Resorts in Smathers Beach, FL: Compare 10+ Sites & Save

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52 Best Resorts in Smathers Beach (Starting from $196)

Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
Resort
Key West, FL, USA
1.6k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay

8.4

Very Good

3303 reviews

$255
Average price / night
Check Availability
Hyatt Vacation Club at Windward Pointe Resort. 2 Bedroom/2 Bath Villa
Hyatt Vacation Club at Windward Pointe Resort. 2 Bedroom/2 Bath Villa
Resort
Key West, FL, 33040, United States
2.0k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

New to Booking
$904
Average price / night
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Ibis Bay Resort
Ibis Bay Resort
Resort
Smathers Beach, Key West, Florida, USA
1.9k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Places to stay

7.4

Good

2257 reviews

$427
Average price / night
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Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
Resort
1500 Reynolds Street, Key West, FL, 33040, United States
2.0k from Smathers Beach center

AC, Babysitting, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour

8.4

Very Good

607 reviews

$509
Average price / night
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Key West 2BR Retreat – Ocean Views & Island Adventure
Key West 2BR Retreat – Ocean Views & Island Adventure
Resort
Key West, FL, 33040, United States
2.0k from Smathers Beach center

AC, Balcony, Barbecue, Hot Tub, Internet, No Smoking, Pool

New to Booking
$776
Average price / night
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DoubleTree by Hilton Grand Key Resort
DoubleTree by Hilton Grand Key Resort
Resort
Key West, FL, USA
2.2k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family

7.3

Good

652 reviews

$196
Average price / night
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The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
Resort
Key West, FL, USA
2.5k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Spa, Pet-friendly, 4-star, Lodgings, Beach

7.6

Good

287 reviews

$418
Average price / night
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Santa Maria Suites Resort
Santa Maria Suites Resort
Resort
Key West, FL, USA
2.5k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay

9.3

Superb

674 reviews

$432
Average price / night
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Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
Resort
Key West, FL, 33040, United States
2.0k from Smathers Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

10.0

Exceptional

1 reviews

$2193
Average price / night
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H2O Suites- Adults Only
H2O Suites- Adults Only
Resort
Smathers Beach, Key West, Florida, USA
2.6k from Smathers Beach center

Luxury, Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay

9.5

Superb

508 reviews

$1688
Average price / night
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Hyatt Windward Pointe Nov 2-Nov 7 2026 Boat Race Week.
Hyatt Windward Pointe Nov 2-Nov 7 2026 Boat Race Week.
Resort
Key West, FL, 33040, United States
2.1k from Smathers Beach center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, Living Area, No Smoking, Washer

New to Booking
$976
Average price / night
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Beachside Resort & Residences
Beachside Resort & Residences
Resort
Key West, FL, USA
2.9k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Beach, Hot tubs

8.0

Good

1075 reviews

$224
Average price / night
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Hyatt Windward Pointe, 2 Bedroom Waterfront Resort, 4-Night May 3-7
Hyatt Windward Pointe, 2 Bedroom Waterfront Resort, 4-Night May 3-7
Resort
Key West, FL, 33040, United States
2.2k from Smathers Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

9.6

Exceptional

4 reviews

$365
Average price / night
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Hyatt Vacation Club at Beach House
Hyatt Vacation Club at Beach House
Resort
Key West, FL, USA
3.0k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Hot tubs, Places to stay

8.8

Fabulous

445 reviews

$388
Average price / night
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Coconut Beach Resort Timeshare
Coconut Beach Resort Timeshare
Resort
1500 Alberta St, Key West, FL, 33040, United States
2.2k from Smathers Beach center

Barbecue, Free Parking, Housekeeping, Internet, No Smoking, Outdoor Space

9.0

Fabulous

2 reviews

$1720
Average price / night
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La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
3.4k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

54 reviews

$306
Average price / night
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Coconut Beach Resort
Coconut Beach Resort
Resort
1500 Alberta St, Key West, FL, 33040, United States
2.2k from Smathers Beach center

AC, Barbecue, Business Services, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

9.0

Fabulous

172 reviews

$650
Average price / night
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The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
Resort
Key West, USA
3.6k from Smathers Beach center

Luxury, Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay

8.9

Fabulous

444 reviews

$883
Average price / night
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DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
Resort
3990 S Roosevelt Blvd, Key West, FL, 33040, United States
2.3k from Smathers Beach center

AC, Airport Transportation, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour

8.2

Very Good

1002 reviews

$304
Average price / night
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Galleon Resort and Marina
Galleon Resort and Marina
Resort
Smathers Beach, Key West, Florida, USA
3.6k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Jacuzzis, Places to stay

7.1

Good

111 reviews

$603
Average price / night
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Hyatt Centric Key West Resort & Spa
Hyatt Centric Key West Resort & Spa
Resort
Key West, FL, USA
3.6k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.2

Very Good

545 reviews

$387
Average price / night
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Santa Maria Suites
Santa Maria Suites
Resort
1401 Simonton St, Key West, FL, 33040, United States
2.5k from Smathers Beach center

AC, Balcony, Bar, Crib, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet, Kitchen

9.6

Exceptional

1000 reviews

$684
Average price / night
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Pier House Resort & Spa
Pier House Resort & Spa
Resort
Key West, FL, USA
3.7k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.3

Very Good

664 reviews

$534
Average price / night
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Hyatt Beach House Resort Key West 1-7 nights
Hyatt Beach House Resort Key West 1-7 nights
Resort
Key West, FL, 33040, United States
2.8k from Smathers Beach center

AC, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

New to Booking
$1860
Average price / night
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Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
3.7k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

8.6

Fabulous

1178 reviews

$716
Average price / night
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Key West Resort Stay – 2BR Villa Near Beaches & Sunset Views
Key West Resort Stay – 2BR Villa Near Beaches & Sunset Views
Resort
Key West, FL, 33040, United States
2.8k from Smathers Beach center

AC, Balcony, Barbecue, Kitchen, No Smoking, Pool

New to Booking
$373
Average price / night
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Ocean Key Resort & Spa, a Noble House Resort
Ocean Key Resort & Spa, a Noble House Resort
Resort
Key West, FL, USA
3.8k from Smathers Beach center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 4-star, Lodgings, Jacuzzis

8.7

Fabulous

116 reviews

$578
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Resorts in Smathers Beach.

Where to stay in Smathers Beach? Best neighborhoods & areas

Smathers Beach Resorts on the Map

Frequently Asked Questions

You can explore 52 verified resorts in Smathers Beach. These include a range of options such as beachfront resorts, mountain retreats, and all-inclusive stays designed for a more immersive vacation experience.

Resort prices in Smathers Beach vary depending on the season, property type, and included experiences. Rates typically start from around $196 per night, with higher prices for all-inclusive packages or premium resort properties.

Many resorts in Smathers Beach offer on-site activities such as Pool, Guest Services, and Laundry. These features allow guests to enjoy dining, entertainment, and recreation without needing to leave the property.

Yes, some resorts in Smathers Beach offer all-inclusive packages where meals, drinks, and select activities are included in the rate. This option can simplify planning and provide a more predictable overall cost for your stay.

For popular travel periods such as holidays or peak seasons, booking 90 to 120 days in advance is recommended to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Yes, some resorts in Smathers Beach welcome pets. Currently, 8 listings allow pets, although policies may vary. It’s helpful to review property details to understand any restrictions or additional fees.

A hotel typically focuses on accommodation, while a resort offers a wider range of on-site amenities such as dining, entertainment, and recreational activities. Resorts are often designed to provide a more complete, stay-on-property experience.