Title: Book the Best Hotels with POOL in Florida Keys in 2025 | Expedia.ca

 

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![Higgs Beach which includes a beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with a Pool in Florida Keys from CA $129

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## Check availability on Florida Keys Hotels with a Pool

Tonight

[Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-28&endDate=2025-11-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 29 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-29&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Florida Keys Hotels with a Pool

![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/12d77a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/43f5c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesapeake Beach Resort

Matecumbe

9.2/10

Wonderful

(1587)

"Great breakfast very well kept grounds"

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

James

CA $195

CA $299 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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)

![Balcony view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/ce510800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean Front 3BR Presidential Suite | Living area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/d01b8b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/c23326fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Resort & Residences

Key West

8.6/10

Excellent

(1724)

"Great location with great bars and restaurants. "

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

Pam

CA $175

CA $268 total

includes taxes & fees

Dec 1 - Dec 2

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

![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/393ff3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room | Private kitchen](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4b49fc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lime Tree Bay Resort

Long Key

9.2/10

Wonderful

(1112)

"Excellent stay! "

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

Joshua

CA $158

CA $241 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information)

![Outdoor pool, a heated pool, open 9 AM to 9 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/b15145a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/38a88171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Studio Suite | Private kitchen](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/af2541bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/e0609cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amoray Dive Resort

Key Largo

9.2/10

Wonderful

(1011)

"Great service, spotless room, and the sunsets!!!"

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

Peter

CA $127

CA $142 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Key-Largo-Hotels-Amoray-Resort.h5311313.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/528adcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1485h1001x15y0-19c35a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Reef Resort

Rock Harbor

9.2/10

Wonderful

(1073)

"Everything was perfect. Very clean great staff beautiful place to relax ."

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

Miguel

CA $114

CA $129 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

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

![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/711bb33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9e08c794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/449b99c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fisher Inn Resort & Marina

Islamorada

8.2/10

Very good

(1016)

"Great experience, highly recommend staying at the Fisher Inn."

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

Eduardo

CA $118

CA $178 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/49f21caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/645dd277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/ed036535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment (Osprey Apartment-Private Balcony) | In-room dining](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/50a2d118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain Pips Marina & Hideaway

Marathon

9.0/10

Wonderful

(1029)

"Staff was great, room was super clean AND location was perfect. "

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

Grace

CA $143

CA $201 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/3839a943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/0e570a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/7a6e61a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, kayaking](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/39f87d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rainbow Bend Resort

Marathon

8.2/10

Very good

(767)

"Loved the beach area and view. Good breakfasts, too."

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

Kelly

CA $127

CA $206 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Marathon-Hotels-Rainbow-Bend-Resort.h3863945.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/13000000/12320000/12317000/12316943/aafdf267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/13000000/12320000/12317000/12316943/1a0333a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/13000000/12320000/12317000/12316943/07a7161c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/13000000/12320000/12317000/12316943/4e8c53d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Conch Key Fishing Lodge and Marina

Marathon

7.8/10

Good

(659)

"Excellent location and very relaxed, old Florida atmosphere. "

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

Chris

CA $127

CA $142 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Marathon-Hotels-Conch-Key-Fishing-Lodge-And-Marina.h12316943.Hotel-Information)

![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parmer's Resort

Summerland Key

9.0/10

Wonderful

(1008)

"Breakfast options, a heated pool"

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

Ricardo

CA $151

CA $216 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.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.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&regionId=6023765&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Limited-time deals: save up to 50% on select hotels

[Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6023765)

## Top Florida Keys Hotel Reviews

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. "

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg)

### Reefhouse Resort & Marina

10/10 Excellent

"Great location and service. "

[](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information)

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg)

### Creekside Inn

10/10 Excellent

"Clean room, lovely location, accessible to nearby restaurants"

[](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

![Courtyard by Marriott Faro Blanco Resort](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/962eab99_y.jpg)

### Courtyard by Marriott Faro Blanco Resort

10/10 Excellent

"Lovely facilities and pool area"

[](https://expedia.ca/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information)

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"Excellent hotel"

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg)

### Waterside Suites & Marina

10/10 Excellent

"Place was great, clean, spacious, friendly staff, beautiful view affordable"

[](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

![Holiday Inn Key Largo by IHG](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg)

### Holiday Inn Key Largo by IHG

10/10 Excellent

"Clean rooms, amenities"

[](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

![Banana Bay Resort & Marina](https://images.trvl-media.com/lodging/1000000/930000/921900/921804/5c7bc79a_y.jpg)

### Banana Bay Resort & Marina

10/10 Excellent

"Excellent property! Room was clean and updated. Bathroom was clean and spacious. The beds were comfortable, the pillows too. The view was very nice, lots of foliage and quiet. We sure enjoyed our stay. "

[](https://expedia.ca/Marathon-Hotels-Banana-Bay-Resort-Marina.h921804.Hotel-Information)

![Fairfield Inn & Suites by Marriott Marathon Florida Keys](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/d21c9344_y.jpg)

### Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent

"Super clean. Great food. Spectacular view from balcony. We towed a boat from Arizona. Hotel advertised a marina and boat ramp. Ramp was closed so that was a big bummer. We would not have chosen this hotel had we known that. "

[](https://expedia.ca/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information)

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