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Top hotels in Indian Waterways

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Sep 7 to Sep 8
$241 total
Sep 7 - Sep 8
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. ...
"We are repeat returning customers and will continue to be so, we love Cheeka. The staff and facilities are excellent. Always a great time. Local restaurants are fantastic on site. Restaurants are excellent. The snorkeling in the area as well as the fishing is world class."

Reviewed on Sep 2, 2026

Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $186 total per night from Sep 29 to Sep 30
$186 total
Sep 29 - Sep 30
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 ...
"A great place to stay and very well located. Breakfast staff was wonderful and very accommodating. Check in staff as well. A beautiful property,"

Reviewed on Sep 2, 2026

Opens in a new windowChesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $126 total per night from Sep 15 to Sep 16
$126 total
Sep 15 - Sep 16
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on ...
"Perfect suite well equipped and comfortable. Nice view, perfect little patio with chairs and table. Good to be able to park under the building in protected spot. Not good for someone who can’t climb stairs easily but otherwise a very nice place. Many good restaurants nearby"

Reviewed on Sep 2, 2026

Opens in a new windowWaterside Suites & Marina
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$304 nightly
The price is $342 total per night from Sep 16 to Sep 17
$342 total
Sep 16 - Sep 17
Total with taxes and fees
This luxury resort features a full-service spa, a marina, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the ...
"Perfection!"

Reviewed on Sep 1, 2026

Opens in a new windowPlaya Largo Resort & Spa, Autograph Collection
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2 out of 5
99340 Overseas Highway Key Largo FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Sep 7 to Sep 8
$110 total
Sep 7 - Sep 8
Total with taxes and fees
This smoke-free hotel's private beach and marina are among the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
"If you’re a first timer like I was be sure to punch in the actual property address and not the resort name or your map will send you to the wrong resort."

Reviewed on Sep 1, 2026

Opens in a new windowThe Pelican Key Largo Cottages
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $236 total per night from Sep 14 to Sep 15
$236 total
Sep 14 - Sep 15
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 ...
"Baseboard were removed off the wall. Did not gave it a clean look . Walls in the hallway slightly dirty."

Reviewed on Sep 2, 2026

Opens in a new windowAmara Cay Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $286 total per night from Sep 7 to Sep 8
$286 total
Sep 7 - Sep 8
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Family-friendly ...
Opens in a new windowReefhouse Resort & Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $322 total per night from Sep 28 to Sep 29
$322 total
Sep 28 - Sep 29
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $171 total per night from Sep 8 to Sep 9
$171 total
Sep 8 - Sep 9
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor ...
Opens in a new windowBayside Inn Key Largo
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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.

Indian Waterways Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Indian Waterways area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Indian Waterways to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Indian Waterways are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Indian Waterways hotel reviews by fellow wanderers

Chesapeake Beach Resort

Chesapeake Beach Resort

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"A great place to stay and very well located. Breakfast staff was wonderful and very accommodating. Check in staff as well. A beautiful property,"
A verified traveler stayed at Chesapeake Beach Resort
Chesapeake Beach Resort

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