Hotels with a pool in Islamorada
16 hotels with a pool in Islamorada, Florida Keys, out of 18 hotels we offer here.
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See live prices in Islamorada →Top hotels with a pool in Islamorada

★★★★
Amara Cay Resort
Islamorada
Family-friendly · Pets allowed · Parking
from £227 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★★
La Jolla Resort
Islamorada
20 rooms · Parking
See prices and rooms →

★★★★★
Cheeca Lodge & Spa
Islamorada
Beach 10 m · Spa · Family-friendly
from £350 a night, taxes incl.2 adults · checked 14 Nov, 17:07
★★★★
La Siesta Resort & Villas
Islamorada
Spa · 54 rooms · Pets allowed
from £215 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★★
Three Waters Resort And Marina, Islamorada
Islamorada
Family-friendly · Pets allowed · Parking
from £255 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★★
Islander Resort
Islamorada
Family-friendly · Pets allowed · Parking
from £371 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★
Casa Morada
Islamorada
16 rooms · Parking
from £176 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★
Chesapeake Resort
Islamorada
60 rooms · Family-friendly
from £235 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★
Coconut Cove Resort and Marina
Islamorada
20 rooms · Parking
See prices and rooms →

★★★
Drop Anchor
Islamorada
18 rooms · Parking
See prices and rooms →

★★★
Fisher Inn Resort
Islamorada
22 rooms · Family-friendly · Parking
from £201 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★
Hadley House
Islamorada
37 rooms · Family-friendly · Parking
from £195 a night, taxes incl.2 adults · checked 14 Nov, 17:07

★★★
Pines & Palms Resort
Islamorada
26 rooms · Family-friendly · Parking
See prices and rooms →

★★★
The Caribbean Resort
Islamorada
14 rooms
See prices and rooms →

★★★
The Islander, Bayside Townhomes & Boat Slips
Islamorada
25 rooms
See prices and rooms →

★★
Creekside Inn
Islamorada
40 rooms · Parking
from £70 a night, taxes incl.2 adults · checked 14 Nov, 17:07
Islamorada hotel prices by month
Typical price a night for 2 adults at the hotels above, taxes included, from the prices we've seen. The cheapest month is highlighted.
- Oct 2026£258
- Nov 2026£308
- Dec 2026£342
- Jan 2027£310
- Feb 2027£427
- Mar 2027£426
- Apr 2027£376
- May 2027£314
Hotels with a pool in Islamorada: questions answered
- How many hotels with a pool are there in Islamorada?
- We offer 16 hotels with a pool in Islamorada, Florida Keys, out of 18 hotels in total.
- Do the prices include taxes and fees?
- Yes. The price you see includes taxes and fees. Some hotels also charge a local tourist tax that you pay at the hotel; when they do, we show it before you book.
- Can I pay monthly for a hotel in Islamorada?
- On stays with free cancellation, yes: pay a £20 deposit today and the rest in equal monthly payments, all taken before your free cancellation ends. A £4.95 admin fee applies to each payment.