Pet-Friendly Hotels in Islamorada

September 2026
13
October 2026

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Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Pet-Friendly Hotels in Islamorada

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
$226 total
includes taxes & fees
Sep 20 - Sep 21
Chesapeake Beach Resort

2. Amara Cay Resort

Amara Cay Resort
Matecumbe
$155
$247 total
includes taxes & fees
Sep 27 - Sep 28
Amara Cay Resort

3. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$118
$166 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

4. Drop Anchor

Drop Anchor
Islamorada
$118
$168 total
includes taxes & fees
Sep 14 - Sep 15
Drop Anchor

5. Islander Resort

Islander Resort
Matecumbe
$196
$288 total
includes taxes & fees
Sep 21 - Sep 22
Islander Resort

6. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$183
$279 total
includes taxes & fees
Sep 20 - Sep 21
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

7. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$122
$170 total
includes taxes & fees
Sep 15 - Sep 16
Hadley Resort and Marina

8. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$120
$220 total
includes taxes & fees
Sep 27 - Sep 28
Lime Tree Bay Resort

9. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
$98
$110 total
includes taxes & fees
Sep 17 - Sep 18
Sunset Cove Beach Resort

10. Casa Morada

Casa Morada
Matecumbe
$176
$209 total
includes taxes & fees
Oct 7 - Oct 8
Casa Morada

11. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
$196
$288 total
includes taxes & fees
Sep 20 - Sep 21
Bayside Villas by Islander Resort

12. Creekside Inn

Creekside Inn
Tavernier
$138
$155 total
includes taxes & fees
Oct 13 - Oct 14
Creekside Inn

13. Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$105
$144 total
includes taxes & fees
Sep 14 - Sep 15
Bayside Inn Key Largo

14. Sands of Islamorada

Sands of Islamorada
Matecumbe
$181
$217 total
includes taxes & fees
Sep 15 - Sep 16
Sands of Islamorada

15. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
$255
$342 total
includes taxes & fees
Sep 27 - Sep 28
Playa Largo Resort & Spa, Autograph Collection

16. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
$237
$322 total
includes taxes & fees
Sep 28 - Sep 29
Baker's Cay Resort Key Largo, Curio Collection by Hilton

17. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Beach Residence Private Overwater Dock Heated Pool Mahi Key
Matecumbe
$1,568
$2,633 total
includes taxes & fees
Oct 14 - Oct 15
Beach Residence Private Overwater Dock Heated Pool Mahi Key

18. Waterside Suites & Marina

Waterside Suites & Marina
Key Largo
$123
$166 total
includes taxes & fees
Sep 14 - Sep 15
Waterside Suites & Marina

19. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
$130
$147 total
includes taxes & fees
Sep 22 - Sep 23
Hampton Inn Key Largo Manatee Bay

20. Gulf View Waterfront Resort

Gulf View Waterfront Resort
Marathon
$99
$111 total
includes taxes & fees
Sep 16 - Sep 17
Gulf View Waterfront Resort
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Top neighborhoods in Islamorada

Matecumbe

Matecumbe gives you the full Florida Keys experience without trying too hard. Snorkel crystal waters at Anne's Beach, grab a cold one at Florida Keys Brewing Co, or watch fishermen haul in their catch at Bud n' Mary's. The Hurricane Monument and Indian Key Historic State Park tell stories of this laid-back paradise, while the MoradaWay Arts District adds cultural flair. Waterfront tiki bars serve fresh mahi-mahi as the sun sets over Florida Bay. Most visitors stay in charming resorts with private beaches and pools, though vacation rentals offer more space. You'll need a car to explore properly, but many resort areas are perfectly walkable.

Lower Matecumbe Beach

Lower Matecumbe Beach offers pristine Atlantic shorelines where powder-soft sand meets crystal-clear turquoise waters. Sunset Drive Beach and nearby Anne's Beach provide perfect spots for swimming and sunbathing in the shallow, calm waters. You'll discover scenic overlooks at mile markers, historic fishing piers extending into Florida Bay, and the popular Founder's Park with its recreational facilities. Waterfront seafood restaurants serve fresh mahi-mahi and key lime pie with stunning ocean views. Accommodations range from luxury beachfront resorts to intimate bed-and-breakfasts. Getting around requires a rental car, though the beachfront areas are highly walkable with bike-friendly roads.

Venetian Shores

Venetian Shores offers the Keys dream—canal-front homes with private docks where dolphins practically introduce themselves at breakfast. Spend your days boating from your backyard to snorkeling spots or fishing the flats between the Atlantic and Florida Bay. This upscale residential enclave lets you live like a local without the tourist crowds. You'll need wheels to explore nearby attractions like Founders Park and the History of Diving Museum. The neighborhood itself has no restaurants or shops—just peaceful streets lined with luxury vacation rentals featuring pools and tropical gardens. For dining out, a quick 5-10 minute drive takes you to Islamorada's waterfront eateries.

Seabreeze Trailer Park

Seabreeze Trailer Park offers a laid-back slice of Florida Keys paradise without the resort price tag. You'll get direct beach access for swimming and snorkeling in crystal-clear waters. Nearby Founders Park and Windley Key Fossil Reef Geological State Park provide perfect day trips. Rain Barrel Village offers local shopping when you need a break from all that sunshine. Seafood restaurants and waterfront dining options are just a short drive away in Islamorada. While public transit is limited, having a rental car or golf cart makes exploring the surrounding Keys a breeze. The peaceful, no-frills atmosphere makes this spot ideal for travelers seeking an authentic Keys experience on a budget.

Top landmarks in Islamorada

A sandy beach with green vegetation and a calm sea.

Anne's Beach

7.8/10 (597 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.
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A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is relaxing and has lots of nice beaches.
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A modern architectural structure with a white canopy, surrounded by a well-maintained grassy area and concrete pathways.

Founders Park

8.8/10 (450 reviews)
Founders Park is 4.6 mi (7.4 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Islamorada County Park, just a short walk away.
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A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Florida Keys Brewing Co.

9.2/10 (520 reviews)
Matecumbe is home to Florida Keys Brewing Co., so why not stop by during your stay in Islamorada.
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A small green leaf growing on a rough, textured surface.

Windley Key Fossil Reef Geological State Park

8.8/10 (184 reviews)
Windley Key Fossil Reef Geological State Park is 2.4 mi (3.8 km) from central Islamorada, why not stop by during your stay. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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Robbie’s of Islamorada

8.4/10 (15 reviews)
You can stroll along Robbie’s of Islamorada for relaxing water views when you're in Matecumbe.
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Islamorada County Park

8.8/10 (198 reviews)
Islamorada County Park is 4.5 mi (7.2 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Founders Park, just a short walk away.
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Islamorada Brewery & Distillery

9.4/10 (8 reviews)
Matecumbe is home to Islamorada Brewery & Distillery, so why not stop by during your stay in Islamorada.
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About the destination

Visitors really like Islamorada, especially its seaside, entertainment, and seafood. Enjoy fun activities like fishing and diving. You can easily spend a relaxing day visiting Islamorada County Park and Founders Park. You might find that sights like Bud n' Mary's Dive Center and Robbie’s of Islamorada are worth a visit.