Anne's Beach

Anne\'s Beach featuring a bridge
Anne\'s Beach featuring a bridge
Anne\'s Beach featuring general coastal views
Anne\'s Beach featuring general coastal views
Anne\'s Beach which includes general coastal views
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was €2,117, price is now €1,181 per person
€1,181
per person
24 Mar - 29 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend.

Reviewed on 31 Jan 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was €19,800, price is now €9,758 per person
€9,758
per person
24 Mar - 29 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was €5,328, price is now €3,107 per person
€3,107
per person
24 Mar - 29 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish Lobby is fabulous as is the bars and restaurants You must stay here !!! Total wow

Reviewed on 21 Jan 2026

Popular places to visit

3/4 of a mile paddle from islamorada. There are still ruins and one grave with historic markers from the early settlements of Indians, spanish and american ship wreckers. The island is accessible by paddling or boat.

Indian Key Historic State Park

You can take time to visit Indian Key Historic State Park during your travels to Islamorada. Stroll along the seaside or discover the beautiful sunsets in this relaxing area.

Indian Key Historic State Park
Long Key which includes a bridge and a park

Long Key State Park

You can take time to visit Long Key State Park during your travels to Long Key. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Long Key State Park
Islamorada_BudnMarysDiveCenter_6069243-0004

Bud n' Mary's Dive Center

Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area.

Bud n' Mary's Dive Center
Hurricane Monument featuring outdoor art and a monument

Hurricane Monument

The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.

Hurricane Monument
Florida Keys Brewing Co. showing signage

Florida Keys Brewing Co.

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

Florida Keys Brewing Co.
Islamorada_MatecumbeUnitedMethodistChurch_553248621532652347-0004

Matecumbe United Methodist Church

After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.

Matecumbe United Methodist Church

Top Hotel Deals

Studio Escape at Caloosa Cove, Islamorada

Studio Escape at Caloosa Cove, Islamorada

Islamorada FL
Studio Escape at Caloosa Cove, Islamorada
Gorgeous Ocean Views, Ground Floor Studio

Gorgeous Ocean Views, Ground Floor Studio

Islamorada FL
Gorgeous Ocean Views, Ground Floor Studio
Florida Keys Spacious 1 BR with 2 Balconies Pool view

Florida Keys Spacious 1 BR with 2 Balconies Pool view

Islamorada FL
Florida Keys Spacious 1 BR with 2 Balconies Pool view
Keys Dreams: 1 BR Condo

Keys Dreams: 1 BR Condo

Islamorada FL
Keys Dreams: 1 BR Condo
Oceanview Studio Sleeps 3, Islamorada

Oceanview Studio Sleeps 3, Islamorada

Islamorada FL
Oceanview Studio Sleeps 3, Islamorada
1 BR Condo Oceanfront Resort and Marina

1 BR Condo Oceanfront Resort and Marina

Islamorada FL
1 BR Condo Oceanfront Resort and Marina
Studio, Second Floor Partial Views

Studio, Second Floor Partial Views

Islamorada FL
Studio, Second Floor Partial Views
Island Retreat Oceanview 1BR Suite

Island Retreat Oceanview 1BR Suite

Islamorada FL
Island Retreat Oceanview 1BR Suite
*Charming Beach House directly ON the beach

*Charming Beach House directly ON the beach

Islamorada FL
*Charming Beach House directly ON the beach
See all 1,058 properties in Anne's Beach
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.