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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Windley Key holiday homes

2 bedrooms, iron/ironing board, WiFi, bed sheets

Little Peace of Haven

Little Peace of Haven
Key Largo
10.0 out of 10, Exceptional, (1 review)
"Great place to stay."
United States
Jacob S.
The price is HK$1,200
HK$3,274 total
includes taxes & fees
30 Jul - 31 Jul
Little Peace of Haven
Outdoor dining

Oceanside Kawama Villa R5

Oceanside Kawama Villa R5
Key Largo
9.2 out of 10, Wonderful, (184 reviews)
"Great place in Key Largo. Cool bonus a saltwater lagoon with fish to swim and snorkwl with. "
United States
Kenny C.
The price is HK$2,889
HK$5,581 total
includes taxes & fees
9 Aug - 10 Aug
Oceanside Kawama Villa R5
Smart TV

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (38 reviews)
"Very clean and nice location."
United States
Melinda V.
The price is HK$1,129
HK$3,226 total
includes taxes & fees
25 Jul - 26 Jul
Charming Home in Key Largo
Beach nearby, sun-loungers, beach towels

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
9.4 out of 10, Exceptional, (67 reviews)
"The pool was clean and enjoying "
United States
Aaron G.
The price is HK$2,793
HK$5,967 total
includes taxes & fees
21 Jul - 22 Jul
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Beach

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (138 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is HK$2,840
HK$5,469 total
includes taxes & fees
21 Jul - 22 Jul
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Beach nearby

Key Largo Villa, Kawama P6, 3/3

Key Largo Villa, Kawama P6, 3/3
Key Largo
9.8 out of 10, Exceptional, (148 reviews)
"We enjoyed our stay! House was spotless. Easy and quick communication. We enjoyed the resort amenities."
United States
Elizabeth M.
The price is HK$2,525
HK$5,176 total
includes taxes & fees
23 Jul - 24 Jul
Key Largo Villa, Kawama P6, 3/3
Property grounds

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Key Largo
10.0 out of 10, Exceptional, (61 reviews)
"Great amenities. Immaculate apartment. Kids loved the lagoon. Super responsive host. Note - beds are memory foam. "
United States
Joshua K.
The price is HK$2,258
HK$4,853 total
includes taxes & fees
20 Jul - 21 Jul
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Beach nearby

Key Largo Villa, Kawama K5, 3/3

Key Largo Villa, Kawama K5, 3/3
Key Largo
10.0 out of 10, Exceptional, (66 reviews)
"Lovely location and nice kitchen."
United States
Susan S.
Key Largo Villa, Kawama K5, 3/3
Coffee/tea maker, fridge, microwave, oven

New Oceanside Paradise with Pool and Waterfront Views!

New Oceanside Paradise with Pool and Waterfront Views!
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great "
United States
Ravone L.
The price is HK$3,045
HK$6,656 total
includes taxes & fees
21 Jul - 22 Jul
New Oceanside Paradise with Pool and Waterfront Views!
Dining

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (71 reviews)
"Host was very responsive, location safe and wuiet."
United States
Tracey C.
The price is HK$1,916
HK$5,838 total
includes taxes & fees
17 Aug - 18 Aug
Sunrise Escape - Ocean Front Villa - Sleeps 10
Microwave, oven, stovetop, dishwasher

Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is HK$4,234
HK$8,029 total
includes taxes & fees
18 Aug - 19 Aug
Oceanside Retreat w/Rooftop, Pool & Kayaks
Outdoor pool, a heated pool

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
Rock Harbor
9.8 out of 10, Exceptional, (115 reviews)
"Nicely decorated and nice location. "
United States
Rob L.
The price is HK$6,844
HK$12,348 total
includes taxes & fees
1 Aug - 2 Aug
NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
A heated pool

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Rock Harbor
10.0 out of 10, Exceptional, (15 reviews)
"Place was perfect in many ways!!!!"
United States
Brandon M.
The price is HK$2,736
HK$7,307 total
includes taxes & fees
18 Aug - 19 Aug
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Terrace/patio

The Coral House - Bayside Retreat for 6-8 guests

The Coral House - Bayside Retreat for 6-8 guests
Key Largo
7.0 out of 10, Good, (9 reviews)
"Great location with private beach loved it "
United States
Bobby A.
The price is HK$7,840
HK$8,953 total
includes taxes & fees
20 Jul - 21 Jul
The Coral House - Bayside Retreat for 6-8 guests
Interior

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo
9.0 out of 10, Wonderful, (22 reviews)
"The lagoon was beautiful and fun."
United States
Teresa H.
The price is HK$2,226
HK$4,217 total
includes taxes & fees
20 Jul - 21 Jul
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Coffee/tea maker, fridge, microwave, stovetop

Beautiful bungalow with AC and Hot tub in Tavernier

Beautiful bungalow with AC and Hot tub in Tavernier
florida
The price is HK$1,517
HK$2,739 total
includes taxes & fees
27 Jul - 28 Jul
Beautiful bungalow with AC and Hot tub in Tavernier
Smart TV, stereo

Waterfront Tiny Home Pool Dock Kayaks Paddleboards

Waterfront Tiny Home Pool Dock Kayaks Paddleboards
Key Largo
9.6 out of 10, Exceptional, (129 reviews)
"I cannot say enough about our stay at the Key Largo Campground. The amenities, and atmosphere exceeded our expectations. Our stay was hands down, the perfect place to spend our very first Valentine's Day together.The unit was super cozy and private. My wife and I will certainly be back!!!"
United States
Jason C.
The price is HK$1,497
HK$3,572 total
includes taxes & fees
16 Aug - 17 Aug
Waterfront Tiny Home Pool Dock Kayaks Paddleboards
Outdoor pool, a heated pool

FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Rock Harbor
9.4 out of 10, Exceptional, (40 reviews)
"Great location, lots to do in the resort. "
United States
Erica H.
The price is HK$4,283
HK$8,728 total
includes taxes & fees
27 Jul - 28 Jul
FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Outdoor dining

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi
Key Largo
10.0 out of 10, Exceptional, (86 reviews)
"Great place to stay in a great location "
United States
Will H.
The price is HK$7,016
HK$12,368 total
includes taxes & fees
26 Jul - 27 Jul
Bay Sunsets Free Kayaks/Paddleboard Jacuzzi
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.
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Top Windley Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We had a wonderful stay! Although our room wasn’t ready at the scheduled check-in time, the staff handled the situation exceptionally well by upgrading us to a beautiful suite. Every member of the team was friendly, welcoming, and genuinely helpful throughout our stay. The excellent service more than made up for the delay, and we truly appreciated how well we were taken care of. We would happily stay here again."
Jessica 1-night trip
Posted less than an hour ago
Cheeca Lodge & Spa

Find out more about Windley Key

Windley Key Vacation Homes information

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