The Best Pet-Friendly Hotels in Islamorada, Florida

La Siesta Resort & Marina offers idyllic beachfront stays for both four- and two-legged guests
La Siesta Resort & Marina offers idyllic beachfront stays for both four- and two-legged guests | Courtesy of La Siesta Resort & Marina / Expedia
Siobhan Grogan

Think your pet deserves a treat? They’ll love this six-island village in the Florida Keys, just 90mi (145km) south of Miami and known as the sportfishing capital of the world. Your four-legged pal won’t miss out on any fun either, thanks to the fantastic pet-friendly amenities in Islamorada, including a park, a dedicated beach and even boat tours that will allow your pooch on board. Choose one of these pet-friendly hotels in Islamorada – all bookable with Culture Trip – and you’ll all have a great time.

Loved by over 40s

Amara Cay Resort


Covered deck with sun beds overlooking pontoon and ocean at Amara Cay Resort
Courtesy of Amara Cay Resort / Expedia

Check into this waterfront resort for sheer tropical bliss. It’s all about relaxation here, with hammocks on the private beach, a tiki bar serving island cocktails, kayaks and paddleboards to borrow, lawn games, evening fire pits and a restaurant serving loaded burgers and fruity milkshakes. Bring your canine companion for a break in the sun too, as dogs under 40lb (18kg) can stay for a standard $100 charge.

La Siesta Resort & Marina


Open plan living room and kitchen at La Siesta Resort & Marina with french doors leading to outside and view of ocean

There’s no chance of being bored at this laid-back resort on historic Overseas Highway. Guests can borrow everything from snorkel gear to bicycles to keep themselves busy, or even charter a boat for a fishing trip. Room options include oceanfront studios, three-bedroom suites, and oceanfront cottages sleeping up to eight. Dogs are allowed in a selection of the accommodation if you pay the $100 fee.

Cheeca Lodge & Spa

Spa Hotel, Hotel

Doube bedroom at Cheeca Lodge and Spa with white linen and balcony overlooking ocean
Courtesy of Cheeca Lodge and Spa / Expedia

Bring your pup to paradise at this resort, which has the longest pier in the Keys. Dogs can stay in golf-view double queen rooms and golf-view one-bedroom suites for $70 a night, of which 10 percent goes to a local animal shelter. Elsewhere, there’s 27 acres (11ha) of gardens, three restaurants, a Jack Nicklaus-designed nine-hole golf course, full spa, watersports facility, oceanfront tiki bar and an excellent environmentally focused kids’ club.

Islander Resort

Resort, Hotel

Conservatory with view of beach and ocean at Islander Resort
Courtesy of Islander Resort / Expedia

Beaches don’t get more beautiful than the stretch of white sand overlooked by the Islander Resort. As if that’s not enough, you can enjoy two saltwater pools, a butterfly garden, outdoor beach games, bicycles, kayaks and two restaurants. Dogs aren’t forgotten either: for a $75 fee per stay, your pet can enjoy a gourmet dog menu, on-site dog park and even join you in the pet area at Guy’s Beachside Bar & Grill.

Casa Morada


Outside of Casa Morada with white exterior, balcony and hanging seat
Courtesy of Casa Morada / Expedia

If you prefer something a little more exclusive, how about a 16-suite boutique hotel with a private island? This chic hotel comprises two guest houses of dreamy suites that offer extras such as outdoor showers, jacuzzi tubs or private terraces. Rates include breakfast, kayaks, paddleboards, snorkel gear, bicycles and yoga lessons, and your pet can join the fun for a $75 charge. Note that children under 16 are not allowed.

Postcard Inn Beach Resort & Marina

Resort, Hotel

Small double bedroom at Postcard Inn Beach Resort & Marina with deck and ocean view

Your pooch will be thoroughly pampered at this laid-back oceanfront resort, where dogs under 40lb (18kg) can stay for a one-off $100 fee. Dogs are welcomed with a water bowl, waste bags and a special treat in your room, and can also join you on the patio at the Ciao Hound Italian restaurant to feast on doggie dishes including a Half Hounder. For two-legged guests, there’s also a tiki bar with live music, on-site Starbucks, plentiful watersports and the hotel’s very own marina.

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