31 Hotels
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1
Little Palm Island Resort & Spa
$$$$ | MM 28.5 OS, 28500 Overseas Hwy.
There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More
Little Palm Island Resort & Spa
$$$$ | MM 28.5 OS, 28500 Overseas Hwy.
There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More
2
Sunset Key Cottages
$$$$ | 245 Front St.
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
Sunset Key Cottages
$$$$ | 245 Front St.
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
3
The Reach, A Waldorf Astoria Resort
$$$ | 1435 Simonton St.
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
The Reach, A Waldorf Astoria Resort
$$$ | 1435 Simonton St.
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
4
Casa Marina, A Waldorf-Astoria Resort
$$$ | 1500 Reynolds St.
If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More
Casa Marina, A Waldorf-Astoria Resort
$$$ | 1500 Reynolds St.
If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More
5
6
Pier House Resort and Spa
$$$$ | 1 Duval St.
Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More
Pier House Resort and Spa
$$$$ | 1 Duval St.
Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More
7
Postcard Inn Beach Resort & Marina at Holiday Isle
$$ | MM 84 OS, 84001 Overseas Hwy.
When you imagine the Florida Keys, this is the place that comes to mind, even if you’ve never been to these is... Read More
Postcard Inn Beach Resort & Marina at Holiday Isle
$$ | MM 84 OS, 84001 Overseas Hwy.
When you imagine the Florida Keys, this is the place that comes to mind, even if you’ve never been to these is... Read More
8
The Moorings Village
$$$$ | MM 81.6 OS, 123 Beach Rd.
It’s all about privacy and solitude at this stunning oceanfront property. Read More
The Moorings Village
$$$$ | MM 81.6 OS, 123 Beach Rd.
It’s all about privacy and solitude at this stunning oceanfront property. Read More
9
Coconut Palm Inn
$$ | MM 92 BS, 198 Harborview Dr., via Jo-Jean Way off Overseas Hwy.
Aptly described as a beachfront hideaway, this quiet property on the southern tip of Key Largo is nestled amid... Read More
Coconut Palm Inn
$$ | MM 92 BS, 198 Harborview Dr., via Jo-Jean Way off Overseas Hwy.
Aptly described as a beachfront hideaway, this quiet property on the southern tip of Key Largo is nestled amid... Read More
10
Kona Kai Resort, Gallery & Botanic Gardens
$$ | MM 97.8 BS, 97802 Overseas Hwy.
Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More
Kona Kai Resort, Gallery & Botanic Gardens
$$ | MM 97.8 BS, 97802 Overseas Hwy.
Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More
11
Parrot Key Resort
$$$ | 2801 N Roosevelt Blvd.
From the busy road, you can’t see much, just a long driveway leading to a resort that is nowhere near... Read More
Parrot Key Resort
$$$ | 2801 N Roosevelt Blvd.
From the busy road, you can’t see much, just a long driveway leading to a resort that is nowhere near... Read More
12
Coconut Bay Resort & Bay Harbor Lodge
$ | MM 97.7 BS, 97702 Overseas Hwy.
Get an authentic taste of island life at these sister properties that offer everything you need to disconnect... Read More
Coconut Bay Resort & Bay Harbor Lodge
$ | MM 97.7 BS, 97702 Overseas Hwy.
Get an authentic taste of island life at these sister properties that offer everything you need to disconnect... Read More
13
Deer Run Bed & Breakfast
$$$ | MM 33 OS, 1997 Long Beach Dr.
Need serenity now? Find your way to this oceanfront B&B that not only will be good for your soul, it wi... Read More
Deer Run Bed & Breakfast
$$$ | MM 33 OS, 1997 Long Beach Dr.
Need serenity now? Find your way to this oceanfront B&B that not only will be good for your soul, it wi... Read More
14
Glunz Ocean Beach Hotel & Resort
$$ | MM 53.5 OS, 351 E. Ocean Dr.
Well off the beaten path (US1) on the man-made island of Key Colony is where you’ll find this family owned, no... Read More
Glunz Ocean Beach Hotel & Resort
$$ | MM 53.5 OS, 351 E. Ocean Dr.
Well off the beaten path (US1) on the man-made island of Key Colony is where you’ll find this family owned, no... Read More
15
The Islander, A Guy Harvey Outpost Resort
$$ | MM 82.1 OS, 82200 Overseas Hwy.
Imagine a beloved resort built in 1950, on 20+ oceanfront acres. Now, imagine updated, comfortable rooms, p... Read More
The Islander, A Guy Harvey Outpost Resort
$$ | MM 82.1 OS, 82200 Overseas Hwy.
Imagine a beloved resort built in 1950, on 20+ oceanfront acres. Now, imagine updated, comfortable rooms, p... Read More
16
Amy Slate's Amoray Dive Resort
$ | MM 104.2 BS, 104250 Overseas Hwy.
With the words ‘dive resort’ in the name, you can bet that this property is set up to function... Read More
Amy Slate's Amoray Dive Resort
$ | MM 104.2 BS, 104250 Overseas Hwy.
With the words ‘dive resort’ in the name, you can bet that this property is set up to function... Read More
17
Gulf View Waterfront Resort
$ | MM 58.7 BS, 58743 Overseas Hwy.
This family run resort caters to its guests and their pets. They’re on the Gulf of Mexico, the units are clean... Read More
Gulf View Waterfront Resort
$ | MM 58.7 BS, 58743 Overseas Hwy.
This family run resort caters to its guests and their pets. They’re on the Gulf of Mexico, the units are clean... Read More
18
Little Conch Key
$$ | MM 62.3 OS, 62250 Overseas Hwy.
Dare to venture off the main road and be rewarded with a stay on the ocean at Little Conch Key, a secluded isl... Read More
Little Conch Key
$$ | MM 62.3 OS, 62250 Overseas Hwy.
Dare to venture off the main road and be rewarded with a stay on the ocean at Little Conch Key, a secluded isl... Read More
19
Seafarer Resort and Beach
$ | MM 97.6 BS, 97684 Overseas Hwy.
It may not be fancy, but all your basic needs will be met and you’ll get a sense for what the Keys were like i... Read More
Seafarer Resort and Beach
$ | MM 97.6 BS, 97684 Overseas Hwy.
It may not be fancy, but all your basic needs will be met and you’ll get a sense for what the Keys were like i... Read More
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20
Azul del Mar
$$ | MM 104.3 BS, 104300 Overseas Hwy., Key Largo, Florida, 33037, USA
The dock points the way to many beautiful sunsets at this no-smoking, adults-only boutique hotel, which Karol... Read More
Azul del Mar
$$ | MM 104.3 BS, 104300 Overseas Hwy., Key Largo, Florida, 33037, USA
The dock points the way to many beautiful sunsets at this no-smoking, adults-only boutique hotel, which Karol... Read More
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