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Top hotels and accommodation in Florida Keys

Captain Pips Marina & Hideaway
Escape to a serene coastal haven surrounded by lush greenery and the vast ocean.

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1002)
"It was a great place to stay!"
The price is NZ$209
includes taxes & fees
17 Aug - 18 Aug
Captain Pips Marina & Hideaway
The Southernmost Inn - Adults Only
Relax in a serene outdoor space surrounded by lush greenery and a tree, with a table and chairs under a shaded umbrella.

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1130)
"Great location "
The Southernmost Inn - Adults Only
Chesapeake Beach Resort
Relax on the beach with a tranquil ocean view and comfortable sun loungers.

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1480)
"Super nice staff! Great place to stay! "
The price is NZ$454
includes taxes & fees
23 July - 24 July
Chesapeake Beach Resort
Southwinds Motel
Relax on the covered patio with Adirondack chairs amidst a beautifully maintained garden.

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1121)
"Clean, great location, and stay.One of the most affordable options in Key West. "
The price is NZ$255
includes taxes & fees
27 July - 28 July
Southwinds Motel
Simonton Court Historic Inn & Cottages
Relax by the serene pool surrounded by lush greenery and palm trees.

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (776)
"I highly recommend this property. Great experience, clean and well maintained with a most courteous and friendly staff."
The price is NZ$239
includes taxes & fees
22 July - 23 July
Simonton Court Historic Inn & Cottages
Kingsail Resort
Relax by the pool surrounded by lush greenery and enjoy a refreshing dip in the clear water.

Kingsail Resort

2.0 star property
8.6 out of 10, Excellent, (1024)
"Nice area"
The price is NZ$144
includes taxes & fees
5 Aug - 6 Aug
Kingsail Resort
Paradise Inn Key West - Adults Only
Enjoy outdoor dining or relaxation on the paved patio with a table and chairs.

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1003)
"Excellent stay. Just a short walk to Duval and quiet. "
The price is NZ$583
includes taxes & fees
29 July - 30 July
Paradise Inn Key West - Adults Only
Lime Tree Bay Resort
Relax by the clear swimming pool surrounded by lounge chairs and umbrellas, with access to the beach and shallow waters.

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1081)
"Great resort! We loved the games and hammocks around the property. Loved how we could ride bikes and paddle board right from the resort. "
Lime Tree Bay Resort
Ibis Bay Beach Resort
Guests can dine and relax at the resort's restaurant and bar, surrounded by lush greenery and a marina with docked boats.

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2008)
"Good resort "
The price is NZ$275
includes taxes & fees
20 July - 21 July
Ibis Bay Beach Resort
Breezy Palms Resort
Relax on the beachfront lawn with lounge chairs, enjoy the tranquil atmosphere, and take in the views of the calm sea.

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (491)
"A must stay"
The price is NZ$200
includes taxes & fees
22 July - 23 July
Breezy Palms Resort
Rock Reef Resort
Relax in a serene beachside setting beneath a thatched-roof structure, surrounded by lounge chairs and a picnic table.

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1003)
"The staff were very friendly and helpful with all of our questions and gave us amazing recommendations. My family and I absolutely loved our visit here! "
Rock Reef Resort
Amara Cay Resort
Relax in a serene outdoor seating area with Adirondack chairs around a central fire pit, surrounded by palm trees and ocean views.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1237)
"Amazing stay"
The price is NZ$423
includes taxes & fees
11 Aug - 12 Aug
Amara Cay Resort
Waterside Suites & Marina
Relax on the balcony with a view of the marina, featuring a table and two chairs.

Waterside Suites & Marina

3.5 star property
8.8 out of 10, Excellent, (1024)
"I loved it here "
The price is NZ$393
includes taxes & fees
1 Aug - 2 Aug
Waterside Suites & Marina
The Pelican Key Largo Cottages
Relax on the beach with a serene sea view, surrounded by palm trees and a tranquil atmosphere.

The Pelican Key Largo Cottages

2.0 star property
8.6 out of 10, Excellent, (1001)
"Beautiful place for a great price Right on the water and lots of restaurants in the immediate area"
The price is NZ$188
includes taxes & fees
17 Aug - 18 Aug
The Pelican Key Largo Cottages
Heron House Court - Adult Only
Relax by the serene pool surrounded by lush greenery and a two-story building with a balcony offering a view of the pool area.

Heron House Court - Adult Only

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great place! I would definitely stay here again. "
The price is NZ$272
includes taxes & fees
12 Aug - 13 Aug
Heron House Court - Adult Only
Cheeca Lodge & Spa
Relax on the beach with lounge chairs, a shaded hut, and a long pier extending into the calm sea.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1136)
"Great place "
The price is NZ$485
includes taxes & fees
20 July - 21 July
Cheeca Lodge & Spa
Rainbow Bend Resort
Relax on the beachfront deck with ocean views and a pergola overhead, perfect for dining or unwinding.

Rainbow Bend Resort

2.5 star property
8.2 out of 10, Very good, (689)
"very nice property set up, wonderful staff comfortable beach"
The price is NZ$504
includes taxes & fees
31 July - 1 Aug
Rainbow Bend Resort
Drift Hotel
Relax on the beach with lounge chairs and kayaks at your disposal.

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1002)
"For us, we will definitely stay again! Great staff, beautiful beach and clean rooms!"
The price is NZ$300
includes taxes & fees
4 Aug - 5 Aug
Drift Hotel
Parmer's Resort
Relax in a serene outdoor space surrounded by a tranquil body of water and a distant shoreline.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"The private beach was incredible, staff was friendly. Didn't take advantage of the free breakfast but to even have the option was amazing. Bed was a little rickety but that if anything is my only critique. "
The price is NZ$294
includes taxes & fees
10 Aug - 11 Aug
Parmer's Resort
Hyatt Vacation Club at Windward Pointe, Key West
Relax by the resort pool, surrounded by palm trees and offering a clear view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Great hotel! Lot of amenities! "
The price is NZ$536
includes taxes & fees
18 Aug - 19 Aug
Hyatt Vacation Club at Windward Pointe, Key West
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.

Great weekend hotel deals in Florida Keys

Showing deals for:1 Aug - 3 Aug

Image gallery for Islander Bayside Villas and Boatslips

Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
Islamorada
8.8/10Excellent (372 reviews)
9% off
Price is NZ$1,999
NZ$1,000 per night
includes taxes & fees
Islander Bayside Villas and Boatslips
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Learn more about Florida Keys

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Higgs Beach which includes tropical scenes and a beach as well as a large group of people

Top Florida Keys Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
" We’ve been visiting Islander since 2015, and each stay continues to exceed our expectations. From the moment we arrive, the warm and welcoming staff make us feel like family in particular Angela and Sarah .Their attention to detail and genuine hospitality have kept us returning year after year. The rooms are consistently comfortable, clean, and beautifully maintained, with lovely views and thoughtful amenities that make our stay special. The hotel’s ambiance strikes the perfect balance between luxury and comfort, making it an ideal place to relax and unwind. We also love the dining options — the restaurant offers delicious local and international cuisine. Highly recommended for anyone seeking a reliable, welcoming, and top-quality hotel experience! "
francy 1-night trip
Posted 19 hours ago
Islander Resort