Find and compare 2 Star hotels in Windley Key

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Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Top Windley Key 2 Star hotels

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2 out of 5
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $172 total per night from Nov 14 to Nov 15
$172 total
Nov 14 - Nov 15
Total with taxes and fees
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. You'll ...
8.6/10 Excellent! (1,857 reviews)
"Great place enjoyed the stay"

Reviewed on Oct 31, 2026

Opens in a new windowMarina Del Mar Resort and Marina
Sunset Cove Beach Resort

Sunset Cove Beach Resort

2.5 out of 5
MM 99.5 Key Largo FL
$129 nightly
The price is $145 total per night from Dec 2 to Dec 3
$145 total
Dec 2 - Dec 3
Total with taxes and fees
This smoke-free hotel's private beach and marina are among the highlights. Spend a day at the beach snorkeling, or relax with free beach cabanas and sun loungers. ...
9.2/10 Wonderful! (1,005 reviews)
"Cute little place to stay, lovely location ,friendly staff and comfy rooms. Look forward to staying here again in the future!"

Reviewed on Oct 31, 2026

Opens in a new windowSunset Cove Beach Resort
Rock Reef Resort

Rock Reef Resort

2.5 out of 5
97850 Overseas Hwy Key Largo FL
$103 nightly
The price is $116 total per night from Nov 15 to Nov 16
$116 total
Nov 15 - Nov 16
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
9.2/10 Wonderful! (1,198 reviews)
"It is an older property. But is right on the water and does have a pool and which looked lovely but was under maintenance when we were there which would of been handy to know before booking as it was really hot"

Reviewed on Oct 31, 2026

Opens in a new windowRock Reef Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

2.5 out of 5
102400 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from Nov 30 to Dec 1
$147 total
Nov 30 - Dec 1
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Opens in a new windowHampton Inn Key Largo Manatee Bay
Drift Hotel

Drift Hotel

2.5 out of 5
95320 Overseas Hwy Key Largo FL
$92 nightly
The price is $103 total per night from Nov 3 to Nov 4
$103 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
9/10 Wonderful! (1,002 reviews)
"Loved the hotel with that "old Florida" feel. Would definitely go back if we hadn't had so much trouble with the online registration process. Called and emailed multiple times to get a link for the 2 room I had reserved....finally straightened it out in person at the desk."

Reviewed on Oct 29, 2026

Opens in a new windowDrift Hotel
Amoray Dive Resort

Amoray Dive Resort

2 out of 5
104250 Overseas Hwy Key Largo FL
$107 nightly
The price is $120 total per night from Nov 3 to Nov 4
$120 total
Nov 3 - Nov 4
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
Opens in a new windowAmoray Dive Resort
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $138 total per night from Nov 3 to Nov 4
$138 total
Nov 3 - Nov 4
Total with taxes and fees
A marina and an outdoor pool are featured at this aparthotel. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
9/10 Wonderful! (777 reviews)
"Right on the ocean. Beautiful views. Very relaxing. Not busy this time of year and it was great."

Reviewed on Oct 22, 2026

Opens in a new windowBreezy Palms Resort
La Jolla Resort

La Jolla Resort

2.5 out of 5
82216 Overseas Highway Islamorada FL
$168 nightly
The price is $189 total per night from Nov 4 to Nov 5
$189 total
Nov 4 - Nov 5
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are ...
Opens in a new windowLa Jolla Resort
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
$111 nightly
The price is $125 total per night from Nov 22 to Nov 23
$125 total
Nov 22 - Nov 23
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. ...
9/10 Wonderful! (1,004 reviews)
"Todo muy limpio buena atención da deseos de regresar en una estancia más larga."

Reviewed on Oct 31, 2026

Opens in a new windowThe Pelican Key Largo Cottages
Creekside Inn

Creekside Inn

2.5 out of 5
90611 Old Highway Tavernier FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from Dec 1 to Dec 2
$147 total
Dec 1 - Dec 2
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. ...
7.8/10 Good! (1,016 reviews)
"We stayed at Creekside for 4 nights and had a great trip! I love it that our room was right on the water. We saw jellyfish and, on our last day, a manatee swam by us. It was very cool! We took food with us. They have a large refrigerator and microwave, along with propane grills to use outside. We ..."

Reviewed on Oct 30, 2026

Opens in a new windowCreekside Inn
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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.

2 Star Hotels Windley Key

Looking to break out of your routine for some much needed rest and relaxation? Or maybe you’ve already decided it’s time for a trip and are trying to find affordable hotels in Windley Key that won’t bust your travel budget?

Windley Key 2 star hotels will give you everything you need to enjoy the city like a local, saving a ton of money so you can hit all the hot spots in town.

Have a delicious breakfast at your hotel to fuel up for your day of sightseeing, then enjoy amenities like fresh towels and linens, as well as a nice hot shower to unwind after a busy day of experiencing everything the city has to offer.

As you explore a new locale, or one you love to visit over and over, you can rest easy knowing you’re staying in a great hotel that lets you discover Windley Key and welcomes you back to a clean, comfortable room at night.

Browse Travelocity’s wide selection of 2 star hotels in Windley Key and find one that’s perfectly priced and places you next to all the best activities and sights. The town is your oyster, and we can help you seek out its secrets while sticking to your budget.

Recent Windley Key hotel reviews by fellow wanderers

Chesapeake Beach Resort

Chesapeake Beach Resort

5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"The property had bikes, kayaks, paddle boards and fishing rods you can use at no charge. The breakfast was omelettes made to order, pancakes and a variety of other breakfast items ( no meats) and a nice area to sit outside and enjoy breakfast. It was a very nice place. We will definitely stay there again."
A verified traveler stayed at Chesapeake Beach Resort
Chesapeake Beach Resort

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