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Pines & Palms ResortResort
9.4
Perfect
Map
3.2 km from City Centre2.0 km from Anne s Beach
Private BeachHeated PoolFishing Charters
- Complimentary kayaks and paddleboards
- Old Florida-style beach cottages
- Heated pool with Tiki bar
FromC$ 188
/nightSelect
Cheeca Lodge & SpaResort
8.1
Great
Map
1.1 km from City Centre200 m from Anne s Beach
Fishing PierGolf CourseAdult Pool
- 525-foot fishing pier in Florida Keys
- Jack Nicklaus-designed golf course
- Adult-only pool with butler service
FromC$ 259
/nightSelect


Amara Cay ResortHotel
7.9
Very good
Map
3.9 km from City Centre2.7 km from Anne s Beach
Tiki BarZero-entry PoolWater Taxi
- Access to three sister resorts
- Complimentary kayaks and paddleboards
- Rum Runner water taxi service
FromC$ 373
/nightSelect


Casa MoradaHotel
7.3
Very good
Island PoolBoat DockYoga Classes
- Private island freshwater pool
- Complimentary daily yoga classes
- Intimate 16-suite boutique
FromC$ 1 008
/nightSelect


8.2
Great
MarinaHeated PoolPrivate Beach
- On-site marina with boat slips
- Complimentary kayaks and paddleboards
- Access to three sister properties
FromC$ 325
/nightSelect


Islander ResortResort
9.0
Perfect
Map
600 m from City Centre500 m from Upper Matecumbe Key
Private BeachRooftop PoolPuttTek Course
- Largest beachfront in Islamorada
- Private screened porches in rooms
- On-site flame-grilled dining
FromC$ 420
/nightSelect


Breezy Palms ResortHotel
8.1
Great
Map
3.8 km from City Centre2.6 km from Anne s Beach
Private BeachHeated PoolBoat Dock
- Private beach with 320-ft frontage
- In-room full kitchens
- Discount for nearby diving
FromC$ 199
/nightSelect


8.5
Great
Adults-Only CoveSwim-Up BarWater Taxi
- Adults-only cove with private beach
- Only swim-up bar in the Keys
- Free water taxi to sister resorts
FromC$ 252
/nightSelect


8.9
Great
Map
200 m from City Centre900 m from Upper Matecumbe Key
Private BeachOutdoor PoolBike Rental
- Private beach on-site
- Complimentary bicycle rentals
- Live music performances
FromC$ 254
/nightSelect


8.6
Great
Map
1.9 km from City Centre800 m from Anne s Beach
Heated PoolFishing DockShuttle Service
- Spacious townhomes with full kitchens
- Private pools for select units
- Direct fishing on-site at dock
FromC$ 268
/nightSelect


Chesapeake Beach ResortResort
8.4
Great
Map
2.0 km from City Centre300 m from Islamorada
Private BeachKayak RentalsBreakfast Delivery
- Private beach with loungers
- Free kayak and paddleboard
- Personalized breakfast delivery
FromC$ 209
/nightSelect
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| 🏨 Hotels in Islamorada | 11 |
| 👛 Lowest price | 188 CAD |
| ✍️ Hotels Reviews | 2 125 |