Windley Key Golf Vacations 2026

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Top Golf vacation packages in Windley Key

Price found within the past 48 hours. Click for updated prices.

Pelican Hotel

South Beach

Save 100% on your flight

$530

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (506 reviews)

Excellent hotel. I will be back. Lovely. Such friendly staff on all levels and accommodating. Top notch. Thank you!

Reviewed on Sep 27, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,840

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$977

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Assistants Front Desk. Our recent family stay at The Pelican Grand was wonderful overall, but our experience was marred by an unacceptable interaction during checkout. After a front-desk error resulted in our pack-and-play being mistakenly handed over to a family member along with another guest's groceries, we told the desk that they could retrieve the misplaced items. Instead of resolving the issue, the assistant responded with hostile, threatening emails and phone calls While we greatly appreciate the quality of the resort and staff otherwise, this aggressive conduct ruined the end of our trip. Guests should be treated with respect and staff should own up when they make a mistake. Very disappointed 😞.

Reviewed on Sep 29, 2026

1 Hotel South Beach

South Beach

Save 100% on your flight

$2,660

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

Bentley Hotel South Beach

South Beach

Save 100% on your flight

$1,817

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,145 reviews)

Amazing

Reviewed on Sep 28, 2026

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5* Golf vacations in Windley Key

Price found within the past 48 hours. Click for updated prices.

EAST Miami

Brickell

Save 100% on your flight

$1,691

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (4,095 reviews)

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,840

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach

South Beach

Save 100% on your flight

$2,660

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (1,644 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

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3 Night Golf vacations in Windley Key

Price found within the past 48 hours. Click for updated prices.

Pelican Hotel

South Beach

Save 100% on your flight

$530

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (506 reviews)

Excellent hotel. I will be back. Lovely. Such friendly staff on all levels and accommodating. Top notch. Thank you!

Reviewed on Sep 27, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$8,058

per person

Dec 4 - Dec 7

found 19 hours ago

Roundtrip non-stop flight included

Islip (ISP) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$863

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Reviewed on Sep 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

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4 Night Golf vacations in Windley Key

Price found within the past 48 hours. Click for updated prices.

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$977

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.8/10 Excellent! (1,731 reviews)

Reviewed on Sep 29, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,574

per person

Dec 4 - Dec 8

found 19 hours ago

Roundtrip non-stop flight included

Islip (ISP) to Miami (MIA)

8/10 Very Good! (1 review)

Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Miami Vacation Rentals - Brickell

Brickell

Save 100% on your flight

$1,294

per person

Dec 3 - Dec 7

found 1 hour ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

8.8/10 Excellent! (570 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Windley Key

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How can I find the best golf vacations in Windley Key?

Swing into the best golf packages in Windley Key. Punch in your travel dates then filter your results by guest and star rating, popular locations, and amazing extras like spas, pools, and ocean views.

Can I book cheap golf packages in Windley Key?

Glorious golf on a budget is just a few clicks away. Sort your search results by price or deals to find amazingly affordable luxury golf. Right now, Windley Key golf packages start at just $530. Prices and availability are subject to change. Additional terms may apply.

How can I find Windley Key golf and spa packages?

If you long for a little tea tree before you tee off, a golf and spa package will keep you on your A game. Check the spa filter to take your pick from luxurious lodgings where you can live the dream after a round of 18.

How can I find luxury golf resort packages in Windley Key?

Bag yourself a stay steps from a luxurious championship course by checking the 5* filter. Sort your results by rating to explore a little more extravagance and glam up your getaway with business class flights.

How can I look for Windley Key casino golf packages?

Ch-ch-check the casino filter for cha-cha-ching-tastic casino and golf packages. From the pristine course to the baize of the roulette wheel, all you’ll see is green.

Can I book Windley Key golf packages with airfare?

Get serious air before you reach the course by booking your accommodation, flights, and car rental as a package. You can bag a better deal this way—and level up the convenience while you’re at it.

Why should I book a golf vacation for couples in Windley Key?

If you’ve both got love for the clubs, a couple’s golf vacation is a hole in one. Book accommodation with a full-service spa, exclusive Champagne bar, and outdoor experiences to dip into before and after a round. Together.

Can I book a golf holiday in Windley Key with free cancellation and/or flexible dates?

Grab a great golf getaway with free cancellation by filtering by payment option. You can find buy now, pay later options this way, too.

Why should I book my golf trip to Windley Key with Expedia?

We put(t) an amazing choice of golf resorts in one place, so you can hit the fairway every time. And our trips are ATOL protected for extra peace of mind.