Big Pine Key Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Big Pine Key Vacation Homes

Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"highly recommended, very clean ,pace full and nice place "
The price is CA $219
CA $442 total
includes taxes & fees
May 20 - May 21
Aqua Lodge Rentals At Coconut Cay
Outdoor pool, a heated pool
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
10.0 out of 10, Exceptional, (199)
"This was our 3rd stay at this perfect home. The location is ideal.The property has the most beautiful landscaping that gives it a very secluded feel. We enjoyed the pool everyday and the screened porch at night. We kayaked, took bike rides and just appreciated our surroundings. Phil and Linda are wonderful and caring hosts. They are always available if needed. Thank you for sharing your piece of paradise. We look forward to returning next year!"
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
"Great location, 23 miles to Key West. View from deck is breathtaking."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very good, (89)
"Good place. 3 bed rooms all with Queen size beds. It was perfect for us. We sat on the porch mostly when we were there and played games. Not a long ride to Key West. Overall- we were happy and would stay there again."
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (183)
"Very nice"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
"We had a awesome family time there, everything is pretty and cute. We fishing behind the house, funny time. Everything was perfect to me and my family. Thank you!"
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Beach nearby, beach towels
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
10.0 out of 10, Exceptional, (6)
"My family had a wonderful time!"
Sombrero Beach 4bed 2 bath Pool Tiki Bar & 50 ft for Docking & Steps to Beach
Exterior
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (217)
"My daughter and I stayed in Cudjoe Key to be close to Key West. The location was good. The unit had everything we needed both inside and out. We grilled and cooked which was great. The beds were comfortable. Unfortunately, the weather did not cooperate and excursions were cancelled so we spent more time in Key West than we had planned. But the unit had lots of games and the TV had the tennis channel which was very nice. All in all, it was a good time."
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Property grounds
Amazing 2 beds 2 baths With Private Pool. Lush backyard. Tiki & Outdoor Bar.
10.0 out of 10, Exceptional, (81)
"Very clean, great location, will stay here again"
Amazing 2 beds 2 baths With Private Pool. Lush backyard. Tiki & Outdoor Bar.
Property grounds
welcome to Luna Island in the Florida Keys
10.0 out of 10, Exceptional, (21)
"Very pleased with the location and the accommodations. Our host was quick to respond any time we reached out to her. Loved the pool, great kitchen for cooking and family time. Best of all was just a short walk to the beach."
welcome to Luna Island in the Florida Keys
A heated pool
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
9.6 out of 10, Exceptional, (45)
"We loved having our own pool but also being able to go to cabana club too. The kitchen was on the small side but the outdoor area made up for that."
Keys Elegant House Single Family. Private Pool, Hot Tub, Dock. Summer Specials
Exterior
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
10.0 out of 10, Exceptional, (1)
"We had an amazing time. I have been renting vacation homes for 30 years and this home is one of our favorites. Jerry does a great job communicating with you from the very first message and throughout your stay. He handles any issues immediately. The layout of the home gives everyone privacy and space. The view is fabulous. The pool is incredible. The pool house is fun to hang out in and has a beauful view. The kitchen is well stocked and the ice maker was a fabulous bonus! Fishing poles were fun...
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (202)
"Fantastic property and location, our 2nd time there. Melanie, the host, is super responsive. I would highly recommend."
The price is CA $476
CA $601 total
includes taxes & fees
Jun 16 - Jun 17
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Pool
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Fridge, microwave, oven, stovetop
Keys 3 Bedroom Corner Home near Beach & Key West
9.4 out of 10, Exceptional, (3)
"Absolutely lovely property. The only thing we regretted was not having more time to spend there. We loved the nearby restaurant called “The Boardwalk Pub & Grill. They have a very friendly staff and they’re very accommodating in the changes they make to their menu."
The price is CA $407
CA $978 total
includes taxes & fees
May 28 - May 29
Keys 3 Bedroom Corner Home near Beach & Key West
Outdoor pool, a heated pool
Direct Oceanfront, ground-level home with a pool. Fish right off the dock!
9.8 out of 10, Exceptional, (36)
"Great spot for mini season. Convenient location to the Atlantic and Gulf. House is set up nicely. Hosts are very attentive and responsive. Highly recommend."
Direct Oceanfront, ground-level home with a pool. Fish right off the dock!
Outdoor pool
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
10.0 out of 10, Exceptional, (43)
"We had a wonderful stay at this home. There were 13 of us who stayed here. The house worked perfect for us. Our favorite room was the screened in porch in the evenings. The kitchen has a lot of counter space for all our daily cooking Plenty of bathrooms to accommodate us all. Location was great for grocery store, things to do and taking the pontoon boat out. Already booked for next year!"
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
Property grounds
Oceanfront home with private pool, boat dock, kayaks, and private beach
9.4 out of 10, Exceptional, (72)
"My husband and I enjoyed the view this home has. They had everything we needed...access to the water, kayaks, grill, pleanty of towels, coconuts (fall from the tree make for an extra treat our son had so much fun with). It was a nice retreat close enough to Key West. This place had great outdoor space, very relaxing and a fun place to be."
Oceanfront home with private pool, boat dock, kayaks, and private beach
Property grounds
VR13 Salt-Water-Revival -North | 3 Bed, 2 Bath
9.8 out of 10, Exceptional, (17)
"Fun trip"
VR13 Salt-Water-Revival -North | 3 Bed, 2 Bath
Property grounds
Resort-style house on the ocean with Cabana Club membership, dock, & kayaks
10.0 out of 10, Exceptional, (2)
"Walking in, everything was staged perfectly and exactly what we were hoping"
Resort-style house on the ocean with Cabana Club membership, dock, & kayaks
Don't see what you're looking for?
See all available properties in Big Pine Key
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.

Other property types in Big Pine Key

2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (121)
"Amazing stay in a boat!"
The price is CA $189
CA $349 total
includes taxes & fees
May 19 - May 20
Old Wooden Bridge Resort and Marina
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (129)
"Nice place, very clean and quiet. The chair and sofa bed was peeling and the kitchen ledge is uneven so we almost fell."
Sunshine Key RV Resort & Marina
Fridge, microwave, oven, stovetop
Keys 3 Bedroom Corner Home near Beach & Key West
9.4 out of 10, Exceptional, (3)
"Absolutely lovely property. The only thing we regretted was not having more time to spend there. We loved the nearby restaurant called “The Boardwalk Pub & Grill. They have a very friendly staff and they’re very accommodating in the changes they make to their menu."
The price is CA $407
CA $978 total
includes taxes & fees
May 28 - May 29
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.

Big Pine Key Vacation Homes information

Number of reviews
1,589
Accommodation
1155 Vacation Homes
Lowest Price
CA $219
Highest Price
CA $476

Recent Reviews in Big Pine Key
Expedia verified reviews

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

5/5 Excellent
Comfortable and relaxing stay
"We had a great stay at this location. The room was very neat and clean. The house keeping is very attentive. The young lady at the front desk was very sweet and expressed great customer service. The king size bed was very comfortable."
A verified traveller stayed at Coconut Cay Resort & Marina
Posted 2 days ago
Coconut Cay Resort & Marina