Key West Simonton Beach Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Simonton Beach hotels

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

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

A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

1. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.7 km from Simonton Beach

John

HK$1,265

HK$1,423 total

includes taxes & fees

30 Sept - 1 Oct

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

A couple walking along a poolside pathway surrounded by lush greenery.

A colonial-style building with a porch, surrounded by lush tropical vegetation.

A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

2. The Gardens Hotel

Downtown Key West, 1.1 km from Simonton Beach

Forrest

HK$2,198

HK$2,473 total

includes taxes & fees

26 Oct - 27 Oct

A pool area with lounge chairs and a table, surrounded by palm trees.

A building with a neon sign that reads "Orchid Key Inn."

A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.

A hotel room with a large bed, a nightstand, a desk, a bathroom with a shower, and a painting of a pier over water on the wall.

3. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.7 km from Simonton Beach

Nicholas

HK$1,265

HK$1,423 total

includes taxes & fees

30 Sept - 1 Oct

A tropical outdoor area with palm trees, hanging plants, and string lights.

A wooden deck with lush greenery and a pool area.

A large, two-story building with a balcony, surrounded by dense tropical foliage.

An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

4. Douglas House - Adults Only

Uptown - Upper Duval, 0.6 km from Simonton Beach

michael

HK$986

HK$1,221 total

includes taxes & fees

5 Oct - 6 Oct

A modern interior with a staircase, a sofa set, a wooden table, and a television.

A courtyard with two green lounge chairs, a palm tree, and a building with a white facade and lattice window design.

A pathway flanked by lush green foliage leading to a gated entrance.

A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.

5. Simonton Court Historic Inn & Cottages

Historic Seaport, 1.5 km from Simonton Beach

William

HK$1,482

HK$1,668 total

includes taxes & fees

29 Sept - 30 Sept

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

A covered outdoor area with a wooden staircase, seating, and potted plants.

6. The Grand Guesthouse

Old Town Key West, 0.7 km from Simonton Beach

Alissa

HK$885

HK$1,191 total

includes taxes & fees

27 Sept - 28 Sept

A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

A breakfast buffet with a variety of fruits, pastries, and beverages on a wooden deck with a view of a lush garden and a pool.

A wooden door with glass panels, leading to an interior space with furniture and plants.

A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.

7. Tropical Inn

Downtown Key West, 0.9 km from Simonton Beach

Molly

HK$757

HK$1,047 total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

A pool area with lounge chairs and a wooden building with balconies.

A garden with a pond, rocks, and various plants.

A compact kitchen with wooden cabinets, a microwave, stove, and refrigerator. There is a dining area with a table and chairs, and a sofa.

8. Island City House Hotel

Historic Seaport, 1.4 km from Simonton Beach

Osvaldo

HK$1,206

HK$1,357 total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

A lush garden with a variety of tropical plants and a paved walkway.

9. Duval House

Downtown Key West, 0.9 km from Simonton Beach

Christopher

HK$776

HK$1,042 total

includes taxes & fees

27 Sept - 28 Sept

A room with a bed, a ceiling fan, and a window with blinds.

A room with a yellow armchair, a glass coffee table, and a view of a wooden deck and tropical plants.

A spacious kitchen with wooden cabinets, a granite countertop, and a ceiling fan.

A poolside area with lounge chairs, a covered seating area, and a small pool.

10. The Mermaid & Alligator

Old Town Key West, 0.8 km from Simonton Beach

Brian

HK$1,412

HK$1,588 total

includes taxes & fees

28 Sept - 29 Sept

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

A pool area with a covered seating area, palm trees, and a small pavilion.

A yellow building with a door marked '7'.

A garden with a stone pathway, a wooden fence, and various tropical plants.

11. Alexander Palms Court

Casa Marina, 0.2 km from Simonton Beach

Andrew

HK$935

HK$1,052 total

includes taxes & fees

27 Sept - 28 Sept

A gated entrance with lush green foliage and a white picket fence.

A covered outdoor dining area with white chairs and tables, surrounded by lush greenery and a wooden deck.

A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.

12. Coco Plum Inn

Downtown Key West, 1.2 km from Simonton Beach

Jake

HK$1,053

HK$1,184 total

includes taxes & fees

28 Sept - 29 Sept

A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

A wicker outdoor seating area with two chairs and a table, surrounded by lush tropical foliage.

A cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.

A spacious living room with a high ceiling, a ceiling fan, a large painting, a sofa, a coffee table, and a dining area with a table and chairs.

13. Ambrosia Key West

Old Town Key West, 1.3 km from Simonton Beach

Tricia

HK$1,053

HK$1,185 total

includes taxes & fees

27 Sept - 28 Sept

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

A two-story yellow house with a porch, white railings, and green shutters.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

A hotel with a pool, bicycles, and lush greenery.

14. Silver Palms Inn & Historic Homes

Old Town Key West, 0.8 km from Simonton Beach

sam

HK$628

HK$1,236 total

includes taxes & fees

28 Sept - 29 Sept

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor.

15. Westwinds Inn

Historic Seaport, 1.5 km from Simonton Beach

Tricia

HK$1,094

HK$1,231 total

includes taxes & fees

27 Sept - 28 Sept

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A grand staircase with ornate railings and a chandelier.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

16. Southernmost House - Adult Exclusive

Uptown - Upper Duval, 0.3 km from Simonton Beach

yessy

HK$1,092

HK$2,222 total

includes taxes & fees

18 Oct - 19 Oct

A poolside area with lounge chairs, umbrellas, and a pergola.

A wooden bench with a cushion and a small table, surrounded by bamboo plants and a wooden deck.

A living room with a spiral staircase, a sofa, a chair, a coffee table, and a view of an outdoor seating area.

An open door leading to a pool area with a wicker chair and a sofa inside a room with a view of the pool.

17. Ella's Cottages - Key West Historic Inns

Old Town Key West, 0.9 km from Simonton Beach

tracy

HK$1,961

HK$2,603 total

includes taxes & fees

27 Sept - 28 Sept

A covered porch with white railings, wooden benches, and a hanging light fixture.

A living room with a large mirror, a wicker chair, a television on a wooden cabinet, and a window with a view of palm trees.

A sign for Marrero's Guest Mansion in Key West, FL, by Verdigris Hotels.

A pool area with lounge chairs and a small palm tree.

18. Marrero's Guest Mansion

Downtown Key West, 1.4 km from Simonton Beach

Michael

HK$1,992

HK$2,241 total

includes taxes & fees

29 Sept - 30 Sept

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A hotel entrance with a sign reading "Heron House Office."

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

19. Heron House - Adult Only

Downtown Key West, 1.3 km from Simonton Beach

Fernando

HK$912

HK$1,288 total

includes taxes & fees

27 Sept - 28 Sept

A bright green porch with hanging planters, a wooden chair, and a railing.

A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

A marina with multiple boats docked, wooden pilings, and a dock with ropes.

20. Caribbean House

Bahama Village, 1.1 km from Simonton Beach

David

HK$789

HK$1,084 total

includes taxes & fees

27 Sept - 28 Sept

View all properties

Compare popular hotels close to Simonton Beach

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	10.0 Exceptional 1,006 reviews	View
The Gardens Hotel	9.8 Exceptional 1,002 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,003 reviews	View
Douglas House - Adults Only	9.6 Exceptional 536 reviews	View
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,001 reviews	View

Top Simonton Beach Hotel Reviews

Douglas House - Adults Only

10/10 Excellent

"Unique boutique experience."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"

Silver Palms Inn & Historic Homes

8/10 Good

"We enjoyed our stay in Silver Palms however we would like to see more tables set up for breakfast for parties for or more"

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Restaurant, bar and pool were all very nice The wait staff was very friendly. The room was nice and clean. They need a microwave in rooms"

H2O Suites - Adults Only

10/10 Excellent

"Highly highly recommend"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."

Southwinds Motel

10/10 Excellent

"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"

Alexander Palms Court

8/10 Good

"Clean room,very helpful staff, parking no problem but there during week. September excellent time to go Key West. Better prices at most restaurants."

The Southernmost Inn - Adults Only

10/10 Excellent

"The rooms are very clean it’s very quiet and the pools are nice and clean very enjoyable stay"

Other attractions near Simonton Beach

A beachside resort with palm trees, a large white building, and a checkered pattern on the sand.

South Beach

8.4/10 (5,461 reviews)

The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.

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A butterfly on a plant with green leaves and yellow flowers.

Key West Butterfly and Nature Conservatory

9.2/10 (1,711 reviews)

With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.

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Southernmost Point

8.8/10 (17,214 reviews)

Snap a memorable photograph from the edge of North America at this monumental landmark.

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A church with a steeple and a sign in front.

Saint Mary Star of the Sea

Be a faithful pilgrim or curious visitor to see a truly marvelous structure that measures the progression of time through religion.

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

Clarence S. Higgs Memorial Beach Park

8.4/10 (4,659 reviews)

Pay your respects at an impressive African burial site, explore landscaped gardens or snorkel with the family at this oceanfront beach park.

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City Zoo Gallery

You can spend time browsing the exhibits at City Zoo Gallery in Key West. Discover the area's beautiful sunsets or seek out its cycling trails.

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Tennessee Williams Key West Exhibit

9.0/10 (2 reviews)

You can spend an afternoon browsing the exhibits at Tennessee Williams Key West Exhibit during your trip to Key West. Wander the seaside and beautiful beaches in the area.

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Key West Firehouse Museum

You can spend an afternoon browsing the exhibits at Key West Firehouse Museum during your travels in Key West. Discover the area's beautiful sunsets and lively bars.

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Frequently asked questions

What's the area like around Simonton Beach?

Simonton Beach is located in Key West. If you're looking for a convenient place to stay, take a look at the 1480 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay near Simonton Beach?

Adjacent to Simonton Beach, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay based on our traveller data, and this hotel offers 3 outdoor pools and a full-service spa. Other good options within a short distance include Casa Marina Key West, Curio Collection by Hilton and The Reach Key West, Curio Collection by Hilton.

How many hotels will I be able to find near Simonton Beach?

Expedia has 1480 hotels and other accommodation options within a mile from Simonton Beach.

If I need to cancel the hotel reservation for my stay near Simonton Beach, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to view the top deals on offer near Simonton Beach.

What can I see and do near Simonton Beach?

You might want to spend some time browsing the exhibits at Key West Lighthouse and Keeper's Quarters Museum, Ernest Hemingway Home and Museum or Florida Keys Eco - Discovery Center. Explore landmarks like Fort Zachary Taylor Historic State Park, Harry S. Truman Little White House and Fort East Martello Museum and Gallery. You can watch performances at Red Barn Theater, Waterfront Playhouse and Key West Theater if you're interested in local theatre.

Key West Simonton Beach Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Simonton Beach hotels

1. Almond Tree Inn Hotel - Adults Only

2. The Gardens Hotel

3. Orchid Key Inn - Adults Only

4. Douglas House - Adults Only

5. Simonton Court Historic Inn & Cottages

6. The Grand Guesthouse

7. Tropical Inn

8. Island City House Hotel

9. Duval House

10. The Mermaid & Alligator

11. Alexander Palms Court

12. Coco Plum Inn

13. Ambrosia Key West

14. Silver Palms Inn & Historic Homes

15. Westwinds Inn

16. Southernmost House - Adult Exclusive

17. Ella's Cottages - Key West Historic Inns

18. Marrero's Guest Mansion

19. Heron House - Adult Only

20. Caribbean House

Compare popular hotels close to Simonton Beach

Top Simonton Beach Hotel Reviews

Douglas House - Adults Only

Winslow's Bungalows - Key West Historic Inns

Silver Palms Inn & Historic Homes

The Reach Key West, Curio Collection by Hilton

H2O Suites - Adults Only

Southernmost Beach Resort and Guesthouses

Southwinds Motel

Alexander Palms Court

The Southernmost Inn - Adults Only

Other attractions near Simonton Beach

South Beach

Key West Butterfly and Nature Conservatory

Southernmost Point

Saint Mary Star of the Sea

Clarence S. Higgs Memorial Beach Park

City Zoo Gallery

Tennessee Williams Key West Exhibit

Key West Firehouse Museum

Frequently asked questions