Pet-Friendly Hotels in Islamorada

Find 10 pet-friendly hotels in Islamorada with beachfront pools, free parking, and marina access. Exclusive deals available. Book your pet-inclusive stay now.

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Rooms and Guests2 Guests, 1 room
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1-12 out of 12
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
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
our site & Booking.com
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
8.1
Great273 total reviews
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Private IslandBoat House BarYoga Classes
  • Private island with freshwater pool
  • Complimentary daily yoga sessions
  • Pet-friendly for all dog sizes
FromUS$ 464 /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
8.8
Great38 total reviews
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724 yd from City Center464 yd from History of Diving Museum
Private BeachWater SportsSpa Packages
  • Private beach with direct ocean access
  • Waterfront villas with full kitchens
  • On-site snorkeling and fishing
FromUS$ 2 000 /nightSelect
8.1
Great423 total reviews
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2.6 mi from City Center115 yd from Windley Key
Saltwater PoolPrivate BeachBoat Launch
  • Free kayaks and paddleboards
  • Retro Old Florida charm
  • Private beach with hammocks
FromUS$ 274 /nightSelect
Sunset InnHotel
8.5
Great1726 total reviews
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248 yd from City Center728 yd from Upper Matecumbe Key
Heated PoolBBQ GrillsKitchenette
  • Fully renovated rooms with island décor
  • Heated outdoor swimming pool
  • Barbecue facilities and picnic areas
FromUS$ 107 /nightSelect
6.9
Nice718 total reviews
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521 yd from City Center613 yd from History of Diving Museum
Private MarinaComplimentary KayaksJet Ski Rentals
  • Private marina with boat ramp
  • Complimentary kayaks and paddleboards
  • Giant outdoor chess and games
FromUS$ 147 /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

Traveling to Islamorada with your pet means choosing from a selection of beachfront hotels that offer outdoor swimming pools, free parking, and direct marina access. Properties like Hadley Resort And Marina, Amara Cay Resort, and Casa Morada provide spacious rooms with kitchenettes or coffee makers, while Islander Resort and Three Waters Resort feature multiple pools and private beach areas. Budget-friendly options such as Chesapeake Beach Resort and Sands of Islamorada also welcome pets, offering good-value stays with ocean views and easy access to Theater of the Sea and Windley Key.

Most pet-friendly hotels in Islamorada are located along US-1, close to Upper Matecumbe Key and Windley Key. Expect nightly rates from moderate to upscale, with amenities like complimentary WiFi, on-site dining at Tiki Bars, and water sports rentals. Always confirm pet policies, weight limits, and any additional fees before booking-many hotels allow dogs in designated rooms and public areas. For a relaxing retreat, consider Bayside Villas by Islander Resort or Drop Anchor Resort & Marina, which combine laid-back Florida Keys vibes with pet-inclusive convenience.