Title: The Best Hotels with a Pool in Dredgers Key from $336 in 2026 | Expedia.com

[Dredgers Key Travel Guide](https://expedia.com/Dredgers-Key.dx180165)[Hotels in Dredgers Key](https://expedia.com/Dredgers-Key-Hotels.d180165.Travel-Guide-Hotels)[Vacation Rentals in Dredgers Key](https://expedia.com/Dredgers-Key-Vacation-Rentals.d180165.Travel-Guide-VacationRentals)[Flights to Dredgers Key](https://expedia.com/Cheap-Flights-To-Dredgers-Key.d180165.Travel-Guide-Flights)[Car Rentals in Dredgers Key](https://expedia.com/Car-Rentals-In-Dredgers-Key.d180165.Car-Rental-Guide)[Dredgers Key Vacation Packages](https://expedia.com/Dredgers-Key.d180165.Destination-Travel-Guides)

![Sailboat Anchored off coast of Dredger Key Sigsbee - Key West Florida](https://images.trvl-media.com/place/180165/e5da9c05-163f-4610-8c3c-2e059edcacec.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/180165/e5da9c05-163f-4610-8c3c-2e059edcacec.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Dredgers Key Hotels with a Pool

Tonight

[Feb 20 - Feb 21](https://www.expedia.com/Hotel-Search?regionId=180165&startDate=2026-02-20&endDate=2026-02-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 21 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=180165&startDate=2026-02-21&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=180165&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=180165&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Dredgers Key hotels with a pool

![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/12041d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/8ae32688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sugar Loaf Lodge

[](https://www.expedia.com/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)

Summerland Key

8.2/10

Very Good

(1,011 reviews)

"Clean, convenient location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

$299 nightly

$336 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/925121e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/ce4bddc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/8649ed7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/4d3ccae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

[](https://www.expedia.com/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information)

Cudjoe Key

9.0/10

Wonderful

(56 reviews)

"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raj

$410 nightly

$455 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information)

![Food and drink](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/01280e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/2ac07b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/62b1909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Beach House Key West

[](https://www.expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

Key West

8.8/10

Excellent

(1,796 reviews)

"Clean room, amazing food at the resort, and a courteous staff. Thank you for a great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael

$568 nightly

$639 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean View 3BR Condo with Rooftop Balcony | Balcony](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Top Floor 1BR Ocean View Condo with Rooftop Balcony | Living area | 50-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/45254304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/e5a3b3c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Resort & Residences

[](https://www.expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

Key West

8.6/10

Excellent

(2,002 reviews)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Timothy

$387 nightly

$435 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/133c6194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/41c85b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/515ffa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/61e6cf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming cottages, dockage, pool, just minutes to Key West

[](https://www.expedia.com/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(122 reviews)

"host answered our question. Did not know w& d was coin washer and dryer"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robin D.

$372 nightly

$413 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | 4 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

[](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

Summerland Key

10/10

Exceptional

(1 review)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Preetam

$975 nightly

$1,097 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/5714c59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceans Edge Key West Resort, Hotel & Marina

[](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

Stock Island

9.0/10

Wonderful

(1,809 reviews)

"Good location and service"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Weiling

$405 nightly

$456 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/53a8339f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; seafood, pool views ](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/e7e2b650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/d05e8fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ibis Bay Beach Resort

[](https://www.expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

Northside Resort

8.0/10

Very Good

(2,098 reviews)

"Great ppl that work there! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evan

$382 nightly

$429 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/30086228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/dc4f2745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/6fdc38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/b6f371a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cudjoe Cottages, swimming pool, just 20 miles from Key West

[](https://www.expedia.com/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information)

Cudjoe Key

8.8/10

Excellent

(151 reviews)

"Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

bryan c.

$657 nightly

$729 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/314846dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free beach shuttle, kayaking](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b549f4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/99dc8f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parrot Key Hotel & Villas

[](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

Northside Resort

9.0/10

Wonderful

(1,306 reviews)

"Staff was amazing and very clean rooms and amenities "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

giovanni

$356 nightly

$401 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&regionId=180165&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Choose what matters most at hotels with a pool in Dredgers Key

Breakfast included

4 stars

Ocean view

5 stars

Hot tub

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_180165)

## Top Dredgers Key Hotel Reviews

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg)

### The Perry Hotel & Marina Key West

10/10 Excellent

"The staff were friendly and knowledgeable. The shuttle to Key West was very convenient and way easier than driving. We had a marina view which was beautiful and had a large balcony to two lounge chairs and a table with 2 chairs; great place to hang out, enjoy the weather, and have a cup of coffee. The food and drinks were well prepared and served in a timely manner. We would certainly return should our travels take us back to Key West. "

[](https://expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Great room and very nice staff! "

[](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"We had a splendid stay at the Ibis Resort. The staff were helpful, and knowledgeable. The entertainment of the birds was great. Temp of room was easy to maintain. The breakfast was the best in the Keys where we stayed. I rented a scooter which was both fun and easy to kick around town on. everything was convenient to find, and the small private beach area was quiet in the mornings."

[](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg)

### Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Staff"

[](https://expedia.com/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"I felt like I was in heaven thanks to the wonderful pool staff and the lovely ladies who checked us in. The incredible drivers took us smoothly around town. I can't wait to return next year. The young lady at the restaurant was fantastic, and Bobby, who served us drinks by the pool, was great fun. And Billy the goat at the bar? Absolute legend! "

[](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Amazing"

[](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"Beautiful resort with amazing staff!! Great bars and we absolutely loved the outdoor games! We played bean bag toss, volleyball, and mini putt every night. Highly recommend for families. "

[](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg)

### Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Loved the quiet relaxed atmosphere and the ability to cook or grill. Plenty of room to relax by the pool and loved the tiki bar situated nearby. Didn’t need the staff v often, but they were friendly and helpful when we did. "

[](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"Oceans Edge was amazing! Super friendly staff, impeccably clean property, rooms, on site restaurant with delicious food and drinks, etc.. I would book again the next time we come back to Key West! Thanks for the hospitality and great time! "

[](https://expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)