Find & compare romantic hotels in Islamorada, FL from $128

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Top Islamorada Romantic Getaways & Hotels

Casa Morada

Casa Morada

3.5 out of 5
136 Madeira Road, Islamorada, FL
The price is $264 per night
$264
per night
May 30 - May 31
Fall in love again at this adults-only hotel. You and your special someone are sure to love the in-room massages, garden, and luxury bedding. You'll also appreciate ...
Large Screened Porch, Professional Cleaning, Wifi

Large Screened Porch, Professional Cleaning, Wifi

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A waterfront location and more await visiting couples at this romantic condo.
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy, Islamorada, FL
The price is $143 per night
$143
per night
Jun 6 - Jun 7
A garden, a private beach, and luxury bedding await couples visiting this romantic hotel. The property also offers a terrace, an outdoor pool, and a waterfront ...
Cheeca Lodge & Spa

Cheeca Lodge & Spa

4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $319 per night
$319
per night
Jun 3 - Jun 4
A spa, in-room massages, and ocean-view dining await couples visiting this romantic resort. The property also offers a garden, a spa tub, and a private beachfront ...
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $238 per night
$238
per night
May 30 - May 31
A private beach and premium mattresses await at this romantic hotel, which also offers 2 outdoor pools and a white sand beach.
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $278 per night
$278
per night
Jun 12 - Jun 13
Book a stay at this romantic resort, featuring ocean-view dining and a garden. Couples will appreciate the romance packages, premium mattresses, and Egyptian ...
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $259 per night
$259
per night
May 30 - May 31
Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the spa tub and in-room massages. Other amenities ...
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
The price is $186 per night
$186
per night
Jun 4 - Jun 5
A garden and luxury bedding await visiting couples at this Art Deco hotel. The property also offers an outdoor pool and a waterfront location.
Islander Bayside Villas and Boatslips

Islander Bayside Villas and Boatslips

3.5 out of 5
81450 Overseas Highway, Islamorada, FL
The price is $287 per night
$287
per night
Jun 4 - Jun 5
Premium mattresses and luxury bedding await at this romantic hotel, which also offers a terrace and a waterfront location.
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
The price is $337 per night
$337
per night
Jun 11 - Jun 12
A private beach, premium mattresses, and Egyptian cotton sheets await couples visiting this romantic resort. The property also offers a terrace, an outdoor pool, ...
Pelican Cove Resort & Marina

Pelican Cove Resort & Marina

3 out of 5
84457 Overseas Highway, Islamorada, FL
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Ocean-view dining, a garden, and a private beach await couples looking for a romantic getaway at this Art Deco hotel. The property also offers a terrace, an ...
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL
The price is $128 per night
$128
per night
May 30 - May 31
Free beach cabanas, a waterfront location, and more await visiting couples at this romantic hotel.
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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.

Islamorada hotels essential information

Accommodation
2,153 hotels
Lowest Price
$128
Highest Price
$337
Popular hotels
Cheeca Lodge & Spa, Chesapeake Beach Resort, Large Screened Porch, Professional Cleaning, Wifi, Amara Cay Resort, Pelican Cove Resort & Marina, Casa Morada, Islander Resort, Drop Anchor, Pines & Palms Resort, La Siesta Resort & Villas, Islander Bayside Villas and Boatslips, Coconut Cove Resort and Marina

Recent Islamorada hotel reviews by fellow wanderers

Islander Resort

Islander Resort

5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"We usually stay in a Key south of Islamorada but decided to give this place a try and loved it!! Our room had a large patio area and the room was very nice and clean. The staff were welcoming and friendly. We will definitely be back!"
A verified traveler stayed at Islander Resort
Islander Resort

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