Holiday Homes in Windley Key

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Featured Holiday Homes in Windley Key and around

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

9.6 out of 10, Exceptional, (39)
"Beautiful place. Our stay was quiet and wonderful. Very clean and comfortable. "
The price is €236
includes taxes & fees
7 Oct - 8 Oct
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Charming Home in Key Largo

9.8 out of 10, Exceptional, (25)
"Great location. Very clean very nice, stay there again"
The price is €293
includes taxes & fees
7 Oct - 8 Oct
Charming Home in Key Largo

Family-Friendly 1BR w/ Partial Ocean View & Pool

2.0 star property
The price is €197
includes taxes & fees
7 Oct - 8 Oct
Family-Friendly 1BR w/ Partial Ocean View & Pool

Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

The price is €275
includes taxes & fees
7 Oct - 8 Oct
Charming 2-bedroom RV Hideaway campground in Key Largo; Sun & Fun!

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

9.4 out of 10, Exceptional, (78)
"It was a nice place to stay! The home was super clean and cute!"
The price is €311
includes taxes & fees
28 Oct - 29 Oct
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Sunrise Bungalow w/Plenty of Shade at Largo Resort

2.0 star property
Sunrise Bungalow w/Plenty of Shade at Largo Resort

Beautiful Kawama Townhouse

9.8 out of 10, Exceptional, (137)
"The property is absolutely stunning, not a detail un touched !! The property owner was very kind and accommodating, very knowledgeable and helpful with suggestions. My girls trip turned out perfectly! So thankful… I highly recommend.."
The price is €500
includes taxes & fees
7 Oct - 8 Oct
Beautiful Kawama Townhouse

Waterfront Cottage - Beach and Dockage! Open Water Views!

9.4 out of 10, Exceptional, (46)
"This was the most perfect property! We are not typically beach people but we really enjoyed the private beach access and spent much more time on the beach than planned. The house was clean and the location was perfect. The staff was also wonderful and accommodating. We are already planning a return trip in 2025. HIGHLY RECOMMEND!!"
The price is €348
includes taxes & fees
7 Oct - 8 Oct
Waterfront Cottage - Beach and Dockage! Open Water Views!

Kawama G12 Upscale OceansideVilla with Marina 2/2

10.0 out of 10, Exceptional, (8)
"Good property for family vacations. Clean, open space and nice kitchen. "
The price is €430
includes taxes & fees
7 Oct - 8 Oct
Kawama G12 Upscale OceansideVilla with Marina 2/2

Kawama L4 - Upscale Oceanside Villa with Marina

9.6 out of 10, Exceptional, (141)
"This property was perfect in the heart of key largo with pool and ocean access. Had everything we need and even included two bikes! Great stay overall!"
The price is €498
includes taxes & fees
7 Oct - 8 Oct
Kawama L4 - Upscale Oceanside Villa with Marina

4. Cozy Waterfront Apartment in Key Largo!

9.8 out of 10, Exceptional, (11)
"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "
The price is €258
includes taxes & fees
9 Oct - 10 Oct
4. Cozy Waterfront Apartment in Key Largo!

The Coral House - Bayside Retreat for 6-8 guests

2.0 star property
7.8 out of 10, Good, (7)
"The Coral house was very clean and had everything we needed for our girls’ weekend. It wasn’t fancy, but the water access to the crystal clear beautiful water was worth everything we hoped for and more. We floated and snorkeled and watched amazing sunsets right from the property."
The price is €800
includes taxes & fees
26 Oct - 27 Oct
The Coral House - Bayside Retreat for 6-8 guests

Oceanside Kawama Villa R5

9.2 out of 10, Wonderful, (180)
"Very very nice villa in a superb location… Abcolutely loved the property!"
The price is €531
includes taxes & fees
7 Oct - 8 Oct
Oceanside Kawama Villa R5

New Oceanside Paradise with Pool and Waterfront Views!

10.0 out of 10, Exceptional, (1)
New Oceanside Paradise with Pool and Waterfront Views!

Serene Bungalow in Paradise at Largo Resort

10.0 out of 10, Exceptional, (2)
" We regret that we only booked for one night. We will definitely return for a longer stay. Everything about Key Largo Resort was perfect! The setting, the location, the accommodations, everything! Thank you for an amazing experience! We will be back! "
Serene Bungalow in Paradise at Largo Resort

Ocean View Treehouse Double King Suite 3403

10.0 out of 10, Exceptional, (1)
"Clean, comfortable and cozy! Just what we hoped for!"
The price is €398
includes taxes & fees
12 Oct - 13 Oct
Ocean View Treehouse Double King Suite 3403

Waterfront Tiny House w Pool, Beach, and Boat Dock

9.6 out of 10, Exceptional, (61)
"Excelent place "
The price is €316
includes taxes & fees
28 Oct - 29 Oct
Waterfront Tiny House w Pool, Beach, and Boat Dock

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

9.6 out of 10, Exceptional, (135)
"Very nice villa"
The price is €519
includes taxes & fees
7 Oct - 8 Oct
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Spacious Bungalow w/ Sunset Ocean View at Largo Resort

9.0 out of 10, Wonderful, (2)
"We got everything we need, a relaxing place, great service, easy to find, restaurants all over the place and most important of all very clean and beautiful. We loved."
Spacious Bungalow w/ Sunset Ocean View at Largo Resort

Casa Largo

9.0 out of 10, Wonderful, (128)
"The location is great, close to plenty of restaurants and great hang outs. The townhouse is clean and roomy, although I wish it would have dark shades for the windows and sliding glass doors. The kids room was great size and beds were comfy! I wish I could say the same for the primary kind bed. "
The price is €480
includes taxes & fees
7 Oct - 8 Oct
Casa Largo
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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