The Best Hotels Closest to Anne's Beach in Islamorada for 2026

A wooden boardwalk curving through a forested area with a clear blue sky above.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Anne's Beach hotels

A spacious living area with a large island, wooden furniture, and a ceiling fan.

A resort with a swimming pool, lounge chairs, and palm trees.

A beach with palm trees and a clear view of the ocean.

1. Lime Tree Bay Resort

8 km from Anne's Beach

Christopher Michael

￥19,580

￥29,142 total

includes taxes & fees

Oct 18 - Oct 19

A beach with palm trees and lounge chairs.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

2. Chesapeake Beach Resort

Matecumbe, 16.1 km from Anne's Beach

Phelicia

￥23,165

￥34,953 total

includes taxes & fees

Oct 18 - Oct 19

A beach with palm trees, thatched-roof huts, and lounge chairs.

A beach with thatched umbrellas, palm trees, and lounge chairs.

A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

3. Breezy Palms Resort

Matecumbe, 10.4 km from Anne's Beach

Gavin

￥15,508

￥19,969 total

includes taxes & fees

Oct 21 - Oct 22

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

A beach with palm trees, a dock, and lounge chairs.

An aerial view of a resort with a swimming pool, palm trees, and a dock.

4. Amara Cay Resort

Matecumbe, 10.3 km from Anne's Beach

Danielle

￥22,969

￥37,400 total

includes taxes & fees

Oct 20 - Oct 21

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A bar area with a thatched roof, wooden chairs, and a view of the ocean.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

A tropical resort with a swimming pool, palm trees, and a waterfall.

5. Cheeca Lodge & Spa

Matecumbe, 13.1 km from Anne's Beach

Kristin

￥29,256

￥44,472 total

includes taxes & fees

Oct 19 - Oct 20

A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.

A bedroom with a bed, a nightstand, a chair, and a door.

A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

6. The Ocean View Inn & Pub

17.7 km from Anne's Beach

Maria

￥29,454

￥33,135 total

includes taxes & fees

Oct 18 - Oct 19

An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.

An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

A view from a window overlooking a beach with palm trees and a wooden pier.

7. Casa Morada

Matecumbe, 13.9 km from Anne's Beach

David

￥24,758

￥29,632 total

includes taxes & fees

Oct 19 - Oct 20

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

8. La Jolla Resort

Matecumbe, 14 km from Anne's Beach

Brett

￥22,624

￥29,899 total

includes taxes & fees

Oct 22 - Oct 23

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

A beach with palm trees, a thatched-roof hut, and lounge chairs.

9. Coconut Cove Resort and Marina

17.9 km from Anne's Beach

Hailey Ritch and Patrick

￥23,554

￥26,499 total

includes taxes & fees

Oct 26 - Oct 27

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A bar area with a wooden counter, bar stools, and potted plants.

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

10. Islander Resort

Matecumbe, 13.6 km from Anne's Beach

Steven

￥32,885

￥48,555 total

includes taxes & fees

Oct 18 - Oct 19

A beachfront property with a white balcony, palm trees, and a sandy beach.

A pool area with lounge chairs, a wooden deck, and a view of the ocean.

A beach with clear blue water, a palm tree, and rocky outcrops.

A hotel room with a bed, a nightstand with a lamp, a microwave, and a refrigerator.

11. Conch Key Fishing Lodge and Marina

16.4 km from Anne's Beach

Daniel

￥12,233

￥13,762 total

includes taxes & fees

Oct 20 - Oct 21

A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

A two-story building with a balcony, surrounded by palm trees and a sandy ground.

A compact, well-lit room with a bed, bedside table, and a small seating area.

A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

12. Sands of Islamorada

Matecumbe, 10.4 km from Anne's Beach

Nicolas

￥30,197

￥36,106 total

includes taxes & fees

Oct 22 - Oct 23

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

A resort with a pool, beach, and ocean view.

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

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

13. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

17 km from Anne's Beach

Liosbel

￥37,818

￥54,107 total

includes taxes & fees

Nov 2 - Nov 3

A pier extending into clear blue water with boats docked.

An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.

A beach with a thatched umbrella, lounge chairs, and a pool.

A beachside area with thatched umbrellas, picnic tables, and a pool.

14. Edgewater Lodge

11.9 km from Anne's Beach

Leda

￥31,458

￥35,391 total

includes taxes & fees

Oct 18 - Oct 19

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A waterfront property with a paved walkway, palm trees, and a white building with a dock.

A bar area with a counter, stools, and potted plants.

15. Bayside Villas by Islander Resort

Matecumbe, 12.2 km from Anne's Beach

Brian

￥40,974

￥57,655 total

includes taxes & fees

Oct 22 - Oct 23

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

16. Fisher Inn Resort & Marina

18.2 km from Anne's Beach

Siobhan

￥25,135

￥33,436 total

includes taxes & fees

Oct 20 - Oct 21

A balcony with a view of a beach, a pool, and a thatched-roof structure.

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

17. Hadley Resort and Marina

Matecumbe, 14.6 km from Anne's Beach

weder

￥22,621

￥30,609 total

includes taxes & fees

Nov 10 - Nov 11

A coastal property with multiple buildings, a wooden dock, and a clear view of the turquoise water.

A covered outdoor deck with a table and chairs, overlooking a body of water and trees.

A two-story house with a pool, surrounded by palm trees.

A waterfront property with a dock, a boat, and a row of houses with a view of the water.

18. Village at Hawks Cay Villas by KeysCaribbean

19.2 km from Anne's Beach

Sheila

￥24,187

￥79,674 total

includes taxes & fees

Oct 18 - Oct 19

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

A spacious lobby with high ceilings, large windows, and a central coffee table surrounded by sofas and chairs.

An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.

A pathway leading to a pool area with palm trees and a sunset view.

19. Hawks Cay Resort

18.9 km from Anne's Beach

Antonio

￥31,883

￥48,021 total

includes taxes & fees

Oct 22 - Oct 23

A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

A modern living room with a sofa, chairs, a dining table, a TV, and a view of the ocean.

An aerial view of a resort island with a large building, a swimming pool, and a boat docked nearby.

A modern kitchen with white cabinetry, a stainless steel oven, and a large island with a bowl of fruit.

20. Villas At Hawks Cay Resort

18.9 km from Anne's Beach

Gabriela

￥72,568

￥91,423 total

includes taxes & fees

Nov 16 - Nov 17

View all properties

Compare popular hotels close to Anne's Beach

Property	Star rating	Guest rating
Lime Tree Bay Resort	9.4 Exceptional 1,543 reviews	View
Chesapeake Beach Resort	9.4 Exceptional 1,795 reviews	View
Breezy Palms Resort	9.0 Wonderful 769 reviews	View
Amara Cay Resort	8.8 Excellent 1,322 reviews	View
Cheeca Lodge & Spa	9.2 Wonderful 1,479 reviews	View

Top Anne's Beach Hotel Reviews

Caloosa Cove Resort by CoolVacay

10/10 Excellent

"Very clean efficiency with a full fridge, stove and oven. Grills by the water to cook your own catch or from the market down the road. Large pool, well maintained."

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

10/10 Excellent

"A beautiful property with excellent customer service."

Private Beachfront Paradise

8/10 Good

"When we arrived the upstairs of the house did not have air conditioning it was 94 degrees in the house. And when I reached out the host said it would be fixed on Friday. We arrived on Wednesday. Our guest arrived on Thursday. The host was able to find a place for 3 couple to sleep for 1 night. One couple had air conditioning in the lower level. Wish we would have had a heads up on this issue."

AQUAMARINE OCEANVIEW+””SPECIAL RATES””+ DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!!!

10/10 Excellent

"A true gem set for relaxing and enjoying Islamorada with Key West within reach to visit for the day. Comunication was excellent as well!!"

ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER

10/10 Excellent

"The house was exactly as described and was an awesome home base location for our family’s Florida Keys vacation! We brought our boat and the dock was perfect with lights, power, and water located right on the dock. The home was very spacious and we really enjoyed the huge screened porch with string lights in the evening to gather and unwind after a busy day. The beds were comfortable and the home was very clean and definitely had a Florida keys vibe. We enjoyed many species of fish and manatee sightings from the dock. Chis was very accommodating and easily reachable with any questions. Our family really enjoyed this rental and would recommend it for anyone seeking a low key Florida Keys getaway!"

Islamorada Boaters Paradise with 70' Dock and private beach access..

8/10 Good

"The 70’ dock is not all accessible because of owners 27’ sea hunt and a broken jet ski lift had 2 boats a 22’ pontoon and an 18’ flats boat had to tie the flats to the pontoon no big deal just don’t plan on 2 24’ bay boats would be very tight other then that everything was great"

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

10/10 Excellent

"Really nice place, a few maintenance issues but nothing major."

Flip-Flops & Sunshine: Islamorada Studio Escape

10/10 Excellent

"Super friendly and helpful staff. Located on the waterfront with an amazing pool. Check in was a breeze and the staff was amazing. We'll definitely stay here again in the future."

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

8/10 Good

"Great views and location. Pool was nice and clean. If your looking for beach access your out of luck but we sat at waters edge in chairs and it was great. Good value."

Other attractions near Anne's Beach

A mangrove tree with roots in shallow water.

Indian Key Historic State Park

8.4/10 (55 reviews)

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.

See properties

A coastal landscape with dense green vegetation and trees framing a calm sea.

Long Key State Park

8.6/10 (376 reviews)

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 relaxing area.

See properties

A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)

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.

See properties

Sunset Drive Beach

9.0/10 (91 reviews)

Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?

See properties

Robbie’s of Islamorada

8.4/10 (15 reviews)

Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.

See properties

Frequently asked questions

What's the area like around Anne's Beach?

Anne's Beach is located in Islamorada. If you're looking for a convenient place to stay, check out the 106 hotels and other accommodations you'll find within a mile.

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

Adjacent to Anne's Beach, Caloosa Cove Resort by CoolVacay is one of the top choices for your stay based on our traveler data, and this condo offers a marina and a restaurant.

How many hotels will I find near Anne's Beach?

Expedia has 106 hotels and other accommodations within a mile from Anne's Beach.

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

Yes! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to get the best options available near Anne's Beach.

Where can I learn more about changing or cancelling my trip in the area near Anne's Beach?

For more information about rescheduling or cancelling your stay near Anne's Beach, head over to our customer service page.

What can I see and do near Anne's Beach?

Explore nature at Fiesta Key and Sunset Drive Beach. If you're looking for something to do, plan a visit to Robbie's of Islamorada, San Pedro Underwater Archaeological Preserve State Park, and Indian Key Historic State Park while you're in the area. Spend some time checking out Long Key State Park, which is 5.7 mi (9.1 km) from Anne's Beach, or make a stop by Bud n' Mary's Dive Center, located 6.2 mi (10 km) away.

Explore a world of travel with Expedia

Big Pine Key Vacation Rentals

Find hotels near Anne's Beach, Islamorada from ￥13,762

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Anne's Beach hotels

1. Lime Tree Bay Resort

2. Chesapeake Beach Resort

3. Breezy Palms Resort

4. Amara Cay Resort

5. Cheeca Lodge & Spa

6. The Ocean View Inn & Pub

7. Casa Morada

8. La Jolla Resort

9. Coconut Cove Resort and Marina

10. Islander Resort

11. Conch Key Fishing Lodge and Marina

12. Sands of Islamorada

13. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

14. Edgewater Lodge

15. Bayside Villas by Islander Resort

16. Fisher Inn Resort & Marina

17. Hadley Resort and Marina

18. Village at Hawks Cay Villas by KeysCaribbean

19. Hawks Cay Resort

20. Villas At Hawks Cay Resort

Compare popular hotels close to Anne's Beach

Top Anne's Beach Hotel Reviews

Caloosa Cove Resort by CoolVacay

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

Private Beachfront Paradise

AQUAMARINE OCEANVIEW+””SPECIAL RATES””+ DOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!!!

ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER

Islamorada Boaters Paradise with 70' Dock and private beach access..

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Flip-Flops & Sunshine: Islamorada Studio Escape

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

Other attractions near Anne's Beach

Indian Key Historic State Park

Long Key State Park

Bud n' Mary's Dive Center

Sunset Drive Beach

Robbie’s of Islamorada

Frequently asked questions

Explore a world of travel with Expedia