Family Hotels in Islamorada

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Family Hotels in Islamorada

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A tropical resort with a swimming pool, palm trees, and a waterfall.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

A balcony with a view of palm trees and the sea, a white railing, and a table with chairs.

1. Cheeca Lodge & Spa

Matecumbe

Children's club included
Childcare
3 outdoor pools
Arcade/game room

$199

$297 total

includes taxes & fees

Nov 1 - Nov 2

A beach with palm trees and lounge chairs.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

A balcony with two blue chairs and a small table, overlooking a beach with palm trees and a clear blue sky.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

2. Chesapeake Beach Resort

Matecumbe

2 outdoor pools

$151

$226 total

includes taxes & fees

Nov 4 - Nov 5

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A bar area with a wooden counter, bar stools, and potted plants.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A wooden pier leading to a beach with palm trees and a row of beach huts.

3. Islander Resort

Matecumbe

Cribs/infant beds provided
2 outdoor pools

$187

$284 total

includes taxes & fees

Nov 15 - Nov 16

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

A balcony with a view of a beach, palm trees, and a pool.

A resort pool with palm trees, beach chairs, and umbrellas.

A hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.

4. Amara Cay Resort

Matecumbe

Cribs/infant beds provided
Outdoor pool

$182

$277 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool area with lounge chairs and umbrellas, surrounded by palm trees.

A coastal resort with a beach, a swimming pool, and multiple buildings.

A seaside resort with a glass balustrade, outdoor seating, and a mural of tropical leaves.

A beach with palm trees, a clear blue sky, and a calm sea.

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

Islamorada

Cribs/infant beds provided
3 outdoor pools
Arcade/game room

$239

$342 total

includes taxes & fees

Nov 1 - Nov 2

A resort with a swimming pool, lounge chairs, and palm trees.

A balcony with wicker furniture and a view of the ocean and palm trees.

A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

6. Lime Tree Bay Resort

Long Key

3 outdoor pools

$132

$194 total

includes taxes & fees

Nov 8 - Nov 9

A beach with palm trees, thatched-roof huts, and lounge chairs.

A beach with thatched umbrellas, palm trees, and lounge chairs.

A view of a beachfront property with a parking area, palm trees, and a clear sky.

A covered outdoor area with a view of the beach, a pool, and a patio with chairs.

7. Breezy Palms Resort

Matecumbe

Outdoor pool

$77

$138 total

includes taxes & fees

Nov 3 - Nov 4

A group of people sitting by a swimming pool.

A deck with two blue chairs and a white table, overlooking a body of water and palm trees.

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.

8. Fisher Inn Resort & Marina

Islamorada

Cribs/infant beds provided
Outdoor pool

$149

$200 total

includes taxes & fees

Oct 28 - Oct 29

A bedroom with a bed, a nightstand, a dresser, a window with shutters, and a wardrobe.

A resort with a pool, palm trees, and a dock with boats.

A pool area with lounge chairs and palm trees.

A covered outdoor seating area with wicker furniture, a view of the ocean, and a white railing.

9. The Caribbean Resort

Matecumbe

Outdoor pool

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A balcony with a TV, wicker furniture, and a view of the sea.

A bedroom with a view of a balcony, a wooden table, and a sofa.

A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

10. Bayside Villas by Islander Resort

Matecumbe

Cribs/infant beds provided
Outdoor pool

$243

$347 total

includes taxes & fees

Nov 1 - Nov 2

A small, brightly colored building with a green and white exterior, two pink chairs outside, and palm trees in the background.

A resort with a pool surrounded by palm trees and a view of the ocean.

A beach with colorful buildings, kayaks, and lounge chairs.

A beach resort with palm trees, a thatched hut, and a purple building with a window.

11. La Siesta Resort & Villas

Matecumbe

Outdoor pool

$172

$266 total

includes taxes & fees

Nov 15 - Nov 16

A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.

A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

12. La Jolla Resort

Matecumbe

Outdoor pool

$143

$189 total

includes taxes & fees

Oct 27 - Oct 28

Two individuals in a swimming pool, each holding a large inflatable float.

A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

A balcony with a view of a beach, a pool, and a thatched-roof structure.

A balcony with a view of the beach, lounge chairs, and a palm tree.

13. Hadley Resort and Marina

Matecumbe

Cribs/infant beds provided
Outdoor pool

$129

$178 total

includes taxes & fees

Oct 27 - Oct 28

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beach with palm trees, a thatched-roof hut, and lounge chairs.

A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

14. Coconut Cove Resort and Marina

Islamorada

Outdoor pool

$149

$168 total

includes taxes & fees

Oct 27 - Oct 28

A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

A poolside area with lounge chairs, a barbecue grill, and a view of the ocean.

15. Pines & Palms Resort

Matecumbe

Outdoor pool

$162

$237 total

includes taxes & fees

Oct 27 - Oct 28

A wooden play structure with a slide, surrounded by lush greenery and palm trees.

A balcony with two wooden chairs and a small table, overlooking a beach with palm trees and the ocean.

A beachfront hotel with multiple-story buildings, a pool, and palm trees.

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

16. The Islands of Islamorada

Matecumbe

2 outdoor pools

$580

$719 total

includes taxes & fees

Oct 27 - Oct 28

A beach with palm trees, a thatched-roof hut, and beach chairs.

A view from a window overlooking a beach with palm trees, a wooden deck, and lounge chairs.

A beach with palm trees, a thatched umbrella, and lounge chairs.

A pool area with lounge chairs and a sign indicating a drop-off zone.

17. Drop Anchor

Islamorada

Outdoor pool

$129

$180 total

includes taxes & fees

Oct 27 - Oct 28

A beach with palm trees, a dock, and a boat named "STYX".

A beach with a thatched-roof hut, lounge chairs, and a swimming area.

Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.

A thatched-roof hut surrounded by lush greenery and vibrant red flowers.

18. The Pelican Key Largo Cottages

Key Largo

Free parking
Free WiFi
Connecting rooms available
Air conditioning
Laundry facilities
Non-smoking

$111

$125 total

includes taxes & fees

Nov 1 - Nov 2

A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

A beach with an American flag, palm trees, and a barbecue area.

A two-story building with a balcony, surrounded by palm trees and a sandy ground.

19. Sands of Islamorada

Matecumbe

Cribs/infant beds provided
Outdoor pool

$192

$230 total

includes taxes & fees

Nov 19 - Nov 20

A beach with thatched umbrellas, palm trees, and blue lounge chairs.

An aerial view of a resort with a large pool, sun loungers, and palm trees.

A spacious bar area with high ceilings and large windows, offering views of the ocean.

A spacious living room with large windows, comfortable seating, and decorative plants.

20. Reefhouse Resort & Marina

Key Largo

Cribs/infant beds provided
Outdoor pool
Arcade/game room

$219

$286 total

includes taxes & fees

Oct 27 - Oct 28

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Discover your perfect family-friendly hotel in Islamorada

Pool

Breakfast included

Water park

4 stars

All-inclusive

Family-friendly hotels with pools in Islamorada

An aerial view of a resort with a swimming pool, palm trees, and a dock.

A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

Amara Cay Resort

Matecumbe

$182

$277 total

includes taxes & fees

Nov 8 - Nov 9

A bathroom with a large bathtub, a view of the sea, and a pier with boats.

A bar area with a thatched roof, wooden chairs, and a view of the ocean.

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

Cheeca Lodge & Spa

Matecumbe

$199

$297 total

includes taxes & fees

Nov 1 - Nov 2

Islander Resort

Matecumbe

$187

$284 total

includes taxes & fees

Nov 15 - Nov 16

A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

A modern living room with a TV, sofa, and dining table with chairs.

A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

Breezy Palms Resort

Matecumbe

$77

$138 total

includes taxes & fees

Nov 3 - Nov 4

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

La Jolla Resort

Matecumbe

$143

$189 total

includes taxes & fees

Oct 27 - Oct 28

Coconut Cove Resort and Marina

Islamorada

$149

$168 total

includes taxes & fees

Oct 27 - Oct 28

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

Fisher Inn Resort & Marina

Islamorada

$149

$200 total

includes taxes & fees

Oct 28 - Oct 29

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

La Siesta Resort & Villas

Matecumbe

$172

$266 total

includes taxes & fees

Nov 15 - Nov 16

A beachside patio with white furniture, palm trees, and a thatched umbrella.

A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

Drop Anchor

Islamorada

$129

$180 total

includes taxes & fees

Oct 27 - Oct 28

A beach with rows of sun loungers and palm trees.

A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.

A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

Three Adirondack chairs facing a sunset over a body of water.

Ragged Edge Resort & Marina

Islamorada

$150

$168 total

includes taxes & fees

Oct 29 - Oct 30

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Family-friendly hotels with free breakfast in Islamorada

Fisher Inn Resort & Marina

Islamorada

$149

$200 total

includes taxes & fees

Oct 28 - Oct 29

Coconut Cove Resort and Marina

Islamorada

$149

$168 total

includes taxes & fees

Oct 27 - Oct 28

A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

A beach scene with two yellow beach chairs and a person lying on one.

Hadley Resort and Marina

Matecumbe

$129

$178 total

includes taxes & fees

Oct 27 - Oct 28

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

A hotel room with a bed, a TV, a sofa, and a balcony with a view.

A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

A resort with a pool, multiple buildings, and a waterfront view.

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

$109

$154 total

includes taxes & fees

Oct 27 - Oct 28

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

A resort with a pool, beach, and ocean view.

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

Islamorada

$239

$342 total

includes taxes & fees

Nov 1 - Nov 2

A wooden bridge leading to a beach area with palm trees and a yellow kayak.

A pathway lined with palm trees and a speed limit sign of 5 MPH.

A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

A sunset over a calm body of water with a dock and lounge chairs.

Seafarer Key Largo

Rock Harbor

$127

$156 total

includes taxes & fees

Oct 27 - Oct 28

A balcony with a view of the sea, a beach, and a thatched hut.

A waterfront pier with wooden posts and a wooden walkway extending into the water.

A garden with various trees and a gravel path.

A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

Sunset Cove Beach Resort

Key Largo

$135

$152 total

includes taxes & fees

Nov 3 - Nov 4

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

A resort with multiple buildings, a dock, and clear waters.

An aerial view of a resort with a central swimming pool surrounded by palm trees and a sandy beach.

A beach with lounge chairs and a pier extending into the water.

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

Key Largo

$245

$331 total

includes taxes & fees

Nov 9 - Nov 10

A wooden deck with white railings, outdoor seating, and a view of the sea with palm trees.

A resort with a pool, palm trees, and beach chairs.

Four white Adirondack chairs facing a body of water with a clear sky.

A room with a dining table and chairs, a kitchen area, and a television on the wall.

Coconut Palm Inn

Tavernier

$209

$275 total

includes taxes & fees

Oct 27 - Oct 28

A covered outdoor area with a pool, palm trees, and a wooden deck.

A building with a colorful fish mural on the wall, a door, and a window.

A pool area with lounge chairs and a pool, surrounded by a building with multiple balconies and a garden.

A building with a sign reading "C&C wood fired eats" and a menu board listing items like wood, fired, eats, drinks, salumi, and fromage.

Key Largo Inn

Key Largo

$119

$134 total

includes taxes & fees

Oct 28 - Oct 29

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top neighborhoods in Islamorada

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

A marina with boats docked, a motel, and a cafe.

A calm lake with a reflection of trees and a cloudy sky.

A beachside café with colorful chairs and tables, palm trees, and a view of the ocean.

A beach with white lounge chairs, a covered pavilion, and palm trees.

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.

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A clear blue sea with a sandy beach and a distant horizon.

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.

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A sunset over a palm tree-lined pier extending into calm waters.

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.

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A beach with palm trees, lounge chairs, and a building with balconies.

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.

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Top landmarks in Islamorada

A wooden deck with benches overlooking a clear blue 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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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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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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An aerial view of a coastal area with a marina, tennis courts, a baseball field, and surrounding greenery.

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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An archaeological site with stone structures and metal machinery.

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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