A beachfront hotel with a pool, palm trees, and a view of the ocean.

The Estates Vacation Packages

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The Latest The Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A resort with a large pool, a pier extending into the sea, and a building with a modern design.
    Jan 14 - Jan 18

    Sunsuites Villas At Sunseeker Resort, Curio By Hilton + Flight

    Charlotte Harbor
    4 nights
    4.0 star property
    9.4/10 - Exceptional (147 reviews)
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - MIA • Nonstop FLL - YYZ • Nonstop
    CA $1,500
    CA $1,080
    per traveller
    found 1 day ago
    Sunsuites Villas At Sunseeker Resort, Curio By Hilton
  • A balcony with a view of a beach, a table, and chairs.
    Dec 18 - Dec 23

    Windward Passage Resort + Flight

    Fort Myers Beach
    5 nights
    2.0 star property
    8.6/10 - Excellent (23 reviews)
    "Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!"
    Reviewed October 31, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • 1 stop RSW - DTW • 1 stop
    CA $2,129
    CA $1,368
    per traveller
    found 7 hours ago
    Windward Passage Resort
  • A balcony with a view of the beach, white railings, and a lounge chair with towels.
    Dec 19 - Dec 24

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Overall, worth the stay. The place could use some updates."
    Reviewed November 5, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • Nonstop RSW - DTW • Nonstop
    CA $3,547
    CA $2,405
    per traveller
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • A pool area with lounge chairs and umbrellas, surrounded by palm trees.
    Dec 19 - Dec 24

    The Perry Hotel Naples + Flight

    Naples
    5 nights
    4.5 star property
    9.6/10 - Exceptional (1,254 reviews)
    "Friendly staff. Self park resort fee"
    Reviewed November 6, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • Nonstop RSW - DTW • Nonstop
    CA $2,446
    CA $1,775
    per traveller
    found 1 day ago
    The Perry Hotel Naples
  • A waterfront hotel with multiple buildings, a dock, and a calm body of water reflecting the structures.
    Dec 19 - Dec 24

    Marriott Sanibel Harbour Resort & Spa + Flight

    Punta Rassa
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,002 reviews)
    "Why does a hotel have to charge $25 a day for self parking? We had one of the hotel staff enter the room whilst we were half-dressed. This is totally unacceptable. The staff needs better training!"
    Reviewed November 6, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • Nonstop RSW - DTW • Nonstop
    CA $1,552
    CA $1,131
    per traveller
    found 1 day ago
    Marriott Sanibel Harbour Resort & Spa

Where to stay in The Estates

Find the best The Estates areas and neighborhoods for the activities you enjoy most. Learn more about The Estates
Learn more about The Estates
A coastal cityscape with high-rise buildings, palm trees, and a clear blue sky.

South End

While visiting South End, you might make a stop by sights like South Marco Beach and Marco Island Ski & Watersports.
A coastal city with a long sandy beach, a river running parallel to the shore, and a dense urban area in the background.

Tigertail Beach

If you're spending some time in Tigertail Beach, Tigertail Beach and South Marco Beach are top sights worth seeing.
A beach with a sunset, ocean waves, and buildings in the background.

Olde Marco

If you're spending some time in Olde Marco, Rose Marina and Key West Express Ferry are top sights worth seeing.

Discover the most popular places to visit in The Estates

Otter Mound Preserve

You can take time to visit Otter Mound Preserve during your travels to Caxambas.
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The Estates Hotel Deals

A garden pathway with palm trees, red flowers, and a thatched-roof structure.

Marco Island Lakeside Inn

Marco Island Lakeside Inn
2.5 star property
4.2 km from The Estates
9.2 out of 10, Wonderful, (1,004 reviews)
The price is CA $170
CA $189 total
includes taxes & fees
Nov 8 - Nov 9
Marco Island Lakeside Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.