Romantic Hotels in Islamorada for Your Honeymoon

9 romantic Islamorada hotels for honeymooners: beachfront, pools, spa, private beaches. Compare rates & book your dream escape now.

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1-9 out of 9
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  • Price: high to low
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8.3
Great816 total reviews
our site & Booking.com
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1246 yd from City Center131 yd from Anne s Beach
Fishing PierAdult PoolGolf Course
  • Longest fishing pier in Keys
  • Adults-only pool with butler
  • Jack Nicklaus golf course
FromUS$ 185 /nightSelect
7.8
Very good815 total reviews
our site & Booking.com
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2.4 mi from City Center1.7 mi from Anne s Beach
Private BeachZero-Entry PoolTiki Bar
  • Access to three sister resorts
  • Zero-entry pool with in-pool loungers
  • Complimentary water taxi service
FromUS$ 266 /nightSelect
8.6
Great623 total reviews
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Private BeachSwim-up BarWater Taxi
  • Adults-only cove with private beach
  • Keys' only swim-up bar
  • Complimentary water taxi included
FromUS$ 180 /nightSelect
8.3
Great489 total reviews
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On-site MarinaPrivate BeachWater Sports
  • Access to three sister properties
  • On-site marina with boat slips
  • Villa Butler services
FromUS$ 232 /nightSelect
8.6
Great288 total reviews
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1.2 mi from City Center838 yd from Anne s Beach
Private PoolsShuttle ServiceFishing Dock
  • Two-bedroom townhouse with full kitchen
  • Full access to sister resort's pools
  • On-site fishing dock for anglers
FromUS$ 191 /nightSelect
8.6
Great938 total reviews
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1.2 mi from City Center231 yd from Islamorada
Private BeachHeated PoolComplimentary Kayaks
  • Guest-only private beach
  • Complimentary kayaks & paddleboards
  • Personalized breakfast delivery
FromUS$ 149 /nightSelect
9.0
Perfect1685 total reviews
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571 yd from City Center487 yd from Upper Matecumbe Key
Private BeachDiscovery CenterBayside Villas
  • Islamorada's largest private beach
  • On-site Florida Keys History Center
  • Bayside Villas with private pool
FromUS$ 204 /nightSelect
9.3
Perfect797 total reviews
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2.0 mi from City Center1.3 mi from Anne s Beach
Private BeachHeated PoolTiki Bar
  • Complimentary kayaks and paddleboards
  • Private beach with sunset views
  • Old Florida-style cottages
FromUS$ 134 /nightSelect
8.5
Great387 total reviews
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2.3 mi from City Center1.6 mi from Anne s Beach
Boat DockOutdoor PoolHot Tub
  • Boat dock with ramp
  • On-site fishing available
  • Select studios with kitchenettes
FromUS$ 187 /nightSelect

Islamorada offers a serene setting for a honeymoon, with a range of romantic hotels along the Florida Keys. Most properties are beachfront and feature outdoor pools, private beach areas, and on-site dining-ideal for couples seeking both relaxation and adventure. Budget options start around $150 per night at mid-range resorts like Sands of Islamorada, while luxury stays at Cheeca Lodge & Spa exceed $400. The main thoroughfare, Overseas Highway, connects you to attractions like Theater of the Sea and the History of Diving Museum. Many hotels include resort fees that cover WiFi, non-motorized water sports, and bike rentals.

Top-rated options for couples include Cheeca Lodge & Spa, with its on-site spa, 9-hole par-3 golf course, and a 160-meter fishing pier. Islander Resort offers two swimming pools and furnished private porches with ocean views. For a self-catered romantic escape, Pines & Palms Resort provides full kitchens and an oceanfront pool. The adults-only Cove at Three Waters Resort & Marina delivers serene accommodations and included paddleboards and kayaks. All properties feature free WiFi, private beach access, and many have multiple pools and bars.