Title: Drop Anchor Reviews, Deals & Photos 2026 - Expedia

[See all properties](http://www.expedia.com/Hotel-Search?regionId=&selected=4287368&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false)

# Drop Anchor

Travelers dive into water adventures or unwind poolside at this coastal retreat, with complimentary bikes available for exploring the surrounding attractions

## Photo gallery for Drop Anchor

![Exterior - Drop Anchor (Islamorada)](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f42604af.jpg?impolicy=resizecrop&rw=598&ra=fit)

![Oceanfront King Suite w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished - Drop Anchor (Islamorada)](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/d0b4fd2b.jpg?impolicy=resizecrop&rw=297&ra=fit)

![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view - Drop Anchor (Islamorada)](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=resizecrop&rw=297&ra=fit)

![Kayaking - Drop Anchor (Islamorada)](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/81979d64.jpg?impolicy=resizecrop&rw=297&ra=fit)

![Water view - Drop Anchor (Islamorada)](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/36b1fb04.jpg?impolicy=resizecrop&rw=297&ra=fit)

- Overview
- Rooms
- Location
- Policies

Drop Anchor offers a laid-back beach vibe with an outdoor pool and comfy sun loungers. Free bike rentals help you explore, while paddleboards and motorboating cater to adventurers. In-room WiFi keeps everyone connected.

## Reviews

8.8

Excellent

## Popular amenities

- Pool
- Pet friendly
- Parking included
- Free WiFi
- Air conditioning
- Business services

## Check prices for these days

[Tonight

](https://www.expedia.com/Hotel-Search?startDate=2026-02-23&endDate=2026-02-24&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-02-23&endDate=2026-02-24&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

[Tomorrow

](https://www.expedia.com/Hotel-Search?startDate=2026-02-24&endDate=2026-02-25&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-02-24&endDate=2026-02-25&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

[This weekend

](https://www.expedia.com/Hotel-Search?startDate=2026-02-27&endDate=2026-03-01&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-02-27&endDate=2026-03-01&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

[Next weekend

](https://www.expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2)

## Room options

All rooms

2 beds

1 bed

3+ beds

Showing 11 of 11 rooms

### View all photos for Ocean View Double Queen w/ Kitchen & Private Balcony

![Ocean View Double Queen w/ Kitchen & Private Balcony | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f8c3042c.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Ocean View Double Queen w/ Kitchen & Private Balcony

9.6

Exceptional

5 reviews

### Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Flat-screen TV

Premium bedding

- Sleeps 4
- 2 Queen Beds

### View all photos for Oceanfront Trailer

![Oceanfront Trailer | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/796f3fca.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Oceanfront Trailer

8.0

Very good

8 reviews

### Highlights

Patio

Separate dining area

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchenette

Full-sized refrigerator/freezer

- 1 bedroom
- Sleeps 2
- 1 Queen Bed

### View all photos for Resort View ADA King Room

![Resort View ADA King Room | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/1e5b1d4f.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Resort View ADA King Room

### Highlights

Yard

Patio

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Refrigerator

Flat-screen TV

- Garden view
- Sleeps 2
- 1 King Bed

### View all photos for Oceanfront King Suite w/ Kitchen & Private Balcony

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/aa991fb9.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Oceanfront King Suite w/ Kitchen & Private Balcony

10.0

Exceptional

20 reviews

### Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchenette

Full-sized refrigerator/freezer

Flat-screen TV

- Beach view
- 1 bedroom
- Sleeps 4
- 1 King Bed

### View all photos for Ocean View Double Queen Room

![Ocean View Double Queen Room | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/840b7936.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Ocean View Double Queen Room

8.8

Excellent

15 reviews

### Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Mini-fridge

Flat-screen TV

Separate bedroom

- Ocean view
- 1 bedroom
- Sleeps 4
- 2 Queen Beds

### View all photos for Resort View Family Suite w/ Kitchen

![Resort View Family Suite w/ Kitchen | Private kitchen | Coffee/tea maker](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/cd28ea26.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Resort View Family Suite w/ Kitchen

7.4

Good

3 reviews

### Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized refrigerator/freezer

Flat-screen TV

Separate bedroom

- Resort view
- 1 bedroom
- Sleeps 6
- 2 Queen Beds and 2 Twin Beds

### View all photos for Resort View Queen Room w/ Kitchen & Private Porch

![Resort View Queen Room w/ Kitchen & Private Porch | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/b0f48ae9.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Resort View Queen Room w/ Kitchen & Private Porch

9.6

Exceptional

7 reviews

### Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized refrigerator/freezer

Flat-screen TV

Premium bedding

- Resort view
- 1 bedroom
- Sleeps 2
- 1 Queen Bed

### View all photos for Oceanfront Queen Room

![Oceanfront Queen Room | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/91621c5d.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Oceanfront Queen Room

7.0

Good

7 reviews

### Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Mini-fridge

Flat-screen TV

Separate bedroom

Premium bedding

- Ocean view
- 1 bedroom
- Sleeps 2
- 1 Queen Bed

### View all photos for Oceanfront King Suite w/ Beach Walkout & Kitchen

![Oceanfront King Suite w/ Beach Walkout & Kitchen | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/ef09771f.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Oceanfront King Suite w/ Beach Walkout & Kitchen

9.6

Exceptional

12 reviews

### Highlights

Deck/patio

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized refrigerator/freezer

Flat-screen TV

- Ocean view
- 1 bedroom
- Sleeps 4
- 1 King Bed

### View all photos for Oceanfront Family Suite w/ Kitchen

![Flat-screen TV](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/a2c1ac68.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Oceanfront Family Suite w/ Kitchen

### Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized refrigerator/freezer

Flat-screen TV

2 bedrooms

- Ocean view
- 2 bedrooms
- Sleeps 6
- 1 King Bed, 2 Twin Beds and 1 Queen Futon

### View all photos for Resort View Queen Family Suite w/ Kitchen

![Resort View Queen Family Suite w/ Kitchen | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/5ae9c2eb.jpg?impolicy=fcrop&w=1200&h=800&quality=medium)

### Resort View Queen Family Suite w/ Kitchen

10.0

Exceptional

1 review

### Highlights

Individually furnished

Individually decorated

Air conditioning

Connecting rooms available

Kitchen

Full-sized refrigerator/freezer

Flat-screen TV

2 bedrooms

- Resort view
- 2 bedrooms
- Sleeps 6
- 1 Queen Bed, 1 Double Bed and 1 Queen Sofa Bed

## You may also like

Ad 

![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/480000/475500/475438/b513b652_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Islander Resort

Matecumbe

- On private beach
- Pool
- Pet friendly
- Parking included

9.2

Wonderful

1,009 reviews

$395 nightly

$444 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information?chkin=2026-3-24&chkout=2026-3-25&rm1=a2&regionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=740a3856-4950-4bee-a9a7-011409650f13&top_cur=USD)

Ad 

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Chesapeake Beach Resort

Matecumbe

- On private beach
- Pool
- Breakfast included
- Pet friendly

9.2

Wonderful

1,668 reviews

$370 nightly

$417 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information?chkin=2026-3-1&chkout=2026-3-2&rm1=a2&regionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=740a3856-4950-4bee-a9a7-011409650f13&top_cur=USD)

Ad 

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Fisher Inn Resort & Marina

Islamorada

- On private beach
- Pool
- Breakfast included
- Pet friendly

8.4

Very Good

1,004 reviews

$316 nightly

$356 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information?chkin=2026-3-1&chkout=2026-3-2&rm1=a2&regionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=740a3856-4950-4bee-a9a7-011409650f13&top_cur=USD)

Ad 

![Balcony view](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/ed6e1255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Hadley Resort and Marina

Matecumbe

- On private beach
- Pool
- Breakfast included
- Pet friendly

7.6

Good

1,002 reviews

$307 nightly

$346 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information?chkin=2026-3-3&chkout=2026-3-4&rm1=a2&regionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=740a3856-4950-4bee-a9a7-011409650f13&top_cur=USD)

Ad 

![Restaurant](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/4000000/3870000/3861400/3861342/b7f3f47d_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Bayside Villas by Islander Resort

Matecumbe

- Pool
- Pet friendly
- Parking included
- Free WiFi

8.8

Excellent

410 reviews

$531 nightly

$598 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information?chkin=2026-3-1&chkout=2026-3-2&rm1=a2&regionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=740a3856-4950-4bee-a9a7-011409650f13&top_cur=USD)

Ad 

![View from property](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/2000000/1580000/1576800/1576773/d6bb28b0_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Creekside Inn

Tavernier

- Pool
- Pet friendly
- Parking included
- Free WiFi

7.8

Good

1,008 reviews

$263 nightly

$295 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information?chkin=2026-2-24&chkout=2026-2-25&rm1=a2&regionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=740a3856-4950-4bee-a9a7-011409650f13&top_cur=USD)

Ad 

![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Lime Tree Bay Resort

Long Key

- On private beach
- Pool
- Pet friendly
- Parking included

9.2

Wonderful

1,181 reviews

$369 nightly

$415 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information?chkin=2026-2-27&chkout=2026-2-28&rm1=a2&regionId=10768&destination=Islamorada&destType=MARKET&latLong=24.924294,-80.627838&searchId=740a3856-4950-4bee-a9a7-011409650f13&top_cur=USD)

![Mod logo](https://a.travel-assets.com/egds/marks/onekey__standard__always_light.svg)

Earn OneKeyCash on thousands of hotels when you sign in and book. More rewards for more adventures!

[Sign in](https://www.expedia.com/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)[Sign up, it's free](https://www.expedia.com/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

## About the neighborhood

Located in Islamorada, Drop Anchor is on the waterfront. Hurricane Monument and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with ecotours and hiking/biking trails. [Visit our Islamorada travel guide](https://www.expedia.com/Islamorada.dx10768)

![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.94918%2C-80.59601&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=gkglwyFIkfemoi7j4mJD7oYLHGY=)

84959 Overseas Highway, 222, Islamorada, FL, 33036

### What's nearby

- ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/ed3332c4-29fb-4888-82e1-e9156b9b3ef7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Windley Key Fossil Reef Geological State Park  
6 min walk \- 0.4 miles
- ![Theater of the Sea which includes a fountain and signage](https://images.trvl-media.com/place/6069249/f2ddaf2d-1bee-4677-b974-9de13893f618.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Theater of the Sea  
9 min walk \- 0.5 miles
- ![Islamorada_BudnMarysDiveCenter_6069243-0004](https://images.trvl-media.com/place/6069243/da13ffdf-ddd2-4c35-bedc-c5b570b047e9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Bud n' Mary's Dive Center  
14 min drive \- 6.6 miles
- ![Anne\'s Beach featuring general coastal views](https://images.trvl-media.com/place/6282204/5a4ac6d5-bc8d-48fa-9c2c-4d77ef0b980c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Anne's Beach  
28 min drive \- 14.2 miles
- Islamorada County Park  
5 min drive \- 2.5 miles

### Getting around

- Miami Intl. Airport (MIA)  
89 min drive

### Restaurants

- Tiki Bar  
18 min walk
- Wahoo's Bar & Grill  
2 min drive
- Hog Heaven  
7 min walk
- Wendy's  
4 min drive
- Bayside Gourmet of Islamorada  
3 min drive

## About this property

### Drop Anchor

Hotel by the ocean

 Drop Anchor provides amenities like a garden and a business center. Active travelers can enjoy amenities like paddleboards and motor boating at this hotel. Stay connected with free in-room WiFi. 

Additional perks include:

- An outdoor pool along with sun loungers
- Free self parking
- Free bicycle rentals, barbecue grills, and wedding services
- Beach towels, a fish cleaning table, and beach umbrellas
- Guest reviews say great things about the helpful staff

Room features

All guestrooms are individually furnished, and feature comforts such as premium bedding and air conditioning, as well as thoughtful touches like free WiFi. Guest reviews highly rate the clean rooms at the property. 

Other amenities include: 

- Bathrooms with showers and free toiletries
- Flat-screen TVs with premium channels
- Coffee/tea makers, ceiling fans, and daily housekeeping

## Similar properties

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Fisher Inn Resort & Marina

Islamorada

- On private beach
- Pool
- Breakfast included
- Pet friendly

8.4

Very Good

1,004 reviews

$316 nightly

$356 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=3274374&PinnedHotelID=3274374&HadPinnedHotel=true&regionId=-1&adults=2)

![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Amara Cay Resort

Matecumbe

- On private beach
- Pool
- Pet friendly
- Restaurant

8.8

Excellent

1,265 reviews

$346 nightly

$390 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&selected=61976&PinnedHotelID=61976&HadPinnedHotel=true&regionId=-1&adults=2)

![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Creekside Inn

Tavernier

- Pool
- Pet friendly
- Parking included
- Free WiFi

7.8

Good

1,008 reviews

$263 nightly

$295 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-02-24&endDate=2026-02-25&selected=1576773&PinnedHotelID=1576773&HadPinnedHotel=true&regionId=-1&adults=2)

![Balcony view](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/ed6e1255.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Hadley Resort and Marina

Matecumbe

- On private beach
- Pool
- Breakfast included
- Pet friendly

7.6

Good

1,002 reviews

$307 nightly

$346 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=12200&PinnedHotelID=12200&HadPinnedHotel=true&regionId=-1&adults=2)

![Private beach, white sand](https://images.trvl-media.com/lodging/113000000/112180000/112177000/112176968/ad734a43.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Matecumbe Resort

Matecumbe

- On private beach
- Pool
- Parking included
- Free WiFi

8.8

Excellent

95 reviews

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10&selected=112176968&PinnedHotelID=112176968&HadPinnedHotel=true&regionId=-1&adults=2)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Chesapeake Beach Resort

Matecumbe

- On private beach
- Pool
- Breakfast included
- Pet friendly

9.2

Wonderful

1,668 reviews

$370 nightly

$417 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true&regionId=-1&adults=2)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Breezy Palms Resort

Matecumbe

- Pool
- Kitchen
- Free WiFi
- Air conditioning

8.8

Excellent

623 reviews

$290 nightly

$326 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&selected=11945889&PinnedHotelID=11945889&HadPinnedHotel=true&regionId=-1&adults=2)

![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Lime Tree Bay Resort

Long Key

- On private beach
- Pool
- Pet friendly
- Parking included

9.2

Wonderful

1,181 reviews

$369 nightly

$415 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28&selected=882254&PinnedHotelID=882254&HadPinnedHotel=true&regionId=-1&adults=2)

![Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### La Siesta Resort & Villas

Matecumbe

- On private beach
- Pool
- Pet friendly
- Air conditioning

8.8

Excellent

1,004 reviews

$322 nightly

$363 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=2477508&PinnedHotelID=2477508&HadPinnedHotel=true&regionId=-1&adults=2)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Treasure Harbor

Islamorada

- Pool
- Parking included
- Free WiFi
- Air conditioning

9.0

Wonderful

135 reviews

$322 nightly

$362 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=91743042&PinnedHotelID=91743042&HadPinnedHotel=true&regionId=-1&adults=2)

[Compare similar properties](/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10&selected=4287368&PinnedHotelID=4287368&HadPinnedHotel=true&regionId=-1&adults=2&comparePropertyIds=4287368,3274374,61976,1576773,12200)

## Property amenities

### Internet

- Available in all rooms: Free WiFi
- Available in some public areas: Free WiFi

### Parking and transportation

- Free self parking on site
- Onsite parking includes off-street options

### Food and drink

- Coffee and tea in common areas

### Things to do

- Free bicycle rentals
- Kayaking
- Motor boating
- Outdoor pool
- Paddleboard

### Family friendly

- Outdoor pool

### Conveniences

- Limited-hour front desk
- Safe at front desk
- Vending machine

### Guest services

- Housekeeping (daily)
- Wedding services

### Business services

- Business center

### Outdoors

- Barbecue grill
- Beach loungers
- Beach towels
- Beach umbrellas
- Dock
- Garden
- On the waterfront
- Picnic area
- Pool loungers

### Accessibility

- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- Stair-free path to entrance
- Upper floors accessible by stairs only
- Well-lit path to entrance

### More

- 2 floors
- 6 buildings
- Art Deco architecture
- Banquet hall
- Built in 1963
- Designated smoking areas

## Room amenities

### Bedroom

- Premium bedding

### Bathroom

- Free toiletries
- Hair dryer
- Private bathroom
- Shower
- Towels provided

### Entertainment

- Flat-screen TV with premium cable channels

### Food and drink

- Coffee/tea maker

### More

- Air conditioning
- Ceiling fan
- Connecting rooms available
- Individual decor
- Individual furnishings
- Iron/ironing board

## Policies

### Check-in

Check-in start time: 3:00 PM; Check-in end time: 6:00 PM

Late check-in subject to availability

Minimum check-in age: 18 

### Check-out

Check-out before 11 AM

Contactless check-out available

### Special check-in instructions

The front desk is open daily from 8:00 AM - 8:00 PM

Front desk staffed during limited hours

Information provided by the property may be translated using automated translation tools

### Access methods

Front desk (limited hours)

### Pets

Pets allowed for an extra charge of USD 26 per pet, per day

Service animals are welcome, and are exempt from fees

Welcoming dogs only

### Children and extra beds

Children are welcome

Rollaway/extra beds are not available

Cribs (infant beds) are not available

### Property payment types

## Important information

### Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

- Resort fee: USD 35 per accommodation, per night

The resort fee includes:
- Beach access
- Beach loungers
- Beach towels
- Housekeeping
- In-room coffee
- Pool access

We have included all charges provided to us by the property. 

### Optional extras

- Pet fee: USD 26 per pet, per day
- Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. 

### You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

This property accepts credit cards, debit cards, and cash

Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

### We should mention

This property does not have elevators

Pool access available from 7:30 AM to 6:30 PM

The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

### Property is also known as

Drop Anchor

Drop Anchor Islamorada

Drop Anchor Resort

Drop Anchor Resort Islamorada

Drop Anchor Hotel Islamorada

Drop Anchor Hotel

Drop Anchor Islamorada

Hotel Drop Anchor Islamorada

Islamorada Drop Anchor Hotel

Hotel Drop Anchor

Drop Anchor Islamorada

Drop Anchor Resort Marina

Drop Anchor Hotel Islamorada

Drop Anchor Hotel

Drop Anchor Islamorada

Drop Anchor

Hotel Drop Anchor Islamorada

Islamorada Drop Anchor Hotel

Hotel Drop Anchor

Drop Anchor Islamorada

Drop Anchor Resort Marina

Drop Anchor Hotel

Drop Anchor Islamorada

Drop Anchor Hotel Islamorada

## Frequently asked questions

### Does Drop Anchor have a pool?

### How much does it cost to stay at Drop Anchor?

### Is Drop Anchor pet-friendly?

### How much is parking?

### What time is check-in at Drop Anchor?

### What time is check-out at Drop Anchor?

### Where is Drop Anchor located?

## Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question

## Reviews

## Drop Anchor Reviews

8.8

### Excellent

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.com/lp/b/content-guidelines)

### 9.0

Cleanliness

### 9.0

Location

### 9.2

Staff & service

### 8.4

Property conditions & facilities

10 - Excellent

616

8 - Good

232

6 - Okay

81

4 - Poor

43

2 - Terrible

39

## Reviews

### 10/10 Excellent

#### Brian

Feb 1, 2026

Liked: Cleanliness, property conditions & facilities

Clean room, beautiful view and loved being able to walk out to the beach. 

![](https://a.travel-assets.com/ugc/hotel-reviews/aba229cf-da2d-42e9-969f-e266cdd742b1-1769967825838.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

##### Brian

Stayed 1 night in Jan 2026

### 10/10 Excellent

#### Erin

Jan 29, 2026

Liked: Cleanliness, amenities, property conditions & facilities

the staff was wonderful, the room was perfect, the location/view was awesome . the pool was wonderful. i am very very pleased with our stay !

![](https://a.travel-assets.com/ugc/hotel-reviews/427a9de8-f51d-4f8c-ad50-34215b41340b-1769713768238.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

![](https://a.travel-assets.com/ugc/hotel-reviews/7b66c4b0-616f-477e-9de9-cb446e27b0a3-1769713799247.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

![](https://a.travel-assets.com/ugc/hotel-reviews/d5e35823-b4d6-47e1-a1a3-64358cc2fa76-1769713852439.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

##### Erin

Stayed 1 night in Jan 2026

### 8/10 Good

#### Alberto

Jan 30, 2026

Liked: Cleanliness, property conditions & facilities

Great room and amazing view 

##### Alberto

Stayed 1 night in Jan 2026

### 10/10 Excellent

#### Jeff

Jan 29, 2026

Liked: Cleanliness, property conditions & facilities

Staff member at front desk was friendly and courteous! Room was just what we wanted costal, cozy and clean. Coffee and a pastry or fruit at the office in the am would be a nice touch.

##### Jeff

Stayed 2 nights in Jan 2026

### 10/10 Excellent

#### Christy

Jan 19, 2026

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

The room walked right out to water. Staff came around to ask if we needed anything. It was amazing!

![](https://a.travel-assets.com/ugc/hotel-reviews/81ec5f06-e684-405f-b44a-91e19e377ee2-1768825830968.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

![](https://a.travel-assets.com/ugc/hotel-reviews/62224254-9a53-49b6-acd8-9e2897d615ff-1768825829799.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

![](https://a.travel-assets.com/ugc/hotel-reviews/d008ba61-cb27-4fe4-ad88-93d02725ee26-1768825832227.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

##### Christy

Stayed 3 nights in Jan 2026

### 10/10 Excellent

#### Laura

Dec 7, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! 

##### Laura

Stayed 2 nights in Nov 2025

### 10/10 Excellent

#### DeeDee

Jan 18, 2026

Liked: Cleanliness, amenities, property conditions & facilities

The room was clean, property is nice, pool is really heated and lovely to get in and out. Most places lie about heating their pool this one is for real! Daniel in the office is super great! They have bikes and kayaks to use, that is included in your resort fee.( which is reasonable). Definitely be back☀️.

![](https://a.travel-assets.com/ugc/hotel-reviews/8341e8aa-2656-4c94-9236-a85e360a37b6-1768745744814.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

##### DeeDee

Stayed 1 night in Jan 2026

### 6/10 Okay

#### Raman

Dec 26, 2025

Liked: Cleanliness

Disliked: Amenities

Overpriced! No breakfast available and room was falling apart- needed maintenance. The only thing we liked was the location- beautiful view from balcony. 

##### Raman

Stayed 1 night in Dec 2025

### 10/10 Excellent

#### Traci

Dec 25, 2025

Liked: Cleanliness, amenities, property conditions & facilities

The room was very clean and the staff was great. We didn’t cook. The kitchen was small but it would work if we needed it…full size appliances and a microwave. The place is right on the water. There isn’t a beach but they have sand and they rake it every morning. Pool is small but nice enough. A small place, never crowded while we were there even though it was fully booked. We enjoyed the hotel and Islamorada more than Key West…to crowded to enjoy. 

![](https://a.travel-assets.com/ugc/hotel-reviews/a6f5f308-882b-4190-8ad4-04b4c8b02f85-1766683972197.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

![](https://a.travel-assets.com/ugc/hotel-reviews/693c429b-9c7b-4cee-923d-8e947e270e2a-1766683977628.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high)

##### Traci

Stayed 2 nights in Dec 2025

### 10/10 Excellent

#### Dianna

Oct 1, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. 

##### Dianna

Stayed 1 night in Sep 2025

### 10/10 Excellent

#### Paula

Oct 19, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Comfy bed! Pretty tiled shower! 

##### Paula

Stayed 1 night in Oct 2025

### 10/10 Excellent

#### Greg

Sep 25, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

It was a perfect little cottage and peace and quiet. Lots of Palm trees and perfect boat launch

##### Greg

Stayed 2 nights in Sep 2025

### 8/10 Good

#### Ariel

Sep 23, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

It is very convenient. It has fun and relaxing surroundings. Pet friendly. The dining places are a must.

##### Ariel

Stayed 1 night in May 2025

### 10/10 Excellent

#### Karen

Sep 2, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Beautiful view!!!

##### Karen

Stayed 1 night in Aug 2025

### 8/10 Good

#### GALE

Jul 31, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

#### Nice place to stay

Great location clean rooms and private beach adds this to our list of places we will book again. Also affordable rates. Upper keys easily accessible and lots of things to do in the immediate area. 

##### GALE

Stayed 2 nights in Jul 2025

### 8/10 Good

#### Jack

Jul 14, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Clean and convenient 

##### Jack

Stayed 2 nights in Jun 2025

### 10/10 Excellent

#### Michael

May 4, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Always friendly and helpful staff. Private beach area is a major plus.

##### Michael

Stayed 1 night in May 2025

### 10/10 Excellent

#### Da

Aug 19, 2024

Liked: Cleanliness, staff & service, property conditions & facilities

Disliked: Amenities

Very excellent location for staying 

##### Da

Stayed 1 night in Aug 2024

### 10/10 Excellent

#### Scott

Jan 25, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Small hotel, nice and quiet staff was great

##### Scott

Stayed 1 night in Jan 2025

### 8/10 Good

#### Verified traveler

May 5, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

#### Nice ocean views

Nice location with ocean views

##### Verified traveler

Stayed 1 night in Apr 2025

### 10/10 Excellent

#### Morgan

Jul 9, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

I loved this property. My husband and I stayed here for a quick getaway and it was perfect. Super clean and the staff was very responsive. We utilized the complimentary kayaks which was a nice touch. Will be returning 

##### Morgan

Stayed 2 nights in Jun 2025

### 10/10 Excellent

#### Lumary

Aug 13, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Very nice place to stay and relax 

##### Lumary

Stayed 1 night in Aug 2024

### 10/10 Excellent

#### Nicole

Mar 8, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Great place! We pretymuch had the placf to ourselves so it was really relaxing! Beautiful property as well and the pool was like bathwater!

##### Nicole

Stayed 4 nights in Feb 2025

### 10/10 Excellent

#### Phil

Oct 27, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Love the location the property and views are amazing !

##### Phil

Stayed 2 nights in Oct 2024

### 10/10 Excellent

#### jose

Dec 27, 2024

Liked: Staff & service, property conditions & facilities

This place had an amazing view and sunrise will most definitely me back to this place 

##### jose

Stayed 2 nights in Dec 2024

## Explore a world of travel with Expedia

- [Lodging](?equalTargetTab=tab-0)

- [The Resort at Longboat Key Club](https://www.expedia.com/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information)
- [Pink Shell Beach Resort and Marina](https://www.expedia.com/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information)
- [Ocean Pointe Suites at Key Largo](https://www.expedia.com/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information)
- [Ocean Walk Resort](https://www.expedia.com/Daytona-Beach-Hotels-Club-Wyndham-Ocean-Walk.h598390.Hotel-Information)
- [The Breakers Palm Beach](https://www.expedia.com/Palm-Beach-Hotels-The-Breakers-Palm-Beach.h8479.Hotel-Information)
- [The Seagate](https://www.expedia.com/Delray-Beach-Hotels-The-Seagate-Hotel-Spa.h2803783.Hotel-Information)
- [Tropicals of Palm Beach](https://www.expedia.com/Palm-Beach-Hotels-Tropicals-Of-Palm-Beach.h19496947.Hotel-Information)
- [Tideline Palm Beach Ocean Resort and Spa](https://www.expedia.com/Palm-Beach-Hotels-Tideline-Ocean-Resort-And-Spa.h1985.Hotel-Information)
- [Pga National Resort](https://www.expedia.com/Palm-Beach-Gardens-Hotels-PGA-National-Resort-And-Spa.h10355.Hotel-Information)
- [The Singer Oceanfront Resort, Curio Collection by Hilton](https://www.expedia.com/Singer-Island-Hotels-Hilton-Singer-Island-OceanfrontPalm-Beaches-Resort.h23837.Hotel-Information)
- [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.com/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information)
- [Hilton Sandestin Beach Golf Resort & Spa](https://www.expedia.com/Miramar-Beach-Hotels-Hilton-Sandestin-Beach-Golf-Resort-Spa.h5993.Hotel-Information)
- [Ritz-Carlton Singer Island, Palm Beach-Elegant Private Beachfront](https://www.expedia.com/Singer-Island-Hotels-Ritz-Carlton-Guest-Efficienty-Suite.h70534790.Hotel-Information)
- [International Palms Resort Cocoa Beach](https://www.expedia.com/Cocoa-Beach-Hotels-International-Palms-Oceanfront-Resort-Cocoa-Beach.h2163.Hotel-Information)
- [Fiesta Key RV Resort](https://www.expedia.com/Long-Key-Hotels-Fiesta-Key-RV-Resort.h4578886.Hotel-Information)
- [Hyatt Regency Coconut Point Resort & Spa](https://www.expedia.com/Naples-Hotels-Hyatt-Regency-Coconut-Point-Resort-Spa.h792025.Hotel-Information)
- [Holiday Inn Resort Panama City Beach by IHG](https://www.expedia.com/Panama-City-Hotels-Holiday-Inn-Resort-Panama-City-Beach.h18867.Hotel-Information)
- [South Seas Resort](https://www.expedia.com/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information)
- [Isla Bella Beach Resort & Spa](https://www.expedia.com/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information)
- [Hilton Pensacola Beach](https://www.expedia.com/Pensacola-Hotels-Hilton-Pensacola-Beach.h907688.Hotel-Information)
- [Hampton Inn Key West FL](https://www.expedia.com/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information)
- [Hammock Beach Golf Resort & Spa](https://www.expedia.com/Daytona-Beach-Hotels-Hammock-Beach-Golf-Resort-Spa.h994170.Hotel-Information)
- [Sandestin Golf and Beach Resort](https://www.expedia.com/Miramar-Beach-Hotels-Sandestin-Golf-And-Beach-Resort.h67449.Hotel-Information)
- [Sanibel Island Beach Resort](https://www.expedia.com/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information)
- [Palm Beach Marriott Singer Island Beach Resort & Spa](https://www.expedia.com/Singer-Island-Hotels-Palm-Beach-Marriott-Singer-Island-Beach-Resort-Spa.h449170.Hotel-Information)
- [Zota Beach Resort](https://www.expedia.com/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information)
- [Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)
- [Opal Grand Oceanfront Resort & Spa](https://www.expedia.com/Palm-Beach-West-Palm-Beach-Hotels-Opal-Grand-Oceanfront-Resort-Spa.h44943466.Hotel-Information)