Lakes Resorts - Vacation Rentals in Simonton Beach

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From US $695

         

10.0 (3 Reviews)

Resort

Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $1,688

         

|

9.5 (508 Reviews)

Resort

H2O Suites- Adults Only

• Air Conditioner
• Parking
• Pool

• Key West
• Uptown - Upper Duval

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From US $640

         

|

9.6 (1007 Reviews)

Resort

Santa Maria Suites

• Air Conditioner
• Parking
• Pool

• Key West
• Uptown - Upper Duval

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From US $376

         

10.0 (1 Review)

Resort

Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $432

         

|

9.3 (681 Reviews)

Resort

Santa Maria Suites Resort

• Air Conditioner
• Parking
• Pool

• Key West
• Uptown - Upper Duval

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From US $598

         

|

9.2 (1008 Reviews)

Resort

Ocean Key Resort - A Noble House Resort

• Air Conditioner
• Parking
• Pool

• Key West
• Historic Seaport

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From US $1,350

         

New

Resort

Premier resort overlooking the Gulf. Walk to Mallory Square, restaurants, beach.

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Key West
• Old Town

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From US $716

         

|

8.6 (1146 Reviews)

Resort

Opal Key Resort & Marina

• Air Conditioner
• Parking
• Pet Friendly

• Key West
• Truman Annex

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From US $516

         

|

9.0 (1024 Reviews)

Resort

Pier House Resort & Spa

• Air Conditioner
• Parking
• Pool

• Key West
• Historic Seaport

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From US $1,350

         

New

Resort

Charming 2-bedroom resort with WiFi, fitness room in phenomenal Key West.

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Florida
• Key West

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From US $1,119

         

New

Resort

Hyatt Beach House Resort Key West 1-7 nights

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $900

         

New

Resort

Two-bedroom townhouse overlooking the harbor.n nONLY AVAILABLE Nov. 9 - Nov 16

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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New

From US $811

         

New

Resort

Hyatt Windward Point Oceanside Resort Condo, Pool, Sauna, Beach Volleyball+

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Florida
• Key West

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From US $595

         

New

Resort

Hyatt Vacation Club at Windward Pointe Resort. 2 Bedroom/2 Bath Villa

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $444

         

New

Resort

Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 2, Swimming Pool, Hot Tub

• Air Conditioner
• Pool
• TV

• Key West
• Truman Annex

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From US $368

         

New

Resort

Charming 2-bedroom condo at the spectacular Coconut Beach Resort Nov 15-22-2025

• Air Conditioner
• Parking
• Pool

• Key West
• Uptown - Upper Duval

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From US $2,194

         

10.0 (1 Review)

Resort

Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $1,962

         

10.0 (1 Review)

Resort

Sunset Harbor Resort & Spa, Hot Tub, Pool

• Air Conditioner
• Parking
• Pool

• Key West
• Truman Annex

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From US $934

         

6.0 (1 Review)

Resort

Beach House Resort. Amenities Included Private Beach Area for Guests. 2BR Condo

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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From US $1,599

         

2.0 (1 Review)

Resort

2 Windward Point Beachfront Resort, Hot Tub, Pool!

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

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New

From US $11,498

         

New

Resort

2 Sunset Harbor Resort Key West Florida

• Air Conditioner
• Pool
• Balcony/Terrace

• Key West
• Truman Annex

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New

From US $11,498

         

New

Resort

2 Sunset Harbor Resort Key West Florida

• Air Conditioner
• Pool
• Balcony/Terrace

• Key West
• Truman Annex

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From US $2,415

         

New

Resort

Galleon Resort, Pool/Hot Tub, In Town, Marina

• Air Conditioner
• Parking
• Pool

• Key West
• Historic Seaport

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New

From US $1,624

         

New

Resort

2 Sunset Harbor Resort, Pool, Hot Tub, In Town!

• Air Conditioner
• Pool
• Balcony/Terrace

• Key West
• Truman Annex

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