Islamorada

Boutique Hotels in Islamorada

Enter your dates to find boutique hotels in Islamorada with unique style and charm.

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Top Boutique Hotels in Islamorada

Browse top boutique hotels in Islamorada known for their distinct style and personality.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
La Siesta Resort & Villas
La Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & VillasLa Siesta Resort & Villas
99+
Hotels in Islamorada
Featured facilities: Pool
Very Good
102 reviews
8.3/10
1 night
From AU$ 220
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Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean viewsPrivate Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean viewsPrivate Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean viewsPrivate Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean viewsPrivate Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean viewsPrivate Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
39
Hotels in Islamorada
Featured facilities: Private pool
Outstanding
44 reviews
10.0/10
Check Availability
5 bedroom - Deep Dockage & Heated Pool in Islamorada.
5 bedroom - Deep Dockage & Heated Pool in Islamorada.5 bedroom - Deep Dockage & Heated Pool in Islamorada.5 bedroom - Deep Dockage & Heated Pool in Islamorada.5 bedroom - Deep Dockage & Heated Pool in Islamorada.5 bedroom - Deep Dockage & Heated Pool in Islamorada.5 bedroom - Deep Dockage & Heated Pool in Islamorada.
45
Hotels in Islamorada
Featured facilities: Pool
Outstanding
40 reviews
10.0/10
Check Availability
Islamorada
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TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
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19
Outstanding
38 reviews
10.0/10
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Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.
Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.
38
Outstanding
26 reviews
10.0/10
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Bay Front Home With Magnificent Views
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32
Hotels in Islamorada
Located in Islamorada, the fishing capital of the world, this house is tucked away in a quite neighborhood on the bay side. The backyard consists of a private beach, tiki hut, an outdoor kitchen with a cook top, oven and gas bbq. In addition to the bar seating there is a full sized out door dining room table and outdoor living room set up for watching the game on the big screen. The house has a private pier with magnificent views of the Florida bay. There is ample room and depth to dock several boats in case you have any company. You will experience beautiful sunsets right off the end of the dock with a nice cool ocean breeze. During the day grab a rod and reel and toss in a line right off the dock, or jump in and grab a lobster nestled in the rocks below.If the surf is too much for you to handle you can test your skills on the putting green or hit the famous Tiki Bar, Marker 88 or the Lorelei Restaurant & Cabana Bar. Fantastic restaurants and bars abound, guaranteed not to disappoint.The house comes equipped with high speed Internet accessible throughout the house along with cable and HDTV. All the TV's are smart TV's so you can access your favorite streaming channels as well. All the bathrooms have been recently updated. The master bedroom is furnished with a king size bed and it has a big walk in closet and a master bath with a separate powder room. The upstairs guest room is made up of two twin beds.In the living room and family room there are plenty of couches just in case the sleeping quarters get too cramped. Just outside the living room and dining room there is a great screened in porch for relaxing and reading. There is a nice deck outside the screened in porch running the length of the house for catching some rays. Downstairs you will find a private 1 bedroom suite with a queen bed and a daybed with a trundle along with its own private bathroom. Just outside the suite is a fresh out door shower, Tiki hut, and full outdoor kitchen and living area so you can fire up the catch of the day. VR011PA130139DWE5403586About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:All Garbage MUST be placed in Green Garbage Can. Place all boxes,cans,bottles in Blue Garbage Can. Wheel out to street for pick up..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
15 reviews
10.0/10
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The Snook House at Tarpon Point  ~ 4 Bed/4 Bath Oceanfront Home
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33
Hotels in Islamorada
Featured facilities: Pool
Outstanding
5 reviews
10.0/10
Check Availability
Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl
Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada FlVilla with private plunge pool, boat dock, & amazing sunsets in Islamorada FlVilla with private plunge pool, boat dock, & amazing sunsets in Islamorada FlVilla with private plunge pool, boat dock, & amazing sunsets in Islamorada FlVilla with private plunge pool, boat dock, & amazing sunsets in Islamorada FlVilla with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl
17
Hotels in Islamorada
Featured facilities: Private pool
Outstanding
10.0/10
Check Availability
Only 3 Weeks Left in 2025 for a Pre-Christmas Getaway!  Oceanfront/Pool/Dock
Only 3 Weeks Left in 2025 for a Pre-Christmas Getaway!  Oceanfront/Pool/DockOnly 3 Weeks Left in 2025 for a Pre-Christmas Getaway!  Oceanfront/Pool/DockOnly 3 Weeks Left in 2025 for a Pre-Christmas Getaway!  Oceanfront/Pool/DockOnly 3 Weeks Left in 2025 for a Pre-Christmas Getaway!  Oceanfront/Pool/DockOnly 3 Weeks Left in 2025 for a Pre-Christmas Getaway!  Oceanfront/Pool/DockOnly 3 Weeks Left in 2025 for a Pre-Christmas Getaway!  Oceanfront/Pool/Dock
40
Hotels in Islamorada
Featured facilities: Private pool
Outstanding
19 reviews
10.0/10
Check Availability
The Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront Home
The Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront HomeThe Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront HomeThe Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront HomeThe Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront HomeThe Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront HomeThe Bonefish House at Tarpon Point ~ 4 Bed/4 Bath Oceanfront Home
30
Hotels in Islamorada
Featured facilities: Pool
Outstanding
4 reviews
10.0/10
Check Availability
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Frequently Asked Questions

What are the best family-friendly hotels in Islamorada?

Drop Anchor Resort & Marina (from AU$ 126) is very suitable for family travel. Enjoy a trip together with your kids and other family members!

What are some good hotels near History of Diving Museum in Islamorada?

For Islamorada hotels near History of Diving Museum, many travelers recommend Hadley Resort and Marina (from AU$ 164), La Jolla Resort (from AU$ 144) and The Islands of Islamorada (from AU$ 1,084) for their great location and service.

What are the must-visit spots in Islamorada?

Islamorada is home to iconic landmarks such as History of Diving Museum, Theater of the Sea and Founders Park Soccer Fields.

What’s the average hotel price in Islamorada this weekend?

The average prices for hotels in Islamorada this weekend are as follows:
3-star hotels: AU$ 681
4-star hotels: AU$ 1,357
5-star hotels: AU$ 6,180

How much do hotels in Islamorada usually cost on weekdays?

On average, hotel prices in Islamorada on weekdays are approximately:
3-star hotels: AU$ 572
4-star hotels: AU$ 1,161
5-star hotels: AU$ 6,561