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Featured Villas in Big Pine Key

Our top choices for Big Pine Key villas

KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

8.8 out of 10, Excellent, (36)
"This was the perfect place to stay!Right on a private beach, the grounds were well maintained and beautiful.It was great to have the whole villa to ourselves rather than being in one of those skyrise condos.I would recommend this to anyone looking to stay at in Marathon!"
KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

10.0 out of 10, Exceptional, (144)
"The place was as advertised and made for a great place to unwind and enjoy the beautiful Keys! The elevator was an awesome bonus that made moving our heavy luggage a breeze!"
iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

9.2 out of 10, Wonderful, (84)
"Had a great time "
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

10.0 out of 10, Exceptional, (213)
"Very nice place in a great location."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip

10.0 out of 10, Exceptional, (9)
"The house was beautiful and the area was quite. Our stay was so relaxing. The boat slip on the property was so convenient. We will definitely be back. "
Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Atlantic View Luxury Villa with Pool

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (128)
"We loved our stay here. We stayed with our adult children and our 1 1/2 year old grandson and it was a great. We would stay here again. "
Sombrero Beach Villa with Private Pool and Dock

5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!

10.0 out of 10, Exceptional, (94)
"We had a great two week stay. We especially enjoyed the private pool area encircled by Palm trees and foliage. "
5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!

Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool

10.0 out of 10, Exceptional, (52)
"Our family really enjoyed our stay at this property. It has amazing water views and the villa provided everything we needed for a great stay. Highly recommend, we would stay here again."
Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool

Luxurious Waterfront 4BR Getaway in Marathon

Luxurious Waterfront 4BR Getaway in Marathon

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property
Luxury Oceanview Pool Eco-friendly Villa Near Key West

KC arrive any-day, swimming beach, full kitchen, boat dock, BBQ, balcony, tennis

9.0 out of 10, Wonderful, (50)
"We’re a family of 4 with 2 teenagers- the place was clean though dated and had enough room for everyone to spread out. The property is wonderfully maintained, quiet and has amazing views Would recommend!"
KC arrive any-day, swimming beach, full kitchen, boat dock, BBQ, balcony, tennis

203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

8.6 out of 10, Excellent, (105)
"Great place to stay would definitely go again we had such a good time. "
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

Discount Available! Private Pool, Canal Front, Dock, Bikes, Paddleboards & More!

9.8 out of 10, Exceptional, (57)
"Great property and location for our family. We enjoyed our time here."
Discount Available! Private Pool, Canal Front, Dock, Bikes, Paddleboards & More!

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (18)
"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."
Emerald Seas - Florida Keys Ocean Front Paradise!

Waterfront Marathon Keys Escape • Pool, Dock & Comfort for 8 Guests

Waterfront Marathon Keys Escape • Pool, Dock & Comfort for 8 Guests

DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!

9.8 out of 10, Exceptional, (70)
"We loved our stay, the pool felt amazing every day! The home was very clean. "
DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

10.0 out of 10, Exceptional, (45)
"We couldn’t have picked a better vacation house in Marathon. It was super clean, comfortable, well-stocked, and had so many amenities! We loved having use of the pool, tiki hut, hammock, bikes, kayaks, paddle boards, and fishing poles. The canal is beautiful, and it was so nice to just sit out in backyard and relax. There’s plenty of great restaurants and things to do nearby. Key West is just an hour drive. We never got bored or ran out of things to do! The owners are very friendly and helpful....
Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Waterfront Home w/ Private Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

9.8 out of 10, Exceptional, (7)
"Set up with all the basic needs was awesome and very much appreciated. Food, spices, drinks, towels, ect. Thanks so much ! I will recommend this property & manager Ruth."
Waterfront Home w/ Private Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
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 Big Pine Key Hotel Reviews

Find out more about Big Pine Key

Find out more about Big Pine Key

Big Pine Key Villas information

Number of reviews
1,045
Accommodation
49 Villas
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