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Compare 1336 Vacation Homes in Big Pine Key with updated reviews, rates, and availability.

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (146)
"The property was easy to find and staying in a boathouse was a unique experience that we will certainly do again. The boathouse was spacious and comfortable and had everything we needed for our 2 night stay in Marathon."
The price is AED 1,050
AED 1,758 total
includes taxes & fees
9 Mar - 10 Mar
Aqua Lodge Rentals At Coconut Cay

Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

10.0 out of 10, Exceptional, (128)
"Coincidentally a couple of days before we went a friend who is familiar with Coral Lagoon told us about its sinkhole which will need extensive construction to fix. As a result we learned after we booked but before we arrived about the 5’high chain link fence which walls off the canal from the condos on the east side, including #12. The lack of direct access to the water and the impaired view were disappointing since we spent most of our time on the porch. There was no active construction...
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

Keys 3 Bedroom Corner Home near Beach & Key West

9.6 out of 10, Exceptional, (4)
"Great location, right in the middle keys, easy access to everything. "
The price is AED 1,282
AED 2,877 total
includes taxes & fees
9 Mar - 10 Mar
Keys 3 Bedroom Corner Home near Beach & Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8.8 out of 10, Excellent, (133)
"Three employees traveling in the Keys stayed and all reported their complete satisfaction with the accommodations and location. Thank you!"
The price is AED 1,083
AED 2,306 total
includes taxes & fees
13 Mar - 14 Mar
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

10.0 out of 10, Exceptional, (251)
"Highly recommend staying at this condo. "
Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool

10.0 out of 10, Exceptional, (22)
"This property was in a great location. The neighborhood was quiet and convenient to everything. The view was fabulous and we spent many hours on the covered patio. The home & beds were very comfortable and the owner was quick to respond to questions. We'll be back next year."
Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool

Large Full Duplex with Pool / Hot tub Pet Friendly 581- 591 10th Street

10.0 out of 10, Exceptional, (6)
"This place looks recently renovated. Very fresh and clean. It has a hot tub also that I don’t remember seeing in the description (bonus)!! Very short walk to a small beach. Located dead center of the keys which makes it an excellent place for divers. Short drive up or down the keys so all dive locations are easy to drive to in the morning. All in all a perfect location for someone that wants to visit all the keys during their trip. Pricing is very reasonable. Couldn’t be happier with our...
Large Full Duplex with Pool / Hot tub Pet Friendly 581- 591 10th Street

Oceanfront PARADISE w Heated pool, 55’ dock, ocean view & bathroom in every room

10.0 out of 10, Exceptional, (10)
"We came here for a week in February and totally enjoyed it. Loved having our own pool and plenty of space for everyone. "
Oceanfront PARADISE w Heated pool, 55’ dock, ocean view & bathroom in every room

Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14

Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14

Private Secluded Ocean View & Pool Near Key West

8.4 out of 10, Very Good, (85)
"This house is beautiful, it’s an old Keys style home, nautical, clean, beautiful views, we spent most of our time in the pool. Great place to just get away and relax. Love that is was off the beaten path. The palm trees, coconuts and yard is beautiful. The owner answered us almost immediately for any needs or questions we had. Will definitely make this a yearly trip. "
Private Secluded Ocean View & Pool Near Key West

VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

9.6 out of 10, Exceptional, (46)
"Overall it was good. They could use more cooking bowls and sharper knives"
VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

Beautiful Waterfront Home Perfect for Fishing.

9.4 out of 10, Exceptional, (102)
"Six three of my family and three from an friends family, The house was well done on the inside, and very comfortable.. The kitchen and appliances were outstandingthe dock was not a usable 70 feet, resident of other building only allowed forty feet"
Beautiful Waterfront Home Perfect for Fishing.

Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW

8.4 out of 10, Very Good, (11)
"House was great, clean and had everything we needed for our month in Big Pine key, owner was very accommodating and answered all our questions "
Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW

NEW 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!

10.0 out of 10, Exceptional, (54)
"My family and I had a great stay! The property was perfect for the 8 of us. "
NEW 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!

Waterfront Captain House with Boat Basin & Ramp!

9.8 out of 10, Exceptional, (7)
"Beautiful property comfortable beds! We enjoyed fishing in the lagoon. This is a beautiful home!"
Waterfront Captain House with Boat Basin & Ramp!

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very Good, (103)
"Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care of and lots of privacy by the home. Convenient to Key west and lots of good local restaurant choices. Beds were very comfortable. "
The price is AED 1,083
AED 2,306 total
includes taxes & fees
22 Mar - 23 Mar
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Key Colony Beach Paradise

9.0 out of 10, Wonderful, (44)
"Overall we enjoyed our stay. We could tell the owner’s family has enjoyed the property, which provides a certain warmth. Owners must be short of stature. Low toilets and mirrors (at 5’9” I could not see my entire face w/o squatting a bit). No usable closet in MBR. Wild life in the canal-including a manatee! Plenty of towels for bath and beach. Everyone we met was friendly at Key Colony. Very quiet. Owner was quick to respond to inquiries. Hot tub was quite clean. We would return, except maybe...
Key Colony Beach Paradise

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.6 out of 10, Exceptional, (64)
"Property was great for our group. 2 miles to grocery stores. Pool was great! Used the bikes and had a great time here. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Don't Miss This! Deep Water Canal, Swimspa Pool, Kayaks, Walk to Tiki Bars!!

10.0 out of 10, Exceptional, (69)
"First time visiting the Keys and this property was one of the nicest we have stayed in. Very clean with lots of amenities ( kayaks, swim spa, gas grill, etc). Access to the canal and the use of kayaks was a huge plus! Manatees came right up to the dock several times while we were there!! Took the kayaks out to the mangroves and really enjoyed seeing the birds and sea life. The kayaks don't have seat bacs, but we used the lifejackets for that and that worked well.The only "negative" of the trip...
Don't Miss This! Deep Water Canal, Swimspa Pool, Kayaks, Walk to Tiki Bars!!

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

9.8 out of 10, Exceptional, (235)
"Clean, easy access, friendly complex/neighborhood. "
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
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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Other property types in Big Pine Key

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (195)
"Everything about it was great"
The price is AED 657
AED 1,107 total
includes taxes & fees
10 Mar - 11 Mar
Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (144)
"We enjoyed the stay so much. Great pool area and very friendly staff!!"
Sunshine Key RV Resort & Marina

Keys 3 Bedroom Corner Home near Beach & Key West

9.6 out of 10, Exceptional, (4)
"Great location, right in the middle keys, easy access to everything. "
The price is AED 1,282
AED 2,877 total
includes taxes & fees
9 Mar - 10 Mar
Keys 3 Bedroom Corner Home near Beach & Key West
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.