jun 13, 2026
  • Check-out: Sat, Jun 20, 2026
  • Cancellation policy: Strict  
Cancellation policy: Strict  

Rental R1429271

Resort Sixty-Six

Holmes Beach, Florida
    • 1 Bedroom
    • Sleeps 4
    • Beds 1 King, 1 Sofa bed
    • Building/Unit: 109
    • View: Courtyard
  • 1 Bathroom
  • Full kitchen

Unit Details

  • Sleeps 4
  • 1 King, 1 Sofa bed
  • 1 Bathroom
  • Full kitchen
  • Building/Unit: 109
  • View: Courtyard
Posting details
About the Resort
Resort Reviews (8)
  • Kitchen

    • Dishwasher
    • Oven
    • Refrigerator (full-size)
    • Stovetop

    Policies

    • No pets
    • No smoking

    Gulf front location with white sandy beach on beautiful Anna Maria Island, Florida, south of Tampa Bay. Heated pool with spa and free parking on site. First floor unit.

    This is a RedWeek.com full-service rental with booking protection. Key details have been verified, and all inquiries and bookings will be handled by the RedWeek full-service team.

    Contact us with questions, or book online with your credit card. You will receive your final confirmation within 5 days.

    Interested in this posting?

    Request to Book
  • Resort Sixty-Six

    Holmes Beach, Florida

    White beaches lined with pine trees stretch for miles along the coast of Florida's Anna Maria Island, the site of Resort Sixty-Six. In addition to a magnificent Gulf-front location, this beautiful resort offers a high-end dinner-only restaurant, barbecue grills and picnic area, outdoor pool, and whirlpool hot tub. Boat charters and rentals are available at local marinas conveniently located within walking distance.

    At Resort Sixty-Six, you have the option of a studio equipped to sleep up to two or a one-bedroom offered in confirmations accommodating either four or six. All units offer full kitchens and are fully decked out in a style that evokes Florida's laid-back, sun-soaked charm and hospitality. Many rooms overlook a picturesque courtyard blooming with palms, hibiscus and native grasses, while beachfront villas come with private screened-in porches with spectacular views of the Gulf of Mexico.

    Anna Maria Island has many charms, in addition to its gleaming white beaches. It has a thriving arts community, with a performing arts group, a chorus and orchestra, and several visual arts associations. It is also known as the 'Wedding Capital of Florida'and offers special services and hosts an annual wedding festival. At a bird sanctuary, you just may spot many species of exotic birds. Sea turtles, manatees, and bottle-nosed dolphins are also known to make an appearance!

    6600 Gulf Dr
    Holmes Beach, Florida 34217
    Accuracy not guaranteed. Contact the resort to confirm the address before making plans.
  • 4.6 out of 5
    • 5

      (6)

    • 4

      (4)

    • 3

      (0)

    • 2

      (0)

    • 1

      (0)

    • Resort location
    • Staff/Service
    • Cleanliness
    • Sleep comfort

    Been to Resort Sixty-Six lately?

    Add review
    • RCI Gold Crown Resort

      By susant164 Feb 5, 2026
      Helpful? 0 0
    • Resort Sixty is my favorite yet! The staff is a delight, and so are the guests we have met each time we come. The resort is DIRECTLY on...

      Read more »
      By natalies224 Nov 24, 2023
      Helpful? 0 0
    • Right on the beach! Next to Beach Bistro Restaurant.

      Read more »
      By sandym56 Sep 23, 2022
      Helpful? 0 0
    • This resort is the perfect place for relaxation. Beautiful beach, not overcrowded, plenty of space for couples and families too....

      Read more »
      By sandrac353 Jul 10, 2012
      Helpful? 0 0
    • Stayed in a 1 bedroom unit on 2nd floor overlooking the outdoor whirlpool below and pool area -- the week before Christmas 2010. The...

      Read more »
      By lbellis Updated Dec 10, 2011
      Helpful? 0 0
    • This is a small friendly resort . Nice pool and gas grills if you want to cook outdoors. The beach is only a few steps away. The staff...

      Read more »
      By dalek14 Updated Apr 9, 2007
      Helpful? 0 0
    • Small resort. Very clean and well kept. Staff all very friendly and helpful. Located right on the beach and in a residental area of...

      Read more »
      By dgleason Mar 8, 2003
      Helpful? 0 0
    • We traded into Resort Sixty-Six two years ago and enjoyed our stay very much. The beach was beautiful and pristine. Our unit over looking...

      Read more »
      By mjj Updated Feb 11, 2003
      Helpful? 0 0

$243/night

$1,878 before tax
  • 7-night stay
  • Check-in: Sat, Jun 13, 2026
  • Check-out: Sat, Jun 20, 2026
  • Cancellation policy: Strict  
Cancellation policy: Strict  
  • About the Resort
  • Resort Reviews
  • $242.86 / night

    Jun 13, 2026 – Jun 20, 2026