Hotels with Restaurants in Islamorada from $142
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Top Islamorada Hotels with Restaurants

Casa Morada
136 Madeira Road, Islamorada, FL
$330 nightly
The price is $371 total per night
$371 total
Oct 21 - Oct 22
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy a day at the beach kayaking, or relax with beach umbrellas. There's no skimping ...

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $183 total per night
$183 total
Oct 20 - Oct 21
Total with taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$244 nightly
The price is $275 total per night
$275 total
Oct 27 - Oct 28
Total with taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $224 total per night
$224 total
Oct 26 - Oct 27
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
$228 nightly
The price is $257 total per night
$257 total
Oct 26 - Oct 27
Total with taxes and fees
The private beach and marina are among the highlights at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor pool ...

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $211 total per night
$211 total
Oct 29 - Oct 30
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$245 nightly
The price is $276 total per night
$276 total
Oct 27 - Oct 28
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$193 nightly
The price is $217 total per night
$217 total
Oct 21 - Oct 22
Total with taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...

Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$130 nightly
The price is $142 total per night
$142 total
Oct 21 - Oct 22
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $156 total per night
$156 total
Oct 19 - Oct 20
Total with taxes and fees
A private beach and an outdoor pool are featured at this Art Deco motel. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...

Creekside Inn
90611 Old Highway, Tavernier, FL
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $200 total per night
$200 total
Oct 19 - Oct 20
Total with taxes and fees
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
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 | 2,217 hotels |
---|---|
Lowest Price | $142 |
Highest Price | $371 |
Popular hotels | Amara Cay Resort, Islander Resort, Cheeca Lodge & Spa, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Creekside Inn, La Siesta Resort & Villas, Casa Morada, Conch On Inn Motel, Chesapeake Beach Resort, Fisher Inn Resort & Marina, Drop Anchor, Pines & Palms Resort |
Recent Islamorada hotel reviews by fellow wanderers

Cheeca Lodge & Spa
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Wonderful resort. Would stay again. Dinner was amazing. "
A verified traveler stayed at Cheeca Lodge & Spa
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