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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Check-out
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Rooms and Guests2 Guests, 1 room
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Check-in
Fri, 25 Sept
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Check-out
Sat, 26 Sept
Rooms and Guests2 Guests, 1 room
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1-11 out of 11
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  • Price: high to low
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  • Popularity: high to low
7.8
Very good779 total reviews
our site & Booking.com
Map
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
8.2
Great486 total reviews
our site & Booking.com
On-site MarinaPrivate BeachWater Sports
  • Access to three sister properties
  • On-site marina with boat slips
  • Villa Butler services
FromUS$ 232 /nightSelect
8.6
Great283 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
8.4
Great931 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
7.7
Very good280 total reviews
our site & Booking.com
Private IslandBoat House BarYoga Classes
  • Private island with freshwater pool
  • Complimentary daily yoga sessions
  • Pet-friendly for all dog sizes
FromUS$ 301 /nightSelect
8.2
Great412 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$ 343 /nightSelect
9.0
Perfect1642 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
7.0
Very good675 total reviews
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Map
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
8.8
Great42 total reviews
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Map
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$ 583 /nightSelect
Sunset InnHotel
8.5
Great1740 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
8.5
Great390 total reviews
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Map
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$ 200 /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.