Title: Holiday Rentals Windley Key from £132: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Windley Key Travel Guide](https://expedia.co.uk/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.co.uk/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Flights to Windley Key](https://expedia.co.uk/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.co.uk/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Windley Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windley-Key.d553248635976197663.Car-Hire-Guide)[Windley Key Holidays](https://expedia.co.uk/Windley-Key.d553248635976197663.Holidays-City-Breaks)

![Theater of the Sea](https://images.trvl-media.com/place/6069249/5a39f3a2-0de6-49e9-a8f9-b4e8e17b70ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Holiday Rentals in Windley Key

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## Check prices for these dates

In two weeks

[2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976197663&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windley Key holiday rentals

![Property grounds](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/c93f24b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/fa364e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/e7d6d137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/abc1e84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Islamorada

[](https://www.expedia.co.uk/Islamorada-Hotels-Oceanfront.h87373500.Hotel-Information)

9.8/10

Exceptional

(34)

"Beautiful house in a great location. Wonderful attentive hosts. "

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

Elizabeth M.

[](https://www.expedia.co.uk/Islamorada-Hotels-Oceanfront.h87373500.Hotel-Information)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/e70c5d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Islamorada

[](https://www.expedia.co.uk/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

9.0/10

Wonderful

(117)

"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."

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

Mary

£233

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach towels](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/4550dbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Room | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/f0ed1fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area | TV](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/3602f78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.co.uk/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

8.8/10

Excellent

(586)

"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "

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

Terry

£132

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![Private beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Key Largo One-bedroom Cottage | Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/29275608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/54d676e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/f2688857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Tavernier

[](https://www.expedia.co.uk/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information)

10/10

Exceptional

(140)

"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."

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

Jacob

£281

includes taxes & fees

23 Dec - 24 Dec

[](https://www.expedia.co.uk/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information)

![On the beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/dd7d4fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/95dbc957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fcc01350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a064415d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Matecumbe

[](https://www.expedia.co.uk/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information)

9.8/10

Exceptional

(69)

"Great for family vacation with kids. love it"

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

Dixania

£551

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information)

![Private beach, sun-loungers](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/6213e965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/235ba8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Cabin | Private kitchen | Coffee/tea maker](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/2ba1466b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Cabin | Private kitchen | Coffee/tea maker](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/4fafaddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information)

8.8/10

Excellent

(23)

"Kings Kamp was a charming stay. The owners were friendly and made the stay easy"

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

Erica

[](https://www.expedia.co.uk/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information)

![Boating](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/461bf404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/a4a9e792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/6c9e5462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, 2 Bedrooms, Kitchen, Beachside | 1 bedroom, premium bedding, rollaway beds, WiFi](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/0eb82a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Key-Largo-Cottages.h23709068.Hotel-Information)

9.6/10

Exceptional

(27)

"Beautiful and peaceful place "

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

Jacqueline

[](https://www.expedia.co.uk/Key-Largo-Hotels-Key-Largo-Cottages.h23709068.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/103fc9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/f086b42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun-loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/16a93c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/1baa3ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.co.uk/Tavernier-Hotels-Relax-In-Your-One-Bedroom-Oceanfront-Suite-In-Tavernier-FL-Florida-Keys.h102242195.Hotel-Information)

9.6/10

Exceptional

(63)

"Lovely Stay - clean, comfortable, cool AC, just the right amenities I needed."

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

Kathleen P.

[](https://www.expedia.co.uk/Tavernier-Hotels-Relax-In-Your-One-Bedroom-Oceanfront-Suite-In-Tavernier-FL-Florida-Keys.h102242195.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/b543b616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/5f289790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/e2a596e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/47204cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.co.uk/Tavernier-Hotels-Ocean-Front-Private-Beach.h33568760.Hotel-Information)

9.8/10

Exceptional

(191)

"Condo was very clean and tidyHost was quick to respondWe really appreciated the beach chairs"

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

Jennifer O.

[](https://www.expedia.co.uk/Tavernier-Hotels-Ocean-Front-Private-Beach.h33568760.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/076d9453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/587442a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/3616146d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/93009341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Paradise-In-Key-Largo-Florida.h77937661.Hotel-Information)

9.8/10

Exceptional

(41)

"Ramses was great, communicates well and the rental was what we expected. Just booked again."

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

eric k.

£243

includes taxes & fees

19 Dec - 20 Dec

[](https://www.expedia.co.uk/Key-Largo-Hotels-Paradise-In-Key-Largo-Florida.h77937661.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/8b761761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/c67c2f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/7d3c5406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/c885e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information)

9.6/10

Exceptional

(83)

"Very quiet and cozy "

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

Stephanie T.

[](https://www.expedia.co.uk/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information)

![On the beach, beach towels](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/bee402e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/2cbe3220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/18554352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/9c453f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Beachfront-Retreat-W-Pool.h122335752.Hotel-Information)

10/10

Exceptional

(1)

"Lovely, spotless RV. I would definitely recommend. "

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

Apu Wasi Lodge

£260

includes taxes & fees

19 Dec - 20 Dec

[](https://www.expedia.co.uk/Key-Largo-Hotels-Beachfront-Retreat-W-Pool.h122335752.Hotel-Information)

![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/43000000/42380000/42378400/42378310/482f14a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/43000000/42380000/42378400/42378310/5f77219f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42380000/42378400/42378310/w828h1096x0y3-bebd45ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/43000000/42380000/42378400/42378310/fb710498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Welcome-To-Paradise.h42378310.Hotel-Information)

9.6/10

Exceptional

(73)

"The property was clean and well appointed. The outdoor pool was lovely. Next time we will stay there longer... "

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

Melissa S.

[](https://www.expedia.co.uk/Key-Largo-Hotels-Welcome-To-Paradise.h42378310.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/396e03e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/w1078h802x1y198-a3a83b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/ead25afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/3bdab314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Key-Largo.h120624610.Hotel-Information)

10/10

Exceptional

(45)

"Good location. Lagoon and pool right outside door. "

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

Debra C.

£430

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Key-Largo-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Key-Largo.h120624610.Hotel-Information)

![On the beach, sun-loungers](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/52ee15e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/dfad3ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/eebfd124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/66c0b900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.co.uk/Tavernier-Hotels-Two-Panoramic-Ocean-Views-From-The-Living-Room-And-Master-Bedroom-In-This-Condo.h44078971.Hotel-Information)

9.8/10

Exceptional

(228)

"Great place to stay and relax. "

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

Marianne P.

£400

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Tavernier-Hotels-Two-Panoramic-Ocean-Views-From-The-Living-Room-And-Master-Bedroom-In-This-Condo.h44078971.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93460000/93454400/93454317/986de513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/94000000/93460000/93454400/93454317/0f082a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93460000/93454400/93454317/b06f101c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93460000/93454400/93454317/ad13e38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Cozy-Waterfront-Retreat-W-Private-Boat-Dock-Tiki.h93454317.Hotel-Information)

9.0/10

Wonderful

(19)

"Very nice location! Family enjoyed it "

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

Javier P.

£289

includes taxes & fees

22 Dec - 23 Dec

[](https://www.expedia.co.uk/Key-Largo-Hotels-Cozy-Waterfront-Retreat-W-Private-Boat-Dock-Tiki.h93454317.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/0864a30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/898c467c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/93ccee81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/dea19358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Cozy-Place-In-Calusa-Key-Largo.h101232074.Hotel-Information)

9.4/10

Exceptional

(12)

"Perfect weekend getaway location."

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

Tex H.

£252

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Key-Largo-Hotels-Cozy-Place-In-Calusa-Key-Largo.h101232074.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/0d92c0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/57dee95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/ef7ed9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/ec6bb874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Matecumbe

[](https://www.expedia.co.uk/Islamorada-Hotels-Bungalow-4-2-Bed1-Bath-Pool-In-Islamorada.h89661122.Hotel-Information)

9.6/10

Exceptional

(32)

"Nice and convenient location. "

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

Daniel D.

[](https://www.expedia.co.uk/Islamorada-Hotels-Bungalow-4-2-Bed1-Bath-Pool-In-Islamorada.h89661122.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/49000000/48490000/48480100/48480036/fe9ea96c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48490000/48480100/48480036/1f65fa00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/49000000/48490000/48480100/48480036/856c6aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48490000/48480100/48480036/65d47ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.co.uk/Tavernier-Hotels-Keys-The-Day-Florida-Keys-Oceanfront-Newly-Renovated-Huge-Value.h48480036.Hotel-Information)

10/10

Exceptional

(181)

"The condo was beautifully decorated and just perfect for the 2 of us. The view was breathtaking. We’ll be back "

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

Christine P.

[](https://www.expedia.co.uk/Tavernier-Hotels-Keys-The-Day-Florida-Keys-Oceanfront-Newly-Renovated-Huge-Value.h48480036.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/87fe04a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/15cadef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/04bfb26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/70d4104f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Key Largo

[](https://www.expedia.co.uk/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information)

9.6/10

Exceptional

(61)

"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"

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

George D.

£222

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.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.co.uk/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02&regionId=553248635976197663&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VACATION_HOME)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=CONDO)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VILLA)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=COTTAGE)

Houseboats

[](https://www.expedia.co.uk/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=HOUSE_BOAT)

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## Top Windley Key Hotel Reviews

![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

10/10 Excellent

"Friendly staff and beautiful property !"

[](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg)

### Bayside Inn Key Largo

10/10 Excellent

"The room was clean, the location is directly next to Snooks, an amazing restaurant/bar, and TJ, at Bayside, is friendly, knowledgeable, and kind. This was our second stay here and we'll be back!"

[](https://expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information)

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

### Waterside Suites & Marina

10/10 Excellent

"Hidden gem! This condo was so much cuter on the inside than the outside relays."

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

![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg)

### Marina Del Mar Resort and Marina

10/10 Excellent

"Clean room very nice environment.breakfast no good the muffins were very hard like a rock "

[](https://expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

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

### Chesapeake Beach Resort

10/10 Excellent

"Idyllic beautiful beach setting, clean comfortable rooms, lovely setting. "

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

![Playa Largo Resort & Spa, Autograph Collection](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58_y.jpg)

### Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent

"Yes"

[](https://expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"Amazing rooms and amenities, and friendly staff! "

[](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg)

### Lime Tree Bay Resort

10/10 Excellent

"Spotless room , great staff. Anja was the best. She made you feel welcomed, appreciated and filled us in with all the good stuff. "

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

![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg)

### Drift Hotel

10/10 Excellent

"Very nice Hotel/motel reminiscent of what I imagine the old Florida Keys were like. Lovely beach, dock, and environs."

[](https://expedia.co.uk/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

## Find out more about Windley Key

**Everything you need to know about** **Windley Key** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windley Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windley Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Windley Key holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windley Key. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windley Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windley Key holiday rentals we have selected for you start as low as £132 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Windley Key rentals**

At Expedia, we put the best Windley Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windley Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windley Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windley Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

- Trending destinations on Expedia.co.uk
- All accommodation types in Windley Key

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- [Holiday Homes in Windley Key ](https://expedia.co.uk/Windley-Key-Private-Holiday-Homes.d553248635976197663-aaPrivateHolidayHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Windley Key ](https://expedia.co.uk/Windley-Key-Condos.d553248635976197663-aaCondos.Travel-Guide-Accommodation)
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- [Cheap flights from Coventry](https://expedia.co.uk/lp/flights/6704/flights-from-coventry)

Cars

- [Car rental in International Drive District](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-International-Drive-District.d6034244.Car-Hire-Guide)
- [Hertz Car Rentals In International Drive District](https://expedia.co.uk/Hertz-Car-Rentals-In-International-Drive-District.d6034244-c40.Car-Rental-Guide-Suppliers)
- [Budget Car Rentals In International Drive District](https://expedia.co.uk/Budget-Car-Rentals-In-International-Drive-District.d6034244-c39.Car-Rental-Guide-Suppliers)
- [Car rental in Liskeard](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Liskeard.d182573.Car-Hire-Guide)

Activities

- [Things to do in Shell Island](https://expedia.co.uk/Things-To-Do-In-Shell-Island.d6312110.Travel-Guide-Activities)

Packages

- [Trips to International Drive District](https://expedia.co.uk/International-Drive-District.d6034244.Holidays-City-Breaks)
- [ski holidays](https://expedia.co.uk/lp/theme-holidays/ski-holidays)

Holiday Rentals

- [Olhos de Água Short Term Rentals](https://expedia.co.uk/Olhos-De-Agua-Holiday-Rentals.d6057196.Travel-Guide-HolidayRentals)

General

- [Visit International Drive District](https://expedia.co.uk/Orlando-International-Drive-District.dx6034244)
- [Visit Shell Island](https://expedia.co.uk/Shell-Island.dx6312110)

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