TOP Hotels with Connecting Rooms in Florida Keys for 2026

A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Our top choices for Florida Keys hotels with connecting rooms

1. Duval House

Old Town Key West

Melissa

₹10,369

₹13,710 total

includes taxes & fees

10 Aug - 11 Aug

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Private beach, white sand, sun-loungers, beach towels

Ocean Front 3BR Presidential Suite | Private kitchen | Coffee/tea maker

Outdoor pool, pool umbrellas, pool loungers

2. Beachside Resort & Residences

Key West

Nicole

₹10,148

₹20,513 total

includes taxes & fees

16 Aug - 17 Aug

Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

3. Hilton Garden Inn Key West / The Keys Collection

New Town

Oscar

₹9,632

₹13,515 total

includes taxes & fees

20 Aug - 21 Aug

Private beach, kayaking, rowing, fishing

4. The Pelican Key Largo Cottages

Key Largo

Kathleen

₹8,839

₹9,944 total

includes taxes & fees

12 Aug - 13 Aug

5. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Andrea

₹14,878

₹23,159 total

includes taxes & fees

3 Sept - 4 Sept

6. Ibis Bay Beach Resort

Northside Resort

Jamie

₹10,788

₹15,205 total

includes taxes & fees

9 Aug - 10 Aug

Double Room, 2 Queen Beds | Terrace/patio

7. Looe Key Reef Resort

Summerland Key

Christopher

₹9,310

₹10,473 total

includes taxes & fees

1 Sept - 2 Sept

8. Havana Cabana at Key West

New Town

Tracie

₹13,713

₹21,474 total

includes taxes & fees

23 Aug - 24 Aug

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Top Florida Keys Hotel Reviews

Cheeca Lodge & Spa

8/10 Good

"My family had a wonderful time. We took advantage of the bikes, fishing, kayaks, kids club, etc. Will def be coming back!"

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent

"Excelente atención, servicios, amenidsdes 100% recomendado"

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent

"Todos es bien lindo y muy limpio"

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

10/10 Excellent

"A wonderful family friendly resort! We had a great time and would def come back."

Frequently asked questions

How much do hotels with connecting rooms in Florida Keys cost?

Hotels with connecting rooms in Florida Keys range from to per night. These stays provide loads of space for your whole family at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best hotels with connecting rooms in Florida Keys?

There are multiple hotels with connecting rooms in Florida Keys with a total average guest review rating of , so you're sure to discover a place that's right for you. If you're holidaying in Key West, look up Travellers Palm. This popular 2.5-star hotel features connecting rooms, a terrace and a barbecue grill. Travellers also recommend The Perry Hotel & Marina Key West. This 4-star Key West getaway features beach loungers and on-site ecotour services.

How many hotels with adjoining rooms are there in Florida Keys?

Florida Keys has hotels with adjoining rooms to pick from. Enter your destination and dates and plan your perfect stay today.

Are there any family-friendly hotels with connecting rooms in Florida Keys?

You'll find some very comfortable family-friendly hotels with connecting rooms in Florida Keys. If you're planning to explore Key West, take a look at Eden House. With connecting rooms and useful amenities such as a sauna and pillow top mattresses, your group will enjoy chilling out at this 3.5-star stay. Hyatt Centric Key West Resort and Spa is another family fave in Key West. This 4-star option offers a nearby beach, beach loungers and connecting rooms. Key West has many family-friendly attractions when it's time to tour the sights. Smathers Beach and South Beach promise fun for the whole crew.

Are there any 5-star hotels with connecting rooms in Florida Keys?

While there aren't any 5-star hotels with connecting rooms in Florida Keys, there are still stylish properties to pick from. Key West on your itinerary? The Perry Hotel & Marina Key West is a 4-star retreat with connecting rooms, pillow top mattresses and a swimming pool. Oceans Edge Key West Resort, Hotel & Marina is another recommendation with connecting rooms in Key West. Also with a 4-star rating and offering a swimming pool and Egyptian-cotton sheets, it'll feel like your home away from home.

Why book your hotel with connecting rooms in Florida Keys with Expedia?

Getting away with the family shouldn't be difficult, so if you're chasing hotels with connecting rooms at an affordable rate, Expedia has got you covered. Save money and check in to a cosy motel with connecting rooms, or splurge on 5-star accommodation and spoil the ones you love most. Use our search filters to lock in a stay in Florida Keys that suits you best.

How can I find cheap hotels with connecting rooms in Florida Keys?

The easiest way to find cheap hotels with connecting rooms in Florida Keys is with Expedia's handy filter tool. Narrow down your search results by amenities, star rating and budget to nab unbeatable prices in a few clicks.

What is there to do in Florida Keys near my hotel with connecting rooms?

Whatever you're into, there are countless things to keep you entertained in Florida Keys. If you're visiting Key West, be sure to look around Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach. Basing yourself in Key Largo? Jimmy Johnson's Big Chill, Bluefin Rock Harbour Marina and Jacob's Aquatic Centre are popular sights here.

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Change your mind

Treat yourself

Be picky

Check availability on Florida Keys Hotels with Connecting Rooms

Our top choices for Florida Keys hotels with connecting rooms

1. Duval House

2. Beachside Resort & Residences

3. Hilton Garden Inn Key West / The Keys Collection

4. The Pelican Key Largo Cottages

5. The Reach Key West, Curio Collection by Hilton

6. Ibis Bay Beach Resort

7. Looe Key Reef Resort

8. Havana Cabana at Key West

9. Captain Pips Marina & Hideaway

10. Blue Flamingo Resort Key West

Top Florida Keys Hotel Reviews

Cheeca Lodge & Spa

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Playa Largo Resort & Spa, Autograph Collection

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

Frequently asked questions

Explore a world of travel with Expedia

Search Hotels with Connecting Rooms in Florida Keys

Change your mind

Treat yourself

Be picky

Check availability on Florida Keys Hotels with Connecting Rooms

Our top choices for Florida Keys hotels with connecting rooms

1. Duval House

2. Beachside Resort & Residences

3. Hilton Garden Inn Key West / The Keys Collection

4. The Pelican Key Largo Cottages

5. The Reach Key West, Curio Collection by Hilton

6. Ibis Bay Beach Resort

7. Looe Key Reef Resort

8. Havana Cabana at Key West

9. Captain Pips Marina & Hideaway

10. Blue Flamingo Resort Key West

Top Florida Keys Hotel Reviews

Cheeca Lodge & Spa

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Playa Largo Resort & Spa, Autograph Collection

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

Frequently asked questions

Explore a world of travel with Expedia