A wooden bridge over water, surrounded by palm trees and outdoor seating areas.

Plantation Key Hotels with Swimming Pool

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Check availability on Plantation Key Hotels with Swimming Pools

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Plantation Key hotels with a pool

A pool area with a white fence, a lifebuoy, and palm trees in the background.
A row of floating cottages with balconies and outdoor seating, docked along a waterway.
A boat with a covered deck, metal railings, and a table with chairs.
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

1. Treasure Harbor

Treasure Harbor
Islamorada
RM436
RM1,064 total
includes taxes & fees
28 Sept - 29 Sept
Treasure Harbor
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
Three Adirondack chairs facing a sunset over a body of water.
A wooden deck with a thatched roof, wooden railings, and yellow chairs.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.

2. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Dive into poolside paradise with comfy loungers at Ragged Edge Resort, a cyclist-friendly escape.
RM516
RM581 total
includes taxes & fees
27 Sept - 28 Sept
Ragged Edge Resort & Marina
A swimming pool with a rock waterfall feature and a 3 ft depth marker.
A balcony with a view of a canal, a boat docked on the water, and a building with a door and window.
A balcony with a view of a river, a wooden cabinet, and a door leading to a shower.
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

3. Creekside Inn

Creekside Inn
Tavernier
  • Soak in serene pool bliss by the marina, where ocean adventures begin at this freshly updated coastal escape.
RM583
RM656 total
includes taxes & fees
1 Oct - 2 Oct
Creekside Inn
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
A deck with two blue chairs and a white table, overlooking a body of water and palm trees.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
A modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.

4. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
  • Soak up scenic poolside serenity at this beachfront oasis with complimentary water sports and dreamy sunset views.
RM517
RM715 total
includes taxes & fees
28 Sept - 29 Sept
Fisher Inn Resort & Marina
A pool area with lounge chairs and a sign indicating a drop-off zone.
A view from a window overlooking a beach with palm trees, a wooden deck, and lounge chairs.
A beach with palm trees, a thatched umbrella, and lounge chairs.
A balcony with a view of the beach, palm trees, and a thatched-roof structure.

5. Drop Anchor

Drop Anchor
Islamorada
  • Sun-drenched serenity awaits at this Art Deco hotel's outdoor pool with loungers.
RM534
RM744 total
includes taxes & fees
27 Sept - 28 Sept
Drop Anchor
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.
A beach with palm trees and lounge chairs.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

6. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
RM616
RM922 total
includes taxes & fees
1 Oct - 2 Oct
Chesapeake Beach Resort
A poolside area with a water feature, a palm tree, and lounge chairs.
A marina with boats docked, a building with a blue roof, and a clear view of the water.
A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.
A wooden pier leading to a thatched-roof structure with chairs and a table, overlooking the sea.

7. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
  • Tranquil poolside paradise in Key Largo where warm waters meet a private beachfront setting and stunning ocean vistas await.
RM512
RM666 total
includes taxes & fees
6 Oct - 7 Oct
Ocean Pointe Suites at Key Largo
A resort with a pool, cabanas, and a waterway.
A resort with a pool, multiple buildings, and a waterfront view.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.
A wooden dock extending into calm water, with tables and chairs under umbrellas, and a thatched-roof building in the background.

8. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
  • Dive into blissful poolside relaxation at this marina-side retreat with a heated outdoor pool and hot tub.
RM400
RM579 total
includes taxes & fees
4 Oct - 5 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A tropical resort with a swimming pool, palm trees, and a waterfall.
A balcony with a view of palm trees and the sea, a white railing, and a table with chairs.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

9. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Tropical paradise swim experience awaits with three refreshing pools and poolside service.
RM607
RM981 total
includes taxes & fees
25 Sept - 26 Sept
Cheeca Lodge & Spa
A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

10. La Jolla Resort

La Jolla Resort
Matecumbe
  • Splash into Florida Keys bliss with a private beach and poolside paradise perfect for sun seekers.
RM395
RM559 total
includes taxes & fees
28 Sept - 29 Sept
La Jolla Resort
View all properties

Choose what matters most at hotels with a pool in Plantation Key

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Plantation Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Very nice property even though they have some remodeling going on, the place is agreeable. The staff in general was amazing, at least my experience was great. I visited the place few days after an accident with some limitations and my mother, an elderly person, they went an extra step to assist us and make our stay memorable at all times. My villa was spacious, clean and well located."
Mariateresa 7-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great location !!"
Jenny 2-night trip
Posted 4 hours ago
Bayside Inn Key Largo
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

8/10 Good
"Room was OK with killer water view!"
Rick 3-night trip
Posted 16 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"."
OLGA 1-night trip
Posted 17 hours ago
Amara Cay Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

10/10 Excellent
"Nice hotel, continuing to update. Enjoyed the outdoor bar and sunset view. Beautiful location for sunset"
ANNA 1-night trip
Posted 2 days ago
Hampton Inn Key Largo Manatee Bay
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Todo perfecto solo q en los Restaurantes no hay desayuno incluido, y los Plato’s están por en ima de la media de sus precios y en realidad no vale la pens pagarlos en ima de eso se demoran mucho"
Raul 2-night trip
Posted 2 days ago
Playa Largo Resort & Spa, Autograph Collection
Reefhouse Resort & Marina

Reefhouse Resort & Marina

10/10 Excellent
"Opal takes pride ownership in running a customer service excellence resort The champagne touch is nice Thank you Dr Fajardo Garcia"
Onelia 1-night trip
Posted 3 days ago
Reefhouse Resort & Marina

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