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Compare 1331 Vacation Homes in Big Pine Key with updated reviews, rates, and availability.

Aqua Lodge Rentals At Coconut Cay
Exterior

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (126)
"Unique floating accommodations were so nice. Highly recommend this stay."
The price is AED 694
AED 1,318 total
includes taxes & fees
6 Jan - 7 January 2025
Aqua Lodge Rentals At Coconut Cay
"Casa Azul Villa" - Beautiful Spacious Home with Private Pool, Dock, kayaks
Pool

"Casa Azul Villa" - Beautiful Spacious Home with Private Pool, Dock, kayaks

9.2 out of 10, Wonderful, (29)
"The house was very comfortable and well equipped."
"Casa Azul Villa" - Beautiful Spacious Home with Private Pool, Dock, kayaks
Finest location in Coral Lagoon. End unit with bay views and boat slip!
Exterior

Finest location in Coral Lagoon. End unit with bay views and boat slip!

9.6 out of 10, Exceptional, (167)
"Great relaxed location in the Florida Keys. Only short 1 hr. 15 minutes ride to Key West. Beautiful townhouse with "
Finest location in Coral Lagoon. End unit with bay views and boat slip!
NEW Large Full Duplex just updated in Key Colony Beach 581- 591 10th Street
Front of the home

NEW Large Full Duplex just updated in Key Colony Beach 581- 591 10th Street

10.0 out of 10, Exceptional, (4)
"This is an amazing property beautiful location great place to dock your boat and you top it all off with a beautiful pool! Centrally located in the keys, you can’t ask for a better location a better accommodation or better hosts. The upstairs living room is gorgeous and extremely large. downstairs Kitchen is extremely large a great gathering spot for family meals with access to the pool and the boat. Highly recommend this property you will not be disappointed"
NEW Large Full Duplex just updated in Key Colony Beach 581- 591 10th Street
Beachside @ Torchview Waterfront Retreat
Aerial view

Beachside @ Torchview Waterfront Retreat

9.8 out of 10, Exceptional, (37)
"I had a wonderful 3 weeks stay at Beachside@Torchview. I loved the privacy of the house, the gorgeous sunset views, and the peaceful mornings sitting out on the deck while drinking my morning coffee. I would highly recommend this house for anyone looking for a quiet getaway in the busy Florida Keys. It was everything I had hoped for, and I will definitely be staying here again if I decide to return to the Keys next year. The house was very clean and suited my needs perfectly, and the host...
Beachside @ Torchview Waterfront Retreat
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.
Back Exterior and Pool view 1

P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

9.4 out of 10, Exceptional, (16)
"It was a nice place to stay. The best about this house other than the location that it has 3 bedrooms with King/King/Queen which works perfectly for adults. House was clean, check in easy, great location, close to Key Colony Club. Enough parking for 3 cars. Nice pool"
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.
Glistening, waterfront home Private pool, 45” Dock and Cabana Club with beach

Glistening, waterfront home Private pool, 45” Dock and Cabana Club with beach

9.4 out of 10, Exceptional, (42)
"Throughly enjoyed our stay. Property was exactly as listed and our family was very pleased. Would definitely come again. "
Glistening, waterfront home Private pool, 45” Dock and Cabana Club with beach
Old Florida Style, wrap around porch, boat basin for dockage, open water
Beach

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.8 out of 10, Exceptional, (58)
"Our family of five adults and a dog had a fantastic week at this beautiful house! We had plenty of space, it was super clean and well kept. The countertop ice maker was definitely appreciated! We didn’t cook but all the tools you could need are there. We did place an Instacart order from Publix for a few things and delivery was no problem. Lots of restaurants are within a short drive and Kiki’s right down the road was a plus and had great food. We spent most mornings and evenings hanging out on...
Old Florida Style, wrap around porch, boat basin for dockage, open water
WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656
You can watch the boats go by while you sip your coffee.

WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656

10.0 out of 10, Exceptional, (147)
"This was our 2nd time staying here. Great location and great host!"
WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656
Coral Lagoon Villa 5 With Pool and Wet Slip Rental Option
Outdoor dining

Coral Lagoon Villa 5 With Pool and Wet Slip Rental Option

10.0 out of 10, Exceptional, (5)
"Stayed 2 nights,cooked in- well appointed kitchen. Saved money using nearby Publix. Also did try a local fish restaurant with sunset tarpan nurse shark feeding - great upstairs bar with happy hour live music. After- relaxed on our beautiful patio overlooking canal- peaceful. Used pool had it all to ourselves.!! Host immediately responded each time i texted. Lovely with plenty of room for us all. "
Coral Lagoon Villa 5 With Pool and Wet Slip Rental Option
FL Keys Waterfront Heated Pool Home w/ 60 Feet of Dockage & Tiki Hut
Pool

FL Keys Waterfront Heated Pool Home w/ 60 Feet of Dockage & Tiki Hut

10.0 out of 10, Exceptional, (80)
"We were very happy with the place. Right on the water. Probably great fishing except we didn't!You will love it!"
FL Keys Waterfront Heated Pool Home w/ 60 Feet of Dockage & Tiki Hut
Tropical: 4BR Luxury Home Gulf Views Pool and Dock
Open Gulf Views with Private Pool and Dock

Tropical: 4BR Luxury Home Gulf Views Pool and Dock

9.4 out of 10, Exceptional, (29)
"Our family of 6 came down for a week’s stay. We had such an amazing time! Property was immaculate and beds were comfortable. Could’ve stayed all week without leaving. Hot tub and pool were just the perfect mix. We had a blast fishing and snorkeling from the dock. Mary and Claire were awesome hosts! Will be back!"
Tropical: 4BR Luxury Home Gulf Views Pool and Dock
Yellowtail For Dinner 3bed 3bath updated single family home with private pool &
Marina

Yellowtail For Dinner 3bed 3bath updated single family home with private pool &

10.0 out of 10, Exceptional, (12)
"The home is very clean, modern, and well stocked. The dock is large and modern as well. There is immediate access to the gulf for easy sunset cruises and access to the ocean side is a short trip through Vaca cut. The single level and no stairs to climb was also wonderful! We loved this home! "
Yellowtail For Dinner 3bed 3bath updated single family home with private pool &
Sip Slidin' Hideaway: Key Colony 3BR/2BA pool with slide and boat dockage
Waterfall Pool Grotto w/ slide

Sip Slidin' Hideaway: Key Colony 3BR/2BA pool with slide and boat dockage

Sip Slidin' Hideaway: Key Colony 3BR/2BA pool with slide and boat dockage
New Listing 2/2 with Private Pool & Tiki. Fully Renovated! By Sunset Park!
Pool

New Listing 2/2 with Private Pool & Tiki. Fully Renovated! By Sunset Park!

New Listing 2/2 with Private Pool & Tiki. Fully Renovated! By Sunset Park!
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Relax on the little sandy beach.

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (219)
"Perfect location with sunset views and kayaking "
The price is AED 1,102
AED 2,732 total
includes taxes & fees
8 Jan - 9 January 2025
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
3 night minimum! Spectacular Ocean Views!
Exterior

3 night minimum! Spectacular Ocean Views!

8.4 out of 10, Very Good, (18)
"Venture out is a great location for being on the water. This rental was reasonable, spacious and clean! We had an amazing stay with no issues!"
3 night minimum! Spectacular Ocean Views!
Waterfront home perfect for fishing, water sport, fam fun in Marathon FL keys
Pool

Waterfront home perfect for fishing, water sport, fam fun in Marathon FL keys

10.0 out of 10, Exceptional, (57)
"⭐️⭐️⭐️⭐️⭐️ Our stay at this property in Marathon Key, Florida was absolutely fantastic! From the moment we arrived, the check-in process was the easiest we've ever experienced. The instructions were clear, and we were able to settle in quickly and start enjoying our vacation right away. The cleanliness of the property was impeccable, and we were very impressed with how well-maintained everything was. It was clear that the owners take great pride in providing a comfortable and welcoming...
Waterfront home perfect for fishing, water sport, fam fun in Marathon FL keys
Winter is Full Except The Last Week in Jan. Special Pricing!!!
Beautiful~ Deep~ Lively Canals in Key Colony Beach

Winter is Full Except The Last Week in Jan. Special Pricing!!!

10.0 out of 10, Exceptional, (32)
"This place was awesome! We had an amazing time! Sherry was great! She was so helpful even before we got there with weather concerns. We would definitely stay here again. Plenty of room for everyone. My son enjoyed fishing everyday. She was even so helpful with things to do in the area. Wonderful experience! We felt right at home. Beautiful place so relaxing! Even had all the seasonings for our fish fry. Missing it now that we are home. Thank you Sherry! for everyone"
Winter is Full Except The Last Week in Jan. Special Pricing!!!
Blue Marlin 2/2 Pool home with 35` Dock Easy Access to Atlantic
Pool

Blue Marlin 2/2 Pool home with 35` Dock Easy Access to Atlantic

9.6 out of 10, Exceptional, (9)
"Great trip. Property was all that we needed. The place was very clean and comfortable. The ladder on the pool could be beefed up. But the pool was very nice to have. The beds were great!"
Blue Marlin 2/2 Pool home with 35` Dock Easy Access to Atlantic
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
Exterior

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (171)
"Loved everything, will return"
The price is AED 474
AED 900 total
includes taxes & fees
5 Jan - 6 January 2025
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Aerial view

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (142)
"This property was all around Excellent!"
Sunshine Key RV Resort & Marina
Tropical Caribbean Wonderland
Electric awning

Tropical Caribbean Wonderland

9.2 out of 10, Wonderful, (77)
"The camper was clean and easy to find. There’s a bath/shower house 2campsites away. We enjoyed our stay."
Tropical Caribbean Wonderland
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.