Name: Luxurious, Elegant Home, Waterfront With Dockage
Address: Key West

Top Beach vacation packages in Key Haven

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

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$763

per person

Jan 3 - Jan 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (1,005 reviews)

Great place to stay. One block off Duval. Quiet, clean multiple pools, multiple parking lots. Happy Hour with the best bartender Kirk. Great visit start to finish.

Reviewed on Oct 17, 2025

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

$1,685

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,722 reviews)

Elevator not working. Smoke alarm at 3 am. Pool under construction. Wouldn’t stay again.

Reviewed on Oct 17, 2025

The Perry Hotel & Marina Key West

Save 100% on your flight

$1,651

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,093 reviews)

Very nice hotel, but it was pretty far from down town Old Key West. To get anywhere it was Hotel Bus, Cab or Uber

Reviewed on Oct 17, 2025

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$931

per person

Jan 3 - Jan 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,005 reviews)

Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views

Reviewed on Oct 17, 2025

Havana Cabana at Key West

New Town

Save 100% on your flight

$1,730

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

8.8/10 Excellent! (1,761 reviews)

“Extra Fees Without Real Perks — Not Worth the Value The hotel is very clean and comfortable, and the regular staff was friendly and helpful. However, the $55 daily resort fee felt high for what’s included—things like the pool, housekeeping, and shuttle service that most Key West hotels already include. The shuttle doesn’t start until 9 a.m., so it’s not useful for early flights. When we booked, it was listed as an adults-only property, but that policy had changed, and we were never notified—so having children running around was an unexpected surprise. Management never responded to our questions about the change. While the complimentary afternoon churros and smoothies are a nice idea, most guests spend their time exploring the Keys, so those perks don’t add much value. Overall, a nice property, but not worth the added fees or lack of communication.

Reviewed on Oct 17, 2025

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3 Night Beach vacations in Key Haven

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

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

$633

per person

Jan 3 - Jan 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,722 reviews)

Elevator not working. Smoke alarm at 3 am. Pool under construction. Wouldn’t stay again.

Reviewed on Oct 17, 2025

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$763

per person

Jan 3 - Jan 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (1,005 reviews)

Great place to stay. One block off Duval. Quiet, clean multiple pools, multiple parking lots. Happy Hour with the best bartender Kirk. Great visit start to finish.

Reviewed on Oct 17, 2025

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$931

per person

Jan 3 - Jan 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,005 reviews)

Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views

Reviewed on Oct 17, 2025

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4 Night Beach vacations in Key Haven

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

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$926

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (1,005 reviews)

Great place to stay. One block off Duval. Quiet, clean multiple pools, multiple parking lots. Happy Hour with the best bartender Kirk. Great visit start to finish.

Reviewed on Oct 17, 2025

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,721

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (496 reviews)

Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again.

Reviewed on Oct 17, 2025

Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$1,316

per person

Dec 24 - Dec 28

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,025 reviews)

The property has potential, it’s comfortable for families. Unfortunately, we saw two roaches while we stayed at the property.

Reviewed on Oct 17, 2025

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How do I book the best Key Haven beach vacation packages?

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How can I find cheap beach vacations in Key Haven?

A rental steps from the shore creates an amazingly affordable Key Haven beach vacation. Seaside sojourns during low season start from $633. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Key Haven?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Key Haven beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Key Haven vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Key Haven beach vacation deals?

Sort your search results by deals to delight in amazing Key Haven beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Key Haven beach trip with free cancellation and/or flexible dates?

Just like the Key Haven tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Key Haven beach vacation with Expedia?

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Top Beach Key Haven Hotels

Floralee House in Key West

Key West

11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

Key West Home on Deep Water Canal with Pool on Key Haven Road, Fisherman's Dream

Key West

11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy private pools, laundry facilities, and patios. Popular attractions Duval Street and Smathers Beach are located ...

10/10 Exceptional! (4 reviews)

Wonderful stay

"Stayed for the month of March and it was wonderful. The house was as listed and the owner was great to deal with. We totally enjoyed the pool, the kayaks, and the flat top grill for cooking outside. On the first day of spring, we saw a mama and baby manatee in the canal. Another day, we saw a nurse ..."

Reviewed on Apr 4, 2025

Luxurious, Elegant Home, Waterfront With Dockage

Key West

11 min drive from Duval Street

Stay at this vacation home in Key West. Enjoy private pools, a garden, and laundry facilities. Popular attractions Duval Street and Smathers Beach are located ...

The best keys trip ever!

"This property is amazing. My family and I had the time of our lives."

Reviewed on Aug 18, 2020

See all 3,236 properties in Key Haven

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.