Florida Keys Vacation Homes

A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Our top choices for Florida Keys holiday homes

A resort with a pool, lounge chairs, and a view of the ocean.

1. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

Arianna

HK$1,714 total

includes taxes & fees

15 Nov - 16 Nov

A coastal area with clear water, a sandy beach, and a small island with buildings.

2. Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo

Kevin M.

A wooden deck with a large tree, outdoor seating, and a marina in the background.

3. Poolside Cottage #412

Key West

shannon b.

HK$2,359 total

includes taxes & fees

18 Oct - 19 Oct

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

4. SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

Blue Mountain Footwear F.

HK$3,406 total

includes taxes & fees

21 Oct - 22 Oct

A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

5. Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key

Dennis G.

HK$3,966 total

includes taxes & fees

17 Oct - 18 Oct

A waterfront property with a covered porch, a boat dock, and a clear sky.

6. SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

Mckayla S.

HK$3,502 total

includes taxes & fees

21 Oct - 22 Oct

7. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key

Cheryl V.

HK$3,608 total

includes taxes & fees

2 Nov - 3 Nov

A boat docked at a marina with a building labeled "B Coconut Marina" in the background.

8. Poolside Cottage #411

Key West

Cristy D.

HK$2,391 total

includes taxes & fees

18 Oct - 19 Oct

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Top Florida Keys Hotel Reviews

Islander Resort

10/10 Excellent

"Very nice experience and cosy hotel in the Keys, super recommended!"

Lime Tree Bay Resort

10/10 Excellent

"What to say really. We had a n absolute nightmare of a day on our way down to the hotel. We were due to land at Key West at 1200 but that turned into landing in Miami and then an 8 hour delay before finally touching down. The staff at the hotel were great contacting us throughout the day and being so friendly and attentive! We arrived finally at the hotel at 2230 and Robin at the check in was so fantastic staying back for us to be able to be checked in! We even got an upgrade. The only downside was due to the mess caused by flights, we were in the room for just a few hours. The resort was beautiful. The view from The balcony to the sea. The room was just so unbelievable it was like the stuff you get in dreams. Such a beautiful resort, beautiful room and I am certain we will be back! Thank you!"

Hawks Cay Resort

8/10 Good

"We love staying at Hawks Cay we have been going for years. The Property amenities are amazing. However, the Villa we stayed at (7039) was in horrible condition. Roaches in kitchen and bathroom, Shades on windows were broken in rooms. The jacuzzi outside was dirty and we were not able to use. We were extremely disappointed to have found it in that condition. I reported to the front office when we checked out. I didn't bother saying anything while there because I am pretty sure they didn't have another one available."

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