Name: Chesapeake Beach Resort
Price range: €222
Rating: 9.2

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

€324

14 Jun - 15 Jun

includes taxes & fees

Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...

9.2/10 Wonderful! (1,311 reviews)

"Much batter than bigger hotels we were used to staying at. Staff was great and everything felt more purposeful and curated."

Reviewed on 30 May 2026

Fairway Inn Florida City Homestead Everglades

100 SE 1st Ave Florida City FL

€52

2 Jun - 3 Jun

includes taxes & fees

Stay at this business-friendly motel in Florida City. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the breakfast and the pool in ...

8.2/10 Very Good! (2,215 reviews)

"Nice comfortable stay. Staff was super friendly. Beds were comfy."

Reviewed on 30 May 2026

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

€222

3 Jun - 4 Jun

includes taxes & fees

Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...

9.2/10 Wonderful! (1,733 reviews)

"Property was clean and very smooth check in process. I would definitely return."

Reviewed on 31 May 2026

See all 2,943 properties in Flamingo

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.

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...

8.8/10 Excellent! (686 reviews)

"We got room 308 which is a must!! Beautiful! Great lobby check in person!!!"

Reviewed on 30 May 2026

The Islands of Islamorada

82779 Old Hwy Islamorada FL

Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery ...

9.6/10 Exceptional! (76 reviews)

"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come ..."

Reviewed on 18 May 2026

Island Bay Resort

92530 OVERSEAS HIGHWAY Tavernier FL

Stay at this beach aparthotel in Tavernier. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff in their reviews. Popular ...

10/10 Exceptional! (170 reviews)

"The hostess/ staff was amazing! Walking the property check in and making sure everyone had their needs met. She even decorated and brought a cupcake for my husband as we were celebrating his birthday. Very thoughtful! Very clean and enjoyable place. Love the quiet no kids, relaxing vibe! Kayaking ..."

Reviewed on 27 May 2026

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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.

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You can take time to visit Mahogany Hammock during your travels to Flamingo. While you're in the area, wander around the natural setting.

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4.5/5(2 reviews)

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Commune with nature and explore the great outdoors at Snake Bight during your travels in Flamingo. While you're in the area, wander around the natural setting.

Buttonwood Canal

After visiting Buttonwood Canal, make a plan to see the other sights and activities in Flamingo. While you're in the area, wander around the natural setting.